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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Spacious vacation rental condo with lagoon views, beach access, and pool – Property 359425

  • Siesta Key rental - condo, 3 bedrooms, sleeps 6, 2 bathrooms, 1 half bath, Beach, Waterfront, Communal Pool
  • $800 - $1,295/week
  • Calendar Last Updated On: Jun 19, 2013
Spacious and clean, this 2 two story condo at Midnight Cove II has 3 bedrooms and 2.5 baths to accompany you and your guests.

Beautiful Beach Cottage in high-rise condominium with water views – Property 3495585

  • Siesta Key rental - condo, 2 bedrooms, sleeps 4, 2 bathrooms, Communal Pool, Balcony
  • $1,473/week
  • Calendar Last Updated On: Jun 19, 2013
This newly renovated two bedroom/two bath condo accommodates four comfortably and offers tropical décor and tile throughout. Once inside you will find a fully...

Tropical landscape, easy access, affordable rates. – Property 212206

  • Siesta Key rental - condo, 2 bedrooms, sleeps 6, 2 bathrooms, Beach, Resort, Communal Pool
  • $650 - $1,000/week
  • Calendar Last Updated On: Jun 19, 2013
This 2 bedroom 2 bath unit is located on the intercoastal just across the street from Siesta Key Beach. There are no stairs to worry about here!

Morgan - Crystal Sands #311 - Completely Renovated 2 Bedroom / 2 Bath – Property 3022969

  • Siesta Key rental - condo, 2 bedrooms, sleeps 6, 2 bathrooms, Beach, Waterfront, Air Conditioning
  • $1,800 - $2,500/week
  • Calendar Last Updated On: Jun 19, 2013
This condo had a complete renovation in 2008 / 2009. Everything is still like new. New plasma TVs and Blu-ray players July 2012, new computer with wireless...

Morgan - Crystal Sands #910 - Completely Renovated 2 Bedroom / 2 Bath – Property 995953

  • Siesta Key rental - condo, 2 bedrooms, sleeps 6, 2 bathrooms, Beach, Waterfront, Air Conditioning
  • $1,800 - $2,500/week
  • Calendar Last Updated On: Jun 19, 2013
This condo had a complete renovation in 2006 and is handicap-accessible. Everything is still like new. It has new cabinets, countertops, ceramic tile throughout.

Morgan - Crystal Sands #V4 - Updated 2 Bedroom / 2 Bath with Garage – Property 962771

  • Siesta Key rental - villa, 2 bedrooms, sleeps 6, 2 bathrooms, Beach, Near The Ocean, Waterfront, Air Conditioning
  • $1,200 - $1,800/week
  • Calendar Last Updated On: Jun 19, 2013
New owners added: New flat screen TV's – Living Rm (Plasma 47” & Blu-ray DVD player), Master Bedroom (LCD 37” and DVD player) , Twin Bedroom (LED 24” and DVD...

Morgan - Crystal Sands #V12A - Completely Renovated 3 Bed / 2 Bath w/Garage – Property 975511

  • Siesta Key rental - villa, 3 bedrooms, sleeps 6, 2 bathrooms, Beach, Near The Ocean, Waterfront, Air Conditioning
  • $1,600 - $2,300/week
  • Calendar Last Updated On: Jun 19, 2013
This Villa had a complete renovation in 2006. Everything is still like new. One of the few 3 bedroom rentals available at not only Crystal Sands, but on Siesta Key.

Morgan - Palm Bay Club #84 Tower - Completely Renovated 1 Bedroom / 1 Bath – Property 3495040

  • Siesta Key rental - condo, 1 bedroom, sleeps 4, 1 bathroom, Air Conditioning, Internet
  • $1,375 - $2,300/week
  • Calendar Last Updated On: Jun 19, 2013
This condo has been completely renovated; everything is new. The lanai has been converted into a direct oceanview dining room with sliding windows and screens.

Morgan - Crystal Sands #V22 - Completely Renovated 2 Bed / 2 Bath w/ Garage – Property 3465658

  • Siesta Key rental - villa, 2 bedrooms, sleeps 6, 2 bathrooms, Beach, Near The Ocean, Air Conditioning
  • $1,200 - $1,800/week
  • Calendar Last Updated On: Jun 19, 2013
Crystal Sands Villa #22 has been recently updated with the kitchen opened up into an open floor plan with the living room and dining area, new front door and garage...

