Search Holiday Rentals in Winter Haven

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Check prices for these dates

In two weeks
9 Jan - 11 Jan
In two months
20 Feb - 22 Feb
In three months
20 Mar - 22 Mar
In four months
17 Apr - 19 Apr

Our top choices for Winter Haven holiday rentals

Outdoor pool, open 10:00 AM to 10:00 PM, pool cabanas (surcharge)
EL Dorado ranch resort

EL Dorado ranch resort

EL Dorado ranch resort
2.5 star property
Crystal City
8.4 out of 10, Very good, (36)
"Excellent place to stay"
United States
Dustin
EL Dorado ranch resort
Exterior
Eagle's Den Suites Carrizo Springs a Travelodge by Wyndham

Eagle's Den Suites Carrizo Springs a Travelodge by Wyndham

Eagle's Den Suites Carrizo Springs a Travelodge by Wyndham
2.0 star property
Carrizo Springs
9.6 out of 10, Exceptional, (32)
"Had a wonderful stay. Great accommodations and it was quiet. "
United States
IVETT
The price is ฿4,450
฿5,028 total
includes taxes & fees
25 Jan - 26 Jan 2026
Eagle's Den Suites Carrizo Springs a Travelodge by Wyndham
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Winter Haven Hotel Reviews

Executive Inn Crystal City

Executive Inn Crystal City

10/10 Excellent
"It’s was the place I needed for the night. "
Patricia 1-night trip
Posted 6 days ago
Executive Inn Crystal City

Find out more about Winter Haven

Search for holiday rentals in Winter Haven on Expedia! You can easily find your home rentals, villas, holiday apartments in Winter Haven using one of the methods below:

  • View our selection of featured holiday rentals in Winter Haven
  • Use the map to find apartments and other holiday homes in the Winter Haven neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Winter Haven while they last

Look no further and take a look at our great range of rental properties in Winter Haven!

Frequently asked questions

Can I find a holiday rental in Winter Haven?

Yes, there are holiday rentals close to the most popular sights in Winter Haven, or you can select a more secluded option if you're looking for a relaxing stay.

What’s there to see and do in Winter Haven?

While you're exploring the area, Oak Park and Jefferson Park are a couple of picturesque spots to get outside and enjoy nature. Crystal City Popeye Statue and Carrizo Springs Golf Course are a couple of places you'll find in the wider area.

What’s a holiday rental in Winter Haven like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Winter Haven. Holiday rentals provide amenities such as laundry facilities and kitchens so you'll feel right at home. If you're concerned about cleanliness, holiday rentals can provide a sense of safety away from public hotel lifts and busy front desks while still allowing you the experience of travel. You'll also have more space in a holiday rental than in a traditional hotel, which is another reason why a holiday rental is a popular option for a small group gathering.