Luxury Hotels & Resorts in Winter Garden from AU$191

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Our top choices for Winter Garden luxury hotels

Hilton Vacation Club Aqua Sol Orlando West

Hilton Vacation Club Aqua Sol Orlando West
4.0 star property
Winter Garden
8.8 out of 10, Excellent, (4066)
"Clean room, heated pools, friendly staff"
United States
Glenda
The price is AU$220
includes taxes & fees
12 Jan - 13 Jan 2026
Hilton Vacation Club Aqua Sol Orlando West

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, (8810)
"It was a great place to stay."
United States
Katherine Mercedes Cruz
The price is AU$366
includes taxes & fees
5 Jan - 6 Jan 2026
The Grove Resort & Water Park Orlando

Rosen Shingle Creek

Rosen Shingle Creek
4.5 star property
Orlando
9.4 out of 10, Exceptional, (4378)
"Great place to stay. Definitely will stay here again.."
United States
Donnell
The price is AU$176
includes taxes & fees
23 Jan - 24 Jan 2026
Rosen Shingle Creek

Hilton Vacation Club Mystic Dunes Orlando

Hilton Vacation Club Mystic Dunes Orlando
4.0 star property
Kissimmee
9.0 out of 10, Wonderful, (4511)
"Clean room, staff was great at check in. "
United States
Amanda Lee
The price is AU$221
includes taxes & fees
5 Jan - 6 Jan 2026
Hilton Vacation Club Mystic Dunes Orlando

Omni Orlando Resort at ChampionsGate

Omni Orlando Resort at ChampionsGate
4.0 star property
Champions Gate
9.0 out of 10, Wonderful, (1003)
"The hospitality was great along with the staff which were very nice and friendly. GREAT hotel."
United States
Angela
The price is AU$422
includes taxes & fees
3 Jan - 4 Jan 2026
Omni Orlando Resort at ChampionsGate

Hyatt Regency Orlando International Airport

Hyatt Regency Orlando International Airport
4.0 star property
Orlando
9.4 out of 10, Exceptional, (3847)
"Great stay"
United States
Dan
The price is AU$334
includes taxes & fees
31 Dec - 1 Jan 2026
Hyatt Regency Orlando International Airport

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, (3037)
"Great accommodations, clean and very spacious. Highly recommend to others, especially families. Pool was lovely "
United States
Christopher
The price is AU$539
includes taxes & fees
5 Jan - 6 Jan 2026
Regal Oaks Resort Vacation Townhomes by IDILIQ

The Berkley, Orlando

The Berkley, Orlando
4.0 star property
Kissimmee
9.6 out of 10, Exceptional, (2016)
"The location of the resort is great. The room was perfect for our group. Staff was great, pool, game room. We would stay again. "
United States
Sarha
The price is AU$272
includes taxes & fees
2 Jan - 3 Jan 2026
The Berkley, Orlando

DoubleTree by Hilton Hotel Orlando at SeaWorld

DoubleTree by Hilton Hotel Orlando at SeaWorld
4.0 star property
International Drive District
7.6 out of 10, Good, (6314)
"Clean room, the breakfast buffet was great, and the pool area was beautiful "
United States
Brandon
The price is AU$158
includes taxes & fees
4 Jan - 5 Jan 2026
DoubleTree by Hilton Hotel Orlando at SeaWorld

Caribe Royale Orlando

Caribe Royale Orlando
4.5 star property
Orlando
9.2 out of 10, Wonderful, (4522)
"excellent place to stay. "
United States
Arshad
The price is AU$389
includes taxes & fees
2 Jan - 3 Jan 2026
Caribe Royale Orlando
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 Garden

Winter Gardenand its attractions for luxury travelers

Winter Garden, Florida, offers a blend of charm and luxury that appeals to discerning travellers. Start your journey at the picturesque Winter Garden Farmers Market, where local produce and artisan goods create a vibrant atmosphere, perfect for a leisurely Saturday morning. For a bit of history, the Central Florida Railroad Museum provides an intriguing glimpse into the area’s rich heritage, showcasing antique trains and memorabilia. Nature enthusiasts will appreciate the lush landscapes of the West Orange Trail, ideal for cycling or walking, while the nearby Lake Apopka is perfect for bird watching and scenic picnics. In the evenings, indulge in culinary delights at one of Winter Garden’s upscale restaurants, such as the celebrated The Urban Flats, where seasonal dishes are crafted with local ingredients. For accommodation, the charming historic downtown area is dotted with luxury hotels that provide a unique blend of modern comfort and old-world charm, ensuring a pampered stay with exceptional service and easy access to all these experiences.

Find the best luxury hotels and resorts in Winter Garden

For those seeking a luxurious escape in Winter Garden, Florida, these hotels provide exquisite amenities and exceptional service to ensure an indulgent stay.

