Oakland, FL
Winter Garden
Things to do
Icon Park: SEA LIFE Aquarium, Madame Tussauds or The Orlando Eye Options
$27
per adult
92% of travellers recommend
Universal Orlando Resort Express Passes
$117
per traveler
80% of travellers recommend
Orlando: Jet Ski Rentals from Lake Buena Vista Area
$79
per adult
100% of travellers recommend
WonderWorks All Access After Dark
$28
per traveler
90% of travellers recommend
Orlando: 7-D Dark Ride Entry Ticket
$12
per adult
90% of travellers recommend
Oakland Hotel Deals
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! (5,938 reviews)
"love this place"
Reviewed on Aug 13, 2026
DoubleTree by Hilton at the Entrance to Universal Orlando
5780 Major Blvd Orlando FL
$78 nightly
The price is $88 total per night from Sep 1 to Sep 2
$88 total
Sep 1 - Sep 2
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 ...
Sheraton Vistana Resort Villas, Lake Buena Vista/Orlando
8800 Vistana Centre Dr Orlando FL
$123 nightly
The price is $139 total per night from Sep 7 to Sep 8
$139 total
Sep 7 - Sep 8
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! (6,439 reviews)
"Prop"
Reviewed on Aug 13, 2026
Universal's Cabana Bay Beach Resort
6550 Adventure Way Orlando FL
$150 nightly
The price is $169 total per night from Aug 19 to Aug 20
$169 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 2 restaurants. Our guests praise the pool and the helpful staff in ...
The Grove Resort & Water Park Orlando
14501 Grove Resort Avenue Winter Garden FL
$218 nightly
The price is $245 total per night from Aug 18 to Aug 19
$245 total
Aug 18 - Aug 19
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 ...
Walt Disney World Swan
1200 Epcot Resort Blvd Lake Buena Vista FL
$249 nightly
The price is $280 total per night from Aug 16 to Aug 17
$280 total
Aug 16 - Aug 17
Total with taxes and fees
Book a stay at this beach resort in Lake Buena Vista. Enjoy free WiFi, a private beach, and 3 hot tubs. Our guests praise the pool and the helpful staff in our ...
9.2/10 Wonderful! (2,239 reviews)
"The Walt Disney World Swan delivers a deluxe Disney vacation experience. Its prime location lets guests walk or take a boat to Epcot and Disney's Hollywood Studios, while offering top-tier amenities like the Grotto pool and official deluxe park perks. Location and Travel Walk to Epcot and Disney's ..."
Reviewed on Aug 12, 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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- Visit Pine Hills
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