Siesta Key Vacation Rental Getaways


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Sort by: Type BR/BA/Sleeps Price
Apr 1 - Feb 1   20% off January rentals - enter promo code 1234

Island House Beach Resort 2S

Siesta Key
Island House Beach Resort!!Ground Floor, Crescent Beach, Siesta Key Florida. This beautifully mainta...
Condo 2 / 2 / 6

$206 - $320
Per Night

$1442 - $2240
Per Week

Mar 29 - Feb 1   20% off January rentals - enter promo code 1234

Island House Beach Resort 11S

Siesta Key
Island House Beach Resort - Siesta Key, Crescent Beach. This luxury apartment is located on 280 ft. ...
Condo 2 / 2 / 4

$206 - $320
Per Night

$1442 - $2240
Per Week

Mar 27 - Feb 1   20% January rentals - enter promo code 1234

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

$206 - $320
Per Night

$1442 - $2240
Per Week

Island House Beach Resort V27

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

$160 - $246
Per Night

$1120 - $1722
Per Week

Siesta Key Bay Tree #106, 2 BRs, 2 heated pools, spa, wif...

Siesta Key
Siesta Key Bay Tree #106, 2 BRs, 2 heated pools, spa, wifi, beach access Nestled on the southern ti...
Condo 2 / 2 / 6

*
Online booking available

$648 - $1499
Per Week

Aug 21 - Sep 30   20% off September rentals excluding Labor Day, ente ...

Island House Beach Resort V39

Siesta Key
Island House Beach Resort, Siesta key, Crescent Beach! Professionally decorated in October 2011. Thi...
Villa 2 / 2 / 6

$160 - $246
Per Night

$1120 - $1722
Per Week

Mar 29 - Feb 1   20% off January rentals - enter promo code 1234

Island House Beach Resort 15N

Siesta Key
Island House Beach Resort! Crescent Beach, Siesta Key Florida. This 1300 sq. ft. apt. is located on ...
Condo 2 / 2 / 4

$206 - $320
Per Night

$1442 - $2240
Per Week

Jun 19 - Sep 30   20% September rentals excluding Labor Day, enter pr ...

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

$147 - $232
Per Night

$1029 - $1624
Per Week

Our House at the Beach 504W, 5th Floor, Gulf Views, with ...

Siesta Key
Our House at the Beach 504W, 5th Floor, Gulf Views, with Heated Pool, Tennis So what if you don?t h...
Condo 2 / 2 / 6

*
Online booking available

$150 - $217
Per Night

$662 - $1499
Per Week

Siesta Dunes Beach 201, 2nd Floor, Spa, Large Heated Pool...

Siesta Key
Siesta Dunes Beach 201, 2nd Floor, Spa, Large Heated Pool, Wifi Decked in pure tropical style, Sies...
Condo 2 / 2 / 6

*
Online booking available

$150 - $350
Per Night

$689 - $1995
Per Week

Jun 19 - Sep 30   20% off September rentals excluding Labor Day, ente ...

Island House Beach Resort V38

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

$160 - $246
Per Night

$1120 - $1722
Per Week

Gulf and Bay Club 409B Beach Front

Siesta Key
Perfect for guests looking for a rental of one month or longer, your time spent at Siesta Key Gulf &...
Condo 2 / 2 / 4

*
Online booking available

$563 - $1750
Per Week

Apr 1 - Feb 1   20% January rentals - enter promo code 1234

Island House Beach Resort 3S

Siesta Key
Island House Beach Resort, Crescent Beach, Siesta Key Florida! Direct Gulf Front - Panoramic Views! ...
Condo 2 / 2 / 6

$206 - $320
Per Night

$1442 - $2240
Per Week

Siesta Key Palm and Bay Club G88 tower rental, Siesta Key...

Siesta Key
Siesta Key Palm and Bay Club G88 tower rental, Siesta Key Florida Take to the water or stick to the...
Condo 1 / 1 / 4

*
Online booking available

$125 - $400
Per Night

$695 - $2195
Per Week

Apr 1 - Feb 1   20% January rentals, enter promo code 1234

Island House Beach Resort V34

Siesta Key
Island House Beach Resort, Siesta Key Florida, Crescent Beach - This large 2 bedrooms, 1 1/2 bath vi...
Villa 2 / 2 / 4

$160 - $246
Per Night

$1120 - $1722
Per Week

Aug 21 - Sep 30   20% off September rentals excluding Labor Day – ent ...

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

$160 - $246
Per Night

$1120 - $1722
Per Week

Mar 27 - Feb 1   20% January rentals - enter promo code 1234

Island House Beach Resort 6S

Siesta Key
Island House Beach Resort - Siesta Key Florida - Southwest building, 3rd floor, One bed, 2 bath, Kin...
Condo 1 / 2 / 4

$187 - $287
Per Night

$1309 - $2009
Per Week

Mar 27 - Feb 1   20% January rentals - enter promo code 1234

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

$206 - $320
Per Night

$1442 - $2240
Per Week

Mar 29 - Feb 1   20% January rentals - enter promo code 1234

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

$206 - $320
Per Night

$1442 - $2240
Per Week

Gulf & Bay Club: Bayside, 2 BRs, Ground Floor, 2 pools, g...

Siesta Key
Gulf & Bay Club: Bayside, 2 BRs, Ground Floor, 2 pools, gym, tennis Just steps from the bay, our ne...
Condo 2 / 2 / 6

*
Online booking available

$125 - $350
Per Night

$585 - $1795
Per Week

Apr 1 - Feb 1   20% off January enter promo code 1234

Island House Beach Resort 18S

Siesta Key
Island House Beach Resort, Siesta Key Florida! This is a newly fully renovated one-bedroom, two-bath...
Condo 1 / 2 / 6

$187 - $287
Per Night

$1309 - $2009
Per Week

Mar 27 - Feb 1   20% off January enter promo code 1234

Island House Beach Resor 13N

Siesta Key
Island House Beach Resort! Crescent Beach, Siesta Key Florida. This beautifully maintained complex i...
Condo 2 / 2 / 6

$206 - $320
Per Night

$1442 - $2240
Per Week

Jun 19 - Sep 30   20% off September rentals excluding Labor Day – ent ...

Island House Beach Resort V18

Siesta Key
Island House Beach Resort, Siesta Key Florida. Newly remodeled 2 bedrooms, 2 baths villa located on ...
Villa 2 / 2 / 6

$160 - $246
Per Night

$1120 - $1722
Per Week

Aug 14 - Sep 30   20% off Septermber rentals excluding Labor Day – en ...

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

$134 - $212
Per Night

$938 - $1484
Per Week

Crystal Sand 406, 4th floor, Gulf View, 2 heated Pools

Siesta Key
Every sunset is a memorable experience at our condo at Crystal Sands 406 in Siesta Key. Overlooking ...
Condo 1 / 1 / 4

*
Online booking available

$648 - $1499
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.

More Getaway Locations and Properties