Gold Siesta Key Vacation Rentals

All Pool Options

351 matching vacation rentals found.

We receive new listings daily. Call your agent at (866) 922.0572 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: YesMap(866) 922-0572

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: YesMap(866) 922-0572

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: YesMap(866) 922-0572

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: YesMap(866) 922-0572

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: YesMap(866) 922-0572

Siesta Key Two Bedroom Condo Sleeps 6 Guests

Siesta Key Two Bedroom Condo Sleeps 6 GuestsSiesta Key Two Bedroom Condo Sleeps 6 Guests
  • Gold
  • Condo
  • Pool
  • Max Occupancy: 6
  • 2 Bedrooms
  • 2 Bathrooms

Call (866) 922-0572 for Rates

Available: YesMap(866) 922-0572

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: YesMap(866) 922-0572

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 $2200-3420/Week plus taxes and fees

Available: YesMap(866) 922-0572

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: YesMap(866) 922-0572

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 (866) 922-0572 for Rates

Available: YesMap(866) 922-0572

Vacation Rental with Three Bedrooms 2 Min Walk to Siesta key

Living RoomOpen Floor Plan
  • Gold
  • Condo
  • Pool
  • Max Occupancy: 8
  • 3 Bedrooms
  • 2 Bathrooms

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

Available: YesMap(866) 922-0572

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: YesMap(866) 922-0572

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: YesMap(866) 922-0572

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: YesMap(866) 922-0572

Pool Home Casual Beachy Vacation Rental with Three Bedrooms

Pool Home Casual Beachy Vacation Rental  with Three BedroomsSiesta Key Beach
  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 8
  • 3 Bedrooms
  • 2 Bathrooms

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

Available: YesMap(866) 922-0572

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: YesMap(866) 922-0572

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: YesMap(866) 922-0572

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: YesMap(866) 922-0572

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 $2800-4950/Week plus taxes and fees

Available: YesMap(866) 922-0572

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: YesMap(866) 922-0572

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 $3095-5795/Week plus taxes and fees

Available: YesMap(866) 922-0572

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: YesMap(866) 922-0572

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: YesMap(866) 922-0572

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: YesMap(866) 922-0572

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: YesMap(866) 922-0572

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: YesMap(866) 922-0572

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: YesMap(866) 922-0572

Siesta Key Vacation Rental

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

Starting at $2594/Week plus taxes and fees

Available: YesMap(866) 922-0572

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: YesMap(866) 922-0572

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: YesMap(866) 922-0572

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: YesMap(866) 922-0572

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: YesMap(866) 922-0572

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: YesMap(866) 922-0572

Lovely Siesta Key 1 bd 1 ba

Open Plan LivingPool
  • Gold
  • Condo
  • Pool & Hot Tub
  • Max Occupancy: 4
  • 1 Bedroom
  • 1 Bathroom

Starting at $1895/Week plus taxes and fees

Available: YesMap(866) 922-0572

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: YesMap(866) 922-0572

Canal Views From This Four Bedroom Siesta Key Vacation Home

Canal Views From This Four Bedroom Siesta Key Vacation HomeCanal Views From This Four Bedroom Siesta Key Vacation Home
  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 12
  • 4 Bedrooms
  • 4 Bathrooms

Starting at $3800-6700/Week plus taxes and fees

Available: YesMap(866) 922-0572

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 $3,395-6,095/Week plus taxes and fees

Available: YesMap(866) 922-0572

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 $2540-3720/Week plus taxes and fees

Available: YesMap(866) 922-0572

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: YesMap(866) 922-0572

One Bedroom Vacation Rental Sleeps Four Guests

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

Call (866) 922-0572 for Rates

Available: YesMap(866) 922-0572

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 (866) 922-0572 for Rates

Available: YesMap(866) 922-0572

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: YesMap(866) 922-0572

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: YesMap(866) 922-0572

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: YesMap(866) 922-0572

Three Bedroom Vacation Home on Siesta Key

Wide Sandy BeachWalk to Beach Vacation Home in Siesta Key, Florida
  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 6
  • 3 Bedrooms
  • 3 Bathrooms

