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Check prices for these dates

Tonight
24 Jul - 25 Jul
Tomorrow
25 Jul - 26 Jul
This weekend
25 Jul - 27 Jul
Next weekend
1 Aug - 3 Aug

Top Holiday Rentals in Winter Haven

BlockHaven near Legoland & Disney
Relax in a stylish living room with a vibrant mural, flat-screen TV, and comfortable seating.

BlockHaven near Legoland & Disney

3.5 star property
The price is ฿2,286
฿8,430 total
includes taxes & fees
4 Aug - 5 Aug
BlockHaven near Legoland & Disney
3613LL Windsor Island
Outdoor pool

3613LL Windsor Island

The price is ฿32,178
฿55,829 total
includes taxes & fees
6 Aug - 7 Aug
3613LL Windsor Island
Super Trend
Enjoy meals in the kitchen with a central island, microwave, and stainless steel refrigerator.

Super Trend

2.0 star property
The price is ฿4,951
฿13,658 total
includes taxes & fees
29 Jul - 30 Jul
Super Trend
3 Bedrooms S / Lake Berkley Home by RedAwning
Relax by the pool surrounded by a spacious deck and barbecue grill, offering a perfect spot for socializing and taking in the views.

3 Bedrooms S / Lake Berkley Home by RedAwning

3.0 star property
The price is ฿6,480
฿25,468 total
includes taxes & fees
19 Aug - 20 Aug
3 Bedrooms S / Lake Berkley Home by RedAwning
Central to all the fun Disney
Relax by the resort's central pool, surrounded by lush greenery and palm trees.

Central to all the fun Disney

3.0 star property
The price is ฿78,129
฿94,516 total
includes taxes & fees
6 Aug - 7 Aug
Central to all the fun Disney
Serene Stay At Terra Verde Resort By Shine Villas 111 3 Bedroom Townhouse
Relax by the serene pool surrounded by natural rock formations and lush greenery.

Serene Stay At Terra Verde Resort By Shine Villas 111 3 Bedroom Townhouse

3.5 star property
Serene Stay At Terra Verde Resort By Shine Villas 111 3 Bedroom Townhouse
Harmony Haven Boutique Townhome At Azzure Resort Near Disney By Shine Villas 6 Bedroom Townhouse
Relax in a stylish living room with a sofa, coffee table, and flat-screen TV, leading to a pool area through a sliding glass door.

Harmony Haven Boutique Townhome At Azzure Resort Near Disney By Shine Villas 6 Bedroom Townhouse

3.0 star property
Harmony Haven Boutique Townhome At Azzure Resort Near Disney By Shine Villas 6 Bedroom Townhouse
Super Fly
Enjoy cooking in this well-equipped kitchen with a central island, oven, and microwave.

Super Fly

3.0 star property
2.0 out of 10, (1)
"Living furniture was dirty ,table chairs dirty , bathroom was nasty looking broken furniture in n the movie area and towels was old and used. "
The price is ฿3,797
฿11,389 total
includes taxes & fees
27 Jul - 28 Jul
Super Fly
Westgate Town Center
Spa reception

Westgate Town Center

3.5 star property
2.0 out of 10, (1)
The price is ฿5,196
฿7,505 total
includes taxes & fees
24 Aug - 25 Aug
Westgate Town Center
Spacious Fun & Convenient
Relax in this stylish living space with a comfortable sofa, dining area, and fully equipped kitchen.

Spacious Fun & Convenient

4.0 star property
10.0 out of 10, Exceptional, (2)
"Nice and clean property "
The price is ฿4,234
฿14,906 total
includes taxes & fees
1 Aug - 2 Aug
Spacious Fun & Convenient
Formosa Valley Resort by UNE Homes
Relax by the pool surrounded by a spacious deck and comfortable seating.

Formosa Valley Resort by UNE Homes

4.0 star property
9.4 out of 10, Exceptional, (161)
"We loved our stay in UNE HOMES! Very spacious, clean, bathroom in everyroom, big rooms, BIG KITCHEN! Will be back for sure."
The price is ฿5,672
฿16,728 total
includes taxes & fees
12 Aug - 13 Aug
Formosa Valley Resort by UNE Homes
Super Fab
Enjoy al fresco dining and relaxation in this spacious outdoor living area featuring a pool, dining table, and fully equipped kitchen.

Super Fab

2.0 star property
The price is ฿9,678
฿29,311 total
includes taxes & fees
28 Jul - 29 Jul
Super Fab
3 Bed/2.5 Bath Perfect Family Home Bunk Beds 3 Bedroom Townhouse by RedAwning
Relax by the pool surrounded by palm trees and lounge chairs.

3 Bed/2.5 Bath Perfect Family Home Bunk Beds 3 Bedroom Townhouse by RedAwning

2.5 star property
The price is ฿4,912
฿27,449 total
includes taxes & fees
30 Jul - 31 Jul
3 Bed/2.5 Bath Perfect Family Home Bunk Beds 3 Bedroom Townhouse by RedAwning
The Berkley, Orlando
Lobby

The Berkley, Orlando

4.0 star property
9.6 out of 10, Exceptional, (1851)
"Wonderful place to stay, staff were so nice. Would stay there every time we came to florida"
The price is ฿3,433
฿4,227 total
includes taxes & fees
29 Jul - 30 Jul
The Berkley, Orlando
Grand Family Superior 4BD House Near Disney Parks
Kitchen features a central island with a sink and dishwasher, stove, and refrigerator.

Grand Family Superior 4BD House Near Disney Parks

2.0 star property
Grand Family Superior 4BD House Near Disney Parks
FL- 1905 NICE CT
Relax in this stylish living space with a large flat-screen TV, dining area, and comfortable seating.

FL- 1905 NICE CT

3.0 star property
The price is ฿6,307
฿13,594 total
includes taxes & fees
6 Aug - 7 Aug
FL- 1905 NICE CT
Super Play
Relax in a spacious living room with a large flat-screen TV, comfortable seating, and a modern kitchen area.

Super Play

3.0 star property
The price is ฿7,562
฿22,098 total
includes taxes & fees
6 Aug - 7 Aug
Super Play
FL- 1904 Nice Ct
Relax in this stylish living room with a large sofa, flat-screen TV, and a beautiful view of the outdoors.

FL- 1904 Nice Ct

3.0 star property
The price is ฿8,077
฿18,821 total
includes taxes & fees
6 Aug - 7 Aug
FL- 1904 Nice Ct
Champions Gate Resort Home w BBQ Pool
Relax by the pool surrounded by palm trees and enjoy a refreshing swim or a thrilling slide.

Champions Gate Resort Home w BBQ Pool

2.0 star property
8.0 out of 10, Very good, (3)
Champions Gate Resort Home w BBQ Pool
Upscale Kissimmee Retreat
Relax by the serene pool surrounded by lush tropical plants and palm trees.

Upscale Kissimmee Retreat

3.0 star property
Upscale Kissimmee Retreat
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

Hilton Vacation Club Mystic Dunes Orlando

Hilton Vacation Club Mystic Dunes Orlando

10/10 Excellent
"Didn’t get the room a payed for. Other than that it’s a decent stay. "
kenneth 6-night trip
Posted 4 hours ago
Hilton Vacation Club Mystic Dunes Orlando

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 146 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.