Sieta Key Vacation Rental Listings

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Welcome to Siesta Key Vacation Rentals!

Siesta key is truly a paradise. Find Siesta Key Vacation Rentals from 1 bedroom rentals to 4 bedroom and up rentals. Siesta Key beach front rentals are a great way to spend your holiday

 
 
 

Featured Siesta Key Vacation Rental Listings

3br - 1 FREE day w/ every weekly rental, Aug 15 - Nov 15

3br - 1 FREE day w/ every weekly rental, Aug 15 - Nov 15
$521.00

Just South of Siesta Key lies Casey Key. You won't find any chain hotels here- this is 'old Florida' at its very best. Covered in a canopy of tropical trees, the winding Gulf- front street will make for an unforgettable stay among some of Sarasota's...

3br - Sandbox on the Beach, Siesta Key Fl.

3br - Sandbox on the Beach, Siesta Key Fl.
$469.00

This 3 bedroom 2 Bath Beach Suite is totally newly remodeled with a tiled Kitchen and Bath with new furnishings throughout. This property is right on the sandy beach, The Sandbox has the best of it all. It is like small town USA combined with one of...

2br - Luxury Siesta Key Beachfront Home

2br - Luxury Siesta Key Beachfront Home
$375.00

Luxury Siesta Key Beachfront Home is currently booked from February 1, 2009 through April 11, 2009. This charming 2 Bedroom, 2 1/2 Bath home sits directly on Siesta Key Beach. Enjoy the breathtaking gulf views from every room! This home has been fully...

4br - Directly Overlooking Private Beach on Siesta Key

4br - Directly Overlooking Private Beach on Siesta Key
$375.00

Directly overlooking breathtaking views of private beach on North end of Siesta Key. Just renovated everything brand new. Four bedrooms, 2 baths, sleeps 11, living room, dining room, full kitchen and game room. Flat screen TVs in living room, game...

2br - Sandbox on the Beach, Siesta Key, Fl.

2br - Sandbox on the Beach, Siesta Key, Fl.
$309.00

This 2 bedroom Beach Suite is totally newly remodeled with a tiled Kitchen and Bath with new furnishings throughout. This property is right on the sandy beach, The Sandbox has the best of it all. It is like small town USA combined with one of the top...

5br - SIESTA KEY LUXURY 5 BEDROOM PRIVATE HOME on GULF

5br - SIESTA KEY LUXURY 5 BEDROOM PRIVATE HOME on GULF
$275.00

Siesta Key Beach, just ranked #1 in America by Dr. Beach !!!!!!!! Great gulf views from your private 4000 s.f. house just steps away on private access to the world famous sugar sand of siesta key beach. This rental property consists of two private homes...

2br - Beach Front Property on Siesta Key

2br - Beach Front Property on Siesta Key
$272.00

NEW FURNISHED AND NEW DECORATED! A brand new condo May, 2010. Well maintained and fully equiped with all big amenties and needful things for your perfect vacation. This is perfect place for you if you looking for active and beautiful vacation here you...

1br - Sandbox on the Beach, Siesta Key, Fl.

1br - Sandbox on the Beach, Siesta Key, Fl.
$269.00

This 1 bedroom Beach Suite is totally newly remodeled with a tiled Kitchen and Bath with new furnishings throughout. This property is right on the sandy beach, The Sandbox has the best of it all. It is like small town USA combined with one of the top...

3br - Beachfront Condo - Three Bedroom - Luxury

3br - Beachfront Condo - Three Bedroom - Luxury
$262.00

You could throw a tennis ball into the gulf from these Siesta Key beachfront condos at Fisherman's Cove! Located on the island of Siesta Key off Sarasota, Florida, these vacation homes have the best of both worlds - the beach in front and the intercoastal...

3br - Luxury Townhome (3BR) Private Pool -Crescent Beach

3br - Luxury Townhome (3BR) Private Pool -Crescent Beach
$259.00

BEACHWALK; Three bedrooms, two and a half baths, garage, private pool, private elevator, en suite Jacuzzi tub, beach view, sleeps up to eight, luxury accommodations, steps to world famous Siesta Key - Crescent Beach... and so much more... We...

4br - Siesta Key Waterfront Home, Gulf to Bay Breezes

4br - Siesta Key Waterfront Home, Gulf to Bay Breezes
$250.00

Sprawling 3500 sq. ft. private home surrounded by nature and shade trees. Totally private environment. Three bedroom + Private pool- side studio, two and a half bath, large living room, dining room, laundry room, office, eat- in kitchen, wicker-...

3br - Casa Milano

3br - Casa Milano
$229.00

Siesta Key Luxury!! This 3 bed/2 bath home has it all! Heated pool, spa and dock all on deep water canal just minutes from Siesta Village and Siesta Beach. This home will sleep 8 and each bedroom has a flat screen TV. The Season rates start at $2300 a...

2br - 2-Bedroom - Beachfront Condo - Luxury

2br - 2-Bedroom - Beachfront Condo - Luxury
$219.00

Located directly on world famous Crescent Beach this Siesta Key beachfront condo is walking distance to South Village. This vacation condo is located in the South Tower of the Crescent Arms Condo complex. Positioned on the fourth floor in the southwest...

2br - Siesta Key Excelsior 107

2br - Siesta Key Excelsior 107
$217.00

With the Bay in back and the Gulf in front, our condo at Excelsior 107 sits on a little strip of paradise! Located in a luxurious resort with everything from heated pools and outdoor grills to private beach access, it's a tropical getaway on one of the...

2br - AWESOME BEACHFRONT 2/2 CONDO ON SIESTA KEY BEACH

2br - AWESOME BEACHFRONT 2/2 CONDO ON SIESTA KEY BEACH
$209.00

Find your vacation getaway on the island paradise of Siesta Key, Florida! Our condo is located on beautiful Siesta Key Beach, known as "The World's Finest, Whitest Sand", and chosen #1 BEST BEACH IN THE USA! (See NBC Today Show 5/27/11.) A tropical...

2br - Crescent Beach Luxury Condo directly on gulf

2br - Crescent Beach Luxury Condo directly on gulf
$199.00

Luxury 2 bedroom 2 bathroom private condominium, Unit 204 at the El Presidente in Siesta Key is directly on the world's most beautiful Crescent Beach. This fully furnished air conditioned unit sleeps 6. The heated pool and jacuzzi are right on the beach....

2br - 50% OFF - SIESTA KEY BEACH FRONT -- I NEED CASH!

2br - 50% OFF - SIESTA KEY BEACH FRONT -- I NEED CASH!
$197.00

I NEED CASH FLOW...NOW, for property taxes and windstorm insurance! If you can accelerate payments, I will give you a discount code which will save you 50% OFF the high- season rate for any available weeks between Saturday, May 28 and the end of September...

2br - Crescent Beach,World Rated Finest Siesta Key Beach

2br - Crescent Beach,World Rated Finest Siesta Key Beach
$196.00

Welcome to the gorgeous waterfront condo on the fifth floor of the resort. Condo offers you 2 bedrooms and 2 baths and while relaxing you can take breathtaking views of Gulf of Mexico which is also known as world whitest sand beach . The condo has...