5 Stars Hotels in Winter Haven, Florida from CA $130

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Check availability on Winter Haven 5 Star Hotels

Tonight
Aug 28 - Aug 29
Tomorrow
Aug 29 - Aug 30
This weekend
Aug 29 - Aug 31
Next weekend
Sep 5 - Sep 7

Top Winter Haven 5 Star Hotels

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

ette hotel

5.0 star property
9.8 out of 10, Exceptional, (330)
"Wonderful staff and beautiful rooms"
The price is CA $304
CA $346 total
includes taxes & fees
Aug 29 - Aug 30
ette hotel
Reunion Resort & Golf Club
Water park

Reunion Resort & Golf Club

5.0 star property
8.8 out of 10, Excellent, (1383)
"The best hotel "
Reunion Resort & Golf Club
Encore Resort and Water Park at Reunion by Rentyl
Outdoor pool, a heated pool, cabanas (surcharge), pool umbrellas

Encore Resort and Water Park at Reunion by Rentyl

5.0 star property
8.4 out of 10, Very good, (1006)
"We loved everything about this resort and intend on returning annually!"
Encore Resort and Water Park at Reunion by Rentyl
The Bear's Den Resort Orlando
Front of property

The Bear's Den Resort Orlando

5.0 star property
8.0 out of 10, Very good, (22)
"Great place , I recommend it to everyone."
The Bear's Den Resort Orlando
Marvelous 4Bd Close to Disney w/ Pool at 313 Tuscan Hills
Exclusive House | Private kitchen

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

5.0 star property
9.6 out of 10, Exceptional, (5)
"The unique rooms were a hit with our children."
Marvelous 4Bd Close to Disney w/ Pool at 313 Tuscan Hills
Luxurious 5Bd Single Family w Pool&Jacuzzi @Encore Resort 7432
House | Living room

Luxurious 5Bd Single Family w Pool&Jacuzzi @Encore Resort 7432

5.0 star property
8.8 out of 10, Excellent, (3)
"There were lots of restaurants and fast food places to choose from just down the street. The beds were comfortable and the AC worked great. "
Luxurious 5Bd Single Family w Pool&Jacuzzi @Encore Resort 7432
Stunning 5Bd w/ Pool @ Windsor Island Resort 3814
Outdoor pool, sun loungers, lifeguards on site

Stunning 5Bd w/ Pool @ Windsor Island Resort 3814

5.0 star property
8.8 out of 10, Excellent, (6)
"Great resort with a beautiful house, big clean, the best part was the resort very nice for families and couples, will be back"
Stunning 5Bd w/ Pool @ Windsor Island Resort 3814
Amazing 4Bd Screened Pool Close to Disney 4572
Exclusive House

Amazing 4Bd Screened Pool Close to Disney 4572

5.0 star property
9.4 out of 10, Exceptional, (3)
"The dryer didnt work and No Highchair , also never received my tickets to Water park with Lazy pool ticket. Other than that My Family enjoyed Everything. Pool is a Plus "
Amazing 4Bd Screened Pool Close to Disney 4572
Reunion Resort & Golf Club
10 outdoor pools, pool umbrellas, sun loungers

Reunion Resort & Golf Club

5.0 star property
8.8 out of 10, Excellent, (12)
"Enjoy the accommodations view was wonderful and close to everything"
Reunion Resort & Golf Club
Family Friendly 2 Bd Close to Disney @ Champions Gate 8899
Water park

Family Friendly 2 Bd Close to Disney @ Champions Gate 8899

5.0 star property
8.6 out of 10, Excellent, (7)
"They kept in contact the whole time we stayed with them. They responded to any questions promptly."
Family Friendly 2 Bd Close to Disney @ Champions Gate 8899
WonderFull 4Bd with Pool at Champions Gate 1174
Resort view

WonderFull 4Bd with Pool at Champions Gate 1174

5.0 star property
9.0 out of 10, Wonderful, (4)
"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 "
WonderFull 4Bd with Pool at Champions Gate 1174
Stunning 5 Bd w/ Pool Close to Disney @ Windsor Westside 2015
Water park

Stunning 5 Bd w/ Pool Close to Disney @ Windsor Westside 2015

5.0 star property
Stunning 5 Bd w/ Pool Close to Disney @ Windsor Westside 2015
Marvelous 3Bd w/ Pool Near Disney at Serenity 1536
Exclusive House | Private kitchen

Marvelous 3Bd w/ Pool Near Disney at Serenity 1536

5.0 star property
8.8 out of 10, Excellent, (3)
"went with grandkids they enjoyed the dipping pool and area was nice and quiet. The place was very clean. "
Marvelous 3Bd w/ Pool Near Disney at Serenity 1536
Gorgeous 4 Bedroom w/ Pool Close to Disney 920
Exclusive House

Gorgeous 4 Bedroom w/ Pool Close to Disney 920

5.0 star property
6.0 out of 10, (1)
"The property is in need of repair and maintenance. I paid £240 for cleaning yet it didn’t look clean, for example, The carpets were sticky and there were hairs in the bathrooms. The location is good, but I wouldn’t call this a gorgeous property."
Gorgeous 4 Bedroom w/ Pool Close to Disney 920
Marvelous 7 Bd w/ Pool Close to Disney @ Solterra 6086
Water park

