Five Star Hotels in Winter Garden

  • Plan, book, stay with confidence

  • bex rewards loyalty icon
    Be picky
    Search almost a million properties worldwide
    payments icon
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    today icon
    Change your mind
    Book hotels with free cancellation

Check availability on Winter Garden 5 Star Hotels

Next weekend
In two weeks

Top 5 Stars Hotels in Winter Garden

Waldorf Astoria Orlando - An Official Walt Disney World® Hotel

5.0 star property
9.2 out of 10, Wonderful, (203)
"Beautiful hotel with attentive and friendly staff. Easy access to Disney parks, great dining, and shopping options. "
The price is S$796
includes taxes & fees
1 Mar - 2 Mar
Waldorf Astoria Orlando - An Official Walt Disney World® Hotel

Conrad Orlando

5.0 star property
9.4 out of 10, Exceptional, (162)
"Very nice, brand new property "
The price is S$672
includes taxes & fees
20 Feb - 21 Feb
Conrad Orlando

Four Seasons Resort Orlando at WALT DISNEY WORLD® Resort

5.0 star property
9.6 out of 10, Exceptional, (819)
"Gorgeous and Perfect and SUPER nice staff. Worth every penny!"
The price is S$1,671
includes taxes & fees
2 Feb - 3 Feb
Four Seasons Resort Orlando at WALT DISNEY WORLD® Resort

The Ritz-Carlton Orlando, Grande Lakes

5.0 star property
9.2 out of 10, Wonderful, (1000)
"I wish I could give more stars. Worth every penny for service and ambience. Lovely room, grounds, service, meals, people, everything!"
The price is S$1,181
includes taxes & fees
23 Feb - 24 Feb
The Ritz-Carlton Orlando, Grande Lakes

ette hotel

5.0 star property
9.8 out of 10, Exceptional, (249)
"You can tell that the ownership of this hotel cares about their clientele through the meticulous care in design, cleanliness, and service. Transparency across the board and personal responsibility within the staff that comes across like white glove service. I have stayed in other high end hotels in Orlando, but none match my experience at ette hotels."
The price is S$693
includes taxes & fees
14 Feb - 15 Feb
ette hotel

Reunion Resort & Golf Club

5.0 star property
8.6 out of 10, Excellent, (1211)
"So luxurious and very well decorated! We enjoyed feeling so comfortable and it was super clean! Staff was so knowledgeable and very accommodating. Definitely coming back!!!"
The price is S$387
includes taxes & fees
17 Feb - 18 Feb
Reunion Resort & Golf Club

Encore Resort at Reunion

5.0 star property
8.4 out of 10, Very good, (917)
"Encore Resort was a nice place! We had an issue with our patio door in the middle of the night & maintenance came immediately and fixed the issue! Can’t wait to visit again. They even held our bags until it was time for check-in. "
Encore Resort at Reunion

Family Vacation Home, Water Park+Endless Amenities

5.0 star property
8.8 out of 10, Excellent, (17)
"Awesome staff, super helpful. And the resort was amazing"
Family Vacation Home, Water Park+Endless Amenities

Luxurious 2 Bd Close to Disney @ Storey Lake 204 3131

5.0 star property
10.0 out of 10, Exceptional, (1)
"La propiedad es muy linda y cómoda , ideal para disfrutar en familia . La habitación de los niños hermosa decorada con Toy Story , a mis niños les encantó "
Luxurious 2 Bd Close to Disney @ Storey Lake 204 3131

Gorgeous 5Bd Screened Pool at Champions Gate 1125

5.0 star property
9.0 out of 10, Wonderful, (2)
"The house was exactly as the pictures posted. Very well maintained, cleaned, and well equipped with all essential equipment for cooking ext. My family and I loved it. It exceeded our expectations! We truly recommend this house, and will definitely rent this house again."
Gorgeous 5Bd Screened Pool at Champions Gate 1125

The Bear's Den Resort Orlando

5.0 star property
8.0 out of 10, Very good, (22)
"Great place , I recommend it to everyone."
The Bear's Den Resort Orlando

Marvelous 5Bd w/ Pool Close to Disney @ Storey Lake 2629

5.0 star property
10.0 out of 10, Exceptional, (1)
"Es muy bonita y limpia y segura mi familia y yo disfrutamos mucho."
Marvelous 5Bd w/ Pool Close to Disney @ Storey Lake 2629

