Spacious garage apartment in Winter Garden that sleeps four.

Top rated by guests
The main room. It measures 30’x18’
Living room area in main room
The master bedroom with Queen bed
Another view of the master bedroom
Bedroom #2 with queen bed
review stars
10Outstanding
(32 Ratings)
" Very roomy, comfortable and clean apartment. Beautiful and quiet area with lots to do nearby. Great communication from hosts. "
Kelly and Tim S.
Don't miss out! Price and availability may change
10 / 10
Outstanding(32 Ratings)

Bed and Breakfast in Winter Garden

4 guests · 2 bedrooms · 1 bath

Reasons to book

Guests love it hereGuests give this property a top rating
Well priced for this locationPriced under area average
Book with confidenceWe partner with the top travel sites so you know you're getting a great deal on the perfect rental

About this bed and breakfast

This 2BR, 1BA light-filled gem can accommodate four people and is located a short walk or bike ride to beautiful downtown Winter Garden, lovingly called “a charming little city with a juicy past,” with a wide array of award-winning restaurants, shops, and authentic old-Florida charm. In addition to our famous Farmers’ Market, we have the 29-mile West Orange Bike Trail, the Garden Theatre, Lake Apopka, and easy access to all of Orlando’s major attractions, as well as Central Florida’s off-the-beaten-path destinations.

This property is located in a quiet neighborhood in the heart of one of Florida’s most dynamic small towns. We are within close walking distance (less than 5 minutes) of three parks: Newton Park, the town’s historic Lake Apopka waterfront, with a boat ramp, wooden dock, and two community centers and the Farnsworth City pool; Bradford Memorial Park, a quiet park excellent for fishing and walking; and the Jessie Brock Community Center, with a 1/3 mile fitness walk and recreation center.

A further five-minute walk (or 3-minute bike ride) and you’re in beautiful downtown Winter Garden, a true gem. We’re often told it's like a scene from a movie set (which it has been, over the years) with a wealth of shops, wine bars, award-winning restaurants and pubs, and often some seasonal event happening, such as the Bloom and Grow Flower Show, Friday’s on the Plaza live music, Heritage and Music Festival, and of course, our famous award-winning Farmer’s Market open every Saturday from 8 am to 1 pm.

We are also home to two small museums (The Heritage Museum and the Central Florida Railroad Museum) as well as the SoBo Art Gallery. The Garden Theatre presents a full season of live theatre performances, concerts, and movies.

There are too many dining and drinking options to mention but they range from fine dining at The Chef’s Table to tasty Thai food at Thai Blossom Restaurant to the Crooked Can Brewing Company located in the Plant Street Market.

And all of it is connected by our famous Rails to Trails West Orange Bike Trail that runs straight through the center of town, connecting all the way from Clermont to Apopka. Along the way, you’ll find the Oakland Nature Preserve and multiple rest stations and parks. We have two bikes you can borrow as well as a nearby bike shop if you need or want to rent a different style.

And of course, we are located 30-40 minutes from Central Florida's famous theme parks such as Walt Disney World, Universal Studios, SeaWorld, and more. (You didn't think we forgot about that, did ya?) Winter Garden is also just over an hour from Kennedy Space Center and about 60 minutes from either of Florida's beautiful coasts and wonderful beaches.

IMPORTANT:

1) The guest house is located above our detached, 4-car garage and IS ONLY ACCESSIBLE BY USING THE STAIRS.
2) If you have a significant allergy to cats, this may not be the best guest house for you. A cat has lived in this building in the past and we have several cats on the property. Just something to think about before requesting to book with us. 3) In hot weather we don’t run the AC system lower than 76 degrees. We have a heat-pump HVAC system and it can only effectively cool the inside of the space to -20 degrees below the outside temperature. Trying to cool the space further by drastically lowering the thermostat to drastically cool can freeze the coils and in doing so stop the AC system from cooling altogether. IMPORTANT: We ask you don’t request to stay with us if running the AC no lower than 76 is an issue for you.

Amenities at Spacious garage apartment in Winter Garden that sleeps four.

Non-smoking
No pets allowed

Map of Winter Garden


Ratings and reviews

10 / 10
Outstanding(32 Ratings)
10 / 10Outstanding·Feb 2026
Very roomy, comfortable and clean apartment. Beautiful and quiet area with lots to do nearby. Great communication from hosts.
10 / 10Outstanding·Feb 2026
What a great find close to the center of town and our family. The property is lovely and feels private. It is clean, well stocked and maintained with care and love. Will definitely return.
10 / 10Outstanding·Feb 2026
We truly enjoyed our stay in the garage apartment. It was a lovely combination of old charm meets modern amenities. The apartment was furnished with everything needed for both short or long term stays. The grounds were well kept with beautiful mature trees. The host, Mike, was quick to respond and greeted us personally when we arrived. We would definitely stay here again and will recommend it to friends and family.
10 / 10Outstanding·Feb 2026
We had the opportunity to meet our hosts who were very welcoming and helpful with restaurant recommendations. The apartment is a short 10 minute walk from Plant St, a delightful street of restaurants and shops.

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FAQs

Is parking included with this bed and breakfast?

Parking is not specified as an available amenity at Spacious garage apartment in Winter Garden that sleeps four.. For more information, we encourage you to contact the property about where to park.

Is there a pool at this bed and breakfast?

We didn’t find pool listed as an amenity for this bed and breakfast. It may be worth double checking if a pool is important for your stay.

Is Spacious garage apartment in Winter Garden that sleeps four. pet friendly?

Unfortunately, this bed and breakfast is not pet-friendly. Try searching again and filter for "Pets Allowed"

What amenities are available at Spacious garage apartment in Winter Garden that sleeps four.?

We found 2 amenities for this rental. This includes non-smoking, and no pets allowed.