Marvelous 7 Bd w/ Pool Close to Disney @ Solterra 6086

5.0 star property
3.0 out of 10, (2)
"Horrible customer service. Pool was not heated also dirty once we arrived. Refrigerator was leaking. Bed felt like a sink hole. "
Marvelous 7 Bd w/ Pool Close to Disney @ Solterra 6086
Themed 7 Bedroom Villa, 12 Min to Disney, Resort Access
Terrace/patio

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

5.0 star property
8.0 out of 10, Very good, (4)
"The house was huge we had enough room for everyone I loved the theme rooms and it was quiet "
Themed 7 Bedroom Villa, 12 Min to Disney, Resort Access
7 Bedroom Villa, Private Pool, Resort Amenities
Luxury Villa, Multiple Bedrooms, Private Pool | Courtyard view

7 Bedroom Villa, Private Pool, Resort Amenities

5.0 star property
9.0 out of 10, Wonderful, (15)
"Beautiful and the family loved it 😍! Close to Disney, excellent for large families"
7 Bedroom Villa, Private Pool, Resort Amenities
Charming 3Bd Close to Disney @ Festival 1026
In-room safe, individually decorated, individually furnished, desk

Charming 3Bd Close to Disney @ Festival 1026

5.0 star property
8.8 out of 10, Excellent, (3)
"Nice location "
Charming 3Bd Close to Disney @ Festival 1026
Poolside At Calabay - Home for 11 With Game Room, Pool & Hot Tub
House, Multiple Beds, Pool Access, Pool View (Poolside At Calabay) | Private kitchen

Poolside At Calabay - Home for 11 With Game Room, Pool & Hot Tub

5.0 star property
Poolside At Calabay - Home for 11 With Game Room, Pool & Hot Tub
Gorgeous 5Bd Screened Pool at Champions Gate 1125
Water park

Gorgeous 5Bd Screened Pool at Champions Gate 1125

5.0 star property
9.4 out of 10, Exceptional, (3)
"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."
Gorgeous 5Bd Screened Pool at Champions Gate 1125
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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 CA $205 per night from Sep 1 to Sep 2
CA $205
CA $293 total
Sep 1 - Sep 2
includes taxes & fees
7.8/10 Good! (8,431 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 colourful 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
Winter Haven showing rides

Top Winter Haven Hotel Reviews

Find out more about Winter Haven

Find out more about Winter Haven

Five Star Hotels in Winter Haven

There's nothing wrong with enjoying the finer things in life. Indulge yourself on your next leisure time. After all, this is one of the Top 10 locations in Expedia's portfolio. You'll join the multitudes of vacationers who have made Winter Haven so fashionable in the last year. We should also mention, the hotels in this area receive outstanding marks for guest services, so you know you'll be looked after during your getaway. You deserve the great vacation you're dreaming about. Book one of Expedia's luxurious 5-star hotels in Winter Haven and get ready to be pampered like never before.

Get a Great Deal on 5-Star Hotels in Winter Haven

Don't be afraid to live the high life while you're on vacation, along with pristine rooms. Excellent customer care, spacious rooms, and fabulous spa offerings are all on offer. We have a huge number of hotels in the region, and all of them offer outstanding amenities. Besides that, you'll find that these hotels are kept in fantastic condition and provide a fine place to kick back after your daily adventures. What kind of amenities will make your stay a wonderful one? A concierge to help you plan every detail of your day? A Swedish massage to help your cares fall away? Fluffy down pillows, piping hot coffees, and even space for your family pet in some cases...these hotels have it all. Want to see for yourself? Then explore the 31,943 reviews various guests have left on Expedia and get to know these places.

Can't wait to get outside? We've got you covered. You'll find lots of attractions to see in a sprawling city like this one, like visiting art galleries and taking in live performances. Say hi to the locals—they're sure to have advice on what kind of excitement you can find in town.

Make Your Escape to Winter Haven

The results are in, and Winter Haven 5-star hotels are the place to be when you book your next vacation. Many visitors recommend a trip to this location, so don't wait any longer. This is a great time to find 5-star hotel deals in Winter Haven! Don't put off your dream vacation any longer. Choose one of the 5-star hotels in Winter Haven today and settle down in the lap of luxury tomorrow.

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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 can vary depending on the time of year you travel and how long you plan to be away, among a number of factors. Take advantage of our price per night filter and other search tools to land the best rate on a luxurious getaway.

  • Search for the lowest price per night from CA $130

What makes a hotel 5 stars in Winter Haven?
Exceptional guest service is the hallmark of every 5-star hotel in Winter Haven. From the instant you arrive, staff ensure your every need is met, whether recommending activities or providing a nightly turn-down service. On top of that, hotels have to offer upscale conveniences to qualify for a 5-star rating. These can include luxury baths, saunas or spas, swimming pools, fine dining kitchens and knowledgeable concierge.
Are there any 5-star all-inclusive resorts in Winter Haven?
Use our convenient filters to find a luxurious getaway in Winter Haven where most of what you need is included. Next, narrow down your results for accommodations that have 5 stars and are described as "All inclusive." The first thing on the agenda at these stays? Pure relaxation and indulgence.