Gorgeous 4 Bd w/ Pool @ Storey Lake Resort 2653

5.0 star property
10.0 out of 10, Exceptional, (1)
"Everything was excellent. I like the property was really cozy and nice. The only thing I didn’t like was that more concerned about when you leaving?"
Gorgeous 4 Bd w/ Pool @ Storey Lake Resort 2653

Family Friendly 2 Bd Close to Disney @ Champions Gate 8899

5.0 star property
7.4 out of 10, Good, (3)
"The property was a perfect get a way during Hurricane Milton. The kids loved the space and the amenities."
Family Friendly 2 Bd Close to Disney @ Champions Gate 8899

Gorgeous 4Bd with Pool @ Storey Lake Resort 4475

5.0 star property
9.0 out of 10, Wonderful, (2)
Gorgeous 4Bd with Pool @ Storey Lake Resort 4475

Amazing 4Bd Screened Pool Close to Disney 4572

5.0 star property
8.0 out of 10, Very good, (1)
"It was a great location to go to Disney and other places. Some of the tv's did not work properly, had to change to English setting on main tv, no remote for the one bedroom upstairs, and the downstairs bedroom tv did nor work properly. Microwave light did not work. Had to connect the upstairs bathroom it was disconnected had to reconnect it. Not enough comfortable seating should have another small love seat in the living room. Overall it was a nice place."
Amazing 4Bd Screened Pool Close to Disney 4572

Charming 3Bd Close to Disney @ Festival 1026

5.0 star property
9.0 out of 10, Wonderful, (2)
"Nice location "
Charming 3Bd Close to Disney @ Festival 1026

Splendid 5Bd Close to Disney at Storey Lake 4251

5.0 star property
9.4 out of 10, Exceptional, (6)
"Everything from the house to the property was amazing!!! the only downside is entering the property. cars were backed up for at least half a mile and it took a long time to get in every time we returned from an outing. My husband had an argument with the security guard because his pass was not scanning so he was told he could not come in. They really need to come up with a better check in system."
Splendid 5Bd Close to Disney at Storey Lake 4251

Fantastic Eight Bedrooms SF w/ Screened Pool at Storey Lake Resort 2887

5.0 star property
9.0 out of 10, Wonderful, (2)
"House was really good..but thermostat wasn't working at all..some part carpet was wet all time"
Fantastic Eight Bedrooms SF w/ Screened Pool at Storey Lake Resort 2887

Family Friendly Four Bedroom w GameRoom @Disney 5145

5.0 star property
8.6 out of 10, Excellent, (4)
"Well if you don’t mind the roof being ripped off and putting a new one on, banging at 7:30 AM waking you up in a panic for 1/2 of your trip, having the master bedroom bd frame broken and in the closet and mattress on the floor, mold in bathrooms, filthy stained rugs & caution/danger tape wrapped across the front entrance and back patio then you will like the place, also not enough dishes glasses etc for ten people as promised, also “the game room” broken dart board and no air hockey! The people...
Family Friendly Four Bedroom w GameRoom @Disney 5145
Save an average of 15% on thousands of hotels when you're signed in

Explore similar 4-star hotels

Many 4-star hotels have the same amenities as 5-star hotels. See all 4-star hotels in Winter Garden.
Still don't see what you're looking for?
See all properties in Winter Garden.
You can also use these popular filters to refine your search.
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.

Frequently asked questions

How much does it cost to stay in a 5-star hotel in Winter Garden?
How much you pay for a 5-star hotel in Winter Garden depends on things such as when you plan to travel and the length of your break. A top tip for scoring an awesome deal? Use our pricing filters to check out the available options for your selected dates.

  • Search for the lowest price per night from S$193

What makes a hotel 5 stars in Winter Garden?
In Winter Garden, a hotel must offer a certain level of high-end conveniences to be rated 5 stars. These can include saunas and spas, on-site gyms, gourmet restaurants, luxury toiletries, premium bedding and more. What also sets 5-star hotels apart is their extraordinary service. You’ll enjoy things like nightly turn-down services, in-room massages and concierge services. Some may even offer special touches such as welcome gifts.
Are there any 5-star all-inclusive resorts in Winter Garden?
Find a luxury getaway that includes your room, meals, drinks and entertainment in Winter Garden with the help of our filter tool. Search for resorts with a 5-star rating and select the “All inclusive” filter. Double-check what’s included in the price. This way, you can take full advantage of the premium perks on offer from the moment you step into the lobby.
Are there any 5-star holiday rentals in Winter Garden?
You won’t find any 5-star holiday rentals in Winter Garden on our site, but there are a range of other highly rated properties worth looking into. Search through our holiday rentals in Winter Garden to book the ideal place for your stay.