Airbnb Properties for Sale in Madison, FL

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

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

Airbnb For Sale in Madison, FL

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PROPERTY	DETAILS	SALE PRICE	INVESTMENT PERFORMANCE
2271 SW Oregon Trl MADISON, FL 2271 SW Oregon Trl, MADISON, FL 32331 \| Other	N/A beds \| N/A baths \| 1,350 sq.ft.	$325,000	Airbnb cash on cash: 2.14% Traditional cash on cash: 0.52% Airbnb Rental Income: $1813 Traditional Rental Income: $827 Airbnb ROI: 2.14% Traditional ROI: 0.52%
000 W Us 90 MADISON, FL 000 W Us 90, MADISON, FL 32331 \| Other	N/A beds \| N/A baths \| N/A	$295,000	Airbnb cash on cash: 2.54% Traditional cash on cash: 0.03% Airbnb Rental Income: $1813 Traditional Rental Income: $625 Airbnb ROI: 2.54% Traditional ROI: 0.03%
1048 NE Duval Pond Rd MADISON, FL Welcome to this beautiful 57+ acre horse farm offering the perfect blend of country living...	3 beds \| 2 baths \| 1,596 sq.ft.	$790,000	Airbnb cash on cash: 2.74% Traditional cash on cash: 0.44% Airbnb Rental Income: $3846 Traditional Rental Income: $1322 Airbnb ROI: 2.74% Traditional ROI: 0.44%
479 NW Appaloosa Way MADISON, FL Experience exceptional craftsmanship in this custom-built home set on over five peaceful a...	4 beds \| 3 baths \| 3,809 sq.ft.	$685,500	Airbnb cash on cash: 3.96% Traditional cash on cash: 2.6% Airbnb Rental Income: $4757 Traditional Rental Income: $2906 Airbnb ROI: 3.96% Traditional ROI: 2.6%
186 NW Whispering Pines Loop MADISON, FL Seller Motivated...New roof in 2024! This custom-built home offers exceptional space and c...	3 beds \| 3 baths \| 2,682 sq.ft.	$300,000	Airbnb cash on cash: 8.86% Traditional cash on cash: 8.17% Airbnb Rental Income: $3846 Traditional Rental Income: $2823 Airbnb ROI: 8.86% Traditional ROI: 8.17%
1983 E Us 90 Hwy MADISON, FL Brick Home on 3 Acres - Minutes from Downtown Madison, FL! Address: 1983 E US 90, Madison,...	3 beds \| 3 baths \| 1,959 sq.ft.	$399,900	Airbnb cash on cash: 5.89% Traditional cash on cash: 5.87% Airbnb Rental Income: $3846 Traditional Rental Income: $3008 Airbnb ROI: 5.89% Traditional ROI: 5.87%
9849 N Sr 53 MADISON, FL Imagine waking up to birdsong and sipping coffee as the morning mist rises over Elbow Pond...	2 beds \| 2 baths \| 2,008 sq.ft.	$360,000	Airbnb cash on cash: 4.68% Traditional cash on cash: 4.38% Airbnb Rental Income: $2856 Traditional Rental Income: $2089 Airbnb ROI: 4.68% Traditional ROI: 4.38%
916 SW Cr 360 MADISON, FL Expansive 50.5-Acre Estate with 4-Bedroom Home & Agricultural Potential Discover the perfe...	4 beds \| 3 baths \| 3,206 sq.ft.	$799,000	Airbnb cash on cash: 3.06% Traditional cash on cash: 2.99% Airbnb Rental Income: $4757 Traditional Rental Income: $3719 Airbnb ROI: 3.06% Traditional ROI: 2.99%
402 NW Cantey Ave MADISON, FL 402 NW Cantey Ave Prime Location - peaceful setting with the charm of country living while...	3 beds \| 3 baths \| 2,944 sq.ft.	$480,000	Airbnb cash on cash: 4.94% Traditional cash on cash: 4.08% Airbnb Rental Income: $3846 Traditional Rental Income: $2629 Airbnb ROI: 4.94% Traditional ROI: 4.08%
