Airbnb Properties for Sale in Key West, FL

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

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

Airbnb Single Family Residential For Sale in Key West, FL

Search for Single Family Residential for Sale in Key West, Florida. Browse all of Mashvisor’s Single Family Residential listings and other investment property types including Single Family Homes, Multi Family Homes, Condos, Townhouses and Other Homes.

Showing 93 Single Family Residential listings of over 500,000 total investment properties for sale. Visit Mashvisor.com to all investment properties.

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PROPERTY	DETAILS	SALE PRICE	INVESTMENT PERFORMANCE
1119 Whitehead Street Key West, FL This stunning Old Town residence offers the perfect blend of historic charm and modern ele...	3 beds \| 2 baths \| 1,665 sq.ft.	$2,499,000	Airbnb cash on cash: 2.6% Traditional cash on cash: 0.16% Airbnb Rental Income: $11712 Traditional Rental Income: $3920 Airbnb ROI: 2.6% Traditional ROI: 0.16%
1420 White Street Key West, FL Stunning Grand Key West Historic Home Newly Renovated into a Gorgeous Single Family Home w...	5 beds \| 3 baths \| 2,608 sq.ft.	$2,999,998	Airbnb cash on cash: 3.45% Traditional cash on cash: 0.39% Airbnb Rental Income: $16799 Traditional Rental Income: $5300 Airbnb ROI: 3.45% Traditional ROI: 0.39%
1320 Eliza Street Key West, FL Welcome to the School House on Eliza!1320 Eliza Street is a stunning corner-lot property t...	4 beds \| 4 baths \| 1,854 sq.ft.	$2,499,000	Airbnb cash on cash: 2.34% Traditional cash on cash: 0.79% Airbnb Rental Income: $10782 Traditional Rental Income: $5196 Airbnb ROI: 2.34% Traditional ROI: 0.79%
1104 South Street Key West, FL ELEVATE YOUR QUALITY OF LIFE. Positioned within the highly sought-after Casa Marina distri...	3 beds \| 4 baths \| 2,110 sq.ft.	$1,999,000	Airbnb cash on cash: 3.08% Traditional cash on cash: 0.75% Airbnb Rental Income: $11580 Traditional Rental Income: $5132 Airbnb ROI: 3.08% Traditional ROI: 0.75%
1124 Seminary Street Key West, FL Beautiful home in the Casa Marina District. Completely remodeled in 2020 and the guest cot...	3 beds \| 4 baths \| 1,970 sq.ft.	$2,499,000	Airbnb cash on cash: 2.15% Traditional cash on cash: 0.67% Airbnb Rental Income: $10831 Traditional Rental Income: $5393 Airbnb ROI: 2.15% Traditional ROI: 0.67%
729 Windsor Lane Key West, FL Charming Historic Gem in the Heart of Old Town Key West!Welcome to 729 Windsor Lane--a rar...	2 beds \| 1 baths \| 723 sq.ft.	$950,000	Airbnb cash on cash: 5.45% Traditional cash on cash: 0.69% Airbnb Rental Income: $8333 Traditional Rental Income: $2543 Airbnb ROI: 5.45% Traditional ROI: 0.69%
247 Golf Club Drive Key West, FL Tucked inside the private gates of The Sanctuary at the Key West Golf Club, 247 Golf Club ...	3 beds \| 3 baths \| 1,600 sq.ft.	$1,325,000	Airbnb cash on cash: 5.11% Traditional cash on cash: 0.92% Airbnb Rental Income: $11088 Traditional Rental Income: $3894 Airbnb ROI: 5.11% Traditional ROI: 0.92%
1001 ed Street #UNIT B Key West, FL Enjoy your tropical retreat in the heart of Old Town Key West with this stunning, fully re...	3 beds \| 5 baths \| 1,442 sq.ft.	$1,700,000	Airbnb cash on cash: 4.17% Traditional cash on cash: 1.47% Airbnb Rental Income: $11580 Traditional Rental Income: $5193 Airbnb ROI: 4.17% Traditional ROI: 1.47%
