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 For Sale in Key West, FL

Q: How many Airbnb properties are available for sale in Key-west?

There are 145 Airbnb properties available for sale in Key-west

Q: What is the average Airbnb occupancy rate in Key-west, FL?

In October 2025, the average Airbnb occupancy rate in Key-west is 60%.

Q: Where is the highest occupancy rate for Airbnb in Key-west, FL?

In 2025, the highest Airbnb occupancy rate in Key-west are in Bahama Village (61%), Midtown (62%) and Midtown (61%).

Q: How to get Key-west, FL Airbnb data?

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

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PROPERTY	DETAILS	SALE PRICE	INVESTMENT PERFORMANCE
1401 Simonton Street #UNIT 14 Key West, FL This second-floor luxury condo is ideally situated just one block from the beach and the i...	2 beds \| 2 baths \| 958 sq.ft.	$2,000,000	Airbnb cash on cash: 2.03% Traditional cash on cash: -0.41% Airbnb Rental Income: $8279 Traditional Rental Income: $2184 Airbnb ROI: 2.03% Traditional ROI: -0.41%
702 Florida Street Key West, FL BRAND NEW ROOF with new Kitchen Skylights! This beautiful single-story CBS home is on a de...	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%
1401 Simonton Street #UNIT 20 Key West, FL Santa Maria Suites Old Town Key West TRANSIENT LICENSED 2BR CONDO! One of the most luxurio...	2 beds \| 2 baths \| 907 sq.ft.	$875,000	Airbnb cash on cash: 2.21% Traditional cash on cash: -3.38% Airbnb Rental Income: $8279 Traditional Rental Income: $2162 Airbnb ROI: 2.21% Traditional ROI: -3.38%
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%
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.	$3,299,000	Airbnb cash on cash: 3.05% Traditional cash on cash: 0.26% Airbnb Rental Income: $16799 Traditional Rental Income: $5300 Airbnb ROI: 3.05% Traditional ROI: 0.26%
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%
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.	$2,599,000	Airbnb cash on cash: 2.21% Traditional cash on cash: 0.72% Airbnb Rental Income: $10782 Traditional Rental Income: $5196 Airbnb ROI: 2.21% Traditional ROI: 0.72%
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%
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%
1014 Truman Avenue #UNIT 3 Key West, FL 1014 Truman Avenue - Modern Island Elegance in the Heart of Key WestWelcome to a Key West ...	2 beds \| 2 baths \| 1,017 sq.ft.	$799,900	Airbnb cash on cash: 5.94% Traditional cash on cash: -0.09% Airbnb Rental Income: $8333 Traditional Rental Income: $2262 Airbnb ROI: 5.94% Traditional ROI: -0.09%
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.	$1,347,000	Airbnb cash on cash: 5.01% Traditional cash on cash: 0.89% Airbnb Rental Income: $11088 Traditional Rental Income: $3894 Airbnb ROI: 5.01% Traditional ROI: 0.89%
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.	$1,700,000	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 MOTIVATED SELLERS Turn-key home with a history of rentals. Beautifully maintained, fully f...	3 beds \| 3 baths \| 1,600 sq.ft.	$1,430,000	Airbnb cash on cash: 4.72% Traditional cash on cash: 0.86% Airbnb Rental Income: $11088 Traditional Rental Income: $3914 Airbnb ROI: 4.72% Traditional ROI: 0.86%
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.	$1,795,000	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%
908 Catherine Street Key West, FL Welcome to 908 Catherine Street - a delightful blend of historic charm and modern comfort ...	3 beds \| 4 baths \| 1,572 sq.ft.	$1,895,000	Airbnb cash on cash: 3.91% Traditional cash on cash: 2.49% Airbnb Rental Income: $11580 Traditional Rental Income: $6971 Airbnb ROI: 3.91% Traditional ROI: 2.49%
532 Porter Lane Key West, FL Charming townhouse situated on Porter Lane in Presidents Walk community of the Truman Anne...	2 beds \| 2 baths \| 960 sq.ft.	$1,249,900	Airbnb cash on cash: 3.31% Traditional cash on cash: -0.46% Airbnb Rental Income: $8036 Traditional Rental Income: $2126 Airbnb ROI: 3.31% Traditional ROI: -0.46%
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%
606 Truman Avenue #UNIT 7 Key West, FL Your next great investment idea is right here -- a coveted transient-licensed townhome loc...	2 beds \| 2 baths \| 1,120 sq.ft.	$1,799,000	Airbnb cash on cash: 2.16% Traditional cash on cash: -0.14% Airbnb Rental Income: $8279 Traditional Rental Income: $2871 Airbnb ROI: 2.16% Traditional ROI: -0.14%
