Compare and book 5 Star hotels in Oakland, Winter Garden
- Change your mindBook hotels with free cancellation
- Be pickySearch almost a million properties worldwide
Check availability on Oakland 5 Star Hotels
Top Oakland 5 Star Hotels

Waldorf Astoria Orlando - An Official Walt Disney World® Hotel
Orlando
9.2 out of 10, Wonderful, (410)
The price is 8.045.280 ₫
10.533.970 ₫ total
includes taxes & fees
10 Dec - 11 Dec

Conrad Orlando at Evermore
Orlando
9.6 out of 10, Exceptional, (328)
The price is 16.188.901 ₫
19.530.765 ₫ total
includes taxes & fees
14 Dec - 15 Dec

Four Seasons Resort Orlando at WALT DISNEY WORLD® Resort
Golden Oak
9.6 out of 10, Exceptional, (877)
The price is 26.233.175 ₫
30.995.352 ₫ total
includes taxes & fees
30 Nov - 1 Dec

The Ritz-Carlton Orlando, Grande Lakes
Orlando
9.2 out of 10, Wonderful, (1003)
The price is 16.852.986 ₫
20.591.633 ₫ total
includes taxes & fees
19 Dec - 20 Dec

ette hotel
Kissimmee
9.8 out of 10, Exceptional, (371)
The price is 7.951.761 ₫
9.025.250 ₫ total
includes taxes & fees
7 Dec - 8 Dec

Encore Resort and Water Park at Reunion by Rentyl
Kissimmee
8.4 out of 10, Very good, (1006)
The price is 6.564.885 ₫
18.822.369 ₫ total
includes taxes & fees
30 Nov - 1 Dec

Disney's Beach Club Resort
Bay Lake
8.8 out of 10, Excellent, (696)

Gorgeous Two Bedroom Apt Close to Disney 306 4721 @Storey Lake Resort
Kissimmee
8.4 out of 10, Very good, (10)
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 Oakland.

DoubleTree by Hilton at the Entrance to Universal Orlando
5780 Major Blvd Orlando FL
The price is 2.356.504 ₫ per night from 17 Dec to 18 Dec
2.356.504 ₫
2.651.067 ₫ total
17 Dec - 18 Dec
includes taxes & fees
8.4/10 Very Good! (6,907 reviews)
Still don't see what you're looking for?
See all properties in Oakland.
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.
Top Oakland Hotel Reviews
Frequently asked questions
Explore a world of travel with Expedia
Hotels in Oakland by Star Rating
Areas of Oakland
Accommodation near Oakland attractions
- Hotels near Walt Disney World® Resort
- Hotels near Universal Studios Florida
- Hotels near Universal Orlando Resort
- Hotels near Disney SpringsTM
- Hotels near Magic Kingdom® Park
- Hotels near Orange County Convention Center
- Hotels near Epcot®
- Hotels near Disney's Hollywood Studios®
- Hotels near Kia Center
- Hotels near ESPN Wide World of Sports Complex
- Hotels near Universal’s Islands of Adventure
- Hotels near Orlando International Premium Outlets
- Hotels near Camping World Stadium
- Hotels near Universal’s Volcano Bay
- Hotels near Florida Mall
- Hotels near Orlando Vineland Premium Outlets
- Hotels near Universal CityWalk
- Hotels near Aquatica
Recommended cities for you
Explore more hotels
More ways to book
Expedia's Latest Trends
General










































































