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 - $1480
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

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

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

Island House Beach Resort V33

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

Jun 19 - Sep 30   20% September rentals excluding Labor Day, enter pr ...

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

$147 - $232
Per Night

$1029 - $1624
Per Week

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

Island House Beach Resort 1S

Siesta key
DIRECT GULF FRONT, GROUND FLOOR! Siesta Key, Crescent Beach This unit is located in our southwest bu...
Condo 2 / 2 / 4

$206 - $320
Per Night

$1442 - $2240
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

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 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

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

$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

$164 - $164
Per Night

$648 - $4600
Per Week

Crystal Sand 406, 4th floor, Gulf View, 2 heated Pools

Siesta Key
Every sunset is a memorable experience at our condo at Crystal Sands 406 in Siesta Key. Overlooking ...
Condo 1 / 1 / 4

*
Online booking available

$648 - $1480
Per Week

Sep 16 - Sep 30   20% off September rentals excluding Labor Day – ent ...

Island House Beach Resort V15

Siesta Key
Island House Beach Resort! Crescent Beach, Siesta Key Florida. This attractive 2 bedroom, 2 bath vil...
Villa 2 / 2 / 6

$160 - $246
Per Night

$1120 - $1722
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

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

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

$160 - $246
Per Night

$1120 - $1722
Per Week

Sep 20 - 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 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

Jun 19 - Sep 30   20% September rentals excluding Labor Day, enter pr ...

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

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 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% January rentals - enter promo code 1234

Island House Beach Resort 3N

Siesta Key
Island House Beach Resort!! Crescent Beach, Siesta Key Florida! Direct Gulf Front - Panoramic Views....
Condo 2 / 2 / 4

$206 - $320
Per Night

$1442 - $2240
Per Week

Aug 12 - Sep 30   20% off Septermber rentals excluding Labor Day – en ...

Island House Beach Resort V21

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 16 - 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

Siesta Key Excelsior 107, 1st Floor, 2 heated pools, spa,...

Siesta Key
Siesta Key Excelsior 107, 1st Floor, 2 heated pools, spa, wifi, beach access With the Bay in back a...
Condo 2 / 2 / 6

*
Online booking available

$648 - $1480
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