Starting at $5500/Month plus taxes and fees

Available: YesMap(866) 922-0572

Luxury Siesta Key Rentals

Great beach front vacation condo in Siesta Key, FloridaLiving room
  • Gold
  • Condo
  • Pool
  • Max Occupancy: 2
  • 1 Bedroom
  • 1 Bathroom

Starting at $8995/Month plus taxes and fees

Available: YesMap(866) 922-0572

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: YesMap(866) 922-0572

Posh Luxury Penthouse Great Pool & Interior Sleeps 8

Large Sofa in Living AreaStreet View
  • Gold
  • Condo
  • Pool & Hot Tub
  • Max Occupancy: 8
  • 3 Bedrooms
  • 2 Bathrooms

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

Available: YesMap(866) 922-0572

Remodeled Lovely Rental Option on Siesta Key

Partial gulf view rental condo in Siesta Key, FloridaRemodeled Lovely Rental Option on Siesta Key
  • Gold
  • Condo
  • Pool & Hot Tub
  • Max Occupancy: 5
  • 2 Bedrooms
  • 2 Bathrooms

Starting at $2363-3750/Week plus taxes and fees

Available: YesMap(866) 922-0572

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: YesMap(866) 922-0572

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: YesMap(866) 922-0572

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: YesMap(866) 922-0572

Stunning Luxury Vacation Home with 5 Bedroom Pools

Stunning Luxury Vacation Home with 5 Bedroom PoolsStunning Luxury Vacation Home with 5 Bedroom Pools
  • Gold
  • Home/Villa
  • Pool & Hot Tub
  • Max Occupancy: 12
  • 5 Bedrooms
  • 4 Bathrooms

Call (866) 922-0572 for Rates

Available: YesMap(866) 922-0572

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: YesMap(866) 922-0572

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: YesMap(866) 922-0572

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: YesMap(866) 922-0572

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: YesMap(866) 922-0572

A Beautiful Spacious Four Bedroom Vacation Home

Siesta Key BeachSun Loungers
  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 9
  • 4 Bedrooms
  • 3 Bathrooms

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

Available: YesMap(866) 922-0572

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: YesMap(866) 922-0572

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: YesMap(866) 922-0572

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 (866) 922-0572 for Rates

Available: YesMap(866) 922-0572

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: YesMap(866) 922-0572

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: YesMap(866) 922-0572

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: YesMap(866) 922-0572

Siesta Key Rental Condo with 2 Bedrooms & Great Gulf Views

Aerial ViewAerial View
  • Gold
  • Condo
  • Pool
  • Max Occupancy: 4
  • 2 Bedrooms
  • 2 Bathrooms

Starting at $1902/Week plus taxes and fees

Available: YesMap(866) 922-0572

Four Bedroom Vacation Home Sleeps 10 Short Walk to Beach

ExteriorAerial View
  • Gold
  • Home/Villa
  • Pool & Hot Tub
  • Max Occupancy: 10
  • 4 Bedrooms
  • 3 Bathrooms

Starting at $4495-6530/Week plus taxes and fees

Available: YesMap(866) 922-0572

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: YesMap(866) 922-0572

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: YesMap(866) 922-0572

Siesta Key #1 Beach Front Vacation Rental Sleeps 4

Community PoolSiesta Key #1 Beach Front Vacation Rental Sleeps 4
  • Gold
  • Condo
  • Pool
  • Max Occupancy: 3
  • 1 Bedroom
  • 1 Bathroom

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

Available: YesMap(866) 922-0572

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: YesMap(866) 922-0572

Luxury 3 Bedroom Home with a Private Pool

Luxury Vacation Home in Siesta Key, FloridaFront Enterance
  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 8
  • 3 Bedrooms
  • 2 Bathrooms

Starting at $8495/Month plus taxes and fees

Available: YesMap(866) 922-0572

Condo Only Steps to the World Class Beaches of Siesta Key

Condo Only Steps to the World Class Beaches of Siesta KeyAerial View
  • Gold
  • Condo
  • Pool
  • Max Occupancy: 5
  • 2 Bedrooms
  • 1 Bathroom

Starting at $2295-3295/Week plus taxes and fees

Available: YesMap(866) 922-0572

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: YesMap(866) 922-0572

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 $1,895/Week plus taxes and fees

