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
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.	$399,900	Airbnb cash on cash: 6.6% Traditional cash on cash: 4.94% Airbnb Rental Income: $4157 Traditional Rental Income: $2652 Airbnb ROI: 6.6% Traditional ROI: 4.94%
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%
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%
360 Bowman Street Monticello, FL New construction; very convenient to downtown; house is close to completion.	3 beds \| 2 baths \| 1,235 sq.ft.	$252,500	Airbnb cash on cash: 9.36% Traditional cash on cash: 5.9% Airbnb Rental Income: $3308 Traditional Rental Income: $1743 Airbnb ROI: 9.36% Traditional ROI: 5.9%
947 Piney Woods Road Monticello, FL Seller is offering $5000 toward closing costs! Charming 2022 Mobile Home on 5 Peaceful Acr...	4 beds \| 2 baths \| 2,304 sq.ft.	$325,000	Airbnb cash on cash: 8.57% Traditional cash on cash: 5.21% Airbnb Rental Income: $4157 Traditional Rental Income: $2248 Airbnb ROI: 8.57% Traditional ROI: 5.21%
78 Fen Court Monticello, FL Photos of previous homes. Come choose all your finishes and upgrades. Home is just finishi...	3 beds \| 2 baths \| 1,806 sq.ft.	$470,000	Airbnb cash on cash: 3.74% Traditional cash on cash: 2.69% Airbnb Rental Income: $3308 Traditional Rental Income: $2105 Airbnb ROI: 3.74% Traditional ROI: 2.69%
112 Long Leaf Drive Monticello, FL Nearly 6 Acres of Opportunity in Beautiful Monticello! If you're looking for space, privac...	3 beds \| 2 baths \| 1,980 sq.ft.	$250,000	Airbnb cash on cash: 9.38% Traditional cash on cash: 7.41% Airbnb Rental Income: $3308 Traditional Rental Income: $2103 Airbnb ROI: 9.38% Traditional ROI: 7.41%
1605 Sweetbay Court Monticello, FL Construction has begun. Completion date should be approx 4 months or less. We will update ...	3 beds \| 2 baths \| 1,464 sq.ft.	$360,500	Airbnb cash on cash: 6.3% Traditional cash on cash: 3.11% Airbnb Rental Income: $3308 Traditional Rental Income: $1488 Airbnb ROI: 6.3% Traditional ROI: 3.11%
535 Holly Road Monticello, FL Wonderful Cottage Home in Quaint Crooked Creek Subdivision in Monticello Florida. Open Flo...	3 beds \| 2 baths \| 1,326 sq.ft.	$357,000	Airbnb cash on cash: 5.6% Traditional cash on cash: 4.11% Airbnb Rental Income: $3308 Traditional Rental Income: $2070 Airbnb ROI: 5.6% Traditional ROI: 4.11%
205 Crooked Creek Lane Monticello, FL Welcome to this beautiful one-owner home in highly sought-after Crooked Creek, located jus...	3 beds \| 2 baths \| 2,061 sq.ft.	$564,900	Airbnb cash on cash: 2.86% Traditional cash on cash: 2.67% Airbnb Rental Income: $3308 Traditional Rental Income: $2466 Airbnb ROI: 2.86% Traditional ROI: 2.67%
1410 E Pearl Street Monticello, FL Classic 1926 Craftsman in Beautiful Monticello, Florida. Step into the timeless charm of t...	4 beds \| 2 baths \| 2,750 sq.ft.	$385,000	Airbnb cash on cash: 7.46% Traditional cash on cash: 6.02% Airbnb Rental Income: $4157 Traditional Rental Income: $2756 Airbnb ROI: 7.46% Traditional ROI: 6.02%
1015 S Jefferson Street Monticello, FL Experience the charm of an established home with the modern comfort and appeal of new cons...	4 beds \| 2 baths \| 1,844 sq.ft.	$349,900	Airbnb cash on cash: 8.07% Traditional cash on cash: 5.29% Airbnb Rental Income: $4157 Traditional Rental Income: $2361 Airbnb ROI: 8.07% Traditional ROI: 5.29%
312 Creekside Court Monticello, FL Brand new construction home located in the sought after Crooked Creek neighborhood. This s...	4 beds \| 3 baths \| 2,008 sq.ft.	$520,000	Airbnb cash on cash: 4.66% Traditional cash on cash: 3.52% Airbnb Rental Income: $4157 Traditional Rental Income: $2719 Airbnb ROI: 4.66% Traditional ROI: 3.52%
153 Ravencroft Road Monticello, FL 11.7 SPECTACULAR ACRES - FABULOUS FARMLAND, MAJESTIC OAKS & A SECLUDED COUNTRY RETREAT! A ...	3 beds \| 2 baths \| 1,780 sq.ft.	$419,900	Airbnb cash on cash: 4.41% Traditional cash on cash: 2.93% Airbnb Rental Income: $3308 Traditional Rental Income: $1986 Airbnb ROI: 4.41% Traditional ROI: 2.93%
77 S Hiawatha Farms Road Monticello, FL Horse lovers, your dream property awaits! Enjoy farmhouse charm and country living on 2.93...	4 beds \| 3 baths \| 2,177 sq.ft.	$595,000	Airbnb cash on cash: 3.84% Traditional cash on cash: 2.57% Airbnb Rental Income: $4157 Traditional Rental Income: $2566 Airbnb ROI: 3.84% Traditional ROI: 2.57%
154 N Main Avenue Monticello, FL Incredible property offering privacy and convenience. Located just off Hwy-90 on N. Main A...	3 beds \| 3 baths \| 1,713 sq.ft.	$539,000	Airbnb cash on cash: 3.03% Traditional cash on cash: 1.8% Airbnb Rental Income: $3308 Traditional Rental Income: $1949 Airbnb ROI: 3.03% Traditional ROI: 1.8%
148 S Main Avenue Monticello, FL This 1996 Mobile home is being sold with (2) 5-acre parcels = 10 acres total. Parcel Id #s...	3 beds \| 2 baths \| 1,568 sq.ft.	$225,000	Airbnb cash on cash: 9.74% Traditional cash on cash: 6.31% Airbnb Rental Income: $3308 Traditional Rental Income: $1838 Airbnb ROI: 9.74% Traditional ROI: 6.31%

