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.

Destination: Search

Vacation Rentals in Siesta Key

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Luxury Beach Condo with Water Views – Property 168878

  • Siesta Key rental - condo, 2 bedrooms, sleeps 4, 1 bathroom, 1 half bath, beach, resort, swimming pool
  • $683 - $1,000/week
  • Calendar Last Updated On: Dec 4, 2008
Enjoy true island living in a beautifully decorated beach condo. A brief stroll to Siesta Key beach (via private beach access), this Luxurious Beach Condo offers a...

Couples Bayside Paradise on Siesta Key Sarasota, FL 7 Night Minimum – Property 316221

  • Siesta Key rental - townhome, 1 bedroom, sleeps 3, 1 bathroom, beach, near the ocean, accept credit card
  • $748 - $1,059/week
  • Calendar Last Updated On: Dec 4, 2008
1333 Siesta Bayside Drive, Siesta Key, Sarasota, FL located at Gulf and Bay Club Bayside Free DSL Wireless Internet Access Free Local Phone Calls.

Beach Front Condo on Crescent Beach – Property 121856

  • Siesta Key rental - condo, 2 bedrooms, sleeps 6, 2 bathrooms, beach, waterfront, swimming pool
  • $995 - $1,875/week
  • Calendar Last Updated On: Dec 4, 2008
Relax in this beautiful fifth floor beach front Condo and enjoy the fantastic direct gulf views from the screened lanai with the beach just steps away!!

Steps from Beach with Gulf Views – Property 119684

  • Siesta Key rental - condo, 1 bedroom, sleeps 4, 1 bathroom, beach, swimming pool
  • Calendar Last Updated On: Dec 4, 2008
Newly furnished carpeted, 1 bedroom second floor condo with new kitchen and appliances with gulf and pool views. Building complex has laundromat, social room, heated...

Siesta Key Elegant Townhouse Gulfview from Roof top terrace/ short walk to beach – Property 147093

  • Siesta Key rental - townhome, 2 bedrooms, sleeps 4, 3 bathrooms, beach, near the ocean, air-conditioning
  • $1,300 - $1,500/week
  • Calendar Last Updated On: Dec 3, 2008
Luxurious Newer Townhouse - ---MAXIMUM-- 4 occupants; -----Gulf of MEXICO Water view from rooftop deck; ----two terraces ---, elevator, garage----- --- NOT SAFE...

Spacious Siesta Key Beachfront Penthouse with Open Balcony – Property 400317

  • Siesta Key rental - condo, 1 bedroom, sleeps 4, 1 bathroom, beach, waterfront, air-conditioning
  • $990 - $1,390/week
  • Calendar Last Updated On: Dec 3, 2008
Wonderful 1000 sq ft penthouse condo with additional 200 sq ft open balcony on Siesta Key is a vacation get-away that will stay in your memory forever.

Newly Remodeled Beachfront Condo with Full Ocean Views – Property 152126

  • Siesta Key rental - condo, 2 bedrooms, sleeps 6, 2 bathrooms, waterfront, accept credit card
  • $915 - $1,325/week
  • Calendar Last Updated On: Dec 3, 2008
This quaint 4 story condominium has been described as a 'treasure' by guests. The location is one of the best on famous Siesta Key Beach and offers immediate access...

Siesta Sunsets at Fisherman's Cove – Property 202264

  • Siesta Key rental - condo, 2 bedrooms, sleeps 6, 2 bathrooms, beach, waterfront, accept credit card
  • $995 - $1,645/week
  • Calendar Last Updated On: Dec 2, 2008
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...

Siesta Key, FL. Luxury Beachfront Condominium With Spectacular Ocean Views. – Property 173043

  • Siesta Key rental - condo, 2 bedrooms, sleeps 6, 2 bathrooms, beach, waterfront, swimming pool
  • $1,250 - $1,575/week
  • Calendar Last Updated On: Dec 2, 2008
Location, Location, Location! We are located directly on the Gulf of Mexico on the best part of Crescent Beach, located in Siesta Key.

Charming Remodeled Beachfront Condo with Fabulous Views #212 – Property 150231

  • Siesta Key rental - condo, 2 bedrooms, sleeps 6, 2 bathrooms, beach, near the ocean, accept credit card
  • $850 - $1,325/week
  • Calendar Last Updated On: Dec 2, 2008
This quaint 4 story condominium has been described as a 'treasure' by guests. The location is one of the best on famous Siesta Key Beach and offers immediate access...

