Embracing Nap Time in Siesta Key

The word siesta refers to the tendency to take a little doze in the middle of the afternoon when it doesn’t seem all that important to do anything else. This lovely, lazy feeling will permeate your entire trip to Siesta Key, so ready yourself for lots of reclining.


Of course you’ll have plenty of opportunity to be active, too, and will surely find that your energy levels will be running high once you’ve had the chance to relax and orient yourself to island life.


That’s right, Siesta Key is a barrier island just off the coast of Florida near Sarasota. Renowned for its white sandy beaches and large population of wildlife – including birds, flowers, trees, dolphins and manatees – this destination is packed with more than just napping beach bums.


Water sports are also a popular pastime, such as sailing and snorkeling, so check out the best stretches of coastline to satisfy your need for adrenaline. Try Crescent Beach, Turtle Beach and Palmer Point Beach for a few different perspectives and possibilities, and your days in this idyllic locale will fly by.


Relish the time you have here by picking out a condo or beach house that will complement your explorations (and provide soft beds, sofas and poolside chaises perfect for snoozing in) so you can pretty much bet that all the bases will be covered.


South Central Gulf Coast Florida is bustling with activity, in its own laid-back way, so be assured that you can find what you need somewhere in the area. Everything from antique stores to outlet malls and live theater to pharmacies can be found within a few miles of this quiet key, from Gasparilla to Fort Myers.


Get the rest you need during this vacation; this is the perfect place for it.

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Vacation Rentals in Siesta Key

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Spectacular Ocean Front Crystal Sands Condo May 31- July 3 open 2week min. – Property 182546

  • Siesta Key rental - condo, 2 bedrooms, sleeps 6, 2 bathrooms, beach, waterfront, air-conditioning
  • $1,295 - $1,885/week
  • Calendar Last Updated On: Feb 9, 2010
Our high-rise Condo located in Crystal Sands Resort unit #1102, 11th floor, gives our guests a panoramic view of the beautiful Crescent Beach on Siesta Key.

Crystal Sands Villa #7-Beachside Villa on Beautiful Crescent Beach- Fall Special – Property 212972

  • Siesta Key rental - villa, 2 bedrooms, sleeps 6, 2 bathrooms, beach, pool
  • $900 - $1,250/week
  • Calendar Last Updated On: Feb 8, 2010
Relax in the quiet beauty of Siesta Key. Our gulf-side villa is in one of Siesta Key's most beautiful developments -- only a few steps from the white powder sand of...

Great Spacious 3 Bedroom Unit, Bayside at the Beautiful Gulf – Property 155419

  • Siesta Key rental - condo, 3 bedrooms, sleeps 8, 2 bathrooms, near the ocean, pool
  • $1,395/week
  • Calendar Last Updated On: Feb 8, 2010
Gulf and Bay Bayside is located on Sarasota's Siesta Key with its world famous beach for the finest sand, a true paradise. Gulf and Bay Club has private beach access...

Poolside Villa - Polynesian Gardens – Property 142744

  • Siesta Key rental - villa, 2 bedrooms, sleeps 4, 1 bathroom, 1 half bath, beach, near the ocean, pool
  • $900 - $950/week
  • Calendar Last Updated On: Feb 8, 2010
Sand Dollar Villa is located in beautiful Polynesian Gardens on Siesta Key on the west coast of Florida in a private tropical setting.

El Presidente Renovated Beachfront Condo on White Sand Beach-DISCOUNTS – Property 183651

  • Siesta Key rental - condo, 2 bedrooms, sleeps 6, 2 bathrooms, beach, waterfront, jacuzzi
  • $1,193 - $1,631/week
  • Calendar Last Updated On: Feb 8, 2010
Enjoy the Gulf of Mexico's breathtaking sunsets on World's Most Beautiful White Sand Crescent Beach. Located on second floor, the unit spans the width of the...

Beach - Private Beach Access at the Shells Villa (Townhome) – Property 228042

  • Siesta Key rental - villa, 3 bedrooms, sleeps 8, 2 bathrooms, 1 half bath, beach, village, garden
  • $1,200 - $1,750/week
  • Calendar Last Updated On: Feb 8, 2010
Location: Private Homes, Siesta Key, Florida South West, Florida, USA (312 Beach Rd. on Gulf side w/ private beach access.) Steps away from the beach and The...

NEWEST Beachfront Property - Luxury Penthouse! – Property 170390

  • Siesta Key rental - condo, 2 bedrooms, sleeps 4, 2 bathrooms, beach, balcony
  • $1,595/week
  • Calendar Last Updated On: Feb 8, 2010
Enjoy luxury living at this penthouse condominium! Designer-furnished 5th floor unit with 11-foot ceilings, granite countertops, Poggenpohl cabinets, high-definition...

Siesta Sunsets at Fisherman's Cove – Property 202264

  • Siesta Key rental - condo, 2 bedrooms, sleeps 6, 2 bathrooms, beach, waterfront, pool
  • $1,045 - $1,645/week
  • Calendar Last Updated On: Feb 9, 2010
You could throw a tennis ball into the gulf from this beachfront vacation condo! Located on Siesta Key in Sarasota, Florida, this vacation home has the best of both...

