A calm lake with lily pads and reeds in the foreground, surrounded by trees and a cloudy sky.

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

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Check availability on Oakland 5 Star Hotels

Our top choices for Oakland 5-star hotels

A hotel with a swimming pool, lounge chairs, and palm trees.

1. Waldorf Astoria Orlando - An Official Walt Disney World® Hotel

Waldorf Astoria Orlando - An Official Walt Disney World® Hotel
5.0 star property
Orlando
9.4 out of 10, Exceptional, (685 reviews)
"Very nice hotel in every way."
United States
John
The price is Rp6.721.664
Rp8.582.662 total
includes taxes & fees
23 Nov - 24 Nov
Waldorf Astoria Orlando - An Official Walt Disney World® Hotel
A resort with multiple swimming pools, lounge areas, and a modern building with balconies.

2. Conrad Orlando at Evermore

Conrad Orlando at Evermore
5.0 star property
Orlando
9.6 out of 10, Exceptional, (618 reviews)
"A uniquely beautiful resort staffed by uniquely beautiful people. Excellent service, amazing amenities, one of a kind lagoon pool, and delicious food."
United States
Kelly
The price is Rp7.084.940
Rp8.882.508 total
includes taxes & fees
29 Nov - 30 Nov
Conrad Orlando at Evermore
A water park with multiple slides and a pool area surrounded by palm trees and a golf course.

3. The Ritz-Carlton Orlando, Grande Lakes

The Ritz-Carlton Orlando, Grande Lakes
5.0 star property
Orlando
9.2 out of 10, Wonderful, (1,008 reviews)
"Great hotel!"
United States
Teresa
The price is Rp8.697.001
Rp10.907.186 total
includes taxes & fees
29 Nov - 30 Nov
The Ritz-Carlton Orlando, Grande Lakes
A pool with a waterfall, surrounded by tropical vegetation and a stone bridge.

4. 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, (975 reviews)
"Amazing stay, beautiful property and grounds with an incredible water park complex."
United States
Benjamin
The price is Rp22.889.945
Rp26.982.321 total
includes taxes & fees
11 Dec - 12 Dec
Four Seasons Resort Orlando at WALT DISNEY WORLD® Resort
A pool area with lounge chairs and umbrellas, surrounded by tropical plants.

5. ette hotel Orlando

ette hotel Orlando
5.0 star property
Kissimmee
9.6 out of 10, Exceptional, (518 reviews)
"Great Services. Great hotel. Great atmosphere!"
United States
Wigberto
The price is Rp5.635.264
Rp6.396.025 total
includes taxes & fees
24 Nov - 25 Nov
ette hotel Orlando
Water park

6. 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, (1,001 reviews)
"A+ definitely staying with my family again."
United States
Jose
The price is Rp3.949.222
Rp14.163.950 total
includes taxes & fees
14 Dec - 15 Dec
Encore Resort and Water Park at Reunion by Rentyl
A resort with a large swimming pool, multiple buildings, and a well-lit outdoor area.

7. Disney's Beach Club Resort

Disney's Beach Club Resort
5.0 star property
Bay Lake
8.8 out of 10, Excellent, (721 reviews)
"The best"
United States
Carl
The price is Rp15.190.713
Rp17.089.553 total
includes taxes & fees
10 Dec - 11 Dec
Disney's Beach Club Resort
A pool with inflatable rings, lounge chairs, and a wooden deck with stairs.

8. 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, (5 reviews)
"Awesome pools. Family friendly."
United States
Nydia
Marvelous 5Bd w/ Pool Close to Disney @ Storey Lake 2629
A modern living room with a sofa, a TV mounted on the wall, and a balcony with glass doors.

9. Marvelous 3Bd w/ Pool Near Disney at Serenity 1536

Marvelous 3Bd w/ Pool Near Disney at Serenity 1536
5.0 star property
Clermont
9.6 out of 10, Exceptional, (10 reviews)
"Wonderful stay!"
Canada
Angela
Marvelous 3Bd w/ Pool Near Disney at Serenity 1536
A bedroom with a brick wall, a large bed with red bedding, two bedside lamps, a nightstand, a potted plant, and a red door.

10. Marvelous 4Bd Close to Disney w/ Pool at 313 Tuscan Hills

Marvelous 4Bd Close to Disney w/ Pool at 313 Tuscan Hills
5.0 star property
Tuscan Hills
9.0 out of 10, Wonderful, (10 reviews)
"Great stay"
United States
Tiffany
Marvelous 4Bd Close to Disney w/ Pool at 313 Tuscan Hills
An aerial view of a resort with a large swimming pool, water slides, and a mini-golf area.

