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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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
  • $1,325 - $1,575/week
  • Calendar Last Updated On: Jul 3, 2009
Location, Location, Location! We are located directly on the Gulf of Mexico on the best part of Crescent Beach, located in Siesta Key.

Luxury Condo, Direct Beachfront, Phenomenal Views of Siesta Key Beach – Property 247524

  • Siesta Key rental - condo, 2 bedrooms, sleeps 6, 2 bathrooms, beach, waterfront, accept credit card
  • $1,295 - $1,885/week
  • Calendar Last Updated On: Jul 3, 2009
Luxury penthouse condo, located directly on the Gulf of Mexico on the island of Siesta Key in Sarasota Florida. The condo unit has all the comforts of home with...

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 - $1,100/week
  • Calendar Last Updated On: Jul 3, 2009
Free DSL Wireless Internet Access Free Local Phone Calls. If you do not want to bring a laptop, check your email on the desktop provided for your use in the front...

Villa 32 – Property 62180

  • Siesta Key rental - villa, 2 bedrooms, sleeps 4, 2 bathrooms, coffee maker, toaster
  • $1,008 - $1,589/week
  • Calendar Last Updated On: Jul 3, 2009
Island House Beach Resort, Siesta Key Florida, Crescent Beach - This lovely unit is approx. 1000 sq. ft. It has 2 bedrooms, 2 baths, large living area, dining area,...

Villa 28 – Property 62179

  • Siesta Key rental - villa, 2 bedrooms, sleeps 6, 2 bathrooms, coffee maker, toaster
  • $1,008 - $1,589/week
  • Calendar Last Updated On: Jul 3, 2009
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,...

Villa 38 – Property 62186

  • Siesta Key rental - villa, 2 bedrooms, sleeps 6, 2 bathrooms, coffee maker, toaster
  • $1,008 - $1,589/week
  • Calendar Last Updated On: Jul 3, 2009
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,...

Morgan - Midnight Cove II 127 - Direct on Little Sarasota Bay – Property 170561

  • Siesta Key rental - condo, 2 bedrooms, sleeps 6, 1 bathroom, 1 half bath, near the ocean, waterfront, accept credit card
  • $800 - $1,000/week
  • Calendar Last Updated On: Jul 2, 2009
*** One week minimum rental - No pets - non-smoking *** This beautiful 2 bedroom condo is directly on Little Sarasota Bay on Siesta Key in Sarasota, Florida.

Siesta Key Beach Villa – Property 166106

  • Siesta Key rental - villa, 1 bedroom, sleeps 4, 1 bathroom, 1 half bath, beach, waterfront, accept credit card
  • $748 - $1,059/week
  • Calendar Last Updated On: Jul 2, 2009
Gulf and Bay Club Bayside is one of the newest and most attractive condominium units on Siesta Key. Siesta Key is a small island located off the Gulf Coast of...

10 South – Property 62211

  • Siesta Key rental - house, 2 bedrooms, sleeps 4, 2 bathrooms, children welcome, pets not allowed
  • $1,302 - $2,086/week
  • Calendar Last Updated On: Jul 2, 2009
2 bed, 2 bath apt. King, 2 twins, premium channels<br /> Southeast building, ground floor Turnday: Any. Amenities: Air Conditioning, Bedding 1, Bedding 2, Bedding 3,...

Villa 33 – Property 62181

  • Siesta Key rental - villa, 2 bedrooms, sleeps 6, 2 bathrooms, coffee maker, toaster
  • $1,008 - $1,589/week
  • Calendar Last Updated On: Jul 2, 2009
Island House Beach Resort - Siesta Key Florida, Crescent Beach - This large villa is approx. 1000 sq. ft. It has a large living area, dining area, fully equipped...

Villa 9 – Property 62162

  • Siesta Key rental - villa, 2 bedrooms, sleeps 5, 2 bathrooms, coffee maker, toaster
  • $1,008 - $1,589/week
  • Calendar Last Updated On: Jul 2, 2009
Island House Beach Resort - Siesta Key Florida, Crescent Beach - This large villa is approx. 1000 sq. ft. It has a large living area, dining area, fully equipped...

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
  • $895 - $1,795/week
  • Calendar Last Updated On: Jul 2, 2009
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,...

Penthouse Gulf and Bay Views – Property 117945

  • Siesta Key rental - condo, 2 bedrooms, sleeps 6, 2 bathrooms, beach, near the ocean, swimming pool
  • $828 - $1,185/week
  • Calendar Last Updated On: Jul 2, 2009
Breathtaking! This is the best description of Siesta Key beach. Seven miles long, Siesta Key is a barrier island joined to Sarasota by two bridges. Our 2 bedroom, 2...

~~WOW! Find Out What Native Floridians Already Knew~~Siesta Key Beach Voted #2 – Property 310061

  • Siesta Key rental - condo, 2 bedrooms, sleeps 6, 2 bathrooms, beach, waterfront, accept credit card
  • Calendar Last Updated On: Jul 2, 2009
Siesta Key -- Voted 2009 #2 Beach in the WORLD!!! by dr. beach Welcome to The Jamaica Royale, the vacation you deserve. Nestled by the white sandy beaches on...

Private Vacation Getaway, Pool, Beaches, Restaurants, Golf, Shopping – Property 232474

  • Siesta Key rental - house, 3 bedrooms, sleeps 8, 2 bathrooms, beach, village, swimming pool
  • $1,100/week
  • Calendar Last Updated On: Jul 1, 2009
Enjoy the privacy of our vacation home located in a quiet neighborhood just minutes from the beaches of Siesta Key, and many of the area's best restaurants, golf...

Spectacular Ocean Front Crystal Sands Condo Aug-Sept available. – Property 182546

  • Siesta Key rental - condo, 2 bedrooms, sleeps 6, 2 bathrooms, beach, waterfront, accept credit card
  • $1,295 - $1,885/week
  • Calendar Last Updated On: Jul 2, 2009
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.

Villa 13 – Property 62166

  • Siesta Key rental - villa, 2 bedrooms, sleeps 6, 2 bathrooms, coffee maker, toaster
  • $1,008 - $1,589/week
  • Calendar Last Updated On: Jul 1, 2009
Island House Beach Resort - Siesta Key Florida - Crescent Beach. This large 2 bedroom, 2 bath villa is 1000 sq. ft. It has a large living area, dining area, full...

2 North – Property 62190

  • Siesta Key rental - house, 2 bedrooms, sleeps 4, 2 bathrooms, coffee maker, toaster
  • $1,302 - $2,086/week
  • Calendar Last Updated On: Jul 1, 2009
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.

Villa 1 – Property 62154

  • Siesta Key rental - villa, 2 bedrooms, sleeps 6, 2 bathrooms, coffee maker, toaster
  • $1,008 - $1,589/week
  • Calendar Last Updated On: Jul 1, 2009
This Unit is located at Island House Beach Resort on the beautiful Crescent Beach in Siesta Key Florida. It is approximately 1000 square ft.

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
  • $1,150 - $1,975/week
  • Calendar Last Updated On: Jul 1, 2009
This townhouse is located within the Gulf and Bay Club Bayside resort on Siesta Key. The location is within walking distance of the Siesta Public Beach and Siesta...
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