Entire home·Private host

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

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

A house with a blue exterior, a front porch with a black railing, and a number '112' on the post. - 1921 2BD/1BTH Bungalow - Historic Winter Garden, Steps to Plant St, Dogs Welcome (Winter Garden)
A spacious living room with a fireplace, leather sofa, dining area, and a TV mounted on the wall. - 1921 2BD/1BTH Bungalow - Historic Winter Garden, Steps to Plant St, Dogs Welcome (Winter Garden)
A room with a beige sofa, a glass coffee table, and a patterned rug. - 1921 2BD/1BTH Bungalow - Historic Winter Garden, Steps to Plant St, Dogs Welcome (Winter Garden)
A two-story house with a brick foundation, a shingled roof, and a front porch with a flag. - 1921 2BD/1BTH Bungalow - Historic Winter Garden, Steps to Plant St, Dogs Welcome (Winter Garden)
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. - 1921 2BD/1BTH Bungalow - Historic Winter Garden, Steps to Plant St, Dogs Welcome (Winter Garden)
1921 2BD/1BTH Bungalow - Historic Winter Garden, Steps to Plant St, Dogs Welcome provides amenities, such as a garden and laundry facilities. Stay connected with in-room WiFi.

Reviews

10 out of 10
Exceptional

Entire home

2 bedrooms1 bathroom125 sq m

Popular amenities

  • Kitchen
  • Washing machine
  • Dryer
  • Pet-friendly
  • Air-conditioning
  • Outdoor space

Add dates for prices

About this property

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.

Property amenities

Internet

  • Available in the house: WiFi

Parking and transport

  • Parking on site

Kitchen

  • Dishwasher
  • Hob
  • Microwave
  • Oven

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 lift
  • Smoke-free property

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

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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 to 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 rubbish
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

Pets are allowed
Service animals are welcome, and are exempt from fees
Welcoming dogs only
2 total pets
Note from host: Please keep dogs off beds/sofa; pick up dog waste.

Children and extra beds

Children are welcome
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

This property is managed by a private host (a party not acting within their trade, business or profession). EU consumer law, including the right of withdrawal, will not apply to your booking. The cancellation policy set by the private host will cover your booking.
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
Long-term renters welcome
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
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

We should mention

This property does not have any lifts

About the area

Downtown Winter Garden, a neighbourhood in Winter Garden, is home to this holiday home. Orlando International Premium Outlets and Mall at Millenia are 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 Central Florida Fairgrounds. Check out an event or a game at Camping World Stadium, and consider making time for The Wizarding World of Harry Potter™, a top attraction not to be missed. Visit our Winter Garden travel guide
View more Holiday homes in Winter Garden
Map
Winter Garden, FL

What's nearby

  • Garden Theatre
    2 min walk - 0.2 km
  • Winter Garden Heritage Museum
    3 min walk - 0.3 km
  • Central Florida Railroad Museum
    3 min walk - 0.3 km
  • Winter Garden Art Association
    3 min walk - 0.3 km
  • West Orange Trail
    4 min walk - 0.4 km

Getting around

  • Orlando Station
    20 min drive
  • Orlando International Airport (MCO)
    37 min drive

Restaurants

  • Crooked Can Brewing Company
    7 min walk
  • The Whole Enchilada
    3 min walk
  • Rosallie
    2 min walk
  • The Barrel Room
    6 min walk
  • Harlow Grove
    7 min walk

Frequently asked questions

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

Yes, this property allows dogs (limit 2 total).

How much is parking at 1921 2BD/1BTH Bungalow - Historic Winter Garden, Steps to Plant St, Dogs Welcome?

On-site parking is available at the property.

What time is check-in at 1921 2BD/1BTH Bungalow - Historic Winter Garden, Steps to Plant St, Dogs Welcome?

Check-in begins at 4:00 PM.

What time is check-out at 1921 2BD/1BTH Bungalow - Historic Winter Garden, Steps to Plant St, Dogs Welcome?

Checkout is at 10:00 AM.

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

Located in Downtown Winter Garden, this holiday home is within a 10-minute walk of Garden Theatre and West Orange Trail. Lake Butler is 2.9 mi (4.7 km) away.

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Reviews

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

10

Exceptional

10

Cleanliness

10

Location
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

Reviews

Verified review

10/10 Excellent

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

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

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

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
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Perfect Winter Garden location. Beautiful home and fully stocked with amenities- even for our pup!
Stayed 4 nights in Jun 2026
Verified review

10/10 Excellent

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