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
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.
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! (9,396 reviews)
I had a very disappointing experience with this hotel. I informed them in advance that I was arriving on an early flight and even called to confirm that I would arrive around 2 PM. They clearly told me that early check-in was not available and that check-in is at 4 PM. However, when I arrived at ...
Reviewed on 2026/4/5
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! (6,198 reviews)
Great location. Staff is very friendly. Close to many attractions.
Reviewed on 2026/4/5
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! (5,098 reviews)
Was able to check in early but room was dirty. Hair in the bathroom, dirty kitchen floor, pasta sauce on kitchen towel. Place could not handle volume. Pool was very crowded and pool chairs were extremely difficult to find. Signs everywhere saying to not hold chairs but even at 9am all the tables ...
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 12 to Apr 13
NT$2,744
NT$4,528 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! (3,409 reviews)
gets rooms service every 3 days. Amazing breakfast,pool was fun. Only problem is there is no laundry.
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! (6,549 reviews)
great property a little pricey for food but still a great stay
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! (6,106 reviews)
If I can rate this hotel, a zero I would have rated a zero, but you guys would not allow me to do it. I would never stay at Westgate resort and spa ever again in my life. I shouldn’t have to pay to use a waterpark that is being advertised as if it’s included in the nightly rates. This resort gets ...
Reviewed on 2026/4/5
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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