Explore top 2026 5 Star Hotels in Winter Garden
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Top Winter Garden 5 Star hotels
Waldorf Astoria Orlando - An Official Walt Disney World® Hotel
14200 Bonnet Creek Resort Lane Orlando FL
Fully refundableReserve now, pay when you stay
$294 nightly
The price is $330 total per night from Jun 23 to Jun 24
$330 total
Jun 23 - Jun 24
Total with taxes and fees
This luxury resort features a golf course, a full-service spa, and 6 restaurants. There's fun for all ages with a lazy river and a children's club, and families ...
9.2/10 Wonderful! (522 reviews)
"Staff was extremely helpful. New hotel. Nice to have cafe etc. -best meal of trip was teriyaki salmon at bar!!! Great for a Disney vacay( free transfer to parks) with LESS little kids. Eventually may be nice to have sundries shop, another restaurant but great hotel. Also suggest a few suites with ..."
Reviewed on May 25, 2026
Conrad Orlando at Evermore
1500 Eastbeach Way Orlando FL
Fully refundableReserve now, pay when you stay
$519 nightly
The price is $584 total per night from Jun 9 to Jun 10
$584 total
Jun 9 - Jun 10
Total with taxes and fees
This luxury resort features a private beach, a golf course, and a full-service spa. Relax with beach cabanas, sun loungers, and beach umbrellas. Bring the family ...
9.6/10 Exceptional! (451 reviews)
"This place was awesome. I recommend everyone to stay here. It’s a pricey resort, but well worth the money. Staff was extremely friendly and helpful the entire time. I will 100% stay here again."
Reviewed on May 24, 2026
Four Seasons Resort Orlando at WALT DISNEY WORLD® Resort
10100 Dream Tree Blvd. Lake Buena Vista FL
Fully refundableReserve now, pay when you stay
$1,000 nightly
The price is $1,125 total per night from Jun 14 to Jun 15
$1,125 total
Jun 14 - Jun 15
Total with taxes and fees
This luxury resort features a golf course, free water park access, and a full-service spa. There's fun for all ages with a lazy river and a children's pool, ...
9.6/10 Exceptional! (909 reviews)
"We got a park-facing room. It was beautiful - so clean and so spacious. The staff was excellent - from those working at the front desk to those working at the pools to housekeeping. The Capa restaurant was amazing - definitely worth it. And they had excellent, reliable transportation to and from ..."
Reviewed on May 25, 2026
The Ritz-Carlton Orlando, Grande Lakes
4012 Central Florida Parkway Orlando FL
Fully refundableReserve now, pay when you stay
$534 nightly
The price is $601 total per night from Jun 10 to Jun 11
$601 total
Jun 10 - Jun 11
Total with taxes and fees
This smoke-free hotel features a golf course, a full-service spa, and 7 restaurants. There's fun for all ages with a lazy river and a children's club, and families ...
ette hotel
3001 Sherberth Rd Kissimmee FL
Fully refundableReserve now, pay when you stay
$255 nightly
The price is $289 total per night from Jun 14 to Jun 15
$289 total
Jun 14 - Jun 15
Total with taxes and fees
A full-service spa, 2 restaurants, and an outdoor pool are all featured at this smoke-free hotel. Traveling on business? Take advantage of the 24-hour business ...
9.6/10 Exceptional! (449 reviews)
"Very niche beautiful spot close to Disney and quiet but urban setting. Felt bougie and sophisticated. Serene. Beautiful room and luscious spa fragrance when you enter. Helpful staff. Would definitely go back."
Reviewed on May 22, 2026
Encore Resort and Water Park at Reunion by Rentyl
7635 Fairfax Dr Kissimmee FL
Fully refundableReserve now, pay when you stay
$655 nightly
The price is $743 total per night from May 26 to May 27
$743 total
May 26 - May 27
Total with taxes and fees
This smoke-free resort features free water park access, a full-service spa, and 2 restaurants. There's fun for all ages with a free kid's club and a children's ...
8.2/10 Very Good! (1,010 reviews)
"Great for families !"
