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 66 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.	$2,250,000	Airbnb cash on cash: 2.97% Traditional cash on cash: 1.03% Airbnb Rental Income: $11712 Traditional Rental Income: $5529 Airbnb ROI: 2.97% Traditional ROI: 1.03%
224 Golf Club Drive Key West, FL Stylish ''Spa'' home within the enclave of The Sanctuary of the Key West Golf Club. An op...	2 beds \| 3 baths \| 1,120 sq.ft.	$899,000	Airbnb cash on cash: 5.3% Traditional cash on cash: 4.13% Airbnb Rental Income: $7456 Traditional Rental Income: $5046 Airbnb ROI: 5.3% Traditional ROI: 4.13%
3513 Sunrise Drive Key West, FL A hidden gem nestled in our popular New Town district, this distinguished single family ho...	3 beds \| 3 baths \| 2,569 sq.ft.	$2,265,000	Airbnb cash on cash: 2.67% Traditional cash on cash: 2.12% Airbnb Rental Income: $11088 Traditional Rental Income: $7891 Airbnb ROI: 2.67% Traditional ROI: 2.12%
1019 Eaton Street Key West, FL Tucked within the charm of Old Town Key West, this fully renovated historic Eyebrow home i...	3 beds \| 2 baths \| 1,458 sq.ft.	$2,195,000	Airbnb cash on cash: 3.29% Traditional cash on cash: 0.98% Airbnb Rental Income: $12364 Traditional Rental Income: $5409 Airbnb ROI: 3.29% Traditional ROI: 0.98%
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.	$1,680,000	Airbnb cash on cash: 4.23% Traditional cash on cash: 2.42% Airbnb Rental Income: $11580 Traditional Rental Income: $6631 Airbnb ROI: 4.23% Traditional ROI: 2.42%
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: 2.29% Airbnb Rental Income: $11088 Traditional Rental Income: $5269 Airbnb ROI: 5.54% Traditional ROI: 2.29%
3405 16th Terrace Key West, FL Spacious, Turn-key Retreat on one of New Town's Largest Lots:Welcome to a rare opportunity...	4 beds \| 3 baths \| 2,050 sq.ft.	$1,575,000	Airbnb cash on cash: 3.5% Traditional cash on cash: 3.04% Airbnb Rental Income: $9315 Traditional Rental Income: $6902 Airbnb ROI: 3.5% Traditional ROI: 3.04%
202 Admirals Lane Key West, FL Located in a gated community within the highly sought-after Truman Annex in Old Town Key W...	5 beds \| 4 baths \| 3,148 sq.ft.	$4,350,000	Airbnb cash on cash: 0.6% Traditional cash on cash: 0.17% Airbnb Rental Income: $11896 Traditional Rental Income: $8025 Airbnb ROI: 0.6% Traditional ROI: 0.17%
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: 4.11% Airbnb Rental Income: $7456 Traditional Rental Income: $4675 Airbnb ROI: 5.79% Traditional ROI: 4.11%
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: 1.29% Airbnb Rental Income: $9315 Traditional Rental Income: $6602 Airbnb ROI: 1.69% Traditional ROI: 1.29%
2924 Riviera Drive Key West, FL Must See! Meticulously renovated house on the Riviera Canal. Features 3 bedrooms, 2 full b...	3 beds \| 4 baths \| 2,469 sq.ft.	$2,549,000	Airbnb cash on cash: 2.5% Traditional cash on cash: 2.49% Airbnb Rental Income: $11088 Traditional Rental Income: $9019 Airbnb ROI: 2.5% Traditional ROI: 2.49%
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.	$765,000	Airbnb cash on cash: 6.48% Traditional cash on cash: 3.97% Airbnb Rental Income: $7456 Traditional Rental Income: $4241 Airbnb ROI: 6.48% Traditional ROI: 3.97%
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.	$1,689,000	Airbnb cash on cash: 3.15% Traditional cash on cash: 2.76% Airbnb Rental Income: $9315 Traditional Rental Income: $6958 Airbnb ROI: 3.15% Traditional ROI: 2.76%
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: 2% Airbnb Rental Income: $6911 Traditional Rental Income: $3425 Airbnb ROI: 4.31% Traditional ROI: 2%
