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

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Check availability on Winter Haven Luxury Hotels

Tonight
3 Oct - 4 Oct
Tomorrow
4 Oct - 5 Oct
Next weekend
9 Oct - 11 Oct
In two weeks
16 Oct - 18 Oct

Our top choices for Winter Haven luxury hotels

A spacious lobby with high ceilings, large windows, and traditional decor.
A spacious lobby with high ceilings, wooden beams, and a large window offering a view of the sky. Furnishings include wicker chairs and tables, and the area is well-lit with hanging lamps.
A cozy living room with a stone fireplace, comfortable seating, and a large window overlooking greenery.
A pool area with a wooden fence, surrounded by lush greenery and a stone pillar.

1. Disney's Animal Kingdom Lodge

Disney's Animal Kingdom Lodge
Bay Lake
฿17,484
฿19,670 total
includes taxes & fees
5 Oct - 6 Oct
Disney's Animal Kingdom Lodge
A pool area with lounge chairs and umbrellas, surrounded by tropical plants.
A person in a white bathrobe sitting at a breakfast table with plates of food, a teapot, and a cup.
A woman sitting on a white sofa reading a magazine in a modern room with a mannequin in the background.
A man in a white suit standing in a room with a marble countertop and a hanging black lamp.

2. ette hotel Orlando

ette hotel Orlando
Kissimmee
  • Elevate each day with a full-service spa, outdoor pool, and premium dining at this elegant 5-star hotel near Walt Disney World® Resort.
฿9,900
฿11,237 total
includes taxes & fees
7 Oct - 8 Oct
ette hotel Orlando
Water park
A spacious lobby with a central reception desk, a staircase, and a view of the outside.
A modern kitchen with white cabinets, stainless steel appliances, and a marble island with four bar stools.
A large, two-story hotel with a prominent clock tower, a covered entrance, and a well-lit facade.

3. Encore Resort and Water Park at Reunion by Rentyl

Encore Resort and Water Park at Reunion by Rentyl
Kissimmee
  • Elegant spa resort with water park offers pampered bliss in Kissimmee, a short drive from Disney's entertainment magic.
฿9,363
฿28,529 total
includes taxes & fees
5 Oct - 6 Oct
Encore Resort and Water Park at Reunion by Rentyl
A living room with two sofas, a coffee table, and two lamps. There is a painting on the wall and a window with plants.
A single-story house with a garage, a front lawn, and a palm tree.
A modern pool area with a geometric glass roof, lounge chairs, and a clear view of the surrounding landscape.
A modern kitchen with wooden cabinets, white appliances, and a dining area with a table and chairs.

4. Sunny Private Pool & Spa & Fenced Yard. Nr Parks

Sunny Private Pool & Spa & Fenced Yard. Nr Parks
Indian Point
฿6,500
฿19,935 total
includes taxes & fees
10 Oct - 11 Oct
Sunny Private Pool & Spa & Fenced Yard. Nr Parks
View all properties

Top Winter Haven Hotel Reviews

The Grove Resort & Water Park Orlando

The Grove Resort & Water Park Orlando

10/10 Excellent
"Enjoyed the stay with my family to celebrate the birthday of my kids. They have a water park that is worth spending a day. Rooms are spacious and kitchen is nice and is equipped to cook if you want to. You have to bring the supplies. Make sure to bring drinking water and coffee pods. The parking was also very convenient"
Ribin 2-night trip
Posted 2 hours ago
The Grove Resort & Water Park Orlando
Holiday Inn Resort Kissimmee by the Parks by IHG

Holiday Inn Resort Kissimmee by the Parks by IHG

10/10 Excellent
"The staff were great — Edgar and Lisseth the bar tenders had great vibes and made delicious mojitos!! They were super accommodating and made you feel at home. Pool area was open til 11pm ! Hotel is in a nice quiet area, you can see even walk to gift shops. Epcot and magic kingdom are less than 10 minutes away. Ubers cost $15 max. But keep your eye out for Robert, a friendly bald man in the lobby area, he has his own taxi service. there’s a super The hot breakfast and fresh fruit were super convenient! Especially the staff checking you in for breakfast, those women were the sweetest. Great trip overall"
Dana C 4-night trip
Posted 2 hours ago
Holiday Inn Resort Kissimmee by the Parks by IHG
Galleria Palms Hotel

Galleria Palms Hotel

10/10 Excellent
"Its an older building But very clean Nice clean pool Fresh warm cookies at night Nice breakfast Very nice staff!"
Melody 1-night trip
Posted 5 hours ago
Galleria Palms Hotel
Quality Inn & Suites By the Parks

Quality Inn & Suites By the Parks

10/10 Excellent
"Nos encantó!"
Ambar 9-night trip
Posted 1 day ago
Quality Inn & Suites By the Parks

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, Theatre Winter Haven and Chain of Lakes Park. If you have extra time while you're in the area, you might want to stop by Peppa Pig Theme Park Florida and The Circle B Bar Reserve.
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.

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