Reviewed on May 24, 2026
Reunion Resort & Golf Club
7593 Gathering Drive Kissimmee FL
This luxury aparthotel features a golf course, free water park access, and 7 restaurants. Bring the family and enjoy the lazy river, mini golf, and kid-friendly ...
8.8/10 Excellent! (1,562 reviews)
"We have been visiting the Reunion and Golf Resort for over 10 years, this year we visited this past April and the last 11 days in May 2026. The staff at the Resort and the Waterpark within the Reunion was fantastic."
Reviewed on May 22, 2026
Disney's Beach Club Resort
1800 Epcot Resort Blvd Lake Buena Vista FL
$512 nightly
The price is $575 total per night from May 26 to May 27
$575 total
May 26 - May 27
Total with taxes and fees
This luxury resort features 2 restaurants, 3 outdoor pools, and 3 hot tubs. There's fun for all ages with a children's pool and a theme park shuttle, and in-room ...
8.8/10 Excellent! (708 reviews)
"This is my 3rd stay at the Beach Club. Its pool complex is the crown jewel of this resort. While the pool is amazing and cast members here do an excellent job of taking care of the guests, I did notice the rooms are in need of an upgrade. They felt old and outdated. This is in the deluxe category ..."
Reviewed on May 23, 2026
The Bear's Den Resort Orlando
7880 Nicklaus Clubhouse Lane Kissimmee FL
This smoke-free vacation home features a golf course, free water park access, and a restaurant. Enjoy the outdoor pool and perks like free self parking and free ...
7.8/10 Good! (24 reviews)
"Ivan at checkin was wonderful but the house had issues from the start. the entire pool deck wasn't cleaned, goggles floating in hot tub, crushed fruity pebbles, cigar and cigarettes butts on the ground and previous renters left heat on in spa/pool so pool was 103 degrees. Multiple calls to get resolution ..."
Reviewed on Apr 21, 2026
Fantastic Eight Bedrooms SF w/ Screened Pool at Storey Lake Resort 2887
2887 Stanza Ct Kissimmee FL
Free water park access and an outdoor pool are featured at this luxury vacation home. There's fun for all ages with a lazy river and a children's pool, and barbecue ...
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.
Winter Garden Resorts & 5 Star Hotels
Looking for your own little slice of heaven during your next trip? Check out all the best 5-star hotels in Winter Garden to make sure your trip is as extravagantly comfortable as you expect.
Whether you plan on staying in your room the whole time or getting out and enjoying the city, you’ll be living the life while staying at your luxury accommodation. With so many amenities at your beck and call, you might try to turn your stay into a staycation!
Many of the 5-star hotels have award-winning restaurants you can dine at, as well as plush bedding and a concierge service to take care of your every need. Most also offer pools and modern fitness centers, not to mention high-speed Wi-Fi.
For your next trip, book a hotel that can be your own little hideaway, whether you’re in town for business or leisure. Winter Garden 5-star hotels provide you with all the comforts and amenities you expect from a sophisticated hotel, with a staff that’s happy to ensure you have everything you need to feel at home.
Whether you’re a first-time guest, or you’ve stayed in 5-star hotels in Winter Garden before, you’ll have no shortage of options to choose from on your next trip when you book with Travelocity. Browse our vast selection and find great deals on luxury lodging.
Recent Winter Garden hotel reviews by fellow wanderers
Westgate Lakes Resort & Spa Universal Studios Area
3 out of 5
Posted less than an hour ago
Travelocity Verified Review
"Too many people smoke mariguana every where and drinking alcohol in the pool around the kids. Also the parking is terrible. Last year went I’m stay there was better. This time my room was toilet liking water all the time, the lamp for bath I’m scare to fell, the fridge ice broken I spend 4 days and just 5 bpieces of ice in all those days. Sofa bed horrible, they need to change my son sleep there and his back is in pain , however the staff are so kind and the property is pretty."
A verified traveler stayed at Westgate Lakes Resort & Spa Universal Studios Area
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