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.
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.
Oakland Hotel Deals
The Grove Resort & Water Park Orlando
14501 Grove Resort Avenue Winter Garden FL
The price is NT$5,517 per night from Apr 19 to Apr 20
NT$5,517
NT$7,960 total
Apr 19 - Apr 20
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! (9,484 reviews)
Dated decor, bathroom was not clean and the room furniture was very worn. I chose this location for the water features. They were decent. The food in the market was not tasty. I was disappointed overall
Reviewed on 2026/4/10
Sheraton Vistana Resort Villas, Lake Buena Vista/Orlando
8800 Vistana Centre Dr Orlando FL
The price is NT$4,900 per night from May 5 to May 6
NT$4,900
NT$5,512 total
May 5 - May 6
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! (5,129 reviews)
It’s our second time staying and everything is as nice as it was a few years ago. Beautiful facilities, convenient location, friendly staff and event more events planned. We had a great time staying.
Reviewed on 2026/4/10
Kompose Boutique Resort at Theme Parks
7491 W Irlo Bronson Memorial Hwy Kissimmee FL
The price is NT$1,804 per night from Apr 12 to Apr 13
NT$1,804
NT$3,456 total
Apr 12 - Apr 13
includes taxes & fees
Stay at this resort in Kissimmee. Enjoy free breakfast, free WiFi, and 2 hot tubs. Popular attractions Disney's Animal Kingdom® Theme Park and ESPN Wide World ...
9.4/10 Exceptional! (3,491 reviews)
Todo fue excelente limpieza habitaciones, el desayuno, el área de la piscina, si vas en familia es el lugar ideal y buena ubicación
Reviewed on 2026/4/10
Universal's Cabana Bay Beach Resort
6550 Adventure Way Orlando FL
The price is NT$4,773 per night from Apr 15 to Apr 16
NT$4,773
NT$5,369 total
Apr 15 - Apr 16
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! (6,617 reviews)
The staff wasn’t nice
Reviewed on 2026/4/10
Rosen Inn at Pointe Orlando
9000 International Drive Orlando FL
Fully refundableReserve now, pay when you stay
The price is NT$3,436 per night from Apr 27 to Apr 28
NT$3,436
NT$3,866 total
Apr 27 - Apr 28
includes taxes & fees
Book a stay at this family-friendly hotel in Orlando. Enjoy free WiFi, 3 outdoor pools, and 2 coffee shops/cafes. Our guests praise the pool and the helpful ...
8.6/10 Excellent! (6,276 reviews)
Room was clean, beds comfortable We had an issue with hot water as a pipe had burst in hotel grounds, so unable to shower etc, Absolutely no contact from management for an explanation, I rang reception to be informed they were aware & an engineer was working on it, after approx 15 hrs our water came ...
Reviewed on 2026/4/10
Westgate Lakes Resort & Spa Universal Studios Area
9500 Turkey Lake Rd Orlando FL
The price is NT$3,102 per night from Apr 26 to Apr 27
NT$3,102
NT$4,564 total
Apr 26 - Apr 27
includes taxes & fees
Book a stay at this spa hotel in Orlando. Enjoy free parking, 7 outdoor pools, and a full-service spa. Our guests praise the pool and the helpful staff in our ...
8.4/10 Very Good! (6,179 reviews)
Room and hallway can stand some updates my room smelled sour, bed was comfy but walls slightly dirty and paint needs to be updated
Reviewed on 2026/4/10
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
- Sanctuary Ridge Golf Club
- Visit Golden Oak
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- Visit Fern Park
- Visit Oak Ridge
- Resurrection Catholic Church
- Visit Black Jack Island
- Lakeridge Winery
- Lake Louisa State Park
- Hancock Park
- Visit Ferndale
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- Visit Central Florida
- Gotha Vacations
- Kings Ridge Golf Club
- Forest Lake Golf Club
- Visit Azalea Park
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- Clermont Regal Shopping Center
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- Visit International Drive District
- Visit Sky Lake
- Carter Family Bowl
- Visit Northeast Orlando
- Visit Southchase
- Universal Studios Florida
- Visit Eatonville
- Universal CityWalk
- Walt Disney World® Resort
- Visit Tangelo Park
- Visit Pine Hills
- Visit Englewood Park
- Oakland Nature Preserve
- Universal’s Islands of Adventure
- Visit Haines Creek
- Visit Howey-in-the-Hills
- Bella Collina Golf Club
- Visit Orlovista
- Clermont Historic Village Museum
- Visit Downtown Orlando
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