Siesta Key Vacation Rental Getaways


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Sort by: Type BR/BA/Sleeps Price
Apr 2 - Jan 31   20% off January 2017 stays - enter promo code 2017

Island House Beach Resort V10A

Siesta Key
Island House Beach Resort - Siesta Key Florida, Crescent Beach. This 2 bedroom, 2 bath duplex is loc...
Villa 2 / 2 / 6

$153 - $237
Per Night

$1071 - $1659
Per Week

Apr 2 - Jan 31   20% off January 2017 stays, enter promo code 2017

Island House Beach Resort V33

Siesta Key
Island House Beach Resort - Siesta Key Florida, Crescent Beach - This large villa is approx. 1000 sq...
Villa 2 / 2 / 6

$165 - $248
Per Night

$1155 - $1736
Per Week

Apr 2 - Jan 31   20% off January 2017 stays, enter promo code 2017

Island House Beach Resort V24

Siesta Key
Island House Beach Resort, Siesta Key Florida, Crescent Beach - This large 2 bedrooms, 2 bath villa ...
Villa 2 / 2 / 6

$165 - $248
Per Night

$1155 - $1736
Per Week

Apr 2 - Jan 31   20% off January 2017 stays, enter promo code 2017

Island House Beach Resort V1

Siesta Key
This Unit is located at Island House Beach Resort on the beautiful Crescent Beach in Siesta Key Flor...
Villa 2 / 2 / 6

$165 - $248
Per Night

$1155 - $1736
Per Week

Beach Place Unit B, 2 Bedrooms, Gulf Front, Ground Floor,...

Siesta Key
Located on what is often described as “the most beautiful beach in America”, Beach Place Unit B is a...
Condo 2 / 2 / 4

*
Online booking available

$214 - $500
Per Night

$1344 - $2525
Per Week

Gulf & Bay Club: Bayside, 2 Bedrooms, Ground Floor, 2 Poo...

Siesta Key
Just steps from the bay, our newly remodeled condo in a gated Key West-style community is the perfec...
Condo 2 / 2 / 6

*
Online booking available

$114 - $550
Per Night

$795 - $2495
Per Week

Mar 13 - Jan 31   20% off January stays - enter promo code 2017

Island House Beach Resort 7N

Siesta Key
DIRECT GULF FRONT!! 2 Bedrooms, 2 bathrooms at Island House Beach Resort.4th Floor unit. The unit is...
Condo 2 / 2 / 4

$213 - $323
Per Night

$1491 - $2261
Per Week

Mar 13 - Jan 31   20% off January stays - enter promo code 2017

Island House Beach Resort 11N

Siesta Key
Island House Beach Resort - Siesta Key - Crescent Beach. This beautifully maintained complex is loca...
Condo 2 / 2 / 4

$213 - $323
Per Night

$1491 - $2261
Per Week

Mar 13 - Jan 31   20% off January stays - enter promo code 2017

Island House Beach Resort 16N

Siesta Key
Island House Beach Resort! Newly remodeled!! Crescent Beach, Siesta Key Florida! This attractive com...
Condo 2 / 2 / 4

$213 - $323
Per Night

$1491 - $2261
Per Week

Apr 2 - Jan 31   20% off January 2017 stays, enter promo code 2017

Island House Beach Resort V40B

Siesta Key
Island House Beach Resort! Siesta Key Florida - Crescent Beach. The 2 bedroom, 1 bath villa is 1000 ...
Villa 2 / 1 / 4

$139 - $216
Per Night

$973 - $1512
Per Week

Mar 13 - Jan 31   20% off January stays - enter promo code 2017

Island House Beach Resort 5S

Siesta Key
Spectacular view on Crescent Beach, Siesta Key florida. This 3rd floor unit is located directly on t...
Condo 2 / 2 / 4

$213 - $323
Per Night

$1491 - $2261
Per Week

Gulf Holidays 15, 1 Bedroom, 2nd Floor, Heated Pool, Wifi...

Siesta Key
Siesta Key is one of the premier beach vacation destinations in America. When you stay at Gulf Holid...
Condo 1 / 1 / 4

*
Online booking available

$71 - $300
Per Night

$416 - $1695
Per Week

Castaway Cove 3B, 2 Bedrooms, Lagoon View, Wifi, Sleeps 5

Siesta Key
With beautiful lagoon views from both the big lanai and the master bedroom, our condo at Castaway Co...
Condo 2 / 2 / 5

*
Online booking available

$71 - $300
Per Night

$416 - $1695
Per Week

Apr 2 - Jan 31   20% off January 2017 stays, enter promo code 2017

Island House Beach Resort V5

Siesta Key
Island House Beach Resort- Siesta Key Florida, Crescent Beach - This large villa is approx. 1000 sq....
Villa 2 / 2 / 6

$165 - $248
Per Night

$1155 - $1736
Per Week

Mar 13 - Jan 31   20% off January stays - enter promo code 2017

Island House Beach Resort 11S

Siesta Key
This luxury apartment is part of Island House Beach Resort, which is located on 280 ft. of the award...
Condo 2 / 2 / 4

$213 - $323
Per Night

$1491 - $2261
Per Week

Apr 2 - Jan 31   20% off January 2017 stays, enter promo code 2017

Island House Beach Resort V25

Siesta Key
Island House Beach Resort - Siesta Key Florida, Crescent Beach - This large 2 bedrooms, 1 1/2 bath v...
Villa 2 / 1.5 / 6

$157 - $240
Per Night

$1099 - $1680
Per Week

Our House at the Beach 222, 2 Bedroom, Heated Pool, Tenni...