27 Riviera Dr Key West, FL Welcome to your own slice of paradise in the Florida Keys! This wonderful opportunity offe...	2 beds \| 2 baths \| 1,200 sq.ft.	$699,000	Airbnb cash on cash: 7.33% Traditional cash on cash: 6% Airbnb Rental Income: $7456 Traditional Rental Income: $5162 Airbnb ROI: 7.33% Traditional ROI: 6%
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.	$3,900,000	Airbnb cash on cash: 1.32% Traditional cash on cash: 0.77% Airbnb Rental Income: $11088 Traditional Rental Income: $7071 Airbnb ROI: 1.32% Traditional ROI: 0.77%
1109 Stump Lane Key West, FL On a quiet lane in Old Town, this classic Conch home offers a setting where life feels jus...	3 beds \| 4 baths \| 1,724 sq.ft.	$2,299,500	Airbnb cash on cash: 2.59% Traditional cash on cash: 1.24% Airbnb Rental Income: $11712 Traditional Rental Income: $6695 Airbnb ROI: 2.59% Traditional ROI: 1.24%
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: 6.42% Traditional cash on cash: 2.86% Airbnb Rental Income: $11088 Traditional Rental Income: $5095 Airbnb ROI: 6.42% Traditional ROI: 2.86%
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.	$2,699,000	Airbnb cash on cash: 2.25% Traditional cash on cash: 0.71% Airbnb Rental Income: $11712 Traditional Rental Income: $5719 Airbnb ROI: 2.25% Traditional ROI: 0.71%
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.	$825,000	Airbnb cash on cash: 5.2% Traditional cash on cash: 2.68% Airbnb Rental Income: $6628 Traditional Rental Income: $3397 Airbnb ROI: 5.2% Traditional ROI: 2.68%
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: 2.39% Airbnb Rental Income: $11712 Traditional Rental Income: $4639 Airbnb ROI: 6.82% Traditional ROI: 2.39%
1421 Reynolds Street Key West, FL 1421 Reynolds is a beautifully renovated mid century modern home located 3 blocks from Hig...	4 beds \| 3 baths \| 1,928 sq.ft.	$1,445,000	Airbnb cash on cash: 4.8% Traditional cash on cash: 3.37% Airbnb Rental Income: $10547 Traditional Rental Income: $6682 Airbnb ROI: 4.8% Traditional ROI: 3.37%
609 Margaret Street Key West, FL Charming remodeled 1929 Old Town Key West home on iconic Margaret Street, offering privacy...	3 beds \| 3 baths \| 1,017 sq.ft.	$1,169,500	Airbnb cash on cash: 7.04% Traditional cash on cash: 3.1% Airbnb Rental Income: $11712 Traditional Rental Income: $5282 Airbnb ROI: 7.04% Traditional ROI: 3.1%
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.	$995,000	Airbnb cash on cash: 7.9% Traditional cash on cash: 3.2% Airbnb Rental Income: $11088 Traditional Rental Income: $4697 Airbnb ROI: 7.9% Traditional ROI: 3.2%
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 \| 1,091 sq.ft.	$1,190,800	Airbnb cash on cash: 4.47% Traditional cash on cash: 2.85% Airbnb Rental Income: $8036 Traditional Rental Income: $4709 Airbnb ROI: 4.47% Traditional ROI: 2.85%
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: 0.9% Airbnb Rental Income: $12364 Traditional Rental Income: $7056 Airbnb ROI: 1.94% Traditional ROI: 0.9%
1100 South Street Key West, FL Remarks - Consumer:Located in the highly regarded Casa Marina neighborhood, this exception...	4 beds \| 3 baths \| 2,880 sq.ft.	$2,495,000	Airbnb cash on cash: 2.07% Traditional cash on cash: 1.74% Airbnb Rental Income: $10547 Traditional Rental Income: $7845 Airbnb ROI: 2.07% Traditional ROI: 1.74%
3711 Eagle Avenue Key West, FL Prime redevelopment opportunity in the coveted upper section of Eagle Avenue, now offered ...	2 beds \| 2 baths \| 1,464 sq.ft.	$825,000	Airbnb cash on cash: 5.8% Traditional cash on cash: 4.63% Airbnb Rental Income: $7456 Traditional Rental Income: $5120 Airbnb ROI: 5.8% Traditional ROI: 4.63%
1311 Grinnell Street Key West, FL Historic Casa Marina Gem - Fully Restored & Furnished! Experience timeless Key West charm...	5 beds \| 7 baths \| 2,681 sq.ft.	$4,250,000	Airbnb cash on cash: 2.27% Traditional cash on cash: 1.15% Airbnb Rental Income: $16799 Traditional Rental Income: $9390 Airbnb ROI: 2.27% Traditional ROI: 1.15%
