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 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

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 V4

Siesta Key
Island House Beach Resort - Siesta Key Florida, Crescent Beach - This lovely 2 bedroom, 1 bath villa...
Villa 2 / 1 / 6

$150 - $225
Per Night

$1050 - $1575
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 15S

Siesta Key
Island House Beach Resort! Crescent Beach, Siesta key Florida. This beautifully maintained complex i...
Condo 1 / 2 / 4

$194 - $290
Per Night

$1358 - $2030
Per Week

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

Island House Beach Resort 13S

Siesta Key
Enjoy the view of the white sand of Crescent Beach and the azure waters of the Gulf of Mexico from t...
Condo 2 / 2 / 4

$213 - $323
Per Night

$1491 - $2261
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

$142 - $500
Per Night

$995 - $2495
Per Week

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

Island House Beach Resort 14S

Siesta Key
Island House Beach Resort! Crescent Beach, Siesta Key Florida. This beautifully maintained complex i...
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 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 17S

Siesta Key
Island House Beach Resort!! Crescent Beach, Siesta Key Florida. This beautifully maintained complex ...
Condo 2 / 2 / 4

$213 - $323
Per Night

$1491 - $2261
Per Week

Palm Bay Club G46, 1 Bedroom, 40" Hdtv, Heated Pool, Wifi...

Siesta Key
The accolades keep pouring in. Guests and media alike rate the Palm Bay Club as a perfect destinatio...
Condo 1 / 1 / 4

*
Online booking available

$99 - $450
Per Night

$695 - $2195
Per Week

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% January stays – enter promo code 2017

Island House Beach Resort 14N

Siesta Key
Island House Beach Resort! Crescent Beach, Siesta Key Florida. This beautifully maintained complex i...
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 V32

Siesta Key
Island House Beach Resort, Siesta Key Florida, Crescent Beach - This lovely unit 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 V10B

Siesta Key
Island House Beach Resort - Siesta Key Florida - Crescent Beach. This 2 bedroom, 1 bath villa duplex...
Villa 2 / 1 / 6

$139 - $216
Per Night

$973 - $1512
Per Week

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

Island House Beach Resort V3

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

$165 - $248
Per Night

$1155 - $1736
Per Week

Casa de Mariposa Mansion, 6 Bedroom, Gulf View, Heated Po...

Siesta Key
Welcome to your Island getaway at Casa de Mariposa, a beautifully designed 6 bedroom, 6 bathroom man...
Home 6 / 6 / 16

*
Online booking available

$714 - $1800
Per Night

$4200 - $8500
Per Week

Twin Palms 5, 1 Bedroom, Ground Floor, Heated Pool, Wifi,...

Siesta Key
You’ll be just a one-block walk from Siesta Key, the #1 rated beach in the USA, when you stay at Twi...
Condo 1 / 1 / 4

*
Online booking available

$99 - $500
Per Night

$584 - $2195
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

Gulf and Bay Club 305C, 2 Bedrooms, 3 pools, Gym, Spa, Wi...

Siesta Key
Roll into the lap of luxury and enjoy a unit that’s still sparkling new. Siesta Key Gulf and Bay Clu...
Condo 2 / 2 / 6

*
Online booking available

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

Island House Beach Resort V40A

Siesta Key
Island House Beach Resort! Siesta Key Florida - Crescent Beach. Completly remodeled January 2011!! T...
Villa 2 / 2 / 4

$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 V17

Siesta Key
Island House Beach Resort - Siesta Key Florida, Crescent Beach - This large 2 bedrooms, 2 bath villa...
Villa 2 / 2 / 4

$165 - $248
Per Night

$1155 - $1736
Per Week

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

Island House Beach Resort 4N

Siesta Key
Island House Beach Resort - Siesta Key Florida - Crescent Beach. This beautifully maintained complex...
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 - $277
Per Night

$546 - $1749
Per Week

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

Island House Beach Resort V13

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

$165 - $248
Per Night

$1155 - $1736
Per Week

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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