Siesta Key Vacation Rental Getaways


Refine Your Search
Check-In 
calendar

Check-Out
calendar
  • Property Options
  • Amenities
  • Location Type
  • Bed
  • Bath
  • Sleeps
Max Price Per Week $
  • Special Offers
  • Online Booking
  • Home/Villa
  • Cottage/Cabin
  • Condo/Townhome
  • Bed & Breakfast
  • Apt/Room/Suite
  • Air Conditioning
  • Washer/Dryer
  • Full Kitchen
  • Satellite/Cable TV
  • Handicap Access
  • High Speed Internet
  • Elevator
  • Maid Service
  • Garage Parking
  • Pets Allowed
  • Private Pool
  • Pool Access
  • Hot Tub
  • Fireplace
  • Smoking allowed
  • Beach Access
  • Beach Front
  • Golf on site
  • Golf nearby
  • Ocean Front
  • Ocean View
  • Lake Front
  • Lake View
  • Ski in/out
  • Walk to Slopes
  • Skiing nearby
 
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

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

Island House Beach Resort V2

Siesta Key
Island House Beach Resort - Siesta Key Florida, Crescent Beach - This NEWLY REMODELED, 2 bedrooms, 2...
Villa 2 / 2 / 4

$160 - $246
Per Night

$1120 - $1722
Per Week

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

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

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

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

Island House Beach Resort 17S

Siesta Key
Island House Beach Resort!! Crescent Beach, Siesta Key Florida. This beautifully maintained complex ...
Condo 2 / 2 / 4

$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

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

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

Island House Beach Resort 8S

Siesta Key
Island House Beach Resort! Siesta Key Florida - Crescent Beach. This luxury apartment is part of Isl...
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 2N

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

$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

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

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

$595 - $1995
Per Week

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

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

*
Online booking available

$590 - $1750
Per Week

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

Island House Beach Resort 12S

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

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

Gulf & Bay Club: Bayside, 2 BRs, Ground Floor, 2 pools, g...

Siesta Key
Gulf & Bay Club: Bayside, 2 BRs, Ground Floor, 2 pools, gym, tennis Just steps from the bay, our ne...
Condo 2 / 2 / 6

*
Online booking available

$125 - $350
Per Night

$650 - $1995
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

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

Island House Beach Resort V5

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

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

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

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

$749 - $2295
Per Week

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

Island House Beach Resort V11

Siesta Key
Island House Beach Resort - Siesta Key Florida - Crescent Beach - This 2 bedroom, 2 bath villa is 10...
Villa 2 / 2 / 6

$160 - $246
Per Night

$1120 - $1722
Per Week

Oct 12 - Feb 1   20% off January rentals – enter promo code 1234

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

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

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