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Vacation rentals in Winter Haven

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Winter Haven, United States
Apr 10 — Apr 112
...and more

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Travel insights for vacation rentals in Winter Haven

Use our HotelsCombined data-powered tips to help you find your next vacation rental in Winter Haven.

What is the cheapest month to book a vacation rental in Winter Haven?

The cheapest month to book a vacation rental in Winter Haven is August ($91). Conversely, the most expensive month to stay in Winter Haven is April ($227).

What is the cheapest day to stay in a vacation rental in Winter Haven?

The cheapest day to stay in Winter Haven is Sunday ($111). On the other hand, travelers can expect to pay the most on Saturday, when the average nightly price is $278.

Other accommodations in Winter Haven

Find the perfect vacation rental for your stay in Winter Haven. There are 158 hotels in Winter Haven and price data was last updated on April 3, 2025. The average price for a hotel in Winter Haven is $168/night.
Show all 158 stays
1901 Cypress Gardens Boulevard, Winter Haven, FL, United States
2.3 mi from city centre
Free Wi-Fi
Parking
$75
Avg. per night
401 6th Street Hwy 17n, Winter Haven, FL, United States
0.3 mi from city centre
Free Wi-Fi
Parking
Air Conditioning
$95
Avg. per night
1300 3rd Street Southwest, Winter Haven, FL, United States
0.9 mi from city centre
Free Wi-Fi
Parking
$104
Avg. per night
2524 Lake Alfred Road, Winter Haven, FL, United States
1.9 mi from city centre
Free Wi-Fi
$73
Avg. per night
1 Legoland Way, Winter Haven, FL, United States
3.2 mi from city centre
Free Wi-Fi
$325
Avg. per night
1911 Cypress Gardens Boulevard, Winter Haven, FL, United States
2.3 mi from city centre
Free Wi-Fi
Parking
$90
Avg. per night

Where to stay in Winter Haven

Explore different neighborhoods and areas within Winter Haven to find the perfect location for your stay. Map data was last updated on April 3, 2025.
Scroll to and zoom in on the areas in Winter Haven you plan on visiting to find nearby properties. More information on a given vacation rental can be accessed by clicking the vacation rental's name within the map.

Facts about staying in Winter Haven

Find useful tips and insights about staying in Winter Haven to help you make the most of your experience. FAQs were last updated on April 3, 2025.
  • How much does a vacation rental in Winter Haven cost?

    $168 per night is how much a vacation rental in Winter Haven costs, on average. $27 per night was the cheapest price recently found by our users, though anything for $159 per night or less is a good deal. Keep in mind that Winter Haven vacation rental prices fluctuate throughout the year: the most expensive month to book is April, and the cheapest time to book is April.

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