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

CyberRentals is part of HomeAway.com, the world's leading vacation rentals marketplace. Search over 170,000 vacation rentals properties now! Click here to see more Siesta Key Vacation Rentals

Vacation Rentals in Siesta Key

Go to page 1 2 3 4 5 6 7 8 9 10 11 12 (1-20 of 294) Next Last
Sort by: Show rentals per page

Morgan - Crystal Sands #609 - Completely Renovated 2 Bed / 2 Bath – Property 3594741

  • Siesta Key rental - condo, 2 bedrooms, sleeps 6, 2 bathrooms, Air Conditioning, Internet
  • $1,750 - $2,600/week
  • Calendar Last Updated On: Apr 17, 2014
Crystal Sands #609 has been completely renovated a few years ago. New tile, (3) sets of new sliding lanai doors, king bed in the master, (2) full beds in the guest...

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

  • Siesta Key rental - condo, 2 bedrooms, sleeps 6, 2 bathrooms, Air Conditioning, Internet
  • $1,750 - $2,600/week
  • Calendar Last Updated On: Apr 17, 2014
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.

House Of The Sun #304GS – Property 3196079

  • Siesta Key rental - condo, 2 bedrooms, sleeps 6, 2 bathrooms, Air Conditioning, Internet
  • $1,087 - $1,575/week
  • Calendar Last Updated On: Apr 17, 2014
Virtual Tour This Gulf Side unit is very soothing with it's soft, sage green walls and tile throughout the common areas and beige carpet in both bedrooms.

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: Apr 17, 2014
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...

Spectacular white sands at Siesta Beach, rated best beach in USA – Property 103834

  • Siesta Key rental - condo, 2 bedrooms, sleeps 5, 2 bathrooms, Beach, Near The Ocean, Communal Pool
  • $1,050 - $1,400/week
  • Calendar Last Updated On: Apr 17, 2014
Enjoy nature and culture at its best! Light-filled, two bedroom, two bath, corner unit condo has 2 walls of glass sliders that open onto two large furnished...

WOW Factor Siesta Key Beach Gulf Front Condo in Siesta Dunes on #1 Beach in USA – Property 175907

  • Siesta Key rental - condo, 2 bedrooms, sleeps 6, 2 bathrooms, Hot Tub, Resort
  • $1,450 - $1,600/week
  • Calendar Last Updated On: Apr 17, 2014
Siesta Key is situated on what is known as a barrier island. It measures 7 miles long, lies just offshore from Sarasota, FL. Two bridges connect Siesta Key to the...

Siesta Key (Beach House) – Property 181925

  • Siesta Key rental - house, 3 bedrooms, sleeps 8, 3 bathrooms, accept credit card, pets considered
  • $2,100/week
  • Calendar Last Updated On: Apr 17, 2014
Just steps away to your own private beach access! Just under 2000sq. ft this house is spacious. Three bedrooms, two of which are exceptionally large and one with...

Bring your boat and kayaks! Palm Island home 2 blocks to beach!! – Property 968124

  • Siesta Key rental - house, 2 bedrooms, sleeps 6, 2 bathrooms, accept credit card, pets considered
  • $975 - $1,050/week
  • Calendar Last Updated On: Apr 17, 2014
Enjoy this canal front, remodeled and newly furnished Palm Island private home. Only 2 blocks to #1 Siesta Beach, and a short walk to all the village has to offer.

Luxury 3 Bedroom Siesta key Pool – Property 360896

  • Siesta Key rental - villa, 3 bedrooms, sleeps 7, 2 bathrooms, accept credit card, pets considered
  • $935 - $1,091/week
  • Calendar Last Updated On: Apr 17, 2014
Luxury home located on very quiet private cul-de-sac near the village and beach. Great Location, nice walks to the village and beaches Siesta Key village and...

Beachwalk - Siesta Key Beach - 3BR Upscale Townhouse - Heated Pool – Property 218634

  • Siesta Key rental - townhome, 3 bedrooms, sleeps 8, 2 bathrooms, 1 half bath, accept credit card, Beach, Village
  • $1,495 - $2,045/week
  • Calendar Last Updated On: Apr 17, 2014
Beachwalk is a spacious, three-bedroom/2.5-bath, non-smoking, luxury townhouse with a private elevator and a private pool. It's situated right across from...

