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Oakland Hotels, Winter Garden

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37131 Cheap Hotels in Oakland - Specials, Reviews, & Last Minute Deals

The Grove Resort & Water Park Orlando
Aerial view

The Grove Resort & Water Park Orlando

4.0 star property
8.2 out of 10, Very good, (6713)
"My family and I Loved staying at the new terraces. Only hope for a heated pool our next visit. "
The price is AU$326
includes taxes & fees
4 Jan - 5 Jan
The Grove Resort & Water Park Orlando
Margaritaville Resort Orlando
Lobby

Margaritaville Resort Orlando

4.0 star property
9.0 out of 10, Wonderful, (3216)
"Cool area but the floor was not cleaned thoroughly but it was generally a good stay"
The price is AU$359
includes taxes & fees
7 Jan - 8 Jan
Margaritaville Resort Orlando
Walt Disney World Dolphin
3 outdoor pools, open 6:00 AM to 11:00 PM, pool cabanas (surcharge)

Walt Disney World Dolphin

4.0 star property
8.6 out of 10, Excellent, (3498)
"Convenient for Disney if you can afford it. "
The price is AU$448
includes taxes & fees
24 Jan - 25 Jan
Walt Disney World Dolphin
Home2 Suites by Hilton Orlando at Flamingo Crossings
Outdoor pool, open 9:00 AM to 10:00 PM, pool loungers

Home2 Suites by Hilton Orlando at Flamingo Crossings

3.0 star property
9.4 out of 10, Exceptional, (3771)
"Go to stay for Disney if not staying with others. "
The price is AU$270
includes taxes & fees
16 Jan - 17 Jan
Home2 Suites by Hilton Orlando at Flamingo Crossings
Margaritaville Resort Orlando Cottages by Rentyl
Interior

Margaritaville Resort Orlando Cottages by Rentyl

4.0 star property
8.8 out of 10, Excellent, (1137)
"The home that we rented was fully furnished and located right near the pool. Christmas was memorable for my family. We enjoyed our mini vacation. This has been the 4th house I have rented in Margaritaville. I had to do a little cleaning before settling in with family. Overall great spot for shopping, movies and dining out. I definitely will return real soon."
Margaritaville Resort Orlando Cottages by Rentyl
Holiday Inn Club Vacations at Orange Lake Resort, an IHG Hotel
Exterior

Holiday Inn Club Vacations at Orange Lake Resort, an IHG Hotel

4.0 star property
8.6 out of 10, Excellent, (1597)
"I'm been staying here for the last 5 years this is the only place me and my kids stay when we come to go disney r universal "
The price is AU$269
includes taxes & fees
7 Jan - 8 Jan
Holiday Inn Club Vacations at Orange Lake Resort, an IHG Hotel
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, (2505)
"El personal fue sumamente amable y el hotel esta ubicado en un area muy conveniente..."
The price is AU$227
includes taxes & fees
20 Jan - 21 Jan
Fairfield by Marriott Inn & Suites Orlando at FLAMINGO CROSSINGS(r) Town Center
Hilton Vacation Club Aqua Sol Orlando West
2 outdoor pools, pool umbrellas, pool loungers

Hilton Vacation Club Aqua Sol Orlando West

4.0 star property
8.8 out of 10, Excellent, (3749)
"Everything was excellent with the property. "
The price is AU$254
includes taxes & fees
4 Jan - 5 Jan
Hilton Vacation Club Aqua Sol Orlando West
Margaritaville Cottages Orlando by VStays
Aerial view

Margaritaville Cottages Orlando by VStays

4.0 star property
9.0 out of 10, Wonderful, (1006)
"Very nice"
Margaritaville Cottages Orlando by VStays
Homewood Suites by Hilton Orlando at Flamingo Crossings
Outdoor pool, open 9:00 AM to 10:00 PM, pool loungers

Homewood Suites by Hilton Orlando at Flamingo Crossings

3.0 star property
9.4 out of 10, Exceptional, (1557)
"Stay was amazing. The room and amenities were super clean. I really enjoyed that there was a shopping center right across. "
The price is AU$286
includes taxes & fees
16 Jan - 17 Jan
Homewood Suites by Hilton Orlando at Flamingo Crossings
SpringHill Suites Orlando at FLAMINGO CROSSINGS® Town Center/Western Entrance
Outdoor pool, a heated pool