Available: YesMap(866) 922-0572

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 (866) 922-0572 for Rates

Available: YesMap(866) 922-0572

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: YesMap(866) 922-0572

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: YesMap(866) 922-0572

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: YesMap(866) 922-0572

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

Available: YesMap(866) 922-0572

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
  • 1 Bathroom

Starting at $2000/Week plus taxes and fees

Available: YesMap(866) 922-0572

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
  • 2 Bathrooms

Starting at $1995/Week plus taxes and fees

Available: YesMap(866) 922-0572

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
  • 1 Bathroom

Call (866) 922-0572 for Rates

Available: YesMap(866) 922-0572

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

Call (866) 922-0572 for Rates

Available: YesMap(866) 922-0572

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
  • 2 Bathrooms

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

Available: YesMap(866) 922-0572

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
  • 2 Bathrooms

Starting at $5795/Month plus taxes and fees

Available: YesMap(866) 922-0572

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
  • 2 Bathrooms

Starting at $2061/Week plus taxes and fees

Available: YesMap(866) 922-0572

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
  • 2 Bedrooms
  • 2 Bathrooms

Starting at $2061/Week plus taxes and fees

Available: YesMap(866) 922-0572

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
  • 2 Bedrooms
  • 2 Bathrooms

Call (866) 922-0572 for Rates

Available: YesMap(866) 922-0572

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
  • 2 Bedrooms
  • 2 Bathrooms

Call (866) 922-0572 for Rates

Available: YesMap(866) 922-0572

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
  • 2 Bathrooms

Call (866) 922-0572 for Rates

Available: YesMap(866) 922-0572

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

Available: YesMap(866) 922-0572

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
  • 2 Bathrooms

Starting at $2061/Week plus taxes and fees

Available: YesMap(866) 922-0572

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
  • 2 Bedrooms
  • 2 Bathrooms

Starting at $2061/Week plus taxes and fees

Available: YesMap(866) 922-0572

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
  • 3 Bathrooms

Starting at $3059/Week plus taxes and fees

Available: YesMap(866) 922-0572

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
  • 2 Bathrooms

Starting at $2061/Week plus taxes and fees

Available: YesMap(866) 922-0572

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

Available: YesMap(866) 922-0572

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

Available: YesMap(866) 922-0572

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

Available: YesMap(866) 922-0572

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

Available: YesMap(866) 922-0572

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

Available: YesMap(866) 922-0572

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

Available: YesMap(866) 922-0572

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

Available: YesMap(866) 922-0572

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

Available: YesMap(866) 922-0572

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

Available: YesMap(866) 922-0572

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

Available: YesMap(866) 922-0572

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

Available: YesMap(866) 922-0572

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

Available: YesMap(866) 922-0572

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

Available: YesMap(866) 922-0572

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

Available: YesMap(866) 922-0572

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 $3100-5230/Week plus taxes and fees

Available: YesMap(866) 922-0572

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

Available: YesMap(866) 922-0572

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

Available: YesMap(866) 922-0572

Siesta Luxury Two Bedroom Vacation Rental Pool

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

Call (866) 922-0572 for Rates

Available: YesMap(866) 922-0572

Siesta Key Condo 888429

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

Call (866) 922-0572 for Rates

Available: YesMap(866) 922-0572

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
  • 2 Bathrooms

Call (866) 922-0572 for Rates

Available: YesMap(866) 922-0572

Siesta Key 2 bed 2 ba 3rd floor condo

Siesta Key 2 bed 2 ba 3rd floor condoSiesta Key 2 bed 2 ba 3rd floor condo
  • Gold
  • Condo
  • Pool
  • Max Occupancy: 4
  • 2 Bedrooms
  • 2 Bathrooms

Call (866) 922-0572 for Rates

Available: YesMap(866) 922-0572

Two Bedroom Beach Condo Sleeps 6 in Siesta Key

Two Bedroom Beach Condo Sleeps 6 in Siesta KeyTwo Bedroom Beach Condo Sleeps 6 in Siesta Key
  • Gold
  • Condo
  • Pool & Hot Tub
  • Max Occupancy: 6
  • 2 Bedrooms
  • 2 Bathrooms

