Vacation Rentals & Apartment Rentals in Winter Haven

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176 apartment rentals

Disney/Gated Southern Dunes Golf & Country Club Villa on 17th fairway with pool

Haines City villa

  • 5 bedrooms
  • 3 bathrooms
  • sleeps 10

Responds fast! avg. 1 hour 30 minutes

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$184

⭐Comfy Villa w/ Golf Clubhouse - Adventure & Thrills For Everyone⭐

Davenport villa

  • 8 bedrooms
  • 5 bathrooms
  • sleeps 20

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$336

Luxury villa,south facing private pool near Disney,Netflix,wifi,bbk

Haines City house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 3 hours 11 minutes

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$109

Ridgewood Lakes | Frontline Golf Course Home 1214

Davenport villa

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

“Fantastic” We could not speak more highly of this beautiful and well positioned villa. The managing agents are brilliant and nothing is too much trouble. The pool was always warm and inviting. We had the best holiday, largely due to the fact that out accommodation was worry free and great for the quiet days. Thanks to all involved and will definitely be coming again. Carl, Linsey and Niamh.

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$126

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$336

Champions Gate1568MVD Town Houese 4BD/3BA/Pool,Golf,near Disney

Davenport house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 10

“Disney Adventure” My family and I drove from NY to this lovely house and felt right at home. We were a total of 11 and stayed for 10 days. Since the first day we booked the house the owner was attentive and responded very quickly when I wrote to him. The house was well equippped, clean and beautifully decorated. We all loved it so much!!!!

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$1,260

“Great place to escape cold weather!” This meticulously maintained cottage was a perfect place to escape the frigid midwest winter! We enjoyed our family Christmas dinner on the screened in lanai! The small, friendly, gated community in this central Florida location provided easy access to many "day trips" during our three month rental. We appreciated the personal"touches",(ie. welcoming gifts!) the owners provided!

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$110

Cozy Historical Cottage

Polk City cottage

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

Responds fast! avg. 19 minutes

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$81

Newly Renovated Villa with Pool and Movie Theater

Haines City house

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 13

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$251

Exclusive Family Villa with Private Pool

Haines City house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

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$172

Family Golf Resort 'Villa Bonita' Southern Dunes

Haines City villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

“nice house” everything was updated and nice ,except for the mattress they are very old every time we when to sleep and got up we had back paint everybody, and everyroom they need to updated...other then that it was very nice

Responds fast! avg. 1 hour 17 minutes

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$121

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$182

KISSIMMEE'S KNIGHT CASTLE

Kissimmee house

  • 7 bedrooms
  • 5 bathrooms
  • sleeps 20

“Absolutely outstanding!” Our family of 8 adults, 2 children aged 4 years, and 3 infants under 15 months of age, had an outstanding vacation in this home. Only a short drive to all the amenities (including Magic Kingdom) was exactly what was advertised. This home was immaculate, and extremely comfortable. I would highly recommend this property for anyone traveling with family! J. Macpherson, Whitby, Ontario, Canada

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$464

Stunning and Modern 4BR Villa Close to Disney

Davenport villa

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

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$127

UNIQUE LUXURY POOL VILLA - Private Pool/Golf View/Fully Refurbished Aug 2017

Haines City villa

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 9

Responds fast! avg. 2 hours 20 minutes

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$217

Lakefront Hideaway on Private Lake

Auburndale house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

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$258

1586SW - Champions Retreat (S)

Davenport house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

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$138

5 Bedroom Villa Near Disney!!!!!

Davenport house

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 10

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$184

Responds fast! avg. 2 hours 20 minutes

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Price per night from

$217

⭐ Spacious 8 Bedrooms Champions Gate Resort Villa w/ Private Pool ⭐

Davenport villa

  • 8 bedrooms
  • 5 bathrooms
  • sleeps 20

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$401

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$401

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$336

✦Nearby Disney World - Beautiful 8 Bedrooms Villa w/ Private Pool✦

Davenport villa

  • 8 bedrooms
  • 5 bathrooms
  • sleeps 20

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$336

Responds fast! avg. 2 hours 20 minutes

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Price per night from

$217

Golfview Florida Villa, Southern Dunes

Haines City villa

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

Responds fast! avg. 2 hours 26 minutes

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$144

Florida Palms

Haines City villa

  • 4 bedrooms
  • 5 bathrooms
  • sleeps 8

Responds fast! avg. 1 hour 59 minutes

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Price per night from

$137

Villa Henderson

Haines City villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 1 hour 46 minutes

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$149

Calabay Parc at Tower Lake Getaway

Haines City villa

  • 6 bedrooms
  • 4 bathrooms
  • sleeps 12

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$206

Magic@Marbella

Davenport villa

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 10

“You have to see it...to believe it!!!! :)” My family and I had an AWESOME time at Marbella resorts!!! This was my first time booking through TripAdvsior and I must admit that I was a little skeptical at first (because I was paying an "unknown source!" I even called TripAdvisor to reassure myself that it wan't a scam! John (the owner of the unit) also reassured me that everything was fine! :) Upon arriving at our unit we were blown away with the neighborhood My kids couldn't wait for me to unlock the door and turn off the alarm!!! Their eyes glisten with excitement!!! The unit was GORGEOUS!!! Everyone scrambled to "find their room" while we toured the rest of the house! It was EVERYTHING (and more) that the site listed!!! The pictures did it no justice!!! Although we went to go to Disney the kids felt like staying at the house with their private pool was more enjoyable (and less crowded) ;) I can't thank John and his TripAdvisor for making our 1st family vacation a HUGE SUCCESS!!! We're DEFINITELY gonna make this a yearly thing!! Thanks again!!!

Responds fast! avg. 1 hour 59 minutes

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Price per night from

$137

Exceptional Villa Large Private South Facing Pool

Haines City villa

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 10

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$228

Luxury Florida Villa

Haines City villa

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

Responds fast! avg. 1 hour 13 minutes

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$144

Cocoa Villa

Haines City villa

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 10

“Vacation to remember” beautiful home, beautiful neighborhood, security guards were very nice, always smiling and greeting us as we enter and exit, The pest control guy was very informative and nice, seems to love his job. The maintenance guy answer questions and followed up on our concerns immediately. Overall I enjoyed our home and would be interested in leasing property out there. Very convenient to all stores and dinning areas

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$123

PERFECT FLORIDA GET-A-WAY WITH 5 BEDROOMS, 5 BATHROOMS & PRIVATE POOL & SPA

Davenport house

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 10

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$343

The Elegant and spacious Sunseekers Villa (Sleeps 10)

Davenport house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 10

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$144

V7009-Disney-Universal Studio-Private pool

Davenport villa

  • 13 bedrooms
  • 10 bathrooms
  • sleeps 30

“Excellent Property!!!” The rental was beautiful and exactly as described. We had more than enough space and will be renting again soon from the same property owner; he was very responsive.

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$687

⭐Nearby to Disney / Unversal / Seaworld - Spacious 8 Bedrooms Villa⭐

Davenport villa

  • 8 bedrooms
  • 5 bathrooms
  • sleeps 18

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$336

⭐Comfy and Spacious 8 Bedroom Villa w/ Private Pool⭐

Davenport villa

  • 8 bedrooms
  • 5 bathrooms
  • sleeps 18

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Price per night from

$336

Peaceful 3-bedrooms villa/Beautiful view and paver

Davenport house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

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Price per night from

$172

Viewing 38 of 176
rentals in Winter Haven

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