Updating...
“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.
Match: Air conditioning Freezer Toaster Walking trips Car not required
All filters matchPrice per night from
$508
Bocilla Island Club 2 Pools, boat dock, private 400 ft fishing pier
Bokeelia condo
- 2 bedrooms
- 3 bathrooms
- sleeps 6
Match: Air conditioning Freezer Toaster Walking trips Car not required
All filters matchPrice per night from
$217
Lattitude Adjustment- Private Beachfront Home with Fishing Dock, Sunrises
North Captiva Island house
- 4 bedrooms
- 5 bathrooms
- sleeps 10
Match: Air conditioning Freezer Toaster Walking trips Car not required
All filters matchPrice per night from
$916
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!!
4 of 5 match: Freezer, Walking trips, Air conditioning, Toaster, Car not required
4 of 5 filters matchPrice per night from
$143
4 of 5 match: Freezer, Walking trips, Air conditioning, Toaster, Car not required
4 of 5 filters matchPrice per night from
$189
Luxurious 2 BR Condo-Short Walk to Siesta Beach/1 Small Dog (25 lbs Max) Allowed
Siesta Key apartment
- 2 bedrooms
- 2 bathrooms
- sleeps 6
“a fine 2 weeks in Siesta” charming property, that was comfortable for four. The unit was very clean and fresh upon arrival. The neighbours were friendly and the overall property well kept. Siesta Key is a quiet community with usual shopping amenities over the causeway. This property was a brief 10 minute walk to the beach. Would we stay again, yes.
4 of 5 match: Freezer, Walking trips, Air conditioning, Toaster, Car not required
4 of 5 filters matchPrice per night from
$165
Spacious Apt. #1 Historic Walkable Downtown, between Siesta & Lido Beach
Sarasota apartment
- 1 bedroom
- 1 bathroom
- sleeps 4
4 of 5 match: Walking trips, Air conditioning, Freezer, Toaster, Car not required
4 of 5 filters matchPrice per night from
$481
“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...
4 of 5 match: Walking trips, Air conditioning, Freezer, Toaster, Car not required
4 of 5 filters matchPrice per night from
$429
Jamaica Royal Villas - Villa 42; by Beachside Management
Siesta Key condo
- 1 bedroom
- 1 bathroom
- sleeps 2
4 of 5 match: Walking trips, Air conditioning, Freezer, Toaster, Car not required
4 of 5 filters matchPrice per night from
$239
Private Pool Home, SPECTACULAR Sunsets And Only Steps from the Beaches
North Captiva Island house
- 3 bedrooms
- 3 bathrooms
- sleeps 7
4 of 5 match: Walking trips, Air conditioning, Freezer, Toaster, Car not required
4 of 5 filters matchPrice per night from
$1,144
Endless Summer - North Captiva Island 3 Bedroom 2.5 Bath, Sleeps 10 - Boat slip
North Captiva Island house
- 3 bedrooms
- 3 bathrooms
- sleeps 10
4 of 5 match: Walking trips, Air conditioning, Freezer, Toaster, Car not required
4 of 5 filters matchPrice per night from
$571
4 of 5 match: Walking trips, Air conditioning, Freezer, Toaster, Car not required
4 of 5 filters matchPrice per night from
$296
4 of 5 match: Walking trips, Air conditioning, Freezer, Toaster, Car not required
4 of 5 filters matchPrice per night from
$319
Beach House Residence - Penthouse; by Beachside Management
Siesta Key condo
- 2 bedrooms
- 2 bathrooms
- sleeps 4
4 of 5 match: Walking trips, Air conditioning, Freezer, Toaster, Car not required
4 of 5 filters matchPrice per night from
$433
4 of 5 match: Walking trips, Air conditioning, Freezer, Toaster, Car not required
4 of 5 filters matchPrice per night from
$411
4 of 5 match: Walking trips, Air conditioning, Freezer, Toaster, Car not required
4 of 5 filters matchPrice per night from
$319
4 of 5 match: Walking trips, Air conditioning, Freezer, Toaster, Car not required
4 of 5 filters matchPrice per night from
$262
4 of 5 match: Walking trips, Air conditioning, Freezer, Toaster, Car not required
4 of 5 filters matchPrice per night from
$456
Costal Surfside Swank 302: By Beachside Management
Siesta Key townhouse
- 3 bedrooms
- 3 bathrooms
- sleeps 6
4 of 5 match: Walking trips, Air conditioning, Freezer, Toaster, Car not required
4 of 5 filters matchPrice per night from
$513
4 of 5 match: Walking trips, Air conditioning, Freezer, Toaster, Car not required
4 of 5 filters matchPrice per night from
$285
Direct Beachfront Delight: By Beachside Management
Siesta Key apartment
- 2 bedrooms
- 2 bathrooms
- sleeps 4
4 of 5 match: Walking trips, Air conditioning, Freezer, Toaster, Car not required
4 of 5 filters matchPrice per night from
$239
4 of 5 match: Walking trips, Air conditioning, Freezer, Toaster, Car not required
4 of 5 filters matchPrice per night from
$513
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.
