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$218
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$161
Coral Reef Cutie 2Bedroom Bungalow - 4 Miles to Siesta Key
Osprey cottage
- 2 bedrooms
- 1 bathroom
- sleeps 2
Responds fast! avg. 2 hours 14 minutes
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$132
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$655
Great rentals within 20 miles that match your search
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$1,001
“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!!
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$155
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$369
Enjoy our pool and prime location for beach, downtown and bike trail.
Venice house
- 2 bedrooms
- 2 bathrooms
- sleeps 4
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$150
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$195
“Beautiful little cottage” We stayed at this lovely little cottage on Siesta Key mid-April. The cottage is very nice, with all the amenities, even a washer/dryer for extended stays. It's cozy, with high ceilings, a nice bathroom and kitchen/living room. The bed seemed a little small (only a double), but it was very comfortable. The wireless internet was not working when we were there, which was a little frustrating. There is a beautiful pool and nice garden areas. The private beach was also very nice. All of the staff and the owner were extremely pleasant and welcoming. We enjoyed our time there.
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$533
“Great Vacation” Thanks for allowing us to stay in your beautiful home in Venice Florida. It was very comfortable and had all the convenience of home. Everything we needed was close by (restaurants and grocery store). We really liked the bike trails along the canal since we brought our bikes. We would rent your house again.
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$104
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.
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$166
Vacation Home on Alligator Drive . Winter 2025 Special !
Venice house
- 3 bedrooms
- 2 bathrooms
- sleeps 5
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$150
“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!
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$273
A Siesta Tropical Retreat - Island Pool Oasis in Village & 2 blocks to Beach
Siesta Key house
- 3 bedrooms
- 2 bathrooms
- sleeps 9
“Your best choice for location!” We stayed for 10 lovely days in this home and I have to say It was an even better location than I expected. Everything you could want to do is in walking distance or you can walk to the village (maybe a 3 minute walk)and hop in a free taxi . The house is well appointed and beds are very comfortable. We traveled with a 10 yr.old, 11yr. old , and 15 yr. old my 15 yr. old niece slept in the trundle bed and commented on how comfortable the bed was. In the kitchen you will find a drawer full of menus for the many nearby restaurants and information for water activities. I highly recommend parasailing while your there ! Considering how close everything is the street is very quiet and the owners were great to deal with. Thanks Kathi and Grant!
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$501
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$402
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$630
Captiva Paradise Home close to IMG Academy & Siesta Key Beach
Bradenton house
- 3 bedrooms
- 2 bathrooms
- sleeps 10
Responds fast! avg. 9 minutes
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$373
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$259
Tranquil villa in the heart of Englewood, close to Beaches
Englewood villa
- 3 bedrooms
- 2 bathrooms
- sleeps 8
“Wonderful location and owner is super friendly” Amazing condo very well maintained. Great location to the beach and stores only min. away. We'll visit again!
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$207
“It was very cozy and comfortable apartment!” We loved to spend our vacation at this place. Really close to the beach, to different restaurants, and all kind of stores.
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$115
Perfect Venice Island 2+2 Vacation Rental close to downtown and the beach!
Venice house
- 2 bedrooms
- 2 bathrooms
- sleeps 4
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$132
Venice Immaculate RemodeledHome-2 Bdr/2 Bath-Pool-WIFl&CABLE-2 Miles to Beach
South Venice house
- 2 bedrooms
- 2 bathrooms
- sleeps 6
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$172
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$230
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$172
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$206
Responds fast! avg. 1 hour 57 minutes
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$190
Sarasota Downtown, Best Location For Your Vacation !!!
Lido Key apartment
- 2 bedrooms
- 1 bathroom
- sleeps 7
Responds fast! avg. 1 hour 57 minutes
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$194
Tiny House Siesta - Tiny Aqua Oasis- Tiny House that sleeps 6 comfortably
Siesta Key hotel apartment
- 3 bedrooms
- 1 bathroom
- sleeps 6
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$444
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$378
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$443
Tiny House Siesta - Eleanor- our bright & beautiful Tiny House near the beach
Siesta Key hotel apartment
- 1 bedroom
- 1 bathroom
- sleeps 3
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$448
Tiny House Siesta - Sand Dollar – A private master loft and open living space
Siesta Key hotel apartment
- 2 bedrooms
- 1 bathroom
- sleeps 6
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$448
Tiny House Siesta - Yellow Lifeguard Stand Tiny House
Siesta Key hotel apartment
- 2 bedrooms
- 1 bathroom
- sleeps 4
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$423
Tiny House Siesta - Tiny Blue Oasis – a tiny house with 3 Queen beds
Siesta Key hotel apartment
- 3 bedrooms
- 1 bathroom
- sleeps 6
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$460
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$293
Peaceful, Private, Paradise in Englewood. House with heated pool
Englewood house
- 3 bedrooms
- 3 bathrooms
- sleeps 6
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$259
Downtown Sarasota Historic Burns Court Adorable Bungalow
Sarasota house
- 2 bedrooms
- 1 bathroom
- sleeps 4
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$295