Gold Siesta Key Vacation Rentals

All Pool Options

333 matching vacation rentals found.

We receive new listings daily. Call your agent at 888.478.2796 for an up to date list of available rental options.

Vacation Condo with views of Gulf of Mexico.

Out Door PoolLuxury Rental on Siesta Key
  • Gold
  • Condo
  • Pool & Hot Tub
  • Max Occupancy: 4
  • 1 Bedroom
  • 1 Bathroom

Starting at $1695/Week plus taxes and fees

Available: YesMap888-478-2796

Siesta Key 2 Bedroom Vacation Rental Condo With Pool

Large Communal PoolDining Table & Chairs
  • Gold
  • Condo
  • Pool
  • Max Occupancy: 6
  • 2 Bedrooms
  • 2 Bathrooms

Starting at $1,595/Week plus taxes and fees

Available: YesMap888-478-2796

Beautiful 4 bedroom Home Short Walk to the Beach and Village

External View of Rental with Ample ParkingSpacious Living Area with Doors to Pool
  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 8
  • 4 Bedrooms
  • 3 Bathrooms

Starting at $7200-12000/Month plus taxes and fees

Available: YesMap888-478-2796

Siesta Key two Bedroom Vacation Rental Unit Available Today

Siesta Key Sandy beachHammock on Beach
  • Gold
  • Condo
  • Pool
  • Max Occupancy: 6
  • 2 Bedrooms
  • 2 Bathrooms

Starting at $2,895-4,095/Week plus taxes and fees

Available: YesMap888-478-2796

Looking for a wow factor? Gulf Of Mexico Beach Views

Poolside lounging chairsBreakfast bar
  • Gold
  • Condo
  • Pool
  • Max Occupancy: 6
  • 2 Bedrooms
  • 2 Bathrooms

Starting at $1713/Week plus taxes and fees

Available: YesMap888-478-2796

Three Bedroom Stylish Vacation Condo with FULL Gulf Views

PoolSpacious Living Ara
  • Gold
  • Condo
  • Pool & Hot Tub
  • Max Occupancy: 6
  • 3 Bedrooms
  • 2 Bathrooms

Starting at $3295/Week plus taxes and fees

Available: YesMap888-478-2796

Condo Two Bedrooms with Pool & Partial Gulf View

Gulf Front VacationsPool
  • Gold
  • Condo
  • Pool
  • Max Occupancy: 6
  • 2 Bedrooms
  • 2 Bathrooms

Starting at $1,895-3,095/Week plus taxes and fees

Available: YesMap888-478-2796

Best Beach Location Two Bedroom Vacation Rentals

Best Beach Location Two Bedroom Vacation RentalsBest Beach Location Two Bedroom Vacation Rentals
  • Gold
  • Condo
  • Pool
  • Max Occupancy: 4
  • 2 Bedrooms
  • 2 Bathrooms

Starting at $2000/Week plus taxes and fees

Available: YesMap888-478-2796

Three Bedroom Condo in Siesta Key Short Walk to the Beach

Extrior viewLiving room
  • Gold
  • Condo
  • Pool
  • Max Occupancy: 8
  • 3 Bedrooms
  • 2 Bathrooms

Call 888-478-2796 for Rates

Available: YesMap888-478-2796

Sleep Eight at this Three Bedroom Siesta Key Vacation Rental

Living roomLiving room
  • Gold
  • Condo
  • Pool
  • Max Occupancy: 8
  • 3 Bedrooms
  • 2 Bathrooms

Call 888-478-2796 for Rates

Available: YesMap888-478-2796

Posh 4 bedroom Home For Rent Boat Dock, Pool Great Rental!

Private PoolCaged Pool
  • Gold
  • Home/Villa
  • Pool & Hot Tub
  • Max Occupancy: 8
  • 4 Bedrooms
  • 3 Bathrooms

Starting at $3495-6520/Week plus taxes and fees

Available: YesMap888-478-2796

6 Bedroom Vacation Rental with Pool - Near Beach

6 Bedroom Vacation Rental with Pool - Near Beach6 Bedroom Vacation Rental with Pool - Near Beach
  • Gold
  • Home/Villa
  • Pool & Hot Tub
  • Max Occupancy: 16
  • 6 Bedrooms
  • 5 Bathrooms

Call 888-478-2796 for Rates

Available: YesMap888-478-2796

Vacation Rental with Three Bedrooms 2 Min Walk to Siesta key

Shared PoolLiving Room
  • Gold
  • Condo
  • Pool
  • Max Occupancy: 8
  • 3 Bedrooms
  • 2 Bathrooms

Starting at $2795-4320/Week plus taxes and fees

Available: YesMap888-478-2796

Beach Condo with Beach Views Wow

Palm Bay Club Siesta KeyLiving Room TV Sofa
  • Gold
  • Condo
  • Pool & Hot Tub
  • Max Occupancy: 6
  • 2 Bedrooms
  • 2 Bathrooms

Starting at $2995/Week plus taxes and fees

Available: YesMap888-478-2796

Luxury Vacation Home - Three Bedrooms - Close to Beaches

Vacation VillaLiving Area with Comfy Chairs
  • Gold
  • Home/Villa
  • No Pool
  • Max Occupancy: 10
  • 3 Bedrooms
  • 2 Bathrooms

Starting at $1,795-2,995/Week plus taxes and fees

Available: YesMap888-478-2796

Siesta Key Vacation Renal One Bedroom Beach Condo

Communal PoolWell Equipped Kitchen
  • Gold
  • Condo
  • Pool & Hot Tub
  • Max Occupancy: 2
  • 1 Bedroom
  • 1 Bathroom

Starting at $1495/Week plus taxes and fees

Available: YesMap888-478-2796

Lovely Four Bedroom Home with Pool on Siesta Key

Private PoolLiving Area
  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 8
  • 4 Bedrooms
  • 3 Bathrooms

Starting at $6,295-12,495/Month plus taxes and fees

Available: YesMap888-478-2796

Pool Home Casual Beachy Vacation Rental with Three Bedrooms

Large outdoor poolSwimming pool outdoor
  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 8
  • 3 Bedrooms
  • 2 Bathrooms

Starting at $4000-9375/Month plus taxes and fees

Available: YesMap888-478-2796

Siesta Key Value Priced Resort Condos Walk to Beach

Charming studio for rent in Siesta Key, FloridaDining area with a flat screen TV
  • Gold
  • Condo
  • Pool & Hot Tub
  • Max Occupancy: 2
  • 1 Bedroom
  • 1 Bathroom

Starting at $2100/Week plus taxes and fees

Available: YesMap888-478-2796

Five Bedroom Town House on Siesta Key with Private Pool

Five Bedroom Town House on Siesta Key with Private PoolFive Bedroom Town House on Siesta Key with Private Pool
  • Gold
  • Condo
  • Pool
  • Max Occupancy: 15
  • 5 Bedrooms
  • 3 Bathrooms

Starting at $5187-6899/Week plus taxes and fees

Available: YesMap888-478-2796

Four Bedroom Pool Home Sleeps 11 Guests

Pool and Patio AreaSiesta Key Sandy Beach
  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 11
  • 4 Bedrooms
  • 3 Bathrooms

Starting at $3059/Week plus taxes and fees

Available: YesMap888-478-2796

Vacation Town Vacation Home with Pool TWO BLOCKS TO BEACH

Vacation Town Vacation Home with Pool TWO BLOCKS TO BEACHVacation Town Vacation Home with Pool TWO BLOCKS TO BEACH
  • Gold
  • Condo
  • Pool
  • Max Occupancy: 11
  • 4 Bedrooms
  • 2 Bathrooms

Starting at $2100/Week plus taxes and fees

Available: YesMap888-478-2796

3 Bedroom Vacation Rental Private Pool Sleeps 6

Siesta Key Three Bedroom Vacation Home PoolMaster Bedroom King Bed
  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 6
  • 3 Bedrooms
  • 2 Bathrooms

Starting at $7195/Month plus taxes and fees

Available: YesMap888-478-2796

Luxury Rental Three Bedrooms Gulf Views & Pool

Exterior View of PropertyPartial Gulf View
  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 10
  • 3 Bedrooms
  • 4 Bathrooms

Starting at $2,095-3,795/Week plus taxes and fees

Available: YesMap888-478-2796

Sleeps Eight Three Bedrooms Private Pool

Sleeps Eight Three Bedrooms Private PoolSleeps Eight Three Bedrooms Private Pool
  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 8
  • 3 Bedrooms
  • 2 Bathrooms

Starting at $2465-3795/Week plus taxes and fees

Available: YesMap888-478-2796

Siesta Key Three Bedroom 2.5 Bath Luxury

Siesta Key luxury vacation home with poolmodern interior open living dining area
  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 8
  • 3 Bedrooms
  • 2 Bathrooms

Starting at $6,295-11,895/Month plus taxes and fees

Available: YesMap888-478-2796

Lovely Three Bedroom Two Bathroom Vacation Rental

Vacation Rental in Siesta KeyCovered lanai
  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 7
  • 3 Bedrooms
  • 2 Bathrooms

Starting at $2095-3940/Week plus taxes and fees

Available: YesMap888-478-2796

Short Walk to Beach from this Two Bedroom Condo Sleeps 6

PoolSandy Beach
  • Gold
  • Condo
  • Pool
  • Max Occupancy: 6
  • 2 Bedrooms
  • 2 Bathrooms

Starting at $1,595/Week plus taxes and fees

Available: YesMap888-478-2796

Modern, Upscale Views of The Gulf of Mexico Penthouse

Modern, Upscale Views of The Gulf of Mexico PenthouseModern, Upscale Views of The Gulf of Mexico Penthouse
  • Gold
  • Condo
  • Pool
  • Max Occupancy: 6
  • 2 Bedrooms
  • 2 Bathrooms

Starting at $2995-3995/Week plus taxes and fees

Available: YesMap888-478-2796

Luxury 2 Bedroom Beachfront Rental Views of Beach

Beachfront RentalsKitchen
  • Gold
  • Condo
  • Pool
  • Max Occupancy: 6
  • 2 Bedrooms
  • 2 Bathrooms

Starting at $2000/Week plus taxes and fees

Available: YesMap888-478-2796

Siesta Key Luxury Beach Condo - 2 Bedroom Pool & Gulf Views

Balcony with Outdoor Table and ChairsSpacious Living Area
  • Gold
  • Condo
  • Pool
  • Max Occupancy: 6
  • 2 Bedrooms
  • 2 Bathrooms

Starting at $3500.00/Week plus taxes and fees

Available: YesMap888-478-2796

One Bedroom View of the Gulf of Mexico Two Big Beds !

One Bedroom View of the Gulf of Mexico Two Big Beds !One Bedroom View of the Gulf of Mexico Two Big Beds !
  • Gold
  • Condo
  • Pool & Hot Tub
  • Max Occupancy: 4
  • 1 Bedroom
  • 1 Bathroom

Starting at $1695/Week plus taxes and fees

Available: YesMap888-478-2796

Two Bedroom Rental Cottage/Rent Both Sleep 12!

Two Bedroom Rental Cottage/Rent Both Sleep 12!Two Bedroom Rental Cottage/Rent Both Sleep 12!
  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 6
  • 2 Bedrooms
  • 1 Bathroom

Starting at $1895/Week plus taxes and fees

Available: YesMap888-478-2796

3 Bed 3 Ba Home on Siesta Just a half block to the Beach

3 Bed 3 Ba Home on Siesta Just a half block to the Beach3 Bed 3 Ba Home on Siesta Just a half block to the Beach
  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 8
  • 3 Bedrooms
  • 3 Bathrooms

Starting at $2,595-4995/Week plus taxes and fees

Available: YesMap888-478-2796

Stunning Siesta Key Vacation Rental- Penthouse

Stunning Siesta Key Vacation Rental- PenthouseStunning Siesta Key Vacation Rental- Penthouse
  • Gold
  • Condo
  • Pool
  • Max Occupancy: 6
  • 2 Bedrooms
  • 2 Bathrooms

Starting at $2795-5295/Week plus taxes and fees

Available: YesMap888-478-2796

Lovely Siesta Key 1 bd 1 ba

Lovely Siesta Key 1 bd 1 baSiesta Key, Florida condo rental resort
  • Gold
  • Condo
  • Pool & Hot Tub
  • Max Occupancy: 4
  • 1 Bedroom
  • 1 Bathroom

Starting at $1895/Week plus taxes and fees

Available: YesMap888-478-2796

A great 1 Bedroom Condo on Siesta Key

Siesta Key Beaches a Short Walk AwayBalcony with comfortable outdoor furniture
  • Gold
  • Condo
  • Pool & Hot Tub
  • Max Occupancy: 4
  • 1 Bedroom
  • 1 Bathroom

Starting at $1895/Week plus taxes and fees

Available: YesMap888-478-2796

Updated Four Bedroom Condo Sleeps 8 With Gulf Views

Updated Four Bedroom Condo Sleeps 8 With Gulf ViewsScreened Lanai with Gulf Views
  • Gold
  • Condo
  • Pool
  • Max Occupancy: 8
  • 4 Bedrooms
  • 3 Bathrooms

Starting at $3,395-5,095/Week plus taxes and fees

Available: YesMap888-478-2796

Three Bedroom Siesta Key Vacation Rental Sleeps 8 Guests

Screened LanaiFully Equipped Kitchen
  • Gold
  • Condo
  • Pool
  • Max Occupancy: 8
  • 3 Bedrooms
  • 3 Bathrooms

Starting at $3100/Week plus taxes and fees

Available: YesMap888-478-2796

Hacienda Style Luxury Estate Home Sleeps 14

Siesta Key Rental - Exterior View at NightHacienda Style Luxury Estate Home Sleeps 14
  • Gold
  • Home/Villa
  • No Pool
  • Max Occupancy: 14
  • 4 Bedrooms
  • 4 Bathrooms

