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Find 5 Star Hotels in Winter Haven, FL from AED 698

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Check availability on Winter Haven 5 Star Hotels

This weekend
10 Jul - 12 Jul
Next weekend
17 Jul - 19 Jul

Our top choices for Winter Haven 5-star hotels

Outdoor pool, open 9:00 AM to 6:00 PM, free cabanas, pool umbrellas

ette hotel

ette hotel
5.0 star property
Kissimmee
9.6 out of 10, Exceptional, (465 reviews)
"Great stay"
United States
Jason
The price is AED 915
AED 1,039 total
includes taxes & fees
22 Jul - 23 Jul
ette hotel
Water park

Reunion Resort & Golf Club

Reunion Resort & Golf Club
5.0 star property
Reunion
8.8 out of 10, Excellent, (1,583 reviews)
"Excellent property!! Its was a healing experience!!"
United States
Myra
Reunion Resort & Golf Club
Water park

Encore Resort and Water Park at Reunion by Rentyl

Encore Resort and Water Park at Reunion by Rentyl
5.0 star property
Kissimmee
8.4 out of 10, Very Good, (1,006 reviews)
"The staff was so nice and friendly,they made the check in so smooth , The house was gorgeous and very spacious."
United States
Narasha
The price is AED 799
AED 2,491 total
includes taxes & fees
4 Aug - 5 Aug
Encore Resort and Water Park at Reunion by Rentyl
Exclusive House | Children's theme room

Marvelous 4Bd Close to Disney w/ Pool at 313 Tuscan Hills

Marvelous 4Bd Close to Disney w/ Pool at 313 Tuscan Hills
5.0 star property
Tuscan Hills
8.8 out of 10, Excellent, (8 reviews)
"Great stay"
United States
Tiffany
Marvelous 4Bd Close to Disney w/ Pool at 313 Tuscan Hills
Outdoor pool, sun loungers, lifeguards on site

Cozy 3Bd Close to Disney @ Enclaves at Festival 808

Cozy 3Bd Close to Disney @ Enclaves at Festival 808
5.0 star property
Festival
8.4 out of 10, Very Good, (6 reviews)
"This home was excellent and easy to find. this location felt very safe, and when I entered, I was impressed- Wow, such a beautiful and comfortable home. The house rules were clear, and everything was organized. A few lights were not working, but it was not a big issue. i especially loved the pool and the gym. I really enjoyed them during our stay. We had a great, relaxing week and were not bothered by anything. the only small issue was 8-ball pool table, which has some broken parts, we...
United States
Alexandra
Cozy 3Bd Close to Disney @ Enclaves at Festival 808
Water park

Amazing 4Bd Screened Pool Close to Disney 4572

Amazing 4Bd Screened Pool Close to Disney 4572
5.0 star property
Bellavida
8.4 out of 10, Very Good, (6 reviews)
" Great for our family, close to activities, parks, attractiins"
United States
Charlene
Amazing 4Bd Screened Pool Close to Disney 4572
Interior

Marvelous 3Bd w/ Pool Near Disney at Serenity 1536

Marvelous 3Bd w/ Pool Near Disney at Serenity 1536
5.0 star property
Clermont
9.6 out of 10, Exceptional, (8 reviews)
"Wonderful stay!"
Canada
Angela
Marvelous 3Bd w/ Pool Near Disney at Serenity 1536
Aerial view

7 Bedroom Villa, Private Pool, Resort Amenities

7 Bedroom Villa, Private Pool, Resort Amenities
5.0 star property
Kissimmee
7.6 out of 10, Good, (20 reviews)
"Beautiful and the family loved it 😍! Close to Disney, excellent for large families"
Canada
LLoyd
7 Bedroom Villa, Private Pool, Resort Amenities
Water park

Stunning 4 Bd w/ Pool Close to Disney at Champions Gate 1158

Stunning 4 Bd w/ Pool Close to Disney at Champions Gate 1158
5.0 star property
Davenport
9.8 out of 10, Exceptional, (8 reviews)
"Very nice place so many things to do. Great place to stay for a large family especially with kids "
United States
Yesenia
Stunning 4 Bd w/ Pool Close to Disney at Champions Gate 1158
Family House, 4 Bedrooms | Private kitchen | Fridge, microwave, oven, stovetop

Jasmine 4 Bedrooms

Jasmine 4 Bedrooms
5.0 star property
Seasons
10.0 out of 10, Exceptional, (1 review)
"The property was amazing. Quiet, convenient and it was very inviting. "
United States
Jose Antonio
The price is AED 818
AED 2,309 total
includes taxes & fees
19 Jul - 20 Jul
Jasmine 4 Bedrooms
Outdoor pool

Wonderful 8Bd w/ Pool & GameRoom @ Encore 461

Wonderful 8Bd w/ Pool & GameRoom @ Encore 461
5.0 star property
Kissimmee
5.6 out of 10, (4 reviews)
"The coffee pot was broke, we emailed about it and received a new one within a a few hours. The listing says water park access but you don’t get water park access. The dryer was broken and unable to be fixed during our stay. The company is very attentive to needs. I brought up something’s in the house that probably need evaluated and they said things need to be addressed at the beginning on the stay. (Things like the fridge seal not being great, broken can opener, broken pool chairs ) make sure...
United States
Bronte
Wonderful 8Bd w/ Pool & GameRoom @ Encore 461
Interior

Themed 7 Bedroom Villa, 12 Min to Disney, Resort Access

Themed 7 Bedroom Villa, 12 Min to Disney, Resort Access
5.0 star property
Kissimmee
8.0 out of 10, Very Good, (4 reviews)
"The house was huge we had enough room for everyone I loved the theme rooms and it was quiet "
United States
Tameko
Themed 7 Bedroom Villa, 12 Min to Disney, Resort Access
Front of property