Call (866) 922-0572 for Rates

Available: YesMap(866) 922-0572

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

Call (866) 922-0572 for Rates

Available: YesMap(866) 922-0572

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

Available: YesMap(866) 922-0572

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

Available: YesMap(866) 922-0572

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

Available: YesMap(866) 922-0572

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

Available: YesMap(866) 922-0572

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

Available: YesMap(866) 922-0572

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

Available: YesMap(866) 922-0572

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

Available: YesMap(866) 922-0572

Two Bedroom Beach Condo in Siesta Keys Sleeps 6

Sarasota Vacation CondoVacation Condo
  • Gold
  • Condo
  • Pool
  • Max Occupancy: 6
  • 2 Bedrooms
  • 2 Bathrooms

Starting at $1495/Week plus taxes and fees

Available: YesMap(866) 922-0572

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 (866) 922-0572 for Rates

Available: YesMap(866) 922-0572

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

Available: YesMap(866) 922-0572

Luxurious 2 Bedroom 2 Bathroom Condo located on Siesta Key

Aerial View of ComplexLiving Area
  • Gold
  • Condo
  • Pool
  • Max Occupancy: 6
  • 2 Bedrooms
  • 2 Bathrooms

Starting at $2495.99/Week plus taxes and fees

Available: YesMap(866) 922-0572

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

Call (866) 922-0572 for Rates

Available: YesMap(866) 922-0572

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

Available: YesMap(866) 922-0572

Two Bedroom Beach Condo Sleeps 6 Communal Pool

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

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

Available: YesMap(866) 922-0572

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

Call (866) 922-0572 for Rates

Available: YesMap(866) 922-0572

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

Call (866) 922-0572 for Rates

Available: YesMap(866) 922-0572

Siesta Key Condo 888506

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

Call (866) 922-0572 for Rates

Available: YesMap(866) 922-0572

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

Available: YesMap(866) 922-0572

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

Available: YesMap(866) 922-0572

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 (866) 922-0572 for Rates

Available: YesMap(866) 922-0572

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

Available: YesMap(866) 922-0572

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 (866) 922-0572 for Rates

Available: YesMap(866) 922-0572

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

Available: YesMap(866) 922-0572

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

Available: YesMap(866) 922-0572

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

Available: YesMap(866) 922-0572

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

Available: YesMap(866) 922-0572

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

Available: YesMap(866) 922-0572

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

Available: YesMap(866) 922-0572

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

Available: YesMap(866) 922-0572

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

Available: YesMap(866) 922-0572

Lovely Siesta Key Vacation Condo in Resort Setting

Lovely Siesta Key Vacation Condo in Resort SettingLovely Siesta Key Vacation Condo in Resort Setting
  • Gold
  • Condo
  • Pool
  • Max Occupancy: 6
  • 2 Bedrooms
  • 2 Bathrooms

Call (866) 922-0572 for Rates

Available: YesMap(866) 922-0572

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

Available: YesMap(866) 922-0572

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

Available: YesMap(866) 922-0572

Siesta Key Condo 888551

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

Call (866) 922-0572 for Rates

Available: YesMap(866) 922-0572

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

Available: YesMap(866) 922-0572

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

Available: YesMap(866) 922-0572

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

Available: YesMap(866) 922-0572

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

Available: YesMap(866) 922-0572

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

Available: YesMap(866) 922-0572

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

Available: YesMap(866) 922-0572

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

Available: YesMap(866) 922-0572

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

Available: YesMap(866) 922-0572

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

Available: YesMap(866) 922-0572

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

Available: YesMap(866) 922-0572

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

Available: YesMap(866) 922-0572

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

Available: YesMap(866) 922-0572

Siesta Key Condo 888604

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

Call (866) 922-0572 for Rates

Available: YesMap(866) 922-0572

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

Available: YesMap(866) 922-0572

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

Available: YesMap(866) 922-0572

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

Available: YesMap(866) 922-0572

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

Available: YesMap(866) 922-0572

SiestaKey Vacation Condo with Views form Lanai

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

Call (866) 922-0572 for Rates

Available: YesMap(866) 922-0572

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 (866) 922-0572 for Rates

Available: YesMap(866) 922-0572

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

Available: YesMap(866) 922-0572

Siesta Key Beach Vacation Condo For Rent Updated Unit

Siesta Key Sandy BeachBeach Access
  • Gold
  • Condo
  • Pool
  • Max Occupancy: 6
  • 3 Bedrooms
  • 2 Bathrooms

