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
Fully refundableReserve now, pay when you stay
The price is NT$4,118 per night from Mar 22 to Mar 23
NT$4,118
NT$4,633 total
Mar 22 - Mar 23
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! (4,641 reviews)
This was great place to stay,close to everything! bed was comfortable. The super pool was amazing.
Reviewed on 2026/2/18
The Grove Resort & Water Park Orlando
14501 Grove Resort Avenue Winter Garden FL
The price is NT$5,211 per night from Feb 22 to Feb 23
NT$5,211
NT$7,592 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! (9,062 reviews)
Wonderful resort
Reviewed on 2026/2/18
DoubleTree by Hilton at the Entrance to Universal Orlando
5780 Major Blvd Orlando FL
The price is NT$4,093 per night from Feb 25 to Feb 26
NT$4,093
NT$4,604 total
Feb 25 - Feb 26
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! (6,892 reviews)
Room was ok. Staff was good. Pool was freezing. The hot tub was very cold too
Reviewed on 2026/2/19
Universal's Cabana Bay Beach Resort
6550 Adventure Way Orlando FL
The price is NT$4,175 per night from Mar 19 to Mar 20
NT$4,175
NT$4,697 total
Mar 19 - Mar 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! (6,364 reviews)
This is a fantastic resort within easy walking distance of Universal Studios. The room was very large and included a very nicely laid out kitchenette. The pools at the facility are top flight and would be great for a family. There was plenty of easy parking in the check-in and checkout process was ...
Reviewed on 2026/2/19
DoubleTree by Hilton Hotel Orlando at SeaWorld
10100 International Drive Orlando FL
The price is NT$2,687 per night from Mar 8 to Mar 9
NT$2,687
NT$3,906 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! (6,563 reviews)
The room felt very dark, damp and dirty. Our bathroom floor was dirty and the water to the shower and sink smelled like sewer when you turned it on. We didn't get our room cleaned once during the 5 nights/4 days we were there. The lobby and pool area was nice and staff was friendly but I was very ...
Reviewed on 2026/2/19
Vacation Village Orlando, Celebration
2975 Arabian Nights Blvd Kissimmee FL
The price is NT$2,670 per night from Mar 8 to Mar 9
NT$2,670
NT$3,815 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! (3,393 reviews)
Everything! The place snd people were amazing!
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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