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

  • Siesta Key rental - condo, 2 bedrooms, sleeps 6, 2 bathrooms, beach, waterfront, pool
  • $1,665 - $1,885/week
  • Calendar Last Updated On: Nov 20, 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...

All NEW! Beautiful and Luxurious! across from Crescent Beach! – Property 126696

  • Siesta Key rental - townhome, 2 bedrooms, sleeps 6, 2 bathrooms, beach, resort, sauna
  • $895 - $1,231/week
  • Calendar Last Updated On: Nov 20, 2009
Gulf & Bay Club Bayside is a Resort complex of Key West style Town Homes all with one car attached garages. Gulf & Bay Club Bayside offers *two heated pools...

Morgan - Crystal Sands 702 Completely Renovated Oceanfront Condo – Property 160926

  • Siesta Key rental - condo, 2 bedrooms, sleeps 6, 2 bathrooms, beach, waterfront, pool
  • $1,500 - $2,100/week
  • Calendar Last Updated On: Nov 20, 2009
*** Non-smoking - No pets *** When you’re seeking a retreat from the ordinary, escape to Morgan Properties’ vacation rentals.

Spacious 2-Story Town Home on Water - Steps from Beach - Beautifully Redone – Property 141347

  • Siesta Key rental - townhome, 2 bedrooms, sleeps 6, 2 bathrooms, 1 half bath, beach, waterfront, tennis court
  • $900 - $1,400/week
  • Calendar Last Updated On: Nov 20, 2009
On the water and nearly 1800 sq. ft., this is a beautifully re-done Siesta Key, two-story town home overlooking the boat docks and harbor on the bayside.

Spectacular Location - Close to Everything! – Property 172205

  • Siesta Key rental - condo, 2 bedrooms, sleeps 6, 2 bathrooms, near the ocean, resort, sauna
  • $697 - $1,197/week
  • Calendar Last Updated On: Nov 20, 2009
Escape to tropical paradise in this charming “old Key West” island style village just steps from world famous Siesta Key Crescent Beach.

Island House Beach Resort – Property 62217

  • Siesta Key rental - condo, 2 bedrooms, sleeps 4, 2 bathrooms, adventure, air-conditioning
  • $1,302 - $2,086/week
  • Calendar Last Updated On: Nov 20, 2009
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 62166

  • Siesta Key rental - villa, 2 bedrooms, sleeps 6, 2 bathrooms, adventure, air-conditioning
  • $1,008 - $1,589/week
  • Calendar Last Updated On: Nov 20, 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...

Island House Beach Resort – Property 62205

  • Siesta Key rental - condo, 2 bedrooms, sleeps 6, 2 bathrooms, adventure, air-conditioning
  • $1,302 - $2,086/week
  • Calendar Last Updated On: Nov 20, 2009
Island House Beach Resort!!Ground Floor, Crescent Beach, Siesta Key Florida. This beautifully maintained complex is located on the widest part of one of the best...

Island House Beach Resort – Property 62171

  • Siesta Key rental - villa, 2 bedrooms, sleeps 4, 2 bathrooms, adventure, air-conditioning
  • $1,008 - $1,589/week
  • Calendar Last Updated On: Nov 20, 2009
Island House Beach Resort - Siesta Key Florida, Crescent Beach - This large 2 bedrooms, 2 bath villa is approx. 1000 sq. ft. It has a large living area, dining area,...

Beach Road #202 – Property 71877

  • Siesta Key rental - villa, 2 bedrooms, sleeps 6, 3 bathrooms, 1 half bath, adventure, beach
  • $1,600 - $2,500/week
  • Calendar Last Updated On: Nov 20, 2009
ResortQuest Siesta Key Vacation Rentals offers this two-bedroom, three and a half bath villa at Beach Road includes some of the most breathtaking views of the beach!

Island House Beach Resort – Property 62172

  • Siesta Key rental - villa, 2 bedrooms, sleeps 4, 2 bathrooms, adventure, air-conditioning
  • $1,008 - $1,589/week
  • Calendar Last Updated On: Nov 20, 2009
Island House Beach Resort - Siesta Key Florida, Crescent Beach. This large 2 bedrooms, 2 bath villa is 1000 sq. ft. It has a large living area, dining area, full...