Starting at $14995/Month plus taxes and fees

Available: YesMap888-478-2796

One Bedroom Vacation Rental Sleeps Four Guests

Open living areaLiving and dining room
  • Gold
  • Condo
  • Pool
  • Max Occupancy: 4
  • 1 Bedroom
  • 1 Bathroom

Call 888-478-2796 for Rates

Available: YesMap888-478-2796

Siesta Key Vacation Rental Home Short Walk to the Beach

Exterior viewDining Table & Chairs
  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 20
  • 7 Bedrooms
  • 5 Bathrooms

Call 888-478-2796 for Rates

Available: YesMap888-478-2796

Siesta Key 1 Bedroom Gulf Views Beach Front Pool Sleeps 4

Lanai with Outside FurnitureSiesta Key 1 Bedroom Gulf Views Beach Front Pool Sleeps 4
  • Gold
  • Condo
  • Pool
  • Max Occupancy: 4
  • 1 Bedroom
  • 1 Bathroom

Starting at $1595/Week plus taxes and fees

Available: YesMap888-478-2796

Amazing Five Bedroom Vacation home with Pool - Sleeps 14

Amazing Five Bedroom Vacation home with Pool - Sleeps 14Contemporary Siesta Key Vacation Home
  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 14
  • 5 Bedrooms
  • 4 Bathrooms

Call 888-478-2796 for Rates

Available: YesMap888-478-2796

Siesta Key Four Bedroom Rental Home with Pool 3 Blocks Beach

Canal Front Home with Pool in Siesta Key, FloridaSiesta Key Four Bedroom Rental Home with Pool 3 Blocks Beach
  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 10
  • 4 Bedrooms
  • 2 Bathrooms

Starting at $2992/Week plus taxes and fees

Available: YesMap888-478-2796

A Terrific Penthouse Close to Beach

Siesta Key Vacation RentalLiving Room
  • Gold
  • Condo
  • No Pool
  • Max Occupancy: 7
  • 3 Bedrooms
  • 2 Bathrooms

Starting at $3,495-5,295/Week plus taxes and fees

Available: YesMap888-478-2796

Beachfront Vacation Rental- Gulf Views- Three bedrooms

Beachfront Vacation Rental- Gulf Views- Three bedroomsBeachfront Vacation Rental- Gulf Views- Three bedrooms
  • Gold
  • Condo
  • Pool & Hot Tub
  • Max Occupancy: 6
  • 3 Bedrooms
  • 2 Bathrooms

Starting at $1800/Week plus taxes and fees

Available: YesMap888-478-2796

2 Bedroom Condo Bay Condo Walk to Beach

Master bedroom with king bedLiving Room with Comfy Seating
  • Gold
  • Condo
  • Pool
  • Max Occupancy: 4
  • 2 Bedrooms
  • 2 Bathrooms

Starting at $1064/Week plus taxes and fees

Available: YesMap888-478-2796

Posh Luxury Penthouse Great Pool & Interior Sleeps 8

Sandy Siesta Key BeachGulf View
  • Gold
  • Condo
  • Pool & Hot Tub
  • Max Occupancy: 8
  • 3 Bedrooms
  • 2 Bathrooms

Starting at $2880-4535/Week plus taxes and fees

Available: YesMap888-478-2796

4 Bedroom Rental 4 min Walk to Worlds Best Beach

4 Bedroom Rental 4 min Walk to Worlds Best Beach4 Bedroom Rental 4 min Walk to Worlds Best Beach
  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 12
  • 4 Bedrooms
  • 4 Bathrooms

Starting at $2,295/Week plus taxes and fees

Available: YesMap888-478-2796

Siesta Key Vacation Rental Home 4 Bedroom Sleeps 12

Siesta Key Vacation Rental Home 4 Bedroom Sleeps 12Sandy Beach
  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 12
  • 4 Bedrooms
  • 4 Bathrooms

Starting at $3695-6320/Week plus taxes and fees

Available: YesMap888-478-2796

Four Bedroom Siesta Key Vacation Rental

Four Bedroom Siesta Key Vacation RentalFour Bedroom Siesta Key Vacation Rental
  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 12
  • 4 Bedrooms
  • 4 Bathrooms

Starting at $3795/Week plus taxes and fees

Available: YesMap888-478-2796

Stunning Luxury Vacation Home with 5 Bedroom Pools

Two blocks to beachStunning Luxury Vacation Home with 5 Bedroom Pools
  • Gold
  • Home/Villa
  • Pool & Hot Tub
  • Max Occupancy: 12
  • 5 Bedrooms
  • 4 Bathrooms

Call 888-478-2796 for Rates

Available: YesMap888-478-2796

Luxury Bay front home with Boat Dock and Private pool

Luxury Bay front home with Boat Dock and Private poolLuxury Bay front home with Boat Dock and Private pool
  • Gold
  • Home/Villa
  • Pool & Hot Tub
  • Max Occupancy: 8
  • 3 Bedrooms
  • 4 Bathrooms

Starting at $3990/Week plus taxes and fees

Available: YesMap888-478-2796

Beaches 2 Min Walk Away Three Bedroom Town Home

Beaches 2 Min Walk Away Three Bedroom Town HomeBeaches 2 Min Walk Away Three Bedroom Town Home
  • Gold
  • Home/Villa
  • Hot Tub / No Pool
  • Max Occupancy: 10
  • 3 Bedrooms
  • 3 Bathrooms

Starting at $2,895-6,095/Week plus taxes and fees

Available: YesMap888-478-2796

Luxury Home with Private Pool 3 Min to Beaches.

Luxury Home with Private Pool 3 Min to Beaches.Luxury Home with Private Pool 3 Min to Beaches.
  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 10
  • 3 Bedrooms
  • 3 Bathrooms

Starting at $3795-4541/Week plus taxes and fees

Available: YesMap888-478-2796

Two Bedroom Plus Den Luxury Vacation home Private Pool !

Two Bedroom Plus Den Luxury Vacation  home Private Pool !Two Bedroom Plus Den Luxury Vacation  home Private Pool !
  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 6
  • 3 Bedrooms
  • 2 Bathrooms

Starting at $1,595-2,995/Week plus taxes and fees

Available: YesMap888-478-2796

Beach House at Siesta Key with Shared Pool and Garden Patio

Beach House at Siesta Key with Shared Pool and Garden PatioBeach House at Siesta Key with Shared Pool and Garden Patio
  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 6
  • 3 Bedrooms
  • 2 Bathrooms

Starting at $3595-5395/Week plus taxes and fees

Available: YesMap888-478-2796

A Beautiful Spacious Four Bedroom Vacation Home

Siesta Key BeachHammock on Beach
  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 9
  • 4 Bedrooms
  • 3 Bathrooms

Starting at $2,495/Week plus taxes and fees

Available: YesMap888-478-2796

Views of the Gulf Of Mexico From Luxury beach Condo

Views of the Gulf Of Mexico From Luxury beach CondoViews of the Gulf Of Mexico From Luxury beach Condo
  • Gold
  • Condo
  • Pool & Hot Tub
  • Max Occupancy: 4
  • 2 Bedrooms
  • 1 Bathroom

Starting at $4400/Month plus taxes and fees

Available: YesMap888-478-2796

Luxury Two Bedroom Upscale Home Private Pool Village Nearby

Siesta Key Vacation HomePool
  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 6
  • 2 Bedrooms
  • 2 Bathrooms

Starting at $1,995-2,995/Week plus taxes and fees

Available: YesMap888-478-2796

Close to Siesta Key Village A great Town House

Close to Siesta Key Village A great Town HouseClose to Siesta Key Village A great Town House
  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 16
  • 6 Bedrooms
  • 6 Bathrooms

Call 888-478-2796 for Rates

Available: YesMap888-478-2796

3 Bedroom Vacation Rental Home with Private Pool

3 Bedroom Vacation Rental Home with Private Pool3 Bedroom Vacation Rental Home with Private Pool
  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 7
  • 3 Bedrooms
  • 3 Bathrooms

Starting at $1,495-2,495/Week plus taxes and fees

Available: YesMap888-478-2796

Luxury Siesta Key Four Bedroom Vacation Home - Large Pool

Luxury Siesta Key Four Bedroom Vacation Home -  Large PoolLuxury Siesta Key Four Bedroom Vacation Home -  Large Pool
  • Gold
  • Home/Villa
  • Pool & Hot Tub
  • Max Occupancy: 8
  • 4 Bedrooms
  • 2 Bathrooms

Starting at $3,795-8,695/Month plus taxes and fees

Available: YesMap888-478-2796

Classy Three Bedroom For Rent- Simply the Best Large Home

Classy Three Bedroom For Rent- Simply the Best Large HomeClassy Three Bedroom For Rent- Simply the Best Large Home
  • Gold
  • Home/Villa
  • No Pool
  • Max Occupancy: 10
  • 3 Bedrooms
  • 2 Bathrooms

Starting at $4795/Week plus taxes and fees

Available: YesMap888-478-2796

One of the Best Locations on Siesta Key

One of the Best Locations on Siesta KeyOne of the Best Locations on Siesta Key
  • Gold
  • Condo
  • Pool
  • Max Occupancy: 6
  • 2 Bedrooms
  • 2 Bathrooms

Starting at $6995/Month plus taxes and fees

Available: YesMap888-478-2796

Four Bedroom Vacation Home Sleeps 10 Short Walk to Beach

Private PoolLiving Room
  • Gold
  • Home/Villa
  • Pool & Hot Tub
  • Max Occupancy: 10
  • 4 Bedrooms
  • 3 Bathrooms

Starting at $2,495/Week plus taxes and fees

Available: YesMap888-478-2796

Value Priced without Giving up Location and Amenities

Value Priced without Giving up Location and AmenitiesValue Priced without Giving up Location and Amenities
  • Gold
  • Condo
  • Pool
  • Max Occupancy: 2
  • 1 Bedroom
  • 1 Bathroom

Starting at $812/Week plus taxes and fees

Available: YesMap888-478-2796

Very Lovely Siesta Key Vacation Rental Condo - Two Bedrooms

Communal Pool at this Siesta Key ComplexGulf View Vacation Rental in Siesta Key, Florida
  • Gold
  • Condo
  • Pool
  • Max Occupancy: 6
  • 2 Bedrooms
  • 2 Bathrooms

Starting at $937/Week plus taxes and fees

Available: YesMap888-478-2796

Siesta Key 1 Beach Front Vacation Rental Sleeps 4

Gulf View Penthouse for Rent in Siesta Key, FloridaExterior View
  • Gold
  • Condo
  • Pool
  • Max Occupancy: 3
  • 1 Bedroom
  • 1 Bathroom

Starting at $1292-3210/Week plus taxes and fees

Available: YesMap888-478-2796

Siesta Key beach Rentals Three Bedrooms are Hard to Find!

Siesta Key beach Rentals Three Bedrooms are Hard to Find!Siesta Key beach Rentals Three Bedrooms are Hard to Find!
  • Gold
  • Condo
  • Pool
  • Max Occupancy: 6
  • 3 Bedrooms
  • 2 Bathrooms

Call 888-478-2796 for Rates

Available: YesMap888-478-2796

Siesta Key Condo 887650

Gulf Front Condo for Rent in Siesta Key, FloridaEquipped Kitchen
  • Gold
  • Condo
  • Pool
  • Max Occupancy: 6
  • 2 Bedrooms
  • 2 Bathrooms

Starting at $1400/Week plus taxes and fees

Available: YesMap888-478-2796

Two Bedroom Beach Condo for your Next Vacation to Siesta Key

Community PoolBeach
  • Gold
  • Condo
  • Pool
  • Max Occupancy: 6
  • 2 Bedrooms
  • 2 Bathrooms

Starting at $1,995-2,995/Week plus taxes and fees

Available: YesMap888-478-2796

Condo Only Steps to the World Class Beaches of Siesta Key

Exterior View of PropertyLiving Room with Flat Screen TV
  • Gold
  • Condo
  • Pool
  • Max Occupancy: 6
  • 2 Bedrooms
  • 1 Bathroom

Starting at $1,195-1,895/Week plus taxes and fees

Available: YesMap888-478-2796

Three Bedroom Beach to Bay Community with Pool

Living Area with Doors to BalconyAerial View of Rental
  • Gold
  • Condo
  • Pool
  • Max Occupancy: 6
  • 3 Bedrooms
  • 2 Bathrooms

Starting at $1495-2295/Week plus taxes and fees

Available: YesMap888-478-2796

Ideally Situated Between the 2 Best Beaches on Siesta

Ideally  Situated Between the 2 Best Beaches on SiestaIdeally  Situated Between the 2 Best Beaches on Siesta
  • Gold
  • Home/Villa
  • No Pool
  • Max Occupancy: 10
  • 3 Bedrooms
  • 2 Bathrooms

Starting at $4795/Week plus taxes and fees

Available: YesMap888-478-2796

Four Bedroom- Luxury Siesta Key Home with Pool on the Water

Entrance HallPool
  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 10
  • 4 Bedrooms
  • 3 Bathrooms

Call 888-478-2796 for Rates

Available: YesMap888-478-2796

Stroll To Beach Rental on Siesta Key

Living & Dining AreaStroll To Beach Rental on Siesta Key
  • Gold
  • Condo
  • No Pool
  • Max Occupancy: 6
  • 2 Bedrooms
  • 1 Bathroom

Starting at $2695/Week plus taxes and fees

Available: YesMap888-478-2796

Flip Flop Walk to The Beach

Flip Flop Walk to The BeachFlip Flop Walk to The Beach
  • Gold
  • Condo
  • No Pool
  • Max Occupancy: 4
  • 2 Bedrooms
  • 1 Bathroom

Starting at $895-1,895/Week plus taxes and fees

Available: YesMap888-478-2796

Charming Three Bedroom Condo For Rent Great Property

Charming Three Bedroom Condo For Rent Great PropertyCharming Three Bedroom Condo For Rent Great Property
  • Gold
  • Condo
  • Pool
  • Max Occupancy: 6
  • 3 Bedrooms
  • 2 Bathrooms

