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Find 5 Star Hotels in Oakland, FL from AED97

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

Waldorf Astoria Orlando
5.0 star property
9.0 out of 10, Wonderful, (21)
"Check in was smooth, our room was fantastic! Our evening at Bull & Bear was exceptional. We thoroughly enjoyed our stay! "
The price is AED 1,172
AED 1,496 total
includes taxes & fees
23 Jun - 24 Jun
Waldorf Astoria Orlando
Conrad Orlando
5.0 star property
9.8 out of 10, Exceptional, (38)
"This place is amazing! The lagoon is breathtaking! We had a king family room and there was lots of space! Everything is new and updated and beautiful!"
The price is AED 1,458
AED 1,820 total
includes taxes & fees
17 Jun - 18 Jun
Conrad Orlando
Four Seasons Resort Orlando at WALT DISNEY WORLD® Resort
5.0 star property
9.6 out of 10, Exceptional, (782)
"We stayed at the four seasons for our family getaway and we dont know where to start from phenomenal resort. The staff were amazing service was above and beyond. Restaurants amazing and great food! Very family friendly and a very safe resort. We would definitely recommend."
The price is AED 3,691
AED 4,070 total
includes taxes & fees
23 Jun - 24 Jun
Four Seasons Resort Orlando at WALT DISNEY WORLD® Resort
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The Ritz-Carlton Orlando, Grande Lakes
5.0 star property
9.2 out of 10, Wonderful, (1002)
"Ester was an excellent host. "
The price is AED 1,465
AED 1,821 total
includes taxes & fees
21 Jun - 22 Jun
The Ritz-Carlton Orlando, Grande Lakes
Encore Resort at Reunion
5.0 star property
8.4 out of 10, Very Good, (739)
"Resort was nice "
Encore Resort at Reunion
Splendid 5Bd Close to Disney at Storey Lake 4251
5.0 star property
9.4 out of 10, Exceptional, (3)
"Excellent property . Really clean and lots of space. Really close to Disney and plenty of restaurants a short drive away. My only complaint is the communication for check in. I got message and phone call 30 mins before check in saying if I don't fill out check in form my booking would be cancelled. This really wasn't ideal as I was driving. After I did it I received so many text and emails to help with my stay. I was getting them from several different numbers. Then 3 hrs after checking out. 4...
Splendid 5Bd Close to Disney at Storey Lake 4251
The Bear's Den Resort Orlando
5.0 star property
7.6 out of 10, Good, (16)
"Great experience "
The Bear's Den Resort Orlando
Waterpark Near Disney - Luxury Townhome
5.0 star property
8.4 out of 10, Very Good, (13)
"This was definitely a nice place! "
Waterpark Near Disney - Luxury Townhome
Mickey's Terrace at Bahama Bay
5.0 star property
6.6 out of 10, (4)
"Pros: Kitchen and appliances sparkling upon arrival. Quiet section of the resort. Kitchen well appointed, although time to replace some of the cooking pans. Cons: Carpeting in poor shape. Needs to be replaced. Some plumbing issues (faucets dripping, guest bath shower control handle loose). "
Mickey's Terrace at Bahama Bay
Apartamento en Orlando Fl.
5.0 star property
2.0 out of 10, (1)
The price is AED 2,069
AED 2,288 total
includes taxes & fees
6 Jun - 7 Jun
Apartamento en Orlando Fl.
Family Vacation Home, Water Park, Endless Resort Amenities
5.0 star property
9.0 out of 10, Wonderful, (24)
"My entire family enjoyed our stay. The unit was spacious, comfortable, clean, and well equipped. The resort amenities kept the kids busy. The resort staff and security were friendly and helpful."
Family Vacation Home, Water Park, Endless Resort Amenities
Endless Summer at Margaritaville
5.0 star property
10.0 out of 10, Exceptional, (6)
"Property was clean and comfortable. Property manager was easy to communicate with answered any questions promptly."
Endless Summer at Margaritaville
House of Fun at Windsor Westside
5.0 star property
10.0 out of 10, Exceptional, (1)
"Very Nice. Great communication."
House of Fun at Windsor Westside
Chasing Adventures
5.0 star property
10.0 out of 10, Exceptional, (2)
"Very clean and roomy. Great location to Disney and lots of restaurants and stores. "
Chasing Adventures
The Good Life at Legacy Park
5.0 star property
10.0 out of 10, Exceptional, (2)
"The host were quick to respond and friendly. The house is beautiful and clean. I felt like we were at a five star hotel. Our girls loved it so much they rathered stay at the house instead of going to explore Florida. We will definitely book this place again!"
The Good Life at Legacy Park
5126 Compass Bay Resort Orlando 4Bedrooms Close to Disney
5.0 star property
5126 Compass Bay Resort Orlando 4Bedrooms Close to Disney
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
Up to Scale at Margaritaville
5.0 star property
10.0 out of 10, Exceptional, (1)
"Otima experiência. Localização excelente. Facil acesso aos parques da Disney. Proxima a supermercados, restaurantes, e lojas. A casa é muito congortavel e o Check in e check out muito faceis de realizar. Retornaremos com certeza."
Up to Scale at Margaritaville
House of Dreams at Windsor Westside
5.0 star property
8.0 out of 10, Very Good, (1)
"We travelled with 2 other couples making the total 6 adults. The property was very nice with lots of room to accommodate all 6 of us quite nicely. We all had our private bathroom which worked great. The pool right off the living room was a treat alter had to pay extra for the heat and believe me we needed it if you wanted to get in it in the evening, which we did. The kitchen was lovely and spacious with a large island and all the convenience we needed. There was multiple tv’s throughout the...
House of Dreams at Windsor Westside
4 Bedroom Townhouse, Resort, 15 Mins to Disney, Themed Rooms perfect for Kids
5.0 star property
6.0 out of 10, (4)
"One of the toilets was broken, a fan was broken and we weren’t left with anything to maintain the cleanliness of the home while we were there for two weeks. The location was great and it was a perfect size home for my family. "
4 Bedroom Townhouse, Resort, 15 Mins to Disney, Themed Rooms perfect for Kids

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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.

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.

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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.