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House with large deck, walking distance to Historic Downtown Winter Garden

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Interior - House with large deck, walking distance to Historic Downtown Winter Garden (Winter Garden)
Combined shower/bathtub, hair dryer, towels, soap - House with large deck, walking distance to Historic Downtown Winter Garden (Winter Garden)
Smart TV, computer monitors, printers - House with large deck, walking distance to Historic Downtown Winter Garden (Winter Garden)
Fridge, microwave, oven, stovetop - House with large deck, walking distance to Historic Downtown Winter Garden (Winter Garden)
2 bedrooms, desk, iron/ironing board, travel cot - House with large deck, walking distance to Historic Downtown Winter Garden (Winter Garden)
Experience the essence of Winter Garden in this completely renovated 2/2 Bungalow. Unwind on the large, furnished deck overlooking a spacious yard or stroll down to Downtown Plant St for farm-to-table dining and unique shops. Discover live music venues, historic theater plays, and Saturday farmers markets within walking distance.

Reviews

9.8 out of 10
Exceptional

Entire home

2 bedrooms2 bathrooms1250 sq ft

Popular amenities

  • Kitchen
  • Washing machine
  • Dryer
  • Pet-friendly
  • Free Wi-Fi
  • Air-conditioning

Add dates for prices

About this property

House with large deck, walking distance to Historic Downtown Winter Garden

  • This completely renovated 2/2 Bungalow is the essence of the Winter Garden experience. Large, inviting living room with built in window seat, front porch, large furnished deck over looking large fenced yard. Spacious walk in shower in master suite and beautiful 2nd full bath with tub/shower. You are a short 2 1/2 block walk from Downtown Plant St where you will find many farm to table restaurants, Crooked Can brewery, unique shops all on the brick streets of Historic Winter Garden. Bike the popular West Orange Trail which runs through downtown, enjoy the Saturday farmers market, plays at the historic Winter Garden Theater, live music at multiple venues downtown. Winter Garden ranks #10 of the best towns/cities in the US to live in as listed in 2019 Money magazine. You will fall in love with this house and location which has everything you need stocked to be at home and explore Winter Garden. Pack 'n Play and High Chair put at property upon request.

Property amenities

Internet

  • Available in the house: Free WiFi

Parking and transport

  • Car not required
  • Parking on site

Kitchen

  • Blender
  • Coffee/tea maker
  • Cookware, dishware, and utensils
  • Dishwasher
  • Electric kettle
  • Hob
  • Ice maker
  • Kitchen island
  • Microwave
  • Oven
  • Paper towels
  • Refrigerator
  • Spices
  • Toaster

Dining

  • Dining table

Bedrooms

  • 2 bedrooms
  • Bedsheets provided

Bathroom

  • 2 bathrooms
  • Bathtub or shower
  • Hair dryer
  • Shampoo
  • Shower
  • Soap
  • Toilet paper
  • Towels provided

Living spaces

  • Dining table
  • Living room
  • Separate dining area

Entertainment

  • Smart TV

Outdoor areas

  • Barbecue grill
  • Fenced yard
  • Garden
  • Outdoor furniture
  • Patio

Laundry

  • Laundry facilities
  • Washing machine

Work spaces

  • Computer monitor
  • Desk
  • Desk chair
  • Printer

Comfort

  • Air conditioning
  • Heating

Pets

  • Pet friendly

Suitability/Accessibility

  • If you have requests for specific accessibility needs, please contact the property using the information on the reservation confirmation received after booking.
  • No lift
  • Wheelchair-accessible path of travel
  • Smoke-free property

Services and conveniences

  • Housekeeping on request
  • Iron/ironing board

Location highlights

  • In the city centre
  • Near a health/beauty spa
  • Near a hospital

Things to do

  • Birdwatching nearby
  • Cycling nearby
  • Fishing nearby
  • Golfing nearby
  • Hiking/biking trails nearby
  • Jet skiing nearby
  • Kayaking nearby
  • Motor boating nearby
  • Swimming nearby
  • Water skiing nearby
  • Wildlife walks nearby
  • Winery tours nearby

