Updating...
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.
Match: Air conditioning Satellite TV Walking trips Car not required
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$166
“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 Satellite TV Walking trips Car not required
All filters matchPrice per night from
$510
Bocilla Island Club 2 Pools, boat dock, private 400 ft fishing pier
Bokeelia condo
- 2 bedrooms
- 3 bathrooms
- sleeps 6
Match: Air conditioning Satellite TV Walking trips Car not required
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$218
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!!
Match: Air conditioning Satellite TV Walking trips Car not required
All filters matchPrice per night from
$144
Lattitude Adjustment- Private Beachfront Home with Fishing Dock, Sunrises
North Captiva Island house
- 4 bedrooms
- 5 bathrooms
- sleeps 10
Match: Air conditioning Satellite TV Walking trips Car not required
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$916
Match: Air conditioning Satellite TV Walking trips Car not required
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$190
Downtown Apartment in Historic Burns Square downtown Sarasota
Sarasota apartment
- 1 bedroom
- 1 bathroom
- sleeps 3
3 of 4 match: Walking trips, Air conditioning, Satellite TV, Car not required
3 of 4 filters matchPrice per night from
$281
Responds fast! avg. 1 hour 33 minutes
3 of 4 match: Walking trips, Air conditioning, Satellite TV, Car not required
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$401
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: Walking trips, Air conditioning, Satellite TV, Car not required
3 of 4 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...
3 of 4 match: Walking trips, Air conditioning, Satellite TV, Car not required
3 of 4 filters matchPrice per night from
$431
Private Pool Home, SPECTACULAR Sunsets And Only Steps from the Beaches
North Captiva Island house
- 3 bedrooms
- 3 bathrooms
- sleeps 7
3 of 4 match: Walking trips, Air conditioning, Satellite TV, Car not required
3 of 4 filters matchPrice per night from
$1,148
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: Walking trips, Air conditioning, Satellite TV, Car not required
3 of 4 filters matchPrice per night from
$573
3 of 4 match: Walking trips, Air conditioning, Satellite TV, Car not required
3 of 4 filters matchPrice per night from
$149
Beach House Residence - Penthouse; by Beachside Management
Siesta Key condo
- 2 bedrooms
- 2 bathrooms
- sleeps 4
3 of 4 match: Walking trips, Air conditioning, Satellite TV, Car not required
3 of 4 filters matchPrice per night from
$434
3 of 4 match: Walking trips, Air conditioning, Satellite TV, Car not required
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$286
Responds fast! avg. 3 hours 25 minutes
3 of 4 match: Walking trips, Air conditioning, Satellite TV, Car not required
3 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.
3 of 4 match: Walking trips, Air conditioning, Satellite TV, Car not required
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$315
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 4 match: Walking trips, Air conditioning, Satellite TV, Car not required
3 of 4 filters matchPrice per night from
$333
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 4 match: Walking trips, Air conditioning, Satellite TV, Car not required
3 of 4 filters matchPrice per night from
$316
A Tide that Binds Us - 600: By Beachside Management
Siesta Key townhouse
- 3 bedrooms
- 3 bathrooms
- sleeps 10
3 of 4 match: Walking trips, Air conditioning, Satellite TV, Car not required
3 of 4 filters matchPrice per night from
$377
3 of 4 match: Walking trips, Air conditioning, Satellite TV, Car not required
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$263
3 of 4 match: Walking trips, Air conditioning, Satellite TV, Car not required
3 of 4 filters matchPrice per night from
$228
3 of 4 match: Walking trips, Air conditioning, Satellite TV, Car not required
3 of 4 filters matchPrice per night from
$549
3 of 4 match: Walking trips, Air conditioning, Satellite TV, Car not required
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$457
3 of 4 match: Walking trips, Air conditioning, Satellite TV, Car not required
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$950
3 of 4 match: Walking trips, Air conditioning, Satellite TV, Car not required
3 of 4 filters matchPrice per night from
$240
Our House at the Beach, Lake House - C103; By Beachside Management
Siesta Key condo
- 2 bedrooms
- 2 bathrooms
- sleeps 6
3 of 4 match: Walking trips, Air conditioning, Satellite TV, Car not required
3 of 4 filters matchPrice per night from
$320
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.
3 of 4 match: Walking trips, Air conditioning, Satellite TV, Car not required
3 of 4 filters matchPrice per night from
$212
North Captiva Private Pool Home Shell Cottage
North Captiva Island house
- 2 bedrooms
- 4 bathrooms
- sleeps 6
3 of 4 match: Car not required, Walking trips, Air conditioning, Satellite TV
3 of 4 filters matchPrice per night from
$459
3 of 4 match: Walking trips, Air conditioning, Satellite TV, Car not required
3 of 4 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
3 of 4 match: Walking trips, Air conditioning, Satellite TV, Car not required
3 of 4 filters matchPrice per night from
$975
3 of 4 match: Walking trips, Air conditioning, Satellite TV, Car not required
3 of 4 filters matchPrice per night from
$424
“Relaxing Stay” Well kept property in a great neighborhood within 15 min from the beach and great shopping. The pictures and description accurately reflect what you see when you get there. Owners, Lorrie and Frank, were a pleasure to deal with from beginning to end. Had a wonderful time and looking forward to returning soon. Would highly recommend this property!
3 of 4 match: Car not required, Walking trips, Air conditioning, Satellite TV
3 of 4 filters matchPrice per night from
$172
“Our 2017 vacation” This was our first time ever renting a house. Peter was the best. This house had everything we need or wanted. It was super clean and beautiful. The screened porch was perfect to drink coffee in the morning. Didn't have to worry about the bugs or anything. Beach was a short walk around the corner over a bridge. The town was great and hardly no traffic. Safe for younger kids to play in the yard. Can't wait to rent again next year. Thank you!!
3 of 4 match: Car not required, Walking trips, Air conditioning, Satellite TV
3 of 4 filters matchPrice per night from
$155
3 of 4 match: Walking trips, Air conditioning, Satellite TV, Car not required
3 of 4 filters matchPrice per night from
$410
3 of 4 match: Walking trips, Air conditioning, Satellite TV, Car not required
3 of 4 filters matchPrice per night from
$240
Lovely home with oversized heated pool in quiet neighborhood
Cape Coral villa
- 3 bedrooms
- 2 bathrooms
- sleeps 6
3 of 4 match: Car not required, Walking trips, Air conditioning, Satellite TV
3 of 4 filters matchPrice per night from
$155
Newly built. Heated pool. Ideal for poolside relaxing and romantic gateways
Matlacha villa
- 3 bedrooms
- 3 bathrooms
- sleeps 8
3 of 4 match: Car not required, Walking trips, Air conditioning, Satellite TV
3 of 4 filters matchPrice per night from
$108