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
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
Sheraton Vistana Resort Villas, Lake Buena Vista/Orlando
8800 Vistana Centre Dr Orlando FL
The price is NT$4,514 per night from Feb 24 to Feb 25
NT$4,514
NT$5,078 total
Feb 24 - Feb 25
includes taxes & fees
Book a stay at this family-friendly hotel 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! (4,632 reviews)
Our room was spacious and clean and comfortable.
Reviewed on 2026/2/18
The Grove Resort & Water Park Orlando
14501 Grove Resort Avenue Winter Garden FL
The price is NT$5,297 per night from Feb 22 to Feb 23
NT$5,297
NT$7,688 total
Feb 22 - Feb 23
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! (9,054 reviews)
Overall I was disappointed with the cleanliness of the resort. Our room had furniture that was chipped, scratched, and scuffed in both bedrooms and the living room. I did call the front desk to report this.There was dust on the furniture and all the pieces of furniture needed to be throughly wiped ...
Reviewed on 2026/2/18
DoubleTree by Hilton at the Entrance to Universal Orlando
5780 Major Blvd Orlando FL
The price is NT$4,395 per night from Mar 1 to Mar 2
NT$4,395
NT$4,944 total
Mar 1 - Mar 2
includes taxes & fees
Book a stay at this family-friendly hotel in Orlando. Enjoy free WiFi, 2 restaurants, and 2 bars/lounges. Our guests praise the pool and the helpful staff in ...
8.4/10 Very Good! (6,889 reviews)
bathroom was not flushing well towells worn out, the place needs a fix clean room
Reviewed on 2026/2/17
Universal's Cabana Bay Beach Resort
6550 Adventure Way Orlando FL
The price is NT$4,859 per night from Mar 2 to Mar 3
NT$4,859
NT$5,466 total
Mar 2 - Mar 3
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! (6,356 reviews)
This hotel has so much to offer. Restaurants, shops, bowling, arcade, pool, fire pits, free luggage storage, free shuttle to Universal Parks, and early park admission is included with stay. A bonus the room key is personalized with your name so it's a cool souvenir. Every staff member we encounted ...
Reviewed on 2026/2/18
DoubleTree by Hilton Hotel Orlando at SeaWorld
10100 International Drive Orlando FL
The price is NT$2,389 per night from Mar 8 to Mar 9
NT$2,389
NT$3,569 total
Mar 8 - Mar 9
includes taxes & fees
Book a stay at this family-friendly resort in Orlando. Enjoy free WiFi, 2 outdoor pools, and 2 restaurants. Our guests praise the breakfast and the pool in our ...
7.6/10 Good! (6,554 reviews)
At arrival the check in line was long and they do not swipe my card for incidentals nor asked for one. The next morning when I turned the TV on it had another persons name on it and I received an email cancellation. My stay also disappeared from my app. I went to the front desk only to wait in line ...
Reviewed on 2026/2/17
Vacation Village Orlando, Celebration
2975 Arabian Nights Blvd Kissimmee FL
The price is NT$2,666 per night from Mar 8 to Mar 9
NT$2,666
NT$3,810 total
Mar 8 - Mar 9
includes taxes & fees
Book a stay at this family-friendly condo in Kissimmee. Enjoy free WiFi, 7 outdoor pools, and 7 hot tubs. Our guests praise the helpful staff and the clean rooms ...
8.6/10 Excellent! (3,384 reviews)
Room was clean.
Reviewed on 2026/2/18
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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- Visit Black Jack Island
- Lakeridge Winery
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- Carter Family Bowl
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