Siesta Key Vacation Rental Getaways


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Sort by: Type BR/BA/Sleeps Price

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

$163 - $246
Per Night

$1141 - $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

$875 - $1500
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

$192 - $287
Per Night

$1344 - $2009
Per Week

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

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

$211 - $320
Per Night

$1477 - $2240
Per Week

Siesta Dunes Beach 38A, Gulf Side 2 BRs, Large Heated Poo...

Siesta Key
Siesta Dunes Beach 38A, Gulf Side 2 BRs, Large Heated Pool, Wifi Do you have children who?ll deligh...
Condo 2 / 2 / 6

*
Online booking available

$125 - $400
Per Night

$624 - $1795
Per Week

Oct 5 - Feb 1   20% January rentals, enter promo code 1234

Island House Beach Resort V9

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

$163 - $246
Per Night

$1141 - $1722
Per Week

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

Island House Beach Resort V35

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

$163 - $246
Per Night

$1141 - $1722
Per Week

Jamaica Royale 91 Siesta Key Rental, heated pool, beach a...

Siesta Key
Jamaica Royale 91 Siesta Key Rental, heated pool, beach access,wifi How long does it take you to wa...
Condo 2 / 2 / 6

*
Online booking available

$125 - $400
Per Night

$624 - $1795
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

$211 - $320
Per Night

$1477 - $2240
Per Week

Island House Beach Resort V26

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

$163 - $246
Per Night

$1141 - $1722
Per Week

Oct 9 - Feb 1   20% January rentals – enter promo code 1234

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

$163 - $246
Per Night

$1141 - $1722
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

Oct 4 - Feb 1   20% January rentals – enter promo code 1234

Island House Beach Resort V16

Siesta Key
Island House Beach Resort! Siesta Key, Florida, Crescent Beach. This large 2 bedrooms, 2 bath unit i...
Villa 2 / 2 / 5

$163 - $246
Per Night

$1141 - $1722
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, 2 bath villa ...
Villa 2 / 2 / 4

$163 - $246
Per Night

$1141 - $1722
Per Week

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

$151 - $252
Per Night

$1060 - $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

$186 - $186
Per Night

$875 - $3171
Per Week

Apr 3 - Feb 1   20% off January rentals - enter promo code 1234

Island House Beach Resort 10S

Siesta Key
Island House Beach Resort! Siesta Key Florida, Crescent Beach. Ground floor unit. This 2 bedroom, 2 ...
Condo 2 / 2 / 4

$211 - $320
Per Night

$1477 - $2240
Per Week

Apr 10 - Feb 1   20% off January rentals - enter promo code 1234

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

$211 - $320
Per Night

$1477 - $2240
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

$192 - $287
Per Night

$1344 - $2009
Per Week

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

Island House Beach Resort 12N

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

$211 - $320
Per Night

$1477 - $2240
Per Week

Palm Bay Club G46 new 40" Hdtv, Heated Pool, Gulf Front, ...

Siesta Key
Palm Bay Club G46 new 40" Hdtv, Heated Pool, Gulf Front, Wifi The accolades keep pouring in. Guests...
Condo 1 / 1 / 4

*
Online booking available

$125 - $400
Per Night

$595 - $1995
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

$650 - $1995
Per Week

Oct 5 - Feb 1   20% January rentals, enter promo code 1234

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

$163 - $246
Per Night

$1141 - $1722
Per Week

Sep 30 - Feb 1   20% January rentals, enter promo code 1234

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

$163 - $246
Per Night

$1141 - $1722
Per Week

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

Island House Beach Resort 17S

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

$211 - $320
Per Night

$1477 - $2240
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