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Vacation rentals in Winter Haven

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Travel insights for vacation rentals in Winter Haven

Use these up-to-date, data-driven insights about booking a vacation rental in Winter Haven including ideal times to book, pricing trends, and more.

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

The cheapest day to stay in Winter Haven is Monday (C$ 177). On the other hand, travelers can expect to pay the most on Saturday, when the average nightly price is C$ 256.

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Other accommodations in Winter Haven

Find the perfect vacation rental for your stay in Winter Haven. There are 165 hotels in Winter Haven and price data was last updated on 9 March 2026. The average price for a hotel in Winter Haven is .
Lake Ida Beach Resort
Lake Ida Beach Resort

Lake Ida Beach Resort

2524 Lake Alfred Road, Winter Haven, FL, United States
3.1 km from city centre
Free Wi-Fi
Parking
C$ 109
Avg. per night
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LEGOLAND Florida Resort
LEGOLAND Florida Resort

LEGOLAND Florida Resort

1 Legoland Way, Winter Haven, FL, United States
5.2 km from city centre
Free Wi-Fi
C$ 363
Avg. per night
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Budget Inn Of Winter Haven
Budget Inn Of Winter Haven

Budget Inn Of Winter Haven

401 6th Street Hwy 17n, Winter Haven, FL, United States
0.4 km from city centre
Free Wi-Fi
Parking
C$ 123
Avg. per night
View Deal

Where to stay in Winter Haven

Explore different neighbourhoods and areas within Winter Haven to find the perfect location for your stay. Map data was last updated on 9 March 2026.
Navigate to the areas in Winter Haven you plan to visit to find vacation rentals that are close by. As an added benefit, users can click a vacation rental they're interesting in to find helpful information and deals for that vacation rental.

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 9 March 2026.

  • How much does a vacation rental in Winter Haven cost?

    Winter Haven vacation rentals are C$ 207/night on average. However, you may find that prices fluctuate depending on the time of year. For example, March is the most expensive month to book a vacation rental in Winter Haven, and October is often the cheapest month to book. Recently, our users found rentals for C$ 33/night - which is currently the cheapest price. Keep in mind that anything C$ 197/night or less is still considered a good deal.

  • Are there any Motel vacation rentals in Winter Haven?

    Yes, there are 13 Motel vacation rentals in Winter Haven. According to our data, Howard Johnson by Wyndham Winter Haven FL is currently the most popular Motel rental in the city.

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