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Home/United States/Florida/Winter Haven

Vacation Rentals in Winter Haven, FL

Search the perfect vacation rental

Property type

Popular amenities

Choose from 536 vacation rentals located in Winter Haven, Florida. Top filters in Winter Haven include Non-smoking, Family friendly, and No pets allowed. Prices range from $54 to $2,199 per night. Our most popular vacation rental types near Winter Haven are Apartment and Hotel.

Top vacation rentals in Winter Haven

Property building
8.5 / 10
Excellent(459 Ratings)
Hampton Inn Winter Haven
Hotel
 in Winter Haven
3star
2 guests · 1 bedroom · 1 bath

When traveling to Winter Haven, if you are looking for (business stays, family stays, couples stay, getaway vacation, etc.) this is the perfect place at $163 per night.

$$$$
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Day, Swimming pool, Swimming pool
8.1 / 10
Excellent(1,323 Ratings)
LEGOLAND® Florida Resort
Resort
 in Winter Haven
4star
2 guests · 1 bedroom · 1 bath

Looking for a business stay, family stay, couples stay, getaway vacation, or traveling to Winter Haven, at $386 per night for your next great vacation.

$$$$
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Photo of the whole room
8.9 / 10
Excellent(322 Ratings)
Holiday Inn Winter Haven by IHG
Hotel
 in Winter Haven
3star
2 guests · 1 bedroom · 1 bath

Looking for a Hotel in Winter Haven, this Hotel for $238 per night for your business stay, family stay, couples stay, getaway vacation, on your next trip.

$$$$
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Property view
7.2 / 10
Good(504 Ratings)
Rodeway Inn & Suites Haines City - Winter Haven
Hotel
 in Haines City
2 guests · 1 bedroom · 1 bath

Soak up the beauty of Winter Haven in our Hotel, Rodeway Inn & Suites Haines City - Winter Haven. With a range of amenities such as ;, you'll feel right at home.

$$$$
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Search by amenity

Explore vacation rentals with the most popular amenities in Winter Haven

city photo
Winter Haven

Winter Haven travel guide

Let us help you plan your perfect Winter Haven vacation. Our travel guide highlights things to do, places to see, favorite vacation rental amenities in Winter Haven, and more.

Explore near Winter Haven

Rentals near top attractions

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Frequently asked questions

What is the price range for rentals in Winter Haven?

Vacation rentals in Winter Haven have a price range between $54-$2,199. The average price for rentals in Winter Haven is $187 per night.

What are the most popular vacation rental amenities in Winter Haven?

  • Non-smoking
  • Family friendly
  • No pets allowed