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 165 Airbnb properties available for sale in Key-west

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

In July 2026, the average Airbnb occupancy rate in Key-west is 48%.

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

In 2026, the highest Airbnb occupancy rate in Key-west are in Truman Annex (48%), Historic Seaport (45%) and Historic Seaport (41%).

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
68 Sunset Key Drive Key West, FL Surprising water views combined with maximum privacy are the signature advantages of this ...	2 beds \| 3 baths \| 1,681 sq.ft.	$2,600,000	Airbnb cash on cash: 0.29% Traditional cash on cash: -0.85% Airbnb Rental Income: $9360 Traditional Rental Income: $4858 Airbnb ROI: 0.29% Traditional ROI: -0.85%
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.	$1,975,000	Airbnb cash on cash: 1.78% Traditional cash on cash: 1.62% Airbnb Rental Income: $7690 Traditional Rental Income: $5932 Airbnb ROI: 1.78% Traditional ROI: 1.62%
1105 Olivia Street Key West, FL Sparkling, gallery-like, and filled with natural light, this beautifully renovated Old Tow...	1 beds \| 1 baths \| 619 sq.ft.	$899,900	Airbnb cash on cash: 4.21% Traditional cash on cash: 1.04% Airbnb Rental Income: $5797 Traditional Rental Income: $1985 Airbnb ROI: 4.21% Traditional ROI: 1.04%
817 Terry Lane Key West, FL Step into a piece of Old Town Key West history. Built in 1928, this storybook Old Town cot...	1 beds \| 1 baths \| 420 sq.ft.	$998,000	Airbnb cash on cash: 2.98% Traditional cash on cash: 2% Airbnb Rental Income: $5429 Traditional Rental Income: $3425 Airbnb ROI: 2.98% Traditional ROI: 2%
3201 Pearl Avenue Key West, FL Updated home in a prime central Key West location! Perfect for a local buyer or as an affo...	2 beds \| 2 baths \| 1,032 sq.ft.	$610,000	Airbnb cash on cash: 6.53% Traditional cash on cash: 3.3% Airbnb Rental Income: $5824 Traditional Rental Income: $2823 Airbnb ROI: 6.53% Traditional ROI: 3.3%
710 Caroline Street Key West, FL An extraordinary opportunity to own one of Key West's most coveted addresses -- iconic Car...	4 beds \| 5 baths \| 2,250 sq.ft.	$3,595,000	Airbnb cash on cash: 0.57% Traditional cash on cash: 0.53% Airbnb Rental Income: $7690 Traditional Rental Income: $6089 Airbnb ROI: 0.57% Traditional ROI: 0.53%
3301 Duck Avenue #D Key West, FL 2 story Townhouse with 2 car garage, No HOA; Large Living room downstairs and Family room ...	2 beds \| 2 baths \| 1,200 sq.ft.	$698,000	Airbnb cash on cash: 5.37% Traditional cash on cash: 2.78% Airbnb Rental Income: $5824 Traditional Rental Income: $2979 Airbnb ROI: 5.37% Traditional ROI: 2.78%
611 Grinnell Street #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: 6.94% Traditional cash on cash: 0.86% Airbnb Rental Income: $12642 Traditional Rental Income: $2998 Airbnb ROI: 6.94% Traditional ROI: 0.86%
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: 2.31% Traditional cash on cash: 1.29% Airbnb Rental Income: $11137 Traditional Rental Income: $6602 Airbnb ROI: 2.31% Traditional ROI: 1.29%
1222 Florida Street Key West, FL Discover the timeless charm of Key West living at 1222 Florida Street, ideally positioned ...	3 beds \| 1 baths \| 1,580 sq.ft.	$990,000	Airbnb cash on cash: 8.82% Traditional cash on cash: 3.47% Airbnb Rental Income: $11827 Traditional Rental Income: $4737 Airbnb ROI: 8.82% Traditional ROI: 3.47%
3841 N Roosevelt Boulevard #222 Key West, FL Enjoy unparalleled flexibility and luxury with this transient-licensed 3-bedroom, 3-bathro...	3 beds \| 3 baths \| 1,586 sq.ft.	$999,000	Airbnb cash on cash: 0.69% Traditional cash on cash: -0.63% Airbnb Rental Income: $6800 Traditional Rental Income: $4258 Airbnb ROI: 0.69% Traditional ROI: -0.63%
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.	$1,196,000	Airbnb cash on cash: 7.31% Traditional cash on cash: 1.97% Airbnb Rental Income: $12642 Traditional Rental Income: $4404 Airbnb ROI: 7.31% Traditional ROI: 1.97%
1405-1409 #ed Street Key West, FL Unique and extraordinary triple (3) lot property located in Old Town, Key West! Currently ...	3 beds \| 3 baths \| 1,872 sq.ft.	$2,895,000	Airbnb cash on cash: 2.42% Traditional cash on cash: 1.14% Airbnb Rental Income: $11827 Traditional Rental Income: $6229 Airbnb ROI: 2.42% Traditional ROI: 1.14%