SpringHill Suites Orlando at FLAMINGO CROSSINGS® Town Center/Western Entrance

  • Why it's great for a luxury retreat: With a stellar review rating of 9.0, SpringHill Suites Orlando is a top choice for luxury seekers. Guests enjoy spacious suites with premium bedding and access to a heated pool, creating a comfortable and relaxing environment. The concierge service ensures that every traveler's needs are met, enhancing the luxurious experience during their stay.
  • Other amenities: The hotel features a complimentary buffet breakfast each morning, rooftop gardens for tranquil moments, and a hot tub for relaxation. Guests can take advantage of the 24-hour fitness facilities and enjoy the convenience of self-parking. Additional features include a snack bar, express check-in, and flexible check-out times to suit travelers' schedules.
  • Neighborhood: Bay Lake
  • Nearby attractions: Orange Lake Golf - 5.6 km, Island H2O Live! - 5.8 km, Flamingo Crossings Town Center - 0.4 km

TownePlace Suites Orlando at FLAMINGO CROSSINGS® Town Center/Western Entrance

  • Why it's great for a luxury retreat: The TownePlace Suites at Flamingo Crossings offers a luxurious experience with a review rating of 9.0. Guests are treated to premium bedding, a heated pool, and a selection of suites designed for comfort and relaxation. The attentive concierge service is ready to assist with any requests, ensuring a seamless stay for all travelers.
  • Other amenities: This hotel also includes a complimentary breakfast, fitness facilities open 24 hours, and a well-equipped kitchen in each suite for convenience. Enjoy the outdoor pool and hot tub for relaxation, as well as a terrace for enjoying the pleasant Florida weather. Additional conveniences such as self-parking and an arcade game room enhance the overall traveler experience.
  • Neighborhood: Bay Lake
  • Nearby attractions: Orange Lake Golf - 5.5 km, Island H2O Live! - 5.7 km, Flamingo Crossings Town Center - 0.1 km

Hilton Vacation Club Aqua Sol Orlando West

  • Why it's great for a luxury retreat: The Hilton Vacation Club Aqua Sol Orlando West is an outstanding choice for luxury travelers, with an excellent review rating of 8.8. Guests can enjoy premium bedding for a restful night’s sleep, alongside a stunning pool area featuring a poolside bar and waterslide, ensuring a relaxing and enjoyable atmosphere. The hotel's concierge service adds a personal touch, helping travelers curate their perfect getaway.
  • Other amenities: Additional offerings include outdoor tennis courts for those wanting to stay active, a hot tub for relaxation, and a mini-golf course for family-friendly fun. Guests will also appreciate the fully-equipped kitchen in each suite, on-site dining options, and complimentary toiletries. The hotel provides a range of recreational activities, with off-street parking and a fitness centre available for convenience.
  • Nearby attractions: Orange Lake Golf - 4.2 km, Surfari Water Park - 2.9 km, Lake Davenport - 1.9 km

The Grove Resort & Water Park Orlando

  • Why it's great for a luxury retreat: The Grove Resort & Water Park Orlando offers a luxurious retreat, with a solid review rating of 8.0, perfect for travelers looking to unwind. Luxurious features include deep soaking bathtubs and premium bedding, complemented by stunning views of the lake and resort. The inviting poolside bar and heated pool create a delightful atmosphere for relaxation under the Florida sun.
  • Other amenities: Guests can enjoy an on-site restaurant for delicious dining options, while the water park offers fun and excitement for all ages. Additional amenities include poolside cabanas, a fitness centre, and laundry facilities for added convenience. Outdoor activities such as fishing and nearby shopping options provide entertainment and leisure for travelers looking to explore the local area.
  • Nearby attractions: Orange Lake Golf - 5 km, Surfari Water Park - 0.6 km, Lake Davenport - 4.1 km

Top Winter Garden Hotel Reviews

Frequently asked questions

Are you searching for a great accommodation for your luxury holiday in Winter Garden?
Expedia can help you get a flight to Orlando International Airport (MCO) airport or Kissimmee, FL (ISM-Kissimmee Gateway) airport, and then you can select from a variety of places to stay that will deliver the luxury you seek. 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 Garden offers. During your visit, you might want to enjoy the recreation choices and water parks which Winter Garden is known for.
When can I expect good weather in Winter Garden?
Planning for the weather is an important factor for making your trip to Winter Garden a success, especially when you're splurging. The hottest months are usually August and July, with an average temperature of 28°C, while the coldest months are January and February, with an average of 18°C. The rainiest months in Winter Garden are August, July, September and June, with each month seeing an average of 217 mm of rainfall.
What's there to see and do in Winter Garden?
Enjoy all that Winter Garden has to offer when you visit Lake Butler, Orange County National Golf Club and Lake Louisa State Park. If you have a bit of extra time while you're in the area, you might want to check out Disney's Magnolia Golf Course and Disney's Palm Golf Course.

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