243 Golf Club Drive Key West, FL A PRICE REDUCTION IS THE GIFT THAT KEEPS ON GIVING! Motivated Sellers ready for your holid...	3 beds \| 3 baths \| 1,600 sq.ft.	$1,250,000	Airbnb cash on cash: 5.54% Traditional cash on cash: 1.12% Airbnb Rental Income: $11088 Traditional Rental Income: $3914 Airbnb ROI: 5.54% Traditional ROI: 1.12%
612 Mickens Lane Key West, FL Only 139 steps from the iconic Green Parrot (yes, we counted) and just 1.5 blocks off Duva...	2 beds \| 2 baths \| 823 sq.ft.	$1,195,000	Airbnb cash on cash: 4.19% Traditional cash on cash: 0.39% Airbnb Rental Income: $8036 Traditional Rental Income: $2283 Airbnb ROI: 4.19% Traditional ROI: 0.39%
915 Washington Street Key West, FL Located in the highly sought-after Casa Marina neighborhood, 915 Washington Street offers ...	2 beds \| 2 baths \| 1,193 sq.ft.	$1,795,000	Airbnb cash on cash: 2.91% Traditional cash on cash: 0.38% Airbnb Rental Income: $9249 Traditional Rental Income: $3305 Airbnb ROI: 2.91% Traditional ROI: 0.38%
208 Golf Club Drive Key West, FL Welcome to Splendor @ Key West Golf Club, an impeccably transformed courtyard spa home loc...	2 beds \| 3 baths \| 1,120 sq.ft.	$995,000	Airbnb cash on cash: 4.08% Traditional cash on cash: 1.11% Airbnb Rental Income: $7456 Traditional Rental Income: $3273 Airbnb ROI: 4.08% Traditional ROI: 1.11%
1211 Knowles Lane Key West, FL Discover the timeless charm of this beautifully remodeled historic home located in Old Tow...	3 beds \| 3 baths \| 1,284 sq.ft.	$1,495,000	Airbnb cash on cash: 5.34% Traditional cash on cash: 1.26% Airbnb Rental Income: $11580 Traditional Rental Income: $3799 Airbnb ROI: 5.34% Traditional ROI: 1.26%
202 Admirals Lane Key West, FL Investment opportunity! Weekly rentals are allowed! Nestled within the highly sought-after...	5 beds \| 4 baths \| 3,148 sq.ft.	$4,850,000	Airbnb cash on cash: 0.43% Traditional cash on cash: -0.58% Airbnb Rental Income: $11896 Traditional Rental Income: $5160 Airbnb ROI: 0.43% Traditional ROI: -0.58%
611 Grinnell Street #UNIT 4 Key West, FL Embrace the enchantment of Old Key West Charm in this Beautifully Updated Historic Conch 3...	3 beds \| 2 baths \| 784 sq.ft.	$1,300,000	Airbnb cash on cash: 6.07% Traditional cash on cash: 0.58% Airbnb Rental Income: $11712 Traditional Rental Income: $2937 Airbnb ROI: 6.07% Traditional ROI: 0.58%
3365 Flagler Avenue Key West, FL Welcome to 3365 Flagler Avenue, a beautifully updated and meticulously maintained 2 bed, 2...	2 beds \| 2 baths \| 1,339 sq.ft.	$860,000	Airbnb cash on cash: 5.79% Traditional cash on cash: 2.29% Airbnb Rental Income: $7456 Traditional Rental Income: $3220 Airbnb ROI: 5.79% Traditional ROI: 2.29%
3409 Eagle Avenue Key West, FL Introducing 3409 Eagle Avenue, a stunning new home, currently under construction in Key We...	4 beds \| 4 baths \| 2,410 sq.ft.	$2,649,000	Airbnb cash on cash: 1.69% Traditional cash on cash: 0.7% Airbnb Rental Income: $9315 Traditional Rental Income: $5155 Airbnb ROI: 1.69% Traditional ROI: 0.7%
90 Golf Club Drive Key West, FL This charming Poolside Key West Golf Club home is ready for you to make your very own vaca...	2 beds \| 3 baths \| 930 sq.ft.	$779,000	Airbnb cash on cash: 6.34% Traditional cash on cash: 2.33% Airbnb Rental Income: $7456 Traditional Rental Income: $3109 Airbnb ROI: 6.34% Traditional ROI: 2.33%
1121 Whitehead Street Key West, FL Step into the charm of this beautifully designed two-story Conch home, originally built in...	3 beds \| 3 baths \| 1,750 sq.ft.	$1,895,900	Airbnb cash on cash: 3.73% Traditional cash on cash: 0.73% Airbnb Rental Income: $11712 Traditional Rental Income: $4290 Airbnb ROI: 3.73% Traditional ROI: 0.73%
