Oakland Hotel Guide - 5 Stars Hotels in Oakland, Winter Garden

Start date: Check-in selected.
To Date
End date: Check-out

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check availability on Oakland 5 Star Hotels

Tonight
29 Nov - 30 Nov
Tomorrow
30 Nov - 1 Dec
Next weekend
5 Dec - 7 Dec
In two weeks
12 Dec - 14 Dec

Top Oakland 5 Star Hotels

Exterior
Waldorf Astoria Orlando - An Official Walt Disney World® Hotel

Waldorf Astoria Orlando - An Official Walt Disney World® Hotel

5.0 star property
Orlando
9.2 out of 10, Wonderful, (410)
"Excellent dining and stay"
Canada
RAJ
The price is Rp5.076.475
Rp6.646.809 total
includes taxes & fees
10 Dec - 11 Dec
Waldorf Astoria Orlando - An Official Walt Disney World® Hotel
Outdoor pool, pool cabanas (surcharge), pool umbrellas
Conrad Orlando at Evermore

Conrad Orlando at Evermore

5.0 star property
Orlando
9.6 out of 10, Exceptional, (328)
"Place was freaking amazing!"
United States
Shaun
The price is Rp10.215.003
Rp12.323.678 total
includes taxes & fees
15 Dec - 16 Dec
Conrad Orlando at Evermore
3 outdoor pools, pool cabanas (surcharge), pool umbrellas
Four Seasons Resort Orlando at WALT DISNEY WORLD® Resort

Four Seasons Resort Orlando at WALT DISNEY WORLD® Resort

5.0 star property
Golden Oak
9.6 out of 10, Exceptional, (877)
"Fantastic hotel, lovely front desk and housekeeping staff. "
United States
Tanis
The price is Rp16.552.820
Rp19.557.698 total
includes taxes & fees
30 Nov - 1 Dec
Four Seasons Resort Orlando at WALT DISNEY WORLD® Resort
View from property
The Ritz-Carlton Orlando, Grande Lakes

The Ritz-Carlton Orlando, Grande Lakes

5.0 star property
Orlando
9.2 out of 10, Wonderful, (1003)
"Great service, clean rooms, large property with many amenities . Fabulous food at highball & harvest. "
United States
SAUL
The price is Rp10.630.404
Rp12.988.640 total
includes taxes & fees
19 Dec - 20 Dec
The Ritz-Carlton Orlando, Grande Lakes
Outdoor pool, open 9:00 AM to 6:00 PM, free pool cabanas, pool umbrellas
ette hotel

ette hotel

5.0 star property
Kissimmee
9.8 out of 10, Exceptional, (371)
"If you're looking to stay at hotel with all the top amenities, great staff and amazing restaurant at a very nice price...this is the spot! Location is a bit busy but all is made up quality inside the hotel. "
United States
michael
The price is Rp5.015.754
Rp5.692.880 total
includes taxes & fees
7 Dec - 8 Dec
ette hotel
Outdoor pool, a heated pool, pool cabanas (surcharge), pool umbrellas
Encore Resort and Water Park at Reunion by Rentyl

Encore Resort and Water Park at Reunion by Rentyl

5.0 star property
Kissimmee
8.4 out of 10, Very good, (1006)
"House was super clean! Staff were amazing and location was perfect!"
United States
Donovan
The price is Rp4.142.364
Rp11.876.690 total
includes taxes & fees
30 Nov - 1 Dec
Encore Resort and Water Park at Reunion by Rentyl
3 outdoor pools
Disney's Beach Club Resort

Disney's Beach Club Resort

5.0 star property
Bay Lake
8.8 out of 10, Excellent, (696)
"Location location location!! Best pool!!"
United States
Seung Hoon
Disney's Beach Club Resort
Aerial view
Gorgeous Two Bedroom Apt Close to Disney 306 4721 @Storey Lake Resort

Gorgeous Two Bedroom Apt Close to Disney 306 4721 @Storey Lake Resort

5.0 star property
Kissimmee
8.4 out of 10, Very good, (10)
"The complex was nice and very nice clean rooms, the water park was nice and huge. Definitely would visit again "
United States
Vernon
Gorgeous Two Bedroom Apt Close to Disney 306 4721 @Storey Lake Resort
Front of property
The Bear's Den Resort Orlando

The Bear's Den Resort Orlando

5.0 star property
Reunion
8.0 out of 10, Very good, (22)
"Great place , I recommend it to everyone."
United States
Jacqueline
The Bear's Den Resort Orlando
Water park
Gorgeous 2Bd Apto Close to Disney @ Storey Lake 404 3191

Gorgeous 2Bd Apto Close to Disney @ Storey Lake 404 3191

5.0 star property
Kissimmee
10.0 out of 10, Exceptional, (3)
"Fabulous apartment, great equipment as excellent location! We stayed for 11 nights in October visiting Disney 10 days and Kennedy Space Centre for a days. Parking was easy and there is a decent gym and nice water park on site. Flawless communiction throughout our stay. Would definately stay again!"
United Kingdom
Dean
Gorgeous 2Bd Apto Close to Disney @ Storey Lake 404 3191
Exterior
Stunning 2 Bd Condo Close to Disney 304 3191

