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Welcome to The Schoolhouse – A charming cottage in historic Monticello, Florida.

Photo gallery for Welcome to The Schoolhouse – A charming cottage in historic Monticello, Florida.

A modern kitchen with a white island, wooden bar stools, and a large window with blinds. - Welcome to The Schoolhouse – A charming cottage in historic Monticello, Florida. (Monticello)
A covered porch with a bench, a table, and a decorative wall piece. - Welcome to The Schoolhouse – A charming cottage in historic Monticello, Florida. (Monticello)
A room with a wooden door, a green dresser, and a mirror with a black vase. - Welcome to The Schoolhouse – A charming cottage in historic Monticello, Florida. (Monticello)
A spacious living area with a sofa, armchair, and coffee table, wooden flooring, and a kitchen in the background. - Welcome to The Schoolhouse – A charming cottage in historic Monticello, Florida. (Monticello)
A wooden-paneled room with a bed, a window with curtains, and a door leading to a bathroom. - Welcome to The Schoolhouse – A charming cottage in historic Monticello, Florida. (Monticello)
Welcome to The Schoolhouse – A charming cottage in historic Monticello, Florida. provides amenities like a playground and laundry facilities. Stay connected with free in-room WiFi.

Reviews

10 out of 10
Exceptional

Popular amenities

  • Kitchen
  • Washer
  • Dryer
  • Free WiFi
  • Air conditioning
  • Parking available
The current price is AED 514
AED 1,196 total
includes taxes & fees
1 Nov - 2 Nov

Add dates for prices

About this property

Welcome to The Schoolhouse – A charming cottage in historic Monticello, Florida.

  • This special place is close to everything, making it easy to plan your visit. Discover this fully renovated 1926 two-bedroom gem in the heart of Monticello, Florida. Named for one of two schoolhouses originally associated with the church now housing Monticello’s Chamber of Commerce, the home still reflects its history.

    From reclaimed hardwood floors to refurbished original windows, doors, and moldings, you can experience the best of modern amenities and historic charm.

    A nicely stocked kitchen awaits you with modern appliances, quartz countertops, and soft-close cabinetry. A washer and dryer in the space (hidden by cabinet doors) accommodates laundry needs.

    The primary bedroom features a queen bed with a Sterns and Foster mattress, white noise and charging stations on each nightstand, luggage valet, and a restored 1930s medical cabinet for personal items if needed. Its accompanying en-suite offers a vintage-style tub with an overhead rain shower, dual vanity areas, and ample storage for all your travel essentials.

    The second bedroom offers a full-size daybed with a twin trundle, white noise and charging station, luggage valet, dresser, and custom-built closet for storage and/or hanging items.

    Sitting on the front porch, guests can capture views of Monticello's iconic courthouse cupola, views the the 1890 Perkins Opera House, and the Monticello's Old Jail.

    Parking for one vehicle under the attached carport is easily
    accessible, and street parking is typically readily available.

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About the neighborhood

Monticello is home to this vacation home. Monticello Opera House and Tallahassee Automobile Museum are cultural highlights, and some of the area's landmarks include Letchworth-Love Mounds Archaeological State Park and Pebble Hill Plantation. Take time off to check out the health/beauty spa in the area, or get some fresh air with adventures like horse riding and hunting nearby. Visit our Monticello travel guide
View more Vacation Homes in Monticello
Map
Monticello, FL

What's nearby

  • Monticello Jefferson County Chamber of Commerce
    1 min walk - 0.0 km
  • Monticello Opera House
    3 min walk - 0.3 km
  • Jefferson Country R. J. Nailer Public Library
    3 min walk - 0.3 km
  • "Boots" Thomas Veteran Memorial Park
    8 min walk - 0.7 km
  • Jefferson Square
    16 min walk - 1.4 km

Getting around

  • Thomasville, GA (TVI-Thomasville Regional)
    35 min drive

Restaurants

  • McDonald's
    8 min drive
  • Rancho Grande Mexican Restaurant
    5 min walk
  • Mann's Doghouse
    11 min walk
  • Monticello Vineyards & Winery
    7 min drive
  • The Social Monticello
    4 min walk

Frequently asked questions

Is Welcome to The Schoolhouse – A charming cottage in historic Monticello, Florida. pet-friendly?

