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Oakland Hotels, Winter Garden

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May 15 - May 16
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May 17 - May 19
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38318 Cheap Hotels in Oakland - Specials, Reviews, & Last Minute Deals

Margaritaville Resort Orlando
Lobby
Margaritaville Resort Orlando
4.0 star property
8.8 out of 10, Excellent, (2992)
"Love Margaritaville! The best food and atmosphere. "
The price is NZ$337
includes taxes & fees
16 May - 17 May
Margaritaville Resort Orlando
Margaritaville Resort Orlando Cottages by Rentyl
Interior
Margaritaville Resort Orlando Cottages by Rentyl
4.0 star property
8.8 out of 10, Excellent, (833)
"The property was very nice but we had no idea what layout we would be getting until we arrived which made it hard to plan. The villa did not come with the frozen drink machine it was supposed to have and had no extra blankets or pillows "
Margaritaville Resort Orlando Cottages by Rentyl
Fairfield by Marriott Inn & Suites Orlando at FLAMINGO CROSSINGS(r) Town Center
Lobby
Fairfield by Marriott Inn & Suites Orlando at FLAMINGO CROSSINGS(r) Town Center
2.5 star property
9.4 out of 10, Exceptional, (1710)
"Loved the stay for sure and very easy to drive to Disney Parks "
The price is NZ$199
includes taxes & fees
21 May - 22 May
Fairfield by Marriott Inn & Suites Orlando at FLAMINGO CROSSINGS(r) Town Center
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Disney's Animal Kingdom Lodge
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
WoodSpring Suites Orlando West - Clermont
Exterior
WoodSpring Suites Orlando West - Clermont
2.5 star property
5.0 out of 10, (618)
"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 NZ$164
includes taxes & fees
17 May - 18 May
WoodSpring Suites Orlando West - Clermont
Hampton Inn & Suites Clermont
Suite, 1 King Bed, Non Smoking
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 NZ$237
includes taxes & fees
26 May - 27 May
Hampton Inn & Suites Clermont
Fairfield Inn & Suites Orlando Ocoee
Lobby lounge
Fairfield Inn & Suites Orlando Ocoee
2.5 star property
8.8 out of 10, Excellent, (576)
"I liked it. Felt safe for a single traveler. Accessible amenities which was great. Room was nice too. "
The price is NZ$246
includes taxes & fees
27 May - 28 May
Fairfield Inn & Suites Orlando Ocoee
The Grove Resort by ACO
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
The Surf Shack - Three Bedroom House, Sleeps 8
Fridge, microwave, oven, dishwasher
The Surf Shack - Three Bedroom House, Sleeps 8
9.2 out of 10, Wonderful, (17)
"Clean, modern, new. Had an overall nice stay with family. Only minor irk is that the location they provide on the booking site is different from the actual place. The real address is actually about a 20 min drive to the Disney parks. The community is new and huge with a security guard entrance who were all friendly. There was a community pool right outside the balcony and the game rooms were a plus. "
The Surf Shack - Three Bedroom House, Sleeps 8
Sleep Up To 54 At The Great Escape Parkside - 15 BR Game Themed Mansion!
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!
Communal facilities/free shuttles to parks
Fridge, microwave, oven, stovetop
Communal facilities/free shuttles to parks
10.0 out of 10, Exceptional, (6)
"This was a lovely house. We had everything we needed, and the beds were very comfortable. Our family truly enjoyed our stay and would commend it highly."
Communal facilities/free shuttles to parks
Shuttle to Disney World + On-Site Water Park
A heated pool
Shuttle to Disney World + On-Site Water Park
Shuttle to Disney World + On-Site Water Park
SPACIOUS, LOVELY THEMED HOME NEAR DISNEY
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
Disney's Animal Kingdom Villas - Jambo House
Lobby
Disney's Animal Kingdom Villas - Jambo House
2.0 star property
Disney's Animal Kingdom Villas - Jambo House
DISNEY House - 8 GUESTS!+ FREE Resort! -35
Pool
DISNEY House - 8 GUESTS!+ FREE Resort! -35
DISNEY House - 8 GUESTS!+ FREE Resort! -35
Resort Condo w/ Balcony: 6 Mi to Magic Kingdom
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
"At Sea" Condo 15 Minutes from Disney
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
Holiday home winter / summer
Property grounds
Holiday home winter / summer
9.8 out of 10, Exceptional, (96)
"We had a fabulous time. The house was so clean and convenient to attractions. Dan was so nice and accommodating. We tried to leave everything as we found it. The beds were very comfortable and we slept great!"
Holiday home winter / summer
Fabulous Award Winning Newly Renovated Condo 2+2 Near Disney 5 Stars!
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!
Orange Lake Resort - Holiday Inn Club Vacations
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
8,829
Accommodation
38,318 hotels
Lowest Price
NZ$164
Highest Price
NZ$262

Frequently asked questions

What's it like in Oakland?

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

What's 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 traveller data.

How many hotels can I expect to find in Oakland?

Expedia has 5 Oakland hotels and other accommodation options, 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, you'll find most hotel bookings are fully refundable if you cancel prior to the accommodation's cancellation deadline, which is usually within 24-48 hours of the scheduled arrival. If you booked a non-refundable reservation, it may still be possible to cancel it and receive a refund within a 24-hour period of booking. Add your dates and click on "Search", then use the filter option "fully refundable" to review the best options available in Oakland.

What is there to do in this Winter Garden neighbourhood?

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, make sure that you visit other sights such as Resurrection Catholic Church or Garden Theatre.

Recent Reviews in Oakland

Hilton Vacation Club Aqua Sol Orlando West

Hilton Vacation Club Aqua Sol Orlando West

5/5 Excellent
"Was very comfy and friendly staff"
A verified traveller stayed at Hilton Vacation Club Aqua Sol Orlando West
Posted 12 hours ago
Hilton Vacation Club Aqua Sol Orlando West