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
4/5(6 reviews)
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
5/5(1 review)
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
4.5/5(25 reviews)
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
4.5/5(377 reviews)
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.
AdventHealth Winter Garden
Though AdventHealth Winter Garden might be what brings you to town, perhaps you'll have a chance to explore more of Winter Garden while you are here.
Oakland Hotel Deals
The Grove Resort & Water Park Orlando
14501 Grove Resort Avenue Winter Garden FL
The price is NT$5,687 per night from Apr 19 to Apr 20
NT$5,687
NT$8,150 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! (9,473 reviews)
The only thing good about this property is the rooms. They are spacious and clean.
Reviewed on 2026/4/9
Sheraton Vistana Resort Villas, Lake Buena Vista/Orlando
8800 Vistana Centre Dr Orlando FL
Fully refundableReserve now, pay when you stay
The price is NT$4,900 per night from May 5 to May 6
NT$4,900
NT$5,512 total
May 5 - May 6
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! (5,125 reviews)
Resort is fabulous! Villa we stayed in was VERY small. Bedroom had a king but you could barely fit your feet around it. Had a foul sewar smell. Companied. Everything else was great! Pool marketplace, restaurants bars etc.
Reviewed on 2026/4/9
Kompose Boutique Resort at Theme Parks
7491 W Irlo Bronson Memorial Hwy Kissimmee FL
The price is NT$1,804 per night from Apr 12 to Apr 13
NT$1,804
NT$3,456 total
Apr 12 - Apr 13
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! (3,483 reviews)
Coffee is not available all night. Staff seemed helpful, but were extremely busy so we left them alone. No microwave in the room.
Reviewed on 2026/4/9
Universal's Cabana Bay Beach Resort
6550 Adventure Way Orlando FL
The price is NT$4,766 per night from Apr 19 to Apr 20
NT$4,766
NT$5,362 total
Apr 19 - Apr 20
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! (6,608 reviews)
Nice stay especially with the bad weather.
Reviewed on 2026/4/9
Rosen Inn at Pointe Orlando
9000 International Drive Orlando FL
The price is NT$3,299 per night from Apr 21 to Apr 22
NT$3,299
NT$3,711 total
Apr 21 - Apr 22
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! (6,269 reviews)
Was really nice stay.
Reviewed on 2026/4/9
Westgate Lakes Resort & Spa Universal Studios Area
9500 Turkey Lake Rd Orlando FL
The price is NT$3,098 per night from Apr 27 to Apr 28
NT$3,098
NT$4,557 total
Apr 27 - Apr 28
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! (6,171 reviews)
Floors are dirty baseboards filthy. Very outdated
Reviewed on 2026/4/9
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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- Visit Maitland
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