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Vacation rentals in Siesta Key, Florida

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All 247 Rentals in Siesta Key
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$1,588
Per Night
2 Bedrooms, 2 Bathrooms, Sleeps 6
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$323
Per Night
2 Bedrooms, 2 Bathrooms, Sleeps 4
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$110
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1 Bedroom, 1 Bathroom, Sleeps 4
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Also consider
Crystal Sands Unit 308 Siesta Key, Florida
2 Bedrooms, sleeps 6
$241 / night
SEPT 20-27 REDUCED to $700/WK Ebb Tide Villa #2
1 Bedroom, sleeps 4
$110 - $185 / night
Beachfront Dream Condo...You Deserve The Best!
2 Bedrooms, sleeps 6
$175 - $230 / night
Siesta Key Beachfront 3 Bedroom Home, Sarasota
3 Bedrooms, sleeps 7
$433 - $685 / night
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$3,396
Per Week
3 Bedrooms, 2 Bathrooms, Sleeps 6
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$110
Per Night
2 Bedrooms, 2 Bathrooms, Sleeps 4
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$62
Per Night
2 Bedrooms, 2 Bathrooms, Sleeps 7
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$126
Per Night
2 Bedrooms, 1 Bathroom, Sleeps 5
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$148
Per Night
2 Bedrooms, 2 Bathrooms, Sleeps 6
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$110
Per Night
1 Bedroom, 1 Bathroom, Sleeps 4
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$1,004
Per Week
2 Bedrooms, 2 Bathrooms, Sleeps 6
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$87
Per Night
2 Bedrooms, 2 Bathrooms, Sleeps 6
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$120
Per Night
2 Bedrooms, 2 Bathrooms, Sleeps 5
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$105
Per Night
1 Bedroom, 1 Bathroom, Sleeps 2
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$2,733
Per Month
2 Bedrooms, 2 Bathrooms, Sleeps 4
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$72
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2 Bedrooms, 1 Bathroom, Sleeps 7
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$192
Per Night
2 Bedrooms, 1 Bathroom, Sleeps 4
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$175
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2 Bedrooms, 2 Bathrooms, Sleeps 6
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$142
Per Night
2 Bedrooms, 1 Bathroom, Sleeps 5
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$186
Per Night
2 Bedrooms, 1 Bathroom, Sleeps 6
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$192
Per Night
3 Bedrooms, 2 Bathrooms, Sleeps 7
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$110
Per Night
1 Bedroom, 1 Bathroom, Sleeps 4
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$164
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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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$164
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4 Bedrooms, 2 Bathrooms, Sleeps 8
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$164
Per Night
2 Bedrooms, 2 Bathrooms, Sleeps 6
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$238
Per Night
3 Bedrooms, 3 Bathrooms, Sleeps 10
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$986
Per Week
2 Bedrooms, 2 Bathrooms, Sleeps 4
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$438
Per Night
4 Bedrooms, 3 Bathrooms, Sleeps 8
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$263
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4 Bedrooms, 5 Bathrooms, Sleeps 10
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$234
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2 Bedrooms, 2 Bathrooms, Sleeps 4
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$219
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2 Bedrooms, 2 Bathrooms, Sleeps 6
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$266
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4 Bedrooms, 3 Bathrooms, Sleeps 8
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$186
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2 Bedrooms, 2 Bathrooms, Sleeps 6
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$119
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1 Bedroom, 9 Bathrooms, Sleeps 34
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$186
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2 Bedrooms, 2 Bathrooms, Sleeps 5
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$175
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2 Bedrooms, 2 Bathrooms, Sleeps 6
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$102
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1 Bedroom, 1 Bathroom, Sleeps 4
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$219
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2 Bedrooms, 3 Bathrooms, Sleeps 4
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$597
Per Night
6 Bedrooms, 2 Bathrooms, Sleeps 14
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$105
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2 Bedrooms, 1 Bathroom, Sleeps 4
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Suitability

  • Wheelchair access (50)
  • Elder access (132)
  • Suitable for children (165)
  • Pet friendly (48)
  • Smoking allowed (0)

Amenities

  • Air Conditioning (235)
  • Internet (235)
  • Other outdoor space (198)
  • Parking (187)
  • 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.