Winter Haven 5 Stars Hotels

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Our top choices for Winter Haven 5-star hotels

Encore Resort and Water Park at Reunion by Rentyl

Encore Resort and Water Park at Reunion by Rentyl
5.0 star property
Kissimmee
8.2 out of 10, Very Good, (1,007 reviews)
"Our stay was perfect for my family and I. Location was convenient to stores, food, and of course Disney. This is our 2nd time staying here we will definitely be back for a 3rd visit."
United States
Ebony
The price is NT$7,117
NT$22,798 total
includes taxes & fees
Jul 12 - Jul 13
Encore Resort and Water Park at Reunion by Rentyl

ette hotel

ette hotel
5.0 star property
Kissimmee
9.6 out of 10, Exceptional, (459 reviews)
"Everything was excellent spent 2 nights and lived it."
United States
Xavier
The price is NT$8,477
NT$9,622 total
includes taxes & fees
Jul 1 - Jul 2
ette hotel

Reunion Resort & Golf Club

Reunion Resort & Golf Club
5.0 star property
Reunion
8.8 out of 10, Excellent, (1,567 reviews)
"Great resort for families very clear and friendly "
Canada
Cory
Reunion Resort & Golf Club

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

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, (7 reviews)
"Wonderful stay!"
Canada
Angela
Marvelous 3Bd w/ Pool Near Disney at Serenity 1536

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

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

Cozy 3Bd Close to Disney @ Enclaves at Festival 808

Cozy 3Bd Close to Disney @ Enclaves at Festival 808
5.0 star property
Festival
8.0 out of 10, Very Good, (5 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

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)
"House was super clean, felt like I was home…"
United States
Emmanuel
Stunning 4 Bd w/ Pool Close to Disney at Champions Gate 1158

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

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

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

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

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)
"Great place , I recommend it to everyone."
United States
Jacqueline
The Bear's Den Resort Orlando

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

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

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, (4 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

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 NT$6,316
NT$19,016 total
includes taxes & fees
Jun 25 - Jun 26
Jasmine 4 Bedrooms

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

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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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.

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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 like when you want to go and the length of your stay. A top tip for bagging the best deal? Use our pricing filters to check out the available options for your selected dates.

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What makes a hotel 5 stars in Winter Haven?
In Winter Haven, a hotel needs to provide a specific number of upscale features to earn 5 stars. These can include saunas and spas, on-site gyms, gourmet restaurants, premium bedding, complimentary luxury toiletries and more. What also sets 5-star hotels apart is their guest-focused standard of service. You'll enjoy things like nightly turn-down services, in-room massages and concierge services. Some may also offer thoughtful touches such as a welcome gift.
Are there any 5-star all-inclusive resorts in Winter Haven?
Find a luxurious stay that includes your lodging, food, activities and entertainment in Winter Haven with Expedia's filter tool. Search for hotels with a 5-star rating and select the "All inclusive" filter. Have a look at what's included in the upfront price. That way, you can take full advantage of the many perks on offer from the moment you arrive.

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