Starting at $1862/Week plus taxes and fees

Available: YesMap888-478-2796

Siesta Key Two Bedroom Rental

Siesta Key Two Bedroom RentalSiesta Key Two Bedroom Rental
  • Gold
  • Condo
  • Pool
  • Max Occupancy: 6
  • 2 Bedrooms
  • 2 Bathrooms

Starting at $1596/Week plus taxes and fees

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Lovely Siesta Key Rental One Bedroom Sleep Four

Lovely Siesta Key Rental One Bedroom Sleep FourLovely Siesta Key Rental One Bedroom Sleep Four
  • Gold
  • Condo
  • Pool
  • Max Occupancy: 4
  • 1 Bedroom
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Starting at $2000/Week plus taxes and fees

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Siesta Key 2 Bedroom 2 Bathroom Vacation Rental

Siesta Key 2 Bedroom 2 Bathroom Vacation RentalSiesta Key 2 Bedroom 2 Bathroom Vacation Rental
  • Gold
  • Condo
  • Pool
  • Max Occupancy: 6
  • 2 Bedrooms
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Starting at $1995/Week plus taxes and fees

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One Bedroom Siesta Key Vacation Rental

One Bedroom Siesta Key Vacation RentalOne Bedroom Siesta Key Vacation Rental
  • Gold
  • Condo
  • No Pool
  • Max Occupancy: 4
  • 1 Bedroom
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Siesta Key One Bedroom Rental at a Value Price

Living AreaSiesta Key One Bedroom Rental at a Value Price
  • Gold
  • Condo
  • No Pool
  • Max Occupancy: 4
  • 1 Bedroom
  • 1 Bathroom

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Rent One or Both Units 4 Min Walk to Siesta Key Beaches

Rent One or Both Units 4 Min Walk to Siesta Key BeachesRent One or Both Units 4 Min Walk to Siesta Key Beaches
  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 8
  • 3 Bedrooms
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Starting at $1,795/Week plus taxes and fees

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Two Bedroom Vacation Condo Siesta Key walk to Beach

Two Bedroom Vacation Condo Siesta Key walk to BeachTwo Bedroom Vacation Condo Siesta Key walk to Beach
  • Gold
  • Condo
  • Pool & Hot Tub
  • Max Occupancy: 6
  • 2 Bedrooms
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Large Pool Home Rent One or Multiple Units

Large Pool Home Rent One or Multiple UnitsLarge Pool Home Rent One or Multiple Units
  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 6
  • 2 Bedrooms
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Starting at $2061/Week plus taxes and fees

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Rent One or All units and Sleep up to 12 Guests

Rent One or All units and Sleep up to 12 GuestsRent One or All units and Sleep up to 12 Guests
  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 6
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Siesta Key Vacation Rental with two Bedrooms Walk to Beach

Siesta Key Vacation Rental with two Bedrooms Walk to BeachSiesta Key Vacation Rental with two Bedrooms Walk to Beach
  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 6
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Siesta Key Vacation Rental Home with Two Bedrooms

Siesta Key Vacation Rental Home with Two BedroomsSiesta Key Vacation Rental Home with Two Bedrooms
  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 6
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Two Bedroom Vacation Rentals Siesta Key Walk to Beach

Two Bedroom  Vacation Rentals Siesta Key Walk to  BeachTwo Bedroom  Vacation Rentals Siesta Key Walk to  Beach
  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 6
  • 2 Bedrooms
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Siesta Key Vacation Home with Pool Sleeps 10

Sandy BeachAerial view
  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 10
  • 4 Bedrooms
  • 3 Bathrooms

Starting at $2,495-6995/Week plus taxes and fees

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Rent 1 Villa or Both Villas on Siesta Key Combined Sleeps 12

Rent 1 Villa or Both Villas on Siesta Key Combined Sleeps 12Rent 1 Villa or Both Villas on Siesta Key Combined Sleeps 12
  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 6
  • 2 Bedrooms
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Starting at $2061/Week plus taxes and fees

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Rent One or Both Units at Siesta Key Accommodations

Rent One or Both Units at Siesta Key AccommodationsRent One or Both Units at Siesta Key Accommodations
  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 6
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Starting at $2061/Week plus taxes and fees

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Three Bedroom Luxury Rental Accommodation One Block Beach

Three  Bedroom Luxury Rental Accommodation One Block BeachThree  Bedroom Luxury Rental Accommodation One Block Beach
  • Gold
  • Home/Villa
  • No Pool
  • Max Occupancy: 9
  • 3 Bedrooms
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Starting at $3059/Week plus taxes and fees

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Charming 2 Bedroom Cottage Siesta Key Walk to Beach

Charming 2 Bedroom Cottage Siesta Key Walk to BeachCharming 2 Bedroom Cottage Siesta Key Walk to Beach
  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 6
  • 2 Bedrooms
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Starting at $2061/Week plus taxes and fees

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Siesta Beach Cottage Near Village

Siesta Beach Cottage Near VillageSiesta Beach Cottage Near Village
  • Gold
  • Condo
  • No Pool
  • Max Occupancy: 4
  • 1 Bedroom
  • 1 Bathroom

Starting at $1456/Week plus taxes and fees

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Siesta Key Two Bedroom Value Priced

Siesta Key poolpool at beach
  • Gold
  • Condo
  • Pool
  • Max Occupancy: 4
  • 2 Bedrooms
  • 2 Bathrooms

Starting at $1,995-2,795/Week plus taxes and fees

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Beachfront Condo with Two Bedrooms with Great Views

Beachfront Condo ComplexLiving Area
  • Gold
  • Condo
  • Pool
  • Max Occupancy: 4
  • 2 Bedrooms
  • 2 Bathrooms

Starting at $2,395/Week plus taxes and fees

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Enjoy Views of the Gulf of Mexico from Siesta Key

Enjoy Views of the Gulf of Mexico from Siesta KeyEnjoy Views of the Gulf of Mexico from Siesta Key
  • Gold
  • Condo
  • Pool
  • Max Occupancy: 6
  • 2 Bedrooms
  • 2 Bathrooms

Starting at $1,595-2,195/Week plus taxes and fees

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Short Walk to the Beautiful Siesta Key Beach from this Condo

Exterior View of ComplexLake with Fountain at Complex
  • Gold
  • Condo
  • Pool
  • Max Occupancy: 6
  • 2 Bedrooms
  • 2 Bathrooms

Starting at $995-1,895/Week plus taxes and fees

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Siesta Key Condo Spectacular Gulf Views Call Agent Today

Siesta Key Condo Spectacular Gulf Views Call Agent TodaySiesta Key Condo Spectacular Gulf Views Call Agent Today
  • Gold
  • Condo
  • Pool
  • Max Occupancy: 6
  • 2 Bedrooms
  • 2 Bathrooms

Starting at $2,295-3,095/Week plus taxes and fees

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Siesta Key Condo 888355

Siesta Key Condo 888355Siesta Key Condo 888355
  • Gold
  • Condo
  • Pool
  • Max Occupancy: 6
  • 2 Bedrooms
  • 2 Bathrooms

Starting at $1134/Week plus taxes and fees

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Siesta Key Condo 888376

Siesta Key Condo 888376Siesta Key Condo 888376
  • Gold
  • Condo
  • Pool
  • Max Occupancy: 6
  • 2 Bedrooms
  • 2 Bathrooms

Starting at $1134/Week plus taxes and fees

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Siesta Key Beach Rental Condo Two Bedrooms

Siesta Key Beach Rental Condo Two BedroomsSiesta Key Beach Rental Condo Two Bedrooms
  • Gold
  • Condo
  • Pool
  • Max Occupancy: 6
  • 2 Bedrooms
  • 2 Bathrooms

Starting at $1470/Week plus taxes and fees

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A great Beach Vacation Condo Gulf Views and Close to Village

A great Beach Vacation Condo Gulf Views and Close to VillageA great Beach Vacation Condo Gulf Views and Close to Village
  • Gold
  • Condo
  • Pool
  • Max Occupancy: 4
  • 2 Bedrooms
  • 2 Bathrooms

Starting at $1470/Week plus taxes and fees

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Siesta Key Vacation Rental with Two Bedrooms & Gulf Views!

Siesta Key Vacation Rental with Two Bedrooms & Gulf Views!Siesta Key Vacation Rental with Two Bedrooms & Gulf Views!
  • Gold
  • Condo
  • Pool
  • Max Occupancy: 6
  • 2 Bedrooms
  • 2 Bathrooms

Starting at $1470/Week plus taxes and fees

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Ground Level 2 Bedroom Vacation Condo with Sun Deck

Ground Level 2 Bedroom Vacation  Condo with Sun DeckGround Level 2 Bedroom Vacation  Condo with Sun Deck
  • Gold
  • Condo
  • Pool
  • Max Occupancy: 4
  • 2 Bedrooms
  • 2 Bathrooms

Starting at $1134/Week plus taxes and fees

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3rd Floor, Garden View Condo, steps to beach at Siesta Dunes

3rd Floor, Garden View Condo, steps to beach at Siesta Dunes3rd Floor, Garden View Condo, steps to beach at Siesta Dunes
  • Gold
  • Condo
  • Pool
  • Max Occupancy: 6
  • 2 Bedrooms
  • 4 Bathrooms

Starting at $1134/Week plus taxes and fees

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Siesta Key Value Vacation Rental Property

Dining RoomView from Balcony
  • Gold
  • Condo
  • Pool
  • Max Occupancy: 6
  • 2 Bedrooms
  • 2 Bathrooms

Starting at $1470/Week plus taxes and fees

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Upscale Beachfront Condo Gulf Views Pool Three Bedrooms

Upscale  Beachfront Condo Gulf Views Pool Three BedroomsUpscale  Beachfront Condo Gulf Views Pool Three Bedrooms
  • Gold
  • Condo
  • Pool
  • Max Occupancy: 8
  • 3 Bedrooms
  • 2 Bathrooms

Starting at $3100/Week plus taxes and fees

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Luxury Two Bedroom Beach Condo Sleeps 4

Pool & Gulf View from BalconyDining Room
  • Gold
  • Condo
  • Pool
  • Max Occupancy: 4
  • 2 Bedrooms
  • 2 Bathrooms

Starting at $2,095-2,495/Week plus taxes and fees

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One Bedroom Condo Sleeps Four Guest Communal Pool

Community PoolLiving room
  • Gold
  • Condo
  • Pool
  • Max Occupancy: 4
  • 1 Bedroom
  • 1 Bathroom

Starting at $1,195/Week plus taxes and fees

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Ground Floor Condo with Two Bedrooms and Lanai - Large Pool

Spacious Living Area with Doors to BalconyLarge Pool at this Complex
  • Gold
  • Condo
  • Pool
  • Max Occupancy: 6
  • 2 Bedrooms
  • 2 Bathrooms

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Three Bedroom Beach Vacation Rental With Great Views

Three Bedroom Beach Vacation Rental With Great ViewsThree Bedroom Beach Vacation Rental With Great Views
  • Gold
  • Condo
  • Pool
  • Max Occupancy: 6
  • 3 Bedrooms
  • 2 Bathrooms

Starting at $6700/Month plus taxes and fees

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Siesta Luxury Two Bedroom Vacation Rental Pool

Shared PoolDining Room
  • Gold
  • Condo
  • Pool
  • Max Occupancy: 4
  • 2 Bedrooms
  • 1 Bathroom

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Siesta Key Condo 888429

Siesta Key Condo 888429Siesta Key Condo 888429
  • Gold
  • Condo
  • Pool
  • Max Occupancy: 6
  • 2 Bedrooms
  • 2 Bathrooms

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Siesta Key Vacation Condo Rent Beach FrontLuxury

Siesta Key Vacation Condo Rent Beach FrontLuxurySiesta Key Vacation Condo Rent Beach FrontLuxury
  • Gold
  • Condo
  • Pool
  • Max Occupancy: 6
  • 1 Bedroom
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Beachfront Luxury Siesta Key View of Gulf From Every Room!

Beachfront Luxury Siesta Key View of Gulf From Every Room!Beachfront Luxury Siesta Key View of Gulf From Every Room!
  • Gold
  • Condo
  • Pool
  • Max Occupancy: 8
  • 3 Bedrooms
  • 2 Bathrooms

Starting at $7995/Month plus taxes and fees

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Siesta Key Condo 2 bed 2 ba

Siesta Key Condo 2 bed 2 baSiesta Key Condo 2 bed 2 ba
  • Gold
  • Condo
  • Pool
  • Max Occupancy: 6
  • 2 Bedrooms
  • 2 Bathrooms

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Lovely 2 bed 2 bath Condo located on the #1 beach!

