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Match: Cot available Boat available Swimming pool Car not required
All filters matchPrice per night from
$1,148
Private Pool Home, SPECTACULAR Sunsets And Only Steps from the Beaches
North Captiva Island house
- 3 bedrooms
- 3 bathrooms
- sleeps 7
Match: Cot available Boat available Swimming pool Car not required
All filters matchPrice per night from
$1,148
Stella Maris-Beachfront, Ultimate Privacy, Spectacular Shelling, Sunset Views!
North Captiva Island house
- 3 bedrooms
- 4 bathrooms
- sleeps 6
Match: Cot available Boat available Swimming pool Car not required
All filters matchPrice per night from
$976
Beautiful Barrier Island Beach House with Pool, Spa and Dock - Walk 2 Beach!
Don Pedro Island house
- 3 bedrooms
- 4 bathrooms
- sleeps 7
3 of 4 match: Cot available, Boat available, Swimming pool, Car not required
3 of 4 filters matchPrice per night from
$597
Endless Summer - North Captiva Island 3 Bedroom 2.5 Bath, Sleeps 10 - Boat slip
North Captiva Island house
- 3 bedrooms
- 3 bathrooms
- sleeps 10
3 of 4 match: Cot available, Boat available, Swimming pool, Car not required
3 of 4 filters matchPrice per night from
$573
Lattitude Adjustment- Private Beachfront Home with Fishing Dock, Sunrises
North Captiva Island house
- 4 bedrooms
- 5 bathrooms
- sleeps 10
3 of 4 match: Cot available, Boat available, Swimming pool, Car not required
3 of 4 filters matchPrice per night from
$919
3 of 4 match: Cot available, Boat available, Swimming pool, Car not required
3 of 4 filters matchPrice per night from
$345
Private Beach Access - Home away from Home - 2 BR 2 BA - Furnished Condo
Siesta Key condo
- 2 bedrooms
- 2 bathrooms
- sleeps 6
3 of 4 match: Boat available, Cot available, Swimming pool, Car not required
3 of 4 filters matchPrice per night from
$178
“Time in Paradise” We recently had the luck to spend two months in paradise. This condo was comfortably appointed, well stock to meet all our needs, and most importantly in the perfect location. The beach was a short walk to the left and stores and restaurants were just a short walk to the right. We had a great time and enjoyed everything Sarasota, Siesta Key, and this Sandy Toes Condo had to offer. Thanks Mark!
3 of 4 match: Cot available, Boat available, Swimming pool, Car not required
3 of 4 filters matchPrice per night from
$273
“Siesta Key Townhouse” This was a wonderful place to stay! The house was very clean and spacious and had everything we needed for a week at the beach.
3 of 4 match: Cot available, Boat available, Swimming pool, Car not required
3 of 4 filters matchPrice per night from
$510
3 of 4 match: Car not required, Cot available, Boat available, Swimming pool
3 of 4 filters matchPrice per night from
$299
The Perfect Waterfront Vacation House - Relax or Play
Cape Coral house
- 4 bedrooms
- 2 bathrooms
- sleeps 10
“Great vacation home” Really enjoyed my stay, all amenities, great pool and pool table. Easy check in and out. Will rent again. The owner was always accessible.
3 of 4 match: Car not required, Cot available, Boat available, Swimming pool
3 of 4 filters matchPrice per night from
$345
3 of 4 match: Car not required, Cot available, Boat available, Swimming pool
3 of 4 filters matchPrice per night from
$362
Adagio Villa - private home, dual-heat pool huge lanai, gulf canal, kayaks bikes
Cape Coral house
- 3 bedrooms
- 3 bathrooms
- sleeps 8
“A great tropical escape from our long, dark, dreary, freezing cold Ohio winter!” The house was absolutely perfect for our family of 7! The house was very nice, well-decorated & clean. The spacious layout of the house allowed us to spread out, but also easily be together as a group. The kitchen was especially well equipped. It had every possible cooking item you needed to effortlessly prepare meals or entertain. We were pleasantly surprised to have access to a stocked spice cabinet, unused pantry items and condiments. The beds and linens were of good quality too. The pool area was well-maintained and very nice & was stocked with nice lounge furniture, a dining table & gas grill. The views from the pool area & dock were beautiful. The neighborhood and canal-way were calm & quiet. Because the rental was so nice & relaxing, we didn't mind hanging out at the house & pool all day on the days we opted to skip the beach. Todd and Patricia were very easy to work with and ask questions of as well. We had a wonderful stay! We highly recommend the rental & definitely plan to revisit!
