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Oakland Hotels near Winter Garden

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Top Trending Hotels Near Oakland, Winter Garden

3 outdoor pools, a heated pool, cabanas (surcharge), pool umbrellas
The Grove Resort & Water Park Orlando
4.0 star property
8.2 out of 10, Very Good, (5362)
"Everything was perfect. The early morning park maintenance was pretty loud, overall a really fun family vacation. Will definitely be back "
The price is P11,447
P15,752 total
includes taxes & fees
May 20 - May 21
The Grove Resort & Water Park Orlando
Lobby
Margaritaville Resort Orlando
4.0 star property
8.8 out of 10, Excellent, (2996)
"This property was awesome! Very beachy vibe, very clean. I would highly recommend staying here."
The price is P7,201
P10,782 total
includes taxes & fees
May 28 - May 29
Margaritaville Resort Orlando
3 outdoor pools, open 6:00 AM to 11:00 PM, cabanas (surcharge)
Walt Disney World Dolphin
4.0 star property
8.4 out of 10, Very Good, (3637)
"All the amenities of a Disney resort without the Disney price"
The price is P10,292
P14,165 total
includes taxes & fees
Jun 7 - Jun 8
Walt Disney World Dolphin
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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
Exterior
Hilton Vacation Club Aqua Sol Orlando West
3.5 star property
8.6 out of 10, Excellent, (3531)
"Was very comfy and friendly staff"
The price is P5,324
P7,929 total
includes taxes & fees
May 28 - May 29
Hilton Vacation Club Aqua Sol Orlando West
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
Outdoor pool, open 9:00 AM to 10:00 PM, sun loungers
Home2 Suites by Hilton Orlando at Flamingo Crossings
3.0 star property
9.4 out of 10, Exceptional, (2804)
"Stayed here for 7 days during the first week of may. The complimentary breakfast was amazing (Mickey waffles are a must try) with so much to choose from, rooms were clean and big, lobby was spacious, and there is a plaza near by within walking distance where a target, five below, Walgreens, and much more which was convenient. For the price, it was well worth it, especially if you plan to go to Disney world which is about a 15 minute drive. Definitely will be back (: "
The price is P6,390
P7,189 total
includes taxes & fees
Jun 5 - Jun 6
Home2 Suites by Hilton Orlando at Flamingo Crossings
Exterior
Holiday Inn Club Vacations at Orange Lake Resort, an IHG Hotel
4.0 star property
8.4 out of 10, Very Good, (1361)
"Solid 2 bedroom villa , great for families "
The price is P8,563
P11,357 total
includes taxes & fees
May 27 - May 28
Holiday Inn Club Vacations at Orange Lake Resort, an IHG Hotel
Dinner served, Mediterranean cuisine
Walt Disney World Swan Reserve
4.0 star property
9.2 out of 10, Wonderful, (420)
"Spacious room. "
The price is P14,424
P18,813 total
includes taxes & fees
May 28 - May 29
Walt Disney World Swan Reserve
Lobby
Fairfield by Marriott Inn & Suites Orlando at FLAMINGO CROSSINGS(r) Town Center
2.5 star property
9.4 out of 10, Exceptional, (1715)
"A"
The price is P6,149
P6,918 total
includes taxes & fees
May 28 - May 29
Fairfield by Marriott Inn & Suites Orlando at FLAMINGO CROSSINGS(r) Town Center
Outdoor pool, open 9:00 AM to 10:00 PM, sun 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 P6,997
P7,872 total
includes taxes & fees
Jun 3 - Jun 4
Homewood Suites by Hilton Orlando at Flamingo Crossings
Outdoor pool, open 8:00 AM to 11:00 PM, pool umbrellas, sun loungers
Residence Inn by Marriott Orlando Flamingo Crossing/Western Entrance
3.0 star property
9.6 out of 10, Exceptional, (804)
"Clean and service "
The price is P7,183
P8,081 total
includes taxes & fees
Jun 17 - Jun 18
Residence Inn by Marriott Orlando Flamingo Crossing/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, (1134)
"This hotel was really good. Facilities are great and the staff were always nice and willing to help. My only complaint is about the bathtub, which was not clean enough and the drain was somehow clogged. "
The price is P5,459
P6,142 total
includes taxes & fees
May 20 - May 21
TownePlace Suites Orlando at FLAMINGO CROSSINGS® Town Center/Western Entrance
Fridge, coffee/tea maker
Destiny Palms Hotel Maingate West
2.5 star property
8.2 out of 10, Very Good, (1513)
"Comfortable stay "
The price is P3,007
P3,671 total
includes taxes & fees
May 23 - May 24
Destiny Palms Hotel Maingate West
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, (1614)
"Very clean and convenient, fine breakfast buffet, relaxing accommodations. Excellent pool and patio and close to stores and other eateries across the street, plus great access to 429, can get to all of the Disney World venues easily within 10-15 minutes. Our new favorite place to stay!"
The price is P5,459
P6,142 total
includes taxes & fees
May 20 - May 21
SpringHill Suites Orlando at FLAMINGO CROSSINGS® Town Center/Western Entrance
5 outdoor pools
Summer Bay Orlando by Exploria Resorts
3.5 star property
8.4 out of 10, Very Good, (4712)
"We loved all of the pool options as well as having so many amenities available on site. We enjoyed playing mini golf as well as doing various craft projects with the kids. The kids loved it so much that we want to stay again! "
The price is P6,667
P9,313 total
includes taxes & fees
May 28 - May 29
Summer Bay Orlando by Exploria Resorts
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
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
Lobby sitting area
The Berkley, Orlando
4.0 star property
9.4 out of 10, Exceptional, (1412)
"It is like living in your own home. Fully equipped kitchen. King size beds comfortable but the twin beds were not. The vacation home is very nice though. Close to a lot of restaurants.20 mins to Disney"
The Berkley, Orlando
Children's play area - outdoor
Holiday Inn Express And Suites Clermont Se West Orlando, an IHG Hotel
2.5 star property
8.0 out of 10, Very Good, (1)
"Didn't know I it was a resort!"
The price is P5,011
P7,476 total
includes taxes & fees
May 28 - May 29
Holiday Inn Express And Suites Clermont Se West Orlando, an IHG Hotel
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See all available properties in Oakland
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
38,785
Accommodation
38,427 hotels
Lowest Price
P3,007
Highest Price
P14,424

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.

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 in Oakland

The Grove Resort & Water Park Orlando

The Grove Resort & Water Park Orlando

5/5 Excellent
"Everything was perfect. The early morning park maintenance was pretty loud, overall a really fun family vacation. Will definitely be back "
A verified traveler stayed at The Grove Resort & Water Park Orlando
Posted 19 hours ago
The Grove Resort & Water Park Orlando