Photo by Gregg Yutko

Find 5 Star Hotels in Oakland, FL from AED 356

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Check availability on Oakland 5 Star Hotels

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

5.0 star property
9.2 out of 10, Wonderful, (223)
"Beautiful hotel! The pool is nice, the restaurants are good and the hotel itself is gorgeous. The fitness room is a dream. The only negative is that the Disney shuttle service sucks. "
The price is AED 1,466
AED 1,856 total
includes taxes & fees
9 Apr - 10 Apr
Waldorf Astoria Orlando - An Official Walt Disney World® Hotel

Conrad Orlando

5.0 star property
9.4 out of 10, Exceptional, (173)
"Beautiful property, amazing food"
The price is AED 1,557
AED 1,958 total
includes taxes & fees
4 Apr - 5 Apr
Conrad Orlando

Four Seasons Resort Orlando at WALT DISNEY WORLD® Resort

5.0 star property
9.6 out of 10, Exceptional, (829)
"This was the perfect hotel for us. Nice rooms and amenities, good dining options as well as a little gelataria. There's a beautiful pool and hot tub, but it does close early (8:00p) during the winter months. The property is in an upscale neighborhood that is very quiet. It was worth the 10-15 min drive to the different parks to have a nicer place to call hoke during our stay. You will have the 30 min early entry into the parks as a perk of staying at the four seasons, however it does not qualify...
The price is AED 4,536
AED 5,103 total
includes taxes & fees
13 Mar - 14 Mar
Four Seasons Resort Orlando at WALT DISNEY WORLD® Resort

The Ritz-Carlton Orlando, Grande Lakes

5.0 star property
9.2 out of 10, Wonderful, (1002)
"What a fabulously maintained property. Their spa is to die for!!! Every staff member I had the pleasure of meeting was incredibly respectful and polite to me. "
The price is AED 2,934
AED 3,529 total
includes taxes & fees
30 Mar - 31 Mar
The Ritz-Carlton Orlando, Grande Lakes

ette hotel

5.0 star property
9.8 out of 10, Exceptional, (273)
"Nice, clean boutique hotel. Close enough to theme park activities, but a great place to quietly relax and recuperate after a day of fun in the sun!! "
The price is AED 1,653
AED 1,877 total
includes taxes & fees
23 Mar - 24 Mar
ette hotel

Encore Resort and Water Park At Reunion by Rentyl

5.0 star property
8.4 out of 10, Very Good, (935)
"Property was beautiful. I did not care for all the extras $. for everything. I also didn’t care for the 1,000 damage deposit when there were things at the property that weren’t working well. Made me worry I would be charged. "
Encore Resort and Water Park At Reunion by Rentyl

The Bear's Den Resort Orlando

5.0 star property
8.0 out of 10, Very Good, (22)
"Great place , I recommend it to everyone."
The Bear's Den Resort Orlando

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

Splendid 5Bd Close to Disney at Storey Lake 4251

5.0 star property
9.6 out of 10, Exceptional, (8)
"Home was great super clean and very cozy and comfortable. "
Splendid 5Bd Close to Disney at Storey Lake 4251

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

5.0 star property
10.0 out of 10, Exceptional, (2)
"La piscine chauffée moyennant des frais valait la peine, car était chauffée parfaitement. La cuisine et salles de bains propres. Tapis au second étage pourrait laisser à désirer en fait de propreté. Pour un séjour de plus de 2 jours il faut prévoir des produits car ils ne sont pas fourni tel papier de toilette et essuie tout. "
Marvelous 5Bd w/ Pool Close to Disney @ Storey Lake 2629

Stunning 5Bd w/ Pool @ Windsor Island Resort 3814

5.0 star property
10.0 out of 10, Exceptional, (3)
"We loved being in a neighborhood with a waterpark and mini golf that was walkable! The house even had a pool! The kitchen was stocked with all the utensils necessary, which made cooking easy. Perfect location to many attractions. Plus you couldn’t beat the price for the space, with a large family. "
Stunning 5Bd w/ Pool @ Windsor Island Resort 3814

Deluxe 3 Bedroom Apartment Vista Cay Resort 404

5.0 star property
2.0 out of 10, (1)
"They just cancelled my trip without any notifications. When i spoke to the seller, it looks like they want you to book directly on their portal. Hotels.com should remove such postings"
Deluxe 3 Bedroom Apartment Vista Cay Resort 404

Margarita Porch Paradise

5.0 star property
10.0 out of 10, Exceptional, (2)
"The house was beautiful and comfortable for our family, we would have stayed longer! The resort is fun, plenty of stores and good restaurants. We will definitely come back. "
Margarita Porch Paradise

Gorgeous 4 Bd w/ Pool @ Storey Lake Resort 2653

5.0 star property
10.0 out of 10, Exceptional, (1)
"Everything was excellent. I like the property was really cozy and nice. The only thing I didn’t like was that more concerned about when you leaving?"
Gorgeous 4 Bd w/ Pool @ Storey Lake Resort 2653

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

5.0 star property
9.0 out of 10, Wonderful, (2)
"House was really good..but thermostat wasn't working at all..some part carpet was wet all time"
Fantastic Eight Bedrooms SF w/ Screened Pool at Storey Lake Resort 2887

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

5.0 star property
8.0 out of 10, Very Good, (4)
"The rooms were a bit dusty and the bathrooms could be a bit cleaner"
Themed 7 Bedroom Villa, 12 Min to Disney, Resort Access

5126 Compass Bay Resort Orlando 4Bedrooms Close to Disney

5.0 star property
8.4 out of 10, Very Good, (6)
"Excellent house only 10 mins from Disney. Nice gated community with a communal pool and child’s play area. The house was very clean and very comfortable. Would definitely stay there again."
5126 Compass Bay Resort Orlando 4Bedrooms Close to Disney

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

Wonderful 8Bd w/ Pool & GameRoom @ Encore 461

5.0 star property
5.0 out of 10, (2)
"Das erste und letzte Mal in dieser Unterkunft. 6 Tage (gesamte Zeit) kein warmes Wasser. Unsere Frauen mit langen Haaren konnten sich 6Tage nicht die Haare waschen. Das Haus war zudem nicht richtig sauber. Wie auch wenn das Putzen mit kalten Wasser durchgeführt wurde. Aus dem Haushaltsraum, zu dem wir kein Zutritt hatten, kam ein immer wiederkehrendes Piepen was im Zimmer nebenan zu unruhigen Nächten geführt hatte. Unsere Mails an dem Vermieter zu dem kalten Wasser wurde zwar beantwortet...
Wonderful 8Bd w/ Pool & GameRoom @ Encore 461

Gorgeous 2 Bedroom Apartment Close to Disney 305 3191

5.0 star property
8.8 out of 10, Excellent, (5)
"Great location, beautiful spacious apartment, comfortable beds/space. It was well appointed with kitchen items, bathroom, and laundry. The apartment floors were a little dirty and there really needed to be a fan in the 2nd bedroom. It was pretty stuffy in there with the thermometer limited to 72 at night. The AC unit was a little loud but cooled well. Unfortunately, the pool was too packed to enjoy, and the gym that didn't open until 9am was also packed. The gym was well appointed, and there...
Gorgeous 2 Bedroom Apartment Close to Disney 305 3191
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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.

Learn more about Oakland

At the Oakland Preserve. Nice Boardwalk plus an animal sanctuary
Photo by Gregg Yutko
Open Photo by Gregg Yutko

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 356

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.