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Check availability on Winter Garden Luxury Hotels

Tonight
5 May - 6 May
Tomorrow
6 May - 7 May
This weekend
8 May - 10 May
Next weekend
15 May - 17 May

Our top choices for Winter Garden luxury hotels

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, (9,762 reviews)
  • cleanliness
    Lakeside luxury surrounds at this resort with 6 pools, a water park, and premium lake views.
The price is £178
includes taxes & fees
21 May - 22 May
The Grove Resort & Water Park Orlando
2 outdoor pools, pool umbrellas, pool loungers

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, (3,972 reviews)
  • cleanliness
    Upscale Disney-adjacent resort offers 2 pools, free water park access, and private balconies for families.
The price is £104
includes taxes & fees
18 May - 19 May
Hilton Vacation Club Aqua Sol Orlando West
3 restaurants, breakfast, lunch, dinner served; American cuisine

Mission Resort and Club

Mission Resort and Club
4.0 star property
Howey-in-the-Hills
8.8 out of 10, Excellent, (811 reviews)
The price is £116
includes taxes & fees
24 May - 25 May
Mission Resort and Club
Outdoor banquet area

Rosen Shingle Creek

Rosen Shingle Creek
4.5 star property
Orlando
9.4 out of 10, Exceptional, (4,758 reviews)
  • cleanliness
    Opulent Orlando retreat with 4 outdoor pools, 11 restaurants, and a luxurious spa experience.
The price is £88
includes taxes & fees
10 May - 11 May
Rosen Shingle Creek
Lobby

Margaritaville Resort Orlando with H2O Waterpark

Margaritaville Resort Orlando with H2O Waterpark
4.0 star property
Kissimmee
8.8 out of 10, Excellent, (3,603 reviews)
The price is £140
includes taxes & fees
17 May - 18 May
Margaritaville Resort Orlando with H2O Waterpark
Exterior

Hyatt Regency Orlando International Airport

Hyatt Regency Orlando International Airport
4.0 star property
Orlando
9.4 out of 10, Exceptional, (4,149 reviews)
The price is £173
includes taxes & fees
20 May - 21 May
Hyatt Regency Orlando International Airport
Exterior

Walt Disney World Dolphin

Walt Disney World Dolphin
4.0 star property
Bay Lake
9.0 out of 10, Wonderful, (4,230 reviews)
  • cleanliness
    Seaside sophistication and spa indulgence awaits at this luxury resort with 3 outdoor pools and a private white sand beach.
The price is £190
includes taxes & fees
6 Jun - 7 Jun
Walt Disney World Dolphin
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
9.0 out of 10, Wonderful, (1,008 reviews)
  • cleanliness
    Lavish resort featuring spa, 6 pools, and championship golf offers luxury near Orlando attractions.
The price is £189
includes taxes & fees
15 May - 16 May
Omni Orlando Resort at ChampionsGate
Exterior

Walt Disney World Swan

Walt Disney World Swan
4.0 star property
Bay Lake
9.2 out of 10, Wonderful, (2,097 reviews)
  • cleanliness
    Luxurious beachfront escape with private shoreline, poolside cocktails, and pillowtop beds in the heart of Walt Disney World.
The price is £182
includes taxes & fees
14 May - 15 May
Walt Disney World Swan
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
8.2 out of 10, Very good, (1,002 reviews)
  • cleanliness
    Elegant spa resort with water park offers pampered bliss in Kissimmee, a short drive from Disney's entertainment magic.
The price is £502
includes taxes & fees
18 May - 19 May
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.
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Find out more about Winter Garden

Winter Gardenand its attractions for luxury travelers

Winter Garden, Florida, offers a delightful blend of upscale experiences for discerning travellers. Start your journey at the charming downtown area, where you can wander through boutique shops and art galleries showcasing local talent. The historic Garden Theatre hosts a variety of performances, providing an excellent opportunity to enjoy a cultural evening in an elegant setting. For nature lovers, the West Orange Trail presents an exquisite backdrop for cycling or walking, with lush landscapes that invite you to unwind. Adventurous families can explore the intriguing nature trails at the nearby Lake Apopka Wildlife Drive, where you might spot alligators and a variety of bird species. After a day of exploration, retreat to the luxury hotels in the area, such as the upscale accommodations that offer spacious suites with opulent amenities, allowing you to relax in style. The area is known for its attentive service, ensuring you feel pampered throughout your stay, making it the perfect base for your Winter Garden adventure.

Find the best luxury hotels and resorts in Winter Garden

For those seeking a luxurious getaway in Winter Garden, Florida, these top hotels offer an exquisite blend of comfort and upscale amenities. Each hotel promises an indulgent experience tailored to discerning travellers.

