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$5,153 per night from May 5 to May 6
NT$5,153
NT$7,559 total
May 5 - May 6
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! (9,389 reviews)
Nice facility but could use general updates
Reviewed on 2026/4/4
Rosen Inn at Pointe Orlando
9000 International Drive Orlando FL
The price is NT$3,653 per night from Apr 28 to Apr 29
NT$3,653
NT$4,109 total
Apr 28 - Apr 29
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! (6,189 reviews)
AC wasn't working the first night. Was taken care of fairly promptly.
Reviewed on 2026/4/4
Sheraton Vistana Resort Villas, Lake Buena Vista/Orlando
8800 Vistana Centre Dr Orlando FL
The price is NT$4,602 per night from May 3 to May 4
NT$4,602
NT$5,177 total
May 3 - May 4
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! (5,093 reviews)
Rooms were nice size, big pools, multiple pools, activity centers closed kind of early but there is a lot of features like shuffleboard, basketball, volleyball, and putt putt to do on site. We heard the restaurants weren't the greatest so we didn't eat there, but that may just be a poor reference. ...
Reviewed on 2026/4/4
Kompose Boutique Resort at Theme Parks
7491 W Irlo Bronson Memorial Hwy Kissimmee FL
The price is NT$2,744 per night from Apr 13 to Apr 14
NT$2,744
NT$4,528 total
Apr 13 - Apr 14
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! (3,400 reviews)
Room and pool /lazy river were great . I wasn’t a fan of the hallways painted dark brown. Breakfast was decent but wasn’t refilled often
Reviewed on 2026/4/4
Universal's Cabana Bay Beach Resort
6550 Adventure Way Orlando FL
The price is NT$4,794 per night from Apr 19 to Apr 20
NT$4,794
NT$5,393 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! (6,547 reviews)
Everyone had a great time - the staff was very helpful and nice.
Reviewed on 2026/4/4
Westgate Lakes Resort & Spa Universal Studios Area
9500 Turkey Lake Rd Orlando FL
The price is NT$3,116 per night from Apr 26 to Apr 27
NT$3,116
NT$4,584 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! (6,099 reviews)
The pool areas were nice but over crowded. The food was good not great Nice young man named christian stopped us on our way out, just super friendly and gave us a ride with our luggage. The nicest employee, I encountered there although most of the staff was friendly.
Reviewed on 2026/4/4
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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