6175 NE Colin Kelly Hwy MADISON, FL Charming Brick Home on 1 Acre - Peaceful Country Living! Discover this beautiful 2-bedroom...	2 beds \| 2 baths \| 1,552 sq.ft.	$259,900	Airbnb cash on cash: 7.28% Traditional cash on cash: 5.97% Airbnb Rental Income: $2856 Traditional Rental Income: $1870 Airbnb ROI: 7.28% Traditional ROI: 5.97%
4339 NE Cherry Lake Cir MADISON, FL Water-lover's paradise! This lake home oasis is off the beaten path in the quaint county o...	3 beds \| 2 baths \| 1,586 sq.ft.	$799,000	Airbnb cash on cash: 2.4% Traditional cash on cash: 1.36% Airbnb Rental Income: $3846 Traditional Rental Income: $2247 Airbnb ROI: 2.4% Traditional ROI: 1.36%
3618 Country Kitchen Rd MADISON, FL 3618 Country Kitchen Rd, MADISON, FL 32340 \| Single Family Residential	3 beds \| 2 baths \| 2,853 sq.ft.	$549,900	Airbnb cash on cash: 3.81% Traditional cash on cash: 1.69% Airbnb Rental Income: $3846 Traditional Rental Income: $1928 Airbnb ROI: 3.81% Traditional ROI: 1.69%
241 SW Canopy Trl MADISON, FL 241 SW Canopy Trl, MADISON, FL 32340 \| Single Family Residential	3 beds \| 2 baths \| 1,898 sq.ft.	$389,000	Airbnb cash on cash: 6.13% Traditional cash on cash: 3.13% Airbnb Rental Income: $3846 Traditional Rental Income: $1924 Airbnb ROI: 6.13% Traditional ROI: 3.13%
983 NW St Thomas Church Rd MADISON, FL 983 NW St Thomas Church Rd, MADISON, FL 32340 \| Single Family Residential	4 beds \| 2 baths \| 2,384 sq.ft.	$399,000	Airbnb cash on cash: 7.96% Traditional cash on cash: 3.21% Airbnb Rental Income: $4757 Traditional Rental Income: $1998 Airbnb ROI: 7.96% Traditional ROI: 3.21%
319 SE Bunker St MADISON, FL 319 SE Bunker St, MADISON, FL 32340 \| Single Family Residential	3 beds \| 2 baths \| 1,612 sq.ft.	$325,000	Airbnb cash on cash: 7.68% Traditional cash on cash: 3.13% Airbnb Rental Income: $3846 Traditional Rental Income: $1626 Airbnb ROI: 7.68% Traditional ROI: 3.13%
1217 SW Caleb Ave MADISON, FL 1217 SW Caleb Ave, MADISON, FL 32340 \| Other	N/A beds \| N/A baths \| N/A	$450,000	Airbnb cash on cash: 1.03% Traditional cash on cash: -0.58% Airbnb Rental Income: $1813 Traditional Rental Income: $642 Airbnb ROI: 1.03% Traditional ROI: -0.58%
TBD SW Harvey Greene Dr MADISON, FL TBD SW Harvey Greene Dr, MADISON, FL 32340 \| Other	N/A beds \| N/A baths \| N/A	$135,000	Airbnb cash on cash: 7.6% Traditional cash on cash: 2.23% Airbnb Rental Income: $1813 Traditional Rental Income: $625 Airbnb ROI: 7.6% Traditional ROI: 2.23%
5001 NW Little Cat Rd MADISON, FL 5001 NW Little Cat Rd, MADISON, FL 32340 \| Other	N/A beds \| N/A baths \| N/A	$315,000	Airbnb cash on cash: 2.26% Traditional cash on cash: -0.09% Airbnb Rental Income: $1813 Traditional Rental Income: $625 Airbnb ROI: 2.26% Traditional ROI: -0.09%
183 SW Jim Clark Rd MADISON, FL 183 SW Jim Clark Rd, MADISON, FL 32340 \| Other	N/A beds \| N/A baths \| N/A	$197,000	Airbnb cash on cash: 4.69% Traditional cash on cash: 1.05% Airbnb Rental Income: $1813 Traditional Rental Income: $642 Airbnb ROI: 4.69% Traditional ROI: 1.05%
651 NW Flowers Rd MADISON, FL 651 NW Flowers Rd, MADISON, FL 32340 \| Other	N/A beds \| N/A baths \| N/A	$378,000	Airbnb cash on cash: 1.58% Traditional cash on cash: -0.38% Airbnb Rental Income: $1813 Traditional Rental Income: $625 Airbnb ROI: 1.58% Traditional ROI: -0.38%
