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Luxury Hotels & Resorts in Winter Garden from AU$130

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Check availability on Winter Garden Luxury Hotels

Tonight
4 Oct - 5 Oct
Tomorrow
5 Oct - 6 Oct
Next weekend
9 Oct - 11 Oct
In two weeks
16 Oct - 18 Oct

Our top choices for Winter Garden luxury hotels

An aerial view of a resort with multiple swimming pools, landscaped gardens, and outdoor seating areas.
A large hotel with multiple floors, surrounded by a well-maintained golf course and a lake.
A spacious hotel lobby with a central staircase, multiple seating areas, and large windows offering views of the outdoor area.
A large hotel with multiple towers, a well-maintained lawn, and a reflective water body in front.

1. Rosen Shingle Creek

Rosen Shingle Creek
Orlando
  • Opulent Orlando retreat with 4 outdoor pools, 11 restaurants, and a luxurious spa experience.
AU$172
includes taxes & fees
17 Oct - 18 Oct
Rosen Shingle Creek
A modern restaurant with wooden flooring, bar seating, and a high ceiling with exposed beams.
An outdoor dining area with tables set for a meal, surrounded by arches and potted plants.
A spacious living room with a fireplace, large windows, and modern furniture.
A modern restaurant with wooden flooring, green upholstered seating, and a unique ceiling design.

2. Mission Resort and Club

Mission Resort and Club
Howey-in-the-Hills
AU$226
includes taxes & fees
29 Oct - 30 Oct
Mission Resort and Club
A modern lobby with a reception desk, seating area, and decorative columns.
A hotel lobby with a long corridor, large textured pillars, seating areas, and potted plants.
A swimming pool with lounge chairs, a brick building, and palm trees.
A bar area with a curved counter, multiple bar stools, and hanging pendant lights.

3. Hilton Orlando/Altamonte Springs

Hilton Orlando/Altamonte Springs
Altamonte Springs
  • Upscale hotel offers pillowtop beds with Egyptian cotton sheets, outdoor pool, spa pool, sauna, and 24-hour fitness centre.
AU$180
includes taxes & fees
1 Nov - 2 Nov
Hilton Orlando/Altamonte Springs
A resort with multiple swimming pools, lounge areas, and a modern building with balconies.
A rooftop lounge with wicker furniture, round tables, and potted plants.
A modern hotel entrance with a large wooden ceiling structure, glass doors, and a view of the outdoors.
An outdoor dining area with wicker furniture and hanging lights, overlooking a beach and hotel buildings.

4. Conrad Orlando at Evermore

Conrad Orlando at Evermore
Orlando
  • Nestled on a white sand beach, this Orlando resort pampers with a full-service spa, golf course, and private cabanas.
AU$719
includes taxes & fees
8 Oct - 9 Oct
Conrad Orlando at Evermore
A hotel with a large pool, palm trees, and a waterfall feature.
An outdoor dining area with tables and chairs, a bar, and potted plants.
A bar area with a variety of seating options, including patterned chairs and stools, a bar counter with bottles, and a large mirror on the wall.
A hotel lobby with a reception desk, seating area, and a staircase leading to upper floors.

5. Caribe Royale Orlando, WorldHotels Elite

Caribe Royale Orlando, WorldHotels Elite
Orlando
  • Lavish Orlando retreat featuring a full-service spa, 3 pools, and 5 restaurants for discerning travellers.
AU$367
includes taxes & fees
10 Oct - 11 Oct
Caribe Royale Orlando, WorldHotels Elite
A swimming pool with a curved edge, surrounded by lounge chairs and palm trees.
An outdoor dining area with round tables and chairs, surrounded by palm trees and a wooden pergola.
A hotel lobby with seating areas, a bar, and large windows offering a view of the outdoors.
A multi-story hotel with a prominent "WESTIN" sign, surrounded by palm trees and well-lit at night.