Living AreaLagoon Style Pool
  • Gold
  • Condo
  • Pool
  • Max Occupancy: 6
  • 2 Bedrooms
  • 2 Bathrooms

Starting at $2495/Week plus taxes and fees

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Two Bedroom Two Bathroom Beach Condo Sleeps 6

Living RoomCommunity pool
  • Gold
  • Condo
  • Pool
  • Max Occupancy: 6
  • 2 Bedrooms
  • 2 Bathrooms

Starting at $1,295/Week plus taxes and fees

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Communal Pool at this Two Bedroom Beach Condo Sleeps 6

Poolside Lounging AreaFully Stocked Kitchen
  • Gold
  • Condo
  • Pool
  • Max Occupancy: 6
  • 2 Bedrooms
  • 2 Bathrooms

Starting at $1,295/Week plus taxes and fees

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Beach Condo with Community Pool - Two Bedrooms Sleeps 6

Fully Equipped KitchenShared Pool
  • Gold
  • Condo
  • Pool
  • Max Occupancy: 6
  • 2 Bedrooms
  • 2 Bathrooms

Starting at $1,295/Week plus taxes and fees

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Lovely 2 bed 2 ba Condo - located on the #1 beach

Lovely 2 bed 2 ba Condo - located on the #1 beachLovely 2 bed 2 ba Condo - located on the #1 beach
  • Gold
  • Condo
  • Pool
  • Max Occupancy: 6
  • 2 Bedrooms
  • 2 Bathrooms

Starting at $2995-4350/Week plus taxes and fees

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Siesta Key Beach Vacation - Two Bedrooms

Community PoolSiesta Key Beach Vacation - Two Bedrooms
  • Gold
  • Condo
  • Pool
  • Max Occupancy: 6
  • 2 Bedrooms
  • 2 Bathrooms

Starting at $1995/Week plus taxes and fees

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Two Bedroom Siesta Key Rental Accommodation Sleeps Six Guest

Two Bedroom Siesta Key Rental Accommodation Sleeps Six GuestTwo Bedroom Siesta Key Rental Accommodation Sleeps Six Guest
  • Gold
  • Condo
  • Pool
  • Max Occupancy: 6
  • 2 Bedrooms
  • 2 Bathrooms

Starting at $1995/Week plus taxes and fees

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Siesta Key Beach Vacation Condo

Siesta Key Beach Vacation CondoSiesta Key Beach Vacation Condo
  • Gold
  • Condo
  • Pool
  • Max Occupancy: 6
  • 2 Bedrooms
  • 2 Bathrooms

Call 888-478-2796 for Rates

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Partial Gulf View - Open Plan Condo - Sleeps 6 Guests

Screened Lanai with Dining Table - Seats 4Open Plan Living
  • Gold
  • Condo
  • Pool
  • Max Occupancy: 6
  • 2 Bedrooms
  • 2 Bathrooms

Starting at $2695-6500/Week plus taxes and fees

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Luxurious 2 bed 2ba Condo located on Siesta Key

Aerial View of ComplexLuxurious 2 bed 2ba Condo located on Siesta Key
  • Gold
  • Condo
  • Pool
  • Max Occupancy: 6
  • 2 Bedrooms
  • 2 Bathrooms

Starting at $2495.99/Week plus taxes and fees

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Siesta Key Beach Vacation Rentals- Two Bed 2 Bath

Siesta Key Beach Vacation Rentals- Two Bed 2 BathSiesta Key Beach Vacation Rentals- Two Bed 2 Bath
  • Gold
  • Condo
  • Pool
  • Max Occupancy: 6
  • 2 Bedrooms
  • 2 Bathrooms

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Siesta Key Beach Condo for you Siesta Vacation Views Gulf

Siesta Key Beach Condo for you Siesta Vacation Views GulfSiesta Key Beach Condo for you Siesta Vacation Views Gulf
  • Gold
  • Condo
  • Pool
  • Max Occupancy: 6
  • 2 Bedrooms
  • 2 Bathrooms

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A Most Amazing Rental or the Best Siesta Key Holiday

Aerial View of Siesta Key BeachA Most Amazing Rental or the Best Siesta Key Holiday
  • Gold
  • Condo
  • Pool
  • Max Occupancy: 6
  • 2 Bedrooms
  • 2 Bathrooms

Starting at $1,795/Week plus taxes and fees

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Located in the Best Siesta Key Complex- It Has it All!

Sandy Sieata Key BeachSiesta Key Beach
  • Gold
  • Condo
  • Pool
  • Max Occupancy: 6
  • 2 Bedrooms
  • 2 Bathrooms

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Siesta Key Vacation Rentals Midnight Pass Road

Siesta Key Vacation Rentals Midnight Pass RoadSiesta Key Vacation Rentals Midnight Pass Road
  • Gold
  • Condo
  • Pool
  • Max Occupancy: 6
  • 2 Bedrooms
  • 2 Bathrooms

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Whats on Your vacation Bucket List? Come to Siesta Key!

Pool AreaSpacious Living Area
  • Gold
  • Condo
  • Pool
  • Max Occupancy: 6
  • 2 Bedrooms
  • 2 Bathrooms

Call 888-478-2796 for Rates

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Siesta Key Condo 888506

Siesta Key Condo 888506Siesta Key Condo 888506
  • Gold
  • Condo
  • Pool
  • Max Occupancy: 6
  • 2 Bedrooms
  • 2 Bathrooms

Call 888-478-2796 for Rates

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One Bedroom One Bathroom Beach Condo Sleeps Four Guests

Community poolBeachside Seating Area
  • Gold
  • Condo
  • Pool
  • Max Occupancy: 4
  • 1 Bedroom
  • 1 Bathroom

Starting at $1,095/Week plus taxes and fees

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Siesta Key Vacation Rental Condo

Siesta Key Vacation Rental CondoSiesta Key Vacation Rental Condo
  • Gold
  • Condo
  • Pool
  • Max Occupancy: 6
  • 2 Bedrooms
  • 2 Bathrooms

Starting at $3495/Week plus taxes and fees

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Siesta key Beach Rental Luxury

Siesta key Beach Rental LuxurySiesta key Beach Rental Luxury
  • Gold
  • Condo
  • Pool
  • Max Occupancy: 6
  • 2 Bedrooms
  • 2 Bathrooms

Call 888-478-2796 for Rates

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Luxury Two Bedroom Beach Condo Sleeps 6 Partial Gulf VIew

ComplexLiving Room
  • Gold
  • Condo
  • Pool
  • Max Occupancy: 6
  • 2 Bedrooms
  • 2 Bathrooms

Starting at $1,895/Week plus taxes and fees

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Luxury Condo Siesta Key Pool Views

Luxury Condo Siesta Key Pool ViewsLuxury Condo Siesta Key Pool Views
  • Gold
  • Condo
  • Pool
  • Max Occupancy: 6
  • 2 Bedrooms
  • 2 Bathrooms

Call 888-478-2796 for Rates

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Siesta Key Condo 888524

Siesta Key Condo 888524Siesta Key Condo 888524
  • Gold
  • Condo
  • Pool
  • Max Occupancy: 6
  • 2 Bedrooms
  • 2 Bathrooms

Starting at $2495/Week plus taxes and fees

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What a Stunner of a Rental a Great Destination Condo

Beach Front ComplexScreened in Lanai
  • Gold
  • Condo
  • Pool
  • Max Occupancy: 6
  • 2 Bedrooms
  • 2 Bathrooms

Starting at $1899/Week plus taxes and fees

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Siesta Key Sleeps Six Midnight Pass Road

Siesta Key Sleeps Six Midnight Pass RoadSiesta Key Sleeps Six Midnight Pass Road
  • Gold
  • Condo
  • Pool
  • Max Occupancy: 6
  • 2 Bedrooms
  • 2 Bathrooms

Starting at $1690/Week plus taxes and fees

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Siesta Key Beach Vacation Condo with Two Bedrooms

Siesta Key Beach Vacation Condo with Two BedroomsSiesta Key Beach Vacation Condo with Two Bedrooms
  • Gold
  • Condo
  • Pool
  • Max Occupancy: 6
  • 2 Bedrooms
  • 2 Bathrooms

Starting at $2495/Week plus taxes and fees

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Siesta Key Vacation Luxury Condo Great Resort Community

Siesta Key Vacation Luxury Condo Great Resort CommunitySiesta Key Vacation Luxury Condo Great Resort Community
  • Gold
  • Condo
  • Pool
  • Max Occupancy: 6
  • 2 Bedrooms
  • 2 Bathrooms

Starting at $2190/Week plus taxes and fees

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Luxury Two Bedroom Beach Condo Sleeps 6 Guests

Shared PoolFully Equipped Kitchen
  • Gold
  • Condo
  • Pool
  • Max Occupancy: 6
  • 2 Bedrooms
  • 2 Bathrooms

Starting at $1,295/Week plus taxes and fees

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Luxury interior Siesta Key Rental Classy and Cool

Luxury interior Siesta Key Rental Classy and CoolLuxury interior Siesta Key Rental Classy and Cool
  • Gold
  • Condo
  • Pool
  • Max Occupancy: 6
  • 2 Bedrooms
  • 2 Bathrooms

Starting at $1990/Week plus taxes and fees

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One Bedroom Beach Vacation Rental Siesta Key with Pool

One Bedroom Beach Vacation Rental Siesta Key with PoolOne Bedroom Beach Vacation Rental Siesta Key with Pool
  • Gold
  • Condo
  • Pool
  • Max Occupancy: 4
  • 1 Bedroom
  • 1 Bathroom

Call 888-478-2796 for Rates

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Lovely 2bed 2 ba Condo - Siesta Key

Lovely 2bed 2 ba Condo - Siesta KeyLovely 2bed 2 ba Condo - Siesta Key
  • Gold
  • Condo
  • Pool
  • Max Occupancy: 6
  • 2 Bedrooms
  • 2 Bathrooms

Starting at $2495/Week plus taxes and fees

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Two Bedroom Vacation Rental Siesta Key Partial Views of Gulf

Two Bedroom Vacation Rental Siesta Key Partial Views of GulfTwo Bedroom Vacation Rental Siesta Key Partial Views of Gulf
  • Gold
  • Condo
  • Pool
  • Max Occupancy: 6
  • 2 Bedrooms
  • 2 Bathrooms

Starting at $2995/Week plus taxes and fees

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Two Bedroom Beach Rental on Siesta Key WOW

Two Bedroom Beach Rental on Siesta Key WOWTwo Bedroom Beach Rental on Siesta Key WOW
  • Gold
  • Condo
  • Pool
  • Max Occupancy: 6
  • 2 Bedrooms
  • 2 Bathrooms

Starting at $1990/Week plus taxes and fees

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Siesta Key Condo 888551

Siesta Key Condo 888551Siesta Key Condo 888551
  • Gold
  • Condo
  • Pool
  • Max Occupancy: 6
  • 2 Bedrooms
  • 2 Bathrooms

Call 888-478-2796 for Rates

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Siesta Key Vacation Rental Accommodations on Beach

Siesta Key Vacation Rental Accommodations on BeachSiesta Key Vacation Rental Accommodations on Beach
  • Gold
  • Condo
  • Pool
  • Max Occupancy: 6
  • 2 Bedrooms
  • 2 Bathrooms

Starting at $1899/Week plus taxes and fees

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Beach Condo Weekly Rental on Siesta Key Beach

Beach Condo Weekly Rental on Siesta Key BeachBeach Condo Weekly Rental on Siesta Key Beach
  • Gold
  • Condo
  • Pool
  • Max Occupancy: 6
  • 2 Bedrooms
  • 2 Bathrooms

Starting at $1999/Week plus taxes and fees

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Enjoy View of the Gulf from Great 2 Bedroom Siesta Condo

Enjoy  View of the Gulf from Great 2 Bedroom Siesta CondoEnjoy  View of the Gulf from Great 2 Bedroom Siesta Condo
  • Gold
  • Condo
  • Pool
  • Max Occupancy: 6
  • 2 Bedrooms
  • 2 Bathrooms

Starting at $1995/Week plus taxes and fees

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Two Bedroom Beach Condo with Community Pool

View of GulfAerial View of Complex
  • Gold
  • Condo
  • Pool
  • Max Occupancy: 6
  • 2 Bedrooms
  • 2 Bathrooms

Starting at $1,895/Week plus taxes and fees

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Siesta key Beach, Vacation Condo Upscale Furnishings.

Siesta key Beach, Vacation Condo Upscale Furnishings.Siesta key Beach, Vacation Condo Upscale Furnishings.
  • Gold
  • Condo
  • Pool
  • Max Occupancy: 6
  • 2 Bedrooms
  • 2 Bathrooms

Starting at $1990/Week plus taxes and fees

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Siesta Key Vacation Rental Stroll to Siesta Village

Siesta Key Vacation Rental Stroll to Siesta VillageSiesta Key Vacation Rental Stroll to Siesta Village
  • Gold
  • Condo
  • Pool
  • Max Occupancy: 6
  • 2 Bedrooms
  • 2 Bathrooms

Starting at $2995/Week plus taxes and fees

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Siesta Key Vacation Rental-

Siesta Key Vacation Rental-Siesta Key Vacation Rental-
  • Gold
  • Condo
  • Pool
  • Max Occupancy: 6
  • 2 Bedrooms
  • 2 Bathrooms

Starting at $3195/Week plus taxes and fees

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Two Bedroom Vacation Rental Siesta Key Pool & Amenities!

