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

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PROPERTY	DETAILS	SALE PRICE	INVESTMENT PERFORMANCE
155 E Seminole Avenue Monticello, FL Full of character, this spacious 1950s home offers 4 bedrooms and 3 full bathrooms on a ge...	4 beds \| 3 baths \| 2,223 sq.ft.	$355,000	Airbnb cash on cash: 7.52% Traditional cash on cash: 5.91% Airbnb Rental Income: $4157 Traditional Rental Income: $2738 Airbnb ROI: 7.52% Traditional ROI: 5.91%
1610 Yaupon Court Monticello, FL This like-new home offers the perfect blend of comfort and style. Featuring three spacious...	3 beds \| 2 baths \| 1,858 sq.ft.	$425,000	Airbnb cash on cash: 3.64% Traditional cash on cash: 1.85% Airbnb Rental Income: $2992 Traditional Rental Income: $1592 Airbnb ROI: 3.64% Traditional ROI: 1.85%
354 Pine Cone Drive Monticello, FL 2024 construction, shows like brand new home on large .68 acre lot, wooded buffer adds pri...	3 beds \| 2 baths \| 1,604 sq.ft.	$335,000	Airbnb cash on cash: 5.14% Traditional cash on cash: 2.43% Airbnb Rental Income: $2992 Traditional Rental Income: $1449 Airbnb ROI: 5.14% Traditional ROI: 2.43%
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.	$459,000	Airbnb cash on cash: 3.23% Traditional cash on cash: 3.01% Airbnb Rental Income: $2992 Traditional Rental Income: $2210 Airbnb ROI: 3.23% Traditional ROI: 3.01%
44 Pine Needle Trace Monticello, FL Charming Home with Open Floor Plan in Beautiful Monticello, FL! Welcome to this cozy well ...	3 beds \| 2 baths \| 1,234 sq.ft.	$239,000	Airbnb cash on cash: 7.8% Traditional cash on cash: 5.28% Airbnb Rental Income: $2992 Traditional Rental Income: $1735 Airbnb ROI: 7.8% Traditional ROI: 5.28%
740 Kinsey Road Monticello, FL 155 Acres in Jefferson County, Florida - Rolling Pastures & Country Charm Discover the per...	3 beds \| 1 baths \| 1,146 sq.ft.	$1,125,000	Airbnb cash on cash: 0.98% Traditional cash on cash: 0.21% Airbnb Rental Income: $2992 Traditional Rental Income: $1503 Airbnb ROI: 0.98% Traditional ROI: 0.21%
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.	$449,900	Airbnb cash on cash: 3.87% Traditional cash on cash: 3.05% Airbnb Rental Income: $2992 Traditional Rental Income: $1960 Airbnb ROI: 3.87% Traditional ROI: 3.05%
1125 E Dogwood Street Monticello, FL Must see this brand new home built by Southern Construction in the downtown Monticello are...	3 beds \| 2 baths \| 1,290 sq.ft.	$279,900	Airbnb cash on cash: 6.5% Traditional cash on cash: 5.6% Airbnb Rental Income: $2992 Traditional Rental Income: $2066 Airbnb ROI: 6.5% Traditional ROI: 5.6%
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 recently built by Southern Construction. Centrally located in do...	4 beds \| 3 baths \| 1,798 sq.ft.	$495,000	Airbnb cash on cash: 4.99% Traditional cash on cash: 3.33% Airbnb Rental Income: $4157 Traditional Rental Income: $2508 Airbnb ROI: 4.99% Traditional ROI: 3.33%
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.	$415,000	Airbnb cash on cash: 4.27% Traditional cash on cash: 3.9% Airbnb Rental Income: $2992 Traditional Rental Income: $2161 Airbnb ROI: 4.27% Traditional ROI: 3.9%
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 $32,500 PRICE DROP! NEW CONSTRUCTION COMPLETE! Walk into this stunningly crafted three-bed...	3 beds \| 2 baths \| 1,865 sq.ft.	$397,500	Airbnb cash on cash: 4.05% Traditional cash on cash: 3.57% Airbnb Rental Income: $2992 Traditional Rental Income: $2125 Airbnb ROI: 4.05% Traditional ROI: 3.57%
1515 Tennessee Avenue Monticello, FL Brimming with rustic charm, this 2 bedroom, 2 bathroom home sits on .29 acres just outside...	2 beds \| 2 baths \| 1,096 sq.ft.	$185,000	Airbnb cash on cash: 6.55% Traditional cash on cash: 6.02% Airbnb Rental Income: $2152 Traditional Rental Income: $1511 Airbnb ROI: 6.55% Traditional ROI: 6.02%
185 Mallard Lane Monticello, FL See updated pictures - motivated Sellers. Newer 2020 mobile home on 1.95 acres. This simpl...	3 beds \| 2 baths \| 1,328 sq.ft.	$219,000	Airbnb cash on cash: 9.18% Traditional cash on cash: 8.44% Airbnb Rental Income: $2992 Traditional Rental Income: $2151 Airbnb ROI: 9.18% Traditional ROI: 8.44%
950 E Pearl Street Monticello, FL Charming 1955 Cottage in the Heart of Monticello,Fl. Welcome home to this cozy yet surpris...	3 beds \| 2 baths \| 1,855 sq.ft.	$319,000	Airbnb cash on cash: 6.01% Traditional cash on cash: 5.98% Airbnb Rental Income: $2992 Traditional Rental Income: $2296 Airbnb ROI: 6.01% Traditional ROI: 5.98%
84 Lakeside Road Monticello, FL This beautifully maintained modular home sits on 2.77 acres, offering peaceful waterfront ...	3 beds \| 2 baths \| 2,268 sq.ft.	$385,000	Airbnb cash on cash: 4.7% Traditional cash on cash: 4.37% Airbnb Rental Income: $2992 Traditional Rental Income: $2185 Airbnb ROI: 4.7% Traditional ROI: 4.37%
756 Frank Lacy Road Monticello, FL Welcome to your new farmhouse in beautiful Jefferson County! This peaceful property is loc...	3 beds \| 2 baths \| 2,432 sq.ft.	$350,000	Airbnb cash on cash: 5.13% Traditional cash on cash: 4.88% Airbnb Rental Income: $2992 Traditional Rental Income: $2222 Airbnb ROI: 5.13% Traditional ROI: 4.88%
7910 Sneads Landing Road Monticello, FL Welcome to The Huxton-a large 4-bedroom, 2-bath manufactured home perfectly situated on 4 ...	4 beds \| 2 baths \| N/A	$389,900	Airbnb cash on cash: 9.06% Traditional cash on cash: 4.87% Airbnb Rental Income: $4950 Traditional Rental Income: $2404 Airbnb ROI: 9.06% Traditional ROI: 4.87%
2503 Rabon Road Monticello, FL Discover peaceful country living at 2503 Rabon Road, a well-maintained 3-bedroom, 2-bath h...	3 beds \| 2 baths \| 1,568 sq.ft.	$245,000	Airbnb cash on cash: 7.78% Traditional cash on cash: 6% Airbnb Rental Income: $2992 Traditional Rental Income: $1892 Airbnb ROI: 7.78% Traditional ROI: 6%

