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.
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.
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.
Oakland Hotel Deals
The Grove Resort & Water Park Orlando
14501 Grove Resort Avenue Winter Garden FL
The price is NT$5,001 per night from Feb 26 to Feb 27
NT$5,001
NT$7,360 total
Feb 26 - Feb 27
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! (9,122 reviews)
Room and restaturant cleaning standards are subpar. We had sticky tables, and sticky light switches with candy or other substances. The market and hallways are all dirty and worn out. This place needs better housekeeping standards and upgrades.
Reviewed on 2026/2/25
Sheraton Vistana Resort Villas, Lake Buena Vista/Orlando
8800 Vistana Centre Dr Orlando FL
The price is NT$4,123 per night from Mar 22 to Mar 23
NT$4,123
NT$4,639 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! (4,706 reviews)
Enjoyed it very much!
Reviewed on 2026/2/25
DoubleTree by Hilton at the Entrance to Universal Orlando
5780 Major Blvd Orlando FL
The price is NT$4,215 per night from Mar 22 to Mar 23
NT$4,215
NT$4,742 total
Mar 22 - Mar 23
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! (6,924 reviews)
I've gotta start with the staff, they were super helpful. Rooms were clean, amenities were nice. I'd like to go back in warmer weather as it was too cold at night to use the pool and hang out by the pool
Reviewed on 2026/2/25
Vacation Village Orlando, Celebration
2975 Arabian Nights Blvd Kissimmee FL
Fully refundableReserve now, pay when you stay
The price is NT$2,520 per night from Mar 23 to Mar 24
NT$2,520
NT$3,646 total
Mar 23 - Mar 24
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! (3,471 reviews)
This is an OK place. the aptos are decente size and the beds were clean. the floors are cleaned in a way that is sticky if you are barefoot and the old dirt will stick to you foot.
Reviewed on 2026/2/25
Universal's Cabana Bay Beach Resort
6550 Adventure Way Orlando FL
The price is NT$4,714 per night from Mar 4 to Mar 5
NT$4,714
NT$5,304 total
Mar 4 - Mar 5
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! (6,411 reviews)
Excellent hotel love it
Reviewed on 2026/2/25
Marriott's Grande Vista
5925 Avenida Vista Orlando FL
The price is NT$4,501 per night from Mar 22 to Mar 23
NT$4,501
NT$5,063 total
Mar 22 - Mar 23
includes taxes & fees
Book a stay at this spa hotel in Orlando. Enjoy free WiFi, 4 outdoor pools, and a full-service spa. Our guests praise the pool and the helpful staff in our reviews. ...
9/10 Wonderful! (3,936 reviews)
Staff very helpful and friendly. Loved the security measures to property. Room very clean. Lots of activities and amenities.
Reviewed on 2026/2/24
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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