Airbnb Properties for Sale in Monticello, FL

Looking for a vacation rental investment in Monticello, FL with high ROI ?

Explore a range of newly added short-term rental homes in Monticello, FL. Make a smart investment with newly available Airbnb properties and find the ideal high-ROI property for sale.

Airbnb For Sale in Monticello, FL

separator

PROPERTY	DETAILS	SALE PRICE	INVESTMENT PERFORMANCE
1530 Sweetbay Court Monticello, FL Like New! Barely lived in Home in the sought-after Crooked Creek Subdivision! Easy commute...	3 beds \| 2 baths \| 1,370 sq.ft.	$325,000	Airbnb cash on cash: 4.95% Traditional cash on cash: 3.64% Airbnb Rental Income: $2992 Traditional Rental Income: $1904 Airbnb ROI: 4.95% Traditional ROI: 3.64%
1160 E Washington Street Monticello, FL Remodeled brick home, 3 br 1 bath, open kitchen living room with fireplace. Large utility ...	3 beds \| 1 baths \| 1,334 sq.ft.	$265,000	Airbnb cash on cash: 6.96% Traditional cash on cash: 2.77% Airbnb Rental Income: $2992 Traditional Rental Income: $1257 Airbnb ROI: 6.96% Traditional ROI: 2.77%
107 Tarn Way Monticello, FL 2024 Custom Built Home with Premium Upgrades in Hemings Pond Subdivision! Better than new ...	3 beds \| 2 baths \| 1,774 sq.ft.	$499,000	Airbnb cash on cash: 2.83% Traditional cash on cash: 2.62% Airbnb Rental Income: $2992 Traditional Rental Income: $2210 Airbnb ROI: 2.83% Traditional ROI: 2.62%
47 Mire Court Monticello, FL Amazing new construction 3 bedroom 2 bathroom by Nailed It Tallahassee LLC Come pick out a...	3 beds \| 2 baths \| 1,806 sq.ft.	$455,995	Airbnb cash on cash: 3.27% Traditional cash on cash: 2.77% Airbnb Rental Income: $2992 Traditional Rental Income: $2094 Airbnb ROI: 3.27% Traditional ROI: 2.77%
952 Turney Anderson Road Monticello, FL Time travel back to 2021 Interest rates with this assumable loan for +/- $250k at 2.95% in...	3 beds \| 2 baths \| 1,841 sq.ft.	$459,900	Airbnb cash on cash: 3.77% Traditional cash on cash: 2.97% Airbnb Rental Income: $2992 Traditional Rental Income: $1960 Airbnb ROI: 3.77% Traditional ROI: 2.97%
1125 E Dogwood Street Monticello, FL Must see this brand new home being built by Southern Construction in the downtown Monticel...	3 beds \| 2 baths \| 1,290 sq.ft.	$289,000	Airbnb cash on cash: 6.24% Traditional cash on cash: 5.37% Airbnb Rental Income: $2992 Traditional Rental Income: $2066 Airbnb ROI: 6.24% Traditional ROI: 5.37%
513 Creekside Court Monticello, FL Custom home built by Kessler Construction on 2 full acres in desirable Crook Creek subdivi...	4 beds \| 3 baths \| 2,660 sq.ft.	$589,900	Airbnb cash on cash: 3.87% Traditional cash on cash: 3.23% Airbnb Rental Income: $4157 Traditional Rental Income: $2925 Airbnb ROI: 3.87% Traditional ROI: 3.23%
855 S Waukeenah Street Monticello, FL Stunning New Construction home currently being built by Southern Construction. Centrally l...	4 beds \| 3 baths \| 1,798 sq.ft.	$499,900	Airbnb cash on cash: 4.92% Traditional cash on cash: 3.28% Airbnb Rental Income: $4157 Traditional Rental Income: $2508 Airbnb ROI: 4.92% Traditional ROI: 3.28%
625 E Washington Street Monticello, FL Amazing Investment Opportunity! Own your piece of history and enjoy some great cash flow i...	4 beds \| N/A baths \| N/A	$799,000	Airbnb cash on cash: 2.9% Traditional cash on cash: 1.52% Airbnb Rental Income: $4157 Traditional Rental Income: $2248 Airbnb ROI: 2.9% Traditional ROI: 1.52%
2497 Boston Highway Monticello, FL Charming Hillside Country Retreat with Barn and Acreage. Welcome to your dream countryside...	3 beds \| 2 baths \| 1,921 sq.ft.	$449,000	Airbnb cash on cash: 3.87% Traditional cash on cash: 3.53% Airbnb Rental Income: $2992 Traditional Rental Income: $2161 Airbnb ROI: 3.87% Traditional ROI: 3.53%
525 Devane Road Monticello, FL 2024 custom-built, single story home on 3 acres near Jefferson Country Club with no HOA. F...	3 beds \| 2 baths \| 1,722 sq.ft.	$369,000	Airbnb cash on cash: 5.25% Traditional cash on cash: 5.08% Airbnb Rental Income: $2992 Traditional Rental Income: $2245 Airbnb ROI: 5.25% Traditional ROI: 5.08%
104 Pine Cone Drive Monticello, FL This gorgeous, 3-bedroom, 2-bath modular home, recently renovated by Paul Davis, combines ...	3 beds \| 2 baths \| 1,740 sq.ft.	$277,000	Airbnb cash on cash: 6.73% Traditional cash on cash: 5.24% Airbnb Rental Income: $2992 Traditional Rental Income: $1916 Airbnb ROI: 6.73% Traditional ROI: 5.24%
173 Deerfield Lane Monticello, FL $30,000 PRICE DROP! NEW CONSTRUCTION COMPLETE! Walk into this stunningly crafted three-bed...	3 beds \| 2 baths \| 1,865 sq.ft.	$399,999	Airbnb cash on cash: 4.01% Traditional cash on cash: 3.53% Airbnb Rental Income: $2992 Traditional Rental Income: $2125 Airbnb ROI: 4.01% Traditional ROI: 3.53%
185 Mallard Lane Monticello, FL Newer 2020 mobile home on 1.95 acres. This simple but beautiful property backs up to a lak...	3 beds \| 2 baths \| 1,328 sq.ft.	$229,000	Airbnb cash on cash: 8.74% Traditional cash on cash: 8.04% Airbnb Rental Income: $2992 Traditional Rental Income: $2151 Airbnb ROI: 8.74% Traditional ROI: 8.04%

