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 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.
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.
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.
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.
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.
Things to do
Walt Disney World® Resort Theme Park Tickets
￥29,522
per adult
Icon Park: SEA LIFE Aquarium, Madame Tussauds or The Orlando Eye Options
￥4,278
per adult
92% of travellers recommend
Universal Orlando Resort Express Passes
￥26,734
per traveler
80% of travellers recommend
Walt Disney World® Resort Disney After Hours
￥29,910
per adult
100% of travellers recommend
Oakland Hotel Deals
Sheraton Vistana Resort Villas, Lake Buena Vista/Orlando
8800 Vistana Centre Dr Orlando FL
The price is ￥23,681 per night from Jun 1 to Jun 2
￥23,681
￥26,642 total
Jun 1 - Jun 2
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! (5,585 reviews)
"This property is excellent in all areas, I will recommend to anyone. I will definitely be back for another visit soon."
Reviewed on May 26, 2026
Universal's Cabana Bay Beach Resort
6550 Adventure Way Orlando FL
The price is ￥23,840 per night from May 31 to Jun 1
￥23,840
￥26,820 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! (6,869 reviews)
"I love the retro vibe of the resort. The location is very convenient; located within walking distance using the walking pathway to City walk. Having volcano bay 2 minutes away was a bonus. The buses run regularly without much of a wait."
Reviewed on May 26, 2026
The Grove Resort & Water Park Orlando
14501 Grove Resort Avenue Winter Garden FL
The price is ￥26,859 per night from May 31 to Jun 1
￥26,859
￥38,978 total
May 31 - Jun 1
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! (10,000 reviews)
"Be"
Reviewed on May 26, 2026
B&B Hotel Orlando International Drive Near Universal - Newly Renovated!
6323 International Dr Orlando FL
The price is ￥12,838 per night from May 27 to May 28
￥12,838
￥14,443 total
May 27 - May 28
includes taxes & fees
Book a stay at this business-friendly hotel in Orlando. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the clean rooms in our reviews. ...
8.4/10 Very Good! (853 reviews)
"Clean room"
Reviewed on May 26, 2026
Buena Vista Suites Orlando
8203 World Center Dr Orlando FL
The price is ￥17,736 per night from Jun 11 to Jun 12
￥17,736
￥24,065 total
Jun 11 - Jun 12
includes taxes & fees
Book a stay at this family-friendly hotel in Orlando. Enjoy free breakfast, free parking, and 2 restaurants. Our guests praise the breakfast and the helpful ...
9.2/10 Wonderful! (2,303 reviews)
"The breakfast area was amazing! The people working there constantly asking if you were good and saying good morning! Very attentive. Everything was clean smelled amazing since you come into the hotel. Loved my stay will be coming back."
Reviewed on May 26, 2026
DASKK Orlando Hotel near Universal Blvd, an Ascend Collection Hotel
7400 Canada Ave Orlando FL
The price is ￥13,136 per night from Jun 1 to Jun 2
￥13,136
￥14,778 total
Jun 1 - Jun 2
includes taxes & fees
Book a stay at this business-friendly hotel in Orlando. Enjoy free breakfast, free WiFi, and a 24-hour fitness center. Popular attractions Universal’s Volcano ...
8.6/10 Excellent! (1,464 reviews)
"Very nice"
Reviewed on May 25, 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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