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.
Disney's Oak Trail Golf Course
Enjoy a round of golf in Winter Garden at Disney's Oak Trail Golf Course. Discover the top-notch restaurants and entertainment choices in this family-friendly area.
Oakland Hotel Deals
Sheraton Vistana Resort Villas, Lake Buena Vista/Orlando
8800 Vistana Centre Dr Orlando FL
The price is NT$4,230 per night from May 10 to May 11
NT$4,230
NT$4,759 total
May 10 - May 11
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! (5,326 reviews)
Clean rooms; plenty of
Reviewed on 2026/4/30
Universal's Cabana Bay Beach Resort
6550 Adventure Way Orlando FL
The price is NT$4,198 per night from May 31 to Jun 1
NT$4,198
NT$4,723 total
May 31 - Jun 1
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! (6,690 reviews)
Fabulous
Reviewed on 2026/4/29
The Grove Resort & Water Park Orlando
14501 Grove Resort Avenue Winter Garden FL
The price is NT$5,208 per night from May 14 to May 15
NT$5,208
NT$7,600 total
May 14 - May 15
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! (9,691 reviews)
The hallways were never vacuumed. The sliding door to the balcony was broken. The doors to the master bath wouldn’t close. The toilet in the second bath wouldn’t flush. No hand soap in the bathrooms. We had to ask for enough bath towels for each guest in the room multiple times. Mattresses are very ...
Reviewed on 2026/4/30
DoubleTree by Hilton at the Entrance to Universal Orlando
5780 Major Blvd Orlando FL
The price is NT$3,193 per night from May 31 to Jun 1
NT$3,193
NT$3,592 total
May 31 - Jun 1
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! (6,885 reviews)
The pool was wonderful and the room was very clean
Reviewed on 2026/4/29
Westgate Lakes Resort & Spa Universal Studios Area
9500 Turkey Lake Rd Orlando FL
The price is NT$3,078 per night from May 3 to May 4
NT$3,078
NT$4,528 total
May 3 - May 4
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! (6,291 reviews)
Fantastic property..I cant wait to return in a few months!
Reviewed on 2026/4/30
Rosen Inn at Pointe Orlando
9000 International Drive Orlando FL
The price is NT$3,693 per night from May 3 to May 4
NT$3,693
NT$4,154 total
May 3 - May 4
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! (6,431 reviews)
I don't eat breakfast
Reviewed on 2026/4/30
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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- Lakeridge Winery
- Lake Louisa State Park
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