Gulf & Bay Club Bayside – Property 3190644

  • Siesta Key rental - condo, 3 bedrooms, sleeps 6, 2 bathrooms, Communal Pool, Internet
  • $1,200 - $1,975/week
  • Calendar Last Updated On: Jun 19, 2013
RVA features Gulf & Bay Club Bayside, a lushly landscaped property located on beautiful Siesta Key. It offers direct beach access, so you are never far from Siesta...

Morgan - Crystal Sands #803 - Completely Renovated 2 Bedroom / 2 Bath – Property 181563

  • Siesta Key rental - condo, 2 bedrooms, sleeps 6, 2 bathrooms, Beach, Waterfront, Air Conditioning
  • $1,800 - $2,500/week
  • Calendar Last Updated On: Jun 19, 2013
Crystal Sands #803 is one of the most popular condos available for rental at Crystal Sands, with a complete 180 degree view from the screened lanai.

Morgan - Crystal Sands #107 - Renovated 2 Bedroom / 2 Bath – Property 171249

  • Siesta Key rental - condo, 2 bedrooms, sleeps 6, 2 bathrooms, Beach, Waterfront, Air Conditioning
  • $1,800 - $2,500/week
  • Calendar Last Updated On: Jun 19, 2013
This condo had a complete renovation in 2007. Everything is still like new. One of only a few 1st floor rental available at Crystal Sands, 10 steps from the lanai...

House Of The Sun #404GS – Property 3196093

  • Siesta Key rental - condo, 2 bedrooms, sleeps 4, 2 bathrooms, Air Conditioning, Television
  • $1,087 - $1,575/week
  • Calendar Last Updated On: Jun 19, 2013
Welcome to House of the Sun - Unit 404 - “your vacation home on the beach.” This unit has fresh paint throughout in soothing linen and beige colors, and also new...

20% off stays July-Oct. Wi-Fi, HDTV, Boat Docking Available! – Property 217665

  • Siesta Key rental - condo, 2 bedrooms, sleeps 4, 1 bathroom, 1 half bath, accept credit card, Beach, Waterfront
  • $568 - $1,070/week
  • Calendar Last Updated On: Jun 19, 2013
Light, bright and comfortable. This unit has been remodeled with granite counters, new baths, tile floors and Tommy Bahma style furniture.

Beautiful Siesta Key condo across the street from Siesta Key Beach – Property 185765

  • Siesta Key rental - condo, 2 bedrooms, sleeps 6, 1 bathroom, 1 half bath, accept credit card, Near The Ocean, Waterfront
  • Calendar Last Updated On: Jun 19, 2013
Perfect location for boaters and beach lovers, located In the Midnight Cove II complex. Our condo is on the third floor with a fantastic water view, looking out over...

Siesta Key vacation condo rental with beach access and pool – Property 960830

  • Siesta Key rental - condo, 2 bedrooms, sleeps 4, 1 bathroom, Beach, Village, Communal Pool
  • $710 - $1,170/week
  • Calendar Last Updated On: Jun 19, 2013
Well appointed ground floor unit, always clean and well maintained. Sit out on the large lanai for breakfast during the cool mornings before hitting the beach via...

House Of The Sun #207GS – Property 3196066

  • Siesta Key rental - condo, 2 bedrooms, sleeps 4, 2 bathrooms, Air Conditioning, Television
  • $1,087 - $1,575/week
  • Calendar Last Updated On: Jun 19, 2013
This Gulf Side unit has a lot of pizazz!! The unit has brand new tile in the kitchen and living area and an updated kitchen with granit counter tops.

House Of The Sun #315GF – Property 3196088

  • Siesta Key rental - condo, 2 bedrooms, sleeps 6, 2 bathrooms, Air Conditioning, Television
  • $1,539 - $2,182/week
  • Calendar Last Updated On: Jun 19, 2013
This newly rennovated Gulf Front unit will make you feel right at home with it's warm and cozy decor. Neutral tile throughout the common areas, updated kitchen with...

House Of The Sun #216GF – Property 3196075

  • Siesta Key rental - condo, 2 bedrooms, sleeps 6, 2 bathrooms, Air Conditioning, Parking
  • $1,539 - $2,182/week
  • Calendar Last Updated On: Jun 19, 2013
This newly renovated Gulf Front unit offers pristine views of the beautiful turquoise waters and white sandy beach. Once you enter this unit you will find a fully...

House Of The Sun #214GV – Property 3196073

  • Siesta Key rental - condo, 2 bedrooms, sleeps 4, 2 bathrooms, Air Conditioning, Television
  • $1,255 - $1,837/week
  • Calendar Last Updated On: Jun 19, 2013
Enter this Gulf Front beach getaway that is decorated throughout with seashells and items from the sea. This unit has been freshly repainted, has newly installed...
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