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
121 Shumard Court Monticello, FL Beautiful, like-new 2022 farmhouse-style home located in the sought after Crooked Creek ar...	4 beds \| 3 baths \| 2,134 sq.ft.	$519,000	Airbnb cash on cash: 4.65% Traditional cash on cash: 3.56% Airbnb Rental Income: $4157 Traditional Rental Income: $2748 Airbnb ROI: 4.65% Traditional ROI: 3.56%
140 SHUMARD Court Monticello, FL NOW INCLUDES ADDITIONAL LOT!! Discover this stunning 2,600+ sqft home built in 2021, offer...	4 beds \| 3 baths \| 2,716 sq.ft.	$679,900	Airbnb cash on cash: 2.84% Traditional cash on cash: 1.4% Airbnb Rental Income: $4157 Traditional Rental Income: $2363 Airbnb ROI: 2.84% Traditional ROI: 1.4%
300 Bowman Street Monticello, FL Recently built home featuring spacious open floor plan. Kitchen has raised cabinets, grani...	3 beds \| 3 baths \| 1,550 sq.ft.	$319,900	Airbnb cash on cash: 6.34% Traditional cash on cash: 4.94% Airbnb Rental Income: $3308 Traditional Rental Income: $2145 Airbnb ROI: 6.34% Traditional ROI: 4.94%
205 N Rhodes Street Monticello, FL Classic historical home built in the 1920's. Walking distance to charming downtown Montice...	3 beds \| 2 baths \| 2,766 sq.ft.	$345,000	Airbnb cash on cash: 5.75% Traditional cash on cash: 5.32% Airbnb Rental Income: $3308 Traditional Rental Income: $2426 Airbnb ROI: 5.75% Traditional ROI: 5.32%
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.	$444,900	Airbnb cash on cash: 5.76% Traditional cash on cash: 4.26% Airbnb Rental Income: $4157 Traditional Rental Income: $2652 Airbnb ROI: 5.76% Traditional ROI: 4.26%
107 S TARN Way Monticello, FL Welcome to this beautifully custom-built 3 bedroom, 2 bath home completed in 2024 and loca...	3 beds \| 2 baths \| 1,774 sq.ft.	$429,900	Airbnb cash on cash: 5% Traditional cash on cash: 4.72% Airbnb Rental Income: $3308 Traditional Rental Income: $2455 Airbnb ROI: 5% Traditional ROI: 4.72%
220 Eaton Street Monticello, FL Very convenient location in the heart of Monticello. Excellent condition. Very good condit...	3 beds \| 1 baths \| 1,164 sq.ft.	$239,000	Airbnb cash on cash: 9.07% Traditional cash on cash: 4.82% Airbnb Rental Income: $3308 Traditional Rental Income: $1606 Airbnb ROI: 9.07% Traditional ROI: 4.82%
8156 Waukeenah Highway Monticello, FL Rare Find! Country Living on 1 Acre-No HOA! Enjoy peaceful country living on a full 1-acre...	3 beds \| 2 baths \| 1,774 sq.ft.	$349,000	Airbnb cash on cash: 5.67% Traditional cash on cash: 4.11% Airbnb Rental Income: $3308 Traditional Rental Income: $2056 Airbnb ROI: 5.67% Traditional ROI: 4.11%
1012 S Main Avenue Monticello, FL Tucked away on 5 private acres down a quiet, wooded road, this brick home offers 2,280 squ...	3 beds \| 2 baths \| 2,280 sq.ft.	$379,000	Airbnb cash on cash: 5.34% Traditional cash on cash: 4.65% Airbnb Rental Income: $3308 Traditional Rental Income: $2324 Airbnb ROI: 5.34% Traditional ROI: 4.65%
480 S JEFFERSON Street Monticello, FL Located in the heart of Monticello, this 5-unit investment property offers a prime opportu...	4 beds \| 4 baths \| N/A	$390,000	Airbnb cash on cash: 6.67% Traditional cash on cash: 0.12% Airbnb Rental Income: $4157 Traditional Rental Income: $881 Airbnb ROI: 6.67% Traditional ROI: 0.12%
1164 Oaklands Plantation Road Monticello, FL Nestled on 5.5 peaceful, private acres, this charming 3-bedroom, 2-bath home offers the pe...	3 beds \| 2 baths \| 1,456 sq.ft.	$259,900	Airbnb cash on cash: 8.75% Traditional cash on cash: 5.52% Airbnb Rental Income: $3308 Traditional Rental Income: $1775 Airbnb ROI: 8.75% Traditional ROI: 5.52%
