Siesta Key Home & Villa Rentals

All Pool Options

182 matching vacation rentals found.

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

Four Bedroom Home with Private Pool and Hot Tub Sleeps 12

Four Bedroom Home with Private Pool and Hot Tub Sleeps 12beach_bg
  • Platinum
  • Home/Villa
  • Pool
  • Max Occupancy: 12
  • 4 Bedrooms
  • 3 Bathrooms

Starting at $4389/Week plus taxes and fees

Available: Yes888-478-2796

Luxury Four Bedroom Vacation Rental Estate

Luxury Four Bedroom Vacation Rental EstateSiesta Key Florida Vacation Rental Home26
  • Platinum
  • Home/Villa
  • Pool
  • Max Occupancy: 8
  • 4 Bedrooms
  • 3 Bathrooms

Starting at $4,995-10,195/Week plus taxes and fees

Available: Yes888-478-2796

Three Bedroom Vacation House for Rent with Private Pool.

Walk to Siesta Keysiesta key 1
  • Platinum
  • Home/Villa
  • Pool
  • Max Occupancy: 5
  • 3 Bedrooms
  • 2 Bathrooms

Starting at $2394/Week plus taxes and fees

Available: Yes888-478-2796

Vacation Rental with Three Bedrooms

Vacation Rental with Three BedroomsPrivate pool
  • Platinum
  • Home/Villa
  • Pool
  • Max Occupancy: 8
  • 3 Bedrooms
  • 3 Bathrooms

Starting at $4995/Week plus taxes and fees

Available: Yes888-478-2796

Luxury Three Bedroom Home With Pool and Games Room

Luxury Three Bedroom Home With  Pool and Games Roomkitchen
  • Platinum
  • Home/Villa
  • Pool
  • Max Occupancy: 8
  • 3 Bedrooms
  • 3 Bathrooms

Starting at $4995/Week plus taxes and fees

Available: Yes888-478-2796

Three Bedroom Luxury Rental Home - 3,000 sq ft - Canal View

Three Bedroom Luxury Rental Home - 3,000 sq ft - Canal View880415-Siesta-Key-Florida-Vacation-Home-Rental-living-area2
  • Platinum
  • Home/Villa
  • Pool
  • Max Occupancy: 6
  • 3 Bedrooms
  • 3 Bathrooms

Starting at $2624/Week plus taxes and fees

Available: Yes888-478-2796

Five bedroom Vacation Home Great Pool and Canal View

Five bedroom Vacation Home Great Pool and Canal View880974-Siesta-Key-Florida-vacation-home-rental5
  • Platinum
  • Home/Villa
  • Pool & Hot Tub
  • Max Occupancy: 13
  • 5 Bedrooms
  • 3 Bathrooms

Starting at $3325/Week plus taxes and fees

Available: Yes888-478-2796

Welcome to Paradise! Four Bedroom Home with Private Pool

Welcome to Paradise! Four Bedroom Home with Private Pool338pool1
  • Platinum
  • Home/Villa
  • Pool
  • Max Occupancy: 10
  • 4 Bedrooms
  • 2 Bathrooms

Starting at $3795/Week plus taxes and fees

Available: Yes888-478-2796

Lovely Private Vacation Home 4 Bedr Pool and Outdoor Kitchen

Lovely Private Vacation Home 4 Bedr Pool and Outdoor Kitchensiesta2
  • Platinum
  • Home/Villa
  • Pool
  • Max Occupancy: 12
  • 4 Bedrooms
  • 3 Bathrooms

Starting at $6700/Month plus taxes and fees

Available: Yes888-478-2796

A Great Residence Updated Decor and Furnishings - Pool

A Great Residence Updated Decor and Furnishings - PoolSarasota-Florida-vacation-rental-home2
  • Platinum
  • Home/Villa
  • Pool
  • Max Occupancy: 6
  • 3 Bedrooms
  • 3 Bathrooms

Starting at $3600/Month plus taxes and fees

Available: Yes888-478-2796

Three Bedroom Duplex Town Home with Communal Pool

Three Bedroom Duplex Town Home with Communal Poolftmyers1
  • Platinum
  • Home/Villa
  • Pool & Hot Tub
  • Max Occupancy: 10
  • 3 Bedrooms
  • 2 Bathrooms

Starting at $5900/Week plus taxes and fees

Available: Yes888-478-2796

The Most Amazing Luxury Vacation Rental with Pool Sleeps 22

Siesta Key Sandy BeachDining Area Table Seats 8
  • Platinum
  • Home/Villa
  • Pool
  • Max Occupancy: 11
  • 4 Bedrooms
  • 3 Bathrooms

Starting at $3195/Week plus taxes and fees

Available: Yes888-478-2796

Gulf Views from the this stunning 3 bedroom plus BONUS ROOM

Gulf Views from the this stunning 3 bedroom plus  BONUS ROOM877306 j
  • Platinum
  • Home/Villa
  • Pool
  • Max Occupancy: 9
  • 3 Bedrooms
  • 3 Bathrooms

Starting at $11495/Month plus taxes and fees

Available: Yes888-478-2796

Newly Renovated three bedroom on Siesta Key

Newly Renovated three bedroom on Siesta Key7
  • Platinum
  • Home/Villa
  • Pool
  • Max Occupancy: 6
  • 3 Bedrooms
  • 2 Bathrooms

Starting at $15000/Month plus taxes and fees

Available: Yes888-478-2796

Vacation Rental Home 4 Bedroom Sleeps 12 Modern Upscale !

Vacation Rental Home 4 Bedroom Sleeps 12  Modern Upscale !Siesta Key Florida Vacation Rental Home2
  • Platinum
  • Home/Villa
  • Pool
  • Max Occupancy: 12
  • 4 Bedrooms
  • 4 Bathrooms

Call 888-478-2796 for Rates

Available: Yes888-478-2796

Comfortable Large Four Bedroom Vacation Home Pool Sleeps 12

Comfortable Large Four Bedroom Vacation Home Pool Sleeps 12Siesta-Key-Florida-vacation-rental-home-dining-room
  • Platinum
  • Home/Villa
  • Pool
  • Max Occupancy: 12
  • 4 Bedrooms
  • 4 Bathrooms

Starting at $4056/Week plus taxes and fees

Available: Yes888-478-2796

One of The Best Vacation Rentals- New Rental!

One of The Best Vacation Rentals- New Rental!Siesta-Key-Florida-vacation-rental-home-kitchen1
  • Platinum
  • Home/Villa
  • Pool
  • Max Occupancy: 10
  • 4 Bedrooms
  • 3 Bathrooms

Starting at $4495/Week plus taxes and fees

Available: Yes888-478-2796

Sarasota 3 Bedroom Vacation Rental -Pool Seasonal Rental

Sarasota 3 Bedroom Vacation Rental -Pool Seasonal RentalWalk to Beach Home with Caged Pool in Siesta Key, Florida
  • Platinum
  • Home/Villa
  • Pool
  • Max Occupancy: 6
  • 3 Bedrooms
  • 2 Bathrooms

Starting at $7995/Month plus taxes and fees

Available: Yes888-478-2796

Perfectly Located on North side of Siesta Key! Three Bedrms

Perfectly Located on North side of Siesta Key! Three BedrmsClose to Beach Home for Rent with Pool in Siesta Key, Florida
  • Platinum
  • Home/Villa
  • Pool
  • Max Occupancy: 8
  • 3 Bedrooms
  • 2 Bathrooms

