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Find hotels in Oakland, Winter Garden from ￥11,654

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Discover 38,427 Oakland hotels and places to stay, with room rates, reviews, and availability. Most hotels are fully refundable.

Lobby
Margaritaville Resort Orlando
4.0 star property
8.8 out of 10, Excellent, (2996)
"Love Margaritaville! The best food and atmosphere. "
The price is ￥19,503
per night
May 28 - May 29
Margaritaville Resort Orlando
Interior
Margaritaville Resort Orlando Cottages by Rentyl
4.0 star property
8.8 out of 10, Excellent, (839)
"We stayed in one of the two bedroom villas. It actually had a third room with a bed as well (just no door) which was a nice surprise! The villa was incredibly clean, spacious and beautiful! It does have most of what you need but found a couple things could have been added such as a broom to sweep up after dinner etc. (we did call and ask for one, and they did deliver us a broom) and there were no dish cloths. Other than that, it had everything you need to cook etc. The property is huge,...
Margaritaville Resort Orlando Cottages by Rentyl
Property amenity
Disney's Animal Kingdom Lodge
4.5 star property
8.8 out of 10, Excellent, (1000)
"Love the lobby"
Disney's Animal Kingdom Lodge
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2 outdoor pools, open 8 AM to 10 PM, sun loungers
Holiday Inn Club Vacations Orlando Breeze Resort, an IHG Hotel
3.5 star property
9.4 out of 10, Exceptional, (328)
"Loved everything about it didn't want to leave."
The price is ￥18,553
per night
Jun 17 - Jun 18
Holiday Inn Club Vacations Orlando Breeze Resort, an IHG Hotel
Lobby
OYO Townhouse Orlando West
2.0 star property
6.6 out of 10, (1001)
"The workers are so nice and wonderful and easy to talk to! place is super quiet and the beds are super soft!"
The price is ￥11,654
per night
May 29 - May 30
OYO Townhouse Orlando West
Exterior
WoodSpring Suites Orlando West - Clermont
2.5 star property
5.0 out of 10, (619)
"I needed an inexpensive over night stay. This was pretty good for the price. It was clean and comfortable. Nothing fancy but I was only there to sleep. Fit the bill!"
The price is ￥14,296
per night
May 19 - May 20
WoodSpring Suites Orlando West - Clermont
Suite, 1 King Bed, Non Smoking | Premium bedding, desk, laptop workspace, blackout drapes
Hampton Inn & Suites Clermont
2.5 star property
9.2 out of 10, Wonderful, (606)
"Fast easy check in. Clean and updated rooms. "
The price is ￥20,110
per night
May 26 - May 27
Hampton Inn & Suites Clermont
Lobby lounge
Fairfield Inn & Suites Orlando Ocoee
2.5 star property
8.8 out of 10, Excellent, (577)
"I liked it. Felt safe for a single traveler. Accessible amenities which was great. Room was nice too. "
The price is ￥20,519
per night
Jun 10 - Jun 11
Fairfield Inn & Suites Orlando Ocoee
Exterior
The Grove Resort by ACO
3.0 star property
7.6 out of 10, Good, (7)
"When we got there the cleaning lady was seating on the sofa on the phone and told us that she was not done , she finished on the phone and left the bathroom super dirty, no shampoo or conditioner, I was there for 3 nights and the beds were never made or did not receive clean towels I go to the groove every year and this year I was impressed about how dirty the apartment .. but the apartment it’s very cute and comfortable , they just need to work on the cleaning "
The Grove Resort by ACO
Dining
Sleep Up To 54 At The Great Escape Parkside - 15 BR Game Themed Mansion!
Sleep Up To 54 At The Great Escape Parkside - 15 BR Game Themed Mansion!
City view from property
Edgewater Hotel
2.5 star property
9.4 out of 10, Exceptional, (272)
"Loved the breakfast area, the full breakfast, and the ability to sit and chat with others was great. Service from check-in to checkout was fantastic!"
The price is ￥20,378
per night
Jun 2 - Jun 3
Edgewater Hotel
A heated pool
Shuttle to Disney World + On-Site Water Park
Shuttle to Disney World + On-Site Water Park
Private kitchen
SPACIOUS, LOVELY THEMED HOME NEAR DISNEY
9.6 out of 10, Exceptional, (109)
"property was like the listing said. My great grandaughter really enjoyed the princes room. My great grandson also enjoyed his room. It had most everything we needed for our stay. we could not enjoy the pool due to the weather but it looked inviting. We will stay again."
SPACIOUS, LOVELY THEMED HOME NEAR DISNEY
Lobby
Disney's Animal Kingdom Villas - Jambo House
2.0 star property
Disney's Animal Kingdom Villas - Jambo House
Pool
DISNEY House - 8 GUESTS!+ FREE Resort! -35
DISNEY House - 8 GUESTS!+ FREE Resort! -35
Pool
Resort Condo w/ Balcony: 6 Mi to Magic Kingdom
9.2 out of 10, Wonderful, (53)
"Perfect stay. Roy was a great host. Excellent communication. Love this property. Tucked away but easy access to everything. Would definitely return."
Resort Condo w/ Balcony: 6 Mi to Magic Kingdom
Outdoor pool, a heated pool
"At Sea" Condo 15 Minutes from Disney
9.4 out of 10, Exceptional, (167)
"Decided to take the plunge and travel to Florida by myself! Enjoyed the time by myself as I could come and go as I pleased!"
"At Sea" Condo 15 Minutes from Disney
Exterior
Holiday home winter / summer
9.8 out of 10, Exceptional, (97)
"The location of the property was perfect. It is very close to Disney and other attractions and restaurants. However the home is located in a quiet neighborhood with easy access. The owner and host were very helpful and available if needed. The home was comfortable and a great place to relax. We would enjoy staying here again."
Holiday home winter / summer
Pool
Fabulous Award Winning Newly Renovated Condo 2+2 Near Disney 5 Stars!
9.6 out of 10, Exceptional, (99)
"A wonderful place to stay."
Fabulous Award Winning Newly Renovated Condo 2+2 Near Disney 5 Stars!
Outdoor pool
Orange Lake Resort - Holiday Inn Club Vacations
Orange Lake Resort - Holiday Inn Club Vacations
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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.

