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1921 2BD/1BTH Bungalow - Historic Winter Garden, Steps to Plant St, Dogs Welcome

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A house with a blue exterior, a front porch with a black railing, and a number '112' on the post.
A spacious living room with a fireplace, leather sofa, dining area, and a TV mounted on the wall.
A two-story house with a brick foundation, a shingled roof, and a front porch with a flag.
A room with a beige sofa, a glass coffee table, and a patterned rug.
A spacious living room with a black leather sofa, a wooden chair, and a round coffee table. A dining area with a table and chairs is visible in the background.

Reviews

10 out of 10
Exceptional

Entire home

2 bedrooms1 bathroom1342 sq ft

Popular amenities

  • Kitchen
  • Washer
  • Dryer
  • Pet friendly
  • Air conditioning
  • Outdoor Space

Explore the area

View in a map
Winter Garden, FL
  • Place, Garden Theatre
    ‪2 min walk‬
  • Place, West Orange Trail
    ‪4 min walk‬
  • Place, Plant Street Market
    ‪6 min walk‬
  • Airport, Orlando, FL (MCO-Orlando Intl.)
    ‪32 min drive‬

Room options

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About the neighborhood

Winter Garden

Located in Downtown Winter Garden, this vacation home is adjacent to Garden Theatre and within a 10-minute stroll of West Orange Trail. The vacation home includes a kitchen, a microwave, and a TV.
View more Vacation Homes in Winter GardenOpens in a new window

What's nearby

  • Garden Theatre - 2 min walk - 0.1 miles
  • Winter Garden Heritage Museum - 3 min walk - 0.2 miles
  • Winter Garden Art Association - 3 min walk - 0.2 miles
  • West Orange Trail - 4 min walk - 0.3 miles
  • Plant Street Market - 6 min walk - 0.4 miles

Getting around

  • Orlando Station - 20 min drive
  • Orlando Intl. Airport (MCO) - 37 min drive

Restaurants

  • ‪Crooked Can Brewing Company - ‬7 min walk
  • ‪Rosallie - ‬2 min walk
  • ‪The Whole Enchilada - ‬3 min walk
  • ‪The Barrel Room - ‬6 min walk
  • ‪Daniel's Cheesesteak House - ‬2 min drive

About this property

Entire place

You'll have the entire home to yourself and will only share it with other guests in your party.

1921 2BD/1BTH Bungalow - Historic Winter Garden, Steps to Plant St, Dogs Welcome

Nestled in the Historic District of downtown Winter Garden, this restored 1921 Bungalow is just a block to Plant Street and everything the city has to offer. With 2 cozy bedrooms featuring a king and queen bed, along with a comfortable living room and a queen sofa bed, there's plenty of space for everyone to relax. Each bedroom is equipped with a television so you can stream your favorite shows. The large sunroom offers additional space to unwind. The bathroom comes equipped with towels and necessities, including shampoo/conditioner/body wash and a hair dryer. The kitchen is equipped with modern amenities, including dishwasher, stove, microwave, and Keurig. There is a desk available if work needs to be accomplished during your stay. The fenced in backyard is spacious and includes use of a gas grill, a firepit and wood. Dogs are welcome for a small additional fee. There is plenty of off street parking in the driveway for cars, RV or boat. Park your car and walk to Plant street which offers boutique shopping, local restaurants, a Splash Pad for the kids, the Farmer's Market, and community events. Bike on the West Orange Trail or visit Lake Apopka and Newton Park. Only 12 miles to Disney. Make your time away from home one for the books with a stay at our Bungalow.
The vacation home is air-conditioned and features a kitchen and space to spread out with 2 bedrooms. The vacation home also includes a washing machine.

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Property amenities

Internet

  • Available in the house: WiFi

Parking and transportation

  • Parking on site

Kitchen

  • Dishwasher
  • Microwave
  • Oven
  • Stovetop

Bedrooms

  • 2 bedrooms
  • Bedsheets provided

Bathroom

  • 1 bathroom
  • Bathtub or shower
  • Hair dryer
  • Soap
  • Toilet paper
  • Towels provided

Living spaces

  • Living room

Entertainment

  • TV

Outdoor areas

  • Barbecue grill
  • Garden

Laundry

  • Laundry facilities
  • Washing machine

Comfort

  • Air conditioning
  • Heating

Pets

  • Pet friendly
  • Welcoming dogs only
  • 2 pets total

Suitability/Accessibility

  • No elevator
  • Smoking not allowed

Safety features

  • Carbon monoxide detector (host has indicated there is a carbon monoxide detector on the property)
  • Smoke detector (host has indicated there is a smoke detector on the property)
  • Fire extinguisher

General

  • Garden
  • Unit size: 1,342 square feet

Policies

Check-in

Check-in time starts at 4:00 PM
Minimum check-in age: 25

Check-out

Check-out before 10:00 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

Check-out instructions

The host requires you complete the following before checking out:
Load and start the dishwasher
Strip any used beds, gather used towels, and store extra beds
Remove leftover food and drinks and take out the trash
Turn off the lights and lock the doors
Please place trash in the green bin by the AC unit on the side of the house. Please put trashcan by the curb on Sunday/Wednesday night. Trash removal comes Monday and Thursday.
Cleaning crew arrives by 10:15 a.m. so to help them stay on schedule, please check-out by 10:00a.m.
Failure to complete these may result in a negative review from the host.

Pets

  • This property welcomes pets
  • Dogs only
  • 2 total pets
  • Service animals exempt from fees
  • Note from host: Please keep dogs off beds/sofa; pick up dog waste.

