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 (1-20 of 237) Next Last
Sort by: Show rentals per page

Spectacular Siesta Key 5 BR Luxury Home on Gulf - NOTE: Multi month Lease ONLY – Property 166465

  • Siesta Key rental - townhome, 5 bedrooms, sleeps 10, 5 bathrooms, 2 half baths, beach, waterfront, pool
  • Calendar Last Updated On: Nov 22, 2009
Welcome to a piece of Paradise! Come relax in this beautiful, newer construction (2004), 5 bedroom/ 7 bath home located directly on the Gulf of Mexico!!! Enjoy one...

Siesta Key, FL. Luxury Beachfront Condominium With Spectacular Ocean Views. – Property 173043

  • Siesta Key rental - condo, 2 bedrooms, sleeps 6, 2 bathrooms, beach, waterfront, sauna
  • $1,299 - $1,575/week
  • Calendar Last Updated On: Nov 22, 2009
Location, Location, Location! We are located directly on the Gulf of Mexico on the best part of Crescent Beach, located in Siesta Key.

Island House Beach Resort – Property 62183

  • Siesta Key rental - villa, 2 bedrooms, sleeps 6, 2 bathrooms, adventure, air-conditioning
  • $1,008 - $1,589/week
  • Calendar Last Updated On: Nov 22, 2009
Island House Beach Resort - Siesta Key Florida, Crescent Beach - This large 2 bedrooms, 2 bath unit is 1000 sq. ft. It has a large living area, fully equipped...

Island House Beach Resort – Property 62207

  • Siesta Key rental - condo, 2 bedrooms, sleeps 6, 2 bathrooms, adventure, air-conditioning
  • $1,302 - $2,086/week
  • Calendar Last Updated On: Nov 22, 2009
Island House Beach Resort - Crescent Beach, Siesta Key Florida. 2nd Floor unit, 2 bedrooms, 2 baths. This beautifully maintained complex is located on one of the...

Island House Beach Resort – Property 62178

  • Siesta Key rental - villa, 2 bedrooms, sleeps 6, 2 bathrooms, adventure, air-conditioning
  • $1,008 - $1,589/week
  • Calendar Last Updated On: Nov 22, 2009
Island House Beach Resort, Siesta Key Florida- Crescent Beach - This large 2 bedrooms, 2 bath villa is approx. 1000 sq. ft. It has a large living area, dining area,...

Island House Beach Resort – Property 62177

  • Siesta Key rental - villa, 2 bedrooms, sleeps 6, 2 bathrooms, adventure, air-conditioning
  • $1,008 - $1,589/week
  • Calendar Last Updated On: Nov 22, 2009
Island House Beach Resort - Siesta Key Florida - Crescent Beach - This large 2 bedrooms, 2 bath villa is approx. 1000 sq. ft.

Siesta Gardens #4 – Property 72072

  • Siesta Key rental - villa, 1 bedroom, sleeps 2, 1 bathroom, adventure, balcony
  • $650 - $1,000/week
  • Calendar Last Updated On: Nov 22, 2009
ResortQuest Siesta Key is proud to offer this villa within walking distance to world-famous Siesta Key beaches! This 1 bedroom, 1 bath villa includes grill, full...
SPECIAL OFFER! Save $1110.00 for 4 week stay January 2 - January 30

Five Star Beachfront Condo, romantic and luxurious – Property 147350

  • Siesta Key rental - condo, 2 bedrooms, sleeps 4, 1 bathroom, 1 half bath, beach, waterfront, tennis court
  • $1,495 - $1,995/week
  • Calendar Last Updated On: Nov 21, 2009
Hear the waves and watch the dolphins swim by from your beachfront lanai. No elevators, just steps to the beach and the beachfront pool. This incredibly beautiful...
SPECIAL OFFER! 20% to 30% Discounts August 29 - January 30

Beachwalk -- Luxury Townhouse – Property 218634

  • Siesta Key rental - townhome, 3 bedrooms, sleeps 8, 2 bathrooms, 1 half bath, beach, village, balcony
  • $1,495 - $2,045/week
  • Calendar Last Updated On: Nov 22, 2009
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...
SPECIAL OFFER! 20% to 30% Discounts August 29 - January 30