Starting at $3500/Week plus taxes and fees

Available: Yes888-478-2796

Posh Three bedroom Vacation rental with Pool Stickney Point

Posh Three bedroom Vacation rental with Pool Stickney PointHome with Pool
  • Platinum
  • Home/Villa
  • Pool
  • Max Occupancy: 8
  • 3 Bedrooms
  • 3 Bathrooms

Starting at $3059/Week plus taxes and fees

Available: Yes888-478-2796

The largest Luxury Siesta Key Vacation Rental Sleeps 20+

The largest Luxury Siesta Key Vacation Rental Sleeps 20+siesta2
  • Platinum
  • Home/Villa
  • Pool & Hot Tub
  • Max Occupancy: 24
  • 8 Bedrooms
  • 5 Bathrooms

Starting at $5995/Week plus taxes and fees

Available: Yes888-478-2796

Three Bedroom Villa Luxury Inside and Out

Siesta Key Town House Luxury RentalPool Outdoor
  • Platinum
  • Home/Villa
  • Pool & Hot Tub
  • Max Occupancy: 8
  • 3 Bedrooms
  • 3 Bathrooms

Starting at $5054/Week plus taxes and fees

Available: Yes888-478-2796

Elegant Four Bedroom Rental Views of the Gulf of Mexico

Elegant  Four Bedroom Rental Views of the Gulf of Mexicomx6
  • Platinum
  • Home/Villa
  • Hot Tub / No Pool
  • Max Occupancy: 7
  • 4 Bedrooms
  • 3 Bathrooms

Starting at $4495/Week plus taxes and fees

Available: Yes888-478-2796

4 bedroom Pool Vacation Rental Home With Classy Interior.

4 bedroom Pool Vacation Rental Home With Classy Interior.siesta-key-beach-rentals
  • Platinum
  • Home/Villa
  • Pool
  • Max Occupancy: 10
  • 4 Bedrooms
  • 3 Bathrooms

Starting at $4500/Week plus taxes and fees

Available: Yes888-478-2796

The Most Exclusive of Siesta key 3 Bedroom Vacation Rental!

The Most Exclusive of Siesta key 3 Bedroom Vacation Rental!Siesta-Key-Florida-vacation-rental-home-exterior-view
  • Platinum
  • Home/Villa
  • Pool
  • Max Occupancy: 8
  • 3 Bedrooms
  • 3 Bathrooms

Starting at $5386/Week plus taxes and fees

Available: Yes888-478-2796

Stunning 2 Bedrm Luxury Rental with Sofa Sleeper GREAT Pool

Stunning 2 Bedrm Luxury Rental with Sofa Sleeper GREAT PoolSiesta Key Florida Vacation Rental Home6
  • Platinum
  • Home/Villa
  • Pool
  • Max Occupancy: 6
  • 2 Bedrooms
  • 2 Bathrooms

Starting at $2061/Week plus taxes and fees

Available: Yes888-478-2796

Stunning inside and Out Quite Simply the Best! Upscale Home

Stunning inside and Out Quite Simply the Best! Upscale Homesiesta-key_beach
  • Platinum
  • Home/Villa
  • Pool
  • Max Occupancy: 8
  • 2 Bedrooms
  • 2 Bathrooms

Starting at $3491/Week plus taxes and fees

Available: Yes888-478-2796

Rare Eight Bedroom Luxury Vacation Rental Gulf View Sleep 22

Rare Eight Bedroom Luxury Vacation Rental Gulf View Sleep 22Siesta-Key-Florida-vacation-rental-home1
  • Platinum
  • Home/Villa
  • Pool
  • Max Occupancy: 22
  • 8 Bedrooms
  • 6 Bathrooms

Call 888-478-2796 for Rates

Available: Yes888-478-2796

The Largest Vacation Rental Home Sleeps 26 !

The Largest Vacation Rental Home Sleeps 26 !Siesta-Key-Florida-vacation-rental-home33
  • Platinum
  • Home/Villa
  • Pool & Hot Tub
  • Max Occupancy: 26
  • 8 Bedrooms
  • 7 Bathrooms

Call 888-478-2796 for Rates

Available: Yes888-478-2796

Eight Bedroom Rental Sleep 24 What a Rare Find!

Eight Bedroom Rental Sleep 24  What a Rare Find!Siesta-Key-Florida-vacation-rental-home31
  • Platinum
  • Home/Villa
  • Pool
  • Max Occupancy: 24
  • 8 Bedrooms
  • 8 Bathrooms

Starting at $10,500/Week plus taxes and fees

Available: Yes888-478-2796

Fantastic 5 Bedroom Vacation Home that Sleeps 12 Guests.

Fantastic 5 Bedroom Vacation Home that Sleeps 12 Guests.Siesta Key Florida Vacation Rental Home10
  • Platinum
  • Home/Villa
  • Pool & Hot Tub
  • Max Occupancy: 12
  • 5 Bedrooms
  • 3 Bathrooms

Starting at $4795/Week plus taxes and fees

Available: Yes888-478-2796

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

Siesta Key Luxury 8 bed home - 2 minute walk to the beachbocagrande4
  • Platinum
  • Home/Villa
  • Pool
  • Max Occupancy: 24
  • 8 Bedrooms
  • 6 Bathrooms

Starting at $4195/Week plus taxes and fees

Available: Yes888-478-2796

Beautiful 4 bedroom Home Short Walk to the Beach and Village

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

Starting at $2,995-3,895/Week plus taxes and fees

Available: Yes888-478-2796

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

Posh 4 bedroom Home For Rent  Boat Dock, Pool Great Rental!Siesta-Key-Florida-vacation-rental-home12
  • Gold
  • Home/Villa
  • Pool & Hot Tub
  • Max Occupancy: 8
  • 4 Bedrooms
  • 3 Bathrooms

Starting at $3389/Week plus taxes and fees

Available: Yes888-478-2796

6 Bedroom Vacation Rental with Pool - Near Beach

6 Bedroom Vacation Rental with Pool - Near BeachSiesta-Key-Florida-vacation-rental-home35
  • Gold
  • Home/Villa
  • Pool & Hot Tub
  • Max Occupancy: 16
  • 6 Bedrooms
  • 5 Bathrooms

Call 888-478-2796 for Rates

Available: Yes888-478-2796

Pool Home Casual Beachy Vacation Rental with Three Bedrooms

Large outdoor poolPool Vacation Home on Siesta key
  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 6
  • 3 Bedrooms
  • 2 Bathrooms

Starting at $5054/Month plus taxes and fees

Available: Yes888-478-2796

Four Bedroom Pool Home Sleeps 11 Guests

Four Bedroom Pool Home Sleeps 11 Guestssiesta_key_beach
  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 11
  • 4 Bedrooms
  • 3 Bathrooms

Starting at $3059/Week plus taxes and fees

Available: Yes888-478-2796

3 Bedroom Vacation Rental Private Pool Sleeps 6

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

Starting at $7195/Month plus taxes and fees

Available: Yes888-478-2796

Luxury Rental Three Bedrooms Gulf Views & Pool

Siesta Key Sandy BeachView from Roof Top Terrace
  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 8
  • 3 Bedrooms
  • 4 Bathrooms

Starting at $2500-3750/Week plus taxes and fees

Available: Yes888-478-2796

Sleeps Eight Three Bedrooms Private Pool

Sleeps Eight Three Bedrooms Private Pool20120115232638_112liv
  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 8
  • 3 Bedrooms
  • 2 Bathrooms

Starting at $12495/Month plus taxes and fees

Available: Yes888-478-2796

Two Bedroom Rental Cottage/Rent Both Sleep 12!