Oakland hotels information

Number of reviews
8,778
Accommodation
38,427 hotels
Lowest Price
￥11,654
Highest Price
￥20,519

Frequently asked questions

What's it like in Oakland?

Travelers will be sure to enjoy their time in Winter Garden's Oakland neighborhood. Consider a visit to Oakland Nature Preserve as part of your Oakland travel plans.

Where is the best place to stay in Oakland?

For your stay in Oakland, The Oak View Place.. is one of the top choices based on our traveler data.

How many hotels should I expect to find in the Oakland area?

Expedia has 5 Oakland hotels and other accommodations, and one might make a good home base for venturing out into the greater Winter Garden area.

If I need to cancel my hotel reservation in Oakland, will I receive a refund?

Yes, the majority of room reservations are refundable if you cancel before the hotel’s cancellation deadline, which is usually within 24-48 hours of your arrival date. If you booked a non-refundable reservation, it might still be possible to cancel it and receive a refund within 24 hours of booking. Enter dates in and click on "Search", then use the "fully refundable" filter to get the top deals on offer in Oakland.

Where can I learn more about changing or cancelling my trip to Oakland?

For more information about picking new dates or cancelling your trip to Oakland, go to https://www.expedia.com/service/.

What is there to do in this Winter Garden neighborhood?

Oakland Nature Preserve is an attraction you might want to check out while you're in Oakland. While you're out sightseeing in Winter Garden, be sure to visit other sights like Resurrection Catholic Church or Garden Theatre.

Recent reviews of Oakland hotels

Rosen Inn at Pointe Orlando

Rosen Inn at Pointe Orlando

5/5 Excellent
"Really enjoy coming here. Super quiet, never here anybody and the front desk staff are reall nice."
A verified traveler stayed at Rosen Inn at Pointe Orlando
Posted 15 hours ago
Rosen Inn at Pointe Orlando