Vacation Rentals in Monticello

There are 23 vacation rental properties available for sale in the city of Monticello . The median list price of Airbnb properties available for sale in Monticello is $389,900 and the average price per square foot is $162. The cash on cash return on vacation rentals in Monticello is 5.00%. 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 23 Airbnb properties available for sale in Monticello.

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

In November 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

155 E Seminole Avenue

Monticello, FL

4 beds | 3 baths | 2,223 sq.ft.

$355,000

Airbnb cash on cash: 7.52%

Traditional cash on cash: 5.91%

Airbnb Rental Income: $4157

Traditional Rental Income: $2738

Airbnb ROI: 7.52%

Traditional ROI: 5.91%

1610 Yaupon Court

Monticello, FL

3 beds | 2 baths | 1,858 sq.ft.

$425,000

Airbnb cash on cash: 3.64%

Traditional cash on cash: 1.85%

Airbnb Rental Income: $2992

Traditional Rental Income: $1592

Airbnb ROI: 3.64%

Traditional ROI: 1.85%

354 Pine Cone Drive

Monticello, FL

3 beds | 2 baths | 1,604 sq.ft.

$335,000

Airbnb cash on cash: 5.14%

Traditional cash on cash: 2.43%

Airbnb Rental Income: $2992

Traditional Rental Income: $1449

Airbnb ROI: 5.14%

Traditional ROI: 2.43%

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.

$459,000

Airbnb cash on cash: 3.23%

Traditional cash on cash: 3.01%

Airbnb Rental Income: $2992

Traditional Rental Income: $2210

Airbnb ROI: 3.23%

Traditional ROI: 3.01%

44 Pine Needle Trace

Monticello, FL

3 beds | 2 baths | 1,234 sq.ft.

$239,000

Airbnb cash on cash: 7.8%

Traditional cash on cash: 5.28%

Airbnb Rental Income: $2992

Traditional Rental Income: $1735

Airbnb ROI: 7.8%

Traditional ROI: 5.28%

740 Kinsey Road

Monticello, FL

3 beds | 1 baths | 1,146 sq.ft.

$1,125,000

Airbnb cash on cash: 0.98%

Traditional cash on cash: 0.21%

Airbnb Rental Income: $2992

Traditional Rental Income: $1503

Airbnb ROI: 0.98%

Traditional ROI: 0.21%

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%