1006 Seminary Street Key West, FL MOTIVATED SELLERS offering possible Seller Financing....Reduced again! NEW PRICE: This e...	3 beds \| 4 baths \| 3,049 sq.ft.	$2,595,000	Airbnb cash on cash: 2.3% Traditional cash on cash: 2.09% Airbnb Rental Income: $11580 Traditional Rental Income: $8954 Airbnb ROI: 2.3% Traditional ROI: 2.09%
408 William Street Key West, FL Blending timeless character and modern comfort this home is nestled on one of Old Town's m...	4 beds \| 3 baths \| 1,943 sq.ft.	$1,800,000	Airbnb cash on cash: 3.31% Traditional cash on cash: 1.62% Airbnb Rental Income: $10441 Traditional Rental Income: $5675 Airbnb ROI: 3.31% Traditional ROI: 1.62%
818 Elizabeth Street #UNIT FRONT Key West, FL Unique opportunity to renovate this historic Old Town eyebrow home on a quiet, one-way, bl...	3 beds \| 3 baths \| 1,520 sq.ft.	$1,095,000	Airbnb cash on cash: 6.15% Traditional cash on cash: 2.61% Airbnb Rental Income: $11712 Traditional Rental Income: $5971 Airbnb ROI: 6.15% Traditional ROI: 2.61%
3720 Flagler Avenue Key West, FL This is a rare find on the Riviera Canal in Key West. This tranquil oasis offers unparall...	4 beds \| 2 baths \| 2,426 sq.ft.	$3,095,000	Airbnb cash on cash: 1.15% Traditional cash on cash: 0.72% Airbnb Rental Income: $9315 Traditional Rental Income: $6352 Airbnb ROI: 1.15% Traditional ROI: 0.72%
1115 Fleming Street Key West, FL This rare Key West treasure hasn't changed hands in over a century, and it sits on the mos...	4 beds \| 2 baths \| 1,760 sq.ft.	$2,175,000	Airbnb cash on cash: 2.66% Traditional cash on cash: 1.38% Airbnb Rental Income: $10441 Traditional Rental Income: $5932 Airbnb ROI: 2.66% Traditional ROI: 1.38%
924 Flagler Avenue Key West, FL 924 Flagler is an iconic home in the sought after Casa Marina area. Totally renovated and ...	4 beds \| 3 baths \| 2,064 sq.ft.	$4,395,000	Airbnb cash on cash: 0.77% Traditional cash on cash: 0.53% Airbnb Rental Income: $10547 Traditional Rental Income: $7639 Airbnb ROI: 0.77% Traditional ROI: 0.53%
508 Grinnell Street Key West, FL Traditional key West home impeccably maintained, boasts three bedrooms, three full baths...	3 beds \| 3 baths \| 2,049 sq.ft.	$2,800,000	Airbnb cash on cash: 2.18% Traditional cash on cash: 1.25% Airbnb Rental Income: $11712 Traditional Rental Income: $7166 Airbnb ROI: 2.18% Traditional ROI: 1.25%
719 Elizabeth Street Key West, FL Location, Location, Location! Old Town in X-Flood Zone on Solaris Hill with Off Street Par...	3 beds \| 1 baths \| 943 sq.ft.	$1,199,000	Airbnb cash on cash: 6.6% Traditional cash on cash: 1.96% Airbnb Rental Income: $11712 Traditional Rental Income: $4404 Airbnb ROI: 6.6% Traditional ROI: 1.96%
1510 18Th Street Key West, FL Savvy buyers take note. Whether you're an investor chasing strong rental returns, a flippe...	3 beds \| 2 baths \| 1,714 sq.ft.	$1,095,000	Airbnb cash on cash: 7.33% Traditional cash on cash: 4.19% Airbnb Rental Income: $11088 Traditional Rental Income: $5856 Airbnb ROI: 7.33% Traditional ROI: 4.19%
413 Frances Street Key West, FL Take advantage of this major price improvement - now $2,290,000.Extraordinary home in the...	3 beds \| 3 baths \| 1,536 sq.ft.	$2,290,000	Airbnb cash on cash: 3.1% Traditional cash on cash: 1.06% Airbnb Rental Income: $12364 Traditional Rental Income: $5785 Airbnb ROI: 3.1% Traditional ROI: 1.06%
1310 Atlantic Drive Key West, FL NEW PRICE ALERT''A turnkey retreat designed for comfort, connection, and carefree living j...	3 beds \| 3 baths \| 1,672 sq.ft.	$1,895,000	Airbnb cash on cash: 3.79% Traditional cash on cash: 1.32% Airbnb Rental Income: $11580 Traditional Rental Income: $5113 Airbnb ROI: 3.79% Traditional ROI: 1.32%