No, pets are not allowed at this property.

How much does it cost to stay at Welcome to The Schoolhouse – A charming cottage in historic Monticello, Florida.?

As of 29 October 2026, prices found for a 1-night stay for 2 adults at Welcome to The Schoolhouse – A charming cottage in historic Monticello, Florida. on 1 November 2026 start from AED 514, excluding 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 Welcome to The Schoolhouse – A charming cottage in historic Monticello, Florida.?

Check-in begins at 3:00 PM.

What time is check-out at Welcome to The Schoolhouse – A charming cottage in historic Monticello, Florida.?

Check-out is at 11:00 AM.

Where is Welcome to The Schoolhouse – A charming cottage in historic Monticello, Florida. located?

Situated in Monticello, this vacation home is within a 5-minute walk of Monticello Jefferson County Chamber of Commerce and Monticello Opera House. Tallahassee Automobile Museum and J. R. Alford Greenway are also within 25 mi (40 km).

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Reviews

Welcome to The Schoolhouse – A charming cottage in historic Monticello, Florida. Reviews

10

Exceptional

10

Cleanliness

10

Location

10

Property conditions & facilities
Rating 10 - Excellent. 25 out of 26 reviews
Rating 8 - Good. 1 out of 26 reviews
Rating 6 - Okay. 0 out of 26 reviews
Rating 4 - Poor. 0 out of 26 reviews
Rating 2 - Terrible. 0 out of 26 reviews

Reviews

Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Such a cute property. Clean and well maintained
Stayed 5 nights in May 2026
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
The Schoolhouse was comfortable, stylish and very clean. It had everything we needed for a wonderful stay. We hope to return one day!
Stayed 2 nights in Mar 2026
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
We loved The School House. Very comfortable and very clean. It may our trip to Monticello so enjoyable. We would stay here again in a heartbeat.
Stayed 6 nights in Oct 2025
Verified review

10/10 Excellent

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

Beautiful spot!

Wonderful house- beautiful updates, clean, comfortable and had everything we needed!
Stayed 2 nights in Apr 2025
Verified review

10/10 Excellent

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

Great Stay

House was perfect, close to town, clean and quiet. Everything we needed, well stocked with all the necessities including things you wouldn't normally expect from a rental.
Stayed 2 nights in Apr 2025
Verified review

10/10 Excellent

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

Grad Weekend

This was a beautiful home, VERY clean and comfortable! A short drive from Tallahassee for grad weekend.I would highly recommend this property to anyone.
Stayed 2 nights in May 2025
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
It was Fantastic! The house was beautiful, clean and fully stocked with everything you could possibly need. Walking distance to downtown Monticello. Absolutly beautiful.
Stayed 3 nights in Aug 2025
Verified review

