Winter Haven Holiday Rentals

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Check prices for these dates

Tonight
6 Jul - 7 Jul
Tomorrow
7 Jul - 8 Jul
Next weekend
11 Jul - 13 Jul
In two weeks
18 Jul - 20 Jul

Holiday Rentals in Winter Haven

Vacation Village at Parkway
Aerial view

Vacation Village at Parkway

3.0 star property
8.6 out of 10, Excellent, (2381)
"Great stay, very clean and homey .. highly recommended!!!"
Vacation Village at Parkway
Margaritaville Cottages Orlando with H2O Waterpark by Rentyl
Interior

Margaritaville Cottages Orlando with H2O Waterpark by Rentyl

4.0 star property
8.8 out of 10, Excellent, (1469)
"Great resort that has every amenity that you would want."
Margaritaville Cottages Orlando with H2O Waterpark by Rentyl
Summer Bay Orlando by Exploria Resorts
5 outdoor pools, pool umbrellas, pool loungers

Summer Bay Orlando by Exploria Resorts

3.5 star property
8.4 out of 10, Very good, (5511)
"Would definitely stay again!"
The price is HK$918
HK$1,281 total
includes taxes & fees
3 Aug - 4 Aug
Summer Bay Orlando by Exploria Resorts
Reunion Resort & Golf Club
Water park

Reunion Resort & Golf Club

5.0 star property
8.8 out of 10, Excellent, (1327)
"Exceptional place for quality time with the family "
Reunion Resort & Golf Club
The Berkley, Orlando
Lobby

The Berkley, Orlando

4.0 star property
9.6 out of 10, Exceptional, (1824)
"We enjoyed our short stay. The area had plentiful options for dining, my family loved the amenities and overall the check in was quick and room was clean. "
The price is HK$902
HK$1,104 total
includes taxes & fees
8 Jul - 9 Jul
The Berkley, Orlando
Barefoot'n Resort Kissimmee Orlando
Exterior

Barefoot'n Resort Kissimmee Orlando

2.5 star property
9.0 out of 10, Wonderful, (116)
"Great place, would definitely stay there again "
The price is HK$794
HK$1,000 total
includes taxes & fees
7 Jul - 8 Jul
Barefoot'n Resort Kissimmee Orlando
Regal Oaks Resort Vacation Townhomes by IDILIQ
View from property

Regal Oaks Resort Vacation Townhomes by IDILIQ

4.0 star property
8.4 out of 10, Very good, (2930)
"Great place to stay with your family "
Regal Oaks Resort Vacation Townhomes by IDILIQ
Magic Village Yards, Trademark Collection by Wyndham
Outdoor pool, pool umbrellas, pool loungers

Magic Village Yards, Trademark Collection by Wyndham

4.0 star property
9.2 out of 10, Wonderful, (1142)
"Spacious accommodations near Disney, with some amenities. "
Magic Village Yards, Trademark Collection by Wyndham
Grand Lake Resort
Dock

Grand Lake Resort

3.0 star property
9.2 out of 10, Wonderful, (128)
"Always a great place to stay"
Grand Lake Resort
Formosa Valley Resort by UNE Homes
Private pool

Formosa Valley Resort by UNE Homes

4.0 star property
9.4 out of 10, Exceptional, (157)
"Second time we stayed in this place. Spacious, clean and convenient."
Formosa Valley Resort by UNE Homes
Lifetime of Vacations Resort
Lake view

Lifetime of Vacations Resort

3.0 star property
9.4 out of 10, Exceptional, (138)
"Rooms and Location"
Lifetime of Vacations Resort
Encantada Resort Vacation Townhomes by IDILIQ
2 outdoor pools, pool umbrellas, pool loungers

Encantada Resort Vacation Townhomes by IDILIQ

3.0 star property
8.6 out of 10, Excellent, (1352)
"Stayed here 2 years in a row & we love the location & everything about the property! Staff is friendly. Definitely coming back in the future! "
Encantada Resort Vacation Townhomes by IDILIQ
Encore Resort
Outdoor pool

Encore Resort

4.0 star property
6.4 out of 10, (117)
"Great place "
Encore Resort
Villas At Regal Palms
Outdoor pool, pool loungers

Villas At Regal Palms

4.0 star property
8.4 out of 10, Very good, (556)
"Great location."
Villas At Regal Palms
Berkley Lake Townhomes
2 outdoor pools, a heated pool, open 8:00 AM to 7:00 PM, pool loungers

Berkley Lake Townhomes

3.0 star property
8.4 out of 10, Very good, (431)
"My kids love it "
Berkley Lake Townhomes
Holiday Inn Club Vacations Orlando Breeze Resort by IHG
2 outdoor pools, open 8 AM to 10 PM, pool loungers

Holiday Inn Club Vacations Orlando Breeze Resort by IHG

3.5 star property
9.2 out of 10, Wonderful, (472)
"AL at the front desk ensured our stay was awesome, our rooms were clean and we felt safe. We enjoyed our stay. "
The price is HK$869
HK$1,092 total
includes taxes & fees
9 Jul - 10 Jul
Holiday Inn Club Vacations Orlando Breeze Resort by IHG
Champions Gate condos by UNE
2 outdoor pools

Champions Gate condos by UNE

4.0 star property
9.0 out of 10, Wonderful, (16)
"It was a great place to stay"
Champions Gate condos by UNE
The Grand Village 4BR Pool Home near Disney Parks
Interior

The Grand Village 4BR Pool Home near Disney Parks

The Grand Village 4BR Pool Home near Disney Parks
Barefoot Suites
Aerial view

Barefoot Suites

3.0 star property
9.0 out of 10, Wonderful, (1756)
"Much better than the last stay there!"
Barefoot Suites
The Bear's Den Resort Orlando
Front of property

The Bear's Den Resort Orlando

5.0 star property
8.0 out of 10, Very good, (22)
"Great place , I recommend it to everyone."
The Bear's Den Resort Orlando
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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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.

What are some of the best holiday rentals that Winter Haven has to offer?

The Berkley, Orlando: This holiday home rental outside of Winter Haven offers a furnished patio, a terrace and a BBQ to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a full-sized fridge, a microwave and a coffee maker. You can relax into your holiday with an arcade/games room and 1 hot tub.

How many holiday rentals are there in Winter Haven?

Choose from 145 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 Indigo's Family Fun Center, whereas The Circle B Bar Reserve and Rotary 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.