1718 #ed Street Key West, FL Welcome to 1718 United Street, a beautifully renovated home in the heart of Key West offer...	3 beds \| 3 baths \| 1,477 sq.ft.	$1,265,000	Airbnb cash on cash: 3.91% Traditional cash on cash: 3.62% Airbnb Rental Income: $7887 Traditional Rental Income: $6047 Airbnb ROI: 3.91% Traditional ROI: 3.62%
115 Front Street #101 Key West, FL Prior to the development of Truman Annex which was a notable Naval base located in the cen...	3 beds \| 3 baths \| 1,325 sq.ft.	$2,249,999	Airbnb cash on cash: 2.39% Traditional cash on cash: 0.42% Airbnb Rental Income: $10441 Traditional Rental Income: $4412 Airbnb ROI: 2.39% Traditional ROI: 0.42%
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: 7.52% Traditional cash on cash: 2.39% Airbnb Rental Income: $12642 Traditional Rental Income: $4639 Airbnb ROI: 7.52% Traditional ROI: 2.39%
1209 Truman Avenue #5 Key West, FL This is the one! Perfectly laid out two (2) bedroom and two (2) bathroom condo, with a den...	2 beds \| 2 baths \| 1,261 sq.ft.	$995,000	Airbnb cash on cash: 6.19% Traditional cash on cash: 3.24% Airbnb Rental Income: $9037 Traditional Rental Income: $4613 Airbnb ROI: 6.19% Traditional ROI: 3.24%
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.	$4,450,000	Airbnb cash on cash: 1.89% Traditional cash on cash: 1.19% Airbnb Rental Income: $15808 Traditional Rental Income: $10125 Airbnb ROI: 1.89% Traditional ROI: 1.19%
S 3930 Roosevelt Boulevard #S303 Key West, FL Looking for a move-in condo in Key West that's high and dry, close to the airport and on t...	3 beds \| 2 baths \| 1,069 sq.ft.	$599,000	Airbnb cash on cash: 6.56% Traditional cash on cash: 4.5% Airbnb Rental Income: $6800 Traditional Rental Income: $4326 Airbnb ROI: 6.56% Traditional ROI: 4.5%
3314 Northside Drive #55 Key West, FL Excellent Family Home or Investment Opportunity! Seller Financing Available: 20% down, 6.5...	3 beds \| 2 baths \| 1,050 sq.ft.	$569,900	Airbnb cash on cash: 8.23% Traditional cash on cash: 6.21% Airbnb Rental Income: $6800 Traditional Rental Income: $4405 Airbnb ROI: 8.23% Traditional ROI: 6.21%
2311 Patterson Avenue Key West, FL Your private island retreat awaits. Discover the ultimate in low-maintenance living with t...	3 beds \| 2 baths \| 1,356 sq.ft.	$999,000	Airbnb cash on cash: 5.2% Traditional cash on cash: 3.89% Airbnb Rental Income: $7887 Traditional Rental Income: $5163 Airbnb ROI: 5.2% Traditional ROI: 3.89%
1010 Olivia Street Key West, FL Introducing The Twins on Olivia - a storied Key West treasure reborn. Once known locally a...	3 beds \| 4 baths \| 2,421 sq.ft.	$3,999,000	Airbnb cash on cash: 1.55% Traditional cash on cash: 0.54% Airbnb Rental Income: $12642 Traditional Rental Income: $6609 Airbnb ROI: 1.55% Traditional ROI: 0.54%
1800 Atlantic Boulevard #327C Key West, FL Licensed for nightly Rentals! On average 120k/yr. Introducing an exquisite offering at one...	2 beds \| 2 baths \| 1,311 sq.ft.	$1,700,000	Airbnb cash on cash: 1.58% Traditional cash on cash: 0.24% Airbnb Rental Income: $8523 Traditional Rental Income: $4797 Airbnb ROI: 1.58% Traditional ROI: 0.24%
422 Amelia Street #L6 Key West, FL Don't miss this TRANSIENT licensed condo just steps away from the famous Duval Street. Thi...	1 beds \| 1 baths \| 405 sq.ft.	$1,225,000	Airbnb cash on cash: 2.41% Traditional cash on cash: 1.39% Airbnb Rental Income: $5645 Traditional Rental Income: $3349 Airbnb ROI: 2.41% Traditional ROI: 1.39%
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.	$3,100,000	Airbnb cash on cash: 1.45% Traditional cash on cash: 0.94% Airbnb Rental Income: $10441 Traditional Rental Income: $7056 Airbnb ROI: 1.45% Traditional ROI: 0.94%
1505 Johnson Street Key West, FL POOL & POOL HOUSE COMPLETED! Opportunity awaits to create your perfect midtown home. This ...	3 beds \| 3 baths \| 1,489 sq.ft.	$1,499,000	Airbnb cash on cash: 3.04% Traditional cash on cash: 2.69% Airbnb Rental Income: $7887 Traditional Rental Income: $5897 Airbnb ROI: 3.04% Traditional ROI: 2.69%
