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 'A Barrier Island' Florida's Cultural Coast – Property 188943

  • Siesta Key rental - condo, 2 bedrooms, sleeps 6, 2 bathrooms, swimming pool, air-conditioning
  • $1,295 - $1,795/week
  • Calendar Last Updated On: Jul 22, 2008
'Crystal Sands, Siesta Key, Sarasota'-- Swim and play on the beach with the 'whitest finest sand in the world.' Each evening view a magnificent sunset from your...

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

  • Siesta Key rental - house, 3 bedrooms, sleeps 6, 2 bathrooms, beach, near the ocean, accept credit card
  • $1,100 - $1,200/week
  • Calendar Last Updated On: Jul 22, 2008
Charming, beautiful home located on very quiet private cu-de-sac near the beach. Great Location, convenience, tranquility and romance!!

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/week
  • Calendar Last Updated On: Jul 22, 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 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
  • $995 - $1,495/week
  • Calendar Last Updated On: Jul 22, 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,...

Spectacular Location - Close to Everything! – Property 172205

  • Siesta Key rental - condo, 2 bedrooms, sleeps 6, 2 bathrooms, near the ocean, resort, swimming pool
  • $797 - $1,197/week
  • Calendar Last Updated On: Jul 21, 2008
Escape to tropical paradise in this charming “old Key West” island style village just steps from world famous Siesta Key Crescent Beach.

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: Jul 21, 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...

Across from Crescent Beach, beautiful Siesta Key Resort! – Property 126696

  • Siesta Key rental - townhome, 2 bedrooms, sleeps 6, 2 bathrooms, beach, resort, accept credit card
  • $895 - $1,231/week
  • Calendar Last Updated On: Jul 21, 2008
Across the street is our private access to one of the BEST beaches - Crescent Beach on Siesta Key. FREE High Speed Internet access - just bring your laptop. Gulf &...

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

  • Siesta Key rental - villa, 3 bedrooms, sleeps 6, 2 bathrooms, beach, near the ocean, swimming pool
  • Calendar Last Updated On: Jul 22, 2008
This newly renovated villa is conveniently located across the street from the famous white, sugary-soft sand of Siesta Beach in Siesta Key, Florida.

Canal Home with Heated Pool - Walk to Beach & Village – Property 150954

  • Siesta Key rental - house, 4 bedrooms, sleeps 8, 3 bathrooms, swimming pool, air-conditioning
  • Calendar Last Updated On: Jul 21, 2008
Professionally decorated, professionally managed, vacation home with screen enclosed, heated, salt-water pool. Lush gardens front and back, with lots of fruit trees...

Beautiful Siesta Beach Condo – Property 187654

  • Siesta Key rental - condo, 3 bedrooms, sleeps 6, 2 bathrooms, beach, waterfront, accept credit card
  • $990 - $2,000/week
  • Calendar Last Updated On: Jul 21, 2008
Large open floor plan with cathedral ceilings. Large 37' high def TV in great room with TV’s and DVD’s in the others. Beautiful views from 2 balconies, one off...

BOATERS WELCOME! Spacious Condo on Lovely Lagoon Across from Gulf – Property 117639

  • Siesta Key rental - condo, 2 bedrooms, sleeps 4, 2 bathrooms, near the ocean, resort, swimming pool
  • $650 - $1,150/week
  • Calendar Last Updated On: Jul 20, 2008
Spot manatees, manta rays or dolphins! This spacious, twelve step walk-up corner condo is on a beautiful lagoon just a block from quiet Turtle Beach.

El Presidente, Remodeled, Beautiful, Net Access, *Best Beach Location* – Property 138447

  • Siesta Key rental - condo, 2 bedrooms, sleeps 6, 2 bathrooms, beach, near the ocean, swimming pool
  • $1,145 - $1,650/week
  • Calendar Last Updated On: Jul 20, 2008
Location... Location... Location! El Presidente condominium is located on the best part on Crescent Beach, which is located on Siesta Key Beach.

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 - $1,159/week
  • Calendar Last Updated On: Jul 20, 2008
We have Free DSL Wireless Internet Access in our condo and Free Local Phone Calls. If you do not want to bring a laptop, check your email on the desktop provided for...

Siesta Key Beachfront Luxurious Condo on Beautiful Crescent Beach – Property 304923

  • Siesta Key rental - condo, 2 bedrooms, sleeps 6, 2 bathrooms, beach, waterfront, accept credit card
  • $1,200 - $1,725/week
  • Calendar Last Updated On: Jul 20, 2008
Our second floor, gulf-front apartment offers a spectacular, uninterrupted view down beautiful Crescent Beach. Located on the southwest corner of the south building,...

Direct Oceanfront, Renovated, Luxury 2 Bedroom Condo with heated Pool and Tennis – Property 172373

  • Siesta Key rental - condo, 2 bedrooms, sleeps 6, 2 bathrooms, beach, waterfront, accept credit card
  • $1,195 - $1,795/week
  • Calendar Last Updated On: Jul 22, 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...

Full View of the Water - 2 Bedroom/2 Bath Townhome with Garage – Property 193244

  • Siesta Key rental - townhome, 2 bedrooms, sleeps 4, 2 bathrooms, beach, waterfront, washing machine
  • $998 - $1,750/week
  • Calendar Last Updated On: Jul 22, 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...

Luxury Gulf View Condo - 3rd Level - 2 BR/2 BA - Sleeps 6 – Property 193245

  • Siesta Key rental - condo, 2 bedrooms, sleeps 6, 2 bathrooms, beach, waterfront, swimming pool
  • $995 - $1,495/week
  • Calendar Last Updated On: Jul 22, 2008
Leave your every day worries behind and relax and rejuvenate at this tropical Gulf Coast paradise. Walk the beach that has been recognized as the 'Best Sand Beach in...

Siesta Key (Beach House) – Property 181925

  • Siesta Key rental - house, 2 bedrooms, sleeps 8, 2 bathrooms, 1 half bath, beach, near the ocean, swimming pool
  • $850/week
  • Calendar Last Updated On: Jul 18, 2008
.the property is located at 1108, windsong lane, sarasota 34242. and is accessed off 5950, midnight pass rd.the lane leads directly onto the sand and it's under two...

Siesta Key Beachfront Luxury Condo - The Best Location on the Key – Property 195151

  • Siesta Key rental - condo, 2 bedrooms, sleeps 6, 2 bathrooms, beach, waterfront, accept credit card
  • $999 - $1,399/week
  • Calendar Last Updated On: Jul 18, 2008
Stay at the Best location on Seista Key. Crescent Royale Luxury Beach Front Condo at the most beautiful beach in Florida. Our 4th floor condominium features 2...

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: Jul 22, 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!!
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