312 Margaret Street Key West, FL Welcome to your perfect Island Escape! Nestled in the heart of old town, this beautiful ho...	3 beds \| 3 baths \| 1,916 sq.ft.	$2,549,000	Airbnb cash on cash: 2.44% Traditional cash on cash: 0.12% Airbnb Rental Income: $12364 Traditional Rental Income: $4621 Airbnb ROI: 2.44% Traditional ROI: 0.12%
3700 Eagle Avenue Key West, FL Set on the highly desirable upper end of Eagle Avenue, this four bedroom, three bath home ...	4 beds \| 3 baths \| 2,733 sq.ft.	$1,850,000	Airbnb cash on cash: 2.79% Traditional cash on cash: 1.62% Airbnb Rental Income: $9315 Traditional Rental Income: $5553 Airbnb ROI: 2.79% Traditional ROI: 1.62%
817 Terry Lane Key West, FL Step into a piece of Old Town Key West history.Built in 1928, this storybook Old Town cott...	1 beds \| 1 baths \| 420 sq.ft.	$998,000	Airbnb cash on cash: 4.31% Traditional cash on cash: 0.31% Airbnb Rental Income: $6911 Traditional Rental Income: $1858 Airbnb ROI: 4.31% Traditional ROI: 0.31%
3741 Eagle Avenue Key West, FL Experience refined island living in this BRAND NEW residence perfectly situated on a gener...	3 beds \| 4 baths \| 2,744 sq.ft.	$4,130,000	Airbnb cash on cash: 1.19% Traditional cash on cash: 0.37% Airbnb Rental Income: $11088 Traditional Rental Income: $5901 Airbnb ROI: 1.19% Traditional ROI: 0.37%
1217 Johnson Street Key West, FL Step into your stunning dream home with tropical light and refined elegance. 1217 Johnson ...	5 beds \| 6 baths \| 3,650 sq.ft.	$4,695,000	Airbnb cash on cash: 1.47% Traditional cash on cash: 0.45% Airbnb Rental Income: $16799 Traditional Rental Income: $9359 Airbnb ROI: 1.47% Traditional ROI: 0.45%
1022 Fleming Street Key West, FL Invest in Key West with this Duplex which can be also easily used as a single family home!...	4 beds \| 2 baths \| 2,016 sq.ft.	$1,999,990	Airbnb cash on cash: 2.81% Traditional cash on cash: 0.33% Airbnb Rental Income: $10441 Traditional Rental Income: $3909 Airbnb ROI: 2.81% Traditional ROI: 0.33%
1109 Stump Lane Key West, FL Nestled on a tranquil lane in Old Town Key West, this classic Conch home is designed for r...	3 beds \| 4 baths \| 1,724 sq.ft.	$2,395,000	Airbnb cash on cash: 2.49% Traditional cash on cash: 0.39% Airbnb Rental Income: $11712 Traditional Rental Income: $4909 Airbnb ROI: 2.49% Traditional ROI: 0.39%
2911 Seidenberg Avenue Key West, FL Welcome to your dream home in the heart of Key West's MidTown!This beautifully updated 3-...	3 beds \| 2 baths \| 1,052 sq.ft.	$1,195,000	Airbnb cash on cash: 6.45% Traditional cash on cash: 1.2% Airbnb Rental Income: $11088 Traditional Rental Income: $3215 Airbnb ROI: 6.45% Traditional ROI: 1.2%
411 Louisa Street Key West, FL Luxurious, Modern, Historic, & Impeccably Remodeled. Welcome to 411 Louisa Street, located...	5 beds \| 5 baths \| 3,663 sq.ft.	$6,750,000	Airbnb cash on cash: 0.22% Traditional cash on cash: 0.11% Airbnb Rental Income: $11896 Traditional Rental Income: $9026 Airbnb ROI: 0.22% Traditional ROI: 0.11%
1427 Washington Street Key West, FL Located in a charming midtown neighborhood sits this beautifully renovated 4BD/2.5BA Key W...	4 beds \| 3 baths \| 2,051 sq.ft.	$2,625,000	Airbnb cash on cash: 2.22% Traditional cash on cash: 0.49% Airbnb Rental Income: $10782 Traditional Rental Income: $4593 Airbnb ROI: 2.22% Traditional ROI: 0.49%