SE Gunpowder Ave MADISON, FL SE Gunpowder Ave, MADISON, FL 32340 \| Other	N/A beds \| N/A baths \| N/A	$159,900	Airbnb cash on cash: 6.17% Traditional cash on cash: 1.86% Airbnb Rental Income: $1813 Traditional Rental Income: $664 Airbnb ROI: 6.17% Traditional ROI: 1.86%
1537 NE Cherry Lake Cir MADISON, FL 1537 NE Cherry Lake Cir, MADISON, FL 32340 \| Other	N/A beds \| N/A baths \| N/A	$375,000	Airbnb cash on cash: 1.61% Traditional cash on cash: -0.37% Airbnb Rental Income: $1813 Traditional Rental Income: $625 Airbnb ROI: 1.61% Traditional ROI: -0.37%
1341 NE Cherry Lake Cir MADISON, FL 1341 NE Cherry Lake Cir, MADISON, FL 32340 \| Other	N/A beds \| N/A baths \| N/A	$425,000	Airbnb cash on cash: 1.2% Traditional cash on cash: -0.52% Airbnb Rental Income: $1813 Traditional Rental Income: $635 Airbnb ROI: 1.2% Traditional ROI: -0.52%
0000 NE Dandelion St MADISON, FL 0000 NE Dandelion St, MADISON, FL 32340 \| Other	N/A beds \| N/A baths \| N/A	$335,000	Airbnb cash on cash: 2.02% Traditional cash on cash: -0.12% Airbnb Rental Income: $1813 Traditional Rental Income: $647 Airbnb ROI: 2.02% Traditional ROI: -0.12%
0 NW Cr 253 MADISON, FL 0 NW Cr 253, MADISON, FL 32340 \| Other	N/A beds \| N/A baths \| N/A	$265,000	Airbnb cash on cash: 3.03% Traditional cash on cash: 0.24% Airbnb Rental Income: $1813 Traditional Rental Income: $625 Airbnb ROI: 3.03% Traditional ROI: 0.24%
0 NW Cr 253 Lot 1 MADISON, FL 0 NW Cr 253 Lot 1, MADISON, FL 32340 \| Other	N/A beds \| N/A baths \| N/A	$139,500	Airbnb cash on cash: 7.31% Traditional cash on cash: 2.1% Airbnb Rental Income: $1813 Traditional Rental Income: $625 Airbnb ROI: 7.31% Traditional ROI: 2.1%
000 NW Cr 253 Lot 2 MADISON, FL 000 NW Cr 253 Lot 2, MADISON, FL 32340 \| Other	N/A beds \| N/A baths \| N/A	$135,000	Airbnb cash on cash: 7.6% Traditional cash on cash: 2.23% Airbnb Rental Income: $1813 Traditional Rental Income: $625 Airbnb ROI: 7.6% Traditional ROI: 2.23%
NE Bittersweet Trl MADISON, FL NE Bittersweet Trl, MADISON, FL 32340 \| Other	N/A beds \| N/A baths \| 616 sq.ft.	$375,000	Airbnb cash on cash: 1.61% Traditional cash on cash: -0.37% Airbnb Rental Income: $1813 Traditional Rental Income: $625 Airbnb ROI: 1.61% Traditional ROI: -0.37%
5000 NW Little Cat Rd MADISON, FL 5000 NW Little Cat Rd, MADISON, FL 32340 \| Other	N/A beds \| N/A baths \| N/A	$598,500	Airbnb cash on cash: 0.32% Traditional cash on cash: -0.93% Airbnb Rental Income: $1813 Traditional Rental Income: $625 Airbnb ROI: 0.32% Traditional ROI: -0.93%
839 NE Post Rd MADISON, FL Charming 3-bedroom, 1-bath home situated on 3 peaceful acres near beautiful Cherry Lake. F...	3 beds \| 1 baths \| 1,451 sq.ft.	$280,000	Airbnb cash on cash: 9.83% Traditional cash on cash: 4.27% Airbnb Rental Income: $3846 Traditional Rental Income: $1548 Airbnb ROI: 9.83% Traditional ROI: 4.27%
Vacant NE Rocky Springs Church Rd MADISON, FL Vacant NE Rocky Springs Curch Ave, MADISON, FL 32340 \| Other	N/A beds \| N/A baths \| N/A	$149,900	Airbnb cash on cash: 6.69% Traditional cash on cash: 1.83% Airbnb Rental Income: $1813 Traditional Rental Income: $625 Airbnb ROI: 6.69% Traditional ROI: 1.83%
SE Rogers Sink Rd MADISON, FL SE Rogers Sink Rd, MADISON, FL 32340 \| Other	N/A beds \| N/A baths \| N/A	$160,000	Airbnb cash on cash: 6.16% Traditional cash on cash: 1.85% Airbnb Rental Income: $1813 Traditional Rental Income: $664 Airbnb ROI: 6.16% Traditional ROI: 1.85%

