Oakland, FL

Winter Garden

Photo by Gregg Yutko

Popular places to visit


Oakland Hotel Deals

DoubleTree by Hilton at the Entrance to Universal Orlando

DoubleTree by Hilton at the Entrance to Universal Orlando

4 out of 5
5780 Major Blvd, Orlando, FL
The price is NT$2,928 per night from Aug 17 to Aug 18
NT$2,928
NT$3,294 total
Aug 17 - Aug 18
includes taxes & fees
Stay at this 4-star family-friendly hotel in Orlando. Enjoy free WiFi, 2 restaurants, and 2 bars/lounges. Our guests praise the pool and the helpful staff in ...
8.2/10 Very Good! (6,514 reviews)
"Couple of restaurants you can walk to outside the hotel.."

Reviewed on 2025/8/8

DoubleTree by Hilton at the Entrance to Universal Orlando
Rosen Inn at Pointe Orlando

Rosen Inn at Pointe Orlando

3 out of 5
9000 International Drive, Orlando, FL
The price is NT$2,410 per night from Aug 11 to Aug 12
NT$2,410
NT$2,710 total
Aug 11 - Aug 12
includes taxes & fees
Stay at this 3-star family-friendly hotel in Orlando. Enjoy free WiFi, 3 outdoor pools, and 2 coffee shops/cafes. Our guests praise the pool and the helpful ...
8.4/10 Very Good! (4,743 reviews)
"Great"

Reviewed on 2025/8/7

Rosen Inn at Pointe Orlando
Marriott's Grande Vista

Marriott's Grande Vista

4 out of 5
5925 Avenida Vista, Orlando, FL
The price is NT$2,602 per night from Sep 1 to Sep 2
NT$2,602
NT$2,928 total
Sep 1 - Sep 2
includes taxes & fees
Stay at this 4-star spa hotel in Orlando. Enjoy free WiFi, 4 outdoor pools, and a full-service spa. Our guests praise the pool and the helpful staff in our reviews. ...
8.8/10 Excellent! (2,810 reviews)
The sofa bed is not a bed. Hard as a rock.
"If you need a pullout sofa for a child or adult to sleep on, do not stay at this hotel. None of us could sleep on the rock hard pullout couch. The hotel offered us a mattress pad to soften the rock hard mattress. It didn't help at all. We loved the room and the pools, but the pullout bed is not a ..."

Reviewed on 2025/8/9

Marriott's Grande Vista
Universal's Cabana Bay Beach Resort

Universal's Cabana Bay Beach Resort

3.5 out of 5
6550 Adventure Way, Orlando, FL
The price is NT$3,969 per night from Sep 3 to Sep 4
NT$3,969
NT$4,465 total
Sep 3 - Sep 4
includes taxes & fees
Stay at this 3.5-star family-friendly hotel in Orlando. Enjoy free WiFi, 2 outdoor pools, and 2 restaurants. Our guests praise the pool and the helpful staff ...
8.8/10 Excellent! (5,096 reviews)
"Overall great stay! Pools are awesome. Close to city walk and the Orlando airport."

Reviewed on 2025/8/9

Universal's Cabana Bay Beach Resort
Home2 Suites by Hilton Orlando at Flamingo Crossings

Home2 Suites by Hilton Orlando at Flamingo Crossings

3 out of 5
341 Flagler Ave, Winter Garden, FL
The price is NT$3,272 per night from Aug 19 to Aug 20
NT$3,272
NT$3,681 total
Aug 19 - Aug 20
includes taxes & fees
Stay at this 3-star business-friendly hotel in Winter Garden. Enjoy free breakfast, a free theme park shuttle, and a 24-hour fitness center. Our guests praise ...
9.2/10 Wonderful! (4,412 reviews)
"Parking should be free"

Reviewed on 2025/8/6

Home2 Suites by Hilton Orlando at Flamingo Crossings
Kompose Boutique Resort at Theme Parks

Kompose Boutique Resort at Theme Parks

3 out of 5
7491 W Irlo Bronson Memorial Hwy, Kissimmee, FL
The price is NT$1,721 per night from Aug 17 to Aug 18
NT$1,721
NT$2,313 total
Aug 17 - Aug 18
includes taxes & fees
Stay at this 3-star resort in Kissimmee. Enjoy free WiFi, 2 hot tubs, and 2 outdoor pickleball courts. Popular attractions Disney's Animal Kingdom® Theme Park ...
9.4/10 Exceptional! (959 reviews)
"Breakfast option was welcoming. Bathroom wasn't kids friendly. Due to ongoing upgrades on the grounds, there was too much noise filtering into the room."

Reviewed on 2025/8/8

Kompose Boutique Resort at Theme Parks
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

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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.

Killarney
Love this tiny town, just 20 minutes from Walt Disney World. Inside #PlantStreetMarket you’ll find multiple vendors including local food, honey, coffee and desserts, and #crookedcanbrewing #wintergarden #lifeatexpedia

Downtown Winter Garden

While visiting Downtown Winter Garden, you might make a stop by sights like West Orange Trail and Central Florida Railroad Museum.

Downtown Winter Garden
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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.

Vista del Lago


Oakland, FL