Vacation Rentals

with Pool Vacation Rentals in Winter Haven Area

(1 - 15 of 1,410)
  1. **LONG TERM RENTAL ONLY** CURRENTLY AVAILABLE! THIS IS A FULLY FURNISHED 2 BEDROOM/1.5 BATH CONDO LOCATED IN A GATED 55+ LAKEFRONT COMMUNITY. FURNISHINGS ARE OPTIONAL. FULLY EQUIPPED KITCHEN AND LINENS PROVIDED. Live Like You are on Vacation All Y...
    2 weeks ago on Americanlisted
  2. LONG TERM RENTAL ONLY CURRENTLY AVAILABLE! THIS IS A FULLY FURNISHED 2 BEDROOM/1.5 BATH CONDO LOCATED IN A GATED 55+ LAKEFRONT COMMUNITY. FURNISHINGS ARE OPTIONAL. FULLY EQUIPPED KITCHEN AND LINENS PROVIDED. Live Like You are on Vacation All Year ...
    Bayou Bridge Team ·2 weeks ago on RealtyWW
  3. LONGBOAT KEY...LUXURY CONDO. Three bedroom, three bathroom condo. Very spacious with 2544 Sq. Ft. open floor plan. All three bathrooms have marble countertops and beautiful fixtures. The views over the boat docks is incredible. Huge rooms with ple...
    3 weeks ago on Go4rent.com
  4. SIGN A LONG-TERM LEASE FOR APRIL 1ST AND MOVE IN EARLY! CALL TO GET DETAILS! Want to live in paradise? Sunny Florida is waiting for you! Enjoy this UPDATED 2 bedroom, 1.5 baths (just COMPLETELY RENOVATED!), partially FURNISHED condo in the wonderf...
    Posted on Americanlisted
  5. SIGN A LONG-TERM LEASE FOR MARCH 1ST AND MOVE IN EARLY! CALL TO GET DETAILS! Want to live in paradise? Sunny Florida is waiting for you! Enjoy this UPDATED 2 bedroom, 1.5 bath, partially FURNISHED condo in the wonderful community of Tahitian Garde...
    Posted on RealtyWW
  6. Vacation rental: 'Olde Florida' style 2 bedroom, 1 bath cottage one block from Lido Beach! Nestled in the back of Pelican Gardens, this tropical Villa is a short stroll to Ted Sperling Park and St. Armands Circle. Just bring your suitcase and sung...
    Posted on ListedBuy
  7. Beautiful 3/2/2 villa available for rent STARTING JULY 1st 2024. The villa is located in desirable Gulf Winds subdivision. This villa includes 3 bedrooms, 2 baths, den/office, 2 car garage ( that has a second fridge), 9' ceilings, an open concept ...
    19 hours ago on Go4rent.com
  8. The Belleair Beach House... A Luxurious Gulf Front Home with a Pool and Coastal Elegance! Escape to a beautiful Gulf front home in a secure gated location. This two-story home is located on Belleair Beach! This stunning home sits directly on the s...
    19 hours ago on Go4rent.com
  9. 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...
    5 days ago on ListedBuy
  10. An Ascendia Property! WEEKLY RENTALS! Listing reflects monthly rate. Unit can be rented on a 1-Week minimum basis - call us today for weekly pricing! Your vacation starts here. with this delightful 2 bedroom, 2 bathroom (sleeps 4) condo that is a ...
    5 days ago on ListedBuy
  11. 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...
    6 days ago on Go4rent.com
  12. 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 ...
    5 days ago on ListedBuy
  13. An Ascendia Property! This spacious, fully-updated 3 bedroom/bathroom pool house is big enough for you, your friends, and your family.and it is ON A CANAL- you might be able to see dolphins and manatees! The private pool in your own backyard is pe...
    5 days ago on ListedBuy
  14. An Ascendia Property! Listing reflects monthly rate. Unit can be rented on a 1-Week minimum basis - call us today for weekly pricing! Picture this: you roll out of bed and grab your coffee, take two steps out of the sliding glass doors, and enjoy ...
    6 days ago on ListedBuy
  15. 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...
    6 days ago on ListedBuy

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