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$5,018 per night from Apr 21 to Apr 22
NT$5,018
NT$7,410 total
Apr 21 - Apr 22
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! (9,351 reviews)
Absolutely loooove this property but it was driving me crazy that the tv guide sucked, the movies you can rent sucked and a very small selection. Went out my way to buy a iPhone adapter to mirror my phone to the tv and that didn’t work, then had to buy a fire stick to be able to watch TV. I stayed ...
Reviewed on 2026/3/31
Rosen Inn at Pointe Orlando
9000 International Drive Orlando FL
The price is NT$3,659 per night from Apr 28 to Apr 29
NT$3,659
NT$4,116 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! (6,182 reviews)
the breakfast was outstanding even though we had to pay for it. with the low cost of the room didnt mind the evtra expense.
Reviewed on 2026/3/31
Sheraton Vistana Resort Villas, Lake Buena Vista/Orlando
8800 Vistana Centre Dr Orlando FL
The price is NT$5,122 per night from Apr 26 to Apr 27
NT$5,122
NT$5,762 total
Apr 26 - Apr 27
includes taxes & fees
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! (5,057 reviews)
I booked at the Sheraton Vistana as an alternative to the highly overpriced rooms being offered for the conference I attended not far away. Not only was the room we stayed in at Sheraton Vistana a fraction of the price I would’ve paid to stay at the hotel the conference was being held, it was a much ...
Reviewed on 2026/3/31
Kompose Boutique Resort at Theme Parks
7491 W Irlo Bronson Memorial Hwy Kissimmee FL
The price is NT$2,749 per night from Apr 12 to Apr 13
NT$2,749
NT$4,536 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! (3,339 reviews)
Yes loved it and enjoyed it
Reviewed on 2026/3/31
Universal's Cabana Bay Beach Resort
6550 Adventure Way Orlando FL
The price is NT$4,258 per night from Apr 5 to Apr 6
NT$4,258
NT$4,790 total
Apr 5 - Apr 6
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! (6,515 reviews)
Clean room / Friendly staff and helpful. Pool great! Will definitely stay again
Reviewed on 2026/3/31
Westgate Lakes Resort & Spa Universal Studios Area
9500 Turkey Lake Rd Orlando FL
The price is NT$3,121 per night from Apr 26 to Apr 27
NT$3,121
NT$4,592 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! (6,071 reviews)
It was very good!
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
- Sanctuary Ridge Golf Club
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- Resurrection Catholic Church
- Visit Black Jack Island
- Lakeridge Winery
- Lake Louisa State Park
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- Visit Ferndale
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- Visit Azalea Park
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- Carter Family Bowl
- Visit Northeast Orlando
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- Oakland Nature Preserve
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- Visit Haines Creek
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- Bella Collina Golf Club
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