10/10 Excellent

Liked: Cleanliness, property conditions & facilities, communication
Beautiful charming historic home easy walking distance to town shops, restaurants and opera house. Beautifully appointed and very clean. My parents enjoyed qthe quietness of area sitting on covered front porch.
Stayed 7 nights in Apr 2025
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Everything is exactly as it states in advertisement. I loved that it was clean and comfortable. I also enjoyed that it was close to town and we could walk to have breakfast in the mornings. We will definitely stay there again in the future.
Stayed 2 nights in Jun 2026
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Wonderful property! Highly recommend it!
Stayed 8 nights in Mar 2026
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Clean great location and very friendly thank you for the stay we will be back
Stayed 2 nights in Jul 2025
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
One of the best vacation rentals I have ever had the pleasure of renting.
Stayed 3 nights in May 2025
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, listing accuracy
Very nice!!
Stayed 2 nights in Mar 2026
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Awesome house! Will definitely stay here again.
Stayed 2 nights in Sep 2025
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, listing accuracy
The cottage had everything needed. The furnishings were lovely. Easy access to everything. I went to visit my son who lives on Monticello. He came over we ate played games and every body enjoyed our stay. The bedroom and bathrooms were great. Will come back again. Thank you very much.
Stayed 2 nights in Apr 2026
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
We thoroughly enjoyed our stay at this lovely house. It was very clean, comfortable, well equipped, and located in a safe and quiet area. Highly recommend!
Stayed 4 nights in Jun 2025
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Five stars all around! The Schoolhouse is beautifully decorated, and you can immediately feel the care and intention that went into creating the space. It was spotless, well-stocked with towels, toiletries, and the coffee and wine were such a thoughtful bonus. The host was responsive and kind! The location was perfect, and it truly felt like a home away from home. We’ll be staying here every time we visit Monticello!
Stayed 3 nights in Jan 2026
Verified review

10/10 Excellent

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

Cozy and comfortable

Excellent house, newly and nicely updated on the inside
Stayed 1 night in Jul 2025
Verified review

10/10 Excellent

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

Sweet spot in a great location

We stayed here for two nights to visit our daughter and grandson. It’s a great home. It’s very clean and the location can’t be beat-easy walk or a very short drive to several nice restaurants. The home is well equipped with a full kitchen and comfy living and bedrooms. Check in and check out was easy. We’ll definitely be back!
Stayed 2 nights in Jun 2025
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
This house was so cute and well stocked. The decor was awesome. Either the owner has a great eye for decorating or had it done. The location just a few blocks from downtown was ideal. Just all around a great find. If you want a great little house to stay in this is it. The front porch was great and so much charm. They had a little Christmas tree in the corner and some lights out front. We didn’t have much time to explore the town due to being in town for a funeral but Cow Haus coffee shop was a great place for a really good cup of coffee.
Front Porch
Master Shower
Master Bath
Master BR
Stayed 2 nights in Dec 2025
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Enjoyed our stay. Charming cottage. Very clean. The issues were: No ice in refrigerator. Bathtub was hard to get out of for older people. Thanks for a beautiful vacation rental.
Stayed 2 nights in Jul 2025
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
The Schoolhouse may be the best VRBO property we have ever used...and we have been members 10 years and used many. Our hosts, the Bachmans, were very easy to work with and very responsive. The property is beautifully renovated and retains many of the historic touches of an early 20th century home. The home is equipped with new furnishings and kitchen utensils. Beds are very comfortable, and linens and bath items are well appointed. If you are in the area and looking for a very comfortable, affordable, and well-maintained place to stay...the Schoolhouse deserves a look. Also, 45 min from FSU for game day...:)
Stayed 2 nights in Sep 2025
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
My wife and I had an excellent stay at the School House in Monticello last weekend! The home was clean and modern and had all of the thoughtful extras that make a good VRBO home great. It is located a very short walk to the center of Monticello and yet is in a very quiet location. Our host, Brian, was helpful and went the extra mile to ensure our stay was pleasant. The bathtub in the master bath looks very stylish but has a very high step over. Elderly folks will probably want to use the beautiful walk-in shower. The orange padded swivel chair in the living room is quite comfortable – especially when used with the accompanying Ottoman – but makes a very loud creaking sound whenever you rotate. It didn’t bother us much, more of a minor annoyance.The kitchen is quite large, well-equipped, and modern. It would be easy to prepare full meals here although we did not have an opportunity to do that. Also, we wished we’d had a chance to sit out on the front porch reading a book or enjoying a cocktail. It would be ideal for those activities. Two couples could stay here quite comfortably without feeling like they were tripping over each other. Overall, I highly recommend the schoolhouse to anyone wanting a pleasant, short- to medium-term stay in Monticello. We loved it and I think you will too!
Stayed 3 nights in Feb 2026
Verified review

8/10 Good

Stayed 1 night in Jun 2025