Two Bedroom Rental Cottage/Rent Both Sleep 12!Siesta-Key-Florida-vacation-rental-home-master-bedroom1
  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 6
  • 2 Bedrooms
  • 1 Bathroom

Starting at $1895/Week plus taxes and fees

Available: Yes888-478-2796

One of The Few Beach Houses For Rent on Sand

One of The Few Beach Houses For Rent on Sandsiesta key 01
  • Gold
  • Home/Villa
  • No Pool
  • Max Occupancy: 8
  • 3 Bedrooms
  • 4 Bathrooms

Starting at $3995/Week plus taxes and fees

Available: Yes888-478-2796

Hacienda Style Luxury Estate Home Sleeps 14

Siesta Key Rental - Exterior View at Nighthyatt-siesta-key-beach (3)
  • Gold
  • Home/Villa
  • No Pool
  • Max Occupancy:
  • 4 Bedrooms
  • 4 Bathrooms

Starting at $14995/Month plus taxes and fees

Available: Yes888-478-2796

Amazing Five Bedroom Vacation home with Pool - Sleeps 14

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

Call 888-478-2796 for Rates

Available: Yes888-478-2796

Siesta Key Four Bedroom Rental Home with Pool 3 Blocks Beach

Canal Front Home with Pool in Siesta Key, Floridask 13
  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 10
  • 4 Bedrooms
  • 2 Bathrooms

Starting at $2992/Week plus taxes and fees

Available: Yes888-478-2796

Four Bedroom Siesta Key Vacation Rental

Four Bedroom Siesta Key Vacation RentalSiesta-Key-Florida-vacation-rental-home-living-room
  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 12
  • 4 Bedrooms
  • 4 Bathrooms

Starting at $3795/Week plus taxes and fees

Available: Yes888-478-2796

Stunning Luxury Vacation Home with 5 Bedroom Pools

Stunning Luxury Vacation Home with 5 Bedroom Pools1
  • Gold
  • Home/Villa
  • Pool & Hot Tub
  • Max Occupancy: 12
  • 5 Bedrooms
  • 4 Bathrooms

Call 888-478-2796 for Rates

Available: Yes888-478-2796

Luxury Bay front home with Boat Dock and Private pool

Luxury Bay front home with Boat Dock and Private pool882934- Siesta-Key -Florida-Vacation-Home-5
  • Gold
  • Home/Villa
  • Pool & Hot Tub
  • Max Occupancy: 8
  • 3 Bedrooms
  • 4 Bathrooms

Starting at $3990/Week plus taxes and fees

Available: Yes888-478-2796

Beaches 2 Min Walk Away Three Bedroom Town Home

Siesta Key Beach Close to RentalSiesta-Key-Florida-Vacation-Rental-Home3
  • Gold
  • Home/Villa
  • Hot Tub / No Pool
  • Max Occupancy: 10
  • 3 Bedrooms
  • 3 Bathrooms

Starting at $2895-6095/Week plus taxes and fees

Available: Yes888-478-2796

Luxury Home with Private Pool 3 Min to Beaches.

Luxury Home with Private Pool 3 Min to Beaches.15
  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 10
  • 3 Bedrooms
  • 3 Bathrooms

Starting at $3795/Week plus taxes and fees

Available: Yes888-478-2796

Two Bedroom Plus Den Luxury Vacation home Private Pool !

Two Bedroom Plus Den Luxury Vacation  home Private Pool !Siesta Key Florida Vacation Rental Home4
  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 6
  • 3 Bedrooms
  • 2 Bathrooms

Starting at $1900/Week plus taxes and fees

Available: Yes888-478-2796

Beach House at Siesta Key with Shared Pool and Garden Patio

Exterior View of Siesta Key Vacation HomeFully Equipped Kitchen
  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 6
  • 3 Bedrooms
  • 2 Bathrooms

Starting at $2595-4395/Week plus taxes and fees

Available: Yes888-478-2796

Close to Siesta Key Village A great Town House

Close to Siesta Key Village A great Town HouseSiesta-Key-Florida-vacation-rental-townhome46
  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 16
  • 6 Bedrooms
  • 6 Bathrooms

Call 888-478-2796 for Rates

Available: Yes888-478-2796

Luxury Siesta Key Four Bedroom Vacation Home - Large Pool

Luxury Siesta Key Four Bedroom Vacation Home -  Large PoolSiesta-Key-Florida-vacation-rental-home3
  • Gold
  • Home/Villa
  • Pool & Hot Tub
  • Max Occupancy: 8
  • 4 Bedrooms
  • 2 Bathrooms

Starting at $3995/Month plus taxes and fees

Available: Yes888-478-2796

Classy Three Bedroom For Rent- Simply the Best Large Home

Classy Three Bedroom For Rent- Simply the Best Large HomeSiesta Key Florida Vacation Rental Home3
  • Gold
  • Home/Villa
  • No Pool
  • Max Occupancy: 10
  • 3 Bedrooms
  • 2 Bathrooms

Starting at $4795/Week plus taxes and fees

Available: Yes888-478-2796

Ideally Situated Between the 2 Best Beaches on Siesta

Ideally  Situated Between the 2 Best Beaches on SiestaSiesta Key Florida Vacation Rental Home1
  • Gold
  • Home/Villa
  • No Pool
  • Max Occupancy: 10
  • 3 Bedrooms
  • 2 Bathrooms

Starting at $4795/Week plus taxes and fees

Available: Yes888-478-2796

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

Four Bedroom- Luxury Siesta Key Home with Pool on the Water887928-Siesta-Key-Florida-4-bedroom-canal-front-home-sleeps-10-private-pool
  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 10
  • 4 Bedrooms
  • 3 Bathrooms

Call 888-478-2796 for Rates

Available: Yes888-478-2796

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

Rent One or Both Units 4 Min Walk to Siesta Key BeachesSiesta-Key-Florida-vacation-rental-home-tropical-landscapes
  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 8
  • 3 Bedrooms
  • 2 Bathrooms

Starting at $2695/Week plus taxes and fees

Available: Yes888-478-2796

Large Pool Home Rent One or Multiple Units

Large Pool Home Rent One or Multiple UnitsSiesta Key Florida Vacation Rental Home11
  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 6
  • 2 Bedrooms
  • 2 Bathrooms

Starting at $2061/Week plus taxes and fees

Available: Yes888-478-2796

Rent One or All units and Sleep up to 12 Guests

Rent One or All units and Sleep up to 12 GuestsSiesta Key Florida Vacation Rental Home2
  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 6
  • 2 Bedrooms
  • 2 Bathrooms

Starting at $2061/Week plus taxes and fees

Available: Yes888-478-2796

Siesta Key Vacation Rental with two Bedrooms Walk to Beach

Siesta Key Vacation Rental with two Bedrooms Walk to BeachSiesta-Key-Florida-vacation-rental-home-living-and-dining-area1
  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 6
  • 2 Bedrooms
  • 2 Bathrooms

Call 888-478-2796 for Rates

Available: Yes888-478-2796

Siesta Key Vacation Rental Home with Two Bedrooms

Siesta Key Vacation Rental Home with Two BedroomsSiesta-Key-Florida-vacation-rental-home-pool-area2
  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 6
  • 2 Bedrooms
  • 2 Bathrooms

Call 888-478-2796 for Rates

Available: Yes888-478-2796

Two Bedroom Vacation Rentals Siesta Key Walk to Beach

Two Bedroom  Vacation Rentals Siesta Key Walk to  Beachsiesta key beach 3
  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 6
  • 2 Bedrooms
  • 2 Bathrooms

