Vacation Rentals & Apartment Rentals in Winter Haven

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135 apartment rentals

Cozy Historical Cottage

Polk City cottage

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

Responds fast! avg. 19 minutes

Match: Golf within 30mins drive

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Price per night from

$81

Exclusive Family Villa with Private Pool

Haines City house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

Match: Golf within 30mins drive

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Price per night from

$172

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Price per night from

$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

Match: Golf within 30mins drive

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Price per night from

$463

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

Match: Golf within 30mins drive

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Price per night from

$217

Lakefront Hideaway on Private Lake

Auburndale house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

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Price per night from

$259

5 Bedroom Villa Near Disney!!!!!

Davenport house

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 10

Match: Golf within 30mins drive

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Price per night from

$184

Florida Palms

Haines City villa

  • 4 bedrooms
  • 5 bathrooms
  • sleeps 8

Responds fast! avg. 1 hour 59 minutes

Match: Golf within 30mins drive

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Price per night from

$137

Villa Henderson

Haines City villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 7

Responds fast! avg. 1 hour 46 minutes

Match: Golf within 30mins drive

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Price per night from

$149

Calabay Parc at Tower Lake Getaway

Haines City villa

  • 6 bedrooms
  • 4 bathrooms
  • sleeps 12

Match: Golf within 30mins drive

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Price per night from

$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

Match: Golf within 30mins drive

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Price per night from

$137

Luxury Florida Villa

Haines City villa

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

Responds fast! avg. 1 hour 13 minutes

Match: Golf within 30mins drive

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Price per night from

$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

Match: Golf within 30mins drive

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Price per night from

$123

Tower Lake Vista, pool villa 15 mins from Disney

Haines City villa

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

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Price per night from

$155

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

Davenport house

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 10

Match: Golf within 30mins drive

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Price per night from

$343

The Elegant and spacious Sunseekers Villa (Sleeps 10)

Davenport house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 10

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Price per night from

$144

Valencia

Davenport villa

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

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Price per night from

$184

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

Davenport villa

  • 8 bedrooms
  • 5 bathrooms
  • sleeps 18

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Price per night from

$337

⭐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

$337

CASA SOLTERRA RESORT - NEAR DISNEY

Davenport house

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 13

Match: Golf within 30mins drive

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Price per night from

$573

FS328981 - Solterra Resort - 5 Bed 5 Baths Villa

Davenport villa

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 10

Match: Golf within 30mins drive

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Price per night from

$299

FS316481 - Festival Resort - 3 Bed 2.5 Baths Townhouse

Davenport townhouse

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 7

Match: Golf within 30mins drive

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Price per night from

$249

FS222103 - The Dales at West Haven - 7 Bed 6 Baths Villa

Davenport villa

  • 7 bedrooms
  • 6 bathrooms
  • sleeps 14

Match: Golf within 30mins drive

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Price per night from

$412

FS318883 - Calabay Parc at Tower Lake - 4 Bed 3 Baths Villa

Davenport villa

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

Match: Golf within 30mins drive

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Price per night from

$264

FS317579 - Champions Gate Resort - 6 Bed 5 Baths Villa

Davenport villa

  • 6 bedrooms
  • 5 bathrooms
  • sleeps 12

Match: Golf within 30mins drive

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Price per night from

$369

FS92248 - Champions Gate Resort - 5 Bed 4 Baths Townhome

Davenport townhouse

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 10

Match: Golf within 30mins drive

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Price per night from

$214

FS237617 - Champions Gate Resort - 9 Bed 5 Baths Villa

Davenport villa

  • 9 bedrooms
  • 5 bathrooms
  • sleeps 22

Match: Golf within 30mins drive

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Price per night from

$553

FS54807 - Watersong - 6 Bed 4 Baths Villa

Davenport villa

  • 6 bedrooms
  • 4 bathrooms
  • sleeps 12

Match: Golf within 30mins drive

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Price per night from

$228

FS272196 - Champions Gate Resort - 8 Bed 5 Baths Villa

Davenport villa

  • 8 bedrooms
  • 5 bathrooms
  • sleeps 16

Match: Golf within 30mins drive

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Price per night from

$534

FS243207 - Champions Gate Resort - 6 Bed 6 Baths Villa

Davenport villa

  • 6 bedrooms
  • 6 bathrooms
  • sleeps 12

Match: Golf within 30mins drive

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Price per night from

$369

FS336627 - Solterra Resort - 6 Bed 5.5 Baths Villa

Davenport villa

  • 6 bedrooms
  • 6 bathrooms
  • sleeps 12

Match: Golf within 30mins drive

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Price per night from

$369

FS223236 - Champions Gate Resort - 8 Bed 5 Baths Villa

Davenport villa

  • 8 bedrooms
  • 5 bathrooms
  • sleeps 20

Match: Golf within 30mins drive

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Price per night from

$533

FS243207 - Champions Gate Resort - 6 Bed 6 Baths Villa

Davenport villa

  • 6 bedrooms
  • 6 bathrooms
  • sleeps 12

Match: Golf within 30mins drive

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Price per night from

$369

FS228687 - The Shire at West Haven - 5 Bed 4 Baths Villa

Davenport villa

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 10

Match: Golf within 30mins drive

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Price per night from

$256

FS316307 - Solterra Resort - 7 Bed 4.5 Baths Villa

Davenport villa

  • 7 bedrooms
  • 5 bathrooms
  • sleeps 14

Match: Golf within 30mins drive

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Price per night from

$491

FS297635 - Champions Gate Resort - 4 Bed 3 Baths Townhouse

Davenport house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

Match: Golf within 30mins drive

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Price per night from

$214

Solterra Resort - 5 Bed 4.5 Baths Villa

Davenport villa

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 10

Match: Golf within 30mins drive

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Price per night from

$292

FS237617 - Champions Gate Resort - 9 Bed 5 Baths Villa

Davenport villa

  • 9 bedrooms
  • 5 bathrooms
  • sleeps 22

Match: Golf within 30mins drive

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Price per night from

$553

Viewing 38 of 135
rentals in Winter Haven

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