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.
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! (9,495 reviews)
The pools and water park is nice for kids.
Reviewed on Apr 10, 2026
Sheraton Vistana Resort Villas, Lake Buena Vista/Orlando
8800 Vistana Centre Dr Orlando FL
The price is ￥24,528 per night from May 5 to May 6
￥24,528
￥27,594 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! (5,132 reviews)
Had trouble getting toilet tissue, took more than 4 phone calls and 5 hours. Also never saw in Expedia’s description that one has to pay 30.00 per night to park at their resort!! Was floored as we were told at check in that is was 30.00 total and when we received our bill it was per night!! Stayed ...
Reviewed on Apr 10, 2026
Kompose Boutique Resort at Theme Parks
7491 W Irlo Bronson Memorial Hwy Kissimmee FL
The price is ￥9,453 per night from Apr 14 to Apr 15
￥9,453
￥17,777 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! (3,500 reviews)
Todos muy bien limpios
Reviewed on Apr 11, 2026
Universal's Cabana Bay Beach Resort
6550 Adventure Way Orlando FL
Fully refundableReserve now, pay when you stay
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! (6,628 reviews)
It was Our second time there it was great
Reviewed on Apr 10, 2026
Rosen Inn at Pointe Orlando
9000 International Drive Orlando FL
The price is ￥15,308 per night from Apr 27 to Apr 28
￥15,308
￥17,222 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 ...
Westgate Lakes Resort & Spa Universal Studios Area
9500 Turkey Lake Rd Orlando FL
The price is ￥15,529 per night from Apr 26 to Apr 27
￥15,529
￥22,843 total
Apr 26 - Apr 27
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! (6,193 reviews)
I visited this resort during spring break week and had an amazing time. This resort was beautiful and very clean. The hospitality was great, everyone from the reservation desk, guest service desk to housekeeping were all so nice. They were happy to answer any questions that I had. The weather was ...
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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