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
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.
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
4.5/5(374 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.
Things to do
Icon Park: SEA LIFE Aquarium, Madame Tussauds or The Orlando Eye Options
￥4,219
per adult
92% of travellers recommend
Universal Orlando Resort Express Passes
￥23,076
per traveler
84% of travellers recommend
Universal Orlando Resort Theme Park Tickets
￥22,671
per adult
78% of travellers recommend
Walt Disney World® Resort Theme Park Tickets
￥30,038
per adult
Oakland Hotel Deals
The Grove Resort & Water Park Orlando
14501 Grove Resort Avenue Winter Garden FL
The price is ￥24,588 per night from Feb 25 to Feb 26
￥24,588
￥36,187 total
Feb 25 - Feb 26
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! (9,117 reviews)
Loved it here!
Reviewed on Feb 24, 2026
Sheraton Vistana Resort Villas, Lake Buena Vista/Orlando
8800 Vistana Centre Dr Orlando FL
The price is ￥20,289 per night from Mar 18 to Mar 19
￥20,289
￥22,824 total
Mar 18 - Mar 19
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! (4,697 reviews)
The room was in good condition, clean and a good supply of linens. It was very quiet and overall comfortable living conditions.
Reviewed on Feb 24, 2026
DoubleTree by Hilton at the Entrance to Universal Orlando
5780 Major Blvd Orlando FL
The price is ￥20,737 per night from Mar 22 to Mar 23
￥20,737
￥23,330 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! (6,918 reviews)
Clean room, friendly staff.
Reviewed on Feb 24, 2026
Vacation Village Orlando, Celebration
2975 Arabian Nights Blvd Kissimmee FL
The price is ￥12,400 per night from Mar 23 to Mar 24
￥12,400
￥17,941 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! (3,467 reviews)
great stay
Reviewed on Feb 24, 2026
Universal's Cabana Bay Beach Resort
6550 Adventure Way Orlando FL
Fully refundableReserve now, pay when you stay
The price is ￥22,732 per night from Mar 5 to Mar 6
￥22,732
￥25,573 total
Mar 5 - Mar 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! (6,404 reviews)
This place was even better than I imagined !! This is a real Florida vacation it was amazing
Reviewed on Feb 24, 2026
Marriott's Grande Vista
5925 Avenida Vista Orlando FL
The price is ￥22,144 per night from Mar 22 to Mar 23
￥22,144
￥24,911 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! (3,934 reviews)
Staff very helpful and friendly. Loved the security measures to property. Room very clean. Lots of activities and amenities.
Reviewed on Feb 24, 2026
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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