SpringHill Suites Orlando at FLAMINGO CROSSINGS® Town Center/Western Entrance

3.5 star property
9.0 out of 10, Wonderful, (1952)
"We should not have to pay for parking. "
The price is AU$183
includes taxes & fees
21 Jan - 22 Jan
SpringHill Suites Orlando at FLAMINGO CROSSINGS® Town Center/Western Entrance
Summer Bay Orlando by Exploria Resorts
5 outdoor pools

Summer Bay Orlando by Exploria Resorts

3.5 star property
8.4 out of 10, Very good, (5062)
"This propert is nice for the price . It’s a little beat down with their furniture a bit outdated rooms but for the price it’s nice! "
The price is AU$279
includes taxes & fees
19 Jan - 20 Jan
Summer Bay Orlando by Exploria Resorts
TownePlace Suites Orlando at FLAMINGO CROSSINGS® Town Center/Western Entrance
Outdoor pool, a heated pool

TownePlace Suites Orlando at FLAMINGO CROSSINGS® Town Center/Western Entrance

3.5 star property
9.0 out of 10, Wonderful, (1416)
"love it there super clean "
The price is AU$189
includes taxes & fees
21 Jan - 22 Jan
TownePlace Suites Orlando at FLAMINGO CROSSINGS® Town Center/Western Entrance
Walt Disney World Swan Reserve
Mediterranean cuisine

Walt Disney World Swan Reserve

4.0 star property
9.2 out of 10, Wonderful, (615)
"We live this resort except the AC should probably turn down a bit in the lobby, it was freezing when you just stepped inside."
The price is AU$643
includes taxes & fees
15 Jan - 16 Jan
Walt Disney World Swan Reserve
Residence Inn by Marriott Orlando Flamingo Crossing/Western Entrance
Outdoor pool, open 8:00 AM to 11:00 PM, pool umbrellas, pool loungers

Residence Inn by Marriott Orlando Flamingo Crossing/Western Entrance

3.0 star property
9.6 out of 10, Exceptional, (1335)
"Breakfast eggs were terrible. No complimentary water in the room"
The price is AU$259
includes taxes & fees
20 Jan - 21 Jan
Residence Inn by Marriott Orlando Flamingo Crossing/Western Entrance
Destiny Palms Hotel Maingate West
Fridge, coffee/tea maker

Destiny Palms Hotel Maingate West

2.5 star property
8.2 out of 10, Very good, (1707)
"Property seemed very outdated "
The price is AU$102
includes taxes & fees
26 Jan - 27 Jan
Destiny Palms Hotel Maingate West
Embassy Suites By Hilton Orlando Sunset Walk
Egyptian cotton sheets, premium bedding, down duvets, in-room safe

Embassy Suites By Hilton Orlando Sunset Walk

3.5 star property
9.0 out of 10, Wonderful, (101)
"El desayuno lo mejor"
The price is AU$321
includes taxes & fees
12 Jan - 13 Jan
Embassy Suites By Hilton Orlando Sunset Walk
The Berkley, Orlando
Lobby sitting area

The Berkley, Orlando

4.0 star property
9.4 out of 10, Exceptional, (1628)
"Overall we enjoyed our stay, it was very conveniently located to Disney Parks, house keeping was great, felt like we were at our home, private patio. Only thing that could be improved are the utensils, they are very cheap quality and melted the moment it touched hot pot. Pots, pans, plates, cups and silverware were of great quality, just bring your own utensils if you are going to cook a lot."
The Berkley, Orlando
Holiday Inn Express And Suites Clermont Se West Orlando, an IHG Hotel
Property amenity

Holiday Inn Express And Suites Clermont Se West Orlando, an IHG Hotel

2.5 star property
8.4 out of 10, Very good, (244)
"Not crowded for Christmas. Staff was great. "
The price is AU$154
includes taxes & fees
20 Jan - 21 Jan
Holiday Inn Express And Suites Clermont Se West Orlando, an IHG Hotel
Disney's Coronado Springs Resort
Indoor pool, 4 outdoor pools

Disney's Coronado Springs Resort

4.0 star property
9.0 out of 10, Wonderful, (1004)
"Out first time there. A beautifully themed and comfortable moderate hotel. Daily breakfast quick service was fresh and easy before our park days. We would definitely stay again."
Disney's Coronado Springs Resort
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.
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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 6 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.