A castle entrance with flags and banners, including a LEGO Kingdoms banner.

Search Luxury Hotels in Winter Haven

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check availability on Winter Haven Luxury Hotels

Next weekend
10 Jul - 12 Jul
In two weeks
17 Jul - 19 Jul

Our top choices for Winter Haven luxury hotels

Lobby

Disney's Animal Kingdom Lodge

Disney's Animal Kingdom Lodge
4.5 star property
Bay Lake
8.8 out of 10, Excellent, (1,001 reviews)
Disney's Animal Kingdom Lodge
Terrace/patio

Disney's Animal Kingdom Villas - Kidani Village

Disney's Animal Kingdom Villas - Kidani Village
4.0 star property
Bay Lake
9.0 out of 10, Wonderful, (169 reviews)
Disney's Animal Kingdom Villas - Kidani Village
Lobby

Margaritaville Resort Orlando with H2O Waterpark

Margaritaville Resort Orlando with H2O Waterpark
4.0 star property
Kissimmee
8.8 out of 10, Excellent, (3,626 reviews)
The price is ฿5,643
฿8,213 total
includes taxes & fees
3 Aug - 4 Aug
Margaritaville Resort Orlando with H2O Waterpark
5 outdoor pools, open 8:00 AM to 10:00 PM, pool cabanas (surcharge)

Omni Orlando Resort at ChampionsGate

Omni Orlando Resort at ChampionsGate
4.0 star property
Champions Gate
9.2 out of 10, Wonderful, (1,001 reviews)
  • cleanliness
    Lavish resort featuring spa, 6 pools, and championship golf offers luxury near Orlando attractions.
The price is ฿5,282
฿7,871 total
includes taxes & fees
7 Jul - 8 Jul
Omni Orlando Resort at ChampionsGate
Aerial view

The Grove Resort & Water Park Orlando

The Grove Resort & Water Park Orlando
4.0 star property
Winter Garden
8.0 out of 10, Very good, (10,316 reviews)
  • cleanliness
    Lakeside luxury surrounds at this resort with 6 pools, a water park, and premium lake views.
The price is ฿6,171
฿8,771 total
includes taxes & fees
3 Aug - 4 Aug
The Grove Resort & Water Park Orlando
Outdoor pool

Embassy Suites By Hilton Orlando Sunset Walk

Embassy Suites By Hilton Orlando Sunset Walk
4.0 star property
Kissimmee
9.4 out of 10, Exceptional, (889 reviews)
The price is ฿4,751
฿7,049 total
includes taxes & fees
19 Jul - 20 Jul
Embassy Suites By Hilton Orlando Sunset Walk
2 outdoor pools, pool cabanas (surcharge), pool umbrellas

Camp Margaritaville Auburndale RV Resort

Camp Margaritaville Auburndale RV Resort
4.0 star property
Auburndale
9.8 out of 10, Exceptional, (40 reviews)
The price is ฿4,621
฿7,925 total
includes taxes & fees
7 Jul - 8 Jul
Camp Margaritaville Auburndale RV Resort
Exterior

The Inn at Celebration, Autograph Collection

The Inn at Celebration, Autograph Collection
4.0 star property
Celebration Town Center
8.8 out of 10, Excellent, (960 reviews)
  • cleanliness
    Luxury living in Celebration near Disney World offers pillowtop beds, premium amenities, and concierge service.
The price is ฿5,151
฿7,275 total
includes taxes & fees
10 Jul - 11 Jul
The Inn at Celebration, Autograph Collection
Interior entrance

Family Friendly Davenport Pool Villa

Family Friendly Davenport Pool Villa
4.0 star property
Florida Pines
8.0 out of 10, Very good, (1 review)
Family Friendly Davenport Pool Villa
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, (1,004 reviews)
  • cleanliness
    Elegant spa resort with water park offers pampered bliss in Kissimmee, a short drive from Disney's entertainment magic.
The price is ฿7,796
฿23,158 total
includes taxes & fees
14 Jul - 15 Jul
Encore Resort and Water Park at Reunion by Rentyl
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.
View all properties

Top Winter Haven Hotel Reviews

The Grove Resort & Water Park Orlando

The Grove Resort & Water Park Orlando

10/10 Excellent
"We traveled as a family of 3 with a child to visit Theam park. Resort was amazing location could not be any better. Balcony view at least from our room was amazing. Rooms need some small maintenance nothing crasy, dishwasher was a bit rusty due to detergent they provide, first time in my life I have seen detergent for dishwasher in powder. I am apliance repair tech so ironic. I never see that in my practice. Dryer in room works but dirty, heats up but does not dry cloth had to use balcony to dry towels. If you think about it like if book regular hotel you would spend same amount of money but will not have kitchen that is very helpfull, i can take those small cons not a big deal. Otherwise staff is wonderfull very helpful, pools are good , location is amazing utilise Walmart 😂, will save you tons of money on dining. Over all we are happy."
Anar 4-night trip
Posted 2 hours ago
The Grove Resort & Water Park Orlando

Frequently asked questions

Are you searching for a great accommodation for your luxury trip to Winter Haven?
Expedia can help you arrange a flight to Lakeland Intl. Airport (LAL) airport or Kissimmee, FL (ISM-Kissimmee Gateway) airport, and then you can select from various places to stay that will deliver the luxury you'd like to find. Amenities are important when you plan a trip, so we make it easy to find what you need to make your stay special. If you want an upscale hotel with a spa, an indoor pool or luxury bedding, Expedia can help you find the best luxury hotel experience that Winter Haven has to offer. Known for its entertainment and sporting events, Winter Haven also has some interesting things to see and do including LEGOLAND® Florida, so you may want to take in the local sights during your visit.
When can I expect good weather in Winter Haven?
Planning for the weather is an important factor for making your trip to Winter Haven a success, especially when you're splurging. The hottest months are usually August and July, with an average temperature of 27°C, while the coldest months are January and February, with an average of 18°C. The rainiest months in Winter Haven are August, July, September and June, with each month seeing an average of 211 mm of rainfall.
What's there to see and do in Winter Haven?
Take in the sights and attractions that Winter Haven offers with a visit to LEGOLAND® Florida, Indigo's Family Fun Center and Theatre Winter Haven. If you have extra time while you're in the area, you might want to stop by Chain of Lakes Park and Peppa Pig Theme Park Florida.
How can I get around Winter Haven?
It's easier to get around town comfortably when you know your options. If you want to venture outside the area, take a train from Winter Haven Station.