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Vacation rentals in Siesta Key, Florida

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All 293 Rentals in Siesta Key
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$1,600
Per Night
2 Bedrooms, 2 Bathrooms, Sleeps 6
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$326
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2 Bedrooms, 2 Bathrooms, Sleeps 4
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$3,421
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3 Bedrooms, 2 Bathrooms, Sleeps 6
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Also consider
Crescent Beach Luxury Condo directly on gulf
2 Bedrooms, sleeps 6
$166 - $291 / night
Sophie  s Cottage
3 Bedrooms, sleeps 8
$284 - $426 / night
Siesta Key, Sarasota, One Bedroom, Steps to Beach.
1 Bedroom, sleeps 4
$166 - $303 / night
directley on the beach, one bed, sleeps 4
1 Bedroom, sleeps 4
$326 - $397 / night
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$110
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1 Bedroom, 1 Bathroom, Sleeps 4
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$110
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2 Bedrooms, 2 Bathrooms, Sleeps 4
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$149
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2 Bedrooms, 2 Bathrooms, Sleeps 6
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$63
Per Night
2 Bedrooms, 2 Bathrooms, Sleeps 7
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$127
Per Night
2 Bedrooms, 1 Bathroom, Sleeps 5
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$87
Per Night
2 Bedrooms, 2 Bathrooms, Sleeps 6
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$134
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1 Bedroom, 1 Bathroom, Sleeps 4
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$1,012
Per Week
2 Bedrooms, 2 Bathrooms, Sleeps 6
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$121
Per Night
2 Bedrooms, 2 Bathrooms, Sleeps 5
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$2,753
Per Month
2 Bedrooms, 2 Bathrooms, Sleeps 4
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$106
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1 Bedroom, 1 Bathroom, Sleeps 2
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$143
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2 Bedrooms, 1 Bathroom, Sleeps 5
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$188
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2 Bedrooms, 1 Bathroom, Sleeps 6
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$193
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3 Bedrooms, 2 Bathrooms, Sleeps 7
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$177
Per Night
2 Bedrooms, 2 Bathrooms, Sleeps 6
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$193
Per Night
2 Bedrooms, 1 Bathroom, Sleeps 4
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$73
Per Night
2 Bedrooms, 1 Bathroom, Sleeps 7
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$166
Per Night
2 Bedrooms, 2 Bathrooms, Sleeps 6
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$110
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2 Bedrooms, 2 Bathrooms, Sleeps 6
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$166
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4 Bedrooms, 2 Bathrooms, Sleeps 8
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$166
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2 Bedrooms, 2 Bathrooms, Sleeps 6
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$186
Per Night
1 Bedroom, 1 Bathroom, Sleeps 4
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$239
Per Night
3 Bedrooms, 3 Bathrooms, Sleeps 10
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$993
Per Week
2 Bedrooms, 2 Bathrooms, Sleeps 4
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$441
Per Night
4 Bedrooms, 3 Bathrooms, Sleeps 8
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$265
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4 Bedrooms, 5 Bathrooms, Sleeps 10
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$236
Per Night
2 Bedrooms, 2 Bathrooms, Sleeps 4
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From
$268
Per Night
4 Bedrooms, 3 Bathrooms, Sleeps 8
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From
$221
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2 Bedrooms, 2 Bathrooms, Sleeps 6
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From
$188
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2 Bedrooms, 2 Bathrooms, Sleeps 6
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From
$177
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2 Bedrooms, 2 Bathrooms, Sleeps 6
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From
$188
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2 Bedrooms, 2 Bathrooms, Sleeps 5
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From
$103
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1 Bedroom, 1 Bathroom, Sleeps 4
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From
$221
Per Night
2 Bedrooms, 3 Bathrooms, Sleeps 4
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From
$601
Per Night
6 Bedrooms, 2 Bathrooms, Sleeps 14
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From
$106
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2 Bedrooms, 1 Bathroom, Sleeps 4
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From
$199
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2 Bedrooms, 2 Bathrooms, Sleeps 6
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Suitability

  • Wheelchair access (50)
  • Elder access (132)
  • Suitable for children (164)
  • Pet friendly (48)
  • Smoking allowed (0)

Amenities

  • Air Conditioning (235)
  • Internet (235)
  • Other outdoor space (199)
  • Parking (186)
  • Washer/Dryer (171)
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Siesta Key Vacation Rentals

Looking for world class powdery white quartz sand beaches, a relaxed low-rise life style, and about 100 nearby golf courses on Florida’s South Gulf Coast? This plus bay- and ocean-side views can be yours with a money-saving Siesta Key vacation rental. From Siesta Key cross Roberts or Little Sarasota Bay to Sarasota for museums, art, wildlife, circuses, opera, ballet, symphonies, theater, film festivals, botanical gardens, baseball spring training, and polo, cricket, and lawn bowling clubs.

Lions, Tigers & Circuses

When you need a break from basking in the sun or seashell collecting around Siesta Key, it’s Ringling Brothers and Barnum & Bailey Circus time at Circus Sarasota (Feb., March) and the Museum of the Circus (year-round) at the old Ringling wintering grounds. Visit the Ringling’s bayside winter mansion, Ca d'Zan, and savor their extensive art collection at the recently expanded John and Mable Ringling Museum of Art. The nearby Big Cat Habitat is a sanctuary for lions, tigers, bears and other animals. Hike or take a swamp buggy eco-tour with the kids at Babcock Wilderness in Punta Gorda, and see Florida’s native plants and animals in their natural habitats.

Gardens & Aquariums

Let the whole family enjoy the mazes, pirates ships, colorful flowers, and tropical birds at the Sarasota Children's Garden. Marvel at the orchids, bromeliads, and Sarasota Bay views at Selby Gardens. Enjoy the Parker Manatee Aquarium, plus the Bishop Planetarium’s digital projections of the heavens with Dolby surround sound at the South Florida Museum, near the Manatee River in downtown Bradenton. Schedule a Monday, Wednesday, or Friday morning for Mote Aquarium’s Narrated Shark Training Sessions; and visit Molly the Mollusk, a 27-foot pickled New Zealand giant squid.

Locomotives & Science

Learn some science and technology with the family at downtown Sarasota’s bay-front G.WIZ (Gulfcoast Wonder & Imagination Zone). In the evening, treat the family to Broadway theater, dance, or a jazz, pop, or rock concert at the Van Wezel Performing Arts Hall, next door to G.WIZ. Make a weekend visit to the Florida Railroad Museum, 45 minutes north of Siesta Key in Parrish, where you can get hands-on-training, take over the controls, and even rent a locomotive.

History & Baseball

From your money-saving Siesta Bay vacation rental home, apartment or condo, take Stickney Point Road across Little Sarasota Bay to the Tamiami Trail (U.S. 41) and Historic Spanish Point. This unusual museum and archaeological site has an intact prehistoric village with middens, as well as a pioneer home, citrus packing house, and old boatyard. In 1924, the New York Giants began a spring training tradition in Sarasota that is being continued by the Baltimore Orioles and the Grapefruit League in Ed Smith Stadium.