Search Holiday Rentals in Winter Haven

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Check prices for these dates

In two weeks
28 Nov - 30 Nov
In two months
9 Jan - 11 Jan
In three months
6 Feb - 8 Feb
In four months
6 Mar - 8 Mar

Top Holiday Rentals in Winter Haven

House (3 Bedrooms) | Interior
Hook, Line & Leisure: Lakefront Gem, 2 Mi to Dtwn

Hook, Line & Leisure: Lakefront Gem, 2 Mi to Dtwn

3.0 star property
Winter Haven
10.0 out of 10, Exceptional, (3)
"This house is absolutely beautiful! Prior to arrival, all needed info- check-in, wifi code, door access, everything was communicated. The master bedroom, with it's own hallway and bathroom, has a lounge style sitting room attached. The patio is larger than it appears in the photos. The lake out back is so peaceful. The kitchen is fully equipped with all you'll need. The owner/ manager texted just to see how things were going. Very thoughtful! It was a great vacation rental and i will definitely...
United States
ANGELA G
The price is 4.084.250 ₫
9.889.155 ₫ total
includes taxes & fees
10 Dec - 11 Dec
Hook, Line & Leisure: Lakefront Gem, 2 Mi to Dtwn
Outdoor pool, pool umbrellas, pool loungers
Lake Ida Beach Resort

Lake Ida Beach Resort

3.0 star property
Winter Haven
7.4 out of 10, Good, (185)
"Lakeside view was great."
United States
Kenneth
The price is 1.976.250 ₫
2.213.400 ₫ total
includes taxes & fees
17 Nov - 18 Nov
Lake Ida Beach Resort
Luxury House, 3 Bedrooms, Garden View | Living area | 50-inch Smart TV with digital channels, toys, heated floors
BlockHaven near Legoland & Disney

BlockHaven near Legoland & Disney

3.5 star property
Winter Haven
The price is 1.271.789 ₫
6.234.861 ₫ total
includes taxes & fees
23 Nov - 24 Nov
BlockHaven near Legoland & Disney
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

Staybridge Suites Winter Haven Auburndale by IHG

Staybridge Suites Winter Haven Auburndale by IHG

10/10 Excellent
"Hotel was very clean and quiet. Beds were amazing. Will stay here again"
Sofia 1-night trip
Posted 23 hours ago
Staybridge Suites Winter Haven Auburndale by IHG

Frequently asked questions

Can I find a holiday rental in Winter Haven?

Yes, there are holiday rentals in Winter Haven close to LEGOLAND® Florida, or you can select a more secluded option if you're looking for a relaxing stay. Visitors to Winter Haven speak positively about the scenic lakeside and top-notch restaurants in this destination. Leave time to check out the gardens and entertainment venues during your visit.

How many holiday rentals are there in Winter Haven?

Choose from 130 Expedia holiday rentals in Winter Haven for a memorable holiday.

What can I see and do in Winter Haven?

Family-friendly attractions include LEGOLAND® Florida and Peppa Pig Theme Park Florida, whereas The Circle B Bar Reserve and Inman Park are a couple of great spots to enjoy the outdoors. Theatre Winter Haven and Chain of Lakes Park are other places to visit while you're in town.

What are holiday rentals like in Winter Haven?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Winter Haven. Holiday rentals offer amenities such as kitchens and laundry facilities to help you enjoy your stay. If you're concerned about a clean environment, holiday rentals can provide a sense of seclusion away from shared hotel lifts and busy reception areas while still allowing you the experience of travel. You'll also have more space in a holiday rental than in a hotel, which makes a holiday rental a great choice for a family trip.