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%
1705 Von Phister Street Key West, FL Midtown Makeover now Complete:Welcome to one of Key West's most inviting neighborhoods, wh...	3 beds \| 3 baths \| 1,284 sq.ft.	$1,299,000	Airbnb cash on cash: 5.92% Traditional cash on cash: 1.11% Airbnb Rental Income: $11301 Traditional Rental Income: $3432 Airbnb ROI: 5.92% Traditional ROI: 1.11%
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%
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%
1525 Von Phister Street Key West, FL Elevated, fully renovated and perfectly located on one of Key West's most idyllic streets,...	3 beds \| 2 baths \| 1,434 sq.ft.	$1,899,000	Airbnb cash on cash: 3.55% Traditional cash on cash: 0.46% Airbnb Rental Income: $11301 Traditional Rental Income: $3793 Airbnb ROI: 3.55% Traditional ROI: 0.46%
1011 Simonton Street #1 Key West, FL Excellent opportunity whether looking for a private residence or an investment. This cond...	3 beds \| 3 baths \| 1,600 sq.ft.	$1,850,000	Airbnb cash on cash: 3.72% Traditional cash on cash: 0.14% Airbnb Rental Income: $11712 Traditional Rental Income: $3415 Airbnb ROI: 3.72% Traditional ROI: 0.14%
314 Simonton Street Key West, FL Step into Key West history with this remarkable property, available for the first time in ...	8 beds \| 11 baths \| 8,472 sq.ft.	$5,500,000	Airbnb cash on cash: 0.64% Traditional cash on cash: 0.49% Airbnb Rental Income: $11896 Traditional Rental Income: $8952 Airbnb ROI: 0.64% Traditional ROI: 0.49%
58 Golf Club Dr Key West, FL	2 beds \| 3 baths \| N/A	$549,000	Airbnb cash on cash: 9.82% Traditional cash on cash: 8.46% Airbnb Rental Income: $7456 Traditional Rental Income: $5325 Airbnb ROI: 9.82% Traditional ROI: 8.46%
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%
626 Margaret Street Key West, FL Welcome to this captivating historic Conch home, where the essence of Key West island luxu...	3 beds \| 2 baths \| 1,392 sq.ft.	$1,649,000	Airbnb cash on cash: 4.42% Traditional cash on cash: 0.54% Airbnb Rental Income: $11712 Traditional Rental Income: $3626 Airbnb ROI: 4.42% Traditional ROI: 0.54%
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.	$899,999	Airbnb cash on cash: 9.13% Traditional cash on cash: 3.06% Airbnb Rental Income: $11301 Traditional Rental Income: $4144 Airbnb ROI: 9.13% Traditional ROI: 3.06%
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.	$1,675,000	Airbnb cash on cash: 4.71% Traditional cash on cash: 0.31% Airbnb Rental Income: $12364 Traditional Rental Income: $3270 Airbnb ROI: 4.71% Traditional ROI: 0.31%
2601 S Roosevelt Boulevard #UNIT 103C Key West, FL New Listing! Experience resort-style living in beautiful Key West. This upgraded condomini...	2 beds \| 2 baths \| 1,221 sq.ft.	$915,000	Airbnb cash on cash: 5.85% Traditional cash on cash: 0.83% Airbnb Rental Income: $8957 Traditional Rental Income: $2998 Airbnb ROI: 5.85% Traditional ROI: 0.83%
620 White Street Key West, FL This legal duplex offers fantastic potential with two separate units. The front unit is a ...	3 beds \| 2 baths \| 1,421 sq.ft.	$1,099,000	Airbnb cash on cash: 7.05% Traditional cash on cash: 1.74% Airbnb Rental Income: $11060 Traditional Rental Income: $3597 Airbnb ROI: 7.05% Traditional ROI: 1.74%
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: 3.88% Traditional cash on cash: 0.25% Airbnb Rental Income: $6911 Traditional Rental Income: $1858 Airbnb ROI: 3.88% Traditional ROI: 0.25%
1209 Truman Avenue #UNIT 2 Key West, FL Charming Old Town Condo in the Heart of Key West! Don't miss this beautifully updated and ...	1 beds \| 2 baths \| 836 sq.ft.	$719,000	Airbnb cash on cash: 4.72% Traditional cash on cash: 0.35% Airbnb Rental Income: $6571 Traditional Rental Income: $2356 Airbnb ROI: 4.72% Traditional ROI: 0.35%
1500 Seminary Street #UNIT 5A Key West, FL Welcome to this charming 1-bedroom, 1-bathroom apartment nestled in the heart of Key West....	1 beds \| 1 baths \| 525 sq.ft.	$565,000	Airbnb cash on cash: 6.66% Traditional cash on cash: 0.15% Airbnb Rental Income: $6712 Traditional Rental Income: $1971 Airbnb ROI: 6.66% Traditional ROI: 0.15%
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%

