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Vacation Rentals in 34242
(1 - 15 of 70)-
$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 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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$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 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...21 hours ago on Go4rent.comTools- 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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$9,300 1241 SIESTA BAYSIDE DRIVE Unit: 1241-A SARASOTA FL 34242
2 BR · 2 BA · Vacation · Sarasota, FLRelax in this spacious two bedroom / two bathroom vacation rental. This condo is turnkey furnished including washer / dryer and private garage. Guests are walking distance away from private, walking beach access to Siesta Key’s world-renowned whit...Posted on Go4rent.comTools- XTools
- 1241 SIESTA BAYSIDE DR... for $9,300
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$9,300 1272 SIESTA BAYSIDE DRIVE Unit: 1272-C SARASOTA FL 34242
3 BR · 2 BA · Vacation · Sarasota, FLSpacious two bedroom/two full bathroom vacation rental at the Gulf and Bay Club Bayside. Private beach access – 5 minute walk. Tile floors throughout and completely re-decorated and furnished with many amenities for your family’s enjoyment. King b...Posted on Go4rent.comTools- XTools
- 1272 SIESTA BAYSIDE DR... for $9,300
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$9,300 1239 SIESTA BAYSIDE DRIVE Unit: 1239-C SARASOTA FL 34242
2 BR · Vacation · Sarasota, FLUnwind in style and comfort in this expansive two-bedroom, two-bathroom vacation retreat, perfectly nestled in the prestigious Gulf and Bay - Bayside community on Siesta Key. This condominium is thoughtfully furnished to create a seamless and worr...Posted on Go4rent.comTools- XTools
- 1239 SIESTA BAYSIDE DR... for $9,300
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$8,500 6310 MIDNIGHT PASS ROAD Unit: 505N SARASOTA FL 34242
2 BR · 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 fabulous condo has been newly remodeled... we're talking new kitchen, new bathrooms and new furnishings!...6 days ago on Go4rent.comTools- XTools
- 6310 MIDNIGHT PASS ROA... for $8,500
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