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“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 Boat available Toaster Walking trips Car not required
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$509
Lattitude Adjustment- Private Beachfront Home with Fishing Dock, Sunrises
North Captiva Island house
- 4 bedrooms
- 5 bathrooms
- sleeps 10
Match: Air conditioning Boat available Toaster Walking trips Car not required
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$918
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: Boat available, Walking trips, Air conditioning, Toaster, Car not required
4 of 5 filters matchPrice per night from
$144
4 of 5 match: Boat available, Walking trips, Air conditioning, Toaster, Car not required
4 of 5 filters matchPrice per night from
$190
Beautiful Barrier Island Beach House with Pool, Spa and Dock - Walk 2 Beach!
Don Pedro Island house
- 3 bedrooms
- 4 bathrooms
- sleeps 7
4 of 5 match: Walking trips, Air conditioning, Boat available, Toaster, Car not required
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$597
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: Boat available, Walking trips, Air conditioning, Toaster, Car not required
4 of 5 filters matchPrice per night from
$166
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, Boat available, Toaster, Car not required
4 of 5 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
4 of 5 match: Walking trips, Air conditioning, Boat available, Toaster, Car not required
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$573
Bocilla Island Club 2 Pools, boat dock, private 400 ft fishing pier
Bokeelia condo
- 2 bedrooms
- 3 bathrooms
- sleeps 6
4 of 5 match: Boat available, Walking trips, Air conditioning, Toaster, Car not required
4 of 5 filters matchPrice per night from
$218
4 of 5 match: Walking trips, Air conditioning, Boat available, Toaster, Car not required
4 of 5 filters matchPrice per night from
$1,147
Stella Maris-Beachfront, Ultimate Privacy, Spectacular Shelling, Sunset Views!
North Captiva Island house
- 3 bedrooms
- 4 bathrooms
- sleeps 6
4 of 5 match: Walking trips, Air conditioning, Boat available, Toaster, Car not required
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$975
4 of 5 match: Walking trips, Air conditioning, Boat available, Toaster, Car not required
4 of 5 filters matchPrice per night from
$344
“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!
4 of 5 match: Walking trips, Air conditioning, Boat available, Toaster, Car not required
4 of 5 filters matchPrice per night from
$273
4 of 5 match: Car not required, Walking trips, Air conditioning, Boat available, Toaster
4 of 5 filters matchPrice per night from
$190
Close to Siesta key with hot tub, fire pit and butterfly garden
Gulf Gate Estates guest house
- 1 bedroom
- 1 bathroom
- sleeps 4
4 of 5 match: Car not required, Walking trips, Air conditioning, Boat available, Toaster
4 of 5 filters matchPrice per night from
$193
Gorgeous Direct Gulf/Beach Front 2 Bedroom Condo on Siesta Key, Amazing views!
Siesta Key apartment
- 2 bedrooms
- 2 bathrooms
- sleeps 6
Responds fast! avg. 1 hour 1 minutes
4 of 5 match: Car not required, Walking trips, Air conditioning, Boat available, Toaster
4 of 5 filters matchPrice per night from
$266
3 of 5 match: Walking trips, Boat available, Air conditioning, Toaster, Car not required
3 of 5 filters matchPrice per night from
$23
Spacious Apt. #1 Historic Walkable Downtown, between Siesta & Lido Beach
Sarasota apartment
- 1 bedroom
- 1 bathroom
- sleeps 4
3 of 5 match: Walking trips, Boat available, Air conditioning, Toaster, Car not required
3 of 5 filters matchPrice per night from
$483
“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...
3 of 5 match: Walking trips, Boat available, Air conditioning, Toaster, Car not required
3 of 5 filters matchPrice per night from
$430
Jamaica Royal Villas - Villa 42; by Beachside Management
Siesta Key condo
- 1 bedroom
- 1 bathroom
- sleeps 2
3 of 5 match: Walking trips, Boat available, Air conditioning, Toaster, Car not required
3 of 5 filters matchPrice per night from
$240
3 of 5 match: Walking trips, Boat available, Air conditioning, Toaster, Car not required
3 of 5 filters matchPrice per night from
$138
3 of 5 match: Walking trips, Boat available, Air conditioning, Toaster, Car not required
3 of 5 filters matchPrice per night from
$149
3 of 5 match: Walking trips, Boat available, Air conditioning, Toaster, Car not required
3 of 5 filters matchPrice per night from
$149
Costal Surfside Swank 302: By Beachside Management
Siesta Key townhouse
- 3 bedrooms
- 3 bathrooms
- sleeps 6
3 of 5 match: Walking trips, Boat available, Air conditioning, Toaster, Car not required
3 of 5 filters matchPrice per night from
$515
3 of 5 match: Walking trips, Boat available, Air conditioning, Toaster, Car not required
3 of 5 filters matchPrice per night from
$320
3 of 5 match: Walking trips, Boat available, Air conditioning, Toaster, Car not required
3 of 5 filters matchPrice per night from
$286
3 of 5 match: Walking trips, Boat available, Air conditioning, Toaster, Car not required
3 of 5 filters matchPrice per night from
$412
3 of 5 match: Walking trips, Boat available, Air conditioning, Toaster, Car not required
3 of 5 filters matchPrice per night from
$458
3 of 5 match: Walking trips, Boat available, Air conditioning, Toaster, Car not required
3 of 5 filters matchPrice per night from
$297
Direct Beachfront Delight: By Beachside Management
Siesta Key apartment
- 2 bedrooms
- 2 bathrooms
- sleeps 4
3 of 5 match: Walking trips, Boat available, Air conditioning, Toaster, Car not required
3 of 5 filters matchPrice per night from
$240
3 of 5 match: Walking trips, Boat available, Air conditioning, Toaster, Car not required
3 of 5 filters matchPrice per night from
$515
Beach House Residence - Penthouse; by Beachside Management
Siesta Key condo
- 2 bedrooms
- 2 bathrooms
- sleeps 4
3 of 5 match: Walking trips, Boat available, Air conditioning, Toaster, Car not required
3 of 5 filters matchPrice per night from
$435
3 of 5 match: Walking trips, Boat available, Air conditioning, Toaster, Car not required
3 of 5 filters matchPrice per night from
$263
3 of 5 match: Walking trips, Boat available, Air conditioning, Toaster, Car not required
3 of 5 filters matchPrice per night from
$320
Responds fast! avg. 3 hours 25 minutes
3 of 5 match: Walking trips, Boat available, Air conditioning, Toaster, Car not required
3 of 5 filters matchPrice per night from
$258
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.
3 of 5 match: Walking trips, Boat available, Air conditioning, Toaster, Car not required
3 of 5 filters matchPrice per night from
$315
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.
3 of 5 match: Walking trips, Boat available, Air conditioning, Toaster, Car not required
3 of 5 filters matchPrice per night from
$316
Siesta Key, Heated pool, Gulf and Bay, Cute Siesta Key Condo, Gated - Siesta Sky
Siesta Key condo
- 1 bedroom
- 1 bathroom
- sleeps 2
3 of 5 match: Walking trips, Boat available, Air conditioning, Toaster, Car not required
3 of 5 filters matchPrice per night from
$333