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)
  • First aid kit
  • Fire extinguisher
  • Deadbolt lock

General

  • Garden
  • Housekeeping (on request)
  • Unit size: 1,250 square feet

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Interior
Walkable Winter Garden Bungalow: 3 Blocks to Dtwn
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  • Kitchen
  • Washing machine
  • Dryer
  • Parking included
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Policies

Check-in

Check-in time starts at 3:00 PM
Contactless check-in and check-out are available
Minimum check-in age - 21

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 allowed
Service animals are welcome, and are exempt from fees
Note from host: Provide info for additional 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
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, a first aid kit and a deadlock
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
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
A car is not required for transport to and from this property

About the area

Located in Winter Garden, this holiday home is in the city centre. 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 The Wizarding World of Harry Potter™ and Universal Studios Florida. Universal’s Islands of Adventure and Universal Orlando Resort are not to be missed. Discover the area's water adventures with jet skiing and kayaking nearby, or enjoy the great outdoors with cycling and hiking. Visit our Winter Garden travel guide
View more Holiday homes in Winter Garden
Map
Winter Garden, FL

What's nearby

  • Plant Street Market
    5 min walk - 0.4 km
  • Winter Garden Heritage Museum
    7 min walk - 0.7 km
  • Central Florida Railroad Museum
    7 min walk - 0.7 km
  • Winter Garden Art Association
    8 min walk - 0.7 km
  • West Orange Trail
    9 min walk - 0.8 km

Getting around

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

Restaurants

  • Crooked Can Brewing Company
    6 min walk
  • Hangry Bison
    7 min walk
  • The Whole Enchilada
    8 min walk
  • Rosallie
    7 min walk
  • Harlow Grove
    12 min walk

Frequently asked questions

Is House with large deck, walking distance to Historic Downtown Winter Garden pet-friendly?

Yes, pets are allowed at this property.

How much is parking at House with large deck, walking distance to Historic Downtown Winter Garden?

On-site parking is available at the property.

What time is check-in at House with large deck, walking distance to Historic Downtown Winter Garden?

Check-in begins at 3:00 PM.

What time is check-out at House with large deck, walking distance to Historic Downtown Winter Garden?

Checkout is at 11:00 AM.

Where is House with large deck, walking distance to Historic Downtown Winter Garden located?

Located in the heart of Winter Garden, this holiday home is within a 10-minute walk of Winter Garden Art Association and Winter Garden Heritage Museum. West Orange Trail is 0.6 mi (0.9 km) away.

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House with large deck, walking distance to Historic Downtown Winter Garden Reviews

Reviews

Exceptional

All reviews shown are from real guest experiences. Only travellers who have booked a stay with us can submit a review. We verify reviews according to our guidelines and publish all reviews, positive or negative.
More informationOpens in a new window
Rating 10 - Excellent. 20 out of 23 reviews
Rating 8 - Good. 2 out of 23 reviews
Rating 6 - Okay. 1 out of 23 reviews
Rating 4 - Poor. 0 out of 23 reviews
Rating 2 - Terrible. 0 out of 23 reviews

9.8

Cleanliness

9.8

Location

Reviews

Verified

10/10 Excellent

Cindy M.

Liked: Cleanliness, check-in, communication, location, listing accuracy

2 weeks in Winter Garden

Chose this property for it's location - walking distance to Plant Street restaurants, farmers market and easy access to West Orange trail for biking and running. The house was welcoming and we had everything we needed for a two week stay. We will definitely stay again.
Stayed 14 nights in Mar 2024
Verified

10/10 Excellent

Sam M.