Vacation Rentals in Key West

There are 145 vacation rental properties available for sale in the city of Key West . The median list price of Airbnb properties available for sale in Key West is $1,348,500 and the average price per square foot is $809. The cash on cash return on vacation rentals in Key West is 3.00%. The average monthly short term rental income in Key West is $8,836.

Key West, FL Short Term Rentals FAQs for Buyers, Sellers and Investors

There are 145 Airbnb properties available for sale in Key West.

In 2025, the best neighborhood to buy short term rental property is Bahama Village.

In October 2025, the average Airbnb occupancy rate in Key West is 60%.

In 2025, the highest Airbnb occupancy rate in Key West are in Bahama Village (61%), Midtown (62%) and Midtown (61%).

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

Your search for investment property begins and ends here

Airbnb For Sale in Key West, FL

1401 Simonton Street #UNIT 14

Key West, FL

2 beds | 2 baths | 958 sq.ft.

$2,000,000

Airbnb cash on cash: 2.03%

Traditional cash on cash: -0.41%

Airbnb Rental Income: $8279

Traditional Rental Income: $2184

Airbnb ROI: 2.03%

Traditional ROI: -0.41%

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%

1401 Simonton Street #UNIT 20

Key West, FL

2 beds | 2 baths | 907 sq.ft.

$875,000

Airbnb cash on cash: 2.21%

Traditional cash on cash: -3.38%

Airbnb Rental Income: $8279

Traditional Rental Income: $2162

Airbnb ROI: 2.21%

Traditional ROI: -3.38%

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%

1420 White Street

Key West, FL

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

$3,299,000

Airbnb cash on cash: 3.05%

Traditional cash on cash: 0.26%

Airbnb Rental Income: $16799

Traditional Rental Income: $5300

Airbnb ROI: 3.05%

Traditional ROI: 0.26%

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%

1320 Eliza Street

Key West, FL

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

$2,599,000

Airbnb cash on cash: 2.21%

Traditional cash on cash: 0.72%

Airbnb Rental Income: $10782

Traditional Rental Income: $5196

Airbnb ROI: 2.21%

Traditional ROI: 0.72%

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%