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 at Flamingo Crossings offers a refined yet relaxed atmosphere for luxury travellers. Guests will appreciate the premium bedding and heated pool, as well as the convenience of a poolside bar for leisurely afternoons by the water.
  • Other amenities: The hotel features a complimentary buffet breakfast, self-parking options, and a well-equipped fitness facility. Travellers can enjoy the hot tub, rooftop garden, and express check-in service for a smooth arrival. Each suite comes with a separate living room and kitchenette, providing a home-like feel during your stay. The hotel also offers a snack bar and an arcade game room for additional entertainment.
  • 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: Also a review rating of 9.0, TownePlace Suites Orlando is perfect for luxury travellers seeking comfort and convenience. The hotel features premium bedding and heated pools, along with a delightful poolside bar, ensuring a relaxing experience in a tasteful setting.
  • Other amenities: Guests can enjoy a complimentary breakfast, fitness facilities available 24 hours, and a terrace for outdoor enjoyment. The suites come equipped with a kitchen, offering the flexibility to prepare meals at leisure. Additional features include a hot tub, a snack bar, and an arcade game room for entertainment, making it a perfect option for an upscale getaway.
  • 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 ideal choice for luxury travellers, a remarkable review rating of 8.8. Guests can enjoy premium bedding for a restful night's sleep, alongside a poolside bar for refreshing cocktails. The hotel also features outdoor tennis courts, perfect for those looking to stay active while indulging in a plush escape.
  • Other amenities: Additional features include a hot tub for relaxing evenings, a mini golf course for family fun, and an outdoor pool complete with sun loungers. The hotel offers convenient self-parking, a concierge service for personalised assistance, and a kitchen in the suites for those who prefer in-room dining. Guests can also take advantage of a waterslide and an arcade game room for entertainment, ensuring a delightful stay for everyone.
  • 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 is a luxurious retreat that caters to every whim, earning an excellent review rating of 8.0. Guests can enjoy the indulgence of deep soaking bathtubs and premium bedding, while the heated pool and poolside bar create an inviting atmosphere for relaxation and leisure.
  • Other amenities: This resort offers stunning lake views, a restaurant with poolside service, and cabanas by the pool for ultimate comfort. For active travellers, onsite fishing and boat tours are available, alongside an arcade game room and a water park for endless entertainment. The hotel also features a fitness centre, self-parking options, and convenient access to shopping and nearby attractions.
  • Nearby attractions: Orange Lake Golf - 5 km, Surfari Water Park - 0.6 km, Lake Davenport - 4.1 km

Top Winter Garden Hotel Reviews

Walt Disney World Dolphin

Walt Disney World Dolphin

8/10 Good
"The room was pretty clean, fresh towels. The toilet in the bathroom was so loose it looked like it was going to fall right off but I called the front desk and maintenance came up within 10 min and fixed it right away. The outlets in the room were the only issue. The usb connections - half didn’t work by the lamps and the regular plug outlets were loose. Def need to upgrade them esp add a USBC outlet. "
Lori 1-night trip
Posted 1 hour ago
Walt Disney World Dolphin

Frequently asked questions

What are the top-rated luxury hotels in Winter Garden?
For top-rated luxury hotels in Winter Garden, The Grove Resort & Water Park Orlando and Hilton Vacation Club Aqua Sol Orlando West are highly regarded.

The 4-star The Grove Resort & Water Park Orlando, with an 8.0 rating, is a full-service resort featuring a water park, multiple pools including a heated pool, and a poolside bar. Guests frequently praise its spacious and clean rooms, as well as the friendly and helpful staff.

The 4-star Hilton Vacation Club Aqua Sol Orlando West, rated 8.8, offers a resort-inclusive outdoor pool with sun loungers and on-site tennis facilities. Customers often highlight the spacious and clean rooms, the great staff, and its convenient location.
Which area of Winter Garden is best to stay in for luxury hotels?
The best area to stay in Winter Garden for luxury hotels is around the historic downtown, particularly close to Plant Street.

This area is the heart of Winter Garden, known for its beautifully preserved buildings, brick-paved streets, and a relaxed, welcoming atmosphere. Plant Street is the main thoroughfare, lined with independent shops, quality restaurants, and the historic Garden Theatre. It's a very walkable area with a strong sense of community, and it's also where the popular West Orange Trail passes through.

Couples looking for a refined getaway will find this area particularly appealing. The upscale hotels here often offer a sophisticated experience, with amenities like fine dining and elegant common areas, all within walking distance of downtown's attractions. You're close to evening entertainment, quaint boutiques, and excellent dining options, superb for a romantic break.

For those prioritising convenience and high-end services, the luxury hotels in this central location provide easy access to everything Winter Garden has to offer, often featuring amenities like high-end fitness equipment, valet parking, and concierge services.
How much does a luxury hotel in Winter Garden cost?
Luxury hotel prices in Winter Garden vary, but you can find a great deal from £77 on Expedia. To find the best prices on luxury stays, be flexible with your dates—typically, off-peak and mid-week stays are cheaper. Sort your search results by "Price: low to high" to see our lowest rates.
Which luxury hotels in Winter Garden are good for families?
In Winter Garden, Florida, The Grove Resort & Water Park Orlando and Hilton Vacation Club Aqua Sol Orlando West are excellent luxury hotel options for families.