Vacation Rentals in Madison

There are 34 vacation rental properties available for sale in the city of Madison . The median list price of Airbnb properties available for sale in Madison is $369,900 and the average price per square foot is $206. The cash on cash return on vacation rentals in Madison is 8.00%. The average monthly short term rental income in Madison is $1,813.

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

There are 34 Airbnb properties available for sale in Madison.

In February 2026, the average Airbnb occupancy rate in Madison is 49%.

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

Your search for investment property begins and ends here

Airbnb For Sale in Madison, FL

2271 SW Oregon Trl

MADISON, FL

N/A beds | N/A baths | 1,350 sq.ft.

$325,000

Airbnb cash on cash: 2.14%

Traditional cash on cash: 0.52%

Airbnb Rental Income: $1813

Traditional Rental Income: $827

Airbnb ROI: 2.14%

Traditional ROI: 0.52%

000 W Us 90

MADISON, FL

N/A beds | N/A baths | N/A

$295,000

Airbnb cash on cash: 2.54%

Traditional cash on cash: 0.03%

Airbnb Rental Income: $1813

Traditional Rental Income: $625

Airbnb ROI: 2.54%

Traditional ROI: 0.03%

1048 NE Duval Pond Rd

MADISON, FL

3 beds | 2 baths | 1,596 sq.ft.

$790,000

Airbnb cash on cash: 2.74%

Traditional cash on cash: 0.44%

Airbnb Rental Income: $3846

Traditional Rental Income: $1322

Airbnb ROI: 2.74%

Traditional ROI: 0.44%

479 NW Appaloosa Way

MADISON, FL

4 beds | 3 baths | 3,809 sq.ft.

$685,500

Airbnb cash on cash: 3.96%

Traditional cash on cash: 2.6%

Airbnb Rental Income: $4757

Traditional Rental Income: $2906

Airbnb ROI: 3.96%

Traditional ROI: 2.6%

186 NW Whispering Pines Loop

MADISON, FL

3 beds | 3 baths | 2,682 sq.ft.

$300,000

Airbnb cash on cash: 8.86%

Traditional cash on cash: 8.17%

Airbnb Rental Income: $3846

Traditional Rental Income: $2823

Airbnb ROI: 8.86%

Traditional ROI: 8.17%

1983 E Us 90 Hwy

MADISON, FL

3 beds | 3 baths | 1,959 sq.ft.

$399,900

Airbnb cash on cash: 5.89%

Traditional cash on cash: 5.87%

Airbnb Rental Income: $3846

Traditional Rental Income: $3008

Airbnb ROI: 5.89%

Traditional ROI: 5.87%

9849 N Sr 53

MADISON, FL

2 beds | 2 baths | 2,008 sq.ft.

$360,000

Airbnb cash on cash: 4.68%

Traditional cash on cash: 4.38%

Airbnb Rental Income: $2856

Traditional Rental Income: $2089

Airbnb ROI: 4.68%

Traditional ROI: 4.38%

916 SW Cr 360

MADISON, FL

4 beds | 3 baths | 3,206 sq.ft.

$799,000

Airbnb cash on cash: 3.06%

Traditional cash on cash: 2.99%

Airbnb Rental Income: $4757

Traditional Rental Income: $3719

Airbnb ROI: 3.06%