Vacation Rentals

Vacation Rentals in Sarasota, FL Between $10,000 and $17,000

(1 - 15 of 31)
  1. Longboat Key Gulf Front Vacation Rental! Gorgeous views from every window, 2 beds, 2 baths, fourth floor end unit in the wonderful boutique-style community of Tiffany Plaza. Look no further for your perfect vacation retreat, located directly on th...
    1 week ago on Go4rent.com
  2. An 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 family...
    2 weeks ago on ListedBuy
  3. An 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...
    2 weeks ago on Go4rent.com
  4. An 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 house ...
    2 weeks ago on ListedBuy
  5. An 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...
    2 weeks ago on ListedBuy
  6. An 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 ...
    2 weeks ago on Go4rent.com
  7. An 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.com
  8. Stop looking you just found your own ISLAND oasis. Harbour Isle is a beautiful gated community with the award winning $4.2M Beach club directly on the intracoastal. Guests who book 30 days or more can enjoy access to all the impeccable amenities H...
    Posted on ListedBuy
  9. An 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.com
  10. Enjoy 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.com
  11. Enjoy 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.com
  12. Welcome to Deja Blue, a designer pool home just minutes from downtown Sarasota & area beaches & walkable to Legacy Trail. This house offers designer comfort w/ room to spread out. Features include a huge heated swimming pool, fully fenced back yar...
    Posted on Go4rent.com
  13. An 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.com
  14. ***NEW VACATION RENTAL LISTING** Rented for Season 2025 February through April 15th.* Welcome to your amazing beachfront Longboat Key at Sunset Beach vacation. Sunset Beach is a 3 building complex located directly on Gulf of Mexico and it's powder...
    Posted on Go4rent.com
  15. This turn-key vacation rental is island living at its best all year long. While the winter "season" offers refuge from the cold, summertime offers its own special experiences. If you're lucky, you may see a loggerhead turtle nesting in the white-s...
    Posted on ListedBuy
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