Winter Haven Vacation Rentals

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Check prices for these dates

Tonight
Jun 27 - Jun 28
Tomorrow
Jun 28 - Jun 29
This weekend
Jun 27 - Jun 29
Next weekend
Jul 4 - Jul 6

Vacation Rentals in Winter Haven

Vacation Village at Parkway
Aerial view

Vacation Village at Parkway

3.0 star property
8.6 out of 10, Excellent, (2302)
"We really enjoyed the place "
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, (1441)
"Nice family resort with everything you need within walking distance...."
Margaritaville Cottages Orlando with H2O Waterpark by Rentyl
Summer Bay Orlando by Exploria Resorts
5 outdoor pools, pool umbrellas, sun loungers

Summer Bay Orlando by Exploria Resorts

3.5 star property
8.4 out of 10, Very Good, (5489)
"Perfect and would stay again "
The price is NT$3,799
NT$5,186 total
includes taxes & fees
Jul 6 - Jul 7
Summer Bay Orlando by Exploria Resorts
Reunion Resort & Golf Club
Water park

Reunion Resort & Golf Club

5.0 star property
8.6 out of 10, Excellent, (1313)
"We had a fantastic time, enjoyed our stay and will definitely go back again"
The price is NT$6,133
NT$8,341 total
includes taxes & fees
Jun 29 - Jun 30
Reunion Resort & Golf Club
The Berkley, Orlando
Lobby

The Berkley, Orlando

4.0 star property
9.6 out of 10, Exceptional, (1812)
"I enjoyed everything about the place."
The price is NT$3,344
NT$4,092 total
includes taxes & fees
Jun 29 - Jun 30
The Berkley, Orlando
Barefoot'n Resort Kissimmee Orlando
Exterior

Barefoot'n Resort Kissimmee Orlando

2.5 star property
9.0 out of 10, Wonderful, (110)
"Great place, would definitely stay there again "
The price is NT$3,003
NT$3,772 total
includes taxes & fees
Jul 2 - Jul 3
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, (2923)
"We enjoy our stay "
Regal Oaks Resort Vacation Townhomes by IDILIQ
Villas At Regal Palms
Outdoor pool, sun loungers

Villas At Regal Palms

4.0 star property
8.4 out of 10, Very Good, (554)
"Great accomodation"
Villas At Regal Palms
Magic Village Yards, Trademark Collection by Wyndham
Outdoor pool, pool umbrellas, sun 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, (125)
"Always a great place to stay"
Grand Lake Resort
Lifetime of Vacations Resort
Lake view

Lifetime of Vacations Resort

3.0 star property
9.2 out of 10, Wonderful, (136)
"Rooms and Location"
Lifetime of Vacations 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, (156)
"Second time we stayed in this place. Spacious, clean and convenient."
Formosa Valley Resort by UNE Homes
Barefoot Suites
Aerial view

Barefoot Suites

3.0 star property
9.0 out of 10, Wonderful, (1754)
"Much better than the last stay there!"
Barefoot Suites
Encantada Resort Vacation Townhomes by IDILIQ
2 outdoor pools, pool umbrellas, sun 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
Berkley Lake Townhomes
2 outdoor pools, a heated pool, open 8:00 AM to 7:00 PM, sun loungers

Berkley Lake Townhomes

3.0 star property
8.4 out of 10, Very Good, (431)
"My kids love it "
Berkley Lake Townhomes
Encore Resort
Outdoor pool

Encore Resort

4.0 star property
6.4 out of 10, (117)
"Great place "
Encore Resort
Champions Gate condos by UNE
2 outdoor pools

Champions Gate condos by UNE

4.0 star property
8.8 out of 10, Excellent, (15)
"It was a great place to stay"
Champions Gate condos by UNE
Holiday Inn Club Vacations Orlando Breeze Resort by IHG
2 outdoor pools, open 8 AM to 10 PM, sun loungers

Holiday Inn Club Vacations Orlando Breeze Resort by IHG

3.5 star property
9.2 out of 10, Wonderful, (468)
"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 NT$3,464
NT$4,322 total
includes taxes & fees
Jun 29 - Jun 30
Holiday Inn Club Vacations Orlando Breeze Resort by IHG
Caribe Cove Resort
Outdoor pool, a heated pool

Caribe Cove Resort

3.5 star property
8.8 out of 10, Excellent, (2251)
"Everything was lovely "
Caribe Cove Resort
The Azur Resort
Townhome, 6 Bedrooms | View from room

The Azur Resort

4.0 star property
8.4 out of 10, Very Good, (35)
"everything is very clean stores and dining are nearby"
The Azur Resort
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 vacation rental in Winter Haven?

Yes, there are vacation rentals in Winter Haven close to LEGOLAND® Florida, or you can choose a more secluded option if you'd like a relaxing place to 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's the top vacation rental that Winter Haven has to offer?

The Berkley, Orlando: This vacation home rental outside of Winter Haven offers a furnished patio, a terrace, and a barbecue grill 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 vacation with an arcade game room and a hot tub.

How many vacation rentals are there in Winter Haven?

Choose from 145 Expedia vacation rentals in Winter Haven for a memorable vacation.

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 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 vacation rentals like in Winter Haven?

Vacation rentals are private properties you can book for a few days or a quick weekend in Winter Haven. Vacation rentals offer extras such as hot tubs, fire pits, and patios so you'll have everything you want. If you're concerned about cleanliness, a vacation rental can offer a sense of privacy away from public hotel elevators and bustling concierge desks while still allowing you a great travel experience. You'll also get more space in a vacation rental than in a hotel, which is another reason why a vacation rental is a popular option for a small group gathering.