Siesta Key Vacation Rental Getaways


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Sort by: Type BR/BA/Sleeps Price
Jun 24 - Sep 30   20% off September rentals excluding Labor Day, ente ...

Island House Beach Resort V37

Siesta Key
Island House Beach Resort- Siesta Key Florida, Crescent Beach - The lovely villa is located on the w...
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

Jun 19 - Sep 30   20% off Septermber rentals excluding Labor Day – en ...

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

Jul 12 - 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

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

Island House Beach Resort 14N

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

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

Island House Beach Resort 4N

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

$206 - $320
Per Night

$1442 - $2240
Per Week

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 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

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

$563 - $1750
Per Week

Jun 19 - Sep 30   20% off Septermber rentals excluding Labor Day – en ...

Island House Beach Resort V19

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 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

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

$100 - $266
Per Night

$459 - $1595
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

Jul 8 - Sep 30   20% off September rentals excluding Labor Day, ente ...

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

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% 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

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

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

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

$206 - $320
Per Night

$1442 - $2240
Per Week

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

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

$206 - $320
Per Night

$1442 - $2240
Per Week

Siesta Key Our House at the Beach 222, with Heated Pool, ...

Siesta Key
Siesta Key Our House at the Beach 222, with Heated Pool, Tennis There's plenty of room for everyone...
Condo 2 / 2 / 4

*
Online booking available

$114 - $192
Per Night

$662 - $1499
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

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

$585 - $1995
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 / 4

$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

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

$160 - $246
Per Night

$1120 - $1722
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