2601 S Roosevelt Boulevard #406A Key West, FL Spectacular sunrise ocean views from this beautifully renovated Key West By The Sea condo ...	2 beds \| 2 baths \| 980 sq.ft.	$950,000	Airbnb cash on cash: 2.46% Traditional cash on cash: 1.88% Airbnb Rental Income: $5824 Traditional Rental Income: $4150 Airbnb ROI: 2.46% Traditional ROI: 1.88%
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.	$2,525,000	Airbnb cash on cash: 1.94% Traditional cash on cash: 1.11% Airbnb Rental Income: $9630 Traditional Rental Income: $5909 Airbnb ROI: 1.94% Traditional ROI: 1.11%
1712 Laird Street Key West, FL Located in the heart of Key West, 1712 Laird Street offers a rare blend of central conveni...	3 beds \| 2 baths \| 1,378 sq.ft.	$1,284,000	Airbnb cash on cash: 3.95% Traditional cash on cash: 2.99% Airbnb Rental Income: $7887 Traditional Rental Income: $5243 Airbnb ROI: 3.95% Traditional ROI: 2.99%
738 Olivia Street Key West, FL Charming Old Town Retreat in X Flood Zone! Step into island living with this beautifully r...	1 beds \| 2 baths \| 767 sq.ft.	$1,100,000	Airbnb cash on cash: 3.17% Traditional cash on cash: 2.26% Airbnb Rental Income: $5797 Traditional Rental Income: $3710 Airbnb ROI: 3.17% Traditional ROI: 2.26%
48 Merganser Lane Key West, FL An easier way to own in Key West. This 2-bedroom, 1.5-bath townhome in the Key West Golf C...	2 beds \| 2 baths \| 780 sq.ft.	$640,000	Airbnb cash on cash: 4.99% Traditional cash on cash: 3.68% Airbnb Rental Income: $5824 Traditional Rental Income: $3883 Airbnb ROI: 4.99% Traditional ROI: 3.68%
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: 4.12% Traditional cash on cash: 2.76% Airbnb Rental Income: $11137 Traditional Rental Income: $6958 Airbnb ROI: 4.12% Traditional ROI: 2.76%
2613 Gulfview Drive Key West, FL Rare WATERFRONT home on the island of Key West, an incredible value priced well below the ...	3 beds \| 3 baths \| 1,320 sq.ft.	$1,549,000	Airbnb cash on cash: 1.78% Traditional cash on cash: 1.22% Airbnb Rental Income: $6800 Traditional Rental Income: $4675 Airbnb ROI: 1.78% Traditional ROI: 1.22%
1203 Newton Street #1 Key West, FL Picture perfect condo located in 1 of 2 historic buildings totaling 8 units with a generou...	1 beds \| 1 baths \| 427 sq.ft.	$699,000	Airbnb cash on cash: 3.83% Traditional cash on cash: 1.89% Airbnb Rental Income: $5769 Traditional Rental Income: $3357 Airbnb ROI: 3.83% Traditional ROI: 1.89%
3 Nassau Lane #A Key West, FL Charming Key West Cottage on Historic Nassau Lane Nestled along the picturesque and histor...	1 beds \| 1 baths \| 468 sq.ft.	$825,000	Airbnb cash on cash: 4.3% Traditional cash on cash: 2.68% Airbnb Rental Income: $5797 Traditional Rental Income: $3397 Airbnb ROI: 4.3% Traditional ROI: 2.68%
1209 Packer Street Key West, FL Discover a seamless blend of historic character and modern refinement at 1209 Packer Stree...	4 beds \| 4 baths \| 2,150 sq.ft.	$2,175,000	Airbnb cash on cash: 3.37% Traditional cash on cash: 1.79% Airbnb Rental Income: $12492 Traditional Rental Income: $7021 Airbnb ROI: 3.37% Traditional ROI: 1.79%
815 Pearl Street #2 Key West, FL Quaint Key West Condominium - Discover 815 Pearl Street Unit 2, a charming 1-bedroom, 1-ba...	1 beds \| 1 baths \| 546 sq.ft.	$575,000	Airbnb cash on cash: 6.63% Traditional cash on cash: 4.42% Airbnb Rental Income: $5769 Traditional Rental Income: $3431 Airbnb ROI: 6.63% Traditional ROI: 4.42%
1901 S Roosevelt Boulevard #401E Key West, FL Discover the rare opportunity to own a premier developer's unit in one of Key West's most ...	3 beds \| 2 baths \| 1,395 sq.ft.	$1,425,000	Airbnb cash on cash: 2.09% Traditional cash on cash: 0.98% Airbnb Rental Income: $7887 Traditional Rental Income: $4915 Airbnb ROI: 2.09% Traditional ROI: 0.98%
816 South Street #4 Key West, FL Experience the charm of this bright and airy 1-bedroom, 1-bathroom Southpark Condominium l...	1 beds \| 1 baths \| 640 sq.ft.	$599,000	Airbnb cash on cash: 5.97% Traditional cash on cash: 3.86% Airbnb Rental Income: $5727 Traditional Rental Income: $3403 Airbnb ROI: 5.97% Traditional ROI: 3.86%
419 Simonton Street #C Key West, FL Tucked discreetly behind one of Old Town's most storied addresses, 419 Simonton Street C i...	2 beds \| 3 baths \| 1,409 sq.ft.	$2,070,000	Airbnb cash on cash: 2.31% Traditional cash on cash: 0.61% Airbnb Rental Income: $9512 Traditional Rental Income: $4480 Airbnb ROI: 2.31% Traditional ROI: 0.61%

