Siesta Key Vacation Rentals

77 Rentals

List Map
Sort:
1  2 
Siesta Key Florida Vacation Rentals - Condo
Kelly

2BR / 2BA - Sleeps 4 - Siesta Key Condo

Siesta Key 611 is the perfect vacation home for your getaway to sun, sand and pure relaxation! Siesta...

$108 - $186 / nt

1 Review
Siesta Key Florida Vacation Rentals - Home

2BR / 2.5BA - Sleeps 6 - Siesta Key Home

Luxury Siesta Key Beachfront Home is currently booked from February 1, 2009 through April 11, 2009....

$322 - $568 / nt

2 Reviews
Siesta Key Florida Vacation Rentals - Condo
The Koch Family

2BR / 2BA - Sleeps 5 - Siesta Key Condo

Welcome to Siesta Palms by the Beach . . . where we invite you to relax, unwind and enjoy our casual...

$272 - $386 / nt

Siesta Key Florida Vacation Rentals - Condo
The Koch Family

1BR / 1BA - Sleeps 4 - Siesta Key Condo

Welcome to Siesta Palms by the Beach . . . where we invite you to relax, unwind and enjoy our casual...

$199 - $219 / nt

1 Review
Siesta Key Florida Vacation Rentals - Home
Steve

3BR / 2BA - Sleeps 7 - Siesta Key Home

Please see CALENDAR below for availabilty: Also the VIRTUAL TOUR is at the bottom of the page. Description: Surrounded...

$172 - $208 / nt

27 Reviews
Siesta Key Florida Vacation Rentals - Villa

2BR / 1BA - Sleeps 6 - Siesta Key Villa

The Ringling Beach House - A Siesta Key Suites Property offers JUST UPDATED accommodations - Brand...

$160 - $220 / nt

1 Review
Siesta Key Florida Vacation Rentals - Condo
David

1BR / 1BA - Sleeps 4 - Siesta Key Condo

The Crescent and Siesta Key Beaches are known as one of the most beautiful anywhere in the world. Most...

$100 / nt

Siesta Key Florida Vacation Rentals - Condo
Lutz

2BR / 2BA - Sleeps 5 - Siesta Key Condo

Book 2 weeks Sep 6- 27 and save $931. 84 - Pay Only $624/wk Last Minute Discounts Available in all...

$149 - $252 / nt

16 Reviews
Siesta Key Florida Vacation Rentals - Condo
Robin

2BR / 2BA - Sleeps 6 - Siesta Key Condo

Siesta Key Condo - Siesta Key Paradise Looking for a vacation rental in Siesta Key? Look no further…...

$118 - $186 / nt

3 Reviews
Siesta Key Florida Vacation Rentals - Condo

2BR / 2BA - Sleeps 6 - Siesta Key Condo

Situated directly at world popular Crescent Beach , the Siesta Key beach front condominium is about...

$190 - $247 / nt

5 Reviews
Siesta Key Florida Vacation Rentals - Condo

3BR / 2BA - Sleeps 8 - Siesta Key Condo

Guests can throw tennis ball in to gulf from the Siesta Key beach front condominiums on Fisherman’s...

$221 - $300 / nt

1 Review
Siesta Key Florida Vacation Rentals - Condo

2BR / 2BA - Sleeps 6 - Siesta Key Condo

Ground floor 2BDR/2BA condominium, completely remodeled in Nov 2011. Perfectly located across from the...

$79 - $150 / nt

1 Review
Siesta Key Florida Vacation Rentals - Condo

2BR / 2BA - Sleeps 6 - Siesta Key Condo

Enjoy culture & nature at their best ! ! 2 luxurious bedrooms , light filled , 2 baths , corner unit...

$122 - $169 / nt

2 Reviews
Siesta Key Florida Vacation Rentals - Condo
Vacation Rental

2BR / 2BA - Sleeps 6 - Siesta Key Condo

Decked in pure tropical style, Siesta Dunes Beach 201 in Siesta Key, Florida is an ideal choice for...

