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Vacation rentals in Winter Haven

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Travel insights for holiday rentals in Winter Haven

Use these up-to-date, data-driven insights about booking a holiday 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 Thursday (S$ 129). On the other hand, travelers can expect to pay the most on Wednesday, when the average nightly price is S$ 354.

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Other accommodations in Winter Haven

Find the perfect holiday rental for your stay in Winter Haven. There are 159 hotels in Winter Haven and price data was last updated on 14 December 2025. The average price for a hotel in Winter Haven is .
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
Air conditioning
S$ 111
Avg. per night
View Deal
Howard Johnson by Wyndham Winter Haven FL
Howard Johnson by Wyndham Winter Haven FL

Howard Johnson by Wyndham Winter Haven FL

1300 3rd Street Southwest, Winter Haven, FL, United States
1.5 km from city centre
Free Wi-Fi
Parking
S$ 95
Avg. per night
View Deal
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
S$ 98
Avg. per night
View Deal
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
S$ 352
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 14 December 2025.
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 14 December 2025.

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

    On average, it costs S$ 148 per night for a Winter Haven holiday rental, but S$ 144 per night or less would be considered a good deal. The cheapest holiday rental price our users have found recently in Winter Haven was for S$ 31 per night. If you can, try to avoid booking your rental June (as this is the most expensive month). Booking October (the cheapest month) may end up saving you money.

  • Are there any Motel holiday rentals in Winter Haven?

    There are 13 holiday rentals in Winter Haven that fall under the Motel category, the most popular is Howard Johnson by Wyndham Winter Haven FL.

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