Starting at $2695-3395/Week plus taxes and fees

Available: YesMap(866) 922-0572

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

Available: YesMap(866) 922-0572

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

Available: YesMap(866) 922-0572

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 (866) 922-0572 for Rates

Available: YesMap(866) 922-0572

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: YesMap(866) 922-0572

Siesta Key Condo 889295

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

Call (866) 922-0572 for Rates

Available: YesMap(866) 922-0572

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

Available: YesMap(866) 922-0572

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

Available: YesMap(866) 922-0572

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

Available: YesMap(866) 922-0572

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: YesMap(866) 922-0572

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: YesMap(866) 922-0572

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 (866) 922-0572 for Rates

Available: YesMap(866) 922-0572

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 (866) 922-0572 for Rates

Available: YesMap(866) 922-0572

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: YesMap(866) 922-0572

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 $2,295-4995/Week plus taxes and fees

Available: YesMap(866) 922-0572

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: YesMap(866) 922-0572

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

Available: YesMap(866) 922-0572

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

Available: YesMap(866) 922-0572

Bayfront Monthly Condo in Siesta Key

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

Call (866) 922-0572 for Rates

Available: YesMap(866) 922-0572

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: YesMap(866) 922-0572

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 (866) 922-0572 for Rates

Available: YesMap(866) 922-0572

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 (866) 922-0572 for Rates

Available: YesMap(866) 922-0572

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

Available: YesMap(866) 922-0572

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 (866) 922-0572 for Rates

Available: YesMap(866) 922-0572

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: YesMap(866) 922-0572

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: YesMap(866) 922-0572

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

Available: YesMap(866) 922-0572

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: YesMap(866) 922-0572

Luxury Siesta Key Vacation Condo- Rent weekly!

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

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

Available: YesMap(866) 922-0572

Walk to Siesta Key or a short drive to downtown Sarasota

Walk to Siesta Key or a short drive to downtown SarasotaWalk to Siesta Key or a short drive to downtown Sarasota
  • Gold
  • Condo
  • Pool
  • Max Occupancy: 4
  • 2 Bedrooms
  • 2 Bathrooms

Starting at $1000/Week plus taxes and fees

Available: YesMap(866) 922-0572

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: YesMap(866) 922-0572

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

Available: YesMap(866) 922-0572

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

Available: YesMap(866) 922-0572

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

Available: YesMap(866) 922-0572

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: YesMap(866) 922-0572

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 (866) 922-0572 for Rates

Available: YesMap(866) 922-0572

Six Bedroom Family Vacation Rental Sleeps 16

Six Bedroom Family Vacation Rental Sleeps 16Six Bedroom Family Vacation Rental Sleeps 16
  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 16
  • 6 Bedrooms
  • 5 Bathrooms

Starting at $4995-7995/Week plus taxes and fees

Available: YesMap(866) 922-0572

Three Bedrooms Professionally Decorated

Siesta Key Vacation rental Home Poll & Hot TubLuxury Kitchen
  • Gold
  • Home/Villa
  • Pool & Hot Tub
  • Max Occupancy: 6
  • 3 Bedrooms
  • 2 Bathrooms

Starting at $8495/Month plus taxes and fees

Available: YesMap(866) 922-0572

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: YesMap(866) 922-0572

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

Available: YesMap(866) 922-0572

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

Available: YesMap(866) 922-0572

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

Available: YesMap(866) 922-0572

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: YesMap(866) 922-0572

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: YesMap(866) 922-0572

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: YesMap(866) 922-0572

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 (866) 922-0572 for Rates

Available: YesMap(866) 922-0572

Siesta Key Condo 894566

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

Call (866) 922-0572 for Rates

Available: YesMap(866) 922-0572

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: YesMap(866) 922-0572

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: YesMap(866) 922-0572

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 (866) 922-0572 for Rates

Available: YesMap(866) 922-0572

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

Available: YesMap(866) 922-0572

Rental Home Pool Entertaining Area Contemporary in Design

Sandy Beach at Siesta KeyBeach Access
  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 6
  • 3 Bedrooms
  • 2 Bathrooms

