Siesta Key Vacation Rental Getaways


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Sort by: Type BR/BA/Sleeps Price
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

$160 - $246
Per Night

$1120 - $1722
Per Week

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

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

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

Island House Beach Resort V22

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

$152 - $237
Per Night

$1064 - $1659
Per Week

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

Island House Beach Resort 6N

Siesta Key
Island House Beach Resort!! Siesta Key Florida. This 2 bedrooms, 2 bath unit is 1300 sq. ft. and is ...
Condo 2 / 2 / 4

$206 - $320
Per Night

$1442 - $2240
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 - $1480
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

$160 - $246
Per Night

$1120 - $1722
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

Castaway Cove 3B, on lagoon near beach, pet friendly, Sie...

Siesta Key
Castaway Cove 3B, on lagoon near beach, pet friendly, Siesta Key With beautiful lagoon views from b...
Condo 2 / 2 / 5

*
Online booking available

$175 - $250
Per Night

$462 - $1595
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

$590 - $1750
Per Week

Gulf and Bay Club 102B Beach Front, Luxury Ground Floor unit

Siesta Key
Love sunsets? How about white sand, plush beds, a choice of three pools, swans ... and a little shuf...
Condo 2 / 2 / 6

*
Online booking available

$590 - $1750
Per Week

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

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

$160 - $246
Per Night

$1120 - $1722
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

$206 - $320
Per Night

$1442 - $2240
Per Week

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

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 / 6

$206 - $320
Per Night

$1442 - $2240
Per Week

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

Island House Beach Resort 10N

Siesta key
Island House Beach Resort - Siesta Key, Crescent Beach, Ground Floor unit! This unit is located at I...
Condo 2 / 2 / 6

$206 - $320
Per Night

$1442 - $2240
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 - $350
Per Night

$624 - $1795
Per Week

Gulf and Bay Club 502D Beach Front, 3 Heated Pools, Gym, ...

Siesta Key
Gulf and Bay Club 502D Beach Front, 3 Heated Pools, Gym, Spa, Beach Gulf and Bay 502D will perfectl...
Condo 2 / 2 / 6

*
Online booking available

$590 - $1750
Per Week

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

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

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

Island House Beach Resort V7

Siesta Key
Island House Beach Resort, Crescent Beach, Siesta Key Florida! Newly renovated 2 bedroom, 2 bath uni...
Villa 2 / 2 / 6

$160 - $246
Per Night

$1120 - $1722
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

$160 - $246
Per Night

$1120 - $1722
Per Week

Aloha Kai 50 Siesta Key Florida with heated pool & beach ...

Siesta Key
Aloha Kai 50 Siesta Key Florida with heated pool & beach access Siesta Key?s largest heated pool is...
Condo 2 / 2 / 6

*
Online booking available

$175 - $250
Per Night

$462 - $1595
Per Week

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

Island House Beach Resort V25

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

$152 - $237
Per Night

$1064 - $1659
Per Week

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

Island House Beach Resort V36

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

$160 - $246
Per Night

$1120 - $1722
Per Week

Mar 27 - Feb 1   20% January rentals - enter promo code 12345

Island House Beach Resort 9S

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

$206 - $320
Per Night

$1442 - $2240
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

$206 - $320
Per Night

$1442 - $2240
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

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