254 Woodland Drive Monticello, FL Custom home on 4.29 private acres~split bedroom plan~separate dining room~rocking chair fr...	3 beds \| 2 baths \| 2,239 sq.ft.	$450,000	Airbnb cash on cash: 4.42% Traditional cash on cash: 3.82% Airbnb Rental Income: $3308 Traditional Rental Income: $2317 Airbnb ROI: 4.42% Traditional ROI: 3.82%
1637 N Jefferson Highway Monticello, FL Awesome all brick 3 bedroom 2 bathroom home on 4 beautiful acres along North Jefferson Hig...	3 beds \| 2 baths \| 1,891 sq.ft.	$395,000	Airbnb cash on cash: 5.3% Traditional cash on cash: 4.08% Airbnb Rental Income: $3308 Traditional Rental Income: $2115 Airbnb ROI: 5.3% Traditional ROI: 4.08%
1590 Tyson Road Monticello, FL Experience the beauty and tranquility of North Florida living on this stunning estate loca...	3 beds \| 2 baths \| 2,612 sq.ft.	$1,175,000	Airbnb cash on cash: 0.89% Traditional cash on cash: 0.56% Airbnb Rental Income: $3308 Traditional Rental Income: $2205 Airbnb ROI: 0.89% Traditional ROI: 0.56%
1070 Partridge Lane Monticello, FL Currently under construction. Interior pictures are from a previous model home. Approximat...	3 beds \| 2 baths \| 1,351 sq.ft.	$298,900	Airbnb cash on cash: 6.91% Traditional cash on cash: 4.18% Airbnb Rental Income: $3308 Traditional Rental Income: $1800 Airbnb ROI: 6.91% Traditional ROI: 4.18%
12180 Gamble Road Monticello, FL New Construction currently being built by Southern Construction. Home should be completed ...	3 beds \| 2 baths \| 1,575 sq.ft.	$299,900	Airbnb cash on cash: 6.88% Traditional cash on cash: 4.64% Airbnb Rental Income: $3308 Traditional Rental Income: $1933 Airbnb ROI: 6.88% Traditional ROI: 4.64%
196 Private Road Monticello, FL Back on the market at NO FAULT TO THE SELLERS! Looking for a peaceful escape from the hust...	3 beds \| 2 baths \| 1,664 sq.ft.	$259,999	Airbnb cash on cash: 8.59% Traditional cash on cash: 5.96% Airbnb Rental Income: $3308 Traditional Rental Income: $1923 Airbnb ROI: 8.59% Traditional ROI: 5.96%
333 Post Oak Circle Monticello, FL ENJOY THE QUIET SPACE OF THE SANCTUARY IN LLOYDJUST 20 MINUTES FROM TALLAHASSEE THIS FOU...	4 beds \| 2 baths \| 1,718 sq.ft.	$539,500	Airbnb cash on cash: 4.6% Traditional cash on cash: 2.52% Airbnb Rental Income: $4157 Traditional Rental Income: $2228 Airbnb ROI: 4.6% Traditional ROI: 2.52%
974 Rainey Run Monticello, FL Professional pictures coming soon Experience luxury living in the prestigious gated co...	4 beds \| 3 baths \| 4,762 sq.ft.	$1,200,000	Airbnb cash on cash: 0.99% Traditional cash on cash: 0.9% Airbnb Rental Income: $4157 Traditional Rental Income: $3172 Airbnb ROI: 0.99% Traditional ROI: 0.9%
1565 Sweetbay Court Monticello, FL This home is currently coming out of the permitting phase. New construction will start in ...	3 beds \| 2 baths \| 1,464 sq.ft.	$350,500	Airbnb cash on cash: 6.5% Traditional cash on cash: 4.4% Airbnb Rental Income: $3308 Traditional Rental Income: $1877 Airbnb ROI: 6.5% Traditional ROI: 4.4%
360 Bowman Street Monticello, FL New construction; very convenient to downtown; house is close to completion - should be re...	3 beds \| 2 baths \| 1,235 sq.ft.	$254,900	Airbnb cash on cash: 9.26% Traditional cash on cash: 5.83% Airbnb Rental Income: $3308 Traditional Rental Income: $1743 Airbnb ROI: 9.26% Traditional ROI: 5.83%
395 Sunset Drive Monticello, FL Welcome home to this charming 3-bedroom, 2-bath property set on a spacious lot with a full...	3 beds \| 2 baths \| 1,596 sq.ft.	$305,000	Airbnb cash on cash: 6.44% Traditional cash on cash: 4.56% Airbnb Rental Income: $3308 Traditional Rental Income: $2027 Airbnb ROI: 6.44% Traditional ROI: 4.56%

