Siesta Key Vacation Rental Getaways


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Sort by: Type BR/BA/Sleeps Price
Mar 13 - Jan 31   20% off January stays enter promo code 2017

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

$213 - $517
Per Night

$1491 - $2282
Per Week

Apr 2 - Jan 31   20% off January 2017 stays, enter promo code 2017

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

$165 - $468
Per Night

$1155 - $1771
Per Week

Nov 19 - Dec 23   2016 Pre Season 45% Discounted Sell-Off at $1,138.3 ...

Sun, Sand & Save 20% to 35% per week at Siesta Breakers #603

Siesta Key
Sun, Sand & *Save 20% to 35%* per Week Siesta Breakers #603 in Siesta Key, FL Direct-with-Owner "All...
Condo 2 / 2 / 6

$1187 - $2139
Per Week

Apr 2 - Jan 31   20% off January 2017 stays, enter promo code 2017

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 / 6

$165 - $468
Per Night

$1155 - $1771
Per Week

Apr 2 - Jan 31   20% off January 2017 stays, enter promo code 2017

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

$165 - $468
Per Night

$1155 - $1771
Per Week

Dec 10 - Dec 23   2016 Off Season 45% Discounted Sell-Off at $574.05 ...

Sun, Sand & Save 20% to 35% per week at Midnight Cove #532

Siesta Key
Sun, Sand & *Save 20% to 35%* per Week at Midnight Cove #532 in Siesta Key, FL Direct-with-Owner "Al...
Condo 2 / 1.5 / 4

$678 - $1432
Per Week

Apr 2 - Jan 31   20% off January 2017 stays – enter promo code 2017

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

$139 - $442
Per Night

$973 - $1512
Per Week

Dec 3 - Dec 9   2016 Off Season 45% Discounted Sell-Off at $574.05 ...

Sun, Sand & Save 20% to 35% per week at Midnight Cove #714

Siesta Key
Sun, Sand & *Save 20% to 35%* per Week at Midnight Cove #714 in Siesta Key, FL Direct-with-Owner "Al...
Condo 2 / 1.5 / 4

$678 - $1432
Per Week

Mar 13 - Jan 31   20% off January stays - enter promo code 2017

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

$213 - $517
Per Night

$1491 - $2282
Per Week

Apr 2 - Jan 31   20% off January 2017 stays, enter promo code 2017

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

$165 - $468
Per Night

$1155 - $1771
Per Week

Mar 13 - Jan 31   20% off January stays - enter promo code 2017

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

$213 - $517
Per Night

$1491 - $2282
Per Week

Mar 13 - Jan 31   20% off January 2017 stays - enter promo code 2017

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

$213 - $517
Per Night

$1491 - $2282
Per Week

Casa Siesta, ground floor, 2 bedrooms, walk to Siesta Key...

Siesta Key
Casa Siesta makes fun in the sun so easy! The 2-bedroom, ground-floor condo is just a short walk fro...
Condo 2 / 1 / 4

*
Online booking available

$71 - $330
Per Night

$495 - $1695
Per Week

Mar 13 - Jan 31   20% off January stays – enter promo code 2017

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

$194 - $498
Per Night

$1358 - $2072
Per Week

Our House at the Beach 222, 2 Bedroom, Heated Pool, Tenni...

Siesta Key
There's plenty of room for everyone here at Our House. We have a split-level living/dining area, wit...
Condo 2 / 2 / 4

*
Online booking available

$100 - $600
Per Night

$795 - $2634
Per Week

Apr 2 - Jan 31   20% off January 2017 stays - enter promo code 2017

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

$165 - $468
Per Night

$1155 - $1771
Per Week

Siesta Dunes Beach 38A, 2 Bedrooms, Ground Floor, Heated ...

Siesta Key
Do you have children who’ll delight in the geckos and insects they can discover in the garden? Or do...
Condo 2 / 2 / 6

*
Online booking available

$99 - $480
Per Night

$695 - $2394
Per Week

Surfside Manor, 3 Bedrooms, Gulf View, Pool, Elevator, Sl...

Siesta Key
This beautiful paradise includes 3 bedrooms with shared heated pool and elevator overlooking the #1 ...
Home 3 / 3 / 8

*
Online booking available

$100 - $1200
Per Night

$3500 - $7560
Per Week

Apr 2 - Jan 31   20% off January 2017 stays, enter promo code 2017

Island House Beach Resort V8

Siesta Key
Island House Beach Resort - Siesta Key Florida, Crescent Beach. This bright spacious villa is approx...
Villa 2 / 1.5 / 6

$157 - $460
Per Night

$1099 - $1715
Per Week

Apr 2 - Jan 31   20% January 2017 stays, enter promo code 2017

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

$165 - $468
Per Night

$1155 - $1771
Per Week

Apr 2 - Jan 31   20% off January 2017 stays, enter promo code 2017

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

$165 - $468
Per Night

$1155 - $1771
Per Week

Crescent Street 1138 B, 1 bedrooms, pool, pet friendly, w...

Siesta Key
When you stay at Crescent Street 1138B, you can walk to the east side of Siesta Key in just minutes ...
Condo 1 / 1 / 4

*
Online booking available

$85 - $420
Per Night

$595 - $1914
Per Week

Mar 13 - Jan 31   20% off January stays - enter promo code 2017

Island House Beach Resort 17S

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

$213 - $517
Per Night

$1491 - $2282
Per Week

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

$165 - $468
Per Night

$1155 - $1771
Per Week

Jamaica Royale 91, 2 Bedrooms, 3 Heated Pools, Wifi, Slee...

Siesta Key
How long does it take you to walk 100 yards? Not very long at all. While on vacation at Crescent Bea...
Condo 2 / 2 / 6

*
Online booking available

$99 - $450
Per Night

$695 - $2394
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