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

Find 5 Star Hotels in Oakland, FL from ￥15,835

  • 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

Our top choices for Oakland 5-star hotels

A swimming pool with palm trees and umbrellas, surrounded by a building with a curved facade and multiple balconies.

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, (676 reviews)
"Very nice hotel in every way."
United States
John
The price is ￥53,374
￥68,943 total
includes taxes & fees
Nov 22 - Nov 23
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, (606 reviews)
"Wonderful stay, everything was as advertised!"
United States
YASIR
The price is ￥110,187
￥131,875 total
includes taxes & fees
Nov 22 - Nov 23
Conrad Orlando at Evermore
A poolside area with a wooden gazebo, lounge chairs, and a table.

3. The Ritz-Carlton Orlando, Grande Lakes

The Ritz-Carlton Orlando, Grande Lakes
5.0 star property
Orlando
9.2 out of 10, Wonderful, (1,002 reviews)
"Great hotel!"
United States
Teresa
The price is ￥78,927
￥98,582 total
includes taxes & fees
Oct 28 - Oct 29
The Ritz-Carlton Orlando, Grande Lakes
A hotel with a central courtyard, a reflective pool, and a large building with a prominent entrance.

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, (966 reviews)
"One of the best hotels I have ever stayed in. Absolutely superb."
United States
Caroline
The price is ￥222,229
￥260,684 total
includes taxes & fees
Nov 1 - Nov 2
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, (510 reviews)
"We had an amazing stay at Ette! Wonderful staff. Beautiful large rooms. Great amenities and perfect for the parks !"
United States
Manuel
The price is ￥56,150
￥63,731 total
includes taxes & fees
Oct 26 - Oct 27
ette hotel Orlando
A rectangular swimming pool with lounge chairs and palm trees.

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)
"Great time!"
United States
Kelly
The price is ￥40,186
￥130,047 total
includes taxes & fees
Oct 27 - Oct 28
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
9.0 out of 10, Wonderful, (719 reviews)
"The best"
United States
Carl
The price is ￥115,148
￥129,542 total
includes taxes & fees
Nov 4 - Nov 5
Disney's Beach Club Resort
A pool area with a wooden deck, rope ladder, and palm trees.

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
A residential area with a large swimming pool and a golf course.

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
Pool

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
5.6 out of 10, (4 reviews)
"The coffee pot was broke, we emailed about it and received a new one within a a few hours. The listing says water park access but you don’t get water park access. The dryer was broken and unable to be fixed during our stay. The company is very attentive to needs. I brought up something’s in the house that probably need evaluated and they said things need to be addressed at the beginning on the stay. (Things like the fridge seal not being great, broken can opener, broken pool chairs ) make sure...
United States
Bronte
Wonderful 8Bd w/ Pool & GameRoom @ Encore 461
An aerial view of a resort with multiple swimming pools, lounge areas, and palm trees.

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 pool area with a building featuring a red-tiled roof, columns, and outdoor seating.

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
10.0 out of 10, Exceptional, (7 reviews)
"Definitely booking again ❤️"
United States
Yolanda
Marvelous 4Bd with Pool at Storey Lake Resort 2601
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 ￥14,654 per night from Nov 16 to Nov 17
￥14,654
￥16,486 total
Nov 16 - Nov 17
includes taxes & fees
8.6/10 Excellent! (7,146 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?
How much you pay for a 5-star hotel in Oakland depends on factors such as when you plan to go and the length of your stay. A top tip for bagging an awesome deal? Use our pricing filters to compare the available hotels for your selected dates.

  • Search for the lowest price per night from ￥15,835

What makes a hotel 5 stars in Oakland?
Impeccable guest service is integral to every 5-star hotel in Oakland. From the moment you enter the lobby, staff cater to your every need, whether recommending activities and tours or providing in-room massage treatments. On top of that, hotels must offer upscale amenities to meet the standard for a 5-star rating. These can include luxury bath products, spas or saunas, swimming pools, gastronomic kitchens and knowledgeable concierge.
Are there any 5-star all-inclusive resorts in Oakland?
Find an indulgent retreat that includes your lodging, meals, bar and entertainment in Oakland with our handy filter tool. Search for hotels rated 5 stars and select the "All inclusive" filter. Double-check what's included in the price. This way, you're ready to take advantage of all the premium perks when you arrive.

Explore a world of travel with Expedia