Siesta Sunsets at Fisherman's Cove – Property 202264

  • Siesta Key rental - condo, 2 bedrooms, sleeps 6, 2 bathrooms, beach, waterfront, pool
  • $1,045 - $1,645/week
  • Calendar Last Updated On: Nov 22, 2009
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...
SPECIAL OFFER! 20%-30% Discounts August 30 - January 30

Beachfront Condo - Three Bedroom - Luxury – Property 113929

  • Siesta Key rental - condo, 3 bedrooms, sleeps 8, 2 bathrooms, beach, waterfront, air-conditioning
  • $1,545 - $2,095/week
  • Calendar Last Updated On: Nov 22, 2009
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...
SPECIAL OFFER! 20% - 30% Discounts August 30 - January 2

Deluxe Town home, Private Pool 1-4 Bedrooms – Property 177153

  • Siesta Key rental - townhome, 4 bedrooms, sleeps 12, 3 bathrooms, 1 half bath, beach, village, pool
  • $1,495 - $2,045/week
  • Calendar Last Updated On: Nov 22, 2009
This deluxe 3 bedroom townhouse plus 1 bedroom garden apartment (rented separately) is located in the heart of Siesta Village.
SPECIAL OFFER! 20% to 30% Discounts August 29 - January 30

Deluxe Town home, Private Pool, 1-4 Bedrooms – Property 118989

  • Siesta Key rental - condo, 1 bedroom, sleeps 4, 1 bathroom, near the ocean, resort, pool
  • $625 - $900/week
  • Calendar Last Updated On: Nov 22, 2009
This deluxe 3 bedroom townhouse plus 1 bedroom garden apartment (rented separately) is located in the heart of Siesta Village.
SPECIAL OFFER! 20%-30% Discounts August 29 - January 30

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

  • Siesta Key rental - apartment, 2 bedrooms, sleeps 6, 2 bathrooms, beach, village, terrace
  • $885 - $1,210/week
  • Calendar Last Updated On: Nov 22, 2009
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...
SPECIAL OFFER! 20% to 30% Discounts August 29 - January 30

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

  • Siesta Key rental - apartment, 1 bedroom, sleeps 4, 1 bathroom, beach, village, pool
  • $600 - $825/week
  • Calendar Last Updated On: Nov 22, 2009
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 2 BR-2 Bth, Condo-beachfront, sleeps 6, – Property 321224

  • Siesta Key rental - condo, 2 bedrooms, sleeps 6, 2 bathrooms, beach, waterfront, pool
  • $1,125 - $1,951/week
  • Calendar Last Updated On: Nov 21, 2009
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...

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, tennis court
  • $699 - $1,199/week
  • Calendar Last Updated On: Nov 21, 2009
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...

Morgan - Crystal 107 - Completely Renovated Oceanfront Condo – Property 171249

  • Siesta Key rental - condo, 2 bedrooms, sleeps 6, 2 bathrooms, beach, waterfront, pool
  • $1,500 - $2,100/week
  • Calendar Last Updated On: Nov 21, 2009
* Non-smoking - No pets * When you're seeking a retreat from the ordinary, escape to Morgan Properties' vacation rental. Offering the conveniences of home with the...

“MOONMIST” Siesta Key Luxurious villa with private hot tub in a 'jungle' setting – Property 207472

  • Siesta Key rental - villa, 2 bedrooms, sleeps 6, 2 bathrooms, beach, near the ocean, pool
  • $900 - $1,100/week
  • Calendar Last Updated On: Nov 22, 2009
Moomist Villa is an idyllic setting to relax and rewind. It is located within Polynesian Gardens across the street from beautiful Siesta Key beach (Number 2 on the...

Island House Beach Resort – Property 62211

  • Siesta Key rental - condo, 2 bedrooms, sleeps 4, 2 bathrooms, adventure, air-conditioning
  • $1,302 - $2,086/week
  • Calendar Last Updated On: Nov 21, 2009
2 bed, 2 bath apt. King, 2 twins, premium channels<br /> Southeast building, ground floor Turnday: Any. Amenities: Home/Condo, View, Air Conditioning, Pool, Bedding...
Go to page 1 2 3 4 5 6 7 (1-20 of 237) 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.