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Hotels in Oakland, Winter Garden

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Top 10 Hotels in Oakland, Winter Garden

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, (802)
"Clean and service "
The price is RM590
RM663 total
includes taxes & fees
22 May - 23 May
Residence Inn by Marriott Orlando Flamingo Crossing/Western Entrance
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, (2796)
"It was a very nice place with friendly staff and great food "
The price is RM536
RM603 total
includes taxes & fees
5 Jun - 6 Jun
Home2 Suites by Hilton Orlando at Flamingo Crossings
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)
"The only thing I would change is shuttle service — to and from the airport, and to and from Disney, but I know those are expensive to maintain. We were a little disappointed in the availability of the shuttle service to Disney and ended up ubering most of the time, but otherwise our stay was pleasant. "
The price is RM505
RM568 total
includes taxes & fees
22 May - 23 May
Fairfield by Marriott Inn & Suites Orlando at FLAMINGO CROSSINGS(r) Town Center
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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, (1207)
"It was a good stay, definitely recommend."
The price is RM527
RM593 total
includes taxes & fees
9 Jun - 10 Jun
Homewood Suites by Hilton Orlando at Flamingo Crossings
The Berkley, Orlando
Lobby sitting area
The Berkley, Orlando
4.0 star property
9.4 out of 10, Exceptional, (1411)
"Great resort very comfortable and loved the view of the lake we even saw a few alligators and fireworks from Disney "
The Berkley, Orlando
Holiday Inn Club Vacations Orlando Breeze Resort, an IHG Hotel
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 RM609
RM734 total
includes taxes & fees
16 May - 17 May
Holiday Inn Club Vacations Orlando Breeze Resort, an IHG Hotel
Margaritaville Cottages Orlando by VStays
Aerial view
Margaritaville Cottages Orlando by VStays
4.0 star property
9.2 out of 10, Wonderful, (1000)
"Excellent property, a little expensive "
Margaritaville Cottages Orlando by VStays
Walt Disney World Swan Reserve
Mediterranean cuisine
Walt Disney World Swan Reserve
4.0 star property
9.2 out of 10, Wonderful, (420)
"Spacious room. "
The price is RM1,184
RM1,544 total
includes taxes & fees
28 May - 29 May
Walt Disney World Swan Reserve
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
9.2 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 RM448
RM504 total
includes taxes & fees
21 May - 22 May
TownePlace Suites Orlando at FLAMINGO CROSSINGS® Town Center/Western Entrance
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
9.2 out of 10, Wonderful, (1607)
"Good"
The price is RM448
RM504 total
includes taxes & fees
21 May - 22 May
SpringHill Suites Orlando at FLAMINGO CROSSINGS® Town Center/Western Entrance
Hampton Inn & Suites Clermont
Premium bedding, desk, laptop workspace, blackout curtains
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 RM611
RM678 total
includes taxes & fees
26 May - 27 May
Hampton Inn & Suites Clermont
Fairfield Inn & Suites by Marriott Clermont
Outdoor pool, open 7:00 AM to 10 PM, pool umbrellas, pool loungers
Fairfield Inn & Suites by Marriott Clermont
2.5 star property
9.0 out of 10, Wonderful, (1000)
"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 RM557
RM618 total
includes taxes & fees
26 May - 27 May
Fairfield Inn & Suites by Marriott Clermont
Margaritaville Resort Orlando
Lobby
Margaritaville Resort Orlando
4.0 star property
8.8 out of 10, Excellent, (2992)
"It's a great property and I loved the cottage we stayed in. My pool time at the two huge pools was excellent! My one complaint is the cost of the drinks. I had the Margaritaville Pina Colada which was base price $17. A $3 service fee was added and a $3 gratuity. That's a $23 drink, which is excessive. The other drinks were priced the same. Plus the pina colada tasted terrible. I will stay here again, but won't be ordering any drinks. "
The price is RM657
RM960 total
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
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
Home2 Suites by Hilton Clermont
Terrace/patio
Home2 Suites by Hilton Clermont
3.0 star property
8.8 out of 10, Excellent, (536)
"Excellent "
The price is RM477
RM530 total
includes taxes & fees
27 May - 28 May
Home2 Suites by Hilton Clermont
Holiday Inn Express Clermont, an IHG Hotel
Exterior
Holiday Inn Express Clermont, an IHG Hotel
2.5 star property
8.8 out of 10, Excellent, (788)
"A"
The price is RM517
RM574 total
includes taxes & fees
27 May - 28 May
Holiday Inn Express Clermont, an IHG Hotel
Hilton Vacation Club Aqua Sol Orlando West
2 outdoor pools, pool umbrellas, pool loungers
Hilton Vacation Club Aqua Sol Orlando West
3.5 star property
8.6 out of 10, Excellent, (3528)
"The hotel staff was very nice. We enjoyed the water park "
The price is RM437
RM651 total
includes taxes & fees
3 Jun - 4 Jun
Hilton Vacation Club Aqua Sol Orlando West
Bahama Bay Resort
Property grounds
Bahama Bay Resort
3.5 star property
8.6 out of 10, Excellent, (2024)
"We had a lower end 2 bedroom unit. Very spacious & updated nicely. We will definitely return to this resort. "
Bahama Bay Resort
Encantada Resort Vacation Townhomes by IDILIQ
2 outdoor pools, pool umbrellas, pool loungers
Encantada Resort Vacation Townhomes by IDILIQ
3.0 star property
8.6 out of 10, Excellent, (1253)
"It was great besides no air conditioning upstairs where bedrooms are , even though they clean after you leave there should be a dust pan and mop to do cleaning while there "
The price is RM482
RM1,239 total
includes taxes & fees
12 Jun - 13 Jun
Encantada Resort Vacation Townhomes by IDILIQ
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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.

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.