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Check prices for these dates

Tonight
19 Nov - 20 Nov
Tomorrow
20 Nov - 21 Nov
This weekend
21 Nov - 23 Nov
Next weekend
28 Nov - 30 Nov

Top Holiday Rentals in Winter Haven

Aerial view
Vacation Village Orlando, Celebration

Condo in Kissimmee

3.0 star property
8.6 out of 10, Excellent, (3049)
"Great place to stay"
United States
Jose
The price is Rp1.524.928
Rp2.149.568 total
includes taxes & fees
2 Dec - 3 Dec
Vacation Village Orlando, Celebration
Interior
Margaritaville Cottages Orlando by Rentyl

Aparthotel in Kissimmee

4.0 star property
8.8 out of 10, Excellent, (1717)
"Our favorite hotel!"
United States
Odanis
The price is Rp3.165.939
Rp6.946.176 total
includes taxes & fees
20 Nov - 21 Nov
Margaritaville Cottages Orlando by Rentyl
Lobby
The Berkley, Orlando

Holiday Home in Kissimmee

4.0 star property
9.6 out of 10, Exceptional, (1978)
"Recommended amazing stay."
United States
Elf
The price is Rp2.121.514
Rp2.576.826 total
includes taxes & fees
20 Nov - 21 Nov
The Berkley, Orlando
2 bars/lounges, poolside bar
Regal Oaks Resort Vacation Townhomes by IDILIQ

Condo resort in Kissimmee

4.0 star property
8.4 out of 10, Very good, (3009)
" Clean room and a great staff"
United States
Victor
Regal Oaks Resort Vacation Townhomes by IDILIQ
Water park
Reunion Resort & Golf Club

Aparthotel in Reunion

5.0 star property
8.8 out of 10, Excellent, (1425)
"Was amazing beautiful and is an special place to go with kids , we love it !! "
United States
Yamila
The price is Rp3.505.984
Rp4.773.288 total
includes taxes & fees
9 Dec - 10 Dec
Reunion Resort & Golf Club
Outdoor pool, pool umbrellas, pool loungers
Magic Village Yards, Trademark Collection by Wyndham

Aparthotel in Kissimmee

4.0 star property
9.2 out of 10, Wonderful, (1152)
"Easy check-in, clean room"
United States
THOMAS
Magic Village Yards, Trademark Collection by Wyndham
Exterior
Barefoot'n Resort Kissimmee Orlando

Aparthotel in Kissimmee

2.5 star property
9.0 out of 10, Wonderful, (156)
"Enjoyed the closeness of Old Town Kissimmee"
United States
Mary
The price is Rp1.421.991
Rp1.822.909 total
includes taxes & fees
21 Nov - 22 Nov
Barefoot'n Resort Kissimmee Orlando
Exterior
Magical Dreams

Aparthotel in Kissimmee

4.0 star property
6.0 out of 10, (5)
"Parking can be an issue but as long as you communicate with the others, you’ll be alright. "
United States
Shana
The price is Rp953.952
Rp2.222.457 total
includes taxes & fees
28 Nov - 29 Nov
Magical Dreams
2 outdoor pools, pool umbrellas, pool loungers
Encantada Resort Vacation Townhomes by IDILIQ

Aparthotel in Kissimmee

3.0 star property
8.6 out of 10, Excellent, (1399)
"2nd time staying here safe to say this is our second home "
United States
Melanie
Encantada Resort Vacation Townhomes by IDILIQ
Dock
Grand Lake Resort

Aparthotel in Kissimmee

3.0 star property
9.2 out of 10, Wonderful, (150)
"Amber was great we had a ball definitely coming back resort was beautiful "
United States
TAIYLAR
Grand Lake Resort
Dock
Barefoot Suites

Aparthotel in Kissimmee

3.0 star property
9.0 out of 10, Wonderful, (1789)
"Barefoot Suites is just an overall an awesome place to stay."
United States
Loretta
Barefoot Suites
Private pool
Formosa Valley Resort by UNE Homes

Holiday Home in Kissimmee

4.0 star property
9.4 out of 10, Exceptional, (188)
"Overall a clean house, one of the best properties I’ve stayed in. "
United States
Cristian
Formosa Valley Resort by UNE Homes
2 outdoor pools, open 8 AM to 10 PM, pool loungers
Holiday Inn Club Vacations Orlando Breeze Resort by IHG

Aparthotel in Davenport

3.5 star property
9.2 out of 10, Wonderful, (497)
"Everything was excellent! "
United States
Laura
The price is Rp1.635.944
Rp2.086.309 total
includes taxes & fees
20 Nov - 21 Nov
Holiday Inn Club Vacations Orlando Breeze Resort by IHG
Lake view
Lifetime of Vacations Resort

Condo in Kissimmee

3.0 star property
9.4 out of 10, Exceptional, (150)
"Very nice quiet place... very polite front desk personnel "
United States
Iliana
Lifetime of Vacations Resort
Captiva-06 (SMV104) | Private kitchen | Fridge, microwave, oven, stovetop
Summerville Vacation Homes by Columbia Management

Holiday Home in Kissimmee

4.0 star property
8.4 out of 10, Very good, (152)
"Not enough parking "
United States
Corey
Summerville Vacation Homes by Columbia Management
Exterior
Landing Townhomes Davenport

Aparthotel in Davenport

4.0 star property
8.8 out of 10, Excellent, (8)
"The stay was great absolutely loved it "
United States
Janei Chantel
Landing Townhomes Davenport
Sauna
Harmony Haven

Aparthotel in Kissimmee

2.5 star property
The price is Rp836.800
Rp2.089.490 total
includes taxes & fees
21 Nov - 22 Nov
Harmony Haven
4 bedrooms, blackout curtains, iron/ironing board, free WiFi
Doppio Westside

Holiday Home in Davenport

4.0 star property
9.4 out of 10, Exceptional, (24)
"My family loved our stay highly recommend for family vacation. I would stay here again in the future!"
United States
Myia
The price is Rp2.966.602
Rp7.359.694 total
includes taxes & fees
23 Nov - 24 Nov
Doppio Westside
2 outdoor pools
Champions Gate condos by UNE

Apartment in Champions Gate

4.0 star property
9.0 out of 10, Wonderful, (49)
"Very beautiful property."
United States
Alfred
Champions Gate condos by UNE
Outdoor pool, a heated pool
Caribe Cove Resort

Condo in Kissimmee

3.5 star property
8.8 out of 10, Excellent, (2259)
"We had a great family vacation "
United States
Veronica
Caribe Cove 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

The Grove Resort & Water Park Orlando

The Grove Resort & Water Park Orlando

10/10 Excellent
"We enjoyed our stay at The Grove. Room was spacious, our building was quiet and the pool was great!"
Michael 7-night trip
Posted 16 hours ago
The Grove Resort & Water Park Orlando

Find out more about Winter Haven

Search for holiday rentals in Winter Haven on Expedia.co.id! You can easily find your home rentals, villas, holiday apartments in Winter Haven using one of the methods below:

  • View our selection of featured holiday rentals in Winter Haven
  • Use the map to find apartments and other holiday homes in the Winter Haven neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Winter Haven while they last

Look no further and take a look at our great range of rental properties in Winter Haven!

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 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.