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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Nice Condo, in a great location across from beautiful Seista Key Beach – Property 359939

  • Siesta Key rental - condo, 2 bedrooms, sleeps 6, 2 bathrooms, Beach, Near The Ocean, Communal Pool
  • Calendar Last Updated On: Apr 23, 2014
Ground level, 2BR/2BA condo, located across from Siesta Key Beach. This very nice unit is completely furnished for you to have a great vacation, including beach...

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 23, 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...

REMODELED,RENTING SINCE 1998,100 STEPS YOU'RE ON CRESCENT BEACH, SLEEP 6 IN BEDS – Property 177476

  • Siesta Key rental - condo, 2 bedrooms, sleeps 6, 2 bathrooms, accept credit card, wheelchair accessible
  • $1,050 - $1,795/week
  • Calendar Last Updated On: Apr 23, 2014
'#1 beach in the USA' !! You are looking at our Sea Shell Condominium unit #206 Florida home. Our Family is from a small town near Fort Wayne, Indiana.

New 6 Bedroom, Luxury Home In Gated Community – Property 3510406

  • Siesta Key rental - house, 6 bedrooms, sleeps 14, 4 bathrooms, 1 half bath, pets considered, Hot Tub
  • $4,200 - $5,320/week
  • Calendar Last Updated On: Apr 23, 2014
Perfectly located, New, 6 bedrooms 4 1/2 bathrooms private home,in a gated community, combines luxury with convenience of location.

New, Large, Private Home, Pool/ Spa, Short Walk Beach/ Village – Property 972119

  • Siesta Key rental - house, 5 bedrooms, sleeps 12, 4 bathrooms, 1 half bath, accept credit card, pets considered
  • $3,150 - $4,300/week
  • Calendar Last Updated On: Apr 23, 2014
Perfectly located, New, 5 bedrooms 4 1/2 bathrooms private home,in a gated community, combines luxury with convenience of location.

NEW PRIVATE Luxuary 4 Br 4 1/2 Bath Pool Spa short walk beach/village – Property 384119

  • Siesta Key rental - house, 4 bedrooms, sleeps 10, 4 bathrooms, 1 half bath, accept credit card, pets considered
  • $3,150 - $4,300/week
  • Calendar Last Updated On: Apr 23, 2014
Perfectly located, NEW, 4 bedrooms 4 1/2 bathrooms private home, in a gated community, combines luxury with convenience of location.

completely remodeled condo/on beach 1st floor – Property 3657069

  • Siesta Key rental - condo, 2 bedrooms, sleeps 6, 2 bathrooms, Downtown, Village
  • $1,200 - $1,700/week
  • Calendar Last Updated On: Apr 23, 2014
please see pictures, additional renovations re constant/just completely remodeled,dvr/tvs every room, twin large beds in 2nd bedroom, large master bedroom/all brand...

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 23, 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 #404GS – Property 3196093

  • Siesta Key rental - condo, 2 bedrooms, sleeps 4, 2 bathrooms, Air Conditioning, Television
  • $1,087 - $1,575/week
  • Calendar Last Updated On: Apr 23, 2014
Welcome to House of the Sun - Unit 404 - “your vacation home on the beach.” This unit has fresh paint throughout in soothing linen and beige colors, and also new...

House Of The Sun #303GS – Property 3196078

  • Siesta Key rental - condo, 2 bedrooms, sleeps 6, 2 bathrooms, Air Conditioning, Television
  • $1,087 - $1,575/week
  • Calendar Last Updated On: Apr 23, 2014
Virtual Tour This Gulf Side unit has beige carpet throughout and is decorated with light shades of aqua, yellow and tan. This unit sleeps 6 by offering a King...

Ebb Tide Villa #2 w Private Patio; Heated Pool; Beach 3 min walk! – Property 377419

  • Siesta Key rental - villa, 1 bedroom, sleeps 4, 1 bathroom, accept credit card, limited accessibility
  • $700 - $1,150/week
  • Calendar Last Updated On: Apr 23, 2014
This single story, 1 bedroom villa was completely redone with attention to quality furnishings and linens, offering everything you need for a relaxing and fun...

Palm Bay Club, Siesta Key's Premier Beach to Bay Resort – Property 335978

  • Siesta Key rental - condo, 2 bedrooms, sleeps 6, 2 bathrooms, accept credit card, Hot Tub
  • $1,134 - $2,051/week
  • Calendar Last Updated On: Apr 23, 2014
Beautiful Siesta Key Beach-to-Bay complex with the beach voted #1 by 'Dr. Beach'. This open unit is located on the Bay side with views of the Inter-coastal water...

House Of The Sun #213GV – Property 3196072

  • Siesta Key rental - condo, 2 bedrooms, sleeps 6, 2 bathrooms, Air Conditioning, Television
  • $1,255 - $1,837/week
  • Calendar Last Updated On: Apr 23, 2014
Virtual Tour Enjoy this newly renovated and beautifully furnished unit as you relax and enjoy the view of the powdered white sand of Crescent Beach.

Lovely Apartment - Walk or cycle to Beach, shops, bars & restaurants – Property 970029

  • Siesta Key rental - apartment, 1 bedroom, sleeps 2, 1 bathroom, Beach, Village, Air Conditioning
  • $469/week
  • Calendar Last Updated On: Apr 23, 2014
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...

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 23, 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.

Lovely, renovated home on beautiful Siesta Key. Steps to the beach. – Property 166718

  • Siesta Key rental - house, 3 bedrooms, sleeps 7, 2 bathrooms, pets considered, Hot Tub
  • Calendar Last Updated On: Apr 23, 2014
This property sits just steps from the beautiful white powdery beach of Siesta Key in Sarasota Florida. Fun bars and restaurants in Siesta Village are just 1/2 mile...

Siesta Key Beach House - Pet Friendly! STEPS TO THE BEACH!! – Property 299043

  • Siesta Key rental - house, 2 bedrooms, sleeps 6, 2 bathrooms, pets considered, Beach, Near The Ocean
  • $1,155/week
  • Calendar Last Updated On: Apr 23, 2014
The address of our property is 541 Beach Rd. We are located directly across the street from the beach, with 2 beach accesses just steps away at each corner of our...

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 23, 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...

BEACHFRONT CONDO - THREE BR - HEATED POOL - LUXURY - Siesta Key – Property 3717174

  • Siesta Key rental - condo, 3 bedrooms, sleeps 8, 3 bathrooms, Hot Tub, Communal Pool
  • $1,745 - $2,345/week
  • Calendar Last Updated On: Apr 23, 2014
This amazing Siesta Key luxury beachfront condo is directly on world famous Crescent Beach located mid-Key, just north of the south bridge and walking distance from...

Siesta Jewel Villa, Walk to the Beach & Village...or hang by the pool – Property 342421

  • Siesta Key rental - villa, 1 bedroom, sleeps 4, 1 bathroom, accept credit card, Beach, Village
  • $595 - $975/week
  • Calendar Last Updated On: Apr 23, 2014
Amazing location....and all the amenities! Newly renovated duplex sits on a quiet street across from beach access #7 (practically a private beach area!) and just a...
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