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Vacation Rentals in 34242
(1 - 15 of 79)-
$16,000 5238 Winding Way Sarasota FL 34242
3 BR · Vacation · Sarasota, FLAVAILABLE FOR 2025 SEASON!! Enjoy this beautiful 3-bedroom and 3-bathroom remodeled home on Siesta key, named the #1 Beach in the country! Brand new pool set to be completed fall 2023. We are LESS THAN 1 minute to the powdered sugar sands and turq...Posted on Go4rent.comTools- XTools
- 5238 Winding Way Saras... for $16,000
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$15,000 5129 Sandy Cove Avenue Sarasota FL 34242
3 BR · Vacation · Sarasota, FLAn Ascendia Property! An ultimate water lover's dream home on Siesta Key (Sleeps 8) this property truly has it all. Kayak or paddle board right from your backyard. Fish from your private dock, and grill your fresh catch poolside while your family ...17 hours ago on Go4rent.comTools- XTools
- 5129 Sandy Cove Avenue... for $15,000
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$15,000 4900 OCEAN BOULEVARD Unit: 501 SARASOTA FL 34242
3 BR · Vacation · Sarasota, FLAn Ascendia Group Property! Welcome to an extraordinary vacation escape in the beautiful surroundings of Siesta Key. This exceptional two-story penthouse condo located in the waterfront community Sandy Cove offers an unforgettable vacation experie...Posted on Go4rent.comTools- XTools
- 4900 OCEAN BOULEVARD U... for $15,000
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$13,200 306 BEACH ROAD Unit: 306 SARASOTA FL 34242
3 BR · Vacation · Sarasota, FLAn Ascendia Property! **WEEKLY STAYS AVAILABLE! Listing reflects monthly rate. Unit can be rented on a 1-Week minimum basis - call us today for weekly pricing!** Take some time to get away from it all.. we have the perfect place for you and your f...17 hours ago on Go4rent.comTools- XTools
- 306 BEACH ROAD Unit: 3... for $13,200
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$12,500 1341 SIESTA BAYSIDE DRIVE Unit: 1341-B SARASOTA FL 34242
3 BR · 2 BA · Vacation · Sarasota, FLEnjoy your vacation on Siesta Key in this spacious three bedroom / two bathroom vacation rental. This condo is turnkey furnished including washer / dryer and private garage. Guests are walking distance away from private beach access to Siesta Key’...Posted on Go4rent.comTools- XTools
- 1341 SIESTA BAYSIDE DR... for $12,500
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$12,500 345 Avenida Leona Sarasota FL 34242
3 BR · Vacation · Sarasota, FLAn Ascendia Property! Paradise awaits in this UPDATED canal front home on Siesta Key. This 3-bedroom 2-bathroom POOL home features an open concept with tile floors, wood kitchen cabinets, granite counter tops and stainless appliances. This propert...Posted on Go4rent.comTools- XTools
- 345 Avenida Leona Sara... for $12,500
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$12,000 1305 SIESTA BAYSIDE DRIVE Unit: 1305-B SARASOTA FL 34242
3 BR · 2 BA · Vacation · Sarasota, FLEnjoy your vacation on Siesta Key in this spacious three bedroom / two bathroom vacation rental. This condo is turnkey furnished including washer / dryer and private garage. Guests are walking distance away from private beach access to Siesta Key’...Posted on Go4rent.comTools- XTools
- 1305 SIESTA BAYSIDE DR... for $12,000
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$12,000 3433 Hamilton Avenue Sarasota FL 34242
3 BR · 2 BA · Vacation · Sarasota, FLAn Ascendia Property! "**Listing reflects monthly rate. Unit can be rented on a 1-Week minimum basis - call us today for weekly pricing!** This charming home offers a delightful coastal retreat on Siesta Key, perfect for those seeking relaxation a...Posted on Go4rent.comTools- XTools
- 3433 Hamilton Avenue S... for $12,000
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$10,500 5640 Cape Leyte Drive Sarasota FL 34242
3 BR · 2 BA · Vacation · Sarasota, FLAn Ascendia Property! **AVAILABLE FOR WEEKLY RENTALS! Listing reflects monthly rate. Unit can be rented on a 1-Week minimum basis - call us today for weekly pricing!** It's all about the beach and the bourbon! This 1964 Siesta Key classic beach ho...17 hours ago on Go4rent.comTools- XTools
- 5640 Cape Leyte Drive ... for $10,500
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$10,500 8630 MIDNIGHT PASS ROAD Unit: 405A SARASOTA FL 34242
2 BR · 2 BA · Vacation · Sarasota, FLAn Ascendia Property! Welcome to Southern Exposure, your Siesta Key beach retreat! Step inside to your beautifully decorated condo with FRONT ROW VIEWS of the Gulf of Mexico! There is plenty of room to bring your family and friends with 2 bedrooms...17 hours ago on Go4rent.comTools- XTools
- 8630 MIDNIGHT PASS ROA... for $10,500
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$10,500 5024 Higel Avenue Sarasota FL 34242
3 BR · Vacation · Sarasota, FLAn Ascendia Property! Spectacular is an understatement when describing this updated Siesta Key CANAL FRONT POOL HOME. Once you step inside you'll notice an open-airy floor plan, beautifully decorated to reflect a modern beach-style home! Enjoy the...16 hours ago on ListedBuyTools- XTools
- 5024 Higel Avenue Sara... for $10,500
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$10,000 3535 LA Paloma Avenue Sarasota FL 34242
4 BR · 3 BA · Vacation · Sarasota, FLAn Ascendia Property! Welcome to "The Dove" on Siesta Key! With 4 bedrooms and 3 bathrooms, this spacious property can comfortably accommodate up to 10 guests, making it an ideal choice for your next family vacation. The highlight of this property...Posted on Go4rent.comTools- XTools
- 3535 LA Paloma Avenue ... for $10,000
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$10,000 5516 Avenida Del Mare Sarasota FL 34242
3 BR · Vacation · Sarasota, FLAn Ascendia Group Property! **Listing reflects mid-season rate. Monthly rental rates as follows: (JANUARY - APRIL - peak season: $15,000/month), (MAY - JUNE - mid-season: $10,000/month), (JULY - SEPTEMBER - off season: $7,000/month), and (OCTOBER ...Posted on Go4rent.comTools- XTools
- 5516 Avenida Del Mare ... for $10,000
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$10,000 420 BEACH ROAD Unit: 807 SARASOTA FL 34242
3 BR · Vacation · Sarasota, FLWelcome to our stunning vacation rental condo in Siesta Key, Florida! This magnificent 3 bedroom, 2 and a half bath condo offers the perfect tropical escape. With its prime location on the 8th floor of the Siesta Gulf View community, you'll enjoy ...Posted on Go4rent.comTools- XTools
- 420 BEACH ROAD Unit: 8... for $10,000
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$9,300 1226 SIESTA BAYSIDE DRIVE Unit: 1226-C SARASOTA FL 34242
2 BR · Vacation · Sarasota, FLEnjoy all the Siesta Key and Gulf and Bay Club Bayside amenities while staying in this spacious two-bedroom/two-bathroom vacation rental condo. The condo offers a relaxing lake, pool and tennis court view from the lanai. A few of your amenities in...Posted on Go4rent.comTools- XTools
- 1226 SIESTA BAYSIDE DR... for $9,300
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