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.

$2,250,000

Airbnb cash on cash: 2.97%

Traditional cash on cash: 1.03%

Airbnb Rental Income: $11712

Traditional Rental Income: $5529

Airbnb ROI: 2.97%

Traditional ROI: 1.03%

224 Golf Club Drive

Key West, FL

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

$899,000

Airbnb cash on cash: 5.3%

Traditional cash on cash: 4.13%

Airbnb Rental Income: $7456

Traditional Rental Income: $5046

Airbnb ROI: 5.3%

Traditional ROI: 4.13%

3513 Sunrise Drive

Key West, FL

3 beds | 3 baths | 2,569 sq.ft.

$2,265,000

Airbnb cash on cash: 2.67%

Traditional cash on cash: 2.12%

Airbnb Rental Income: $11088

Traditional Rental Income: $7891

Airbnb ROI: 2.67%

Traditional ROI: 2.12%

1019 Eaton Street

Key West, FL

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

$2,195,000

Airbnb cash on cash: 3.29%

Traditional cash on cash: 0.98%

Airbnb Rental Income: $12364

Traditional Rental Income: $5409

Airbnb ROI: 3.29%

Traditional ROI: 0.98%

1001 ed Street #UNIT B

Key West, FL

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

$1,680,000

Airbnb cash on cash: 4.23%

Traditional cash on cash: 2.42%

Airbnb Rental Income: $11580

Traditional Rental Income: $6631

Airbnb ROI: 4.23%

Traditional ROI: 2.42%

243 Golf Club Drive

Key West, FL

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

$1,250,000

Airbnb cash on cash: 5.54%

Traditional cash on cash: 2.29%

Airbnb Rental Income: $11088

Traditional Rental Income: $5269

Airbnb ROI: 5.54%

Traditional ROI: 2.29%

3405 16th Terrace

Key West, FL

4 beds | 3 baths | 2,050 sq.ft.

$1,575,000

Airbnb cash on cash: 3.5%

Traditional cash on cash: 3.04%

Airbnb Rental Income: $9315

Traditional Rental Income: $6902

Airbnb ROI: 3.5%

Traditional ROI: 3.04%

202 Admirals Lane

Key West, FL

5 beds | 4 baths | 3,148 sq.ft.

$4,350,000

Airbnb cash on cash: 0.6%

Traditional cash on cash: 0.17%

Airbnb Rental Income: $11896

Traditional Rental Income: $8025

Airbnb ROI: 0.6%