Vacation Rentals

Vacation Rentals in Winter Haven Area

(1 - 15 of 5,361)
  1. WEEKLY AND MONTHLY ROOM RENTALS at JJ's Motel! Both king rooms and double bed rooms available. $250 a week or $800 a month plus tax. $100 deposit. Pets welcome with $50 one time pet fee per pet. Rooms feature wifi, microwaves and mini fridges! Ca...
    Colombo Management Group, LLC ·1 week ago on tenantcloud
  2. AVAILABLE NOW! Annual rental only. Come see this extra clean, updated condo in Tahitian Gardens a fully gated active 55 and older community. This unit comes fully furnished and is turn-key. Featured updates include a beautiful kitchen, bathroom wi...
    Michael Mcauley ·1 week ago on RealtyWW
  3. Welcome to Tahitian Gardens a 55+ community. If you're ready to escape the cold weather or just looking for a short term 5 month rental I have the place for you. Come view this completely remodeled fully furnished condo. The home has 2 spacious be...
    3 weeks ago on Americanlisted
  4. King in master, twins in guest, screened lanai, screened entry veranda, eating space in kitchen, washer/dryer in unit, golf membership transfers for $250 for duration of your stay if desired, detached one car garage. Stoneybrook is a gated communi...
    Posted on RentDigs.com
  5. Lakes, 2 swimming pools, 2 tennis courts, bocce ball, shuffle board, a club house and more. World famous Siesta Key beach is just 2 miles away and you are conveniently located to US 41 and I-75. A private foot bridge takes you next door to Merchan...
    Posted on RentDigs.com
  6. Barrington model, two bedroom, plus den, futon in den, flat screen TV's. Nicely furnished, screen lanai offering great golf course, updated kitchen, screened entry lanai with comfortable seating and detached one car garage. Close to pool, tennis, ...
    Posted on RentDigs.com
  7. This beautiful condominium provides easy and relaxed living with gorgeous direct gulf views. Full length screened lanai to enjoy the. This totally renovated condominium features luxurious and relaxed beach style d cor, new windows and sliding glas...
    Posted on RentDigs.com
  8. 1/1 condominium - OVER 55 THIS WATER condominium HAS A 1 BEDROOM, 1 BATH FULLY FURNISHED WITH WASHER AND DRYER. THERE'S A COMMUNITY POOL, SHUFFLEBOARDS, CLUB HOUSE. Utilities: Renter responsible for all utilities.
    Posted on RentDigs.com
  9. Enjoy extended Gulf views down to the end of the island from this condominium! Walk for miles along the pristine shoreline on the beach or enjoy a swim in the turquoise waters. Updated 2-bedroom, 2-bath condominium with over 1, 500 square feet plu...
    Posted on RentDigs.com
  10. Tastefully decorated for style and comfort, king bed in master, queen in guest, NEW SLEEPER sofa in den, separate laundry room, nicely updated kitchen, one car detached garage. Screened front & back lanai overlooking wooded preserve. Golf membersh...
    Posted on RentDigs.com
  11. Vacation/Short term Rental. Available Don't want to miss out on this adorable 2 bedroom, 2 bathrooms with 2 car garage house. Come and enjoy this piece of paradise for season or for a short term rental. Fully furnished split floor plan, the living...
    Posted on RentDigs.com
  12. Comfortable and cozy single family home. 2 good sized bedrooms with plenty of closet space and 1 and 1/2 bath. The open kitchen has plenty of cabinets, a handy pantry. Enjoy easy care ceramic flooring throughout out this home. Sit back and catch t...
    Posted on RentDigs.com
  13. Enjoy extended Gulf views down to the end of the island from this condominium! Walk for miles along the pristine shoreline on the beach or enjoy a swim in the turquoise waters. Updated 2-bedroom, 2-bath condominium with over 1, 500 square feet plu...
    Posted on RentDigs.com
  14. It has two bedrooms, two baths, tile in kitchen, entry hall and living area, screened lanai with great golf & water, new living room furnishings, flat screen TVs, internet access, one covered parking space, close to pool and tennis courts, there i...
    Posted on RentDigs.com
  15. This 3 bedroom 2 bath, 1700 foot oasis features an open floor plan, dining area with service for 6, breakfast bar, and split bedrooms. Enjoy the water views from the master bedroom and the large screened outdoor balcony, with plenty of space and s...
    Posted on RentDigs.com

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