5 Bedroom Brand New Siesta Key Beach Penthouse – Property 265806

  • Siesta Key rental - condo, 5 bedrooms, sleeps 10, 3 bathrooms, 1 half bath, accept credit card, Hot Tub
  • $3,500 - $4,900/week
  • Calendar Last Updated On: Apr 17, 2014
Brand New Penthouse on Siesta Key Beach - also see vrbo #271902 - (I make all reservations myself no companies can rent this) Perfect location with steps to...

Siesta Sunset and Location – Property 3671510

  • Siesta Key rental - condo, 2 bedrooms, sleeps 5, 2 bathrooms, wheelchair accessible, Village
  • $1,190 - $1,725/week
  • Calendar Last Updated On: Apr 17, 2014
This new vacation rental is the 'Calm of Siesta', as you enter with a full view of the Gulf of Mexico and Siesta Key Beach. The property has just been newly...

Siesta Key, Siesta Beach, Twin Palms, Condo, Villa, Rental – Property 240948

  • Siesta Key rental - villa, sleeps 2, 1 bathroom, accept credit card, limited accessibility
  • $594 - $834/week
  • Calendar Last Updated On: Apr 17, 2014
Twin Palms Villas was built in '03, this unit was completely renovated in April 09. This is a ground floor end-unit Studio Villa with a Pool View, Large Patio and...

Luxury condo with spectacular ocean views – Property 118026

  • Siesta Key rental - condo, 2 bedrooms, sleeps 4, Beach, Waterfront, Tennis Court
  • Calendar Last Updated On: Apr 17, 2014
Casarina is the most prestigious building on Siesta Key. With only 88 units Casarina is upscale, quiet and friendly. It sits on a private beach on the world famous...

Awesome Siesta Key 1st Floor Condo-Siesta Dunes on the Gulf – Property 167343

  • Siesta Key rental - condo, 2 bedrooms, sleeps 6, 2 bathrooms, Hot Tub, Beach, Resort
  • $1,175 - $1,400/week
  • Calendar Last Updated On: Apr 17, 2014
Siesta Key is situated on what is known as a barrier island. It measures 7 miles long, lies just offshore from Sarasota, FL.

I need cash flow, book early and save! – Property 167521

  • Siesta Key rental - condo, 2 bedrooms, sleeps 4, 2 bathrooms, accept credit card, Beach, Waterfront
  • Calendar Last Updated On: Apr 17, 2014
Why am I booked solid through February 28, and why are parts of March and April 2014 already taken? Simple answer, once people discover my place they come back year...

House Of The Sun #507GV – Property 3196108

  • Siesta Key rental - condo, 2 bedrooms, sleeps 6, 2 bathrooms, Air Conditioning, Television
  • $1,255 - $1,837/week
  • Calendar Last Updated On: Apr 17, 2014
This newly renovated Gulf View unit newly installed stainless steel appliances in the kitchen with granite counter tops and new cabinetry, new tile throughout all...

House Of The Sun #210GV – Property 3196069

  • Siesta Key rental - condo, 2 bedrooms, sleeps 4, 2 bathrooms, Air Conditioning, Television
  • $1,255 - $1,837/week
  • Calendar Last Updated On: Apr 17, 2014
Contemporary and stylish Unit 210 provides the utmost in an island retreat. Relax and enjoy fabulous views of the powdery white sands of Crescent beach from the...

House Of The Sun #308GV – Property 3196082

  • Siesta Key rental - condo, 2 bedrooms, sleeps 4, 2 bathrooms, Air Conditioning, Television
  • $1,255 - $1,837/week
  • Calendar Last Updated On: Apr 17, 2014
Virtual Tour You'll know you're on vacation, but with all the comforts of home in this cozy Gulf View unit. Most of the unit has been remodeled-beautiful new...

House Of The Sun #411GV – Property 3196100

  • Siesta Key rental - condo, 2 bedrooms, sleeps 4, 2 bathrooms, Air Conditioning, Television
  • $1,255 - $1,837/week
  • Calendar Last Updated On: Apr 17, 2014
This Gulf View unit has tile throughout all common areas and blue carpet in the bedrooms. The color scheme is shades of blue and ivory.
Go to page 1 2 3 4 5 6 7 8 9 10 11 12 (1-20 of 294) Next Last
© Copyright 2000-Present HomeAway.com, Inc. All rights reserved.

Use of this Web site constitutes acceptance of the CyberRentals.com Terms and Conditions and Privacy Policy.