11. Stunning 2 Bd Condo Close to Disney 304 3191

Stunning 2 Bd Condo Close to Disney 304 3191
5.0 star property
Kissimmee
5.0 out of 10, (6 reviews)
"Pools were filthy. The washer dryer combo did not work. Like a previous "
United States
Stephanie
Stunning 2 Bd Condo Close to Disney 304 3191
A swimming pool with a glass enclosure, surrounded by a patio area with a view of a residential building.

12. 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, (4 reviews)
"Looks just like photos, very nice and spacious. I would book again."
United States
Kimesha
5 Bedroom Single Family @ Storey Lake Resort Close to Disney 4759
A row of modern two-story houses with attached garages, well-maintained lawns, and a street lamp.

13. 5126 Compass Bay Resort Orlando 4Bedrooms Close to Disney

5126 Compass Bay Resort Orlando 4Bedrooms Close to Disney
5.0 star property
Kissimmee
8.0 out of 10, Very good, (10 reviews)
"My family and I truly enjoyed our stay. The team was friendly and communicated effectively the entire time. Will definitely stay again and recommend to others. "
United States
Ben-Jade
5126 Compass Bay Resort Orlando 4Bedrooms Close to Disney
An aerial view of a resort with multiple swimming pools, lounge areas, and palm trees.

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

Fantastic Eight Bedrooms SF w/ Screened Pool at Storey Lake Resort 2887
5.0 star property
Kissimmee
9.4 out of 10, Exceptional, (3 reviews)
"House was really good..but thermostat wasn't working at all..some part carpet was wet all time"
United States
Pareshkumar
Fantastic Eight Bedrooms SF w/ Screened Pool at Storey Lake Resort 2887
An aerial view of a resort with a large water park, multiple swimming pools, and a variety of recreational facilities.

15. 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, (11 reviews)
"Very roomy, clean and equipped apartment, worth for the money paid."
United States
Prasad
Gorgeous Two Bedroom Apt Close to Disney 306 4721 @Storey Lake Resort
A rectangular swimming pool with a tiled edge, surrounded by a brick patio. There are lounge chairs and a small table near the pool.

16. Wonderful 8Bd w/ Pool & GameRoom @ Encore 461

Wonderful 8Bd w/ Pool & GameRoom @ Encore 461
5.0 star property
Kissimmee
6.4 out of 10, (5 reviews)
"The communication was exceptional, before, during and after the stay. Friendly. Everything was like in the pictures. You got everything you need to make your stay as comfortable as your own home."
United States
Denise
Wonderful 8Bd w/ Pool & GameRoom @ Encore 461
An aerial view of a resort with a large swimming pool, palm trees, and a water slide.

17. 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
8.6 out of 10, Excellent, (8 reviews)
"The accommodation not only has a good equipment and location, but is also absolutely top and highly recommended. I will be very happy to book here again."
Germany
Thomas
Luxurious 2 Bd Close to Disney @ Storey Lake 204 3131
A modern indoor pool area with a dining setup and a view of the ocean.

18. The Ritz-Carlton Residences Orlando, Grande Lakes

The Ritz-Carlton Residences Orlando, Grande Lakes
5.0 star property
Orlando
The Ritz-Carlton Residences Orlando, Grande Lakes
A modern open-plan living area with a kitchen, grey leather sofas, a glass coffee table, and a ceiling fan.

19. Themed 7 Bedroom Villa, 12 Min to Disney, Resort Access

Themed 7 Bedroom Villa, 12 Min to Disney, Resort Access
5.0 star property
Kissimmee
8.0 out of 10, Very good, (4 reviews)
"The house was huge we had enough room for everyone I loved the theme rooms and it was quiet "
United States
Tameko
Themed 7 Bedroom Villa, 12 Min to Disney, Resort Access
A resort with multiple swimming pools, sun loungers, and palm trees.

20. Marvelous 4Bd with Pool at Storey Lake Resort 2601

Marvelous 4Bd with Pool at Storey Lake Resort 2601
5.0 star property
Kissimmee
9.0 out of 10, Wonderful, (8 reviews)
"Definitely booking again ❤️"
United States
Yolanda
Marvelous 4Bd with Pool at Storey Lake Resort 2601
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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 Rp1.681.505 per night from 29 Nov to 30 Nov
Rp1.681.505
Rp1.891.693 total
29 Nov - 30 Nov
includes taxes & fees
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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.

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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.

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