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 95 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
702 Florida Street Key West, FL Discover the quintessential Key West lifestyle in this delightful single-story CBS residen...	2 beds \| 2 baths \| 1,458 sq.ft.	$1,290,000	Airbnb cash on cash: 4.26% Traditional cash on cash: 1.17% Airbnb Rental Income: $8836 Traditional Rental Income: $3464 Airbnb ROI: 4.26% Traditional ROI: 1.17%
224 Golf Club Drive Key West, FL Located in the coveted Sanctuary enclave of the Key West Golf Club, this fully renovated, ...	2 beds \| 3 baths \| 1,120 sq.ft.	$899,000	Airbnb cash on cash: 5.27% Traditional cash on cash: 4.1% Airbnb Rental Income: $7456 Traditional Rental Income: $5046 Airbnb ROI: 5.27% Traditional ROI: 4.1%
1211 Catherine Street Key West, FL This charming historic home is located just steps off vibrant White St and close to the be...	3 beds \| 2 baths \| 1,463 sq.ft.	$1,680,000	Airbnb cash on cash: 3.97% Traditional cash on cash: 0.71% Airbnb Rental Income: $10831 Traditional Rental Income: $3756 Airbnb ROI: 3.97% Traditional ROI: 0.71%
816 Ashe Street Key West, FL This beautifully renovated conch home is a proud recipient of the 2024 Historic Florida Ke...	3 beds \| 4 baths \| 1,522 sq.ft.	$2,195,000	Airbnb cash on cash: 3.14% Traditional cash on cash: 1% Airbnb Rental Income: $11060 Traditional Rental Income: $4651 Airbnb ROI: 3.14% Traditional ROI: 1%
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.	$2,250,000	Airbnb cash on cash: 2.63% Traditional cash on cash: 0.56% Airbnb Rental Income: $11580 Traditional Rental Income: $5132 Airbnb ROI: 2.63% Traditional ROI: 0.56%
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.	$2,650,000	Airbnb cash on cash: 1.97% Traditional cash on cash: 0.57% Airbnb Rental Income: $10831 Traditional Rental Income: $5393 Airbnb ROI: 1.97% Traditional ROI: 0.57%
1610 South Street Key West, FL This British designer has spent over twenty years crafting contemporary properties in a lu...	4 beds \| 5 baths \| 2,628 sq.ft.	$3,795,000	Airbnb cash on cash: 0.64% Traditional cash on cash: 0.22% Airbnb Rental Income: $9343 Traditional Rental Income: $6143 Airbnb ROI: 0.64% Traditional ROI: 0.22%
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.	$1,195,000	Airbnb cash on cash: 4.13% Traditional cash on cash: 0.34% Airbnb Rental Income: $8333 Traditional Rental Income: $2543 Airbnb ROI: 4.13% Traditional ROI: 0.34%
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.	$1,377,000	Airbnb cash on cash: 4.88% Traditional cash on cash: 0.85% Airbnb Rental Income: $11088 Traditional Rental Income: $3894 Airbnb ROI: 4.88% Traditional ROI: 0.85%
2614 Seidenberg Avenue Key West, FL Charming Key West Home on a Quiet Cul-de-Sac, centrally located in Mid-Town Key West. This...	4 beds \| 3 baths \| 2,408 sq.ft.	$1,176,000	Airbnb cash on cash: 5.45% Traditional cash on cash: 2.66% Airbnb Rental Income: $9315 Traditional Rental Income: $4519 Airbnb ROI: 5.45% Traditional ROI: 2.66%
5603 College Road #UNIT D104 Key West, FL Take advantage of this exciting new lower price and one of the best opportunities to own a...	2 beds \| 2 baths \| 1,171 sq.ft.	$1,090,000	Airbnb cash on cash: 3.27% Traditional cash on cash: 0.13% Airbnb Rental Income: $7456 Traditional Rental Income: $2835 Airbnb ROI: 3.27% Traditional ROI: 0.13%
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.	$1,750,000	Airbnb cash on cash: 4.02% Traditional cash on cash: 1.4% Airbnb Rental Income: $11580 Traditional Rental Income: $5193 Airbnb ROI: 4.02% Traditional ROI: 1.4%
243 Golf Club Drive Key West, FL MOTIVATED SELLERS Turn-key home with a history of rentals. Beautifully maintained, fully f...	3 beds \| 3 baths \| 1,600 sq.ft.	$1,499,000	Airbnb cash on cash: 4.46% Traditional cash on cash: 0.77% Airbnb Rental Income: $11088 Traditional Rental Income: $3914 Airbnb ROI: 4.46% Traditional ROI: 0.77%
