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

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Vacation Rentals in Siesta Key

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Relaxation in Siesta Key – Property 927198

  • Siesta Key rental - house, 3 bedrooms, sleeps 6, 3 bathrooms, Beach, Village, Private Pool
  • $1,500/week
  • Calendar Last Updated On: May 18, 2013
Beautiful Siesta Key Beach is walking distance away - 5 minutes by bike, 2 minutes by car! The quaint Siesta Key Village is filled with many great restaurants,...

Luxury Beach Condo with Best views and Sunsets on Siesta Key – Property 300131

  • Siesta Key rental - condo, 2 bedrooms, sleeps 6, 3 bathrooms, accept credit card, Beach, Waterfront
  • $2,200/week
  • Calendar Last Updated On: May 18, 2013
Located on the beautiful white sand beach of Siesta Key. We are a short 5 minute walk to The Village of Siesta Key where you can find a wide selection of...

VILLA W BEAUTIFUL GARDEN PATIO! 3 min WALK TO BEACH/POOL! – Property 971992

  • Siesta Key rental - villa, 1 bedroom, sleeps 4, 1 bathroom, accept credit card, Beach, Village
  • $700 - $1,150/week
  • Calendar Last Updated On: May 18, 2013
Do you prefer a single-story villa over a high-rise? Your own garden patio over a balcony? This might be your best Siesta Key vacation yet! Our Villa #3 at Ebb Tide...

SIESTA GEM! VILLA W GARDEN PATIO! POOL/BEACH 3 minute walk – Property 377411

  • Siesta Key rental - villa, 1 bedroom, sleeps 4, 1 bathroom, accept credit card, Beach, Village
  • $600 - $1,050/week
  • Calendar Last Updated On: May 18, 2013
If you're looking for a great vacation getaway and prefer the style of a single-story villa over a high-rise condo, you've found your place!

Welcome to Sugarland, Your Dream Home Directly on the Beach! – Property 300199

  • Siesta Key rental - condo, 2 bedrooms, sleeps 6, 2 bathrooms, limited accessibility, wheelchair accessible
  • Calendar Last Updated On: May 18, 2013
Welcome to Sugarland, your dream home located directly on Siesta Key beach, rated the whitest, finest sand beach in the world!

Beautiful Condo with Ocean Front Pool on the #1 Beach in the Country – Property 906413

  • Siesta Key rental - condo, 2 bedrooms, sleeps 6, 2 bathrooms, accept credit card, Beach, Waterfront
  • Calendar Last Updated On: May 18, 2013
Vacation in paradise on the powdery white shoreline of the #1 beach in the country...Siesta Key's Crescent Beach. Enjoy the pristine beach covered with white crystal...

House Of The Sun #414GF – Property 3196103

  • Siesta Key rental - condo, 2 bedrooms, sleeps 6, 2 bathrooms, Air Conditioning, Television
  • $1,539 - $2,182/week
  • Calendar Last Updated On: May 18, 2013
This Gulf Front condo recently underwent a rennovation that boasts new granite countertops and cabinets in the kitchen and both bathrooms, new carpeting throughout...

Two Bedrooms—Two Baths—Sleeps Six—Pool and Laundry – Property 3498547

  • Siesta Key rental - apartment, 2 bedrooms, sleeps 6, 2 bathrooms, Village, Balcony
  • Calendar Last Updated On: May 18, 2013
Welcome to KEY WEST House, a small, friendly beach rental complex located only three blocks from world famous Siesta Key Beach.

House Of The Sun #412GV – Property 3196101

  • Siesta Key rental - condo, 2 bedrooms, sleeps 4, 2 bathrooms, Air Conditioning, Television
  • $1,255 - $1,837/week
  • Calendar Last Updated On: May 18, 2013
This Gulf View unit is nice and cozy with it's warm decor. This unit has tile throughout the kitchen and living room, carpet in the bedrooms, leather furniture,...

