Find Luxury Hotels in Winter Haven, FL

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Check availability on Winter Haven Luxury Hotels

Our top choices for Winter Haven luxury hotels

voco Kissimmee Orlando by IHG

voco Kissimmee Orlando by IHG
4.0 star property
Kissimmee
7.4 out of 10, Good, (1001)
"Place was clean, staff great, cozy very nice area swimming pool"
United States
KRYSTLE
The price is AED 195
AED 304 total
includes taxes & fees
17 Dec - 18 Dec
voco Kissimmee Orlando by IHG

Margaritaville Resort Orlando

Margaritaville Resort Orlando
4.0 star property
Kissimmee
8.8 out of 10, Excellent, (3650)
"Beautiful resort with great amenities and hospitality abounds!!"
United States
Audrey
The price is AED 427
AED 685 total
includes taxes & fees
15 Dec - 16 Dec
Margaritaville Resort Orlando

Meliá Orlando Celebration

Meliá Orlando Celebration
4.0 star property
Celebration
8.6 out of 10, Excellent, (1569)
"was a very nice stay"
United States
Taylor Elaine
The price is AED 342
AED 521 total
includes taxes & fees
21 Dec - 22 Dec
Meliá Orlando Celebration

Omni Orlando Resort at ChampionsGate

Omni Orlando Resort at ChampionsGate
4.0 star property
Champions Gate
9.0 out of 10, Wonderful, (1001)
"Beautiful place"
United States
LaDonna
The price is AED 555
AED 838 total
includes taxes & fees
20 Dec - 21 Dec
Omni Orlando Resort at ChampionsGate

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, (8784)
"It was a great place to stay."
United States
Katherine Mercedes Cruz
The price is AED 511
AED 777 total
includes taxes & fees
15 Dec - 16 Dec
The Grove Resort & Water Park Orlando

Disney's Animal Kingdom Villas - Jambo House

Disney's Animal Kingdom Villas - Jambo House
4.0 star property
Bay Lake
8.6 out of 10, Excellent, (30)
"The best Disneyvacation ever!"
Sweden
Anonymous traveler
Disney's Animal Kingdom Villas - Jambo House

Hilton Vacation Club Mystic Dunes Orlando

Hilton Vacation Club Mystic Dunes Orlando
4.0 star property
Kissimmee
9.0 out of 10, Wonderful, (4498)
"Clean rooms, great location and value."
United States
Jennifer
The price is AED 390
AED 568 total
includes taxes & fees
21 Dec - 22 Dec
Hilton Vacation Club Mystic Dunes Orlando

Holiday Inn Club Vacations at Orange Lake Resort by IHG

Holiday Inn Club Vacations at Orange Lake Resort by IHG
4.0 star property
Orange Lake
8.8 out of 10, Excellent, (2517)
"Booked on a whim when we needed a place to stay for the weekend and it was amazing! Great amenities villa was the perfect size! Definitely would stay again "
United States
Katlyn
The price is AED 411
AED 624 total
includes taxes & fees
15 Dec - 16 Dec
Holiday Inn Club Vacations at Orange Lake Resort by IHG

Willow Bend

Willow Bend
4.0 star property
Crescent Lakes
10.0 out of 10, Exceptional, (2)
"this house abuts woods and a slow river that made the property peaceful "
United States
John
Willow Bend

Regal Oaks Resort Vacation Townhomes by IDILIQ

Regal Oaks Resort Vacation Townhomes by IDILIQ
4.0 star property
Kissimmee
8.4 out of 10, Very Good, (3025)
" Clean room and a great staff"
United States
Victor
The price is AED 530
AED 1,326 total
includes taxes & fees
5 Jan - 6 January 2026
Regal Oaks Resort Vacation Townhomes by IDILIQ
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.

Find out more about Winter Haven

Winter Havenand its attractions for luxury travelers

Winter Haven, Florida, offers a blend of luxury and adventure for travelers. Start your journey at the stunning Legoland Florida Resort, where families can enjoy a mix of thrilling rides and intricate LEGO displays, creating memorable experiences for both kids and adults. For a more serene outing, visit the picturesque Bok Tower Gardens, where you can stroll through lush landscapes and enjoy the melodic carillon bells—a perfect spot for relaxation. Those seeking aquatic thrills will find excitement at Cypress Gardens, known for its beautiful botanical gardens and water ski shows that dazzle audiences. For a taste of local culture, the Chain of Lakes offers opportunities for private yacht charters, allowing you to explore the tranquil waters in style. When it comes to accommodation, consider the luxurious hotels near Lake Eloise, where you can unwind in high-end rooms with stunning lake views and exceptional amenities. Enjoy the convenience of fine dining and pampering services that cater to your every need, ensuring a truly indulgent stay in Winter Haven.

Find the best luxury hotels and resorts in Winter Haven

For travelers seeking a luxurious experience in Winter Haven, Florida, these hotels offer a blend of comfort and upscale amenities for an unforgettable stay.

Best Western Plus Winter Haven Inn & Suites

  • Why it's great for a luxury retreat: The Best Western Plus Winter Haven Inn & Suites is an excellent choice for travelers looking for a touch of luxury with a warm atmosphere. With a remarkable review rating of 9.4, guests can enjoy the comfort of air-conditioned rooms and a range of upscale amenities, ensuring a pleasant and relaxing experience during their stay.
  • Other amenities: In addition to its luxurious features, this hotel offers a variety of conveniences such as a beautiful outdoor pool with sun loungers, electric car charging stations, and daily housekeeping. Guests will also appreciate the complimentary full breakfast served daily, a fitness center, and spacious rooms that include kitchenettes equipped with refrigerators and microwaves, making it ideal for longer stays.
  • Nearby attractions: LEGOLAND® Florida - 0.6 miles, Peppa Pig Theme Park Florida - 0.66 miles, Chain Of Wakes - 1.08 miles

Top Winter Haven Hotel Reviews

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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 want to make your stay special. If you want an upscale hotel with a spa, an indoor pool, or luxury bedding, Expedia can assist you in finding 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 temp of 81°F, while the coldest months are January and February with an average of 64°F. The rainiest months in Winter Haven are August, July, September, and June, with each month seeing an average of 8 inches 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. To venture out into the surrounding area, hop aboard a train at Winter Haven Station.