612 Mickens Lane Key West, FL Come check out the Magic on Mickens Lane!Nestled in the heart of Old Town Key West, 612 Mi...	2 beds \| 2 baths \| 805 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.	$1,950,000	Airbnb cash on cash: 2.6% Traditional cash on cash: 0.27% Airbnb Rental Income: $9249 Traditional Rental Income: $3305 Airbnb ROI: 2.6% Traditional ROI: 0.27%
100 Admirals Lane Key West, FL Discover your dream home at the prestigious Truman Annex Community, situated on the serene...	3 beds \| 3 baths \| 1,426 sq.ft.	$2,949,000	Airbnb cash on cash: 1.97% Traditional cash on cash: -0.53% Airbnb Rental Income: $12364 Traditional Rental Income: $3283 Airbnb ROI: 1.97% Traditional ROI: -0.53%
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.	$1,595,000	Airbnb cash on cash: 4.94% Traditional cash on cash: 1.12% Airbnb Rental Income: $11580 Traditional Rental Income: $3799 Airbnb ROI: 4.94% Traditional ROI: 1.12%
26 Spoonbill Way Key West, FL Nestled within the prestigious Key West Golf Club, a rare opportunity beckons with this ex...	3 beds \| 2 baths \| 1,350 sq.ft.	$1,175,000	Airbnb cash on cash: 6.44% Traditional cash on cash: 0.38% Airbnb Rental Income: $11088 Traditional Rental Income: $2431 Airbnb ROI: 6.44% Traditional ROI: 0.38%
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%
400 White Street Key West, FL Beautiful 3 bedroom 2.5 bath home being offered Turn-key, perfect walking location to rest...	3 beds \| 3 baths \| 1,845 sq.ft.	$1,925,000	Airbnb cash on cash: 4.18% Traditional cash on cash: 1.07% Airbnb Rental Income: $12364 Traditional Rental Income: $4559 Airbnb ROI: 4.18% Traditional ROI: 1.07%
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%
205 Virginia Street Key West, FL Stunning Single Family Home located in the Heart of the Cultural Mecca of Key West.Built i...	3 beds \| 3 baths \| 1,440 sq.ft.	$1,699,000	Airbnb cash on cash: 5.59% Traditional cash on cash: 0.62% Airbnb Rental Income: $13976 Traditional Rental Income: $3608 Airbnb ROI: 5.59% Traditional ROI: 0.62%
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.	$784,900	Airbnb cash on cash: 6.29% Traditional cash on cash: 2.3% Airbnb Rental Income: $7456 Traditional Rental Income: $3109 Airbnb ROI: 6.29% Traditional ROI: 2.3%
820 Carsten Lane Key West, FL A true Old Town treasure tucked away in one of the most coveted corners of Key West's Hist...	2 beds \| 2 baths \| 860 sq.ft.	$1,495,000	Airbnb cash on cash: 3.31% Traditional cash on cash: 0.55% Airbnb Rental Income: $8333 Traditional Rental Income: $2933 Airbnb ROI: 3.31% Traditional ROI: 0.55%
1120 Stump Lane Key West, FL This beautifully renovated home greets you with a charming front porch perfect for enjoyin...	2 beds \| 2 baths \| 952 sq.ft.	$1,199,000	Airbnb cash on cash: 4.68% Traditional cash on cash: 3.05% Airbnb Rental Income: $8836 Traditional Rental Income: $5348 Airbnb ROI: 4.68% Traditional ROI: 3.05%
2217 Harris Avenue Key West, FL Located in the heart of Key West and only 2 miles from Duval Street, this home is move in ...	3 beds \| 3 baths \| 1,446 sq.ft.	$930,000	Airbnb cash on cash: 8.8% Traditional cash on cash: 2.93% Airbnb Rental Income: $11301 Traditional Rental Income: $4144 Airbnb ROI: 8.8% Traditional ROI: 2.93%
923 Eaton Street Key West, FL Price just reduced--arguably the best value in Old Town. Welcome to 923 Eaton Street, wher...	3 beds \| 2 baths \| 1,440 sq.ft.	$1,700,000	Airbnb cash on cash: 4.62% Traditional cash on cash: 0.29% Airbnb Rental Income: $12364 Traditional Rental Income: $3270 Airbnb ROI: 4.62% Traditional ROI: 0.29%