Call 888-478-2796 for Rates

Available: Yes888-478-2796

Siesta Key Vacation Home with Pool Sleeps 10

Siesta Key Vacation Home with Pool Sleeps 10Third Bedroom has Queen Bed
  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 10
  • 4 Bedrooms
  • 3 Bathrooms

Starting at $4389/Week plus taxes and fees

Available: Yes888-478-2796

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

Rent 1 Villa or Both Villas on Siesta Key Combined Sleeps 12Siesta-Key-Florida-vacation-rental-home-master-bedroom
  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 6
  • 2 Bedrooms
  • 2 Bathrooms

Starting at $2061/Week plus taxes and fees

Available: Yes888-478-2796

Rent One or Both Units at Siesta Key Accommodations

Rent One or Both Units at Siesta Key AccommodationsSiesta-Key-Florida-vacation-rental-home-living-room
  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 6
  • 2 Bedrooms
  • 2 Bathrooms

Starting at $2061/Week plus taxes and fees

Available: Yes888-478-2796

Three Bedroom Luxury Rental Accommodation One Block Beach

Three  Bedroom Luxury Rental Accommodation One Block Beach888262-Siesta-Key-Florida-Vacation-Home-Rental-living-area
  • Gold
  • Home/Villa
  • No Pool
  • Max Occupancy: 9
  • 3 Bedrooms
  • 3 Bathrooms

Starting at $3059/Week plus taxes and fees

Available: Yes888-478-2796

Charming 2 Bedroom Cottage Siesta Key Walk to Beach

Charming 2 Bedroom Cottage Siesta Key Walk to Beachsiesta key beach 1
  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 6
  • 2 Bedrooms
  • 2 Bathrooms

Starting at $2061/Week plus taxes and fees

Available: Yes888-478-2796

Siesta Key Home with Private Pool and Canal Front Sleeps 12

Caged PoolPrivate Pool
  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 12
  • 4 Bedrooms
  • 2 Bathrooms

Starting at $2992/Week plus taxes and fees

Available: Yes888-478-2796

Four Bedroom Siesta Key Sleeps 10 Two Bathroom

Four Bedroom  Siesta Key Sleeps 10 Two Bathroomsiestakey1
  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 10
  • 4 Bedrooms
  • 2 Bathrooms

Call 888-478-2796 for Rates

Available: Yes888-478-2796

Siesta Key Luxury Vacation Rental Home Pool

Siesta Key Luxury Vacation Rental Home Pool5
  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 8
  • 3 Bedrooms
  • 2 Bathrooms

Call 888-478-2796 for Rates

Available: Yes888-478-2796

Large Rental Rent Both Sides! & Sleeps 16 Guests

Large Rental Rent Both Sides! & Sleeps 16 GuestsSiesta-Key-Florida-vacation-rental-home-kitchen
  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 8
  • 3 Bedrooms
  • 2 Bathrooms

Starting at $3059/Week plus taxes and fees

Available: Yes888-478-2796

Siesta Key Vacation Home sleeps 12 Short Walk to Beach

Siesta Key Vacation Home sleeps 12  Short Walk to Beachsiesta-key-01
  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 12
  • 4 Bedrooms
  • 3 Bathrooms

Starting at $4056/Week plus taxes and fees

Available: Yes888-478-2796

A Fabulous Walk to Beach Rental Property

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

Starting at $2061/Week plus taxes and fees

Available: Yes888-478-2796

One Bedroom Home Rent Separately or Together Pool

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

Starting at $1064/Week plus taxes and fees

Available: Yes888-478-2796

Siesta Key Four Bedroom Beach Home for Rent

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

Starting at $4999/Week plus taxes and fees

Available: Yes888-478-2796

One of The Largest Rentals Sleeps 24 A Huge Home

One of The Largest Rentals Sleeps 24 A Huge HomeSiesta-Key-Florida-vacation-rental-home12
  • Gold
  • Home/Villa
  • Pool & Hot Tub
  • Max Occupancy: 24
  • 8 Bedrooms
  • 5 Bathrooms

Starting at $10200-13750/Week plus taxes and fees

Available: Yes888-478-2796

Stunning Siesta Key Village Rental Home - Four Bedrooms

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

Call 888-478-2796 for Rates

Available: Yes888-478-2796

Six Bedroom Family Vacation Rental Sleeps 16

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

Starting at $6051/Week plus taxes and fees

Available: Yes888-478-2796

Three Bedrooms Professionally Decorated

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

Starting at $8495/Month plus taxes and fees

Available: Yes888-478-2796

Three Bedroom Vacation Home Siesta Key Florida Pool on Water

Three Bedroom Vacation Home Siesta Key Florida Pool on WaterSiesta-Key-Florida-vacation-rental-home-canalside-pool
  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 8
  • 3 Bedrooms
  • 2 Bathrooms

Starting at $2660/Week plus taxes and fees

Available: Yes888-478-2796

Sleeps 10 Siesta Luxury Rental Home

Sleeps 10 Siesta Luxury Rental HomeSiesta Key Florida Vacation Rental Home1
  • Gold
  • Home/Villa
  • Pool & Hot Tub
  • Max Occupancy: 10
  • 4 Bedrooms
  • 3 Bathrooms

Starting at $2992/Week plus taxes and fees

Available: Yes888-478-2796

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

3 Bedroom Siesta Key Rental Home. For your next Vacation.Pool with chairs
  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 10
  • 3 Bedrooms
  • 2 Bathrooms

Starting at $3059/Week plus taxes and fees

Available: Yes888-478-2796

A Rares Siesta Key Four Bedroom Vacation Rental WOW

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

Starting at $4056/Week plus taxes and fees

Available: Yes888-478-2796

One of the Most Stunning Vacation Rentals with Four Bedrooms

One of the Most Stunning Vacation Rentals with Four Bedroomsb-10
  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 12
  • 4 Bedrooms
  • 4 Bathrooms

Starting at $4056/Week plus taxes and fees

Available: Yes888-478-2796

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: Yes888-478-2796

What An Amazing 2 bedroom Home

What An Amazing 2 bedroom HomeSiesta Key Florida Vacation Rental Home3
  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 6
  • 2 Bedrooms
  • 2 Bathrooms

Starting at $2061/Week plus taxes and fees

Available: Yes888-478-2796

Luxury Two Bedroom Home with Great Pool

Luxury Two Bedroom Home with Great PoolSiesta Key Florida Vacation Rental Home3
  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 6
  • 2 Bedrooms
  • 2 Bathrooms

Starting at $2061/Week plus taxes and fees

Available: Yes888-478-2796

WOW posh Home 2 bedrooms and Classy Interiors

WOW posh Home 2 bedrooms and Classy InteriorsSiesta Key Florida Vacation Rental Home5
  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 6
  • 2 Bedrooms
  • 2 Bathrooms

Starting at $2061/Week plus taxes and fees

Available: Yes888-478-2796

Two Bedroom Home with pool Upscale Coastal Decor

Two Bedroom Home with pool Upscale Coastal DecorSiesta Key Florida Vacation Rental Home1
  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 6
  • 2 Bedrooms
  • 2 Bathrooms

Starting at $2061/Week plus taxes and fees

Available: Yes888-478-2796

Siesta Key Vacation Rental Cottage with Four Bedrooms

Siesta Key Vacation Rental  Cottage with Four BedroomsSiesta-Key-Florida-vacation-rental-home11
  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 8
  • 4 Bedrooms
  • 2 Bathrooms