$175 - $350 / nt

3 Reviews
Siesta Key Florida Vacation Rentals - Apartment

2BR / 2BA - Sleeps 6 - Siesta Key Apartment

This 2 bedroom Beach Suite is totally newly remodeled with a tiled Kitchen and Bath with new furnishings...

$340 - $410 / nt

Siesta Key Florida Vacation Rentals - Villa
Marty

2BR / 2BA - Sleeps 4 - Siesta Key Villa

Best Value On Crescent Beach! Gulf Side Villa- Now With Free Wi- Fi Internet- Ground Floor Unit Easy...

$143 - $199 / nt

16 Reviews
Siesta Key Florida Vacation Rentals - Condo

2BR / 2BA - Sleeps 6 - Siesta Key Condo

Wonderful 2 bedroom 2 bath, upstairs condo with a nice heated pool which is only shared by our two other...

$125 - $198 / nt

3 Reviews
Siesta Key Florida Vacation Rentals - Condo
Chris

3BR / 2BA - Sleeps 6 - Siesta Key Condo

BEACHFRONT! Enjoy spectacular sunsets and stunning views of the Gulf of Mexico from this 5th floor 3...

$117 - $230 / nt

Siesta Key Florida Vacation Rentals - Home
Jennifer

2BR / 2BA - Sleeps 6 - Siesta Key Home

The Sea Wave and Sea Shell are two separate units which can be uniquely configured to create Villa Brisa...

$172 - $258 / nt

Siesta Key Florida Vacation Rentals - Home

3BR / 2BA - Sleeps 7 - Siesta Key Home

BEACH FRONT :Wander out 100 yards to the gorgeous white sand beaches of the Gulf of Mexico and only one...

$300 - $500 / nt

3 Reviews
1  2 
If you're planning a vacation to this island paradise, you may want to consider Siesta Key vacation rentals. This beautiful barrier island spans eight miles just off the coast of Sarasota in the Gulf of Mexico. Many resorts and hotels can be found here, but popular accommodations also include Siesta Key condo rentals that provide privacy and access to the island's world-renowned white sand beaches.

Resorts can be overcrowded and overpriced, but Siesta Key vacation home rentals are always private and generally quite affordable. This destination is known as a great romantic getaway, and there are plenty of cozy little cottages for two that will set the perfect mood for your honeymoon or other romantic rendezvous. Regardless of your lifestyle and budget, there is something here to meet your needs.

We couldn't call it an "island paradise" if it didn't offer warm breezes, cool water, swaying palm trees, and some of the world's finest beaches, including Turtle Beach and Palmer Point Beach. Relaxing on the pure quartz beaches with family and friends is certainly a favorite pastime here, and visitors enjoy the charming beach hideaways and ample bird-watching opportunities. You might also spot some friendly dolphins and manatees dotting the surrounding gulf and bay waters.

If you visit the island during the beginning of May, the beach literally comes alive with figures made of sand during the island's unique sand sculpture contest that draws in world-class artists. Of course, anyone can try their hand at a sandcastle or sand sculpture any time of year.

If staying on dry land sounds like a bore, you'll find almost 50 miles of waterways and canals inside the island, not to mention the surrounding Gulf of Mexico and Sarasota and Roberts Bays. Many Siesta Key, FL vacation rentals by owner provide boat docks, and boat rentals are available for you to get out and explore the waters. Other water sports are popular here as well, including fishing, snorkeling, parasailing, and sailboarding.

If you'd rather not captain your own ship, plenty of local charter companies offer guided tours. Many of the local restaurants also offer temporary docking, so that you can go to dinner straight from your afternoon on the water. What better way to work up an appetite for some fresh seafood than a day spent in the sand, sun, and surf?

Of course, the beaches are just the beginning of all there is to see and do in Siesta Key. This tropical island also offers plenty of events and attractions, including unique shopping, dining, and entertainment options. The atmosphere is refreshingly laid-back, and you'll find lots of charming local establishments rather than the chain restaurants and retailers characteristic of other resort areas. All of this and more can be found within walking distance or a leisurely drive of Siesta Key vacation rentals, so start planning your trip today!
Loading...
Click for larger map
Loading...
Show big map »
  • Price

  • Bedrooms

    Sleeps

  • Amenities

    • Show More...