817 Terry Lane Key West, FL This idyllic Old Town Key West home offers an extraordinary location and super-coveted par...	1 beds \| 1 baths \| 420 sq.ft.	$1,100,000	Airbnb cash on cash: 3.82% Traditional cash on cash: 0.19% Airbnb Rental Income: $6911 Traditional Rental Income: $1858 Airbnb ROI: 3.82% Traditional ROI: 0.19%
3741 Eagle Avenue Key West, FL 3741 Eagle Avenue - A Brand New Masterpiece of Coastal Luxury This stunning 3 bedroom, 3.5...	3 beds \| 4 baths \| 2,744 sq.ft.	$4,228,000	Airbnb cash on cash: 1.15% Traditional cash on cash: 0.34% Airbnb Rental Income: $11088 Traditional Rental Income: $5901 Airbnb ROI: 1.15% Traditional ROI: 0.34%
1022 Fleming Street Key West, FL Invest in Key West with this legal Duplex! Step into a piece of Key West history with this...	4 beds \| 2 baths \| 2,016 sq.ft.	$2,100,000	Airbnb cash on cash: 2.63% Traditional cash on cash: 0.27% Airbnb Rental Income: $10441 Traditional Rental Income: $3909 Airbnb ROI: 2.63% Traditional ROI: 0.27%
1610 Von Phister Street Key West, FL Fully renovated and redefined mid-century home, perfectly tailored for modern island livin...	4 beds \| 4 baths \| 3,656 sq.ft.	$2,925,000	Airbnb cash on cash: 1.3% Traditional cash on cash: 0.45% Airbnb Rental Income: $9343 Traditional Rental Income: $5293 Airbnb ROI: 1.3% Traditional ROI: 0.45%
2811 Venetian Drive Key West, FL New Listing in Riviera Shores! This spacious, elevated home offers over 1,800 sq ft of liv...	3 beds \| 3 baths \| 1,860 sq.ft.	$1,100,000	Airbnb cash on cash: 7.02% Traditional cash on cash: 2.86% Airbnb Rental Income: $11088 Traditional Rental Income: $4792 Airbnb ROI: 7.02% Traditional ROI: 2.86%
1116 Packer Street Key West, FL X FLOOD ZONE! Exquisite retreat in the heart of Old Town Key West--an ideal private sanctu...	3 beds \| 3 baths \| 1,473 sq.ft.	$2,070,000	Airbnb cash on cash: 3.21% Traditional cash on cash: 0.24% Airbnb Rental Income: $11712 Traditional Rental Income: $3866 Airbnb ROI: 3.21% Traditional ROI: 0.24%
2109 Seidenberg Avenue Key West, FL Tropical charm, flexible living, and a fantastic location--welcome to 2109 Seidenberg Aven...	4 beds \| 3 baths \| 1,554 sq.ft.	$1,250,000	Airbnb cash on cash: 4.86% Traditional cash on cash: 1.87% Airbnb Rental Income: $9343 Traditional Rental Income: $4121 Airbnb ROI: 4.86% Traditional ROI: 1.87%
715 Chapman Lane Key West, FL Timeless Style Meets Modern Comfort in Old Town Key West!715 Chapman Lane is the perfect f...	1 beds \| 2 baths \| 1,212 sq.ft.	$1,750,000	Airbnb cash on cash: 1.44% Traditional cash on cash: 0.2% Airbnb Rental Income: $6628 Traditional Rental Income: $3319 Airbnb ROI: 1.44% Traditional ROI: 0.2%
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.	$1,099,000	Airbnb cash on cash: 7.06% Traditional cash on cash: 4.26% Airbnb Rental Income: $11088 Traditional Rental Income: $6192 Airbnb ROI: 7.06% Traditional ROI: 4.26%
2211 Staples Avenue Key West, FL Spacious Mid-town Retreat with Mother in Law Cottage.Welcome to your beautifully, renovate...	4 beds \| 4 baths \| 1,912 sq.ft.	$1,649,000	Airbnb cash on cash: 3.24% Traditional cash on cash: 0.48% Airbnb Rental Income: $9343 Traditional Rental Income: $3368 Airbnb ROI: 3.24% Traditional ROI: 0.48%
1606 Flagler Avenue Key West, FL Step into effortless living with this thoughtfully renovated, single-story gem just moment...	2 beds \| 2 baths \| 1,118 sq.ft.	$1,075,000	Airbnb cash on cash: 5.56% Traditional cash on cash: 2.05% Airbnb Rental Income: $8957 Traditional Rental Income: $3765 Airbnb ROI: 5.56% Traditional ROI: 2.05%
3620 Sunrise Drive Key West, FL Welcome to 3620 Sunrise Drive in Key West -- a rare find on the prestigious Riviera Canal!...	3 beds \| 2 baths \| 1,841 sq.ft.	$2,650,000	Airbnb cash on cash: 2.03% Traditional cash on cash: -0.38% Airbnb Rental Income: $11088 Traditional Rental Income: $3137 Airbnb ROI: 2.03% Traditional ROI: -0.38%

