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 family-friendly 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$4,495 per night from Apr 28 to Apr 29
NT$4,495
per night
Apr 28 - Apr 29
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! (9,357 reviews)
Everything about the Grove was wonderful! Will definitely stay there again.
Reviewed on 2026/4/1
Rosen Inn at Pointe Orlando
9000 International Drive Orlando FL
The price is NT$3,663 per night from Apr 28 to Apr 29
NT$3,663
per night
Apr 28 - Apr 29
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! (6,186 reviews)
The room was spacious and clean. Loved the location. Very close to restaurants and shops and just steps away from the beach.
Reviewed on 2026/4/1
Sheraton Vistana Resort Villas, Lake Buena Vista/Orlando
8800 Vistana Centre Dr Orlando FL
The price is NT$5,128 per night from Apr 26 to Apr 27
NT$5,128
per night
Apr 26 - Apr 27
Book a stay at this family-friendly condo in Orlando. Enjoy free WiFi, 6 outdoor pools, and 3 restaurants. Our guests praise the pool and the helpful staff in ...
9.2/10 Wonderful! (5,061 reviews)
Room was clean Only thing was the conditioner was empty, but that’s literally it, didn’t try the onsite food we used the kitchen it came with all the utensils and cooking were needed to make homemade meals, which was awesome! So many pool options, especially for young kids. They have free rentals ...
Reviewed on 2026/4/1
Kompose Boutique Resort at Theme Parks
7491 W Irlo Bronson Memorial Hwy Kissimmee FL
The price is NT$2,752 per night from Apr 12 to Apr 13
NT$2,752
per night
Apr 12 - Apr 13
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! (3,343 reviews)
This was LITERALLY the BEST place I've EVER been to. I also LOVE that it's pet-friendly and the pools are BEAUTIFUL.
Reviewed on 2026/3/31
Universal's Cabana Bay Beach Resort
6550 Adventure Way Orlando FL
The price is NT$4,263 per night from Apr 11 to Apr 12
NT$4,263
per night
Apr 11 - Apr 12
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! (6,527 reviews)
Great
Reviewed on 2026/4/1
Westgate Lakes Resort & Spa Universal Studios Area
9500 Turkey Lake Rd Orlando FL
The price is NT$3,125 per night from Apr 26 to Apr 27
NT$3,125
per night
Apr 26 - Apr 27
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! (6,075 reviews)
Multiple pools on site, water park should be included with stay and not an additional charge.
Reviewed on 2026/3/31
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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