Liked: Cleanliness, check-in, communication, location, listing accuracy
If you need a nice place to stay in downtown Winter Garden, please consider this place. It is the perfect size for a party of 4 and it is conveniently located to downtown restaurant’s. We stayed 8 nights and could not have been happier.
Stayed 8 nights in Nov 2025
Verified

10/10 Excellent

Jessica G.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Awesome place to stay

The entire property is wonderful! We love it there! We have stayed multiple times now and every time is great!
Stayed 8 nights in Jul 2023
Verified

10/10 Excellent

Michael P.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Cute little bungalow

This is a cute little bungalow on a quiet street close to downtown and Orange Trail.
Stayed 14 nights in Apr 2023
Verified

10/10 Excellent

Michelle B.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Loved our stay!

We really loved the house and location! It's was very peaceful! The only thing, I wish they had was beach towels for the beach and some extra blankets for my son who choose to sleep on the couch. But all in all we would stay there again!
Stayed 7 nights in May 2023
Verified

10/10 Excellent

Paula Ann L.

Liked: Cleanliness, check-in, communication, location, listing accuracy
This property was even better than expected! We are local and needed somewhere to go with our dog for a week while our house was being renovated. This home was clean, comfortable and had tons up upgrades and unexpected extras. The beds and pillows were comfortable, great water pressure in the showers, a big fenced back yard, a desk where I could work during the day, the neighborhood is safe and extremely quiet. We are pretty picky with where we stay and I would stay here again. Definitely recommend for smaller families, especially those with a dog.
Stayed 5 nights in Aug 2025
Verified

10/10 Excellent

J M B.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Felt like home

Our stay here was amazing. Perfect location! House was clean and well maintained. Would definitely stay here again. We had trouble with TV, but I think that was on us, we’re not great with our own. Well equipped kitchen.
Stayed 7 nights in May 2023
Verified

10/10 Excellent

Martha B.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Awesome home! Great town.

Our stay was wonderful! The owner Mary Ann was very nice. Clean & roomy. We have 2 dogs so the fenced yard was great! Only one small issue with the dryer, but it was taken care of immediately! Winter Garden is a nice town in walking distance. Great Farmers Market. I will definitely rent again! Thanks for the great stay!
Stayed 28 nights in Feb 2020
Verified

10/10 Excellent

Ken C.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Lovely cottage near downtown restaurants

The place was as clean as advertised. We had a very unexpected hostess gift of snacks and a bottle of wine, very thoughtful. I did some remote working on the back porch in the shade,. Overall we will be coming back. New friends from AZ.
Stayed 10 nights in Apr 2023
Verified

10/10 Excellent

Marti D.

Liked: Cleanliness, check-in, communication, location, listing accuracy

That cute yellow house

Needed a small house to stay at for a family occasion. This house fit perfectly. I wish we had more time here! Clean and very comfortable and so many things provided by the host! I’m not used to that when renting a house so brought all my usual things to clean with but didn’t need to open most of them. Had a problem with the tv signal but it was quickly resolved by the host. The tv has good picture and sound. The lights are a little tricky but I figured it out. THe only thing that I’d suggest to the host is to install some kind of handrail on the front porch. The stairs are steep and there’s nothing to grasp for security. Overall our stay was fine! We would like to return in the future
Stayed 3 nights in Dec 2022
Verified

8/10 Good

Verified traveller

Liked: Cleanliness, communication, listing accuracy
Disliked: Check-in

Winter Garden VRBO Stay, Oct, 2022

**Overall, good experience. Convenient location to downtown...walkable. Very clean upon arrival. Would we stay again? Probably, as this appeared to be the best option from properties' pictures listed for this locale. **Check-in instructions were little confusing as there were 2 sets of codes to use to access the house. Contacted owner She immediately clarified which code to use. Suggested to her at that time that she change up the website or wherever we found the instructions. **Smoke Alarm was chirping upon arrival. Owner immediately responded and replaced batteries. **Per my spouse, there are little things, like lamps that don't work, not many elec outlets. Lots of furniture for a small space. Advised our owner about the lamps upon leaving property.
Stayed 6 nights in Oct 2022
Verified

6/10 Okay

Jon A.

