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
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

Oct 7 - Feb 1   20% January rentals – enter promo code 1234

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

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

Island House Beach Resort 16N

Siesta Key
Island House Beach Resort! Newly remodeled!! Crescent Beach, Siesta Key Florida! This attractive com...
Condo 2 / 2 / 6

$206 - $320
Per Night

$1442 - $2240
Per Week

Island House Beach Resort V3

Siesta Key
Island House Beach Resort, Siesta Key Florida, Crescent Beach - The large 2 bedroom, 2 bath villa is...
Villa 2 / 2 / 4

$160 - $246
Per Night

$1120 - $1722
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

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 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

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

Island House Beach Resort 9N

Siesta Key
Island House Beach Resort! Siesta Key Florida, Crescent Beach. Ground floor unit. This 2 bedroom, 2 ...
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 V4

Siesta Key
Island House Beach Resort - Siesta Key Florida, Crescent Beach - This lovely 2 bedroom, 1 bath villa...
Villa 2 / 1 / 6

$146 - $223
Per Night

$1022 - $1561
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

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

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

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

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

$175 - $250
Per Night

$462 - $1595
Per Week

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

$160 - $246
Per Night

$1120 - $1722
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

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

Island House Beach Resort V34

Siesta Key
Island House Beach Resort, Siesta Key Florida, Crescent Beach - This large 2 bedrooms, 1 1/2 bath vi...
Villa 2 / 2 / 4

$160 - $246
Per Night

$1120 - $1722
Per Week

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

Island House Beach Resort V9

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 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

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

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

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

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

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

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% 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

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

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

$585 - $2100
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