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.
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.
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! (5,584 reviews)
"Our stay was amazing just not long enough. We will definitely stay there again in the future."
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! (6,867 reviews)
"Todo super bueno lo mejor de todo el la entrada al parque de agua volcano queda dentro del hotel, las piscinas del hotel super buenas y en excelentes condiciones ,las habitaciones están en buen estado lo que recomendaría las luz del baño que las arreglen por lo menos en mi habitación 6646 , por lo ..."
Reviewed on May 25, 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! (9,994 reviews)
"Clean and food was delicious!"
Reviewed on May 26, 2026
B&B Hotel Orlando International Drive Near Universal - Newly Renovated!
6323 International Dr Orlando FL
The price is ￥11,555 per night from Jun 2 to Jun 3
￥11,555
￥12,999 total
Jun 2 - Jun 3
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! (852 reviews)
"Clean room, accesible free parking"
Reviewed on May 26, 2026
Buena Vista Suites Orlando
8203 World Center Dr Orlando FL
Fully refundableReserve now, pay when you stay
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! (2,302 reviews)
"Everything was great from check in to checkout. Clean, service was great, breakfast was great."
Reviewed on May 25, 2026
DASKK Orlando Hotel near Universal Blvd, an Ascend Collection Hotel
7400 Canada Ave Orlando FL
The price is ￥13,159 per night from Jun 2 to Jun 3
￥13,159
￥14,804 total
Jun 2 - Jun 3
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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