Oakland, FL
Winter Garden
Popular places to visit
Flamingo Crossings Town Center
You can do some window-shopping at Flamingo Crossings Town Center during your visit to Winter Garden. Discover the top-notch restaurants and entertainment choices in this walkable area.
Disney's Magnolia Golf Course
Enjoy a round of golf in Winter Garden at Disney's Magnolia Golf Course. Discover the top-notch restaurants and entertainment choices in this family-friendly area.
Disney's Palm Golf Course
Enjoy a round of golf in Winter Garden at Disney's Palm Golf Course. Discover the top-notch restaurants and entertainment choices in this family-friendly area.
Orange County National Golf Club
Enjoy a round of golf in Winter Garden at Orange County National Golf Club. Amble around this family-friendly area's lakeside or experience its entertainment choices.
Surfari Water Park
Enjoy a fun-filled day at Surfari Water Park as part of your trip to Four Corners. Make time for the shops and golf courses in this family-friendly area.
Disney's Oak Trail Golf Course
Enjoy a round of golf in Winter Garden at Disney's Oak Trail Golf Course. Discover the top-notch restaurants and entertainment choices in this family-friendly area.
Things to do
Icon Park: SEA LIFE Aquarium, Madame Tussauds or The Orlando Eye Options
￥4,327
per adult
92% of travellers recommend
Universal Orlando Resort Express Passes
￥47,320
per traveler
78% of travellers recommend
Walt Disney World® Resort Disney After Hours
￥30,252
per adult
Universal Orlando Resort Theme Park Tickets
￥30,769
per adult
78% of travellers recommend
Oakland Hotel Deals
The Grove Resort & Water Park Orlando
14501 Grove Resort Avenue Winter Garden FL
The price is ￥27,614 per night from Apr 19 to Apr 20
￥27,614
￥39,845 total
Apr 19 - Apr 20
includes taxes & fees
Book a stay at this family-friendly resort in Four Corners. Enjoy free WiFi, 6 outdoor pools, and 3 restaurants. Our guests praise the pool and the helpful staff ...
8/10 Very Good! (9,504 reviews)
Very kid friendly, very nice place wish the room was cleaner.. specially the floors and bathrooms. The sink in the bathroom clogged had to use the other sink the whole time.
Reviewed on Apr 11, 2026
Sheraton Vistana Resort Villas, Lake Buena Vista/Orlando
8800 Vistana Centre Dr Orlando FL
The price is ￥24,528 per night from May 4 to May 5
￥24,528
￥27,594 total
May 4 - May 5
includes taxes & fees
Book a stay at this family-friendly aparthotel in Orlando. Enjoy free WiFi, 6 outdoor pools, and 3 restaurants. Our guests praise the pool and the helpful staff ...
9.2/10 Wonderful! (5,143 reviews)
Rooms and surrounding areas clean n well kept. Lots of options for all in party. Kids loved Amenity cntr n pools. Only issue we had was signage hard to read at night and we spent more time driving around getting lost. Will def stay again!
Reviewed on Apr 11, 2026
Kompose Boutique Resort at Theme Parks
7491 W Irlo Bronson Memorial Hwy Kissimmee FL
The price is ￥9,032 per night from Apr 14 to Apr 15
￥9,032
￥17,300 total
Apr 14 - Apr 15
includes taxes & fees
Stay at this resort in Kissimmee. Enjoy free breakfast, free WiFi, and 2 hot tubs. Popular attractions Disney's Animal Kingdom® Theme Park and ESPN Wide World ...
9.4/10 Exceptional! (3,508 reviews)
Great place to stay
Reviewed on Apr 11, 2026
Universal's Cabana Bay Beach Resort
6550 Adventure Way Orlando FL
The price is ￥21,183 per night from May 10 to May 11
￥21,183
￥23,832 total
May 10 - May 11
includes taxes & fees
Book a stay at this family-friendly hotel in Orlando. Enjoy free WiFi, 2 outdoor pools, and 2 restaurants. Our guests praise the pool and the helpful staff in ...
9/10 Wonderful! (6,640 reviews)
Friendly staff, clean room, nice hotel
Reviewed on Apr 11, 2026
Rosen Inn at Pointe Orlando
9000 International Drive Orlando FL
The price is ￥14,941 per night from Apr 27 to Apr 28
￥14,941
￥16,810 total
Apr 27 - Apr 28
includes taxes & fees
Book a stay at this family-friendly hotel in Orlando. Enjoy free WiFi, 3 outdoor pools, and 2 coffee shops/cafes. Our guests praise the pool and the helpful ...
8.6/10 Excellent! (6,288 reviews)
This was a very good value. Unfortunately, our room was on the backside near I four which got a little loud at times, but the room was nice, updated and clean, and the beds very comfortable. Staff was great, and the breakfast bar was simply amazing. If I could give it 4 1/2 stars, I certainly feel ...
Reviewed on Apr 11, 2026
Westgate Lakes Resort & Spa Universal Studios Area
9500 Turkey Lake Rd Orlando FL
The price is ￥15,529 per night from Apr 28 to Apr 29
￥15,529
￥22,843 total
Apr 28 - Apr 29
includes taxes & fees
Book a stay at this spa hotel in Orlando. Enjoy free parking, 7 outdoor pools, and a full-service spa. Our guests praise the pool and the helpful staff in our ...
8.4/10 Very Good! (6,212 reviews)
Did not get to tour the water park area or any pools due to weather but trying to sleep in the room was impossible unless you wake up at 5 am. You could hear everything from the main hallway in echo. Doors slamming, people yelling down the hall. It was horrible. No luggage carts to be found and the ...
Reviewed on Apr 11, 2026
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.
Other neighborhoods around Oakland
Killarney
If you're looking for some top things to see and do in Killarney and surrounding area, you can visit Bella Collina Golf Club and West Orange Trail.
Downtown Winter Garden
While visiting Downtown Winter Garden, you might make a stop by sights like West Orange Trail and Central Florida Railroad Museum.
Oakland, FL
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