Starting at $4056/Week plus taxes and fees

Available: Yes888-478-2796

Siesta Key Four Bedroom luxury Rental Sleeps 12

Siesta Key Four Bedroom luxury Rental Sleeps 12894897-Siesta-Key-Florida-vacation-rental-home4
  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 12
  • 4 Bedrooms
  • 4 Bathrooms

Call 888-478-2796 for Rates

Available: Yes888-478-2796

Rental Home Pool Entertaining Area Contemporary in Design

Rental Home Pool Entertaining Area Contemporary in DesignSiesta Key Florida Vacation Rental Home33
  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 6
  • 3 Bedrooms
  • 2 Bathrooms

Starting at $2234/Week plus taxes and fees

Available: Yes888-478-2796

Siesta Key Four Bedroom Rental Home with Pool Walk Beach

Siesta Key Four Bedroom Rental Home with Pool Walk Beachsiesta key rentals 01
  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 8
  • 4 Bedrooms
  • 3 Bathrooms

Starting at $6200/Month plus taxes and fees

Available: Yes888-478-2796

Siesta Key Value Priced Four Bedroom Vacation Home

Siesta Key Value Priced Four Bedroom Vacation HomeSiesta-Key-Florida-Vacation-Rental-Home3
  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 8
  • 4 Bedrooms
  • 2 Bathrooms

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

Available: Yes888-478-2796

Siesta Key Village home with pool

Siesta Key Village home with poolSiesta Key Florida Vacation Rental Home1
  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 10
  • 4 Bedrooms
  • 3 Bathrooms

Starting at $3995-6595/Week plus taxes and fees

Available: Yes888-478-2796

Beach House with 2 Bedrooms a Pool Steps to Beach & Village

Beach House with 2 Bedrooms a Pool Steps to Beach & Villageftmyers1
  • Gold
  • Home/Villa
  • Pool & Hot Tub
  • Max Occupancy: 8
  • 2 Bedrooms
  • 1 Bathroom

Starting at $2700/Week plus taxes and fees

Available: Yes888-478-2796

2 Bedroom 2 Bath home step to Beach and Village Area

Modern Kitchen with Stainless Steel AppliancesFully Equipped Kitchen with Seating
  • Gold
  • Home/Villa
  • No Pool
  • Max Occupancy: 8
  • 2 Bedrooms
  • 2 Bathrooms

Starting at $1955/Week plus taxes and fees

Available: Yes888-478-2796

Spacious Luxury Vacation Rental Home - Sleeps 12 Guests

Private PoolSandy Beach at Siesta Key
  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 13
  • 3 Bedrooms
  • 2 Bathrooms

Starting at $4655/Week plus taxes and fees

Available: Yes888-478-2796

Five Bedroom Loft Pool Home Sleeps 16

Five Bedroom Loft Pool Home Sleeps 161
  • Gold
  • Home/Villa
  • Pool & Hot Tub
  • Max Occupancy: 16
  • 5 Bedrooms
  • 4 Bathrooms

Starting at $8655/Week plus taxes and fees

Available: Yes888-478-2796

Eight Bedroom Luxury Huge Outdoor Pool Area Call Agent Views

Eight Bedroom Luxury Huge Outdoor Pool Area Call Agent Viewsbocagrande3
  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 16
  • 8 Bedrooms
  • 6 Bathrooms

Call 888-478-2796 for Rates

Available: Yes888-478-2796

Siesta Key Two Bedroom Vacation Villa with Community Pool

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

Starting at $3458/Month plus taxes and fees

Available: Yes888-478-2796

Siesta Key Townhouse Directly Across From Beach

Siesta Key Townhouse Directly Across From BeachSiesta Key Florida Vacation Rental Home4
  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 8
  • 3 Bedrooms
  • 3 Bathrooms

Call 888-478-2796 for Rates

Available: Yes888-478-2796

3 Bedroom 3 Bath Home Coastal Decor

3 Bedroom 3 Bath Home Coastal DecorBedroom with Two Full Beds
  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 10
  • 3 Bedrooms
  • 3 Bathrooms

Starting at $1915/Week plus taxes and fees

Available: Yes888-478-2796

Brand New 8 Bedroom Vacation Rental Private Pool Sleeps 20

Pool and SpaRock Waterfall
  • Gold
  • Home/Villa
  • Pool & Hot Tub
  • Max Occupancy: 20
  • 8 Bedrooms
  • 6 Bathrooms

Starting at $7,895/Week plus taxes and fees

Available: Yes888-478-2796

Stunning 4 bedroom screened pool canalfront home

Stunning 4 bedroom screened pool canalfront homeSarasota-Florida-vacation-rental-home6
  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 12
  • 4 Bedrooms
  • 2 Bathrooms

Starting at $5000/Month plus taxes and fees

Available: Yes888-478-2796

Siesta Key Home 896195

Siesta Key Home 896195bocagrande4
  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 12
  • 4 Bedrooms
  • 3 Bathrooms

Call 888-478-2796 for Rates

Available: Yes888-478-2796

Siesta Key Home 896196

Siesta Key Home 896196Sarasota-Florida-vacation-rental-home1
  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 10
  • 4 Bedrooms
  • 2 Bathrooms

Call 888-478-2796 for Rates

Available: Yes888-478-2796

Siesta Key Townhome steps to beach

Siesta Key Townhome steps to beachSiesta-Key-Florida-vacation-rental-townhome4
  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 8
  • 3 Bedrooms
  • 3 Bathrooms

Starting at $3795/Week plus taxes and fees

Available: Yes888-478-2796

Siesta Key Home 896208

Siesta Key Home 896208Sarasota-Florida-vacation-rental-home3
  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 6
  • 3 Bedrooms
  • 2 Bathrooms

Call 888-478-2796 for Rates

Available: Yes888-478-2796

Siesta Key Home 896209

Siesta Key Home 896209Siesta-Key-Florida-vacation-rental-home6
  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 8
  • 3 Bedrooms
  • 3 Bathrooms

Call 888-478-2796 for Rates

Available: Yes888-478-2796

Siesta Key Home 896223

Siesta Key Home 896223Sarasota-Florida-vacation-rental-home(two-units)35
  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 20
  • 6 Bedrooms
  • 6 Bathrooms

Call 888-478-2796 for Rates

Available: Yes888-478-2796

Siesta Key Home 896270

Siesta Key Home 896270Sarasota-Florida-vacation-rental-home20
  • Gold
  • Home/Villa
  • Pool & Hot Tub
  • Max Occupancy: 6
  • 3 Bedrooms
  • 2 Bathrooms

Call 888-478-2796 for Rates

Available: Yes888-478-2796

Siesta Key Home 896278

Siesta Key Home 896278Sarasota-Florida-vacation-rental-cottage4
  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 12
  • 4 Bedrooms
  • 3 Bathrooms

Call 888-478-2796 for Rates

Available: Yes888-478-2796

Four Bedroom Private Home with Heated Pool - Sleeps 12

Gourmet KitchenOpen Plan Living
  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 12
  • 4 Bedrooms
  • 3 Bathrooms

Starting at $2,250-7,250/Week plus taxes and fees

Available: Yes888-478-2796

Luxury Siesta Key Vacation Cottage Sleeps 12 Guests

View of PoolLarge Bedroom with King Bed
  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 12
  • 4 Bedrooms
  • 3 Bathrooms

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

Available: Yes888-478-2796

Siesta Key Luxury Accommodations with Four Bedrooms

Pool Area with Sun LoungersView of Rental
  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 12
  • 4 Bedrooms
  • 3 Bathrooms

Starting at $2,895-6,395/Week plus taxes and fees

Available: Yes888-478-2796

Siesta Key Home 896282

Siesta Key Home 896282Sarasota-Florida-vacation-rental-cottage8
  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 12
  • 4 Bedrooms
  • 3 Bathrooms