Two Bedroom Vacation Rental Siesta Key Pool & Amenities!Two Bedroom Vacation Rental Siesta Key Pool & Amenities!
  • Gold
  • Condo
  • Pool
  • Max Occupancy: 6
  • 2 Bedrooms
  • 2 Bathrooms

Starting at $2795/Week plus taxes and fees

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Beachside 2 bedroom 2 bath Siesta Key

Beachside 2 bedroom 2 bath Siesta KeyLiving Area
  • Gold
  • Condo
  • Pool
  • Max Occupancy: 6
  • 2 Bedrooms
  • 2 Bathrooms

Starting at $2495/Week plus taxes and fees

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Two Bedroom Rental Siesta Key Florida

Two Bedroom Rental Siesta Key FloridaTwo Bedroom Rental Siesta Key Florida
  • Gold
  • Condo
  • Pool
  • Max Occupancy: 6
  • 2 Bedrooms
  • 2 Bathrooms

Starting at $2495/Week plus taxes and fees

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Luxury Two Bedroom Beach Condo Community Pool Sleeps 6

Aerial View of ComplexLiving Room with Flat Screen TV
  • Gold
  • Condo
  • Pool
  • Max Occupancy: 6
  • 2 Bedrooms
  • 2 Bathrooms

Starting at $1,295/Week plus taxes and fees

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Beautifil 2 bed 2 ba Condo - Siesta Key

Beautifil 2 bed 2 ba Condo - Siesta KeyBeautifil 2 bed 2 ba Condo - Siesta Key
  • Gold
  • Condo
  • Pool
  • Max Occupancy: 6
  • 2 Bedrooms
  • 2 Bathrooms

Starting at $2495.00/Week plus taxes and fees

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Siesta Key Condo 888604

Siesta Key Condo 888604Siesta Key Condo 888604
  • Gold
  • Condo
  • Pool
  • Max Occupancy: 6
  • 2 Bedrooms
  • 2 Bathrooms

Call 888-478-2796 for Rates

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Partial Gulf View at this 2 Bedroom Beach Condo Sleeps 6

Living RoomSandy Beach
  • Gold
  • Condo
  • Pool
  • Max Occupancy: 6
  • 2 Bedrooms
  • 2 Bathrooms

Starting at $1,895/Week plus taxes and fees

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Two Bedroom For Rent on Siesta Key Amazing Pools

Two Bedroom For Rent on Siesta Key Amazing PoolsTwo Bedroom For Rent on Siesta Key Amazing Pools
  • Gold
  • Condo
  • Pool
  • Max Occupancy: 6
  • 2 Bedrooms
  • 2 Bathrooms

Starting at $1990/Week plus taxes and fees

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Siesta Key Two Bedroom Beach Condo Sleeps 6 with Shared Pool

Community PoolLiving Room
  • Gold
  • Condo
  • Pool
  • Max Occupancy: 6
  • 2 Bedrooms
  • 2 Bathrooms

Starting at $1,295/Week plus taxes and fees

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Beach Condo at Siesta Key Sleeps 6 Guests Two Bedrooms

Complex Located on BeachLiving Area
  • Gold
  • Condo
  • Pool
  • Max Occupancy: 6
  • 2 Bedrooms
  • 2 Bathrooms

Starting at $1,495/Week plus taxes and fees

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SiestaKey Vacation Condo with Views form Lanai

PoolBeachfront Resort
  • Gold
  • Condo
  • Pool
  • Max Occupancy: 6
  • 2 Bedrooms
  • 2 Bathrooms

Call 888-478-2796 for Rates

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Siesta Key Vacation Rental Condo with Great Amenities

Siesta Key Vacation Rental Condo with Great AmenitiesSiesta Key Vacation Rental Condo with Great Amenities
  • Gold
  • Condo
  • Pool
  • Max Occupancy: 6
  • 2 Bedrooms
  • 2 Bathrooms

Call 888-478-2796 for Rates

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View of the Gulf from this One Bedroom Siesta Key Rental

View of the Gulf from this One Bedroom Siesta Key RentalView of the Gulf from this One Bedroom Siesta Key Rental
  • Gold
  • Condo
  • Pool
  • Max Occupancy: 2
  • 1 Bedroom
  • 1 Bathroom

Starting at $995/Week plus taxes and fees

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Siesta Key Vacation Rental Accommodations- 2 bedrooms

Siesta Key Vacation Rental Accommodations- 2 bedroomsSiesta Key Vacation Rental Accommodations- 2 bedrooms
  • Gold
  • Condo
  • Pool
  • Max Occupancy: 6
  • 2 Bedrooms
  • 2 Bathrooms

Starting at $1995/Week plus taxes and fees

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Siesta Key Two Bedroom Condo Stroll to the Village Views

Siesta Key Two Bedroom Condo Stroll to the Village Viewsfully equipped Kitchen
  • Gold
  • Condo
  • Pool
  • Max Occupancy: 6
  • 2 Bedrooms
  • 2 Bathrooms

Starting at $1995/Week plus taxes and fees

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This 2 bedroom has GULF Views Best Beach Community on Siesta

This 2 bedroom has GULF Views Best Beach Community on SiestaThis 2 bedroom has GULF Views Best Beach Community on Siesta
  • Gold
  • Condo
  • Pool & Hot Tub
  • Max Occupancy: 6
  • 2 Bedrooms
  • 2 Bathrooms

Call 888-478-2796 for Rates

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Siesta Key Vacation Condo Close to Siesta Key Village/Walk

Siesta Key Vacation Condo Close to Siesta Key Village/WalkSiesta Key Vacation Condo Close to Siesta Key Village/Walk
  • Gold
  • Condo
  • Pool
  • Max Occupancy: 6
  • 2 Bedrooms
  • 2 Bathrooms

Starting at $1900/Week plus taxes and fees

Available: YesMap888-478-2796

Siesta Key Condo 889295

Gulf View Vacation Condo in Siesta Key, FloridaLiving Room
  • Gold
  • Condo
  • Pool
  • Max Occupancy: 6
  • 2 Bedrooms
  • 2 Bathrooms

Call 888-478-2796 for Rates

Available: YesMap888-478-2796

Posh Siesta Key Beach Vacation Condo Close to Village

Posh Siesta Key Beach Vacation Condo Close to VillagePosh Siesta Key Beach Vacation Condo Close to Village
  • Gold
  • Condo
  • Pool
  • Max Occupancy: 6
  • 2 Bedrooms
  • 2 Bathrooms

Starting at $1900/Week plus taxes and fees

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Vacation in this Luxury 2 Bedroom Condo on Crescent Beach

Vacation in this Luxury 2 Bedroom Condo on Crescent BeachVacation in this Luxury 2 Bedroom Condo on Crescent Beach
  • Gold
  • Condo
  • Pool
  • Max Occupancy: 6
  • 2 Bedrooms
  • 2 Bathrooms

Starting at $1899/Week plus taxes and fees

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Direct Gulf and Beach Front Views from this Luxury Rental

Direct Gulf and Beach Front Views from this Luxury RentalDirect Gulf and Beach Front Views from this Luxury Rental
  • Gold
  • Condo
  • Pool
  • Max Occupancy: 6
  • 2 Bedrooms
  • 2 Bathrooms

Starting at $2500 - 6500/Week plus taxes and fees

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A Terrific Beach Vacation Condo Pool and Best Location

A Terrific Beach Vacation Condo Pool and Best LocationA Terrific Beach Vacation Condo Pool and Best Location
  • Gold
  • Condo
  • Pool
  • Max Occupancy: 6
  • 2 Bedrooms
  • 2 Bathrooms

Starting at $1599/Week plus taxes and fees

Available: YesMap888-478-2796

Beachfront Updated Pretty 2 Bedroom Beach Condo Rent Weekly

Beachfront Updated Pretty 2 Bedroom Beach Condo Rent WeeklyBeachfront Updated Pretty 2 Bedroom Beach Condo Rent Weekly
  • Gold
  • Condo
  • Pool
  • Max Occupancy: 6
  • 2 Bedrooms
  • 2 Bathrooms

Starting at $1599/Week plus taxes and fees

Available: YesMap888-478-2796

Four Bedroom Siesta Key Sleeps 10 Two Bathroom

Four Bedroom  Siesta Key Sleeps 10 Two BathroomFour Bedroom  Siesta Key Sleeps 10 Two Bathroom
  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 10
  • 4 Bedrooms
  • 2 Bathrooms

Call 888-478-2796 for Rates

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Siesta Key Luxury Vacation Rental Home Pool

Siesta Key Luxury Vacation Rental Home PoolSiesta Key Luxury Vacation Rental Home Pool
  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 8
  • 3 Bedrooms
  • 2 Bathrooms

Call 888-478-2796 for Rates

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Large Rental Rent Both Sides! & Sleeps 16 Guests

Large Rental Rent Both Sides! & Sleeps 16 GuestsLarge Rental Rent Both Sides! & Sleeps 16 Guests
  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 8
  • 3 Bedrooms
  • 2 Bathrooms

Starting at $3059/Week plus taxes and fees

Available: YesMap888-478-2796

Siesta Key Vacation Home sleeps 12 Short Walk to Beach

Siesta Key Vacation Home sleeps 12  Short Walk to BeachSiesta Key Vacation Home sleeps 12  Short Walk to Beach
  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 12
  • 4 Bedrooms
  • 3 Bathrooms

Starting at $4056-6240/Week plus taxes and fees

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Lovely Studio Apartment King Bed.Great Vacation Rental

Wall Mounted TV in Living AreaDining Area
  • Gold
  • Condo
  • Pool
  • Max Occupancy: 2
  • 1 Bedroom
  • 1 Bathroom

Starting at $888/Week plus taxes and fees

Available: YesMap888-478-2796

A One Bedroom Penthouse Cute Accommodation at a Great Rate

A One Bedroom Penthouse Cute Accommodation at a Great RateA One Bedroom Penthouse Cute Accommodation at a Great Rate
  • Gold
  • Condo
  • Pool
  • Max Occupancy: 2
  • 1 Bedroom
  • 1 Bathroom

Starting at $1329/Week plus taxes and fees

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Monthly Rentals Siesta Key & Sarasota Bay front Condos

Monthly Rentals Siesta Key & Sarasota Bay front CondosMonthly Rentals Siesta Key & Sarasota Bay front Condos
  • Gold
  • Condo
  • Pool
  • Max Occupancy: 4
  • 2 Bedrooms
  • 2 Bathrooms

Starting at $3490/Month plus taxes and fees

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Bayfront Monthly Condo in Siesta Key

Bay View from Living AreaOutdoor Furniture
  • Gold
  • Condo
  • Pool
  • Max Occupancy: 4
  • 2 Bedrooms
  • 2 Bathrooms

Call 888-478-2796 for Rates

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Monthly Vacation Rental Across fro Beaches 55 + Community

Canal Front Complex in Siesta Key, FloridaMaster Bedroom with Canal View
  • Gold
  • Condo
  • Pool
  • Max Occupancy: 4
  • 2 Bedrooms
  • 2 Bathrooms

Starting at $4995/Month plus taxes and fees

Available: YesMap888-478-2796

Siesta Key 2 Bedroom Rental Monthly Stays!

Siesta Key 2 Bedroom Rental Monthly Stays!Siesta Key 2 Bedroom Rental Monthly Stays!
  • Gold
  • Condo
  • No Pool
  • Max Occupancy: 4
  • 2 Bedrooms
  • 2 Bathrooms

Call 888-478-2796 for Rates

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Two Bedroom Beach Condo Sleeps Four Guests with Pool

Living Room with Flat Screen TVPartial Gulf View
  • Gold
  • Condo
  • Pool
  • Max Occupancy: 4
  • 2 Bedrooms
  • 2 Bathrooms

Call 888-478-2796 for Rates

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Modern Beachside Vacation Condo 2 Bedooms for Rent Week

Modern Beachside Vacation Condo 2 Bedooms for Rent WeekModern Beachside Vacation Condo 2 Bedooms for Rent Week
  • Gold
  • Condo
  • Pool
  • Max Occupancy: 4
  • 2 Bedrooms
  • 2 Bathrooms

Starting at $1699/Week plus taxes and fees

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Siesta Key Vacation Rental View Beach From Living Room

Siesta Key Vacation Rental View Beach From Living RoomSiesta Key Vacation Rental View Beach From Living Room
  • Gold
  • Condo
  • Pool
  • Max Occupancy: 4
  • 2 Bedrooms
  • 2 Bathrooms

Call 888-478-2796 for Rates

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Gulf Views from Vacation Condo King and Twin Beds 2 bedroom

Partial Gulf View from BalconyLiving Room with Flat Screen TV
  • Gold
  • Condo
  • Pool
  • Max Occupancy: 4
  • 2 Bedrooms
  • 2 Bathrooms

Starting at $1,695/Week plus taxes and fees

Available: YesMap888-478-2796

A Fabulous Walk to Beach Rental Property

A Fabulous Walk to Beach Rental PropertyShared Pool
  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 6
  • 2 Bedrooms
  • 1 Bathroom

Starting at $2061/Week plus taxes and fees

Available: YesMap888-478-2796

One Bedroom Home Rent Separately or Together Pool

Walk to Siesta Key BeachSiesta Key Vacation Home Pool
  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 4
  • 1 Bedroom
  • 1 Bathroom

Starting at $1064/Week plus taxes and fees

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Siesta key Two Bedroom Vacation Condo on Beach

Siesta key Two Bedroom Vacation Condo on BeachSiesta key Two Bedroom Vacation Condo on Beach
  • Gold
  • Condo
  • Pool
  • Max Occupancy: 4
  • 2 Bedrooms
  • 2 Bathrooms

Starting at $5819/Month plus taxes and fees

Available: YesMap888-478-2796

Luxury Siesta Key Vacation Condo- Rent weekly!

Luxury Siesta Key Vacation Condo- Rent weekly!Luxury Siesta Key, Florida Vacation Condo
  • Gold
  • Condo
  • Pool
  • Max Occupancy: 6
  • 2 Bedrooms
  • 2 Bathrooms

Starting at $3050/Week plus taxes and fees

Available: YesMap888-478-2796

Walk to Siesta Key Beach Condo- 2 Bedroom with Pool

Walk to Siesta Key Beach  Condo- 2 Bedroom with PoolWalk to Siesta Key Beach  Condo- 2 Bedroom with Pool
  • Gold
  • Condo
  • Pool
  • Max Occupancy: 4
  • 2 Bedrooms
  • 2 Bathrooms

Starting at $1000/Week plus taxes and fees

Available: YesMap888-478-2796

Siesta Key Four Bedroom Beach Home for Rent

walk to crescent beach 1/4 mile awayKitchen with Breakfast Area
  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 8
  • 4 Bedrooms
  • 2 Bathrooms

Starting at $4999/Week plus taxes and fees

Available: YesMap888-478-2796

Siesta Key 1 Bedroom Vacation Rental Sleeps 4

Siesta Key 1 Bedroom Vacation Rental Sleeps 4Siesta Key 1 Bedroom Vacation Rental Sleeps 4
  • Gold
  • Condo
  • No Pool
  • Max Occupancy: 4
  • 1 Bedroom
  • 1 Bathroom

Starting at $895-1,895/Week plus taxes and fees

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Three Bedroom Posh Vacation Condo View & So much More!