Stunning 2 Bd Condo Close to Disney 304 3191

5.0 star property
Kissimmee
6.6 out of 10, (4)
"The Place Awesome it was a family trip we had great time my 2 kids love the Pool, the Lazy river. they love the hold place. places are not far from Condo. Great communication they always was checking if we needed anything it was great. Thank You "
United States
Gema
Stunning 2 Bd Condo Close to Disney 304 3191
2 outdoor pools, free pool cabanas, pool umbrellas
Luxurious 2 Bd Close to Disney @ Storey Lake 204 3131

Luxurious 2 Bd Close to Disney @ Storey Lake 204 3131

5.0 star property
Kissimmee
10.0 out of 10, Exceptional, (4)
"It was a clean and nice "
United States
Danielle
Luxurious 2 Bd Close to Disney @ Storey Lake 204 3131
Townhome, 4 Bedrooms | Private pool
Gorgeous 4 Bedroom w/ Pool Close to Disney 4836

Gorgeous 4 Bedroom w/ Pool Close to Disney 4836

5.0 star property
Kissimmee
9.2 out of 10, Wonderful, (13)
"Super clean and confortable. "
United States
Heralda
Gorgeous 4 Bedroom w/ Pool Close to Disney 4836
Water park
Gorgeous 4Bd with Pool @ Storey Lake Resort 4475

Gorgeous 4Bd with Pool @ Storey Lake Resort 4475

5.0 star property
Kissimmee
9.0 out of 10, Wonderful, (4)
Gorgeous 4Bd with Pool @ Storey Lake Resort 4475
Water park
Family Friendly 2 Bd Close to Disney @ Champions Gate 8899

Family Friendly 2 Bd Close to Disney @ Champions Gate 8899

5.0 star property
Davenport
8.6 out of 10, Excellent, (8)
"They kept in contact the whole time we stayed with them. They responded to any questions promptly."
United States
Tiffany
Family Friendly 2 Bd Close to Disney @ Champions Gate 8899
Water park
Splendid 5Bd Close to Disney at Storey Lake 4251

Splendid 5Bd Close to Disney at Storey Lake 4251

5.0 star property
Kissimmee
9.2 out of 10, Wonderful, (12)
"Home was great super clean and very cozy and comfortable. "
United States
Ubeiman
Splendid 5Bd Close to Disney at Storey Lake 4251
Water park
Marvelous 4Bd with Pool at Storey Lake Resort 2601

Marvelous 4Bd with Pool at Storey Lake Resort 2601

5.0 star property
Kissimmee
10.0 out of 10, Exceptional, (2)
Marvelous 4Bd with Pool at Storey Lake Resort 2601
Interior
Family Friendly 5 Bedrooms Home Close to Disney 4849

Family Friendly 5 Bedrooms Home Close to Disney 4849

5.0 star property
Kissimmee
8.8 out of 10, Excellent, (3)
"Everything was well clean and very easy access"
United States
Raquel
Family Friendly 5 Bedrooms Home Close to Disney 4849
Indoor pool, outdoor pool, pool loungers, lifeguards on site
5 Bedroom Single Family @ Storey Lake Resort Close to Disney 4759

5 Bedroom Single Family @ Storey Lake Resort Close to Disney 4759

5.0 star property
Kissimmee
10.0 out of 10, Exceptional, (2)
"Me encantó la propiedad, la comunicación que tuvieron conmigo en todo momento y el precio! Super recomendada!!! "
Mexico
Patricia
5 Bedroom Single Family @ Storey Lake Resort Close to Disney 4759
Exclusive House | Private pool
Marvelous 5Bd w/ Pool Close to Disney @ Storey Lake 2629

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

5.0 star property
Kissimmee
8.8 out of 10, Excellent, (3)
"Nice "
United States
Janismarie
Marvelous 5Bd w/ Pool Close to Disney @ Storey Lake 2629
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

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

DoubleTree by Hilton at the Entrance to Universal Orlando

5780 Major Blvd Orlando FL
The price is Rp1.486.926 per night from 15 Dec to 16 Dec
Rp1.486.926
Rp1.672.793 total
15 Dec - 16 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.
PoolSpaHot tubBreakfast includedWaterpark
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

How much does it cost to stay in a 5-star hotel in Oakland?
You can find various pricing options for 5-star hotels in Oakland on Expedia. How much you'll pay will depend on when you plan to travel, length of stay and other factors. Compare available accommodation for your desired dates and use our pricing and other filters to score the perfect luxury stay.

  • Search for the lowest price per night from Rp1.672.793

What makes a hotel 5 stars in Oakland?
In Oakland, a hotel needs to offer a specific amount of upscale conveniences to earn 5 stars. These can include on-site gyms, saunas and spas, gourmet restaurants, premium bedding, luxury bathroom products and more. What also sets 5-star hotels apart is their superior service. You'll enjoy things like concierge services, in-room massages and nightly turn-down services. Some may also offer additional touches like a welcome gift.
Are there any 5-star all-inclusive resorts in Oakland?
Find an upscale stay that includes your room, meals, activities and entertainment in Oakland with the help of Expedia's filters. Search for resorts with a 5-star rating and select the "All inclusive" filter. Have a look at what's included in the purchase price. This way, you can take full advantage of the premium perks on offer from the moment you step into the lobby.

Explore a world of travel with Expedia