How much does a holiday rental in Winter Haven cost?

The average cost for a holiday rental in Winter Haven is $165/night. A good holiday rental deal in Winter Haven would be for $158/night or less. The cheapest rental deal found recently by our users was $27/night. If you’re flexible with your travel dates, then try to avoid booking May, the most expensive month of the year. Booking December is the cheapest month to book a holiday rental in Winter Haven.

Winter Haven Holiday Rentals, Apartments & Condos

Other accommodations in Winter Haven

Show all 163 stays

Lake Roy Beach Inn

1823 Cypress Gardens Boulevard, Winter Haven, FL, United States

3.6 km from city centre

Free Wi-Fi

Parking

$132

Avg. per night

View Deal

Economy Suites

1901 Cypress Gardens Boulevard, Winter Haven, FL, United States

3.6 km from city centre

Free Wi-Fi

Parking

$75

Avg. per night

View Deal

Budget Inn Winter Haven

401 6th Street Hwy 17n, Winter Haven, FL, United States

0.4 km from city centre

Free Wi-Fi

Parking

Air conditioning

$94

Avg. per night

View Deal

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

$101

Avg. per night

View Deal

Where to stay in Winter Haven

Utilize the map to find properties close to the Winter Haven area(s) or attractions you plan on visiting. 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

How much does a holiday rental in Winter Haven cost?
The average cost for a holiday rental in Winter Haven is $165/night. A good holiday rental deal in Winter Haven would be for $158/night or less. The cheapest rental deal found recently by our users was $27/night. If you’re flexible with your travel dates, then try to avoid booking May, the most expensive month of the year. Booking December is the cheapest month to book a holiday rental in Winter Haven.

Other accommodations in Winter Haven

Find the perfect holiday rental for your stay in Winter Haven. There are 163 hotels in Winter Haven and price data was last updated on 30 April 2025. The average price for a hotel in Winter Haven is .

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 30 April 2025.

Utilize the map to find properties close to the Winter Haven area(s) or attractions you plan on visiting. 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 30 April 2025.

How much does a holiday rental in Winter Haven cost?

Find better results for your stay in Winter Haven

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Vacation rentals in Winter Haven

Search and compare Winter Haven, FL holiday rentals from hundreds of travel sites on HotelsCombined and save.

Other accommodations in Winter Haven

Find the perfect holiday rental for your stay in Winter Haven. There are 163 hotels in Winter Haven and price data was last updated on 30 April 2025. The average price for a hotel in Winter Haven is .

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 30 April 2025.

Utilize the map to find properties close to the Winter Haven area(s) or attractions you plan on visiting. 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 30 April 2025.

How much does a holiday rental in Winter Haven cost?

Find better results for your stay in Winter Haven

Popular holiday destinations in Florida

Find holiday rentals in popular Florida cities that fit your unique needs