Your search for investment property begins and ends here

Airbnb Single Family Residential For Sale in Key West, FL

702 Florida Street

Key West, FL

2 beds | 2 baths | 1,458 sq.ft.

$1,290,000

Airbnb cash on cash: 4.26%

Traditional cash on cash: 1.17%

Airbnb Rental Income: $8836

Traditional Rental Income: $3464

Airbnb ROI: 4.26%

Traditional ROI: 1.17%

224 Golf Club Drive

Key West, FL

2 beds | 3 baths | 1,120 sq.ft.

$899,000

Airbnb cash on cash: 5.27%

Traditional cash on cash: 4.1%

Airbnb Rental Income: $7456

Traditional Rental Income: $5046

Airbnb ROI: 5.27%

Traditional ROI: 4.1%

1211 Catherine Street

Key West, FL

3 beds | 2 baths | 1,463 sq.ft.

$1,680,000

Airbnb cash on cash: 3.97%

Traditional cash on cash: 0.71%

Airbnb Rental Income: $10831

Traditional Rental Income: $3756

Airbnb ROI: 3.97%

Traditional ROI: 0.71%

816 Ashe Street

Key West, FL

3 beds | 4 baths | 1,522 sq.ft.

$2,195,000

Airbnb cash on cash: 3.14%

Traditional cash on cash: 1%

Airbnb Rental Income: $11060

Traditional Rental Income: $4651

Airbnb ROI: 3.14%

Traditional ROI: 1%

1104 South Street

Key West, FL

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

$2,250,000

Airbnb cash on cash: 2.63%

Traditional cash on cash: 0.56%

Airbnb Rental Income: $11580

Traditional Rental Income: $5132

Airbnb ROI: 2.63%

Traditional ROI: 0.56%

1124 Seminary Street

Key West, FL

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

$2,650,000

Airbnb cash on cash: 1.97%

Traditional cash on cash: 0.57%

Airbnb Rental Income: $10831

Traditional Rental Income: $5393

Airbnb ROI: 1.97%

Traditional ROI: 0.57%

1610 South Street

Key West, FL

4 beds | 5 baths | 2,628 sq.ft.

$3,795,000

Airbnb cash on cash: 0.64%

Traditional cash on cash: 0.22%

Airbnb Rental Income: $9343

Traditional Rental Income: $6143

Airbnb ROI: 0.64%

Traditional ROI: 0.22%

729 Windsor Lane

Key West, FL

2 beds | 1 baths | 723 sq.ft.

$1,195,000

Airbnb cash on cash: 4.13%

Traditional cash on cash: 0.34%

Airbnb Rental Income: $8333

Traditional Rental Income: $2543

Airbnb ROI: 4.13%