Vacation Rentals in Key West

There are 165 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 $1,271,739 and the average price per square foot is $820. The cash on cash return on vacation rentals in Key West is 4.00%. The average monthly short term rental income in Key West is $9,037.

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

There are 165 Airbnb properties available for sale in Key West.

In 2026, the best neighborhood to buy short term rental property is Truman Annex.

In July 2026, the average Airbnb occupancy rate in Key West is 48%.

In 2026, the highest Airbnb occupancy rate in Key West are in Truman Annex (48%), Historic Seaport (45%) and Historic Seaport (41%).

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

68 Sunset Key Drive

Key West, FL

2 beds | 3 baths | 1,681 sq.ft.

$2,600,000

Airbnb cash on cash: 0.29%

Traditional cash on cash: -0.85%

Airbnb Rental Income: $9360

Traditional Rental Income: $4858

Airbnb ROI: 0.29%

Traditional ROI: -0.85%

1115 Fleming Street

Key West, FL

4 beds | 2 baths | 1,760 sq.ft.

$1,975,000

Airbnb cash on cash: 1.78%

Traditional cash on cash: 1.62%

Airbnb Rental Income: $7690

Traditional Rental Income: $5932

Airbnb ROI: 1.78%

Traditional ROI: 1.62%

1105 Olivia Street

Key West, FL

1 beds | 1 baths | 619 sq.ft.

$899,900

Airbnb cash on cash: 4.21%

Traditional cash on cash: 1.04%

Airbnb Rental Income: $5797

Traditional Rental Income: $1985

Airbnb ROI: 4.21%

Traditional ROI: 1.04%

817 Terry Lane

Key West, FL

1 beds | 1 baths | 420 sq.ft.

$998,000

Airbnb cash on cash: 2.98%

Traditional cash on cash: 2%

Airbnb Rental Income: $5429

Traditional Rental Income: $3425

Airbnb ROI: 2.98%

Traditional ROI: 2%

3201 Pearl Avenue

Key West, FL

2 beds | 2 baths | 1,032 sq.ft.

$610,000

Airbnb cash on cash: 6.53%

Traditional cash on cash: 3.3%

Airbnb Rental Income: $5824

Traditional Rental Income: $2823

Airbnb ROI: 6.53%

Traditional ROI: 3.3%

710 Caroline Street

Key West, FL

4 beds | 5 baths | 2,250 sq.ft.

$3,595,000

Airbnb cash on cash: 0.57%

Traditional cash on cash: 0.53%

Airbnb Rental Income: $7690

Traditional Rental Income: $6089

Airbnb ROI: 0.57%

Traditional ROI: 0.53%

3301 Duck Avenue #D

Key West, FL

2 beds | 2 baths | 1,200 sq.ft.

$698,000

Airbnb cash on cash: 5.37%

Traditional cash on cash: 2.78%

Airbnb Rental Income: $5824

Traditional Rental Income: $2979

Airbnb ROI: 5.37%

Traditional ROI: 2.78%

611 Grinnell Street #4

Key West, FL

3 beds | 2 baths | 784 sq.ft.

$1,300,000

Airbnb cash on cash: 6.94%

Traditional cash on cash: 0.86%

Airbnb Rental Income: $12642

Traditional Rental Income: $2998

Airbnb ROI: 6.94%