The Bear's Den Resort Orlando

The Bear's Den Resort Orlando
5.0 star property
Reunion
7.8 out of 10, Good, (24 reviews)
"The best stay we’ve ever had!"
United States
Lauren
The Bear's Den Resort Orlando
In-room safe, individually decorated, individually furnished, desk

Charming 3Bd Close to Disney @ Festival 1026

Charming 3Bd Close to Disney @ Festival 1026
5.0 star property
Festival
8.4 out of 10, Very Good, (5 reviews)
"Nice location "
United States
Jianzhuang
Charming 3Bd Close to Disney @ Festival 1026
Water park

Family Friendly 2 Bd Close to Disney @ Champions Gate 8899

Family Friendly 2 Bd Close to Disney @ Champions Gate 8899
5.0 star property
Davenport
8.4 out of 10, Very Good, (11 reviews)
"the waterpark was amazing. The villa was clean and comfortable. We didn't want to leave and we would like to come again."
United States
Donald Lester
Family Friendly 2 Bd Close to Disney @ Champions Gate 8899
Outdoor pool, a heated pool, sun loungers

Anchor Cove Villa

Anchor Cove Villa
5.0 star property
Solterra Resort
10.0 out of 10, Exceptional, (1 review)
"Everything was literally perfect. Just as the pictures advertised. Our kids lost it when they walked in and explored the house and found the themed rooms, the theater and the pool. Pool was amazing! We opted for heat which made the stay even better having a hot tub. White rose was very responsive to our needs and had quick response time. The resort amenities were clean, the staff was friends and helped us find parking when the pool lot was full. Lazy river was a blast for the kids. Plenty of...
United States
Jessica
Anchor Cove Villa
Water park

Gorgeous 5Bd Screened Pool at Champions Gate 1125

Gorgeous 5Bd Screened Pool at Champions Gate 1125
5.0 star property
Davenport
9.6 out of 10, Exceptional, (7 reviews)
"The house was exactly as the pictures posted. Very well maintained, cleaned, and well equipped with all essential equipment for cooking ext. My family and I loved it. It exceeded our expectations! We truly recommend this house, and will definitely rent this house again."
United States
Carmen
Gorgeous 5Bd Screened Pool at Champions Gate 1125
Exterior

Frankly Fintastic

Frankly Fintastic
5.0 star property
Kissimmee
8.8 out of 10, Excellent, (3 reviews)
"The property was very nice, the rooms are very nice and clean. I would stay there again without any doubt."
United States
Fabio
Frankly Fintastic
Outdoor pool, sun loungers, lifeguards on site

Stunning 5Bd w/ Pool @ Windsor Island Resort 3814

Stunning 5Bd w/ Pool @ Windsor Island Resort 3814
5.0 star property
Davenport
8.6 out of 10, Excellent, (9 reviews)
"It was a very nice play with a lot to do. Everything was worth the money. Clean, friendly, and fun."
United States
Matthew Cyril
Stunning 5Bd w/ Pool @ Windsor Island Resort 3814
Outdoor pool, sun loungers, lifeguards on site

WonderFull 4Bd with Pool at Champions Gate 1174

WonderFull 4Bd with Pool at Champions Gate 1174
5.0 star property
Davenport
9.0 out of 10, Wonderful, (4 reviews)
"This home was exactly as the pictures and more. It was beautiful and perfect size for my family. The pool was also perfect when we didn’t want to be in the crowds anymore at the resorts. Wonder vacation homes were amazing hosts and took great care of all of our questions "
United States
Anonymous traveler
WonderFull 4Bd with Pool at Champions Gate 1174
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Explore similar 4-star hotels

Many 4-star hotels have the same amenities as 5-star hotels. See all 4-star hotels in Winter Haven.
The Grove Resort & Water Park Orlando

The Grove Resort & Water Park Orlando

14501 Grove Resort Avenue Winter Garden FL
The price is AED 714 per night from Aug 3 to Aug 4
AED 714
AED 1,005 total
3 Aug - 4 Aug
includes taxes & fees
8/10 Very Good! (10,372 reviews)
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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.

Learn more about Winter Haven

Glide through LEGOLAND's colorful rides before cooling off at their water park on hot Florida afternoons. Chain of Lakes offers peaceful kayaking spots where you can paddle between waterways and spot wildlife at your own pace.

See all hotels in Winter Haven
A castle entrance with flags and banners, including a LEGO Kingdoms banner.

Top Winter Haven Hotel Reviews

Frequently asked questions

How much does it cost to stay in a 5-star hotel in Winter Haven?
How much you pay for a 5-star hotel in Winter Haven depends on factors such as when you plan to go and the length of your stay. Our top tip for scoring the best deal? Use our pricing filters to check out the available hotels for your preferred dates.

  • Search for the lowest price per night from AED 698

What makes a hotel 5 stars in Winter Haven?
Flawless guest service is at the heart of every 5-star hotel in Winter Haven. From the minute you arrive, staff attend to your every whim, whether recommending activities and tours or providing a nightly turn-down service. Plus, hotels have to feature superior amenities to be eligible for a 5-star rating. These can include luxury bathrooms, a wellness center, pools, gastronomic kitchens and knowledgeable concierge.
Are there any 5-star all-inclusive resorts in Winter Haven?
Our filter tool is the easiest way to search for exactly what you want. Select "5-star" and "All inclusive" to show the finest properties in Winter Haven where your room, meals, activities and entertainment are included in the upfront price. At these getaways, your vacation is pure indulgence from the moment you enter the lobby.

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