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
85 Pine Cone Drive Monticello, FL This beautifully renovated 3-bedroom, 2-bathroom modular home offers modern comfort and st...	3 beds \| 2 baths \| 1,678 sq.ft.	$209,900	Airbnb cash on cash: 9.23% Traditional cash on cash: 7.47% Airbnb Rental Income: $2992 Traditional Rental Income: $1954 Airbnb ROI: 9.23% Traditional ROI: 7.47%
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.	$375,000	Airbnb cash on cash: 7.08% Traditional cash on cash: 5.55% Airbnb Rental Income: $4157 Traditional Rental Income: $2738 Airbnb ROI: 7.08% Traditional ROI: 5.55%
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%
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 Location: Jefferson County, FL Size: 155 acres Features: Rolling pastures Planted pines Na...	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%
4081 Gamble Road Monticello, FL Nestled on a serene 5-acre retreat, this charming storybook cottage feels like a hidden ge...	4 beds \| 2 baths \| 2,162 sq.ft.	$329,500	Airbnb cash on cash: 8.39% Traditional cash on cash: 4.81% Airbnb Rental Income: $4157 Traditional Rental Income: $2166 Airbnb ROI: 8.39% Traditional ROI: 4.81%
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.	$460,995	Airbnb cash on cash: 3.21% Traditional cash on cash: 2.72% Airbnb Rental Income: $2992 Traditional Rental Income: $2094 Airbnb ROI: 3.21% Traditional ROI: 2.72%
575 E Palmer Mill Road Monticello, FL Spacious home located within walking distance of Historic Downtown Monticello. This four b...	4 beds \| 2 baths \| 1,858 sq.ft.	$299,000	Airbnb cash on cash: 9.42% Traditional cash on cash: 6.44% Airbnb Rental Income: $4157 Traditional Rental Income: $2437 Airbnb ROI: 9.42% Traditional ROI: 6.44%
952 Turney Anderson Road Monticello, FL Discover your own private retreat with this charming home set on a fully fenced 10-acre lo...	3 beds \| 2 baths \| 1,841 sq.ft.	$475,000	Airbnb cash on cash: 3.62% Traditional cash on cash: 2.84% Airbnb Rental Income: $2992 Traditional Rental Income: $1960 Airbnb ROI: 3.62% Traditional ROI: 2.84%
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: 1.93% Airbnb Rental Income: $2992 Traditional Rental Income: $1488 Airbnb ROI: 3.87% Traditional ROI: 1.93%

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 $419,000 and the average price per square foot is $161. 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 September 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

85 Pine Cone Drive

Monticello, FL

3 beds | 2 baths | 1,678 sq.ft.

$209,900

Airbnb cash on cash: 9.23%

Traditional cash on cash: 7.47%

Airbnb Rental Income: $2992

Traditional Rental Income: $1954

Airbnb ROI: 9.23%

Traditional ROI: 7.47%

155 E Seminole Avenue

Monticello, FL

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

$375,000

Airbnb cash on cash: 7.08%

Traditional cash on cash: 5.55%

Airbnb Rental Income: $4157

Traditional Rental Income: $2738

Airbnb ROI: 7.08%

Traditional ROI: 5.55%

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%

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%

4081 Gamble Road

Monticello, FL

4 beds | 2 baths | 2,162 sq.ft.

$329,500

Airbnb cash on cash: 8.39%

Traditional cash on cash: 4.81%

Airbnb Rental Income: $4157

Traditional Rental Income: $2166

Airbnb ROI: 8.39%

Traditional ROI: 4.81%

47 Mire Court

Monticello, FL

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

$460,995

Airbnb cash on cash: 3.21%

Traditional cash on cash: 2.72%

Airbnb Rental Income: $2992

Traditional Rental Income: $2094

Airbnb ROI: 3.21%

Traditional ROI: 2.72%

575 E Palmer Mill Road

Monticello, FL

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

$299,000

Airbnb cash on cash: 9.42%

Traditional cash on cash: 6.44%

Airbnb Rental Income: $4157

Traditional Rental Income: $2437

Airbnb ROI: 9.42%