Siesta Key
There's plenty of room for everyone here at Our House. We have a split-level living/dining area, wit...
Condo 2 / 2 / 4

*
Online booking available

$114 - $550
Per Night

$668 - $2495
Per Week

Mar 13 - Jan 31   20% off January stays - enter promo code 2017

Island House Beach Resort 9N

Siesta Key
Island House Beach Resort! Siesta Key Florida, Crescent Beach. Ground floor unit. This 2 bedroom, 2 ...
Condo 2 / 2 / 6

$213 - $323
Per Night

$1491 - $2261
Per Week

Bay Tree Club 106, 2 Bedrooms, 2 Heated Pools, Spa, Wifi,...

Siesta Key
14 day minimum stay required. Nestled on the southern tip of Siesta Key is our ground-floor condo, B...
Condo 2 / 2 / 4

*
Online booking available

$93 - $250
Per Night

$546 - $1749
Per Week

Palm Bay Club G88, 1 Bedroom, Ocean View, Sleeps 4

Siesta Key
Take to the water or stick to the shore - the world is your proverbial oyster while staying at Siest...
Condo 1 / 1 / 4

*
Online booking available

$128 - $483
Per Night

$798 - $2495
Per Week

Apr 2 - Jan 31   20% off January 2017 stays, enter promo code 2017

Island House Beach Resort V6

Siesta Key
Island House Beach Resort - Siesta Key Florida, Crescent Beach - The large 2 bedrooms, 2 bath villa ...
Villa 2 / 2 / 6

$165 - $248
Per Night

$1155 - $1736
Per Week

Mar 13 - Jan 31   20% off January stays - enter promo code 2017

Island House Beach Resort 4S

Siesta Key
Island House Beach Resort - Crescent Beach, Siesta Key Florida. 2nd Floor unit, 2 bedrooms, 2 baths....
Condo 2 / 2 / 6

$213 - $323
Per Night

$1491 - $2261
Per Week

Surfside Manor, 3 Bedrooms, Gulf View, Pool, Elevator, Sl...

Siesta Key
This beautiful paradise includes 3 bedrooms with shared heated pool and elevator overlooking the #1 ...
Home 3 / 3 / 8

*
Online booking available

$356 - $1100
Per Night

$2264 - $5500
Per Week

Mar 13 - Jan 31   20% off January stays - enter promo code 2017

Island House Beach Resort 5N

Siesta Key
Island House Beach Resort - Crescent Beach, Siesta Key. Gulf Front Unit, 3rd Floor, Panoramic Views....
Condo 2 / 2 / 4

$213 - $323
Per Night

$1491 - $2261
Per Week

Gulf and Bay Club 108D, 2 Bedroom, Beach Front, Ground Fl...

Siesta Key
Love sunsets? How about white sand, plush beds, a choice of three pools, swans ... and a little shuf...
Condo 2 / 2 / 4

*
Online booking available

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Siesta Key Getaway Information

Travelers looking for a Siesta Key vacation home rental will be delighted with the wonderful year-round weather and breathtaking landscapes. The average summer highs reach the low 90s and the winter highs tend to be in the low 70s. So no matter what time of year it is, you'll be able to stroll around Siesta Key in your warm weather clothes, taking in the amazing scenery and native wildlife such as tropical birds and dolphins.

A Siesta Key vacation home rental is the perfect choice for travelers who want to enjoy the beauty that has made Florida one of the world's top beach destinations and to have fun in the sun. Siesta Key is an 8-mile long barrier island in the Gulf of Mexico, just off the coast Sarasota. Two bridges connect the key to the mainland, making coming and going to the nearby attractions of Sarasota a breeze. When you rent a house or condo on Siesta Key, you'll have the opportunity to enjoy a beach that was once voted the "World's Finest and Whitest." Siesta Beach, which earned this recognition, has picnic areas, restrooms, year round lifeguards, playgrounds, and more convenient amenities for your family to enjoy. Turtle Beach is a much less crowded choice and an excellent spot for finding seashells. The most secluded beach on Siesta Key is Palmer Point Beach. Popular activities enjoyed by visitors to Siesta Key include chartering boats, guided dolphin tours, parasailing, and fishing. There are many opportunities for vacationers to fish on- and off-shore and even more types of fish to catch. Imagine the stories you'll be able to share if you hook a barracuda! If you feel like taking a day trip, Bush Gardens in Tampa is a just a little over an hour away. After an exciting day of thrilling roller coasters and up close views of the fascinating wildlife, you can kick back and relax and watch the waves roll in from your Siesta Key vacation home rental.

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