Holiday Rentals in Winter Haven

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Holiday Rentals in Winter Haven

Vacation Village at Parkway

3.0 star property
8.6 out of 10, Excellent, (2684)
"Stayed there over the weekend and everything was amazing!!!!"
Vacation Village at Parkway

Margaritaville Cottages Orlando with H2O Waterpark by Rentyl

4.0 star property
8.8 out of 10, Excellent, (1530)
"Love staying here. It’s like home away from HOME! "
Margaritaville Cottages Orlando with H2O Waterpark by Rentyl

Summer Bay Orlando by Exploria Resorts

3.5 star property
8.4 out of 10, Very good, (5576)
"I had a great stay "
The price is €141
includes taxes & fees
6 Aug - 7 Aug
Summer Bay Orlando by Exploria Resorts

Barefoot'n Resort Kissimmee Orlando

2.5 star property
9.0 out of 10, Wonderful, (133)
"Great place, would definitely stay there again "
The price is €130
includes taxes & fees
12 Aug - 13 Aug
Barefoot'n Resort Kissimmee Orlando

Reunion Resort & Golf Club

5.0 star property
8.8 out of 10, Excellent, (1367)
"Great place for families"
Reunion Resort & Golf Club

The Berkley, Orlando

4.0 star property
9.6 out of 10, Exceptional, (1867)
"Very nice property for family vacation)"
The price is €113
includes taxes & fees
11 Aug - 12 Aug
The Berkley, Orlando

Regal Oaks Resort Vacation Townhomes by IDILIQ

4.0 star property
8.4 out of 10, Very good, (2953)
"Great stay "
Regal Oaks Resort Vacation Townhomes by IDILIQ

Formosa Valley Resort by UNE Homes

4.0 star property
9.4 out of 10, Exceptional, (163)
"We loved our stay in UNE HOMES! Very spacious, clean, bathroom in everyroom, big rooms, BIG KITCHEN! Will be back for sure."
Formosa Valley Resort by UNE Homes

Encantada Resort Vacation Townhomes by IDILIQ

3.0 star property
8.6 out of 10, Excellent, (1364)
"Very nice resort "
Encantada Resort Vacation Townhomes by IDILIQ

Lifetime of Vacations Resort

3.0 star property
9.4 out of 10, Exceptional, (142)
"Fairly quiet, beautiful view. We would 100% stay here again."
Lifetime of Vacations Resort

Magic Village Yards, Trademark Collection by Wyndham

4.0 star property
9.2 out of 10, Wonderful, (1144)
"Spacious accommodations near Disney, with some amenities. "
Magic Village Yards, Trademark Collection by Wyndham

Grand Lake Resort

3.0 star property
9.2 out of 10, Wonderful, (132)
"Always a great place to stay"
Grand Lake Resort

Barefoot Suites

3.0 star property
9.0 out of 10, Wonderful, (1759)
"Much better than the last stay there!"
Barefoot Suites

Champions Gate condos by UNE

4.0 star property
9.2 out of 10, Wonderful, (23)
"It was a great place to stay"
Champions Gate condos by UNE

Holiday Inn Club Vacations Orlando Breeze Resort by IHG

3.5 star property
9.2 out of 10, Wonderful, (479)
"Very nice hotel...Very safe and clean "
The price is €125
includes taxes & fees
6 Aug - 7 Aug
Holiday Inn Club Vacations Orlando Breeze Resort by IHG

Summerville Vacation Homes by Columbia Management

4.0 star property
8.4 out of 10, Very good, (151)
"Not enough parking "
Summerville Vacation Homes by Columbia Management

Royal Laguna Villas By Magical Memories

3.5 star property
7.0 out of 10, Good, (2336)
"the apartment is comfortable and pleasant but the air conditioning does not work, there is only a ceiling fan in the main room and in the living room. They did not give us the card for the pool area and it was a problem to pay and get the lockbox code."
Royal Laguna Villas By Magical Memories

Encore Resort

4.0 star property
6.4 out of 10, (117)
"Great place "
Encore Resort

Luxury 20 bedroom Reunion Villas @ Disney's Doorstep

9.2 out of 10, Wonderful, (95)
"Excellent facilities close to many places to golf and have fun"
Luxury 20 bedroom Reunion Villas @ Disney's Doorstep

Bahama Bay Resort

3.5 star property
8.6 out of 10, Excellent, (2086)
"It's a family place, were you feel comfortable and welcome."
Bahama Bay 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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Top Winter Haven Hotel Reviews

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.