Updating...
Match: Rental types Car not required
All filters matchPrice per night from
$457
“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!
Match: Rental types Car not required
All filters matchPrice per night from
$272
A Tide that Binds Us - 600: By Beachside Management
Siesta Key townhouse
- 3 bedrooms
- 3 bathrooms
- sleeps 10
Match: Rental types Car not required
All filters matchPrice per night from
$376
Match: Rental types Car not required
All filters matchPrice per night from
$159
Match: Rental types Car not required
All filters matchPrice per night from
$456
Match: Rental types Car not required
All filters matchPrice per night from
$513
Beachside of the Village; By Beachside Management
Siesta Key townhouse
- 2 bedrooms
- 3 bathrooms
- sleeps 4
Match: Rental types Car not required
All filters matchPrice per night from
$376
Costal Surfside Swank 302: By Beachside Management
Siesta Key townhouse
- 3 bedrooms
- 3 bathrooms
- sleeps 6
Match: Rental types Car not required
All filters matchPrice per night from
$513
Match: Rental types Car not required
All filters matchPrice per night from
$628
Match: Rental types Car not required
All filters matchPrice per night from
$296
1 of 2 match: Rental types, Car not required
1 of 2 filters matchPrice per night from
$338
1 of 2 match: Rental types, Car not required
1 of 2 filters matchPrice per night from
$193
1 of 2 match: Rental types, Car not required
1 of 2 filters matchPrice per night from
$489
Jamaica Royal Villas - Villa 42; by Beachside Management
Siesta Key condo
- 1 bedroom
- 1 bathroom
- sleeps 2
1 of 2 match: Rental types, Car not required
1 of 2 filters matchPrice per night from
$239
Piece of Paradise on Beautiful Anna Maria Island VRC 20-000087
Holmes Beach villa
- 2 bedrooms
- 1 bathroom
- sleeps 4
1 of 2 match: Rental types, Car not required
1 of 2 filters matchPrice per night from
$148
“Island Paradise” The moment we arrived, exhausted after many delays and problems, the Thomas' home became our home. The condo is well appointed, with comfortable beds, a wonderful kitchen and a fully stocked linen closet, right down to beach towels. Laine, Kevin and Howard are so responsive and saw to all of our needs. Location was prime. We walked to get groceries, eat and do other shopping. There were 7 miles of beaches to explore and the quaint villages of anna Maria and Cortez and Bridge Street kept us occupied when we weren't soaking up the sun. The lanai was my favorite place to drink my coffee and check out the action at the pool each morning . We ate the majority of our meals there, under the twinkling lights. It was a wonderful month!
1 of 2 match: Rental types, Car not required
1 of 2 filters matchPrice per night from
$166
“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...
1 of 2 match: Rental types, Car not required
1 of 2 filters matchPrice per night from
$430
Responds fast! avg. 2 hours 31 minutes
1 of 2 match: Rental types, Car not required
1 of 2 filters matchPrice per night from
$344
Spacious Apt. #1 Historic Walkable Downtown, between Siesta & Lido Beach
Sarasota apartment
- 1 bedroom
- 1 bathroom
- sleeps 4
1 of 2 match: Rental types, Car not required
1 of 2 filters matchPrice per night from
$482
1 of 2 match: Rental types, Car not required
1 of 2 filters matchPrice per night from
$516
1 of 2 match: Rental types, Car not required
1 of 2 filters matchPrice per night from
$344
Stunning & Serene +++ Minutes from Anna Maria Island, IMG Academy and more!
Bradenton apartment
- 2 bedrooms
- 2 bathrooms
- sleeps 6
Responds fast! avg. 2 hours 9 minutes
1 of 2 match: Rental types, Car not required
1 of 2 filters matchPrice per night from
$114
1 of 2 match: Rental types, Car not required
1 of 2 filters matchPrice per night from
$23
Downtown Apartment in Historic Burns Square downtown Sarasota
Sarasota apartment
- 1 bedroom
- 1 bathroom
- sleeps 3
1 of 2 match: Rental types, Car not required
1 of 2 filters matchPrice per night from
$281
1 of 2 match: Rental types, Car not required
1 of 2 filters matchPrice per night from
$315
Island Hideaway! Bermuda-esque Guest House! Steps to the Sand!
Longboat Key guest house
- 1 bedroom
- 1 bathroom
- sleeps 2
1 of 2 match: Rental types, Car not required
1 of 2 filters matchPrice per night from
$121
1 of 2 match: Rental types, Car not required
1 of 2 filters matchPrice per night from
$973
Glorious Daze 4bedroom/4bath beachfront home with golf cart & elevator!
Holmes Beach house
- 4 bedrooms
- 4 bathrooms
- sleeps 8
1 of 2 match: Rental types, Car not required
1 of 2 filters matchPrice per night from
$1,373
1 of 2 match: Rental types, Car not required
1 of 2 filters matchPrice per night from
$285
1 of 2 match: Rental types, Car not required
1 of 2 filters matchPrice per night from
$376
1 of 2 match: Rental types, Car not required
1 of 2 filters matchPrice per night from
$239
1 of 2 match: Rental types, Car not required
1 of 2 filters matchPrice per night from
$319
Bianco Sands 2 Bedroom - 2 Bath; by Beachside Management
Siesta Key condo
- 2 bedrooms
- 2 bathrooms
- sleeps 6
1 of 2 match: Rental types, Car not required
1 of 2 filters matchPrice per night from
$296
1 of 2 match: Rental types, Car not required
1 of 2 filters matchPrice per night from
$525
1 of 2 match: Rental types, Car not required
1 of 2 filters matchPrice per night from
$262
1 of 2 match: Rental types, Car not required
1 of 2 filters matchPrice per night from
$308
Beach House Residence - Penthouse; by Beachside Management
Siesta Key condo
- 2 bedrooms
- 2 bathrooms
- sleeps 4
1 of 2 match: Rental types, Car not required
1 of 2 filters matchPrice per night from
$433
Our House at the Beach, Lake House - C103; By Beachside Management
Siesta Key condo
- 2 bedrooms
- 2 bathrooms
- sleeps 6
1 of 2 match: Rental types, Car not required
1 of 2 filters matchPrice per night from
$319