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

Available: YesMap(866) 922-0572

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: YesMap(866) 922-0572

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: YesMap(866) 922-0572

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: YesMap(866) 922-0572

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: YesMap(866) 922-0572

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: YesMap(866) 922-0572

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: YesMap(866) 922-0572

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: YesMap(866) 922-0572

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 $2095-9995/Week plus taxes and fees

Available: YesMap(866) 922-0572

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: YesMap(866) 922-0572

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 (866) 922-0572 for Rates

Available: YesMap(866) 922-0572

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: YesMap(866) 922-0572

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 $2,595-8995/Week plus taxes and fees

Available: YesMap(866) 922-0572

Five Bedroom 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: YesMap(866) 922-0572

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: YesMap(866) 922-0572

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: YesMap(866) 922-0572

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 (866) 922-0572 for Rates

Available: YesMap(866) 922-0572

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: YesMap(866) 922-0572

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 (866) 922-0572 for Rates

Available: YesMap(866) 922-0572

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: YesMap(866) 922-0572

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 $1195-2095/Week plus taxes and fees

Available: YesMap(866) 922-0572

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: YesMap(866) 922-0572

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: YesMap(866) 922-0572

Siesta Key Townhome steps to beach

Siesta Key Townhome steps to beachSiesta Key Townhome steps to beach
  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 8
  • 3 Bedrooms
  • 3 Bathrooms

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

Available: YesMap(866) 922-0572

Siesta Key Home 896223

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

Starting at $4995-8995/Week plus taxes and fees

Available: YesMap(866) 922-0572

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: YesMap(866) 922-0572

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: YesMap(866) 922-0572

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: YesMap(866) 922-0572

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: YesMap(866) 922-0572

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 $6595-10850/Week plus taxes and fees

Available: YesMap(866) 922-0572

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: YesMap(866) 922-0572

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: YesMap(866) 922-0572

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: YesMap(866) 922-0572

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: YesMap(866) 922-0572

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: YesMap(866) 922-0572

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: YesMap(866) 922-0572

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: YesMap(866) 922-0572

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: YesMap(866) 922-0572

Updated Two Bedroom Condo with Full Gulf Views

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

Call (866) 922-0572 for Rates

Available: YesMap(866) 922-0572

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: YesMap(866) 922-0572

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: YesMap(866) 922-0572

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: YesMap(866) 922-0572

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: YesMap(866) 922-0572

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: YesMap(866) 922-0572

Three Bedroom Vacation Rental with Private Pool Sleeps 6

Three Bedroom Vacation Rental with Private Pool Sleeps 6Three Bedroom Vacation Rental with Private Pool Sleeps 6
  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 6
  • 3 Bedrooms
  • 2 Bathrooms

Starting at $1,795-3,495/Week plus taxes and fees

Available: YesMap(866) 922-0572

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: YesMap(866) 922-0572

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: YesMap(866) 922-0572

Lovely 2 Bedroom 2 Bathroom Condo - Siesta Key

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

Call (866) 922-0572 for Rates

Available: YesMap(866) 922-0572

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 (866) 922-0572 for Rates

Available: YesMap(866) 922-0572

Three Bedroom Condo Sleeps 8 with Communal Pool

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

Call (866) 922-0572 for Rates

Available: YesMap(866) 922-0572

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

Newly Renovated-Lovely 2 Bed 2 Bath  Private Home with Pool.Siesta Key Beach
  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 8
  • 2 Bedrooms
  • 2 Bathrooms

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

Available: YesMap(866) 922-0572

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 (866) 922-0572 for Rates

Available: YesMap(866) 922-0572

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 $2195-3450/Week plus taxes and fees

Available: YesMap(866) 922-0572

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: YesMap(866) 922-0572

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: YesMap(866) 922-0572

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: YesMap(866) 922-0572

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: YesMap(866) 922-0572

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: YesMap(866) 922-0572

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: YesMap(866) 922-0572

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: YesMap(866) 922-0572

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: YesMap(866) 922-0572

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: YesMap(866) 922-0572

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: YesMap(866) 922-0572

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: YesMap(866) 922-0572

Siesta Key Beach Vacation Condo Penthouse Sleeps 6

Siesta Key Beach Vacation Condo Penthouse Sleeps 6Siesta 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: YesMap(866) 922-0572

