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

Go to page 1 2 3 4 5 6 7 (1-20 of 168) Next Last
Sort by: Show rentals per page

Siesta Key 2 BR-2 Bth, Condo-beachfront, sleeps 6, – Property 321224

  • Siesta Key rental - condo, 2 bedrooms, sleeps 6, 2 bathrooms, beach, waterfront, accept credit card
  • $1,435 - $1,927/week
  • Calendar Last Updated On: Jul 25, 2008
Our third floor luxurious vacation apartment, is located on the “World's Most Beautiful' Crescent Beach. This lovely condominium is a 1860 square foot end unit that...

Awesome Siesta Key Beach Gulf Front Condo in Siesta Dunes – Property 175907

  • Siesta Key rental - condo, 2 bedrooms, sleeps 6, 2 bathrooms, beach, near the ocean, swimming pool
  • $1,150 - $1,750/week
  • Calendar Last Updated On: Jul 25, 2008
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...

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

  • Siesta Key rental - condo, 2 bedrooms, sleeps 6, 2 bathrooms, beach, swimming pool
  • $1,099 - $1,499/week
  • Calendar Last Updated On: Jul 25, 2008
Siesta Key is situated on what is known as a barrier island. It measures 7 miles long, lies just offshore from Sarasota, FL.

Siesta Key - Sundance Rental - Affordable - Key West Style - Private Pool – Property 118704

  • Siesta Key rental - apartment, 1 bedroom, sleeps 20, 1 bathroom, beach, village, accept credit card
  • $600 - $825/week
  • Calendar Last Updated On: Jul 24, 2008
Terrific Value on Siesta Key- Sundance with 1 Bedroom! Located on Siesta Key just a few steps from Siesta Beach, Sundance Rental is an affordable vacation spot!

Siesta Key - Sundance Rental - Affordable - Key West Style - Private Pool – Property 177152

  • Siesta Key rental - apartment, 2 bedrooms, sleeps 6, 2 bathrooms, beach, village, accept credit card
  • $885 - $1,210/week
  • Calendar Last Updated On: Jul 24, 2008
Terrific Value on Siesta Key- Sundance with 1 to 6 Bedrooms! Located on Siesta Key just a few steps from Siesta Beach, Sundance Rental is an affordable vacation...

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
  • $1,750 - $3,000/week
  • Calendar Last Updated On: Jul 24, 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...

Outstanding Beachview - Beautiful Spacious 3bed/3bath Condo – Property 184010

  • Siesta Key rental - condo, 3 bedrooms, sleeps 6, 3 bathrooms, beach, waterfront, accept credit card
  • $1,920 - $2,450/week
  • Calendar Last Updated On: Jul 24, 2008
A spacious 3bed/3bath condo with great views and 2 large balconies. One balcony is off the Great Room and the other is off the Master & Guest bedroom.

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 23, 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 Sunsets at Fisherman's Cove – Property 202264

  • Siesta Key rental - condo, 2 bedrooms, sleeps 6, 2 bathrooms, beach, waterfront, accept credit card
  • $995 - $1,645/week
  • Calendar Last Updated On: Jul 23, 2008
You could throw a tennis ball into the gulf from this beachfront vacation condo! Located on Siesta Key in Sarasota, Florida, this vacation home has the best of both...

Beachwalk -- Luxury Townhouse – Property 218634

  • Siesta Key rental - townhome, 3 bedrooms, sleeps 8, 2 bathrooms, 1 half bath, beach, village, accept credit card
  • $1,495 - $2,045/week
  • Calendar Last Updated On: Jul 23, 2008
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...

Beautiful, 2 Bedroom, 2 Bath Condo on the Gulf at Pristine 'Tortuga' – Property 195485

  • Siesta Key rental - condo, 2 bedrooms, sleeps 4, 2 bathrooms, beach, near the ocean, swimming pool
  • Calendar Last Updated On: Jul 23, 2008
This professionally decorated, Non-Smoking condo has a full gulf view overlooking the pool and pristine landscaping. The high in demand 'Turtoga' unit has it all.

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 23, 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...

Luxurious Executive Condo with Beautiful Sunsets at the Beach – Property 195436

  • Siesta Key rental - condo, 1 bedroom, sleeps 2, 1 bathroom, beach, waterfront, accept credit card
  • $750 - $1,099/week
  • Calendar Last Updated On: Jul 22, 2008
First floor luxurious executive level totally remodeled one bedroom condo with double french doors that lead to your private patio at the world's best beach, Siesta...

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.
Go to page 1 2 3 4 5 6 7 (1-20 of 168) 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.