Speakeasy Room in Central Florida's Historic Gem & wedding venue- The Oakland Manor House

Winter Garden inn in Oakland area

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TV
1 bedroom, WiFi, bed sheets
Hair dryer, towels
Hair dryer, towels
1 bedroom, WiFi, bed sheets

Reviews

10 out of 10
Exceptional

Popular amenities

  • Pet friendly
  • Air conditioning

Explore the area

View in a map
Oakland, FL
  • Place, Oakland Nature Preserve
    ‪17 min walk‬
  • Place, Universal Studios Florida
    ‪21 min drive‬
  • Place, Walt Disney World® Resort
    ‪24 min drive‬
  • Airport, Orlando, FL (MCO-Orlando Intl.)
    ‪35 min drive‬

Room options

About the area

Winter Garden

Oakland stay.Your stay at this Oakland inn places you within 3 miles (5 km) of Oakland Nature Preserve and Central Florida Railroad Museum. Winter Garden Art Association and West Orange Trail are also within 3 miles (5 km).

What's nearby

  • Oakland Nature Preserve - 17 min walk - 1.4 km
  • Universal Orlando Resort - 20 min drive - 26.0 km
  • Universal Studios Florida - 21 min drive - 24.3 km
  • Walt Disney World® Resort - 24 min drive - 25.7 km
  • Magic Kingdom® Park - 25 min drive - 26.0 km

Getting around

  • Orlando Station - 22 min drive
  • Leesburg, FL (LEE-Leesburg Intl.) - 48 min drive

Restaurants

  • ‪Crooked Can Brewing Company - ‬6 min drive
  • ‪Bojangles - ‬6 min drive
  • ‪Dairy Queen - ‬5 min drive
  • ‪Hangry Bison - ‬6 min drive
  • ‪Rosallie - ‬7 min drive

About this property

Speakeasy Room in Central Florida's Historic Gem & wedding venue- The Oakland Manor House

Step back in time with this uniquely themed suite, thoughtfully designed to reflect the elegance and intrigue of the Prohibition era. Custom faux finishes throughout the space set a dramatic and atmospheric tone, evoking the charm and mystique of the 1920s. At the center of the room, you'll find a high-quality queen-sized mattress dressed in luxurious bedding—ensuring a restful and restorative night’s sleep.

One of the suite’s most captivating features is its private bathroom, cleverly concealed behind a secret door that doubles as a functional closet. Whether used for storage or simply to enhance the sense of seclusion, this hidden entrance adds a playful and nostalgic touch to the space.

Inside the bathroom, period-inspired details abound—from faux copper wall coverings that shimmer with vintage flair to original-style tilework and fixtures that echo the craftsmanship of the past. Every element has been carefully selected to transport you to another time while still offering all the comfort and convenience of modern amenities.

This one-of-a-kind suite is perfect for guests who appreciate history, creativity, and a touch of the unexpected.

Similar properties

Property amenities

Internet

  • Available in all rooms: WiFi

Room amenities

Entertainment

  • TV

Bedroom

  • Bedsheets provided

Bathroom

  • Bathtub or shower
  • Hair dryer
  • Towels provided

More

  • Air conditioning
  • Heating

Policies

Check-in

Check-in time starts at 3:00 PM
Minimum check-in age: 18

Check-out

Check-out before 11:00 AM

Special check-in instructions

You will receive an email from the host with check-in and check-out instructions
Information provided by the property may be translated using automated translation tools

Pets

  • Pets are welcome
  • Service animals are exempt from fees

Children and extra beds

  • Children are welcome.

Events

No events allowed

Smoking

Smoking is not permitted

Important information

You need to know

Extra-person charges may apply and vary depending on property policy
Government-issued photo identification and a credit card, debit card, or cash deposit may be required at check-in for incidental charges
Special requests are subject to availability upon check-in and may incur additional charges; special requests cannot be guaranteed
Onsite parties or group events are strictly prohibited
Safety features at this property include a carbon monoxide detector and a smoke detector
This property is managed through our partner, Vrbo. You will receive an email from Vrbo with a link to a Vrbo account, where you can change or cancel your reservation
Charges for extra guests may apply and vary according to property policy.
A cash deposit, credit card, or debit card for incidental charges and government-issued photo identification may be required upon check-in.
Special requests are subject to availability at the time of check-in. Special requests can't be guaranteed and may incur additional charges.
    This property is managed by a professional host. The provision of housing is linked to their trade, business, or profession. Onsite parties or group events are strictly prohibited. For guests' safety, the property includes a carbon monoxide detector and a smoke detector in each accommodation.

Property is also known as

8396

Frequently asked questions

How close is Speakeasy Room in Central Florida's Historic Gem & wedding venue- The Oakland Manor House to the airport?

This inn is 33.9 mi (48-min drive) away from the Leesburg, FL (LEE-Leesburg Intl.) airport, the closest popular airport to the property.

How much does it cost to stay at Speakeasy Room in Central Florida's Historic Gem & wedding venue- The Oakland Manor House?

As of Apr 30, 2026, prices found for a 1-night stay for 2 adults at Speakeasy Room in Central Florida's Historic Gem & wedding venue- The Oakland Manor House on May 28, 2026 start from CA $205, excluding taxes and fees. This price is based on the lowest nightly price found in the last 24 hours for stays in the next 30 days. Prices are subject to change. Choose your dates for more accurate prices.

Does Speakeasy Room in Central Florida's Historic Gem & wedding venue- The Oakland Manor House have an airport shuttle?

Airport shuttle services are not available at this inn.

Does Speakeasy Room in Central Florida's Historic Gem & wedding venue- The Oakland Manor House offer free breakfast?

This inn does not offer free breakfast.

Is there a casino at Speakeasy Room in Central Florida's Historic Gem & wedding venue- The Oakland Manor House?

No, there is no casino at this inn.

What time is check-in at Speakeasy Room in Central Florida's Historic Gem & wedding venue- The Oakland Manor House?

Check-in begins at 3:00 PM.

Is there free parking at Speakeasy Room in Central Florida's Historic Gem & wedding venue- The Oakland Manor House?

Free parking is not available at this inn.

Does Speakeasy Room in Central Florida's Historic Gem & wedding venue- The Oakland Manor House have a pool?

This inn does not have a pool.

Does Speakeasy Room in Central Florida's Historic Gem & wedding venue- The Oakland Manor House have a spa?

There are no spa services available at this inn.

How close is Speakeasy Room in Central Florida's Historic Gem & wedding venue- The Oakland Manor House to downtown Winter Garden?

This inn is 2.5 mi away from Winter Garden.

Speakeasy Room in Central Florida's Historic Gem & wedding venue- The Oakland Manor House Reviews