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 $259,876 and the average price per square foot is $180. 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 23 Airbnb properties available for sale in Monticello.

In November 2026, the average Airbnb occupancy rate in Monticello is 21%.

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

855 S Waukeenah Street

Monticello, FL

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

$399,900

Airbnb cash on cash: 6.6%

Traditional cash on cash: 4.94%

Airbnb Rental Income: $4157

Traditional Rental Income: $2652

Airbnb ROI: 6.6%

Traditional ROI: 4.94%

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%

Traditional ROI: 4.11%

1590 Tyson Road

Monticello, FL

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

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%

360 Bowman Street

Monticello, FL

3 beds | 2 baths | 1,235 sq.ft.

$252,500

Airbnb cash on cash: 9.36%

Traditional cash on cash: 5.9%

Airbnb Rental Income: $3308

Traditional Rental Income: $1743

Airbnb ROI: 9.36%

Traditional ROI: 5.9%

947 Piney Woods Road

Monticello, FL

4 beds | 2 baths | 2,304 sq.ft.

$325,000

Airbnb cash on cash: 8.57%

Traditional cash on cash: 5.21%

Airbnb Rental Income: $4157

Traditional Rental Income: $2248

Airbnb ROI: 8.57%

Traditional ROI: 5.21%

78 Fen Court

Monticello, FL

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

$470,000

Airbnb cash on cash: 3.74%

Traditional cash on cash: 2.69%

Airbnb Rental Income: $3308

Traditional Rental Income: $2105

Airbnb ROI: 3.74%