“MOONMIST” – Luxurious villa with a private hot tub in a 'jungle' setting – Property 207472

  • Siesta Key rental - villa, 2 bedrooms, sleeps 6, 2 bathrooms, beach, near the ocean, accept credit card
  • $750 - $1,100/week
  • Calendar Last Updated On: Dec 4, 2008
Moomist Villa is an idyllic setting to relax and rewind. It is located within Polynesian Gardens across the street from beautiful Siesta Key beach (Number 3 on the...

Siesta Key 2 Bedroom Luxury Condo with Heated Pools, Tennis & White Sand Beaches – Property 85153

  • Siesta Key rental - condo, 2 bedrooms, sleeps 6, 2 bathrooms, beach, waterfront, air-conditioning
  • $795 - $1,495/week
  • Calendar Last Updated On: Dec 2, 2008
Located in Siesta Key, Florida. “The Best Sand Beach in America” (according to The Travel Channel). Siesta Key Beach is renowned for its breath-taking sunsets,...

Oceanfront/Beachfront Condo with Intercoastal Boat Docks – Property 182811

  • Siesta Key rental - condo, 2 bedrooms, sleeps 6, 2 bathrooms, beach, near the ocean, swimming pool
  • $1,345 - $1,595/week
  • Calendar Last Updated On: Dec 2, 2008
It is all about the view at Fisherman's Cove. Panoramic views, spectacular sunsets, a Margarita in hand and a special person to share it with, makes this condo a...

Siesta Key Florida - 2 Bedroom/2 Bath with Heated Pool, Tennis, Private Beach – Property 193244

  • Siesta Key rental - townhome, 3 bedrooms, sleeps 6, 2 bathrooms, beach, waterfront, washing machine
  • $650 - $1,250/week
  • Calendar Last Updated On: Dec 4, 2008
Relax and enjoy full views of the Bay and the boats and dolphins. This beautiful Mediterranean style 2 bedroom condominium includes a 2 car garage and is located...

Gulf Front, Beach Front 2 Bedroom Condo with Heated Pool Tennis at Midnight Cove – Property 172373

  • Siesta Key rental - condo, 2 bedrooms, sleeps 6, 2 bathrooms, beach, waterfront, accept credit card
  • $1,195 - $1,995/week
  • Calendar Last Updated On: Dec 4, 2008
Featuring direct ocean front views of the Gulf, this newly renovated Mediterranean style condominium is located ocean side at the Midnight Cove I Condominiums in...

Spacious, Cresent Beach View, Updated Condo in Luxurious Cresent Royale – Property 177291

  • Siesta Key rental - condo, 2 bedrooms, sleeps 8, 2 bathrooms, beach, waterfront, accept credit card
  • $886/week
  • Calendar Last Updated On: Dec 1, 2008
Vacation on one of the world’s best beaches-Crescent Beach, Siesta Key in Sarasota, Florida. Nestled in the Gulf of Mexico, condominium unit is located in upscale...

Deluxe Gulf-to-Bay 3-bdr. Townhouse/Private Access to Siesta Beach – Property 305951

  • Siesta Key rental - townhome, 3 bedrooms, sleeps 6, 2 bathrooms, beach, resort, accept credit card
  • $1,200/week
  • Calendar Last Updated On: Dec 3, 2008
Weeks in March 2009 Now Available (please check Calendar). This townhouse is located within the Gulf and Bay Club Bayside resort on Siesta Key.

Waterfront Condo, Across from Crescent Beach – Property 110128

  • Siesta Key rental - condo, 2 bedrooms, sleeps 4, 2 bathrooms, air-conditioning, washing machine
  • Calendar Last Updated On: Dec 1, 2008
Beautifully furnished 2 bedroom, 2 bathroom apartment in luxury building. Brand New Kitchen, Bathrooms And Flooring!! No expense spared...granite countertops,...

Beautiful Condo Across from Award-Winning Siesta Key Beach! – Property 174019

  • Siesta Key rental - condo, 2 bedrooms, sleeps 6, 2 bathrooms, near the ocean, swimming pool
  • $450 - $925/week
  • Calendar Last Updated On: Dec 1, 2008
2 BR/2 BA condo located across from Siesta Beach on sunny Siesta Key. This bright, quiet, second floor unit is fully furnished for all of your vacation and living...

Siesta Key Comfort – Property 104184

  • Siesta Key rental - condo, 1 bedroom, sleeps 4, 1 bathroom, beach, near the ocean, swimming pool
  • Calendar Last Updated On: Dec 1, 2008
This is a beautifully appointed, one bedroom condo in a well maintained complex that comes completely ready for your visit. It sleeps four, with a queen-size bed in...
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