Oakland, FL
Winter Garden
Things to do
Icon Park: SEA LIFE Aquarium, Madame Tussauds or The Orlando Eye Options
$34
per adult
92% of travellers recommend
Universal Orlando Resort Express Passes
$213
per traveler
80% of travellers recommend
Orlando: 7-D Dark Ride Entry Ticket
$12
per adult
90% of travellers recommend
WonderWorks All Access After Dark
$28
per traveler
90% of travellers recommend
Orlando: Polynesian Fire Luau with Dinner and Live Show
$75
per adult
92% of travellers recommend
Oakland Hotel Deals
Sheraton Vistana Resort Villas, Lake Buena Vista/Orlando
8800 Vistana Centre Dr Orlando FL
$137 nightly
The price is $154 total per night from Aug 15 to Aug 16
$154 total
Aug 15 - Aug 16
Total with taxes and 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! (6,217 reviews)
"Great stay, easy check in check out, fun activities for all ages. Main activity canter was moved to new location (another premises next door) while on this stay. Rooms where spacious and clean. Short driving distance to other park attractions nearby. Staff where friendly and helpful."
Reviewed on Jul 25, 2026
Rosen Inn Lake Buena Vista
8442 Palm Parkway Orlando FL
$62 nightly
The price is $70 total per night from Aug 19 to Aug 20
$70 total
Aug 19 - Aug 20
Total with taxes and fees
Book a stay at this family-friendly hotel in Orlando. Enjoy free WiFi, 2 outdoor pools, and breakfast (surcharge). Our guests praise the breakfast and the pool ...
8.6/10 Excellent! (5,887 reviews)
"I recommend to anyone that is looking for an affordable, clean, comfortable hotel. It is away from the busy traffic yet still close to the main attraction, quiet, clean property. We Will definitely be staying in rose inn when visiting Orlando again."
Reviewed on Jul 25, 2026
Universal's Cabana Bay Beach Resort
6550 Adventure Way Orlando FL
$150 nightly
The price is $169 total per night from Aug 3 to Aug 4
$169 total
Aug 3 - Aug 4
Total with taxes and 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! (7,329 reviews)
"We stayed in an interior family suite for 6 nights. For a family of four with two kids, there’s plenty of room. The beds and pillows are comfortable. Our youngest slept on the pull out sofa which he could handle, but I thought it was a little too firm for my liking. The room was very clean as was ..."
Reviewed on Jul 25, 2026
The Grove Resort & Water Park Orlando
14501 Grove Resort Avenue Winter Garden FL
$219 nightly
The price is $246 total per night from Aug 25 to Aug 26
$246 total
Aug 25 - Aug 26
Total with taxes and 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! (10,536 reviews)
"Awesome staff. Couldn’t do a late check out however they allowed us to stay on the property and use amenities until it was time to head to the airport. I thought that was smoove."
Reviewed on Jul 25, 2026
Wyndham I-Drive Avanti Resort & Conference Center
6515 International Drive Orlando FL
$73 nightly
The price is $82 total per night from Aug 24 to Aug 25
$82 total
Aug 24 - Aug 25
Total with taxes and fees
Book a stay at this business-friendly hotel in Orlando. Enjoy free WiFi, free parking, and private pools. Our guests praise the pool and the clean rooms in our ...
DoubleTree by Hilton at the Entrance to Universal Orlando
5780 Major Blvd Orlando FL
$96 nightly
The price is $108 total per night from Aug 9 to Aug 10
$108 total
Aug 9 - Aug 10
Total with taxes and 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 ...
8.6/10 Excellent! (6,979 reviews)
"Love"
Reviewed on Jul 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.
Where to stay in Oakland
Find the best Oakland areas and neighborhoods for the activities you enjoy most. Learn more about Oakland
Learn more about Oakland
Horizon West
While visiting Horizon West, you might make a stop by sights like Walt Disney World® Resort and Orange County National Golf Club.
Vista del Lago
While Vista del Lago isn't home to many top sights, Orange Lake Golf and Island H2O Live! are some notable places to visit nearby.
Photo by Shannon Maya
Open Photo by Shannon Maya
Downtown Winter Garden
While visiting Downtown Winter Garden, you might make a stop by sights like Winter Garden Art Association and West Orange Trail.
Killarney
If you're spending some time in Killarney, Oakland Nature Preserve and Johns Lake are top sights worth seeing.
Oakland, FL
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