Three Bedroom Posh  Vacation Condo View & So much More!Three Bedroom Posh  Vacation Condo View & So much More!
  • Gold
  • Condo
  • Pool
  • Max Occupancy: 6
  • 3 Bedrooms
  • 2 Bathrooms

Starting at $3100/Week plus taxes and fees

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Rental with the Best Beach Views &2 Bedrooms updated upscale

Rental with the Best Beach Views &2 Bedrooms updated upscaleRental with the Best Beach Views &2 Bedrooms updated upscale
  • Gold
  • Condo
  • Pool
  • Max Occupancy: 6
  • 2 Bedrooms
  • 2 Bathrooms

Starting at $2177/Week plus taxes and fees

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One of The Largest Rentals Sleeps 24 A Huge Home

One of The Largest Rentals Sleeps 24 A Huge HomeOne of The Largest Rentals Sleeps 24 A Huge Home
  • Gold
  • Home/Villa
  • Pool & Hot Tub
  • Max Occupancy: 25
  • 8 Bedrooms
  • 5 Bathrooms

Starting at $5,595/Week plus taxes and fees

Available: YesMap888-478-2796

Stunning Siesta Key Village Rental Home - Four Bedrooms

Exterior View of Vacation RentalSpacious Living Area with Wall Mounted TV
  • Gold
  • Home/Villa
  • No Pool
  • Max Occupancy: 10
  • 4 Bedrooms
  • 3 Bathrooms

Call 888-478-2796 for Rates

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Six Bedroom Family Vacation Rental Sleeps 16

Swimming Pool WowMaster Bedroom Matrimonial Bed
  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 16
  • 6 Bedrooms
  • 5 Bathrooms

Starting at $6051/Week plus taxes and fees

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Three Bedrooms Professionally Decorated

Luxury KitchenSiesta Key Luxury Rental Home
  • Gold
  • Home/Villa
  • Pool & Hot Tub
  • Max Occupancy: 6
  • 3 Bedrooms
  • 2 Bathrooms

Starting at $8495/Month plus taxes and fees

Available: YesMap888-478-2796

Siesta Key 1 Bedroom Condo Vacation Rental Steps to Beach

Siesta Key  1 Bedroom Condo Vacation Rental Steps to BeachSiesta Key  1 Bedroom Condo Vacation Rental Steps to Beach
  • Gold
  • Condo
  • Pool
  • Max Occupancy: 4
  • 1 Bedroom
  • 2 Bathrooms

Starting at $3682/Month plus taxes and fees

Available: YesMap888-478-2796

Three Bedroom Vacation Home Siesta Key Florida Pool on Water

Three Bedroom Vacation Home Siesta Key Florida Pool on WaterThree Bedroom Vacation Home Siesta Key Florida Pool on Water
  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 8
  • 3 Bedrooms
  • 2 Bathrooms

Starting at $2660/Week plus taxes and fees

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Sleeps 10 Siesta Luxury Rental Home

Sleeps 10 Siesta Luxury Rental HomeSleeps 10 Siesta Luxury Rental Home
  • Gold
  • Home/Villa
  • Pool & Hot Tub
  • Max Occupancy: 10
  • 4 Bedrooms
  • 3 Bathrooms

Starting at $2992/Week plus taxes and fees

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Fantastic 3 Bedroom Penthouse Unit on the Beach

Fantastic 3 Bedroom Penthouse Unit on the BeachFantastic 3 Bedroom Penthouse Unit on the Beach
  • Gold
  • Condo
  • No Pool
  • Max Occupancy: 6
  • 3 Bedrooms
  • 2 Bathrooms

Starting at $12,000/Month plus taxes and fees

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3 Bedroom Siesta Key Rental Home. For your next Vacation.

Siesta Key beachsiesta key beach
  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 10
  • 3 Bedrooms
  • 2 Bathrooms

Starting at $1,795/Week plus taxes and fees

Available: YesMap888-478-2796

A Rares Siesta Key Four Bedroom Vacation Rental WOW

A Rares Siesta Key Four Bedroom Vacation Rental WOWSiesta Key Cottage
  • Gold
  • Home/Villa
  • Pool & Hot Tub
  • Max Occupancy: 8
  • 4 Bedrooms
  • 2 Bathrooms

Starting at $4056/Week plus taxes and fees

Available: YesMap888-478-2796

Siesta Key Condo 893818

Siesta Key Condo 893818Siesta Key Condo 893818
  • Gold
  • Condo
  • Pool
  • Max Occupancy: 4
  • 1 Bedroom
  • 1 Bathroom

Starting at $1462/Week plus taxes and fees

Available: YesMap888-478-2796

Siesta Key condo rental very short walk to beach

Siesta Key condo rental very short walk to beachSiesta Key condo rental very short walk to beach
  • Gold
  • Condo
  • Pool
  • Max Occupancy: 4
  • 1 Bedroom
  • 1 Bathroom

Call 888-478-2796 for Rates

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Siesta Key Condo 894566

Siesta Key Condo 894566Siesta Key Condo 894566
  • Gold
  • Condo
  • Pool & Hot Tub
  • Max Occupancy: 4
  • 1 Bedroom
  • 1 Bathroom

Call 888-478-2796 for Rates

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Imagine The Largest Beach Rental Sleeps up to 24 8 Bedroom

Luxury Siesta Key Eight Bedroom Vacation rentalCustom Out Door Pool
  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 24
  • 8 Bedrooms
  • 8 Bathrooms

Starting at $6995/Week plus taxes and fees

Available: YesMap888-478-2796

WOW posh Home 2 bedrooms and Classy Interiors

WOW posh Home 2 bedrooms and Classy InteriorsWOW posh Home 2 bedrooms and Classy Interiors
  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 6
  • 2 Bedrooms
  • 2 Bathrooms

Starting at $2061/Week plus taxes and fees

Available: YesMap888-478-2796

Siesta Key Vacation Rental Cottage with Four Bedrooms

Siesta Key Vacation Rental  Cottage with Four BedroomsSiesta Key Vacation Rental  Cottage with Four Bedrooms
  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 8
  • 4 Bedrooms
  • 2 Bathrooms

Starting at $4056/Week plus taxes and fees

Available: YesMap888-478-2796

Siesta Key Four Bedroom luxury Rental Sleeps 12

Siesta Key Four Bedroom luxury Rental Sleeps 12Siesta Key Four Bedroom luxury Rental Sleeps 12
  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 12
  • 4 Bedrooms
  • 4 Bathrooms

Call 888-478-2796 for Rates

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One Bedroom Vacation Rental on Siesta Key- Studio Cottage

Siesta Key Vacation Rental Cottage ExteriorSiesta Key beaches with Palm Tree
  • Gold
  • Condo
  • Pool
  • Max Occupancy: 2
  • 1 Bedroom
  • 1 Bathroom

Starting at $898/Week plus taxes and fees

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Rental Home Pool Entertaining Area Contemporary in Design

Pool with Chairs and LoungersSandy Beach at Siesta Key
  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 6
  • 3 Bedrooms
  • 2 Bathrooms

Starting at $2100-3720/Week plus taxes and fees

Available: YesMap888-478-2796

Siesta Key 2 Bedroom Beach Front Vacation Rental Sleeps 6

Siesta Key 2 Bedroom Beach Front Vacation Rental Sleeps 6Siesta Key 2 Bedroom Beach Front Vacation Rental Sleeps 6
  • Gold
  • Condo
  • Pool
  • Max Occupancy: 4
  • 2 Bedrooms
  • 2 Bathrooms

Call 888-478-2796 for Rates

Available: YesMap888-478-2796

Siesta Key Vacation rental with Two Bedrooms - Great Price

Siesta Key Vacation rental with Two Bedrooms - Great PriceSiesta Key Vacation rental with Two Bedrooms - Great Price
  • Gold
  • Condo
  • Pool
  • Max Occupancy: 5
  • 2 Bedrooms
  • 2 Bathrooms

Starting at $2793/Week plus taxes and fees

Available: YesMap888-478-2796

Rent This Condo on Siesta Key and Enjoy GULF VIEWS

Rent This Condo on Siesta Key and Enjoy GULF VIEWSRent This Condo on Siesta Key and Enjoy GULF VIEWS
  • Gold
  • Condo
  • Pool
  • Max Occupancy: 6
  • 2 Bedrooms
  • 2 Bathrooms

Starting at $2793/Week plus taxes and fees

Available: YesMap888-478-2796

Siesta Key Four Bedroom Rental Home with Pool Walk Beach

Siest Key Sandy BeachExterior View of Rental
  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 8
  • 4 Bedrooms
  • 3 Bathrooms

Starting at $4375-8750/Month plus taxes and fees

Available: YesMap888-478-2796

Siesta Key Value Priced Four Bedroom Vacation Home

Siesta Key Value Priced Four Bedroom Vacation HomeSiesta Key Value Priced Four Bedroom Vacation Home
  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 8
  • 4 Bedrooms
  • 2 Bathrooms

Starting at $4395-8795/Month plus taxes and fees

Available: YesMap888-478-2796

Siesta Key Vacation Condo on the Beach with Gulf Views

Siesta Key Vacation Condo on the Beach with Gulf ViewsSiesta Key Vacation Condo on the Beach with Gulf Views
  • Gold
  • Condo
  • Pool
  • Max Occupancy: 6
  • 2 Bedrooms
  • 2 Bathrooms

Starting at $4200.00/Week plus taxes and fees

Available: YesMap888-478-2796

Siesta Key Village home with pool

Siesta Key Village home with poolSiesta Key Village home with pool
  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 10
  • 3 Bedrooms
  • 3 Bathrooms

Starting at $3,995-6,595/Week plus taxes and fees

Available: YesMap888-478-2796

2 Bedroom 2 Bath home step to Beach and Village Area

2 Bedroom 2 Bath home step to Beach and Village AreaFully Equipped Kitchen with Seating
  • Gold
  • Home/Villa
  • No Pool
  • Max Occupancy: 8
  • 2 Bedrooms
  • 2 Bathrooms

Starting at $2995-5995/Week plus taxes and fees

Available: YesMap888-478-2796

Spacious Luxury Vacation Rental Home - Sleeps 12 Guests

Spacious Luxury Vacation Rental Home - Sleeps 12 GuestsOutdoor seating area at this Siesta Key Rental
  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 13
  • 3 Bedrooms
  • 2 Bathrooms

Starting at $2095-5995/Week plus taxes and fees

Available: YesMap888-478-2796

SIESTA BEACH VACATION RENTAL on the Beach

Balcony with Outdoor FurnitureGulf Views
  • Gold
  • Condo
  • No Pool
  • Max Occupancy: 10
  • 3 Bedrooms
  • 3 Bathrooms

Starting at $3795/Week plus taxes and fees

Available: YesMap888-478-2796

A Stunner of a Luxury 3 Bedroom Beachfront Vacation Rental

View of GulfBalcony with Outdoor Furniture
  • Gold
  • Condo
  • Pool & Hot Tub
  • Max Occupancy: 8
  • 3 Bedrooms
  • 3 Bathrooms

Call 888-478-2796 for Rates

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Beautiful 3 Bedroom Siesta Key Home Steps to Beach

Fully Equipped KitchenLiving Area
  • Gold
  • Condo
  • No Pool
  • Max Occupancy: 10
  • 3 Bedrooms
  • 2 Bathrooms

Starting at $1,895/Week plus taxes and fees

Available: YesMap888-478-2796

Three Bedroom Pool Home on Siesta Key Three Bath Great Pool

Three Bedroom Pool Home on Siesta Key Three Bath Great PoolThree Bedroom Pool Home on Siesta Key Three Bath Great Pool
  • Gold
  • Condo
  • Pool
  • Max Occupancy: 10
  • 3 Bedrooms
  • 3 Bathrooms

Starting at $2,595/Week plus taxes and fees

Available: YesMap888-478-2796

Four Bedroom Plus Loft Pool Home Sleeps 15

Siesta Key Pool Vacation HomeAerial View of Pool
  • Gold
  • Home/Villa
  • Pool & Hot Tub
  • Max Occupancy: 15
  • 5 Bedrooms
  • 4 Bathrooms

Starting at $6995-17995/Week plus taxes and fees

Available: YesMap888-478-2796

Eight Bedroom Luxury Huge Outdoor Pool Area Call Agent Views

Eight Bedroom Luxury Huge Outdoor Pool Area Call Agent ViewsEight Bedroom Luxury Huge Outdoor Pool Area Call Agent Views
  • Gold
  • Home/Villa
  • Pool & Hot Tub
  • Max Occupancy: 16
  • 8 Bedrooms
  • 6 Bathrooms

Starting at $4,795/Week plus taxes and fees

Available: YesMap888-478-2796

Siesta Key Two Bedroom Vacation Villa with Community Pool

Exterior View of Siesta Key RentalModern Kitchen
  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 4
  • 2 Bedrooms
  • 2 Bathrooms

Starting at $3458/Month plus taxes and fees

Available: YesMap888-478-2796

Siesta Key Townhouse Directly Across From Beach

Siesta Key Townhouse Directly Across From BeachSiesta Key Townhouse Directly Across From Beach
  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 8
  • 3 Bedrooms
  • 3 Bathrooms

Call 888-478-2796 for Rates

Available: YesMap888-478-2796

Short Walk to Beach from this Two Bedroom Condo Sleeps 4

Gulf View Rental CondoTiki Huts and Tables
  • Gold
  • Condo
  • Pool
  • Max Occupancy: 4
  • 2 Bedrooms
  • 2 Bathrooms

Call 888-478-2796 for Rates

Available: YesMap888-478-2796

3 Bedroom 3 Bath Home Coastal Decor

Pool with Sun Loungers3 Bedroom 3 Bath Home Coastal Decor
  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 10
  • 3 Bedrooms
  • 3 Bathrooms

Starting at $2995-5500/Week plus taxes and fees

Available: YesMap888-478-2796

Full Gulf View Siesta Key Vacation Condo Big Lanai

ModerBeach front condo on Siesta Key
  • Gold
  • Condo
  • Pool
  • Max Occupancy: 6
  • 2 Bedrooms
  • 2 Bathrooms

