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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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 19, 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 19, 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 19, 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...

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 18, 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!!

Beachfront Condo - Three Bedroom - Luxury – Property 113929

  • Siesta Key rental - condo, 3 bedrooms, sleeps 8, 2 bathrooms, beach, waterfront, accept credit card
  • $1,495 - $2,095/week
  • Calendar Last Updated On: Jul 17, 2008
Gulf-front retreat... Fall asleep to the sound of the crashing waves beneath your master bedroom window! Throw a tennis ball from your lanai and hit the surf, that...

Siesta Key-Crescent Beach Gulf Side -2 Bedroom 2 Bath Villa in Casa Blanca – Property 152329

  • Siesta Key rental - villa, 2 bedrooms, sleeps 6, 2 bathrooms, beach, near the ocean, accept credit card
  • $750 - $875/week
  • Calendar Last Updated On: Jul 17, 2008
Located on the Gulf Side of Siesta Key, freshly painted and tiled in October 07, this 2 bedroom 2 bath villa is steps away from beautiful Crescent Beach.

Brand-new Luxury Renovation on Crescent Beach - Tennis, Pool, BBQ – Property 174247

  • Siesta Key rental - condo, 2 bedrooms, sleeps 4, 2 bathrooms, beach, resort, swimming pool
  • $1,250 - $1,850/week
  • Calendar Last Updated On: Jul 17, 2008
A totally renovated luxury condominium right on world-famous Crescent Beach! Located at Siesta Breakers - one of the premier properties on Siesta Key.

Charming Beachfront Condo Newly Remodeled with Fabulous Views – Property 150231

  • Siesta Key rental - condo, 2 bedrooms, sleeps 6, 2 bathrooms, beach, near the ocean, accept credit card
  • $915 - $1,325/week
  • Calendar Last Updated On: Jul 16, 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...

1st Floor Midnight Cove 1 Condo with Private Beach – Property 318750

  • Siesta Key rental - condo, 2 bedrooms, sleeps 6, 1 bathroom, 1 half bath, beach, resort, accept credit card
  • $599 - $1,299/week
  • Calendar Last Updated On: Jul 18, 2008
This desirable first floor condo, located in Midnight Cove I, has everything: King size bed in the master bedroom, two twin beds in the guest bedroom along with a...

Luxury Penthouse - Siesta Key's Newest Beach Property! – Property 170390

  • Siesta Key rental - condo, 2 bedrooms, sleeps 4, 2 bathrooms, beach, swimming pool
  • $1,595 - $2,000/week
  • Calendar Last Updated On: Jul 15, 2008
Enjoy Luxury living at this brand-new condominium! Designer-furnished top-floor unit with 11-foot ceilings, granite countertops, Poggenpohl cabinets, high-definition...

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 - $1,290/week
  • Calendar Last Updated On: Jul 17, 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.

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 15, 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,...

Siesta Dunes Condo 8-102 at Siesta Dunes gulf-front complex – Property 220066

  • Siesta Key rental - condo, 2 bedrooms, sleeps 5, 2 bathrooms, beach, waterfront, accept credit card
  • $864/week
  • Calendar Last Updated On: Jul 14, 2008
Siesta Dunes: Welcome to building 8, unit 102, a spacious private first floor garden apartment at the gulf-front Siesta Dunes Beach Condominiums on beautiful Siesta...

Romantic Beachfront Condo with Full Ocean Views – Property 152431

  • Siesta Key rental - condo, 1 bedroom, sleeps 4, 1 bathroom, beach, waterfront, accept credit card
  • $804 - $1,099/week
  • Calendar Last Updated On: Jul 16, 2008
Siesta Key Beach is 55 steps away from this oceanfront condominium complex. Enjoy unobstructed ocean views from this third floor condo that has been totally...

Sophistication, Style & Serenity on Siesta Key: 'Casa de Mariposa' – Property 170576

  • Siesta Key rental - townhome, 3 bedrooms, sleeps 8, 3 bathrooms, beach, village, accept credit card
  • $2,300 - $2,800/week
  • Calendar Last Updated On: Jul 18, 2008
Vacation effortlessly yet luxuriously in one of Siesta Key's premier beach rental homes. Conveniently located steps away from the famous pristine white beach of...

Sophistication, Style & Serenity on Siesta Key: 'Casa de Mariposa' Townhome – Property 170592

  • Siesta Key rental - townhome, 3 bedrooms, sleeps 8, 3 bathrooms, beach, village, accept credit card
  • $2,100 - $2,600/week
  • Calendar Last Updated On: Jul 18, 2008
Vacation effortlessly yet luxuriously in one of Siesta Key's premier beach rental homes. Conveniently located steps away from the famous pristine white beach of...

Siesta Key, Siesta Beach Front Home -on the Beach! – Property 185793

  • Siesta Key rental - house, 2 bedrooms, sleeps 8, 4 bathrooms, beach, waterfront, air-conditioning
  • $2,000 - $3,000/week
  • Calendar Last Updated On: Jul 19, 2008
Siesta Key is ideal for extended family vacations and perfect for a group of friends. Relax and enjoy the spectacular panoramic 180+ degree views of the Gulf of...

Siesta Key Beach Villa – Property 166106

  • Siesta Key rental - villa, 1 bedroom, sleeps 4, 1 bathroom, 1 half bath, beach, waterfront, accept credit card
  • Calendar Last Updated On: Jul 14, 2008
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...

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 19, 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.
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