Siesta Key Vacation Rental Getaways


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Sort by: Type BR/BA/Sleeps Price
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 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

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 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

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 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

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

$572 - $1995
Per Week

Aug 30 - 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

Aug 26 - Sep 30   20% off September rentals excluding Labor Day, ente ...

Island House Beach Resort V8

Siesta Key
Island House Beach Resort - Siesta Key Florida, Crescent Beach. This bright spacious villa is approx...
Villa 2 / 2 / 6

$152 - $237
Per Night

$1064 - $1659
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 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

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

Island House Beach Resort V10A

Siesta Key
Island House Beach Resort - Siesta Key Florida, Crescent Beach. This 2 bedroom, 2 bath duplex is loc...
Villa 2 / 2 / 6

$147 - $232
Per Night

$1029 - $1624
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

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

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

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

$249 - $350
Per Night

$684 - $1995
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

$456 - $1595
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

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

Island House Beach Resort V23

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

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

Island House Beach Resort V32

Siesta Key
Island House Beach Resort, Siesta Key Florida, Crescent Beach - This lovely unit is approx. 1000 sq....
Villa 2 / 2 / 4

$160 - $246
Per Night

$1120 - $1722
Per Week

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

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

$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

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

Island House Beach Resort 1N

Siesta Key
GULF FRONT - GROUND FLOOR UNIT!! This spectacular 2 bedrooms, 2 baths unit is 1300 sq. ft. as is loc...
Condo 2 / 2 / 4

$206 - $320
Per Night

$1442 - $2240
Per Week

Jul 22 - Sep 30   20% off September rentals excluding Labor Day, ente ...

Island House Beach Resort V6

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

$160 - $246
Per Night

$1120 - $1722
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

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