Call 888-478-2796 for Rates

Available: YesMap888-478-2796

Brand New 7 Bedroom Vacation Rental Private Pool Sleeps 23

Brand New 7 Bedroom Vacation Rental Private Pool Sleeps 23Outdoor Seating Area
  • Gold
  • Home/Villa
  • Pool & Hot Tub
  • Max Occupancy: 23
  • 7 Bedrooms
  • 6 Bathrooms

Starting at $6995-17995/Week plus taxes and fees

Available: YesMap888-478-2796

Gulf side lovely 1 bedroom Condo Just Perfect

Gulf side lovely 1 bedroom Condo Just PerfectGulf side lovely 1 bedroom Condo Just Perfect
  • Gold
  • Condo
  • Pool
  • Max Occupancy: 5
  • 1 Bedroom
  • 1 Bathroom

Starting at $1397-2714/Week plus taxes and fees

Available: YesMap888-478-2796

Stunning 4 bedroom screened pool canalfront home

Stunning 4 bedroom screened pool canalfront homeStunning 4 bedroom screened pool canalfront home
  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 12
  • 4 Bedrooms
  • 2 Bathrooms

Starting at $5000/Month plus taxes and fees

Available: YesMap888-478-2796

Four Bedroom Vacation Rental Sleeps 12 Guests Private Pool

Outdoor Entertaining AreaSun Loungers By Pool
  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 12
  • 4 Bedrooms
  • 3 Bathrooms

Starting at $3395 - 5600/Week plus taxes and fees

Available: YesMap888-478-2796

Siesta Key Townhome steps to beach

Private poolPool
  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 8
  • 3 Bedrooms
  • 3 Bathrooms

Starting at $2495-5300/Week plus taxes and fees

Available: YesMap888-478-2796

Siesta Key Home 896223

Siesta Key Home 896223Siesta Key Home 896223
  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 20
  • 6 Bedrooms
  • 6 Bathrooms

Call 888-478-2796 for Rates

Available: YesMap888-478-2796

Luxury Siesta Key Vacation Cottage Sleeps 12 Guests

Large Bedroom with King BedWall Mounted TV in Bedroom
  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 12
  • 4 Bedrooms
  • 3 Bathrooms

Starting at $2850/Week plus taxes and fees

Available: YesMap888-478-2796

Siesta Key Luxury Accommodations with Four Bedrooms

Siesta Key Luxury Accommodations with Four BedroomsSiesta Key Luxury Accommodations with Four Bedrooms
  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 12
  • 4 Bedrooms
  • 3 Bathrooms

Starting at $3895-8395/Week plus taxes and fees

Available: YesMap888-478-2796

Four Bedroom Siesta Key Cottage Sleeps 12 Private Pool

Open Plan LivingLarge Dining Room Table and Chairs
  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 12
  • 4 Bedrooms
  • 3 Bathrooms

Starting at $4850-8450/Week plus taxes and fees

Available: YesMap888-478-2796

The Ultimate Vacation Accommodation on Siesta Key

Breakfast Counter with SeatingKitchen
  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 12
  • 4 Bedrooms
  • 3 Bathrooms

Starting at $3,895-7652/Week plus taxes and fees

Available: YesMap888-478-2796

The Ultimate in Siesta Key vacationing

The Ultimate in Siesta Key vacationingThe Ultimate in Siesta Key vacationing
  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 12
  • 4 Bedrooms
  • 3 Bathrooms

Starting at $3695/Week plus taxes and fees

Available: YesMap888-478-2796

Luxury Vacation Home Comprising of Two Units Sleeps Up To 24

Balcony With Pool ViewSpacious Living Area
  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 24
  • 8 Bedrooms
  • 6 Bathrooms

Starting at $5565/Week plus taxes and fees

Available: YesMap888-478-2796

Siesta Keys Most Spectacular Vacation Rental Homes - Pool

Luxury vacation rental home with pool iesta Key Villagekitchen modern white
  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 24
  • 8 Bedrooms
  • 6 Bathrooms

Starting at $5,595/Week plus taxes and fees

Available: YesMap888-478-2796

Siesta Key Luxury 8 bed home - 2 minute walk to the beach

Siesta Key Luxury 8 bed home - 2 minute walk to the beachSiesta Key Luxury 8 bed home - 2 minute walk to the beach
  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 24
  • 8 Bedrooms
  • 6 Bathrooms

Starting at $6895-12955/Week plus taxes and fees

Available: YesMap888-478-2796

Large Home - Eight Bedroom Luxury Residence Sleeps 24 Guests

Breakfast Counter with SeatingOpen Plan Living
  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 24
  • 8 Bedrooms
  • 6 Bathrooms

Starting at $6895-12780/Week plus taxes and fees

Available: YesMap888-478-2796

Updated Flat Short Walk to Beach in Siesta Key Village

Siesta Key BeachKing Bed
  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 16
  • 6 Bedrooms
  • 6 Bathrooms

Starting at $3495-6230/Week plus taxes and fees

Available: YesMap888-478-2796

High quality Interior Great Kitchen and Gulf Views.

High quality Interior Great Kitchen and Gulf Views.High quality Interior Great Kitchen and Gulf Views.
  • Gold
  • Condo
  • Pool
  • Max Occupancy: 4
  • 1 Bedroom
  • 1 Bathroom

Starting at $2067/Week plus taxes and fees

Available: YesMap888-478-2796

Four Bedroom Pool Home Sleeps 10 Guests View Updated Rental

Four Bedroom Pool Home Sleeps 10 Guests View Updated RentalPool
  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 10
  • 4 Bedrooms
  • 2 Bathrooms

Starting at $4750-10000/Month plus taxes and fees

Available: YesMap888-478-2796

Updated Siesta Key Cottage in Great Beach Resort

Updated Siesta Key Cottage in Great Beach ResortUpdated Siesta Key Cottage in Great Beach Resort
  • Gold
  • Condo
  • Pool
  • Max Occupancy: 6
  • 3 Bedrooms
  • 2 Bathrooms

Starting at $2261/Week plus taxes and fees

Available: YesMap888-478-2796

A Great Three Bedroom That Sleeps Six Guests Pool Beach

A Great Three Bedroom That Sleeps Six Guests Pool BeachA Great Three Bedroom That Sleeps Six Guests Pool Beach
  • Gold
  • Condo
  • Pool
  • Max Occupancy: 6
  • 3 Bedrooms
  • 2 Bathrooms

Starting at $2261/Week plus taxes and fees

Available: YesMap888-478-2796

Beachfront Two Bedroom Condo - Sleeps 4 Guests

View of Sandy Beach from this RentalUpdated Furniture - Living Area
  • Gold
  • Condo
  • Pool
  • Max Occupancy: 4
  • 2 Bedrooms
  • 2 Bathrooms

Starting at $2,495-3,195/Week plus taxes and fees

Available: YesMap888-478-2796

Two Bedroom Two Bathroom Condo Across Street from Beach

Exterior View of Vacation CondosPool and Hot Tub
  • Gold
  • Condo
  • Pool
  • Max Occupancy: 5
  • 2 Bedrooms
  • 2 Bathrooms

Starting at $3395-4295/Week plus taxes and fees

Available: YesMap888-478-2796

Updated Two Bedroom Condo with Full Gulf Views

Siesta Key BeachOpen Plan Living
  • Gold
  • Condo
  • Pool
  • Max Occupancy: 4
  • 2 Bedrooms
  • 2 Bathrooms

Call 888-478-2796 for Rates

Available: YesMap888-478-2796

Walk to Siesta Key Village

Walk to Siesta Key VillageWalk to Siesta Key Village
  • Gold
  • Condo
  • No Pool
  • Max Occupancy: 4
  • 1 Bedroom
  • 1 Bathroom

Starting at $1495/Week plus taxes and fees

Available: YesMap888-478-2796

A Siesta Key Dream

Siesta Key BeachSiesta Key Beachfront Codos
  • Gold
  • Condo
  • Pool
  • Max Occupancy: 6
  • 3 Bedrooms
  • 2 Bathrooms

Starting at $2,095-3,595/Week plus taxes and fees

Available: YesMap888-478-2796

Three Bedroom Two Bathroom Second Floor Condo with Gulf View

Living AreaExterior View of Condos
  • Gold
  • Condo
  • Pool
  • Max Occupancy: 6
  • 3 Bedrooms
  • 2 Bathrooms

Starting at $2,095-3,595/Week plus taxes and fees

Available: YesMap888-478-2796

A lovely Three Bedroom Vacation Home Away from Home

Spacious Living Area with Flat Screen TVComplex with Communal Pool
  • Gold
  • Condo
  • Pool
  • Max Occupancy: 6
  • 3 Bedrooms
  • 2 Bathrooms

Starting at $2,095-3,595/Week plus taxes and fees

Available: YesMap888-478-2796

SIESTA KEY GULF SIDE UNIT STEPS FROM POOL AND BEACH!

Communal Pool with Sun LoungersDoors from Living Area to Lanai
  • Gold
  • Condo
  • Pool
  • Max Occupancy: 4
  • 2 Bedrooms
  • 1 Bathroom

Starting at $1,795-2,695/Week plus taxes and fees

Available: YesMap888-478-2796

Three Bedroom Vacation Rental with Private Pool Sleeps 6

Sandy Beach at Siesta KeyPool with Sun Loungers
  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 6
  • 3 Bedrooms
  • 2 Bathrooms

Starting at $2500-5100/Week plus taxes and fees

Available: YesMap888-478-2796

BEACH FRONT SIESTA KEY 2 BEDROOM CONDO SLEEPS 6

Living AreaSunset
  • Gold
  • Condo
  • Pool
  • Max Occupancy: 6
  • 2 Bedrooms
  • 2 Bathrooms

Starting at $1,895-2,895/Week plus taxes and fees

Available: YesMap888-478-2796

Full Ocean View from this Two Bedroom Condo Sleeps 4 Pool

Spacious Living RoomPool
  • Gold
  • Condo
  • Pool
  • Max Occupancy: 4
  • 2 Bedrooms
  • 2 Bathrooms

Starting at $1,895-2,895/Week plus taxes and fees

Available: YesMap888-478-2796

Lovely 2 Bedroom 2 Bathroom Condo - Siesta Key

Spacious Living AreaPool
  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 6
  • 2 Bedrooms
  • 2 Bathrooms

Call 888-478-2796 for Rates

Available: YesMap888-478-2796

Two Bedroom Rentals Sleeps 6 with Pool in Siesta Key

Pool & PatioLarge Pool
  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 6
  • 2 Bedrooms
  • 2 Bathrooms

Call 888-478-2796 for Rates

Available: YesMap888-478-2796

Three Bedroom Condo Sleeps 8 with Communal Pool

Pool & Patio AreaLiving Area
  • Gold
  • Condo
  • Pool
  • Max Occupancy: 8
  • 3 Bedrooms
  • 2 Bathrooms

Call 888-478-2796 for Rates

Available: YesMap888-478-2796

Three Bedroom Short Walk to Beach Private Pool Sleeps 8

Pool AreaBedroomw with Wall Mounted TV
  • Gold
  • Condo
  • Pool
  • Max Occupancy: 8
  • 3 Bedrooms
  • 2 Bathrooms

Call 888-478-2796 for Rates

Available: YesMap888-478-2796

Newly Renovated-Lovely 2 Bed 2 Bath Private Home with Pool.

Siesta Key Vacation Pool HomeSiesta Key Beach
  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 8
  • 2 Bedrooms
  • 2 Bathrooms

Starting at $3500-7500/Month plus taxes and fees

Available: YesMap888-478-2796

Three Bedrooms Sleeps Six Canal View Short Walk to Beach

Large Patio Around PoolPrivate Pool
  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 6
  • 3 Bedrooms
  • 2 Bathrooms

Call 888-478-2796 for Rates

Available: YesMap888-478-2796

Siesta Key Condo 897093

Siesta Key Condo 897093Siesta Key Condo 897093
  • Gold
  • Condo
  • Pool & Hot Tub
  • Max Occupancy: 2
  • 1 Bedroom
  • 1 Bathroom

Starting at $1,195/Week plus taxes and fees

Available: YesMap888-478-2796

Siesta Key Condo 897094

Siesta Key Condo 897094Siesta Key Condo 897094
  • Gold
  • Condo
  • Pool & Hot Tub
  • Max Occupancy: 2
  • 1 Bedroom
  • 1 Bathroom

Starting at $1,195/Week plus taxes and fees

Available: YesMap888-478-2796

Siesta Key Condo 897095

Siesta Key Condo 897095Siesta Key Condo 897095
  • Gold
  • Condo
  • Pool & Hot Tub
  • Max Occupancy: 2
  • 1 Bedroom
  • 1 Bathroom

Starting at $1,195/Week plus taxes and fees

Available: YesMap888-478-2796

Siesta Key Condo 897096

Siesta Key Condo 897096Siesta Key Condo 897096
  • Gold
  • Condo
  • Pool & Hot Tub
  • Max Occupancy: 2
  • 1 Bedroom
  • 1 Bathroom

Starting at $1,395/Week plus taxes and fees

Available: YesMap888-478-2796

Siesta Key Condo 897097

Siesta Key Condo 897097Siesta Key Condo 897097
  • Gold
  • Condo
  • Pool & Hot Tub
  • Max Occupancy: 2
  • 1 Bedroom
  • 1 Bathroom

Starting at $1,395/Week plus taxes and fees

Available: YesMap888-478-2796

Siesta Key Condo 897098

Siesta Key Condo 897098Siesta Key Condo 897098
  • Gold
  • Condo
  • Pool & Hot Tub
  • Max Occupancy: 4
  • 1 Bedroom
  • 1 Bathroom