4 of 5 match: Walking trips, Air conditioning, Freezer, Toaster, Car not required
4 of 5 filters matchPrice per night from
$314
2BR/2BA House Just Steps to Siesta Village & Siesta Key Beach
Siesta Key house
- 2 bedrooms
- 2 bathrooms
- sleeps 6
“Great Location, Very Well Appointed” This house is perfectly located right in Siesta Key Village within an easy walk to shops and restaurants. It is also just a block from the beach. No parking hassles! The house is very well appointed. The owner has thoughtfully provided more than enough coffee for the Keurig, lots of towels, and all needed kitchen utensils, dishes, containers, and cooking supplies, in addition to a beach wagon and chairs. Although not luxurious, this is a very comfortable rental. We also liked the privacy of having our own house. The only negatives were the lack of towel racks in the bathrooms and the lack of hot water in the bathroom with the tub (it remained only warm, even after running for a very long time). The water in the other bathroom was fine.
4 of 5 match: Walking trips, Air conditioning, Freezer, Toaster, Car not required
4 of 5 filters matchPrice per night from
$315
4 of 5 match: Walking trips, Air conditioning, Freezer, Toaster, Car not required
4 of 5 filters matchPrice per night from
$285
4 of 5 match: Walking trips, Air conditioning, Freezer, Toaster, Car not required
4 of 5 filters matchPrice per night from
$376
Crescent Beach Villas - La Perlita: By Beachside Management
Siesta Key villa
- 2 bedrooms
- 2 bathrooms
- sleeps 6
4 of 5 match: Walking trips, Air conditioning, Freezer, Toaster, Car not required
4 of 5 filters matchPrice per night from
$273
Bianco Sands - 1 Bedroom 1 Bath: By Beachside Management
Siesta Key villa
- 1 bedroom
- 1 bathroom
- sleeps 2
4 of 5 match: Walking trips, Air conditioning, Freezer, Toaster, Car not required
4 of 5 filters matchPrice per night from
$251
4 of 5 match: Walking trips, Air conditioning, Freezer, Toaster, Car not required
4 of 5 filters matchPrice per night from
$239
4 of 5 match: Walking trips, Air conditioning, Freezer, Toaster, Car not required
4 of 5 filters matchPrice per night from
$456
A Tide that Binds Us - 600: By Beachside Management
Siesta Key townhouse
- 3 bedrooms
- 3 bathrooms
- sleeps 10
4 of 5 match: Walking trips, Air conditioning, Freezer, Toaster, Car not required
4 of 5 filters matchPrice per night from
$376
Bianco Sands 2 Bedroom - 2 Bath; by Beachside Management
Siesta Key condo
- 2 bedrooms
- 2 bathrooms
- sleeps 6
4 of 5 match: Walking trips, Air conditioning, Freezer, Toaster, Car not required
4 of 5 filters matchPrice per night from
$296
4 of 5 match: Walking trips, Air conditioning, Freezer, Toaster, Car not required
4 of 5 filters matchPrice per night from
$525
4 of 5 match: Walking trips, Air conditioning, Freezer, Toaster, Car not required
4 of 5 filters matchPrice per night from
$262
4 of 5 match: Walking trips, Air conditioning, Freezer, Toaster, Car not required
4 of 5 filters matchPrice per night from
$308
Our House at the Beach, Lake House - C103; By Beachside Management
Siesta Key condo
- 2 bedrooms
- 2 bathrooms
- sleeps 6
4 of 5 match: Walking trips, Air conditioning, Freezer, Toaster, Car not required
4 of 5 filters matchPrice per night from
$319
4 of 5 match: Walking trips, Air conditioning, Freezer, Toaster, Car not required
4 of 5 filters matchPrice per night from
$411
4 of 5 match: Walking trips, Air conditioning, Freezer, Toaster, Car not required
4 of 5 filters matchPrice per night from
$513