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Check availability on Winter Garden Luxury Hotels

Tonight
20 Aug - 21 Aug
Tomorrow
21 Aug - 22 Aug
This weekend
21 Aug - 23 Aug
Next weekend
28 Aug - 30 Aug

Our top choices for Winter Garden luxury hotels

Waterslide
Lobby
Aerial view
Lake

1. The Grove Resort & Water Park Orlando

The Grove Resort & Water Park Orlando
Winter Garden
  • Lakeside luxury surrounds at this resort with 6 pools, a water park, and premium lake views.
£180
includes taxes & fees
23 Aug - 24 Aug
The Grove Resort & Water Park Orlando
2 outdoor pools, open 7:00 AM to 11:00 PM, pool cabanas (surcharge)
Flat-screen TV, DVD player
Premium bedding, in-room safe, iron/ironing board, free WiFi
Lobby

2. Hilton Vacation Club Aqua Sol Orlando West

Hilton Vacation Club Aqua Sol Orlando West
Winter Garden
  • Upscale Disney-adjacent resort offers 2 pools, free water park access, and private balconies for families.
£99
includes taxes & fees
14 Sept - 15 Sept
Hilton Vacation Club Aqua Sol Orlando West
Apartment (3 Bedrooms) | Interior
Apartment (3 Bedrooms) | Interior
Apartment (3 Bedrooms) | Interior
Apartment (3 Bedrooms) | Front of property

3. Upstay Condo w Pool & Sauna Sleeps 8

Upstay Condo w Pool & Sauna Sleeps 8
Winter Garden
£218
includes taxes & fees
21 Aug - 22 Aug
Upstay Condo w Pool & Sauna Sleeps 8
Apartment (2 Bedrooms) | Interior
Apartment (2 Bedrooms) | Interior
Apartment (2 Bedrooms) | Interior
Apartment (2 Bedrooms) | Interior

4. Upstay: Condo w Pool, Sauna for 6 Guests

Upstay: Condo w Pool, Sauna for 6 Guests
Winter Garden
£187
includes taxes & fees
24 Aug - 25 Aug
Upstay: Condo w Pool, Sauna for 6 Guests
Apartment (2 Bedrooms) | Interior
Apartment (2 Bedrooms) | Interior
Apartment (2 Bedrooms) | Interior
Apartment (2 Bedrooms) | Interior

5. Upstay Condo With Pool Near Disney & Pet Friendly

Upstay Condo With Pool Near Disney & Pet Friendly
Winter Garden
£186
includes taxes & fees
24 Aug - 25 Aug
Upstay Condo With Pool Near Disney & Pet Friendly
Apartment (3 Bedrooms) | Interior
Apartment (3 Bedrooms) | Interior
Apartment (3 Bedrooms) | Interior
Apartment (3 Bedrooms) | Interior

6. Upstay Pet-friendly Condo Near Disney w Balcony

Upstay Pet-friendly Condo Near Disney w Balcony
Winter Garden
Upstay Pet-friendly Condo Near Disney w Balcony
Apartment (2 Bedrooms) | Interior
Apartment (2 Bedrooms) | Interior
Apartment (2 Bedrooms) | Interior
Apartment (2 Bedrooms) | Front of property

7. Family Fun Condo: Pool, Sauna Near Disney

Family Fun Condo: Pool, Sauna Near Disney
Winter Garden
£181
includes taxes & fees
24 Aug - 25 Aug
Family Fun Condo: Pool, Sauna Near Disney
Apartment (3 Bedrooms) | Interior
Apartment (3 Bedrooms) | Front of property
Apartment (3 Bedrooms) | Interior
Apartment (3 Bedrooms) | Interior

8. Modern 3BR Resort Condo With Pool Near Disney

Modern 3BR Resort Condo With Pool Near Disney
Winter Garden
£190
includes taxes & fees
8 Sept - 9 Sept
Modern 3BR Resort Condo With Pool Near Disney
Apartment (2 Bedrooms) | Interior
Apartment (2 Bedrooms) | Interior
Apartment (2 Bedrooms) | Interior
Apartment (2 Bedrooms) | Interior

9. Family Fun Condo Pool and Sauna Near Disney

Family Fun Condo Pool and Sauna Near Disney
Winter Garden
£184
includes taxes & fees
23 Aug - 24 Aug
Family Fun Condo Pool and Sauna Near Disney
Apartment (3 Bedrooms) | Interior
Apartment (3 Bedrooms) | Interior
Apartment (3 Bedrooms) | Interior
Apartment (3 Bedrooms) | Interior

10. Upstay Pet-friendly Condo With Pool

Upstay Pet-friendly Condo With Pool
Winter Garden
£202
includes taxes & fees
27 Aug - 28 Aug
Upstay Pet-friendly Condo With Pool
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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

Westgate Lakes Resort & Spa Universal Studios Area

Westgate Lakes Resort & Spa Universal Studios Area

10/10 Excellent
"A very nice resort with a very affordable price!"
Eric 3-night trip
Posted less than an hour ago
Westgate Lakes Resort & Spa Universal Studios Area
Universal's Cabana Bay Beach Resort

Universal's Cabana Bay Beach Resort

10/10 Excellent
"Staff greeted us with excellent care and communication. The rooms were spacious and clean, and me and my wife had an amazing time enjoying all the amenities they offer. For the price it’s unbeatable."
danny 2-night trip
Posted 1 hour ago
Universal's Cabana Bay Beach Resort
Marriott's Grande Vista

Marriott's Grande Vista

10/10 Excellent
"Grande Vista was absolutely beautiful! We love our stay and have an amazing time. Food and drinks were delicious and the staff were very nice and pleasant. We will definitely be back soon!!"
Tammy 7-night trip
Posted 2 hours ago
Marriott's Grande Vista
Sheraton Vistana Resort Villas, Lake Buena Vista/Orlando

Sheraton Vistana Resort Villas, Lake Buena Vista/Orlando

10/10 Excellent
"Incredible property!! Everything you need is right onsite, rooms were unbelievably clean and perfect for our stay. This exceeded my expectations and I will be back."
molly 3-night trip
Posted 3 hours ago
Sheraton Vistana Resort Villas, Lake Buena Vista/Orlando
Walt Disney World Swan

Walt Disney World Swan

10/10 Excellent
"Great Service"
Lizbeth 4-night trip
Posted 4 hours ago
Walt Disney World Swan
Holiday Inn Resort Orlando Suites - Waterpark by IHG

Holiday Inn Resort Orlando Suites - Waterpark by IHG

10/10 Excellent
"Excellent"
Dairis 2-night trip
Posted 15 hours ago
Holiday Inn Resort Orlando Suites - Waterpark by IHG

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.
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 £64 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 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.
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.
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.
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 instant discounts with Member Prices across a range of premium hotels. Typically, booking in advance will help you save on your luxury hotel stay. 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. 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. *Savings vary and are not available on all flight and hotel bookings.

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