Siesta Key Vacation Rental Getaways


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Sort by: Type BR/BA/Sleeps Price

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 - $17500
Per Week

Feb 14 - Feb 1   20% off January rentals - enter promo code 20

Island House Beach Resort 4N

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

$211 - $320
Per Night

$1477 - $2240
Per Week

Feb 14 - Feb 1   20% off January rentals, enter promo code 20

Island House Beach Resort V28

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

$163 - $246
Per Night

$1141 - $1722
Per Week

Feb 5 - Feb 1   20% off January rentals - enter promo code 20

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

Feb 12 - Feb 1   20% off January rentals - enter promo code 20

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

$211 - $320
Per Night

$1477 - $2240
Per Week

Feb 8 - Feb 1   20% off January rentals - enter promo code 20

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

$211 - $320
Per Night

$1477 - $2240
Per Week

Feb 7 - Feb 1   20% off January Rentals - use promo code 20

Island House Beach Resort 8S

Siesta Key
Island House Beach Resort! Siesta Key Florida - Crescent Beach. This luxury, top-floor apartment is ...
Condo 2 / 2 / 4

$211 - $320
Per Night

$1477 - $2240
Per Week

Feb 12 - Feb 1   20% off January rentals – enter promo code 20

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

$137 - $212
Per Night

$959 - $1484
Per Week

Feb 14 - Feb 1   20% January rentals – enter promo code 20

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

$211 - $320
Per Night

$1477 - $2240
Per Week

Gulf and Bay Club 409B 2 BRs, Beach Front, Heated Pools, Gym

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

$568 - $2000
Per Week

Feb 14 - Feb 1   20% off January rentals, enter promo code 20

Island House Beach Resort V24

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

$163 - $246
Per Night

$1141 - $1722
Per Week

Siesta Key Gulf and Bay 204C Beach Front, 3 pools, fitnes...

Siesta Key
Siesta Key Gulf and Bay 204C Beach Front, 3 pools, fitness room, spa, wifi Come vacation on the whi...
Condo 2 / 2 / 6

*
Online booking available

$574 - $2000
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

$133 - $350
Per Night

$795 - $2495
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

$677 - $2495
Per Week

Feb 7 - Feb 1   20% off January rentals - enter promo code 20

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

$211 - $320
Per Night

$1477 - $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 / 1.5 / 6

*
Online booking available

$99 - $250
Per Night

$451 - $1795
Per Week

Feb 14 - Feb 1   20% off January enter promo code 20

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

$211 - $320
Per Night

$1477 - $2240
Per Week

Feb 14 - Feb 1   20% off January rentals - enter promo code 20

Island House Beach Resort 2N

Siesta Key
Crescent Beach on the Gulf of Mexico. This beautifully maintained complex is located on the widest p...
Condo 2 / 2 / 4

$211 - $320
Per Night

$1477 - $2240
Per Week

Feb 14 - Feb 1   20% off January rentals – enter promo code 20

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

$163 - $246
Per Night

$1141 - $1722
Per Week

Feb 14 - Feb 1   20% off January rentals, enter promo code 20

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

$163 - $246
Per Night

$1141 - $1722
Per Week

Feb 7 - Feb 1   20% off January rentals enter promo code 20

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

$211 - $320
Per Night

$1477 - $2240
Per Week

House of Sun 307 Siesta Key, Large Heated Pool, Gulf View...

Siesta Key
House of Sun 307 Siesta Key, Large Heated Pool, Gulf View, Wifi Siesta Key Florida House of Sun 307...
Condo 2 / 2 / 6

*
Online booking available

$150 - $450
Per Night

$693 - $2495
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 - $350
Per Night

$579 - $1995
Per Week

Feb 5 - Feb 1   20% off January rentals - enter promo code 20

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

$211 - $320
Per Night

$1477 - $2240
Per Week

Feb 5 - Feb 1   20% off January rentals - enter promo code 20

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

$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