Beachfront Condo - Three Bedroom - Luxury – Property 113929

  • Siesta Key rental - condo, 3 bedrooms, sleeps 8, 2 bathrooms, beach, waterfront, air-conditioning
  • $1,545 - $2,095/week
  • Calendar Last Updated On: Feb 9, 2010
Gulf-front retreat... Fall asleep to the sound of the crashing waves beneath your master bedroom window! Throw a tennis ball from your lanai and hit the surf, that...

Deluxe Town home, Private Pool 1-4 Bedrooms – Property 177153

  • Siesta Key rental - townhome, 4 bedrooms, sleeps 12, 3 bathrooms, 1 half bath, beach, village, pool
  • $1,495 - $2,045/week
  • Calendar Last Updated On: Feb 9, 2010
This deluxe 3 bedroom townhouse plus 1 bedroom garden apartment (rented separately) is located in the heart of Siesta Village.

Deluxe Town home, Private Pool, 1-4 Bedrooms – Property 118989

  • Siesta Key rental - condo, 1 bedroom, sleeps 4, 1 bathroom, near the ocean, resort, pool
  • $625 - $900/week
  • Calendar Last Updated On: Feb 9, 2010
This deluxe 3 bedroom townhouse plus 1 bedroom garden apartment (rented separately) is located in the heart of Siesta Village.

Siesta Key - Sundance Rental - Affordable - Key West Style - Private Pool – Property 177152

  • Siesta Key rental - apartment, 2 bedrooms, sleeps 6, 2 bathrooms, beach, village, terrace
  • $885 - $1,210/week
  • Calendar Last Updated On: Feb 9, 2010
Terrific Value on Siesta Key- Sundance with 1 to 6 Bedrooms! Located on Siesta Key just a few steps from Siesta Beach, Sundance Rental is an affordable vacation...

Siesta Key - Sundance Rental - Affordable - Key West Style - Private Pool – Property 118704

  • Siesta Key rental - apartment, 1 bedroom, sleeps 4, 1 bathroom, beach, village, pool
  • $600 - $825/week
  • Calendar Last Updated On: Feb 9, 2010
Terrific Value on Siesta Key- Sundance with 1 to 6 Bedrooms! Located on Siesta Key just a few steps from Siesta Beach, Sundance Rental is an affordable vacation...

Island House Beach Resort – Property 62186

  • Siesta Key rental - villa, 2 bedrooms, sleeps 6, 2 bathrooms, coffee maker, toaster
  • $1,050 - $1,589/week
  • Calendar Last Updated On: Feb 8, 2010
Island House Beach Resort- Siesta Key Florida, Crescent Beach- This large 2 bedrooms, 2 bath villa is appox. 1000 sq. ft. It has a large living area, dining area,...

Island House Beach Resort – Property 62179

  • Siesta Key rental - villa, 2 bedrooms, sleeps 6, 2 bathrooms, coffee maker, toaster
  • $1,050 - $1,589/week
  • Calendar Last Updated On: Feb 8, 2010
Island House Beach Resort, Siesta Key Florida, Crescent Beach - This large 2 bedrooms, 2 bath unit is approx. 1000 sq. ft. It has a large living area, dining area,...

Island House Beach Resort – Property 62192

  • Siesta Key rental - condo, 2 bedrooms, sleeps 6, 2 bathrooms, coffee maker, toaster
  • $1,358 - $2,086/week
  • Calendar Last Updated On: Feb 8, 2010
Island House Beach Resort - Siesta Key Florida - Crescent Beach. This beautifully maintained complex is located on the widest part of one of the best beaches in...

6148 Midnight Pass Rd – Property 62204

  • Siesta Key rental - condo, 2 bedrooms, sleeps 4, 2 bathrooms, coffee maker, toaster
  • $1,358 - $2,086/week
  • Calendar Last Updated On: Feb 8, 2010
DIRECT GULF FRONT, GROUND FLOOR! Siesta Key, Crescent Beach This unit is located in our southwest building. It is 1300 square feet.

Island House Beach Resort – Property 62207

  • Siesta Key rental - condo, 2 bedrooms, sleeps 6, 2 bathrooms, coffee maker, toaster
  • $1,358 - $2,086/week
  • Calendar Last Updated On: Feb 8, 2010
Island House Beach Resort - Crescent Beach, Siesta Key Florida. 2nd Floor unit, 2 bedrooms, 2 baths. This beautifully maintained complex is located on one of the...

Island House Beach Resort – Property 62215

  • Siesta Key rental - condo, 2 bedrooms, sleeps 4, 2 bathrooms, coffee maker, toaster
  • $1,358 - $2,086/week
  • Calendar Last Updated On: Feb 8, 2010
Island House Beach Resort! Crescent Beach, Siesta Key Florida. This beautifully maintained complex is located on the widest part of one of the best beaches in...

Island House Beach Resort – Property 62190

  • Siesta Key rental - house, 2 bedrooms, sleeps 4, 2 bathrooms, coffee maker, toaster
  • $1,358 - $2,086/week
  • Calendar Last Updated On: Feb 8, 2010
Crescent Beach on the Gulf of Mexico. This beautifully maintained complex is located on the widest part of one of the best beaches on the west coast of Florida.
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