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Match: Private outdoor pool (unheated) Swimming pool Car not required
All filters matchPrice per night from
$745
Responds fast! avg. 2 hours 0 minutes
Match: Private outdoor pool (unheated) Swimming pool Car not required
All filters matchPrice per night from
$1,004
2 of 3 match: Car not required, Private outdoor pool (unheated), Swimming pool
2 of 3 filters matchPrice per night from
$401
Responds fast! avg. 1 hour 39 minutes
2 of 3 match: Car not required, Private outdoor pool (unheated), Swimming pool
2 of 3 filters matchPrice per night from
$167
Responds fast! avg. 1 hour 39 minutes
2 of 3 match: Car not required, Private outdoor pool (unheated), Swimming pool
2 of 3 filters matchPrice per night from
$215
Responds fast! avg. 1 hour 33 minutes
2 of 3 match: Private outdoor pool (unheated), Swimming pool, Car not required
2 of 3 filters matchPrice per night from
$402
Beautiful Barrier Island Beach House with Pool, Spa and Dock - Walk 2 Beach!
Don Pedro Island house
- 3 bedrooms
- 4 bathrooms
- sleeps 7
2 of 3 match: Private outdoor pool (unheated), Swimming pool, Car not required
2 of 3 filters matchPrice per night from
$597
“Great Vacation Rental” We have been coming to Siesta Key for our Vacations for years... We have stayed at a number of Units at Crystal Sands, Crescent arms and El Presidente... Crystal Sands Unit 308 is one of the best Units we have stayed at... It has a great view of the Beach and Pool... You can watch the Sunsets and Moonsets right from the Lanai... The Unit is Roomy, Clean and had all the appliances, Dishes and Linens we needed... The Washer\Dryer in the Unit is very convenient... It has a New 60" Hdtv in the Living Room with an incredible picture... Jim left printed instructions for the Hdtv, Washer and Dryer which made it very easy to use the appliances in the Unit... We are looking forward to staying in Crystal Sands Unit 308 again for our next trip to Siesta Key...
2 of 3 match: Private outdoor pool (unheated), Swimming pool, Car not required
2 of 3 filters matchPrice per night from
$430
Jamaica Royal Villas - Villa 42; by Beachside Management
Siesta Key condo
- 1 bedroom
- 1 bathroom
- sleeps 2
2 of 3 match: Private outdoor pool (unheated), Swimming pool, Car not required
2 of 3 filters matchPrice per night from
$240
2 of 3 match: Private outdoor pool (unheated), Swimming pool, Car not required
2 of 3 filters matchPrice per night from
$928
Private Pool Home, SPECTACULAR Sunsets And Only Steps from the Beaches
North Captiva Island house
- 3 bedrooms
- 3 bathrooms
- sleeps 7
2 of 3 match: Private outdoor pool (unheated), Swimming pool, Car not required
2 of 3 filters matchPrice per night from
$1,147
Endless Summer - North Captiva Island 3 Bedroom 2.5 Bath, Sleeps 10 - Boat slip
North Captiva Island house
- 3 bedrooms
- 3 bathrooms
- sleeps 10
2 of 3 match: Private outdoor pool (unheated), Swimming pool, Car not required
2 of 3 filters matchPrice per night from
$573
2 of 3 match: Private outdoor pool (unheated), Swimming pool, Car not required
2 of 3 filters matchPrice per night from
$320
2 of 3 match: Private outdoor pool (unheated), Swimming pool, Car not required
2 of 3 filters matchPrice per night from
$412
2 of 3 match: Private outdoor pool (unheated), Swimming pool, Car not required
2 of 3 filters matchPrice per night from
$515
2 of 3 match: Private outdoor pool (unheated), Swimming pool, Car not required
2 of 3 filters matchPrice per night from
$263
2 of 3 match: Private outdoor pool (unheated), Swimming pool, Car not required
2 of 3 filters matchPrice per night from
$320
Responds fast! avg. 3 hours 25 minutes
2 of 3 match: Private outdoor pool (unheated), Swimming pool, Car not required
2 of 3 filters matchPrice per night from
$258
2 of 3 match: Private outdoor pool (unheated), Swimming pool, Car not required
2 of 3 filters matchPrice per night from
$190
Midnight Cove #532 in Siesta Key, FL- Sun, Sand & *Save 7.5% to 22.5% per Week*
Siesta Key condo
- 2 bedrooms
- 2 bathrooms
- sleeps 4
“Clean comfortable Siesta Key Condo with all the comforts of home...Perfect!” The condo is walking distance to shops, restaurants and quaint local tiki bar! The beach is a short walk across the street and through the beach-front section of the complex with lounge chairs and umbrellas available, very nice! I didn't mention the 2 pools (one beachside) and nice gym facilities also just downstairs of the unit. The covered parking space was an added plus! The condo was clean and very comfortable with all of the amenities of home which is greatly appreciated! You can even enjoy the view of the bayside inlet and beautiful landscaping from the kitchen through the entire wall of glass doors in the living/dining room! We had a wonderful week! The property owner Vic supplied more than enough information on the condo, local businesses and area maps! He was such a pleasure to work with! Thanks again Vic! We are already planning our next trip to Siesta Key in May!!