The 4-star The Grove Resort & Water Park Orlando, with an 8.0 rating, is particularly well-suited for families due to its resort structure and water park facilities. Customers frequently praise the spacious and clean rooms, as well as the helpful staff and amazing pool.

The 4-star Hilton Vacation Club Aqua Sol Orlando West, holding an 8.8 rating, offers a resort-inclusive outdoor pool and on-site tennis facilities. Guests consistently highlight the spacious rooms, friendly staff, and convenient pool area.
What are the best luxury hotels in Winter Garden with a pool?
For luxury hotels in Winter Garden with a pool, The Grove Resort & Water Park Orlando and Hilton Vacation Club Aqua Sol Orlando West are excellent choices.

The 4-star The Grove Resort & Water Park Orlando, with an 8.0 rating, features a heated pool and a poolside bar. Guests frequently praise the spacious and clean rooms, as well as the helpful staff.

The 4-star Hilton Vacation Club Aqua Sol Orlando West, rated 8.8, offers a resort-inclusive outdoor pool with sun loungers. Reviewers often highlight the spacious and clean rooms, alongside the great and convenient pool facilities.
Which luxury hotels in Winter Garden are good for couples?
For couples seeking a luxury hotel in Winter Garden, The Grove Resort & Water Park Orlando is a suitable recommendation.

The 4-star The Grove Resort & Water Park Orlando, with an 8.0 rating, offers spacious and clean rooms with premium bedding, often highlighted by guests. The resort features a heated pool and a poolside bar, with many rooms providing either a resort or lake view. Reviewers frequently praise the friendly and helpful staff, as well as the comfortable beds.
Are there any top luxury hotels near Lake Davenport?
For top luxury hotels near Lake Davenport, consider the Hilton Vacation Club Aqua Sol Orlando West and The Grove Resort & Water Park Orlando.

The 4-star Hilton Vacation Club Aqua Sol Orlando West, with an 8.8 rating, offers spacious and clean rooms, as frequently noted by customers. Its amenities include a poolside bar and both indoor and outdoor tennis facilities.

The Grove Resort & Water Park Orlando is a 4-star property with an 8.0 rating. This resort features spacious and clean rooms, with customers often commenting on the comfortable beds. Guests can enjoy a heated pool, a poolside restaurant, and many rooms offer lake views.
Which luxury hotels in Winter Garden are near Orlando, FL (MCO-Orlando Intl.)?
In Winter Garden, The Grove Resort & Water Park Orlando is a distinguished luxury hotel near Orlando International Airport.

The 4-star Grove Resort & Water Park Orlando, with an 8.0 rating, is located 21.5 miles from Orlando, FL (MCO-Orlando Intl.). This resort offers spacious and clean rooms with premium bedding, deep soaking bathtubs, and either resort or lake views. Customers frequently praise the friendly and helpful staff, as well as the nice pools, including a heated option and a poolside bar.
What luxury activities and experiences are there in Winter Garden?
The best area to stay in Winter Garden for luxury activities and experiences is downtown Winter Garden, particularly around Plant Street.

This pedestrian-friendly area is the heart of Winter Garden, known for its historic buildings housing independent shops, high-quality restaurants, and cultural venues. You'll find the Garden Theatre, the Winter Garden Art Association, and the weekly farmers' market, all within easy walking distance. Plant Street itself is the main artery, lined with charming storefronts and outdoor dining options.

Couples looking for a refined getaway will find downtown Winter Garden an excellent fit. You can enjoy a leisurely morning exploring the unique boutiques and art galleries, followed by a gourmet meal at one of the upscale restaurants. Evenings can be spent catching a show at the Garden Theatre or enjoying a drink at a sophisticated bar. The overall pace is relaxed, offering a pleasant escape.

For those who appreciate high-end amenities and a comfortable stay, areas slightly outside the immediate downtown, but still very close, offer luxury accommodation options. These often include properties with extensive grounds, resort-style pools, and access to private golf courses.
How can I save on a luxury hotel in Winter Garden with Expedia?
There are plenty of ways to save on a luxury hotel in Winter Garden. Join One Key™, our free travel rewards programme, to unlock Member Prices across a range of hotels. Typically, booking in advance will help you save on hotel bookings. If you're feeling spontaneous, be sure to check for last-minute deals.
Is it cheaper to book a luxury Winter Garden hotel and flights as a package?
Booking a hotel and flight package on Expedia can be cheaper than booking flights and hotels separately. Bundling can lead to significant savings, especially for international travel or when booking well in advance. However, savings vary depending on factors like destination, travel dates, and availability, so it's wise to compare options. With access to over 300,000 hotels worldwide, Expedia makes it easy to build the perfect travel package.
Can I cancel my luxury hotel reservation on Expedia?
Many Expedia hotel reservations are refundable, provided that you cancel before the hotel's cancellation deadline. This is often within 24-48 hours of your scheduled arrival. Be sure to check your booking confirmation for the exact cancellation policy. For maximum flexibility, use Expedia's "Fully refundable property" filter during your search to find the right luxury hotel in Winter Garden for you.

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