Luxury Siesta Key Beachfront Home – Property 207908

  • Siesta Key rental - house, 2 bedrooms, sleeps 6, 2 bathrooms, 1 half bath, beach, waterfront, balcony
  • $2,500 - $3,000/week
  • Calendar Last Updated On: Nov 20, 2009
This charming 2 Bedroom, 2 1/2 Bath home sits directly on Siesta Key Beach. Enjoy the breathtaking views from every room! This home has been fully remodeled inside...

Bright, Airy, Contemporary, Water View, Near Beach – Property 111386

  • Siesta Key rental - condo, 1 bedroom, sleeps 4, 1 bathroom, village, waterfront, air-conditioning
  • Calendar Last Updated On: Nov 20, 2009
Watch pelicans, herons, egrets and boaters from this fully furnished third-floor condo with heated pool, 3 TVs, VCR, free long distance, new bed, enclosed lanai,...

Luxury Penthouse Condo Right on the Water Gulf-to-bay Complex – Property 304486

  • Siesta Key rental - condo, 2 bedrooms, sleeps 4, 2 bathrooms, beach, resort, tennis court
  • $950 - $1,450/week
  • Calendar Last Updated On: Nov 19, 2009
Enjoy the best Florida has to offer at our spacious (1,800 sq. ft.) luxury 2 bedroom, 2 bath waterfront condo directly on the intracoastal waterway in a beach-to-bay...

House of Sun - Gulf View Condo - 3rd Level - 2 BR/2 BA - Siesta Key Beach – Property 193245

  • Siesta Key rental - condo, 2 bedrooms, sleeps 6, 2 bathrooms, beach, waterfront, pool
  • $195 - $1,795/week
  • Calendar Last Updated On: Nov 20, 2009
House of Sun 307 rentals condos is very family-friendly, was recently renovated and has sensational sunset and Gulf views. Finished in warm creams and beiges, this...

Island House Beach Resort – Property 62200

  • Siesta Key rental - condo, 2 bedrooms, sleeps 6, 2 bathrooms, adventure, air-conditioning
  • $1,302 - $2,086/week
  • Calendar Last Updated On: Nov 19, 2009
Island House Beach Resort! Siesta Key Florida, Crescent Beach.This beautifully maintained complex is located on one of the best beaches in Florida.

Peppertree Bay – Property 7020638

  • Siesta Key rental - condo, 1 bedroom, sleeps 2, 2 bathrooms, adventure, beach
  • Calendar Last Updated On: Nov 20, 2009
Discover beautiful sunsets from ResortQuest Siesta Key. Located on the quartz-crystal sands of Siesta Key, Peppertree Bay offers spectacular sunsets over the Gulf...

Affordable 5-Star Condo Steps from Beach! Views! Amenities! – Property 266093

  • Siesta Key rental - condo, 2 bedrooms, sleeps 6, 2 bathrooms, beach, pool
  • $910 - $1,240/week
  • Calendar Last Updated On: Nov 19, 2009
This high demand unit was completely remodeled in 2006! Everything you need to have a relaxing and memorable experience at Siesta Key is in place!

Charming, quiet, elegant home near the beach – Property 181092

  • Siesta Key rental - house, 3 bedrooms, sleeps 6, 2 bathrooms, beach, near the ocean, pool
  • $1,200 - $1,400/week
  • Calendar Last Updated On: Nov 18, 2009
Charming, beautiful home located on very quiet private cu-de-sac near the beach. Great Location, convenience, tranquility and romance!!

Charming Pool-Front Villa across from Crescent Beach – Property 117588

  • Siesta Key rental - villa, 3 bedrooms, sleeps 6, 2 bathrooms, beach, near the ocean, air-conditioning
  • $900/week
  • Calendar Last Updated On: Nov 19, 2009
This newly renovated villa is conveniently located across the street from the famous white, sugary-soft sand of Siesta Beach in Siesta Key, Florida.
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