Vacation Rentals & Apartment Rentals in Winter Haven

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1,065 apartment rentals

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$215

Lakefront Luxury: Boat Dock, Pet-Friendly, Close to LegoLand, Perfect for Family

Winter Haven house

  • 5 bedrooms
  • 3 bathrooms
  • sleeps 11

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$310

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$217

Cozy 1 BR Apt on Lake Howard with Lanai Patio, Dock & Kayaks

Winter Haven apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

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$129

Great rentals within 20 miles that match your search

FS365500 - Champions Gate Resort - 6 Bed 6 Baths Villa

Davenport villa

  • 6 bedrooms
  • 6 bathrooms
  • sleeps 14

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$325

FS239002 - Watersong - 6 Bed 5 Baths Villa

Davenport villa

  • 6 bedrooms
  • 6 bathrooms
  • sleeps 12

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$256

FS252091 - Champions Gate Resort - 4 Bed 3 Baths Townhouse

Davenport townhouse

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 10

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$213

FS222089 - Highlands Reserve - 6 Bed 4 Baths Villa

Davenport villa

  • 6 bedrooms
  • 4 bathrooms
  • sleeps 12

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$277

FS223075 - Highlands Reserve - 4 Bed 3 Baths Villa

Davenport villa

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

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$220

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

Davenport villa

  • 7 bedrooms
  • 6 bathrooms
  • sleeps 14

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$411

FS223208 - Highlands Reserve - 4 Bed 3 Baths Villa

Davenport villa

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

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Price per night from

$220

FS222209 - Champions Gate Resort - 6 Bed 6 Baths Villa

Davenport villa

  • 6 bedrooms
  • 6 bathrooms
  • sleeps 12

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$7,863

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

Davenport villa

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 10

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Price per night from

$256

FS233872 - Champions Gate Resort - 4 Bed 3 Baths Townhouse

Davenport townhouse

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

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Price per night from

$213

FS243205 - Champions Gate Resort - 9 Bed 5 Baths Villa

Davenport villa

  • 9 bedrooms
  • 5 bathrooms
  • sleeps 20

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$552

FS237617 - Champions Gate Resort - 9 Bed 5 Baths Villa

Davenport villa

  • 9 bedrooms
  • 5 bathrooms
  • sleeps 22

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Price per night from

$552

FS54806 - Watersong - 6 Bed 5 Baths Villa

Davenport villa

  • 6 bedrooms
  • 5 bathrooms
  • sleeps 12

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$362

FS54807 - Watersong - 6 Bed 4 Baths Villa

Davenport villa

  • 6 bedrooms
  • 4 bathrooms
  • sleeps 12

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Price per night from

$227

FS248298 - Champions Gate Resort - 9 Bed 5 Baths Villa

Davenport villa

  • 9 bedrooms
  • 5 bathrooms
  • sleeps 18

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Price per night from

$552

FS59630 - Solterra Resort - 6 Bed 4 Baths Villa

Davenport villa

  • 6 bedrooms
  • 4 bathrooms
  • sleeps 12

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Price per night from

$368

FS273794 - Champions Gate Resort - 9 Bed 5 Baths Villa

Davenport villa

  • 9 bedrooms
  • 5 bathrooms
  • sleeps 25

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Price per night from

$552

FS277323 - Champions Gate Resort - 5 Bed 5 Baths Villa

Davenport villa

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 10

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$334

FS270203 - Champions Gate Resort - 5 Bed 4 Baths Townhouse

Davenport townhouse

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 10

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$227

FS92248 - Champions Gate Resort - 5 Bed 4 Baths Townhome

Davenport townhouse

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 10

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Price per night from

$213

FS270678 - Champions Gate Resort - 6 Bed 6 Baths Villa

Davenport villa

  • 6 bedrooms
  • 6 bathrooms
  • sleeps 12

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Price per night from

$368

FS297635 - Champions Gate Resort - 4 Bed 3 Baths Townhouse

Davenport house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

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Price per night from

$213

FS312983 - Solterra Resort - 6 Bed 5 Baths Villa

Davenport villa

  • 6 bedrooms
  • 5 bathrooms
  • sleeps 12

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Price per night from

$368

FS211016 - Festival Resort - 5 Bed 5 Baths Townhome

Davenport townhouse

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 10

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Price per night from

$213

FS211222 - Watersong - 5 Bed 3 Baths Villa

Davenport villa

  • 5 bedrooms
  • 3 bathrooms
  • sleeps 10

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Price per night from

$227

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

Davenport villa

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

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Price per night from

$264

FS316474 - Solterra Resort - 5 Bed 4 Baths Villa

Davenport villa

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 10

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Price per night from

$298

FS326676 - Providence - 4 Bed 4 Baths Villa

Davenport villa

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

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Price per night from

$264

FS365500 - Champions Gate Resort - 6 Bed 6 Baths Villa

Davenport villa

  • 6 bedrooms
  • 6 bathrooms
  • sleeps 12

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Price per night from

$325

FS239002 - Watersong - 6 Bed 5 Baths Villa

Davenport villa

  • 6 bedrooms
  • 5 bathrooms
  • sleeps 12

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Price per night from

$256

FS252091 - Champions Gate Resort - 4 Bed 3 Baths Townhouse

Davenport townhouse

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

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Price per night from

$213

Family Friendly 4 Bedrooms Close to Disney at Champions Gate Resort 958

Four Corners house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 14

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Price per night from

$122

FS336561 - Champions Gate Resort - 7 Bed 6 Baths Villa

Davenport villa

  • 7 bedrooms
  • 6 bathrooms
  • sleeps 17

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Price per night from

$490

FS336627 - Solterra Resort - 6 Bed 5.5 Baths Villa

Davenport villa

  • 6 bedrooms
  • 6 bathrooms
  • sleeps 14

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Price per night from

$368

Viewing 38 of 1,065
rentals in Winter Haven

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