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

Photo gallery for Central Florida's Historic Gem & wedding venue- The Oakland Manor House

Reading room adjoined with living room
Sage bedroom seating area
Balcony Seating
Breakfast nook-small dining area of Kitchen area
Commonly seen wildlife

Reviews

10 out of 10
Exceptional
5 bedrooms6+ bathroomsSleeps 13

Popular amenities

  • Washing machine
  • Dryer
  • Pet-friendly
  • Air-conditioning
  • Gym

Explore the area

View 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

Rooms & beds

5 bedrooms (sleeps 13)

Grace Suite

1 King Bed

Mermaid

1 Queen Bed

Peacock

1 Queen Bed

Sage

1 Queen Bed

Speakeasy

1 Queen Bed

6 bathrooms, 1 half bathroom

Coffee Bathroom

Toilet

Grace Bathroom

Bathtub or shower · Bathtub · Toilet

Mermaid Bathroom

Bathtub or shower · Bathtub · Toilet

Peacock Bathroom

Bathtub or shower · Bathtub · Toilet

Sage Bathroom

Bathtub or shower · Bathtub · Toilet

Speakeasy bathroom

Bathtub or shower · Bathtub · Toilet

Toilet Common Bathroom (lower)

Bathtub or shower · Bathtub · Toilet

Spaces

Porch or lanai

About this property

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

Originally built in the early 1900’s, this gracious manor was carefully renovated, preserving its historic craftsman-style. As you pass through the gates & moss-draped oaks, you will feel like you have stepped back in time.
For a relaxing getaway, OMHouse has five overnight bedrooms with private baths, each with its own theme, crafted by local artists, and representing an area attraction and its history.
There is a separate yet attached bungalow that can be added to the entire home rental or rented on its own for smaller parties.
The 700 sq. ft. lakeside porch has been the site of many social gatherings, retreats and weddings.
Enjoy the proximity to the Magic Kingdom and all the attractions Orlando has to offer, as we are located in Oakland, Florida, within just 30 minutes of most central Florida highlights and the convenience of the Florida turnpike nearby.
The West Orange Trail runs through the neighborhood to nearby Winter Garden to the east, with its Farmer’s Market, restaurants, brewery, and music venues and to the west, the Oakland Nature Preserve and Clermont.

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House Rules

Check in after 3:00 PM
Minimum age to rent: 18
Check out before 11:00 AM
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Children

Children allowed: ages 0–17
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Events

No events allowed
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Pets

Pets allowed: dogs less than 23 kg per pet (limit one pet total)
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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
On-site parties or group events are strictly prohibited
Host has indicated that there is a carbon monoxide detector on the property
Host has indicated that there is a smoke detector on the property
This property has outdoor spaces, such as balconies, patios and terraces, which may not be suitable for children; if you have any concerns, we recommend contacting the property prior to your arrival to confirm that they can accommodate you in a suitable room

About the area

Winter Garden

Located in Oakland, a neighbourhood in Winter Garden, this holiday home is near theme parks and on a lake. Orlando International Premium Outlets is worth checking out if shopping is on the agenda, while those wishing to experience the area's popular attractions can visit Magic Kingdom® Park and Walt Disney World® Resort. The Wizarding World of Harry Potter™ and Universal Studios Florida are not to be missed. Spend some time exploring the area's activities, including golfing.
View more Holiday homes in Winter GardenOpens in a new window
Map
Oakland, FL

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 - 23 min drive
  • Leesburg, FL (LEE-Leesburg Intl.) - 48 min drive

Restaurants

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

Frequently asked questions

Is Central Florida's Historic Gem & wedding venue- The Oakland Manor House pet-friendly?

Yes, this property allows dogs (limit 1 total) with a maximum weight of up to 23 kg per pet.

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

As of 5 May 2026, prices found for a 1-night stay for 2 adults at Central Florida's Historic Gem & wedding venue- The Oakland Manor House on 6 May 2026 start from AU$804, including 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.

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

Check-in begins at 3:00 PM.

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

Checkout is at 11:00 AM.

Where is Central Florida's Historic Gem & wedding venue- The Oakland Manor House located?

Located in Oakland, this holiday home is 0.9 mi (1.4 km) from Oakland Nature Preserve and within 3 miles (5 km) of Winter Garden Art Association and West Orange Trail. Resurrection Catholic Church and Carter Family Bowl are also within 6 miles (10 km).

Reviews

10

Exceptional

Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labelled.
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Rating 10 - Excellent. 1 out of 1 reviews
Rating 8 - Good. 0 out of 1 reviews
Rating 6 - Okay. 0 out of 1 reviews
Rating 4 - Poor. 0 out of 1 reviews
Rating 2 - Terrible. 0 out of 1 reviews

10/10

Cleanliness

10/10

Check-in

10/10

Communication

10/10

Location

10/10

Listing accuracy

Reviews

Verified

10/10 Excellent

Kristen R.

Liked: Cleanliness, check-in, communication, location, listing accuracy
We had a spectacular time at the Oakland Manor House. It's a gorgeous, historic home filled with both handsome antiques and comfortable sofas and beds. The kitchen is fully stocked and a joy to use to make meals if you're so inclined. The bathrooms were very clean and well appointed with bath products and hair dryers for use. They even had coffee beans and a grinder for use. Very nice gestures. It was spotless and located in a lovely, safe neighborhood. We had a celebration of our wedding with twelve of our closest friends and family, and there was ample space for everyone to park on the property and enjoy a romantic and intimate dinner party. The host and caretaker were very communicative and encouraging. I couldn't recommend this property enough. Thank you for offering your home to us.
Stayed 2 nights in Sep 2025

About the host

Hosted by Maleigha Carlisle

Host profile image

Languages:

English
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