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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

Exterior
Exterior
Exterior
Exterior detail
Exterior

Reviews

10 out of 10, Loved by Guests
Top 10% of guest reviews in this area

Highlights

  • The great outdoors
    Guests love the outdoor space here.
  • Barbecue grill
    A rare find - perfect for a relaxed, outdoor grilling experience.
  • Discover nearby landmarks
    Near West Orange Trail
2 bedrooms1 bathroomSleeps 6

Popular amenities

  • Dog-friendly
  • Barbecue grill
  • Air conditioning
  • Onsite parking available
  • Internet
  • Washer

Explore the area

View in a map
Winter Garden, FL
  • Place, Winter Garden Heritage Museum
    ‪3 min walk‬
  • Place, Winter Garden Art Association
    ‪3 min walk‬
  • Place, West Orange Trail
    ‪4 min walk‬
  • Airport, Orlando, FL (MCO-Orlando Intl.)
    ‪30 min drive‬

Rooms & beds

2 bedrooms (sleeps 6)

Bedroom 2

1 Queen Bed

Living Room 1

1 Queen Sofa Bed

Master Bedroom

1 King Bed

1 bathroom

Bathroom 1

Soap · Towels provided · Bathtub or shower · Shampoo · Hair dryer

Spaces

Kitchen
Number of living rooms
Garden

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.
Our prices include all fees. No hidden fees.

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House Rules

Check in after 4:00 PM
Minimum age to rent: 25
Check out before 10:00 AM
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Children

Children allowed: ages 0-17
Pack and Play will be provided if requested.
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Events

No events allowed
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Pets

Pets allowed: dogs (limit 2 total)
Please keep dogs off beds/sofa; pick up dog waste.
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Smoking

Smoking is not permitted

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.

Important information

You need to know

Property # 4897702
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

About the neighborhood

Winter Garden

Downtown Winter Garden, a neighborhood in Winter Garden, is home to this vacation 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 The Wizarding World of Harry Potter™. Check out an event or a game at Camping World Stadium, and consider making time for Universal Studios Florida, a top attraction not to be missed.
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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
  • Winter Garden Art Association - 3 min walk - 0.3 km
  • West Orange Trail - 4 min walk - 0.4 km
  • Plant Street Market - 6 min walk - 0.6 km

Getting around

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

Restaurants

  • ‪Crooked Can Brewing Company - ‬7 min walk
  • ‪Hangry Bison - ‬3 min walk
  • ‪Rosallie - ‬2 min walk
  • ‪The Whole Enchilada - ‬3 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 does it cost to stay at 1921 2BD/1BTH Bungalow - Historic Winter Garden, Steps to Plant St, Dogs Welcome?

As of Jun 20, 2026, prices found for a 1-night stay for 2 adults at 1921 2BD/1BTH Bungalow - Historic Winter Garden, Steps to Plant St, Dogs Welcome on Jul 5, 2026 start from $304, 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.

How much is parking?

Onsite 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?

Check-out 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 vacation home is within a 10-minute walk of Winter Garden Art Association, Winter Garden Heritage Museum, and West Orange Trail. Resurrection Catholic Church and Lake Butler are also within 3 mi (5 km).

Reviews

10

Exceptional

Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labeled.
Learn moreOpens in a new window
Rating 10 - Excellent. 5 out of 5 reviews
Rating 8 - Good. 0 out of 5 reviews
Rating 6 - Okay. 0 out of 5 reviews
Rating 4 - Poor. 0 out of 5 reviews
Rating 2 - Terrible. 0 out of 5 reviews

10/10

Cleanliness

10/10

Check-in

10/10

Communication

10/10

Location

10/10

Listing accuracy

Reviews

Verified

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

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
Response from VrboOwner on May 27, 2026
Thank you Scott! It was a pleasure hosting your stay and chatting with you!
Verified

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

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
Response from VrboOwner on Apr 8, 2026
Judy & Gary, Thanks so much for choosing to stay in our Bungalow. Also, thanks for leaving the house in such great shape. We hope your trip home went smoothly. Please keep us in mind for your next visit. Jodi & Doug
Verified

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
Response from VrboOwner on Nov 3, 2025
Thank you so much for such a wonderful review! So glad you appreciated the architectural details we love so much! So happy to hear you enjoyed your stay. We'd welcome you back anytime. Hope your travels home were smooth. Jodi & Doug

About the host

Hosted by Jodi

Host profile image

Languages:

English

Premier Host

They consistently provide great experiences for their guests
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