Starting at $1,595/Week plus taxes and fees

Available: YesMap888-478-2796

Siesta Key Condo 897099

Siesta Key Condo 897099Siesta Key Condo 897099
  • Gold
  • Condo
  • Pool & Hot Tub
  • Max Occupancy: 3
  • 1 Bedroom
  • 1 Bathroom

Starting at $1,395/Week plus taxes and fees

Available: YesMap888-478-2796

Siesta Key Condo 897100

Siesta Key Condo 897100Siesta Key Condo 897100
  • Gold
  • Condo
  • Pool & Hot Tub
  • Max Occupancy: 4
  • 1 Bedroom
  • 1 Bathroom

Starting at $1,395/Week plus taxes and fees

Available: YesMap888-478-2796

Siesta Key Condo 897101

Siesta Key Condo 897101Siesta Key Condo 897101
  • Gold
  • Condo
  • Pool & Hot Tub
  • Max Occupancy: 4
  • 1 Bedroom
  • 1 Bathroom

Starting at $1,395/Week plus taxes and fees

Available: YesMap888-478-2796

Three Bedrooms Sleeps 10 Communal Pool Short Walk to Beach

Living AreaCommunity Pool and Spa
  • Gold
  • Condo
  • Pool & Hot Tub
  • Max Occupancy: 10
  • 3 Bedrooms
  • 2 Bathrooms

Starting at $2,895/Week plus taxes and fees

Available: YesMap888-478-2796

This Fabulous Siesta Key Rental Sleeps Ten Guests

This Fabulous Siesta Key Rental Sleeps Ten GuestsThis Fabulous Siesta Key Rental Sleeps Ten Guests
  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 10
  • 4 Bedrooms
  • 4 Bathrooms

Starting at $2,495-6,595/Week plus taxes and fees

Available: YesMap888-478-2796

Siesta Key Luxury Vacation Rental Home Available Today

Aerial ViewOutdoor Entertaining Area
  • Gold
  • Home/Villa
  • No Pool
  • Max Occupancy: 7
  • 3 Bedrooms
  • 2 Bathrooms

Starting at $3500- 6785/Week plus taxes and fees

Available: YesMap888-478-2796

Siesta Key Beach Vacation Condo Penthouse Sleeps 6

Communal PoolSiesta Key Sandy Beach
  • Gold
  • Condo
  • Pool & Hot Tub
  • Max Occupancy: 6
  • 2 Bedrooms
  • 2 Bathrooms

Starting at $1,895-3,095/Week plus taxes and fees

Available: YesMap888-478-2796

Short Walk to Beach from this Two Bedroom Vacation Rental

Spacious Living AreaKitchen with Table & Chairs
  • Gold
  • Condo
  • Pool
  • Max Occupancy: 4
  • 2 Bedrooms
  • 2 Bathrooms

Call 888-478-2796 for Rates

Available: YesMap888-478-2796

Siesta Key Present a Four Bedroom Beach Rentals

Siesta Key Present a Four Bedroom Beach RentalsSiesta Key Present a Four Bedroom Beach Rentals
  • Gold
  • Condo
  • Pool
  • Max Occupancy: 8
  • 4 Bedrooms
  • 3 Bathrooms

Starting at $3,395-5,995/Week plus taxes and fees

Available: YesMap888-478-2796

Two Bedroom Condo Short Walk to Beach With Pool Sleeps 4

Pool and SpaBalcony with Table & Chairs
  • Gold
  • Condo
  • Pool & Hot Tub
  • Max Occupancy: 4
  • 2 Bedrooms
  • 2 Bathrooms

Call 888-478-2796 for Rates

Available: YesMap888-478-2796

Three Bedroom Beach Condo Sleeps 8 Full Gulf View

Beach CondoWonderful Gulf Views
  • Gold
  • Condo
  • Pool
  • Max Occupancy: 8
  • 3 Bedrooms
  • 3 Bathrooms

Starting at $3,295-4,395/Week plus taxes and fees

Available: YesMap888-478-2796

Siesta Key Three Bedroom Home Sleeps 8 Bay View

Siesta Key Vacation Rental HomePrivate Pool
  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 8
  • 3 Bedrooms
  • 3 Bathrooms

Starting at $6,895-12,395/Month plus taxes and fees

Available: YesMap888-478-2796

Siesta Key Beach Condo Two Bedrooms Sleeps 6 Guests

Living AreaTwo Sofa's
  • Gold
  • Condo
  • Pool
  • Max Occupancy: 6
  • 2 Bedrooms
  • 2 Bathrooms

Starting at $1,895-2,595/Week plus taxes and fees

Available: YesMap888-478-2796

Short Walk to Beach from this Four Bedroom Condo Sleeps 8

View of GulfBeachfront Condo
  • Gold
  • Condo
  • Pool
  • Max Occupancy: 8
  • 4 Bedrooms
  • 2 Bathrooms

Call 888-478-2796 for Rates

Available: YesMap888-478-2796

Third Floor Three Bedroom Penthouse with Full Gulf Views

Balcony with Outdoor FurnitureOpen Plan Living
  • Gold
  • Condo
  • Pool & Hot Tub
  • Max Occupancy: 8
  • 3 Bedrooms
  • 2 Bathrooms

Starting at $3,095/Week plus taxes and fees

Available: YesMap888-478-2796

Three Bedroom Beachfront Unit Sleeps 6 Short Walk to Beach

Living AreaFlat Screen TV in Living Area
  • Gold
  • Home/Villa
  • Pool & Hot Tub
  • Max Occupancy: 6
  • 3 Bedrooms
  • 2 Bathrooms

Starting at $2,195/Week plus taxes and fees

Available: YesMap888-478-2796

This Amazing Siesta Key Vacation Rental Has Three Bedrooms!

PoolSiesta Key Vacation Rental Condo
  • Gold
  • Condo
  • Pool
  • Max Occupancy: 8
  • 3 Bedrooms
  • 2 Bathrooms

Starting at $1,095-2,295/Week plus taxes and fees

Available: YesMap888-478-2796

Siesta Key Vacation Home Short Walk to Beach 3 Bedrooms

Front View of PropertyBeach Views
  • Gold
  • Home/Villa
  • No Pool
  • Max Occupancy: 10
  • 3 Bedrooms
  • 2 Bathrooms

Call 888-478-2796 for Rates

Available: YesMap888-478-2796

Short Walk to Beach from the Ground Level Siesta Key Home

Pool and Patio AreaPool
  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 22
  • 6 Bedrooms
  • 6 Bathrooms

Call 888-478-2796 for Rates

Available: YesMap888-478-2796

Siesta Key Condo 898684

Siesta Key Condo 898684Siesta Key Condo 898684
  • Gold
  • Condo
  • Pool
  • Max Occupancy: 6
  • 2 Bedrooms
  • 2 Bathrooms

Call 888-478-2796 for Rates

Available: YesMap888-478-2796

Siesta Key Condo 898685

Siesta Key Condo 898685Siesta Key Condo 898685
  • Gold
  • Condo
  • Pool
  • Max Occupancy: 6
  • 2 Bedrooms
  • 2 Bathrooms

Call 888-478-2796 for Rates

Available: YesMap888-478-2796

Siesta Key Condo 898955

Patio AreaLiving Room
  • Gold
  • Condo
  • Pool & Hot Tub
  • Max Occupancy: 6
  • 2 Bedrooms
  • 2 Bathrooms

Call 888-478-2796 for Rates

Available: YesMap888-478-2796

Sleep 6 at this Siesta Key Two Bedroom Beach Condo with Pool

Fully Equipped KitchenBalcony
  • Gold
  • Condo
  • Pool & Hot Tub
  • Max Occupancy: 6
  • 2 Bedrooms
  • 2 Bathrooms

Starting at $1,995-2,295/Week plus taxes and fees

Available: YesMap888-478-2796

Siesta Key vacation rental is just a short Walk to Beach

Siesta Key BeachPool and Spa
  • Gold
  • Condo
  • Pool
  • Max Occupancy: 4
  • 2 Bedrooms
  • 2 Bathrooms

Starting at $895-1,995/Week plus taxes and fees

Available: YesMap888-478-2796

Siesta Key Delightful Two Bedroom for Rent.

Communal PoolLake
  • Gold
  • Condo
  • Pool
  • Max Occupancy: 6
  • 2 Bedrooms
  • 2 Bathrooms

Starting at $795-1,995/Night plus taxes and fees

Available: YesMap888-478-2796

One Bedroom Condo Sleeps 4 Short Walk to Beach Shared Pool

Living RoomVacation Rental Close to Beach
  • Gold
  • Condo
  • Pool
  • Max Occupancy: 4
  • 1 Bedroom
  • 1 Bathroom

Call 888-478-2796 for Rates

Available: YesMap888-478-2796

Luxury Four Bedroom Sleeps 9 Private Pool Close to Beach

Open Plan Living SpacePrivate Pool
  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 9
  • 3 Bedrooms
  • 2 Bathrooms

Call 888-478-2796 for Rates

Available: YesMap888-478-2796

Two Bedroom Condo on Siesta Key Sleeps 4 Close to Beach

Tiki HutsOpen Kitchen & Dining Area
  • Gold
  • Condo
  • Pool
  • Max Occupancy: 4
  • 2 Bedrooms
  • 2 Bathrooms

Call 888-478-2796 for Rates

Available: YesMap888-478-2796

One of Siesta Keys (Palm Island) Finest Vacation Rentals

One of Siesta Keys (Palm Island)  Finest Vacation RentalsVacation Rental Home in Siesta Key
  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 7
  • 3 Bedrooms
  • 3 Bathrooms

Call 888-478-2796 for Rates

Available: YesMap888-478-2796

Siesta Key A Short Walk to Beach Access

walk to beachSiesta Key A Short Walk to Beach Access
  • Gold
  • Condo
  • Pool
  • Max Occupancy: 6
  • 2 Bedrooms
  • 2 Bathrooms

Starting at $895-1,995/Week plus taxes and fees

Available: YesMap888-478-2796

Two Bedroom Beach Condo Full Gulf View

Beach AccessOpen Floor Plan
  • Gold
  • Condo
  • Pool
  • Max Occupancy: 6
  • 2 Bedrooms
  • 2 Bathrooms

Starting at $2,095-3,395/Week plus taxes and fees

Available: YesMap888-478-2796

On the Gulf Side of Midnight Pass Road.

Sandy BeachPool
  • Gold
  • Condo
  • Pool
  • Max Occupancy: 4
  • 2 Bedrooms
  • 2 Bathrooms

Call 888-478-2796 for Rates

Available: YesMap888-478-2796

Siesta Luxury condo Less than a Half mile to beach

Siesta Luxury condo Less than a Half mile to beachSiesta Luxury condo Less than a Half mile to beach
  • Gold
  • Condo
  • Pool
  • Max Occupancy: 6
  • 2 Bedrooms
  • 2 Bathrooms

Starting at $4500-7500/Month plus taxes and fees

Available: YesMap888-478-2796

Siesta Key Vacation Condo Two Bedrooms Sleeps 6

Living RoomDining Room
  • Gold
  • Home/Villa
  • No Pool
  • Max Occupancy: 6
  • 2 Bedrooms
  • 1 Bathroom

Starting at $4,395/Week plus taxes and fees

Available: YesMap888-478-2796

Luxury Two Bedroom Condo Short Walk to Beach Sleeps 6

KitchenLiving Room
  • Gold
  • Condo
  • No Pool
  • Max Occupancy: 6
  • 2 Bedrooms
  • 1 Bathroom

Starting at $4,395/Week plus taxes and fees

Available: YesMap888-478-2796

Two Bedrooms Two Bathrooms Sleeps Four Guests

Siesta Key BeachFront View of Property
  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 4
  • 2 Bedrooms
  • 2 Bathrooms

Starting at $1,995/Week plus taxes and fees

Available: YesMap888-478-2796

Sleep 6 at this Two Bedroom One Bathroom Condo at Siesta Key

Living RoomDining Room
  • Gold
  • Condo
  • No Pool
  • Max Occupancy: 6
  • 2 Bedrooms
  • 1 Bathroom

Call 888-478-2796 for Rates

Available: YesMap888-478-2796

Two Bedroom Two Bathroom Beach Condo Sleeps 6

Siesta Key Sand BeachCommunity Pool
  • Gold
  • Condo
  • Pool
  • Max Occupancy: 6
  • 2 Bedrooms
  • 2 Bathrooms

Call 888-478-2796 for Rates

Available: YesMap888-478-2796

Five Bedroom Vacation Home Sleeps 11 Guests

Rear View of PropertyPrivate Pool
  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 11
  • 5 Bedrooms
  • 3 Bathrooms

Starting at $5795-7895/Week plus taxes and fees

Available: YesMap888-478-2796

Penthouse 4 Bed Property - Full Gulf Views!

Panoramic gulf views from balconyOutdoor dining area
  • Gold
  • Condo
  • Pool
  • Max Occupancy: 8
  • 4 Bedrooms
  • 4 Bathrooms

Starting at $14795-29950/Month plus taxes and fees

Available: YesMap888-478-2796

Penthouse 4 bed property - full Gulf views!

BalconyLiving room
  • Gold
  • Condo
  • Pool
  • Max Occupancy: 8
  • 4 Bedrooms
  • 4 Bathrooms

Starting at $14795-29950/Month plus taxes and fees

Available: YesMap888-478-2796

Thre Bedroom Sleeps 8 Beach Condo with Communal Pool

BalconySandy beach
  • Gold
  • Condo
  • Pool & Hot Tub
  • Max Occupancy: 8
  • 3 Bedrooms
  • 3 Bathrooms

Starting at $4695-6420/Week plus taxes and fees

Available: YesMap888-478-2796

Communal Pool at this Three Bedroom Beach Condo Siesta Key

Community poolLiving area
  • Gold
  • Condo
  • Pool & Hot Tub
  • Max Occupancy: 8
  • 3 Bedrooms
  • 3 Bathrooms

Starting at $3295-4395/Week plus taxes and fees

Available: YesMap888-478-2796