Call 888-478-2796 for Rates

Available: Yes888-478-2796

Siesta Key Home 896288

Siesta Key Home 896288Sarasota-Florida-vacation-rental-cottage3
  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 12
  • 4 Bedrooms
  • 3 Bathrooms

Call 888-478-2796 for Rates

Available: Yes888-478-2796

Siesta Key Home 896289

Siesta Key Home 896289Sarasota-Florida-vacation-rental-cottage7
  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 12
  • 4 Bedrooms
  • 3 Bathrooms

Call 888-478-2796 for Rates

Available: Yes888-478-2796

Luxury Vacation Home Comprising of Two Units Sleeps Up To 24

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

Starting at $4195/Week plus taxes and fees

Available: Yes888-478-2796

Siesta Key Home 896291

Siesta Key Home 896291Sarasota-Florida-vacation-rental-cottage3
  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 24
  • 8 Bedrooms
  • 6 Bathrooms

Call 888-478-2796 for Rates

Available: Yes888-478-2796

Siesta Key Home 896293

Siesta Key Home 896293Sarasota-Florida-vacation-rental-cottage4
  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 24
  • 8 Bedrooms
  • 6 Bathrooms

Call 888-478-2796 for Rates

Available: Yes888-478-2796

Four Bedroom Pool Home Sleeps 10 Guests View Updated Rental

Four Bedroom Pool Home Sleeps 10 Guests View Updated RentalSiesta Key Florida Vacation Rental Home3
  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 10
  • 4 Bedrooms
  • 2 Bathrooms

Starting at $9000/Month plus taxes and fees

Available: Yes888-478-2796

An Adorable Three Bedroom with a GREAT Pool

An Adorable Three Bedroom with a GREAT Poolbocagrande4
  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 8
  • 3 Bedrooms
  • 2 Bathrooms

Starting at $2,795-3,995/Week plus taxes and fees

Available: Yes888-478-2796

Three Bedroom Vacation Rental with Private Pool Sleeps 6

Sandy Beach at Siesta KeySpacious Living Area with Large Sofa
  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 6
  • 4 Bedrooms
  • 2 Bathrooms

Starting at $1,895-3,495/Week plus taxes and fees

Available: Yes888-478-2796

Siesta Key Three Bedroom Rental Sleeps 8 Guests

Siesta Key Three Bedroom Rental Sleeps 8 GuestsSandy Beach at Siesta Key
  • Silver
  • Home/Villa
  • Pool
  • Max Occupancy: 8
  • 3 Bedrooms
  • 2 Bathrooms

Starting at $2195/Week plus taxes and fees

Available: Yes888-478-2796

Siesta Key Home 884975

Pool house - pool and spaThree community pools
  • Silver
  • Home/Villa
  • Pool & Hot Tub
  • Max Occupancy: 4
  • 2 Bedrooms
  • 1 Bathroom

Starting at $2075/Week plus taxes and fees

Available: Yes888-478-2796

Siesta Key Accommodation Sleeps 8

Sandy BeachSiesta-Key-Florida-vacation-rental-home-private-pool
  • Silver
  • Home/Villa
  • Pool & Hot Tub
  • Max Occupancy: 8
  • 2 Bedrooms
  • 2 Bathrooms

Starting at $2660/Week plus taxes and fees

Available: Yes888-478-2796

Vacation Rental with Three Bedrooms 2 Min Walk to Siesta key

Vacation Rental with Three Bedrooms 2 Min Walk to Siesta keySiesta-Key-Florida-vacation-rental-home-exterior-view
  • Silver
  • Home/Villa
  • Pool
  • Max Occupancy: 8
  • 3 Bedrooms
  • 2 Bathrooms

Starting at $2495/Week plus taxes and fees

Available: Yes888-478-2796

Siesta Key Home 884948

Bay front home in Siesta Key, FloridaExterior view
  • Silver
  • Home/Villa
  • No Pool
  • Max Occupancy: 6
  • 3 Bedrooms
  • 2 Bathrooms

Starting at $3850/Month plus taxes and fees

Available: Yes888-478-2796

Three Bedroom Vacation Rental Home Value & Pool

Three Bedroom Vacation Rental  Home Value & Poolimage_121932933
  • Silver
  • Home/Villa
  • Pool
  • Max Occupancy: 6
  • 3 Bedrooms
  • 2 Bathrooms

Call 888-478-2796 for Rates

Available: Yes888-478-2796

Lovely 4 Bedroom Home with Pool on Siesta Key

Lovely 4 Bedroom Home with Pool on Siesta Keysiesta1
  • Silver
  • Home/Villa
  • Pool
  • Max Occupancy: 8
  • 4 Bedrooms
  • 3 Bathrooms

Starting at $11000/Month plus taxes and fees

Available: Yes888-478-2796

Siesta Key Home 876600

Siesta Key Home 876600Siesta-Key-Florida-vacation-rental-home17
  • Silver
  • Home/Villa
  • No Pool
  • Max Occupancy: 6
  • 2 Bedrooms
  • 2 Bathrooms

Starting at $2200.00/Week plus taxes and fees

Available: Yes888-478-2796

Four Bedroom Value Priced Pool Vacation Home For RentMonthly

Four Bedroom Value Priced Pool Vacation Home For RentMonthly20111022185400_5120out
  • Silver
  • Home/Villa
  • Pool
  • Max Occupancy: 8
  • 4 Bedrooms
  • 2 Bathrooms

Starting at $3400/Week plus taxes and fees

Available: Yes888-478-2796

Siesta Key Home 877171

Siesta Key Home 87717120111026230725_5233kit
  • Silver
  • Home/Villa
  • No Pool
  • Max Occupancy: 10
  • 3 Bedrooms
  • 2 Bathrooms

Starting at $5495/Week plus taxes and fees

Available: Yes888-478-2796

Siesta Key Townhome by the Village

Siesta Key Townhome by the Village20120115234403_51brkit
  • Silver
  • Home/Villa
  • No Pool
  • Max Occupancy: 8
  • 3 Bedrooms
  • 3 Bathrooms

Starting at $3995/Week plus taxes and fees

Available: Yes888-478-2796

Value Priced Siesta Key Vacation Rental

Siesta Key Beachuu253452
  • Silver
  • Home/Villa
  • Pool
  • Max Occupancy: 6
  • 2 Bedrooms
  • 2 Bathrooms

Starting at $2295/Week plus taxes and fees

Available: Yes888-478-2796

Lovely 2 bed 2 ba Siesta Key Villa

Lovely 2 bed 2 ba Siesta Key VillaSiesta Key Florida Vacation Rental Condo4
  • Silver
  • Home/Villa
  • Pool
  • Max Occupancy: 4
  • 2 Bedrooms
  • 2 Bathrooms

Starting at $2660/Month plus taxes and fees

Available: Yes888-478-2796

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

3 Bed 3 Ba Home on Siesta Just a half block to the BeachSiesta-Key-Florida-Vacation-Rental-Condo6
  • Silver
  • Home/Villa
  • Pool
  • Max Occupancy: 6
  • 3 Bedrooms
  • 3 Bathrooms

Starting at $2895/Week plus taxes and fees

Available: Yes888-478-2796

Three Bedroom Siesta Key Pool Rental Home

Three Bedroom Siesta Key Pool Rental HomeSiesta Key Home with Pool
  • Silver
  • Home/Villa
  • Pool
  • Max Occupancy: 8
  • 3 Bedrooms
  • 2 Bathrooms

