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Winter Haven vacation rentals

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Best Winter Haven vacation rentals

Most recommended vacation rentals in Winter Haven

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Family-Friendly Winter Haven Home with Pool! - Winter Haven - Living room
Family-Friendly Winter Haven Home with Pool!
Winter Haven, FL, United States
9.2Wonderful(8)
Free Wi-Fi
Pool
C$ 311+
Check availability
1Bed 1Bath Container Home Centrally Located - Winter Haven - Balcony
1Bed 1Bath Container Home Centrally Located
Winter Haven, FL, United States
9.0Wonderful(17)
Parking
C$ 139+
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Modern Tiny Lake Cottageaceloc4mileslegoland - Winter Haven - Dining room
Modern Tiny Lake Cottageaceloc4mileslegoland
Winter Haven, FL, United States
9.2Wonderful(21)
C$ 159+
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Winter Haven Apt 1 Mi to Polk State College! - Winter Haven - Bedroom
Winter Haven Apt 1 Mi to Polk State College!
Winter Haven, FL, United States
10Wonderful(6)
Free Wi-Fi
Pet friendly
C$ 157+
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2bed 1bath Centrallocation 2 Mile Legoland And Dining - Winter Haven - Living room
2bed 1bath Centrallocation 2 Mile Legoland And Dining
Winter Haven, FL, United States
9.5Wonderful(13)
Parking
Free Wi-Fi
Pet friendly
C$ 196+
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Stylish-N-Private 1br Retreat 2 Miles To Legoland - Winter Haven - Kitchen
Stylish-N-Private 1br Retreat 2 Miles To Legoland
Winter Haven, FL, United States
9.7Wonderful(3)
Parking
Pet friendly
C$ 160+
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Cheerful New Construction Home - Winter Haven - Kitchen
Cheerful New Construction Home
Winter Haven, FL, United States
C$ 400+
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Modern Houseboataceloca4mileslegoland - Winter Haven - Bedroom
Modern Houseboataceloca4mileslegoland
Winter Haven, FL, United States
Free Wi-Fi
C$ 123+
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Confidently Clean, Quint & Cozy Apartment - Winter Haven - Living room
Confidently Clean, Quint & Cozy Apartment
Winter Haven, FL, United States
Free Wi-Fi
C$ 194+
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Legoland - Winter Haven - Bedroom
Legoland
Winter Haven, FL, United States
9.6Wonderful(5)
C$ 246+
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Peaceful Lakeside Retreat - Winter Haven - Living room
Peaceful Lakeside Retreat
Winter Haven, FL, United States
9.0Wonderful(5)
Parking
Free Wi-Fi
C$ 386+
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Large 3bedrooms 1 Bath Near Downtown Dining - Winter Haven - Living room
Large 3bedrooms 1 Bath Near Downtown Dining
Winter Haven, FL, United States
10Wonderful(3)
C$ 263+
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Disney, Legoland! Your Home away from Home in Winter Haven, FL. Pets Welcome! - Winter Haven
Disney, Legoland! Your Home away from Home in Winter Haven, FL. Pets Welcome!
Winter Haven, FL, United States
10Wonderful(1)
Free Wi-Fi
Pool
Pet friendly
C$ 405+
Check availability
8 Mi To Legoland Winter Haven Home With Lanai! - Winter Haven
8 Mi To Legoland Winter Haven Home With Lanai!
Winter Haven, FL, United States
8.0Very good(1)
Free Wi-Fi
C$ 163+
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Oasis - Winter Haven
Oasis
Winter Haven, FL, United States
10Wonderful(1)
Free Wi-Fi
C$ 130+
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2 BR Quiet and Comfortable, Near Legoland - Winter Haven
2 BR Quiet and Comfortable, Near Legoland
Winter Haven, FL, United States
Pool
C$ 105+
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KAYAK's top tips for finding Winter Haven holiday rental deals

  • Pet friendly is the most popular vacation rental property amenity in Winter Haven
  • Vacation rentals in Winter Haven are around 4% more expensive than hotels on average. Search here to compare prices for all accommodation types in Winter Haven.
  • The best vacation rental properties in Winter Haven are Winter Haven, Fl Pet Friendly Residential Retreat (10.0, 39 reviews), Sunrise on Lake Idylwild (9.9, 26), and Chanti's Place, Winter Haven. Great Long (9.8, 24), based on ratings and reviews from real travelers.
  • Vacation rentals are a popular choice for both long and short-term stays. KAYAK users usually book their vacation rental in Winter Haven for 11 days.
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FAQs when booking a vacation home in Winter Haven

  • What types of vacation rentals are available in Winter Haven?

    There are loads of different property types that you can make your vacation home in Winter Haven. You’ll find apartments, campgrounds, condos, cottages, houses, homestays, houseboats, lodges and villas.

  • Are there any pet-friendly vacation rentals in Winter Haven?

    There are a number of dog and pet-friendly Winter Haven vacation rentals, with around 14% allowing you to bring your pet along with you.

  • How much is a vacation rental in Winter Haven for tonight?

    In the last 72 hours, users have found Winter Haven vacation rentals for tonight for as low as C$ 100. Search here for similar prices

  • How can I find vacation rentals near me in Winter Haven?

    Take a look at our vacation rentals map to find the best vacation rental homes near you.

See more FAQs

Where to stay in Winter Haven?

Our map will help you find the perfect place to stay in Winter Haven by showing you the exact location of each vacation rental.

Everything you need to know for your stay in Winter Haven

Winter Haven vacation rental deals. Search for vacation homes, apartments, condos, cabins, cottages, villas and more in Winter Haven. Find cheap vacation homes to rent in Winter Haven. KAYAK searches hundreds of travel sites to help you find and book a vacation rental in Winter Haven that suits you best.

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