410 Louisa Street Key West, FL Experience the epitome of luxury in this exquisite 3BD/3BA residence nestled on a quiet La...	3 beds \| 3 baths \| 2,002 sq.ft.	$2,849,000	Airbnb cash on cash: 2.08% Traditional cash on cash: -0.12% Airbnb Rental Income: $11712 Traditional Rental Income: $3771 Airbnb ROI: 2.08% Traditional ROI: -0.12%
3 Nassau Lane #UNIT A Key West, FL Charming Key West Cottage on Historic Nassau LaneNestled along the picturesque and histori...	1 beds \| 1 baths \| 468 sq.ft.	$925,000	Airbnb cash on cash: 4.54% Traditional cash on cash: 0.5% Airbnb Rental Income: $6628 Traditional Rental Income: $1860 Airbnb ROI: 4.54% Traditional ROI: 0.5%
1230 South Street Key West, FL 1230 South Street stands as one of the most exquisite historic renovations ever completed ...	5 beds \| 6 baths \| 2,033 sq.ft.	$3,900,000	Airbnb cash on cash: 2.55% Traditional cash on cash: 0.22% Airbnb Rental Income: $16799 Traditional Rental Income: $5387 Airbnb ROI: 2.55% Traditional ROI: 0.22%
711 Galveston Lane Key West, FL Nestled down a private and picturesque lane, this charming conch-style cottage offers the ...	3 beds \| 2 baths \| 866 sq.ft.	$1,195,000	Airbnb cash on cash: 6.82% Traditional cash on cash: 0.97% Airbnb Rental Income: $11712 Traditional Rental Income: $3072 Airbnb ROI: 6.82% Traditional ROI: 0.97%
1421 Reynolds Street Key West, FL 1421 Reynolds is a beautifully renovated mid century modern home located 3 blocks from Hig...	4 beds \| 4 baths \| 1,928 sq.ft.	$1,675,000	Airbnb cash on cash: 4.03% Traditional cash on cash: 1.72% Airbnb Rental Income: $10547 Traditional Rental Income: $5015 Airbnb ROI: 4.03% Traditional ROI: 1.72%
60 Golf Club Drive Key West, FL Welcome to 60 Golf Club Drive, Key West, FL - A Fully Furnished Tropical Retreat with Priv...	3 beds \| 3 baths \| 1,203 sq.ft.	$1,094,000	Airbnb cash on cash: 7.1% Traditional cash on cash: 4.29% Airbnb Rental Income: $11088 Traditional Rental Income: $6192 Airbnb ROI: 7.1% Traditional ROI: 4.29%
409 Grinnell Street Key West, FL Dating back to the 1880s and appearing on the 1889 Sanborn Fire Maps, 409 Grinnell Street ...	4 beds \| 2 baths \| 1,628 sq.ft.	$2,499,000	Airbnb cash on cash: 1.94% Traditional cash on cash: -0.61% Airbnb Rental Income: $10441 Traditional Rental Income: $2589 Airbnb ROI: 1.94% Traditional ROI: -0.61%
3620 Sunrise Drive Key West, FL Welcome to 3620 Sunrise Drive, an elegant waterfront sanctuary on Key West's coveted Rivie...	3 beds \| 2 baths \| 1,841 sq.ft.	$2,600,000	Airbnb cash on cash: 2.04% Traditional cash on cash: -0.41% Airbnb Rental Income: $11088 Traditional Rental Income: $3137 Airbnb ROI: 2.04% Traditional ROI: -0.41%
709 Chapman Lane Key West, FL Refined Island Living with Authentic Key West Heritage.Nestled in the heart of Old Town Ke...	2 beds \| 2 baths \| 1,109 sq.ft.	$1,249,000	Airbnb cash on cash: 4.22% Traditional cash on cash: 0.93% Airbnb Rental Income: $8036 Traditional Rental Income: $2690 Airbnb ROI: 4.22% Traditional ROI: 0.93%
524 Southard Street Key West, FL Welcome to 524 Southard Street, an extraordinary luxury offering in the heart of Old Town ...	3 beds \| 3 baths \| 2,262 sq.ft.	$3,168,000	Airbnb cash on cash: 1.94% Traditional cash on cash: 0.84% Airbnb Rental Income: $12364 Traditional Rental Income: $6890 Airbnb ROI: 1.94% Traditional ROI: 0.84%
1113 Stump Lane Key West, FL Experience the ideal blend of historic charm and modern luxury in this fully renovated and...	4 beds \| 5 baths \| 2,985 sq.ft.	$4,595,000	Airbnb cash on cash: 0.75% Traditional cash on cash: -0.39% Airbnb Rental Income: $10441 Traditional Rental Income: $3664 Airbnb ROI: 0.75% Traditional ROI: -0.39%