3 of 4 match: Car not required, Cot available, Boat available, Swimming pool
3 of 4 filters matchPrice per night from
$241
Responds fast! avg. 2 hours 0 minutes
2 of 4 match: Cot available, Boat available, Swimming pool, Car not required
2 of 4 filters matchPrice per night from
$1,005
Responds fast! avg. 1 hour 39 minutes
2 of 4 match: Cot available, Boat available, Swimming pool, Car not required
2 of 4 filters matchPrice per night from
$402
Beautiful house for rent at siesta key beach with pool, theater and game room
Siesta Key house
- 7 bedrooms
- 3 bathrooms
- sleeps 15
Responds fast! avg. 2 hours 0 minutes
2 of 4 match: Boat available, Car not required, Cot available, Swimming pool
2 of 4 filters matchPrice per night from
$2,857
“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 4 match: Cot available, Boat available, Swimming pool, Car not required
2 of 4 filters matchPrice per night from
$431
Jamaica Royal Villas - Villa 42; by Beachside Management
Siesta Key condo
- 1 bedroom
- 1 bathroom
- sleeps 2
2 of 4 match: Cot available, Boat available, Swimming pool, Car not required
2 of 4 filters matchPrice per night from
$240
2 of 4 match: Cot available, Boat available, Swimming pool, Car not required
2 of 4 filters matchPrice per night from
$929
2 of 4 match: Cot available, Boat available, Swimming pool, Car not required
2 of 4 filters matchPrice per night from
$321
2 of 4 match: Cot available, Boat available, Swimming pool, Car not required
2 of 4 filters matchPrice per night from
$321
2 of 4 match: Cot available, Boat available, Swimming pool, Car not required
2 of 4 filters matchPrice per night from
$516
2 of 4 match: Cot available, Boat available, Swimming pool, Car not required
2 of 4 filters matchPrice per night from
$412
2 of 4 match: Cot available, Boat available, Swimming pool, Car not required
2 of 4 filters matchPrice per night from
$263
Responds fast! avg. 3 hours 25 minutes
2 of 4 match: Cot available, Boat available, Swimming pool, Car not required
2 of 4 filters matchPrice per night from
$259
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 4 match: Cot available, Boat available, Swimming pool, Car not required
2 of 4 filters matchPrice per night from
$315
2 of 4 match: Cot available, Boat available, Swimming pool, Car not required
2 of 4 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 4 match: Cot available, Boat available, Swimming pool, Car not required
2 of 4 filters matchPrice per night from
$144
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 4 match: Cot available, Boat available, Swimming pool, Car not required
2 of 4 filters matchPrice per night from
$333
2 of 4 match: Cot available, Boat available, Swimming pool, Car not required
2 of 4 filters matchPrice per night from
$286
2 of 4 match: Cot available, Boat available, Swimming pool, Car not required
2 of 4 filters matchPrice per night from
$516
2 of 4 match: Cot available, Boat available, Swimming pool, Car not required
2 of 4 filters matchPrice per night from
$516
Bianco Sands - 3 Bedroom 2 Bath: By Beachside Management
Siesta Key villa
- 3 bedrooms
- 2 bathrooms
- sleeps 6
2 of 4 match: Cot available, Boat available, Swimming pool, Car not required
2 of 4 filters matchPrice per night from
$309
Living the Dream - Pink Flamingo: By Beachside Management
Siesta Key apartment
- 2 bedrooms
- 1 bathroom
- sleeps 6
2 of 4 match: Cot available, Boat available, Swimming pool, Car not required
2 of 4 filters matchPrice per night from
$321
Bianco Sands - 1 Bedroom 1 Bath: By Beachside Management
Siesta Key villa
- 1 bedroom
- 1 bathroom
- sleeps 2
2 of 4 match: Cot available, Boat available, Swimming pool, Car not required
2 of 4 filters matchPrice per night from
$252
2 of 4 match: Cot available, Boat available, Swimming pool, Car not required
2 of 4 filters matchPrice per night from
$344
2 of 4 match: Cot available, Boat available, Swimming pool, Car not required
2 of 4 filters matchPrice per night from
$378