Starting at $3495/Week plus taxes and fees

Available: Yes888-478-2796

Siesta Key Village Vacation Rental with Three Bedrooms

Siesta Key Village Vacation Rental with Three Bedroomssiesta-key-beach-
  • Silver
  • Home/Villa
  • Pool
  • Max Occupancy: 8
  • 3 Bedrooms
  • 2 Bathrooms

Starting at $3495/Week plus taxes and fees

Available: Yes888-478-2796

Charming 3 bed Siesta Key home

Charming 3 bed Siesta Key homesiesta-9
  • Silver
  • Home/Villa
  • Pool
  • Max Occupancy: 6
  • 3 Bedrooms
  • 2 Bathrooms

Starting at $2295/Week plus taxes and fees

Available: Yes888-478-2796

Siesta Key Vacation Rental Sleeps 10

Siesta Key Vacation Rental Sleeps 10Capture a
  • Silver
  • Home/Villa
  • No Pool
  • Max Occupancy: 10
  • 3 Bedrooms
  • 2 Bathrooms

Starting at $3495/Week plus taxes and fees

Available: Yes888-478-2796

Siesta Key Value Vacation Rental with Pool

Siesta Key Value Vacation Rental with Poolimage_64983596
  • Silver
  • Home/Villa
  • Pool
  • Max Occupancy: 8
  • 3 Bedrooms
  • 3 Bathrooms

Starting at $2195/Week plus taxes and fees

Available: Yes888-478-2796

Two Bedrooms and Value Priced Close to Pool and Beach

Two Bedrooms and Value Priced Close to Pool and Beachcrescent arms
  • Silver
  • Home/Villa
  • Pool
  • Max Occupancy: 6
  • 2 Bedrooms
  • 2 Bathrooms

Starting at $2195/Week plus taxes and fees

Available: Yes888-478-2796

Siesta Key Vacation home with pool on water

Siesta Key Vacation home with pool on waterThree min walk from Siesta Key rental to beach
  • Silver
  • Home/Villa
  • Pool
  • Max Occupancy: 8
  • 3 Bedrooms
  • 2 Bathrooms

Starting at $6995/Month plus taxes and fees

Available: Yes888-478-2796

4 Bedroom Rental 4 min Walk to Worlds Best Beach

4 Bedroom Rental 4 min Walk to Worlds Best Beachsiesta_beach_2
  • Silver
  • Home/Villa
  • Pool
  • Max Occupancy: 12
  • 4 Bedrooms
  • 4 Bathrooms

Starting at $4056/Week plus taxes and fees

Available: Yes888-478-2796

Siesta Key Vacation Rental Home 4 Bedroom Sleeps 12

Siesta Key Vacation Rental Home 4 Bedroom Sleeps 12Siesta-Key-Florida-vacation-rental-home-living-room
  • Silver
  • Home/Villa
  • Pool
  • Max Occupancy: 12
  • 4 Bedrooms
  • 4 Bathrooms

Starting at $3695/Week plus taxes and fees

Available: Yes888-478-2796

Siesta Key 1 bedroom vacation rental sleeps 4 pool

Siesta Key 1 bedroom vacation rental sleeps 4 poolPorch with table set
  • Silver
  • Home/Villa
  • Pool
  • Max Occupancy: 4
  • 1 Bedroom
  • 1 Bathroom

Starting at $950.00/Week plus taxes and fees

Available: Yes888-478-2796

Villa, Great interior, Pool and a great Beach Location.

Villa, Great interior, Pool and a great Beach Location.Beachside rental villa in Siesta Key, Florida
  • Silver
  • Home/Villa
  • Pool
  • Max Occupancy: 6
  • 2 Bedrooms
  • 2 Bathrooms

Starting at $1455/Week plus taxes and fees

Available: Yes888-478-2796

A Rare Value Priced 2 Bedroom Vacation Rental Together

A Rare Value Priced 2 Bedroom Vacation Rental TogetherMaster Bedroom with Queen Bed
  • Silver
  • Home/Villa
  • Pool
  • Max Occupancy: 6
  • 2 Bedrooms
  • 2 Bathrooms

Starting at $2061/Week plus taxes and fees

Available: Yes888-478-2796

Beachside, Pool and Great Amenities Nearby Villa Style

Beachside, Pool and Great Amenities Nearby Villa Stylecrystal-sands-siesta-key-rentals  02
  • Silver
  • Home/Villa
  • Pool
  • Max Occupancy: 4
  • 2 Bedrooms
  • 2 Bathrooms

Starting at $1325/Week plus taxes and fees

Available: Yes888-478-2796

Shabby Chic, newly updated Siesta Keys beach house.

Vacation rental home in Siesta Key, FloridaDining area
  • Silver
  • Home/Villa
  • No Pool
  • Max Occupancy: 7
  • 3 Bedrooms
  • 2 Bathrooms

Starting at $4995/Month plus taxes and fees

Available: Yes888-478-2796

Private Beach access and Chairs Set Up for Guests use.

Private Beach access and Chairs Set Up for Guests use.Equipped Kitchen with Stainless Steel Appliances
  • Silver
  • Home/Villa
  • Pool & Hot Tub
  • Max Occupancy: 6
  • 2 Bedrooms
  • 1 Bathroom

Starting at $2061/Week plus taxes and fees

Available: Yes888-478-2796

Single Level Home A Flip Flop Walk to the Beach

Single Level Home A Flip Flop Walk to the BeachSiesta-Key-Florida-vacation-rental-home-front-view
  • Silver
  • Home/Villa
  • Pool & Hot Tub
  • Max Occupancy: 4
  • 2 Bedrooms
  • 1 Bathroom

Starting at $2061/Week plus taxes and fees

Available: Yes888-478-2796

2 Bedroom Villa - Shared Pool - Walk to Village for Dining

Sandy Beach at Siesta KeyPool Area
  • Silver
  • Home/Villa
  • Pool
  • Max Occupancy: 4
  • 2 Bedrooms
  • 1 Bathroom

Starting at $850/Week plus taxes and fees

Available: Yes888-478-2796

Siesta Key Three Bedroom Gulf Front Rental

Sandy Beach at Siesta KeyLiving Area
  • Silver
  • Home/Villa
  • No Pool
  • Max Occupancy: 7
  • 3 Bedrooms
  • 2 Bathrooms

Starting at $3,895-6,695/Week plus taxes and fees

Available: Yes888-478-2796

Siesta Key Value Rental Villa in Beach Community

Siesta Key Value Rental Villa in Beach CommunitySiesta Key Florida Vacation Rental Home5
  • Silver
  • Home/Villa
  • Pool
  • Max Occupancy: 5
  • 2 Bedrooms
  • 2 Bathrooms

Starting at $2195/Week plus taxes and fees

Available: Yes888-478-2796

Two Bedroom Vacation Rental Only Steps to the Beach

Exterior View of Vacation RentalCommunal Pool
  • Silver
  • Home/Villa
  • Pool
  • Max Occupancy: 6
  • 2 Bedrooms
  • 2 Bathrooms

Starting at $1495-2395/Week plus taxes and fees

Available: Yes888-478-2796

Siesta Key Vacation Rental Property with Two Bedrooms

Siesta Key Vacation Rental Property with Two BedroomsSiesta Key Florida Vacation Rental Home8
  • Silver
  • Home/Villa
  • Pool
  • Max Occupancy: 4
  • 2 Bedrooms
  • 1 Bathroom