Your search for investment property begins and ends here

Airbnb Single Family Residential For Sale in Key West, FL

1119 Whitehead Street

Key West, FL

3 beds | 2 baths | 1,665 sq.ft.

$2,499,000

Airbnb cash on cash: 2.6%

Traditional cash on cash: 0.16%

Airbnb Rental Income: $11712

Traditional Rental Income: $3920

Airbnb ROI: 2.6%

Traditional ROI: 0.16%

1420 White Street

Key West, FL

5 beds | 3 baths | 2,608 sq.ft.

$2,999,998

Airbnb cash on cash: 3.45%

Traditional cash on cash: 0.39%

Airbnb Rental Income: $16799

Traditional Rental Income: $5300

Airbnb ROI: 3.45%

Traditional ROI: 0.39%

1320 Eliza Street

Key West, FL

4 beds | 4 baths | 1,854 sq.ft.

$2,499,000

Airbnb cash on cash: 2.34%

Traditional cash on cash: 0.79%

Airbnb Rental Income: $10782

Traditional Rental Income: $5196

Airbnb ROI: 2.34%

Traditional ROI: 0.79%

1104 South Street

Key West, FL

3 beds | 4 baths | 2,110 sq.ft.

$1,999,000

Airbnb cash on cash: 3.08%

Traditional cash on cash: 0.75%

Airbnb Rental Income: $11580

Traditional Rental Income: $5132

Airbnb ROI: 3.08%

Traditional ROI: 0.75%

1124 Seminary Street

Key West, FL

3 beds | 4 baths | 1,970 sq.ft.

$2,499,000

Airbnb cash on cash: 2.15%

Traditional cash on cash: 0.67%

Airbnb Rental Income: $10831

Traditional Rental Income: $5393

Airbnb ROI: 2.15%

Traditional ROI: 0.67%

729 Windsor Lane

Key West, FL

2 beds | 1 baths | 723 sq.ft.

$950,000

Airbnb cash on cash: 5.45%

Traditional cash on cash: 0.69%

Airbnb Rental Income: $8333

Traditional Rental Income: $2543

Airbnb ROI: 5.45%

Traditional ROI: 0.69%

247 Golf Club Drive

Key West, FL

3 beds | 3 baths | 1,600 sq.ft.

$1,325,000

Airbnb cash on cash: 5.11%

Traditional cash on cash: 0.92%

Airbnb Rental Income: $11088

Traditional Rental Income: $3894

Airbnb ROI: 5.11%

Traditional ROI: 0.92%

1001 ed Street #UNIT B

Key West, FL

3 beds | 5 baths | 1,442 sq.ft.

$1,700,000

Airbnb cash on cash: 4.17%

Traditional cash on cash: 1.47%

Airbnb Rental Income: $11580

Traditional Rental Income: $5193

Airbnb ROI: 4.17%