6. The Westin Lake Mary, Orlando North

The Westin Lake Mary, Orlando North
Lake Mary
  • Experience luxury at this upscale Orlando North hotel with designer rooms, pillowtop beds, and a pool.
AU$209
includes taxes & fees
11 Oct - 12 Oct
The Westin Lake Mary, Orlando North
A modern bar area with seating, a sports screen, and a ceiling with a starry design.
An outdoor patio with wicker furniture, a wooden table, and a view of a building with a green awning.
A spacious lobby with a modern design, featuring sofas, armchairs, and a coffee table.
A modern hotel room with a grey sofa, a dining table, and a TV mounted on the wall.

7. Orlando Marriott Lake Mary

Orlando Marriott Lake Mary
Lake Mary
AU$207
includes taxes & fees
11 Oct - 12 Oct
Orlando Marriott Lake Mary
A man holding a glass of champagne overlooking a resort with a pool, lounge chairs, and a large building in the background.
Room
A high-rise hotel with a swimming pool, palm trees, and a clear blue sky.
Lobby

8. Hyatt Regency Orlando

Hyatt Regency Orlando
International Drive District
  • Unwind in ultimate comfort at this Orlando luxury hotel offering 2 outdoor pools, a full-service spa, and refined amenities on the strip.
AU$312
includes taxes & fees
8 Oct - 9 Oct
Hyatt Regency Orlando
A hotel pool area with lounge chairs, palm trees, and a large building with vertical lines and green lighting.
A large hotel with a prominent central tower and a sign reading "Beverly Centre".
A modern hotel lobby with a large window, a chandelier, seating area, and a bar with various amenities.
A bar area with wooden bar counters, bar stools, and a large aquarium.

9. Rosen Centre Hotel

Rosen Centre Hotel
International Drive District
  • Indulge in refined comfort at this Orlando resort offering full-service spa treatments, 7 upscale restaurants, and poolside relaxation.
AU$177
includes taxes & fees
17 Oct - 18 Oct
Rosen Centre Hotel
A pool area with lounge chairs, a water slide, and a building with illuminated signage.
A modern living room with a sectional sofa, a blue armchair, and a dining area with a table and chairs.
A hallway with a sign reading "STEAKHOUSE" and framed pictures on the wall.
A modern hotel with a unique architectural design, featuring a prominent overpass and lush landscaping.

10. Disney's Contemporary Resort

Disney's Contemporary Resort
Bay Lake
AU$1,145
includes taxes & fees
5 Oct - 6 Oct
Disney's Contemporary Resort
View all properties

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

Rosen Inn Lake Buena Vista

Rosen Inn Lake Buena Vista

10/10 Excellent
"Overall great experience, very clean and close to everything"
Ahmed 1-night trip
Posted less than an hour ago
Rosen Inn Lake Buena Vista
Westgate Lakes Resort & Spa Universal Studios Area

Westgate Lakes Resort & Spa Universal Studios Area

10/10 Excellent
"Lindo"
Ricardo 2-night trip
Posted 6 hours ago
Westgate Lakes Resort & Spa Universal Studios Area
Drury Plaza Hotel Orlando - Disney Springs Area

Drury Plaza Hotel Orlando - Disney Springs Area

10/10 Excellent
"Great hotel, with awesome amenities!!"
Robert 1-night trip
Posted 10 hours ago
Drury Plaza Hotel Orlando - Disney Springs Area
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 14 hours ago
The Grove Resort & Water Park Orlando
Sheraton Vistana Villages Resort Villas, I-Drive/Orlando

Sheraton Vistana Villages Resort Villas, I-Drive/Orlando

10/10 Excellent
"Awesome place"
Jamie 3-night trip
Posted 15 hours ago
Sheraton Vistana Villages Resort Villas, I-Drive/Orlando

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 Orange County National Golf Club, Lake Louisa State Park and Disney's Magnolia Golf Course. If you have a bit of extra time while you're in the area, you might want to check out Disney's Palm Golf Course and Flamingo Crossings Town Center.

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