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: YesMap(866) 922-0572

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 (866) 922-0572 for Rates

Available: YesMap(866) 922-0572

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: YesMap(866) 922-0572

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: YesMap(866) 922-0572

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: YesMap(866) 922-0572

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: YesMap(866) 922-0572

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: YesMap(866) 922-0572

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: YesMap(866) 922-0572

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 (866) 922-0572 for Rates

Available: YesMap(866) 922-0572

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 (866) 922-0572 for Rates

Available: YesMap(866) 922-0572

Siesta Key Condo 898684

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

Call (866) 922-0572 for Rates

Available: YesMap(866) 922-0572

Siesta Key Condo 898685

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

Call (866) 922-0572 for Rates

Available: YesMap(866) 922-0572

Siesta Key Condo 898955

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

Call (866) 922-0572 for Rates

Available: YesMap(866) 922-0572

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: YesMap(866) 922-0572

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: YesMap(866) 922-0572

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: YesMap(866) 922-0572

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 (866) 922-0572 for Rates

Available: YesMap(866) 922-0572

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 (866) 922-0572 for Rates

Available: YesMap(866) 922-0572

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: YesMap(866) 922-0572

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: YesMap(866) 922-0572

On the Gulf Side of Midnight Pass Road.

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

Call (866) 922-0572 for Rates

Available: YesMap(866) 922-0572

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: YesMap(866) 922-0572

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: YesMap(866) 922-0572

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: YesMap(866) 922-0572

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: YesMap(866) 922-0572

Two Bedroom Two Bathroom Beach Condo Sleeps 6

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

Call (866) 922-0572 for Rates

Available: YesMap(866) 922-0572

Two Bedroom Siesta Condo Sleeps Eight Short Walk to Beach

Two Bedroom Siesta Condo Sleeps Eight Short Walk to BeachTwo Bedroom Siesta Condo Sleeps Eight Short Walk to Beach
  • Gold
  • Condo
  • Pool
  • Max Occupancy: 8
  • 2 Bedrooms
  • 2 Bathrooms

Starting at $1,095-3,795/Week plus taxes and fees

Available: YesMap(866) 922-0572

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 $12300 -17030/Month plus taxes and fees

Available: YesMap(866) 922-0572

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: YesMap(866) 922-0572

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: YesMap(866) 922-0572

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: YesMap(866) 922-0572

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: YesMap(866) 922-0572

Beachside Three Bedroom Vacation Home Sleeps 8 Guests

Vacation RentalGarden
  • Gold
  • Home/Villa
  • No Pool
  • Max Occupancy: 8
  • 3 Bedrooms
  • 1 Bathroom

Call (866) 922-0572 for Rates

Available: YesMap(866) 922-0572

Siesta Key Rental Two Bedrooms One Bathroom Sleeps 8 Guests

Beach Bungalow at Siesta KeyBalcony
  • Gold
  • Home/Villa
  • No Pool
  • Max Occupancy: 8
  • 2 Bedrooms
  • 1 Bathroom

Call (866) 922-0572 for Rates

Available: YesMap(866) 922-0572

Two Bedroom Beach Condo Sleeps 6 in Siesta Key

Beach Condos at Siesta KeyCommunal Pool
  • Gold
  • Condo
  • Pool & Hot Tub
  • Max Occupancy: 6
  • 2 Bedrooms
  • 2 Bathrooms

Starting at $1795-2995/Week plus taxes and fees

Available: YesMap(866) 922-0572

Four Bedroom Vacation Rental Sleeps 8 Communal Pool

Gated Community in Siesta KeyPool
  • Gold
  • Condo
  • Pool & Hot Tub
  • Max Occupancy: 8
  • 4 Bedrooms
  • 3 Bathrooms

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

Available: YesMap(866) 922-0572

Siesta Key Five Bedroom Vacation Home with Private Pool

Siesta Key Five Bedroom Vacation Home with Private PoolSiesta Key Five Bedroom Vacation Home with Private Pool
  • Gold
  • Home/Villa
  • Pool & Hot Tub
  • Max Occupancy: 12
  • 5 Bedrooms
  • 4 Bathrooms