Children and extra beds

  • Note from host: Pack and Play will be provided if requested.

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
Long-term renters welcome
Host has indicated there is a carbon monoxide detector on the property
Host has indicated there is a smoke detector on the property
Safety features at this property include a fire extinguisher
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
  • Check-in: 4:00 PM
  • Check-out: 10:00 AM
  • Minimum check-in age: 25

We should mention

Details about charges, deposits, or other important information:

  • This property is managed by a private host, not a professional engaged in trade or business.
  • Charges for extra guests may apply and vary depending on the property's policy.
  • A cash deposit, credit card, or debit card for incidental charges, as well as a government-issued photo ID, may be required at check-in.
  • Special requests are subject to availability at the time of check-in and can't be guaranteed. Certain requests may come with additional charges.
  • Onsite parties or group events are strictly prohibited.
  • Onsite safety features include a carbon monoxide detector, a fire extinguisher, and a smoke detector.

Additional information about polices, regulations, and more:

  • Long-term renters welcome.
  • There are no elevators.

Frequently asked questions

What's there to see around this vacation home?

This vacation home is situated in Downtown Winter Garden, just steps from Garden Theatre, and within a 10-minute walk of West Orange Trail and Plant Street Market. Lake Butler is also within a driving distance of 3 mi.

Is parking available on site at 1921 2BD/1BTH Bungalow - Historic Winter Garden, Steps to Plant St, Dogs Welcome?

No, there isn't parking available at the vacation home.

Is this vacation home next to a casino?

No, this vacation home is not connected to a casino.

Will I find an indoor pool at this vacation home?

No, there is no indoor pool at this vacation home.

What will couples enjoy most about a stay at 1921 2BD/1BTH Bungalow - Historic Winter Garden, Steps to Plant St, Dogs Welcome?

Couples staying at this vacation home will value amenities like a kitchen, a kitchen in some house, as well as a garden.

Does 1921 2BD/1BTH Bungalow - Historic Winter Garden, Steps to Plant St, Dogs Welcome have a hot tub?

No, this vacation home doesn't have a spa tub.

Does this vacation home include breakfast service?

No, this vacation home doesn't offer breakfast.

Will this vacation home allow pets to stay free of charge?

Although dogs can't stay for free, they are welcome at this vacation home.

Does 1921 2BD/1BTH Bungalow - Historic Winter Garden, Steps to Plant St, Dogs Welcome have connecting rooms available?

No, there aren't connecting guestrooms at this vacation home.

What is the closest airport to this vacation home?

The closest major airport to this vacation home is Orlando Intl. Airport (MCO), which is 26.5 mi away (37 minutes by car). Another top airport is Kissimmee, FL (ISM-Kissimmee Gateway), which is around 21 mi away.

Are there rooms with balconies that I can book at 1921 2BD/1BTH Bungalow - Historic Winter Garden, Steps to Plant St, Dogs Welcome?

No, there aren't any house at 1921 2BD/1BTH Bungalow - Historic Winter Garden, Steps to Plant St, Dogs Welcome that offer a balcony.

1921 2BD/1BTH Bungalow - Historic Winter Garden, Steps to Plant St, Dogs Welcome Reviews

Reviews

10

Exceptional

Rating 10 - Excellent. 7 out of 7 reviews
Rating 8 - Good. 0 out of 7 reviews
Rating 6 - Okay. 0 out of 7 reviews
Rating 4 - Poor. 0 out of 7 reviews
Rating 2 - Terrible. 0 out of 7 reviews

10/10

Cleanliness

Reviews

Verified review

10/10 Excellent

Tory N.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Our hosts were amazing and incredibly accommodating. The house was impeccably clean and had a great backyard.
Stayed 3 nights in Jan 2026
Verified review

10/10 Excellent

Cindy M.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Property was clean and well appointed, loved the original features that stay true to the homes character, and yet with modern conveniences. Location is unbeatable. Host was very responsive.
Stayed 7 nights in May 2026
Verified review

10/10 Excellent

Scott D.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Absolutely loved this place! This cute home in the heart of historic Winter Garden felt like stepping back into the 1950s but with all the modern amenities you could want, from updated appliances to flat-screen TVs. The location was incredible… just steps away from downtown shops, restaurants, parks, the brewery, and the amazing farmers market. It was the perfect blend of charm, comfort, and convenience. We would definitely recommend staying here!
Stayed 3 nights in May 2026
Verified review

10/10 Excellent

Judy W.

Liked: Cleanliness, check-in, communication, location, listing accuracy
This was a really neat bungalow with that was restored in the time era it was built but had all the modern conveniences we needed. The town was a very historic town with many shops and a farmers market! We had a wonderful time and definitely want to go back! The hosts were amazing with communication and very friendly. Thank you so much!
Stayed 6 nights in Mar 2026
Verified review

10/10 Excellent

Jan V.

Liked: Cleanliness, check-in, communication, location, listing accuracy
What a wonderful place to stay in Winter Garden! Half a block from all the action in town, but on a tranquil, brick-lined side street. Spacious and accommodating, with a large, comfortable living room, separate dining room with a big table perfect for morning coffee, and a light-filled kitchen with modern appliances. The king bed is super-comfortable, and the quiet block is perfect for light sleepers. But it's the architectural details - glowing original floors, the woodwork on the windowsills and built-in storage, period fixtures in the bathroom and kitchen - that make this house so special. We'd stay again in a heartbeat.
Stayed 3 nights in Oct 2025

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