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: May 18, 2013
Enter this Gulf Front beach getaway that is decorated throughout with seashells and items from the sea. This unit has beige carpet throughout all common areas and...
SPECIAL OFFER! Up to 7 wks,12/7-1/25 for the price of 4 December 7 - January 25

5 Star 'True' Direct Beach-Front ! (The Absolute Best of the Best !) – Property 147350

  • Siesta Key rental - condo, 2 bedrooms, sleeps 5, 1 bathroom, 1 half bath, Beach, Resort, Village, Waterfront, Communal Pool
  • Calendar Last Updated On: May 17, 2013
Our 'True' Direct Beach-Front home on 'world famous' Crescent Beach on Siesta Key has the absolute best direct Gulf-Front views on the island.

Delightful Apartment - Walk to Beach, shops, bars & restaurants – Property 970029

  • Siesta Key rental - apartment, 1 bedroom, sleeps 2, 1 bathroom, Beach, Village, Air Conditioning
  • $429 - $699/week
  • Calendar Last Updated On: May 17, 2013
This delightful ground floor level apartment is located in a quiet residential area and close to the water. Only a 15/20 minute walk over the bridge to lovely Siesta...

Siesta Key Beach #1 in USA steps to Banyan Tree Beach Resort 'Key West' unit – Property 218253

  • Siesta Key rental - house, 2 bedrooms, sleeps 6, 2 bathrooms, Beach, Village, Balcony
  • Calendar Last Updated On: May 17, 2013
***Please ask about 'availablity' and rates***. This large, two-bedroom/two-bath deluxe unit comes with a king-size bed, a queen-size bed, and a queen-size sleeper...

The Hummingbird Beach House!Short Walk to Beach & Village – Property 982529

  • Siesta Key rental - house, 6 bedrooms, sleeps 20, 6 bathrooms, wheelchair accessible, Beach, Village
  • Calendar Last Updated On: May 17, 2013
***Please call for availability and rates*** Located on popular Siesta Key in Sarasota, Florida, The Hummingbird Beach House offers the perfect vacation getaway....

2,150 Square Foot Gulfside Beachfront Townhouse. – Property 117853

  • Siesta Key rental - condo, 2 bedrooms, sleeps 6, 2 bathrooms, 1 half bath, Beach, Resort, Tennis Court
  • Calendar Last Updated On: May 17, 2013
On the beach, this spacious 2,150 sq. ft. townhouse is a rare find on Siesta Key. This non smoking, pet free unit is on the 2nd and 3rd floor of a three story...

A Brief Walk to Siesta Key Village and the Beach – Property 3497799

  • Siesta Key rental - condo, 2 bedrooms, sleeps 6, 2 bathrooms, accept credit card, Beach, Near The Ocean, Town, Village, Waterfront
  • $1,300/week
  • Calendar Last Updated On: May 17, 2013
The perfect getaway! Enjoy your private oasis in the heart of Siesta Key. Just a 2-minute walk to the Village – with its restaurants and shopping – and just a...

Private Beachfront and Pool, Tennis Court ,Siesta Key Condo w/ all Amenities – Property 294435

  • Siesta Key rental - condo, 2 bedrooms, sleeps 6, 2 bathrooms, accept credit card, wheelchair accessible
  • $1,150 - $1,250/week
  • Calendar Last Updated On: May 17, 2013
Best beach in the Continental U.S. , according to Travelers Magazine.Siesta Key is a 7 mile, barrier Island located on the Gulf of Mexico.

Luxury Siesta Key Home – Property 3505236

  • Siesta Key rental - house, 3 bedrooms, sleeps 6, 3 bathrooms, Private Pool
  • Calendar Last Updated On: May 17, 2013
Seasonal Luxury rental on the

Siesta Bayside: Living on the Water in Siesta Key – Property 323441

  • Siesta Key rental - apartment, 2 bedrooms, sleeps 5, 1 bathroom, 1 half bath, accept credit card, Beach, Waterfront
  • $574 - $1,000/week
  • Calendar Last Updated On: May 17, 2013
Step out the back door of your ground floor apartment and in seconds you're standing on a boating and fishing dock, surrounded by lush tropical foliage.

Siesta Key Luxury Condo Across the Street from the Beaches – Property 945430

  • Siesta Key rental - condo, 2 bedrooms, sleeps 6, 1 bathroom, accept credit card, Beach, Near The Ocean
  • $875/week
  • Calendar Last Updated On: May 17, 2013
Location! Location! Location! Walk out the door, across the street and onto the #1 ranked beaches in America! This beautiful condo sleeps up to 6 people and has been...
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