Vacation Rentals in Monticello

There are 14 vacation rental properties available for sale in the city of Monticello . The median list price of Airbnb properties available for sale in Monticello is $422,000 and the average price per square foot is $165. The cash on cash return on vacation rentals in Monticello is 4.00%. The average monthly short term rental income in Monticello is $2,992.

Monticello, FL Short Term Rentals FAQs for Buyers, Sellers and Investors

There are 14 Airbnb properties available for sale in Monticello.

In 2025, the best neighborhood to buy short term rental property is Monticello.

In October 2025, the average Airbnb occupancy rate in Monticello is 38%.

Airbnb data on vacation rentals in Monticello, FL is available at Mashvisor. You can access data such as listings, real-time pricing trends, Monticello, FL market insights, guest information and booking details, seasonality trends and historical Monticello, FL Airbnb performance data.

Your search for investment property begins and ends here

Airbnb For Sale in Monticello, FL

1530 Sweetbay Court

Monticello, FL

3 beds | 2 baths | 1,370 sq.ft.

$325,000

Airbnb cash on cash: 4.95%

Traditional cash on cash: 3.64%

Airbnb Rental Income: $2992

Traditional Rental Income: $1904

Airbnb ROI: 4.95%

Traditional ROI: 3.64%

1160 E Washington Street

Monticello, FL

3 beds | 1 baths | 1,334 sq.ft.

$265,000

Airbnb cash on cash: 6.96%

Traditional cash on cash: 2.77%

Airbnb Rental Income: $2992

Traditional Rental Income: $1257

Airbnb ROI: 6.96%

Traditional ROI: 2.77%

107 Tarn Way

Monticello, FL

3 beds | 2 baths | 1,774 sq.ft.

$499,000

Airbnb cash on cash: 2.83%

Traditional cash on cash: 2.62%

Airbnb Rental Income: $2992

Traditional Rental Income: $2210

Airbnb ROI: 2.83%

Traditional ROI: 2.62%

47 Mire Court

Monticello, FL

3 beds | 2 baths | 1,806 sq.ft.

$455,995

Airbnb cash on cash: 3.27%

Traditional cash on cash: 2.77%

Airbnb Rental Income: $2992

Traditional Rental Income: $2094

Airbnb ROI: 3.27%

Traditional ROI: 2.77%

952 Turney Anderson Road

Monticello, FL

3 beds | 2 baths | 1,841 sq.ft.

$459,900

Airbnb cash on cash: 3.77%

Traditional cash on cash: 2.97%

Airbnb Rental Income: $2992

Traditional Rental Income: $1960

Airbnb ROI: 3.77%

Traditional ROI: 2.97%

1125 E Dogwood Street

Monticello, FL

3 beds | 2 baths | 1,290 sq.ft.

$289,000

Airbnb cash on cash: 6.24%

Traditional cash on cash: 5.37%

Airbnb Rental Income: $2992

Traditional Rental Income: $2066

Airbnb ROI: 6.24%

Traditional ROI: 5.37%

513 Creekside Court

Monticello, FL

4 beds | 3 baths | 2,660 sq.ft.

$589,900

Airbnb cash on cash: 3.87%

Traditional cash on cash: 3.23%

Airbnb Rental Income: $4157

Traditional Rental Income: $2925

Airbnb ROI: 3.87%

Traditional ROI: 3.23%

855 S Waukeenah Street

Monticello, FL

4 beds | 3 baths | 1,798 sq.ft.

$499,900

Airbnb cash on cash: 4.92%

Traditional cash on cash: 3.28%

Airbnb Rental Income: $4157

Traditional Rental Income: $2508

Airbnb ROI: 4.92%