Oakland, FL
Winter Garden
Things to do
Icon Park: SEA LIFE Aquarium, Madame Tussauds or The Orlando Eye Options
$31
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
88% 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
$135 nightly
The price is $152 total per night from Jul 19 to Jul 20
$152 total
Jul 19 - Jul 20
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! (5,930 reviews)
"Beautiful resort. Unfortunately the price for parking is per car per night and I thought it was in the price. No big deal though great resort"
Reviewed on Jun 28, 2026
DoubleTree by Hilton at the Entrance to Universal Orlando
5780 Major Blvd Orlando FL
$89 nightly
The price is $101 total per night from Jul 12 to Jul 13
$101 total
Jul 12 - Jul 13
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! (6,938 reviews)
"Perfect location!"
Reviewed on Jun 26, 2026
The Grove Resort & Water Park Orlando
14501 Grove Resort Avenue Winter Garden FL
$257 nightly
The price is $289 total per night from Jul 28 to Jul 29
$289 total
Jul 28 - Jul 29
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! (10,279 reviews)
"Nice rooms, with a big main living area and good sized bedrooms. We enjoyed the water park and the springs pool. Highly recommend $60 beach chair rental for the water park. The layout of the property is very confusing and it’s hard to navigate."
Reviewed on Jun 28, 2026
Universal's Cabana Bay Beach Resort
6550 Adventure Way Orlando FL
$150 nightly
The price is $169 total per night from Jun 30 to Jul 1
$169 total
Jun 30 - Jul 1
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! (7,076 reviews)
"The room was clean and we enjoyed having the small kitchen. The main complaint was the very uncomfortable beds (the mattresses definitely need to be replaced.) Also, the commode was so loud that my husband had to turn the water down so it wouldn’t wake up our grandchildren. We thoroughly enjoyed ..."
Reviewed on Jun 28, 2026
Kompose Boutique Resort at Theme Parks
7491 W Irlo Bronson Memorial Hwy Kissimmee FL
$66 nightly
The price is $75 total per night from Jun 30 to Jul 1
$75 total
Jun 30 - Jul 1
Total with taxes and 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! (4,609 reviews)
"Beautiful!!"
Reviewed on Jun 28, 2026
Walt Disney World Dolphin
1500 Epcot Resort Blvd Lake Buena Vista FL
$229 nightly
The price is $258 total per night from Jul 2 to Jul 3
$258 total
Jul 2 - Jul 3
Total with taxes and fees
Book a stay at this beach hotel in Lake Buena Vista. Enjoy free WiFi, 3 outdoor pools, and a full-service spa. Our guests praise the pool and the restaurant ...
9/10 Wonderful! (4,370 reviews)
"They provided good service. Room was clean. I would go back."
Reviewed on Jun 28, 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 looking for some top things to see and do in Killarney and surrounding area, you can visit Bella Collina Golf Club and Winter Garden Art Association.
Oakland, FL
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- Visit Pine Hills
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