Liked: Check-in, location, listing accuracy
Disliked: Cleanliness

Great location / Needs attention

The house smells like pets really badly. Lots of hair on the rug. I tried their first vacuum and it was so full it made it worse. Second vacuum was full but I emptied it. I nearly filled it up again after vacuuming. Some of the lamps don’t work. Cable box doesn’t work. Dishwasher tripped the breaker and we were without until I figured out what happened.. We like the decor of the house and the location and the bed was comfortable but the issues we had made it tough on us.
Stayed 7 nights in Dec 2022
Verified

10/10 Excellent

Jenna C.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Perfect 'old Florida' feeling!

I grew up in Winter Garden and stayed at this property with my son to be near by my family who still live locally. The property itself was meticulously renovated and is even better than pictured. The beds were extremely comfortable, the bathrooms were modern and clean and the kitchen was well stocked with everything you could need. It felt like a home away from home, perfectly decorated with a nod to old Florida and Winter Garden. The road was perfectly quiet. The host was amazing, even letting us stay an extra night very last minute as the accommodation we were moving onto fell through. We loved staying there and will be booking it again when we come back to visit family in future!
Stayed 6 nights in Dec 2022
Verified

10/10 Excellent

Michael F.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great location!

Great little house in a perfect location!
Stayed 20 nights in Aug 2022
Verified

10/10 Excellent

Jeffrey B.

Liked: Cleanliness, check-in, communication, location, listing accuracy

This will save you research time!

Location is almost unbeatable. Very close to Downtown Winter Garden (walking distance), but also secluded enough to guarantee a peaceful stay. Everything is neat and clean (rooms, bathrooms, kitchen outdoors, and parking area). A huge pet friendly fenced in backyard is included with a large deck to enjoy. We were in the process of buying and selling our home locally and this house sets up perfect for those who need a few nights or a few weeks between home. Did not disappoint.
Stayed 8 nights in Aug 2022
Verified

10/10 Excellent

Toni V.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great place to stay!

I thoroughly enjoyed my stay there and would be returning if my daughter wasn't moving from the Orlando area in the near future. The house was immaculate and very nicely decorated. The host was more than accommodating. It was an easy walk to the main Winter Garden eating and shopping area. I would highly recommend this to anyone who wants to slightly get away from the hustle and bustle.
Stayed 6 nights in Dec 2021
Verified

10/10 Excellent

David M.

Liked: Cleanliness, check-in, communication, location, listing accuracy

We felt this was a great fit for our family

Good location and everything went well. Thank you!
Stayed 17 nights in Sep 2021
Verified

10/10 Excellent

Tony B.

Liked: Cleanliness, check-in, communication, location, listing accuracy

My stay

Property well kept up and spotless. Mary Anne responded quickly to my inquiries. And this property truly is a short walk to downtown Winter Garden. A;so just a quick to Universal.
Stayed 8 nights in Jun 2021
Verified

8/10 Good

Nancy B.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Nicely furnished and decorated home. Quiet neighborhood.

Property needs some overall outside sprucing up. Curb appeal could be better. We left 2 days early partly because the tv and wi fi networks were problematic. Not strong signals and very hard to operate for someone who doesn't have that type of system at home.
Stayed 7 nights in Apr 2021
Verified

10/10 Excellent

Harriet V.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Family wedding

The house was well stocked, very clean and comfortable. Mary Anne was super easy to communicate with. We will definitely stay here again.
Stayed 4 nights in Nov 2020
Verified

10/10 Excellent

Rose A.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great location

This property was great, it’s located just 3 blocks from Downtown Winter Garden. I would definitely recommend it to friends and family.
Verified

10/10 Excellent

Kyle G.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great place great location

Nice 2 bedroom. Great location. Owner was very helpful. Highly recommend!
Stayed 6 nights in Mar 2020
Verified

10/10 Excellent

Adriana A.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Nice stay

Clean, cozy, convenient and relaxing home. Big yard and nice neighborhood. Town square is 5 minutes from the property. Communication was easy, check in was a breeze, anything we needed was available. Would definitely stay here again!
Stayed 3 nights in Dec 2019