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Hotels in Oakland

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Find properties with these dates

Tonight
May 10 - May 11
Tomorrow
May 11 - May 12
This weekend
May 10 - May 12

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Top 10 Hotels in Oakland

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, (800)
"Great location, very clean. Staff was great"
The price is S$190
per night
19 May - 20 May
Residence Inn by Marriott Orlando Flamingo Crossing/Western Entrance
Outdoor pool, pool loungers
Home2 Suites by Hilton Orlando at Flamingo Crossings
3.0 star property
9.4 out of 10, Exceptional, (2763)
"This hotel was really great!! The staff was so friendly. The only reason we didn’t give 5 stars was because the mattresses were not great. "
The price is S$169
per night
5 Jun - 6 Jun
Home2 Suites by Hilton Orlando at Flamingo Crossings
Lobby
Fairfield by Marriott Inn & Suites Orlando at FLAMINGO CROSSINGS(r) Town Center
2.5 star property
9.4 out of 10, Exceptional, (1697)
"Everything was very clean. The pool was one of the best I’ve seen. The free breakfast had plenty of delicious options!"
The price is S$163
per night
22 May - 23 May
Fairfield by Marriott Inn & Suites Orlando at FLAMINGO CROSSINGS(r) Town Center
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Outdoor pool, pool loungers
Homewood Suites by Hilton Orlando at Flamingo Crossings
3.0 star property
9.4 out of 10, Exceptional, (1198)
"Our sray was amazing. We are already planning our next visit. The staff are extremely helpful and friendly! "
The price is S$170
per night
9 Jun - 10 Jun
Homewood Suites by Hilton Orlando at Flamingo Crossings
Lobby sitting area
The Berkley, Orlando
4.0 star property
9.4 out of 10, Exceptional, (1406)
"My family has stayed here many times. This is always my first choice of locations."
The Berkley, Orlando
2 outdoor pools, open 8 AM to 10 PM, pool 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 S$210
per night
12 May - 13 May
Holiday Inn Club Vacations Orlando Breeze Resort, an IHG Hotel
Aerial view
Margaritaville Cottages Orlando by VStays
4.0 star property
9.2 out of 10, Wonderful, (1005)
"My husband and I stayed in the cottages the last few times we visited Florida. We absolutely loved it! The cottage is beautiful, roomy, has everything you need. The resort itself is stunning and all the staff is amazing! Couldnt have asked for a better 10 year anniversary vacation ❤️ "
Margaritaville Cottages Orlando by VStays
Mediterranean cuisine
Walt Disney World Swan Reserve
4.0 star property
9.2 out of 10, Wonderful, (416)
"great stay"
The price is S$443
per night
27 May - 28 May
Walt Disney World Swan Reserve
Outdoor pool, a heated pool
TownePlace Suites Orlando at FLAMINGO CROSSINGS® Town Center/Western Entrance
3.5 star property
9.2 out of 10, Wonderful, (1132)
"I’ve stayed here twice! As someone who lives in the area it is a very nice hotel! And convenient for those with family or friends staying at Flamingo Crossing! "
The price is S$145
per night
14 May - 15 May
TownePlace 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
9.2 out of 10, Wonderful, (1612)
"The price was reasonable and the rooms were nice the pool was great and the breakfast was a plus "
The price is S$145
per night
14 May - 15 May
SpringHill Suites Orlando at FLAMINGO CROSSINGS® Town Center/Western Entrance
Premium bedding, desk, laptop workspace, blackout curtains
Hampton Inn & Suites Clermont
2.5 star property
9.2 out of 10, Wonderful, (606)
"Staff was very helpful and attentive. Property was clean and well maintained."
The price is S$194
per night
26 May - 27 May
Hampton Inn & Suites Clermont
Outdoor pool, pool umbrellas, pool loungers
Fairfield Inn & Suites by Marriott Clermont
2.5 star property
9.0 out of 10, Wonderful, (1001)
"Love this property, we stay here whenever we come to central Florida. The only short coming was not having daily maid service, we have to ask."
The price is S$191
per night
16 May - 17 May
Fairfield Inn & Suites by Marriott Clermont
Lobby
Margaritaville Resort Orlando
4.0 star property
8.8 out of 10, Excellent, (2991)
"Great location, lots of things to do close bye."
The price is S$302
per night
22 May - 23 May
Margaritaville Resort Orlando
Interior
Margaritaville Resort Orlando Cottages by Rentyl
4.0 star property
8.8 out of 10, Excellent, (829)
"Awesome service, clean property and all the amenities you need within walking distance. "
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
Terrace/patio
Home2 Suites by Hilton Clermont
3.0 star property
8.8 out of 10, Excellent, (534)
"It’s worth the money. "
The price is S$152
per night
27 May - 28 May
Home2 Suites by Hilton Clermont
Exterior
Holiday Inn Express Clermont, an IHG Hotel
2.5 star property
8.8 out of 10, Excellent, (785)
"A"
The price is S$165
per night
27 May - 28 May
Holiday Inn Express Clermont, an IHG Hotel
2 outdoor pools, pool umbrellas, sun loungers
Hilton Vacation Club Aqua Sol Orlando West
3.5 star property
8.6 out of 10, Excellent, (3524)
"We enjoyed the different pools and activities available. "
The price is S$187
per night
3 Jun - 4 Jun
Hilton Vacation Club Aqua Sol Orlando West
Property grounds
Bahama Bay Resort
3.5 star property
8.6 out of 10, Excellent, (2024)
"The property was clean, relaxing and very spacious. "
Bahama Bay Resort
2 outdoor pools, pool umbrellas, pool loungers
Encantada Resort Vacation Townhomes by IDILIQ
3.0 star property
8.6 out of 10, Excellent, (1252)
"Great "
The price is S$356
per night
11 Jun - 12 Jun
Encantada Resort Vacation Townhomes by IDILIQ
Don't see what you're looking for?
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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.

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.

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.