Explore top 2026 5 Star Hotels in Oakland
Seize Your Someday with our amazing deals for the whole family!
Save an extra 10% or more on select hotels with Member Discounts
Access exclusive hotel deals, only with the Travelocity app
Check prices for these dates
Top Oakland 5 Star hotels
Waldorf Astoria Orlando - An Official Walt Disney World® Hotel
14200 Bonnet Creek Resort Lane Orlando FL
$466 nightly
The price is $524 total per night from Jan 25 to Jan 26
$524 total
Jan 25 - Jan 26
Total with taxes and fees
This luxury resort features a golf course, a full-service spa, and 12 restaurants. There's fun for all ages with a lazy river and a children's club, and families ...
9.2/10 Wonderful! (448 reviews)
Loved our stay here, it was quiet, clean and great dining options, would come back again!
Reviewed on Jan 17, 2026
Conrad Orlando at Evermore
1500 Eastbeach Way Orlando FL
Fully refundableReserve now, pay when you stay
$494 nightly
The price is $556 total per night from Feb 8 to Feb 9
$556 total
Feb 8 - Feb 9
Total with taxes and fees
This luxury resort features a private beach, a golf course, and a full-service spa. Relax with beach cabanas, sun loungers, and beach umbrellas. Bring the family ...
9.4/10 Exceptional! (361 reviews)
Clean room, nice staff, wonderful water activities
Reviewed on Jan 4, 2026
Four Seasons Resort Orlando at WALT DISNEY WORLD® Resort
10100 Dream Tree Blvd. Lake Buena Vista FL
Fully refundableReserve now, pay when you stay
$1,300 nightly
The price is $1,463 total per night from Jan 25 to Jan 26
$1,463 total
Jan 25 - Jan 26
Total with taxes and fees
This luxury resort features a golf course, free water park access, and a full-service spa. There's fun for all ages with a lazy river and a children's pool, ...
9.6/10 Exceptional! (879 reviews)
Great Hotel
Reviewed on Jan 11, 2026
The Ritz-Carlton Orlando, Grande Lakes
4012 Central Florida Parkway Orlando FL
Fully refundableReserve now, pay when you stay
$819 nightly
The price is $921 total per night from Feb 19 to Feb 20
$921 total
Feb 19 - Feb 20
Total with taxes and fees
This smoke-free hotel features a golf course, a full-service spa, and 7 restaurants. There's fun for all ages with a lazy river and a children's club, and families ...
9.2/10 Wonderful! (999 reviews)
Both restaurants and service is one of the best in the hotel .
Reviewed on Dec 28, 2025
ette hotel
3001 Sherberth Rd Kissimmee FL
Fully refundableReserve now, pay when you stay
$366 nightly
The price is $416 total per night from Feb 8 to Feb 9
$416 total
Feb 8 - Feb 9
Total with taxes and fees
A full-service spa, 2 restaurants, and an outdoor pool are all featured at this smoke-free hotel. Traveling on business? Take advantage of the 24-hour business ...
9.6/10 Exceptional! (393 reviews)
This is a unique property high end amenities comfortable beds and then there is the restaurant.
Reviewed on Jan 11, 2026
Encore Resort and Water Park at Reunion by Rentyl
7635 Fairfax Dr Kissimmee FL
Fully refundableReserve now, pay when you stay
$629 nightly
The price is $714 total per night from Feb 11 to Feb 12
$714 total
Feb 11 - Feb 12
Total with taxes and fees
This smoke-free resort features free water park access, a full-service spa, and 2 restaurants. There's fun for all ages with a free kid's club and a children's ...
8.2/10 Very Good! (1,003 reviews)
When we arrived we had a few issues with the house and pool. We addressed front desk and they went out of their way to make us very happy and made our trip even more enjoyable. Front desk was very welcoming and a pleasure to speak with. The water park was fun for the kids, the house we had was great, ...
Reviewed on Jan 12, 2026
Disney's Beach Club Resort
1800 Epcot Resort Blvd Lake Buena Vista FL
$517 nightly
The price is $581 total per night from Jan 22 to Jan 23
$581 total
Jan 22 - Jan 23
Total with taxes and fees
This luxury resort features 2 restaurants, 3 outdoor pools, and 3 hot tubs. There's fun for all ages with a children's pool and a theme park shuttle, and in-room ...
8.8/10 Excellent! (698 reviews)
Very nice place to stay in Disney World resort place for vacation which has shuttle buses for every where and walking distance to EPCOT. Wonderful experience there!
Reviewed on Dec 18, 2025
Gorgeous Two Bedroom Apt Close to Disney 306 4721 @Storey Lake Resort
4721 Clock Tower Drive Kissimmee FL
Free water park access and an outdoor pool are featured at this smoke-free condo. There's fun for all ages with a lazy river and a children's pool, and families ...
8.4/10 Very Good! (11 reviews)
Very roomy, clean and equipped apartment, worth for the money paid.
Reviewed on Jan 8, 2026
The Bear's Den Resort Orlando
7880 Nicklaus Clubhouse Lane Kissimmee FL
This smoke-free vacation home features a golf course, free water park access, and a restaurant. Enjoy the outdoor pool and perks like free self parking and free ...
Great place , I recommend it to everyone.
Reviewed on Jan 8, 2025
Gorgeous 2Bd Apto Close to Disney @ Storey Lake 404 3191
3191 Paradox Cir #404 Kissimmee FL
Free water park access and an outdoor pool are featured at this luxury apartment. There's fun for all ages with a lazy river and a children's pool, and families ...
8.4/10 Very Good! (5 reviews)
Parking was easy.
Reviewed on Dec 19, 2025
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.
Recent Oakland hotel reviews by fellow wanderers
Orlando International Drive North Hotel
5 out of 5
Posted 9 hours ago
Travelocity Verified Review
"location, amenities "
A verified traveler stayed at Orlando International Drive North Hotel
More ways to wander Oakland
Flights to Winter Garden
The best fares to get you there
Winter Garden Hotels
Winter Garden Vacation Rentals
Great Deals on Alternative Accommodations
Winter Garden Car Rentals
Affordable cars to get you around town
Winter Garden Vacations
Save more by combining flights, hotels and cars
Things to do in Winter Garden
Explore More Ways to Travel with Travelocity
- Visit Walt Disney World® Resort
- Hotels in Winter Garden
- Car rentals in Orlando
- Car rentals at Orlando Airport (MCO)
- Car rentals in Winter Garden
- Apartment in Winter Garden
- Hotels near Walt Disney World® Resort
- Flights to Orlando
- Flights to Florida
- Winter Garden vacation rentals
- Hotels in Orlando
- Hotels near Universal Studios Florida