Starting at $24,995/Month plus taxes and fees

Available: YesMap(866) 922-0572

Vacation Rental Home with Four Bedrooms and Sleeps 13 Guests

Vacation Rental Home with Four Bedrooms and Sleeps 13 GuestsVacation Rental Home with Four Bedrooms and Sleeps 13 Guests
  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 13
  • 4 Bedrooms
  • 4 Bathrooms

Call (866) 922-0572 for Rates

Available: YesMap(866) 922-0572

Three Bedroom Vacation Rental with Private Indoor Pool

Three Bedroom Vacation Rental with Private Indoor PoolThree Bedroom Vacation Rental with Private Indoor Pool
  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 6
  • 3 Bedrooms
  • 2 Bathrooms

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

Available: YesMap(866) 922-0572

Two Bedroom Vacation Condo Short Walk to Beach Sleeps Four

Two Bedroom Vacation Condo Short Walk to Beach Sleeps FourTwo Bedroom Vacation Condo Short Walk to Beach Sleeps Four
  • Gold
  • Condo
  • Pool & Hot Tub
  • Max Occupancy: 4
  • 2 Bedrooms
  • 2 Bathrooms

Call (866) 922-0572 for Rates

Available: YesMap(866) 922-0572

Siesta Key Home 902194

Siesta Key Home 902194Siesta Key Home 902194
  • Gold
  • Home/Villa
  • No Pool
  • Max Occupancy: 8
  • 3 Bedrooms
  • 2 Bathrooms

Starting at $3,495-7,495/Month plus taxes and fees

Available: YesMap(866) 922-0572

Luxury 3 Bedroom One Block from Beautiful Siesta Key Beach

Luxury 3 Bedroom One Block from Beautiful Siesta Key BeachLiving Room
  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 8
  • 3 Bedrooms
  • 3 Bathrooms

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

Available: YesMap(866) 922-0572

Siesta Key, Florida Vacation Rental

Siesta Key, Florida Vacation RentalSiesta Key, Florida Vacation Rental
  • Gold
  • Home/Villa
  • No Pool
  • Max Occupancy: 10
  • 3 Bedrooms
  • 2 Bathrooms

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

Available: YesMap(866) 922-0572

Two Bedroom Siesta Key Rental Short Walk to the Beach

Two Bedroom Siesta Key Rental Short Walk to the BeachTwo Bedroom Siesta Key Rental Short Walk to the Beach
  • Gold
  • Condo
  • Pool
  • Max Occupancy: 6
  • 2 Bedrooms
  • 2 Bathrooms

Call (866) 922-0572 for Rates

Available: YesMap(866) 922-0572

Updated Condo with Lovely Furnishings and Views

Updated Condo with Lovely Furnishings and ViewsUpdated Condo with Lovely Furnishings and Views
  • Gold
  • Condo
  • Pool
  • Max Occupancy: 5
  • 2 Bedrooms
  • 2 Bathrooms

Call (866) 922-0572 for Rates

Available: YesMap(866) 922-0572

Siesta key Beautiful Unit Close to Beach and Bay

Siesta key Beautiful Unit Close to Beach and BaySiesta key Beautiful Unit Close to Beach and Bay
  • Gold
  • Condo
  • Pool
  • Max Occupancy: 4
  • 2 Bedrooms
  • 2 Bathrooms

Call (866) 922-0572 for Rates

Available: YesMap(866) 922-0572

Two Bedroom Condo with Partial Gulf Views Sleeps 6

Two Bedroom Condo with Partial Gulf Views Sleeps 6Two Bedroom Condo with Partial Gulf Views Sleeps 6
  • Gold
  • Condo
  • Pool
  • Max Occupancy: 6
  • 2 Bedrooms
  • 2 Bathrooms

Call (866) 922-0572 for Rates

Available: YesMap(866) 922-0572

Stay a Month on Siesta Key in thes Canal Front 4 Bedroom

Stay a Month on Siesta Key in thes Canal Front 4 BedroomStay a Month on Siesta Key in thes Canal Front 4 Bedroom
  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 9
  • 4 Bedrooms
  • Bathrooms

Starting at $1600/Week plus taxes and fees

Available: YesMap(866) 922-0572