Vacation Rentals in Monticello

There are 31 vacation rental properties available for sale in the city of Monticello . The median list price of Airbnb properties available for sale in Monticello is $255,297 and the average price per square foot is $165. The cash on cash return on vacation rentals in Monticello is 5.00%. The average monthly short term rental income in Monticello is $3,308.

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

There are 31 Airbnb properties available for sale in Monticello.

In 2026, the best neighborhood to buy short term rental property is Monticello.

In August 2026, the average Airbnb occupancy rate in Monticello is 23%.

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

121 Shumard Court

Monticello, FL

4 beds | 3 baths | 2,134 sq.ft.

$519,000

Airbnb cash on cash: 4.65%

Traditional cash on cash: 3.56%

Airbnb Rental Income: $4157

Traditional Rental Income: $2748

Airbnb ROI: 4.65%

Traditional ROI: 3.56%

140 SHUMARD Court

Monticello, FL

4 beds | 3 baths | 2,716 sq.ft.

$679,900

Airbnb cash on cash: 2.84%

Traditional cash on cash: 1.4%

Airbnb Rental Income: $4157

Traditional Rental Income: $2363

Airbnb ROI: 2.84%

Traditional ROI: 1.4%

300 Bowman Street

Monticello, FL

3 beds | 3 baths | 1,550 sq.ft.

$319,900

Airbnb cash on cash: 6.34%

Traditional cash on cash: 4.94%

Airbnb Rental Income: $3308

Traditional Rental Income: $2145

Airbnb ROI: 6.34%

Traditional ROI: 4.94%

205 N Rhodes Street

Monticello, FL

3 beds | 2 baths | 2,766 sq.ft.

$345,000

Airbnb cash on cash: 5.75%

Traditional cash on cash: 5.32%

Airbnb Rental Income: $3308

Traditional Rental Income: $2426

Airbnb ROI: 5.75%

Traditional ROI: 5.32%

855 S Waukeenah Street

Monticello, FL

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

$444,900

Airbnb cash on cash: 5.76%

Traditional cash on cash: 4.26%

Airbnb Rental Income: $4157

Traditional Rental Income: $2652

Airbnb ROI: 5.76%

Traditional ROI: 4.26%

107 S TARN Way

Monticello, FL

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

$429,900

Airbnb cash on cash: 5%

Traditional cash on cash: 4.72%

Airbnb Rental Income: $3308

Traditional Rental Income: $2455

Airbnb ROI: 5%

Traditional ROI: 4.72%

220 Eaton Street

Monticello, FL

3 beds | 1 baths | 1,164 sq.ft.

$239,000

Airbnb cash on cash: 9.07%

Traditional cash on cash: 4.82%

Airbnb Rental Income: $3308

Traditional Rental Income: $1606

Airbnb ROI: 9.07%

Traditional ROI: 4.82%

8156 Waukeenah Highway

Monticello, FL

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

$349,000

Airbnb cash on cash: 5.67%

Traditional cash on cash: 4.11%

Airbnb Rental Income: $3308

Traditional Rental Income: $2056

Airbnb ROI: 5.67%