Photo by Gregg Yutko

Find 5 Star Hotels in Oakland, FL from AED 291

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Compare Oakland 5 Star Hotels with updated room rates, reviews, and availability. Most hotels are fully refundable.

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

Waldorf Astoria Orlando - An Official Walt Disney World® Hotel

5.0 star property
9.2 out of 10, Wonderful, (170)
"We had a great time!"
The price is AED 1,319
AED 1,691 total
includes taxes & fees
5 Jan - 6 January 2025
Waldorf Astoria Orlando - An Official Walt Disney World® Hotel
Four Seasons Resort Orlando at WALT DISNEY WORLD® Resort
Water park

Four Seasons Resort Orlando at WALT DISNEY WORLD® Resort

5.0 star property
9.6 out of 10, Exceptional, (812)
"The best property we have stayed at within continental United States!"
The price is AED 3,655
AED 4,111 total
includes taxes & fees
5 Jan - 6 January 2025
Four Seasons Resort Orlando at WALT DISNEY WORLD® Resort
Conrad Orlando
Exterior

Conrad Orlando

5.0 star property
9.4 out of 10, Exceptional, (150)
"Great service, great rooms, clean- would highly recommend! "
The price is AED 1,513
AED 1,909 total
includes taxes & fees
6 Jan - 7 January 2025
Conrad Orlando
The Ritz-Carlton Orlando, Grande Lakes
Living room

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 AED 2,347
AED 2,859 total
includes taxes & fees
11 Jan - 12 January 2025
The Ritz-Carlton Orlando, Grande Lakes
ette hotel
Pool

ette hotel

5.0 star property
9.8 out of 10, Exceptional, (239)
"The stay at the ette hotel was incredible. The hotel is very clean and the staff is extremely polite and helpful. The Michelin star restaurant at the lobby is also a 10/10 the food was incredible. DON'T stay in Disney hotels!! Stay here instead!"
The price is AED 1,650
AED 1,872 total
includes taxes & fees
1 Jan - 2 January 2025
ette hotel
Encore Resort at Reunion
Water park

Encore Resort at Reunion

5.0 star property
8.4 out of 10, Very Good, (898)
"I would highly recommend this place "
Encore Resort at Reunion
The Bear's Den Resort Orlando
Front of property

The Bear's Den Resort Orlando

5.0 star property
7.6 out of 10, Good, (20)
"Check-in and check-out were easy. The staff was very accommodating. The home is stunningly beautiful and clean. We loved every moment of our stay and will return!"
The Bear's Den Resort Orlando
Splendid 5Bd Close to Disney at Storey Lake 4251
Outdoor pool

Splendid 5Bd Close to Disney at Storey Lake 4251

5.0 star property
9.2 out of 10, Wonderful, (5)
"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
Family Friendly Four Bedroom w GameRoom @Disney 5145
Room

Family Friendly Four Bedroom w GameRoom @Disney 5145

5.0 star property
10.0 out of 10, Exceptional, (3)
"It was fantastic!"
Family Friendly Four Bedroom w GameRoom @Disney 5145
Stunning 5Bd w/ Pool @ Windsor Island Resort 3814
Front of property

Stunning 5Bd w/ Pool @ Windsor Island Resort 3814

5.0 star property
Stunning 5Bd w/ Pool @ Windsor Island Resort 3814
5 Bedroom Single Family @ Storey Lake Resort Close to Disney 4759
Living room

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

5.0 star property
10.0 out of 10, Exceptional, (1)
5 Bedroom Single Family @ Storey Lake Resort Close to Disney 4759
Gorgeous 4 Bedroom w/ Pool Close to Disney 4836
Pool

Gorgeous 4 Bedroom w/ Pool Close to Disney 4836

5.0 star property
9.2 out of 10, Wonderful, (7)
"Everything was great, They stayed in constant communication with me but I never needed anything. The only problem was the walls were pretty dirty and damaged needed to be painted orher than that all was great for our girls weekend. I would stay again."
Gorgeous 4 Bedroom w/ Pool Close to Disney 4836
Gorgeous 4Bd with Pool @ Storey Lake Resort 4475
Private pool

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
Family Friendly 2 Bd Close to Disney @ Champions Gate 8899
Room

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
Luxurious 2 Bd Close to Disney @ Storey Lake 204 3131
Pool

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
Marvelous 3Bd w/ Pool Near Disney at Serenity 1536
Private pool

Marvelous 3Bd w/ Pool Near Disney at Serenity 1536

5.0 star property
8.8 out of 10, Excellent, (3)
"Good expiriences"
Marvelous 3Bd w/ Pool Near Disney at Serenity 1536
Free Resort Access 4 Bedroom Near Disney with Themed Rooms
Pool

Free Resort Access 4 Bedroom Near Disney with Themed Rooms

5.0 star property
9.2 out of 10, Wonderful, (31)
"Perfect location for 192, All Disney and Universal. 20 mins max. Pool fab, local restaurants and services perfect. Easy slept 2 families. Good facilities throughout the Villa. "
Free Resort Access 4 Bedroom Near Disney with Themed Rooms
Family Vacation Home, Water Park+Endless Amenities
Outdoor pool

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
Luxury 8Bd with Pool @ Sonoma Resort 2639
Pool

Luxury 8Bd with Pool @ Sonoma Resort 2639

5.0 star property
2.0 out of 10, (1)
"The property had 8 bedrooms, only 2 were king size. All the beds are so low to the ground. The refrigerator was broken. The coffee table was broken. They charge a massive deposit. Then they send you an email after check out that they deducted money from your deposit and say that you have things damaged. I called the first day to tell them the defects and no one response. I wonder never recommend this place. "
Luxury 8Bd with Pool @ Sonoma Resort 2639
The Ritz-Carlton Residences Orlando, Grande Lakes
Exterior

The Ritz-Carlton Residences Orlando, Grande Lakes

5.0 star property
The Ritz-Carlton Residences Orlando, Grande Lakes
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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.
Avanti International Resort

Avanti International Resort

8738 International Dr, Orlando, FL
The price is AED 327 per night from Dec 23 to Dec 24
AED 327
AED 443 total
includes taxes & fees
23 Dec - 24 Dec
7.8/10 Good! (3,015 reviews)
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Frequently asked questions

How much does it cost to stay in a 5-star hotel in Oakland?
You’ll find various pricing options for a 5-star hotel in Oakland on Expedia. The amount you pay will depend on when you want to travel, length of stay and other factors. Compare all of the available properties for your desired dates and make use of our pricing and other filters to land the perfect high-end stay.

  • Search for the lowest price per night from AED 291

What makes a hotel 5 stars in Oakland?
In Oakland, a hotel needs to provide a specific amount of high-end conveniences to earn 5 stars. These can include on-site gyms, gourmet restaurants, saunas and spas, premium bedding, luxury bathroom products and more. What also sets 5-star hotels apart is their exceptional standard of service. You’ll enjoy things like concierge services, nightly turn-down services and in-room massage. Some may also offer extra touches like welcome gifts.
Are there any 5-star all-inclusive resorts in Oakland?
Find a luxurious escape that includes your room, meals, drinks and entertainment in Oakland with Expedia’s filters. Search for hotels rated 5 stars and click on the “All inclusive” filter. Double-check what’s included in the purchase price. That way, you’re ready to take advantage of the premium perks on offer when you get there.
Are there any 5-star vacation rentals in Oakland?
You won’t find any 5-star vacation rentals in Oakland on our site, but there are some other top-rated options worth checking out. Scan through our vacation rentals in Oakland to find the ideal place for your getaway.