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Match: Private pool
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$656
Great rentals within 20 miles that match your search
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$213
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$1,001
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$155
“Excellent” Our stay at 4638 Runabout way was amazing. We loved that the house was very nice, spacious, and clean for my family and I. We loved swimming in the pool everyday. The service was excellent all around. We would definitely stay there again.
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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
Responds fast! avg. 2 hours 1 minutes
Match: Private pool
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$138
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!
Match: Private pool
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$502
4 Bedroom with Gulf View Siesta Key FL Beach Fun
Siesta Key apartment
- 4 bedrooms
- 4 bathrooms
- sleeps 10
“Fantastic Location and Beautiful Accomodations” Our daughters and their families stayed here in February. The condo was everything we expected and more. It has a breathtaking view of the Gulf from the screened in lani which runs the width of the unit. The four bedrooms were perfect for our group of nine and the kitchen / dining area was well stocked with appliances , pots & pans , dishes , glassware , etc. Condo has easy access to heated pool and ample parking. Owner made the rental process smooth as silk , and we all felt right at home as soon as we had checked in. Right across street from world famous Siesta Beach. Would highly recommend.
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$516
“Location location” Great house convincent , clean , close to everything
Match: Private pool
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$122
Match: Private pool
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$192
“Perfect family cottage in Lemon Bay” Such a great little house and surprisingly bigger than pictures reveal. Perfect for a family with kids. 3rd toilet tucked away in laundry shed for easy access from pool. Great location as well, close to beaches, parks and many restaurants within walking distance. Definitely will rent there again. House was fresh, clean and inviting.
Responds fast! avg. 3 hours 39 minutes
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$104
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$167
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$287
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$270
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$230
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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
Match: Private pool
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$286
Captiva Paradise Home close to IMG Academy & Siesta Key Beach
Bradenton house
- 3 bedrooms
- 2 bathrooms
- sleeps 10
Responds fast! avg. 9 minutes
Match: Private pool
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$373
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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$173
Price per night from
$293
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$630
Total Retreat - Two Living Rooms, Awesome Lake View - close Beaches & Shopping
Englewood villa
- 4 bedrooms
- 3 bathrooms
- sleeps 8
Match: Private pool
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$194
Lakefront Oasis 3 Bdrm House with Heated Pool minutes from village and beach
Siesta Key house
- 3 bedrooms
- 2 bathrooms
- sleeps 8
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$689
Responds fast! avg. 3 hours 1 minutes
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$546
Responds fast! avg. 9 minutes
Match: Private pool
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$431
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$259
Match: Private pool
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$407
Responds fast! avg. 2 hours 0 minutes
Match: Private pool
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$1,005
Match: Private pool
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$224
Responds fast! avg. 1 hour 39 minutes
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$402
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$482
Venice Pool Home Centrally Located, Just Waiting For You
Venice house
- 3 bedrooms
- 2 bathrooms
- sleeps 6
Match: Private pool
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$276
BeautifulHome with Pool - 3 miles from Siesta Key Beach
Gulf Gate Estates house
- 3 bedrooms
- 2 bathrooms
- sleeps 6
Responds fast! avg. 1 hour 38 minutes
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$241
Beautiful house for rent at siesta key beach with pool, theater and game room
Siesta Key house
- 7 bedrooms
- 3 bathrooms
- sleeps 15
Responds fast! avg. 2 hours 0 minutes
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$2,857
Paradise 4 Bedroom Pool Home Close to Siesta Key Beach and IMG Academy
North Sarasota house
- 4 bedrooms
- 3 bathrooms
- sleeps 10
Responds fast! avg. 9 minutes
Match: Private pool
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$431
Match: Private pool
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$688