Starting at $2061/Week plus taxes and fees

Available: Yes888-478-2796

Walk to Village no Roads to Cross to Beaches from this Villa

Walk to Village no Roads to Cross to Beaches from this Villask 5
  • Silver
  • Home/Villa
  • Pool
  • Max Occupancy: 6
  • 2 Bedrooms
  • 2 Bathrooms

Call 888-478-2796 for Rates

Available: Yes888-478-2796

Siesta Key Home 889124

Siesta Key Home 889124sk rentals 1
  • Silver
  • Home/Villa
  • Pool
  • Max Occupancy: 4
  • 2 Bedrooms
  • 1 Bathroom

Starting at $1195/Week plus taxes and fees

Available: Yes888-478-2796

Private home with Pool steps to Siesta Key Beach

Private home with Pool steps to Siesta Key Beachsk1
  • Silver
  • Home/Villa
  • Pool
  • Max Occupancy: 6
  • 3 Bedrooms
  • 2 Bathrooms

Starting at $2375-2625/Week plus taxes and fees

Available: Yes888-478-2796

Rent One or Both Units Sleeps 8- 16 Guests HUGE Rental

Rent One or Both Units Sleeps 8- 16 Guests HUGE RentalSiesta-Key-Florida-vacation-rental-home-master-bedroom
  • Silver
  • Home/Villa
  • Pool
  • Max Occupancy: 8
  • 3 Bedrooms
  • 2 Bathrooms

Starting at $3059/Week plus taxes and fees

Available: Yes888-478-2796

Value Priced Vacation Rental Cottage with Three Bedrooms

Value Priced  Vacation Rental  Cottage with Three BedroomsSiesta-Key-Florida-vacation-rental-home-front-view
  • Silver
  • Home/Villa
  • No Pool
  • Max Occupancy: 6
  • 3 Bedrooms
  • 2 Bathrooms

Starting at $1596/Week plus taxes and fees

Available: Yes888-478-2796

Siesta Key Condo Sleeps Six

Siesta Key Condo Sleeps Sixjam 7
  • Silver
  • Home/Villa
  • Pool
  • Max Occupancy: 6
  • 2 Bedrooms
  • 2 Bathrooms

Starting at $995/Week plus taxes and fees

Available: Yes888-478-2796

Rent one unit Sleep Six or Both and Sleep 12! Large Rentals

Rent one unit Sleep Six or Both and Sleep 12! Large RentalsSiesta Key Florida Vacation Rental Home10
  • Silver
  • Home/Villa
  • Pool
  • Max Occupancy: 6
  • 2 Bedrooms
  • 2 Bathrooms

Starting at $2061/Week plus taxes and fees

Available: Yes888-478-2796

A Rare Three Bedroom Vacation Town Home Beach Across Street

A Rare Three Bedroom Vacation Town Home  Beach Across Streethyatt-siesta-key-beach (3)
  • Silver
  • Home/Villa
  • Pool
  • Max Occupancy: 6
  • 3 Bedrooms
  • 2 Bathrooms

Starting at $2981/Week plus taxes and fees

Available: Yes888-478-2796

Siesta Key Vacation Rental Sleeps 12 Guests

Siesta Key Vacation Rental Sleeps 12 Guestsdownload (21)
  • Silver
  • Home/Villa
  • Pool
  • Max Occupancy: 12
  • 4 Bedrooms
  • 4 Bathrooms

Starting at $2495/Week plus taxes and fees

Available: Yes888-478-2796

Siesta Key Vacation Rental that Sleeps 14!

Siesta Key Vacation Rental that Sleeps 14!ss3
  • Silver
  • Home/Villa
  • Pool
  • Max Occupancy: 14
  • 4 Bedrooms
  • 4 Bathrooms

Starting at $2995/Week plus taxes and fees

Available: Yes888-478-2796

Siesta Key Beach Cottage steps from Beach

Siesta Key Beach Cottage steps from Beach895205-Siesta-Key-Florida-Vacation-Condo-Rental-2
  • Silver
  • Home/Villa
  • Pool & Hot Tub
  • Max Occupancy: 7
  • 3 Bedrooms
  • 2 Bathrooms

Starting at $3100/Month plus taxes and fees

Available: Yes888-478-2796

Three Bedroom Siesta Key Cottage for Rent Sleeps 10

Three Bedroom Siesta Key Cottage for Rent Sleeps 10Siesta-Key-Florida-vacation-rental-home2
  • Silver
  • Home/Villa
  • Pool
  • Max Occupancy: 10
  • 3 Bedrooms
  • 2 Bathrooms

Starting at $7495/Month plus taxes and fees

Available: Yes888-478-2796

Stunning views from this one bedroom Townhome

Stunning views from this one bedroom TownhomeSiesta-Key-Florida-vacation-rental-townhouse3
  • Silver
  • Home/Villa
  • No Pool
  • Max Occupancy: 3
  • 1 Bedroom
  • 1 Bathroom

Starting at $2328/Week plus taxes and fees

Available: Yes888-478-2796

Siesta Key Home 896203

Siesta Key Home 896203Sarasota-Florida-vacation-rental-home10
  • Silver
  • Home/Villa
  • Pool
  • Max Occupancy: 6
  • 3 Bedrooms
  • 2 Bathrooms

Call 888-478-2796 for Rates

Available: Yes888-478-2796

Lovely 2 bed 2 ba Siesta Key Cottage

Lovely 2 bed 2 ba Siesta Key CottageSarasota-Florida-vacation-rental-home17
  • Silver
  • Home/Villa
  • Pool
  • Max Occupancy: 6
  • 2 Bedrooms
  • 2 Bathrooms

Starting at $2500/Night plus taxes and fees

Available: Yes888-478-2796

Siesta Key Home 896258

Siesta Key Home 896258Sarasota-Florida-vacation-rental-home4
  • Silver
  • Home/Villa
  • Pool
  • Max Occupancy: 8
  • 4 Bedrooms
  • 2 Bathrooms

Call 888-478-2796 for Rates

Available: Yes888-478-2796

Three Bedroom Vacation Rental - Large Screened-In Lanai

Exterior View of RentalLiving Area with Doors to Pool
  • Silver
  • Home/Villa
  • Pool
  • Max Occupancy: 8
  • 3 Bedrooms
  • 2 Bathrooms

Call 888-478-2796 for Rates

Available: Yes888-478-2796

Siesta Key Home 896269

Siesta Key Home 896269Sarasota-Florida-vacation-rental-home12
  • Silver
  • Home/Villa
  • Pool
  • Max Occupancy: 14
  • 6 Bedrooms
  • 4 Bathrooms

Call 888-478-2796 for Rates

Available: Yes888-478-2796

Lovely 2 bed 2 bath Canal front home

Lovely 2 bed 2 bath Canal front homeSiesta-Key-Florida-vacation-rental-home2
  • Silver
  • Home/Villa
  • No Pool
  • Max Occupancy: 6
  • 2 Bedrooms
  • 2 Bathrooms

Starting at $5500/Month plus taxes and fees

Available: Yes888-478-2796

Villa Style Accommodation in Resort Community

Villa Style Accommodation in Resort Communityhw 1
  • Silver
  • Home/Villa
  • No Pool
  • Max Occupancy: 5
  • 2 Bedrooms
  • 2 Bathrooms

Starting at $2200.00/Week plus taxes and fees

Available: Yes888-478-2796

Two Bedroom Two Bathroom Siesta Key Rental - Sleeps 4

Exterior View of RentalCommunal Pool
  • Value
  • Home/Villa
  • Pool
  • Max Occupancy: 4
  • 2 Bedrooms
  • 2 Bathrooms

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

Available: Yes888-478-2796