Entire home

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

Holiday home in Monticello with kitchen

2 bedrooms, iron/ironing board, free WiFi, bed sheets

Welcome to The Schoolhouse – A charming cottage in historic Monticello, Florida. provides amenities, such as a playground and laundry facilities. Stay connected with free in-room WiFi.

Exceptional

Entire home

2 bedrooms2 bathrooms

Popular amenities

Parking available
Dryer
Washer
Kitchen
Air conditioning
Free WiFi

includes taxes & fees

5 Nov - 6 Nov

Add dates for prices

About this property

Entire place

You'll have the entire home to yourself and will only share it with other guests in your party.

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.

Property amenities

Internet

Available in the house: Free WiFi

Parking and transport

Parking on site

Kitchen

Coffee grinder
Coffee/tea maker
Cookware, dishware, and utensils
Dishwasher
Electric kettle
Hob
Kitchen island
Microwave
Oven
Paper towels
Refrigerator
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

Entertainment

Games
Smart TV

Outdoor areas

Outdoor furniture
Porch/lanai

Laundry

Laundry facilities
Washing machine

Comfort

Air conditioning
Heating

Pets

No pets allowed

Suitability/Accessibility

If you have requests for specific accessibility needs, please contact the property using the information on the reservation confirmation received after booking.
3 steps to reach entrance
Area rugs in public areas
Hardwood flooring in public areas
No lift
Tile flooring in public areas
Well-lit path to entrance
Wheelchair-accessible path of travel
Smoke-free property

Services and conveniences

Iron/ironing board

Location highlights

Near a health/beauty spa

Things to do

Horseback riding nearby
Hunting nearby
Wildlife walks nearby

Safety features

No carbon monoxide detector or gas appliances (host has indicated there are no carbon monoxide detectors or gas appliances on the property)
Smoke detector (host has indicated there is a smoke detector on the property)

Similar properties

Kitchen
Air conditioning
Outdoor space
Parking available

includes taxes & fees

5 Nov - 6 Nov

Policies

Special check-in instructions

You will receive an email from the host with check-in and check-out instructions

Pets

Pets not allowed

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

Host has indicated that there are no carbon monoxide detectors or gas appliances on the property

Host has indicated that there is a smoke detector on the property

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

Property Registration Number DWE4300007

We should mention

This property does not have any lifts

About the area

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
"Boots" Thomas Veteran Memorial Park - 8 min walk - 0.7 km
Jefferson County Recreation Park - 3 min drive - 1.8 km
Florida State University - 40 min drive - 59.9 km

Getting around

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

Restaurants

‪Rancho Grande Mexican Restaurant - ‬5 min walk
‪McDonald's - ‬8 min drive
‪Subway - ‬18 min walk
‪Monticello Vineyards & Winery - ‬7 min drive
‪Hardee's - ‬8 min drive

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 4 Nov 2025, prices found for a 1-night stay for 2 adults at Welcome to The Schoolhouse – A charming cottage in historic Monticello, Florida. on 5 Nov 2025 start from NZ$573.89, 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.

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

Situated in Monticello, this holiday home is within a 5-minute walk of Monticello Jefferson County Chamber of Commerce and Monticello Opera House. "Boots" Thomas Veteran Memorial Park and Jefferson County Recreation Park are also within 1 mile (2 km).

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

10

Exceptional

10

Cleanliness

10

Location

10

Property conditions & facilities

10/10 Excellent

C B.

4 Jun 2025

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

10/10 Excellent

Becky C.

22 Jun 2025

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

10/10 Excellent

ROBERT B.

24 Jul 2025

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

10/10 Excellent

DIANE D.

19 Jul 2025

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

10/10 Excellent

David S.

13 Jul 2025

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

10/10 Excellent

Shawn O.

18 Jun 2025

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

10/10 Excellent

Karen M.

4 May 2025

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

10/10 Excellent

john B.

4 May 2025

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

10/10 Excellent

Megan S.

21 Apr 2025

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

10/10 Excellent

Patti

16 Apr 2025

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