2 of 3 match: Private outdoor pool (unheated), Swimming pool, Car not required
2 of 3 filters matchPrice per night from
$144
Cathy's Crescent Condos-Siesta Key, FL GULF FRONT
Siesta Key apartment
- 2 bedrooms
- 2 bathrooms
- sleeps 6
“Great View” We stayed at Kathy’s condo during the 4th of July week. The Condo was great and the view was amazing. We enjoyed the fireworks display and easy access to the beach. We look forward to renting her condo again in the future.
2 of 3 match: Private outdoor pool (unheated), Swimming pool, Car not required
2 of 3 filters matchPrice per night from
$315
Siesta Key, Heated pool, Gulf and Bay, Cute Siesta Key Condo, Gated - Siesta Sky
Siesta Key condo
- 1 bedroom
- 1 bathroom
- sleeps 2
2 of 3 match: Private outdoor pool (unheated), Swimming pool, Car not required
2 of 3 filters matchPrice per night from
$333
AUGUST SPECIAL! 2 min. drive to Siesta Key! Very Clean!
Siesta Key condo
- 2 bedrooms
- 2 bathrooms
- sleeps 4
“Wonderful Place to stay” Confortable, and quick easy drive to good restaurants and most important The Beach! Although it rained the whole weekend, we were close to our family for the birthday and bridal shower celebration.
2 of 3 match: Private outdoor pool (unheated), Swimming pool, Car not required
2 of 3 filters matchPrice per night from
$213
2 of 3 match: Private outdoor pool (unheated), Swimming pool, Car not required
2 of 3 filters matchPrice per night from
$286
2 of 3 match: Private outdoor pool (unheated), Swimming pool, Car not required
2 of 3 filters matchPrice per night from
$229
Bianco Sands - 2 Bedroom - Poolside: By Beachside Management
Siesta Key villa
- 2 bedrooms
- 2 bathrooms
- sleeps 5
2 of 3 match: Private outdoor pool (unheated), Swimming pool, Car not required
2 of 3 filters matchPrice per night from
$332
2 of 3 match: Private outdoor pool (unheated), Swimming pool, Car not required
2 of 3 filters matchPrice per night from
$343
2 of 3 match: Private outdoor pool (unheated), Swimming pool, Car not required
2 of 3 filters matchPrice per night from
$527
2 of 3 match: Private outdoor pool (unheated), Swimming pool, Car not required
2 of 3 filters matchPrice per night from
$515
Bianco Sands 2 Bedroom - 2 Bath; by Beachside Management
Siesta Key condo
- 2 bedrooms
- 2 bathrooms
- sleeps 6
2 of 3 match: Private outdoor pool (unheated), Swimming pool, Car not required
2 of 3 filters matchPrice per night from
$297
2 of 3 match: Private outdoor pool (unheated), Swimming pool, Car not required
2 of 3 filters matchPrice per night from
$274
2 of 3 match: Private outdoor pool (unheated), Swimming pool, Car not required
2 of 3 filters matchPrice per night from
$309
2 of 3 match: Private outdoor pool (unheated), Swimming pool, Car not required
2 of 3 filters matchPrice per night from
$378
2 of 3 match: Private outdoor pool (unheated), Swimming pool, Car not required
2 of 3 filters matchPrice per night from
$309
2 of 3 match: Private outdoor pool (unheated), Swimming pool, Car not required
2 of 3 filters matchPrice per night from
$263
Crescent Beach Villas - La Perlita: By Beachside Management
Siesta Key villa
- 2 bedrooms
- 2 bathrooms
- sleeps 6
2 of 3 match: Private outdoor pool (unheated), Swimming pool, Car not required
2 of 3 filters matchPrice per night from
$274
2 of 3 match: Private outdoor pool (unheated), Swimming pool, Car not required
2 of 3 filters matchPrice per night from
$240
Beach House Residence - 301; by Beachside Management
Siesta Key apartment
- 4 bedrooms
- 3 bathrooms
- sleeps 10
2 of 3 match: Private outdoor pool (unheated), Swimming pool, Car not required
2 of 3 filters matchPrice per night from
$630