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 129 Airbnb properties available for sale in Key-west

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

In June 2026, the average Airbnb occupancy rate in Key-west is 52%.

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 (58%), Historic Seaport (57%) and Historic Seaport (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
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%
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: 3.03% Traditional cash on cash: 1.62% Airbnb Rental Income: $10441 Traditional Rental Income: $5932 Airbnb ROI: 3.03% Traditional ROI: 1.62%
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%
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: 4.31% Traditional cash on cash: 2% Airbnb Rental Income: $6911 Traditional Rental Income: $3425 Airbnb ROI: 4.31% Traditional ROI: 2%
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.	$725,000	Airbnb cash on cash: 7.15% Traditional cash on cash: 2.64% Airbnb Rental Income: $7456 Traditional Rental Income: $2979 Airbnb ROI: 7.15% Traditional ROI: 2.64%
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%
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: 4.53% Traditional cash on cash: -0.63% Airbnb Rental Income: $11088 Traditional Rental Income: $4258 Airbnb ROI: 4.53% Traditional ROI: -0.63%
22 Merganser Lane Key West, FL Motivated Seller ! Exquisite finishes & attention to detail in the overall design of this ...	2 beds \| 2 baths \| 780 sq.ft.	$680,000	Airbnb cash on cash: 6.76% Traditional cash on cash: 3.3% Airbnb Rental Income: $7456 Traditional Rental Income: $3831 Airbnb ROI: 6.76% Traditional ROI: 3.3%
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: 6.62% Traditional cash on cash: 1.97% Airbnb Rental Income: $11712 Traditional Rental Income: $4404 Airbnb ROI: 6.62% Traditional ROI: 1.97%
1001 ed Street #B Key West, FL Enjoy your tropical retreat in the heart of Old Town Key West with this stunning, fully re...	3 beds \| 4 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%
909 Grinnell Street Key West, FL Rare opportunity to acquire SEVEN units in the X-Flood Zone in Old Town Key West. That's c...	7 beds \| 6 baths \| 2,790 sq.ft.	$1,899,000	Airbnb cash on cash: 3.72% Traditional cash on cash: 3.35% Airbnb Rental Income: $11896 Traditional Rental Income: $9077 Airbnb ROI: 3.72% Traditional ROI: 3.35%
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.	$2,250,000	Airbnb cash on cash: 3.15% Traditional cash on cash: 0.42% Airbnb Rental Income: $12364 Traditional Rental Income: $4412 Airbnb ROI: 3.15% Traditional ROI: 0.42%
3206 Riviera Drive Key West, FL Welcome to 3206 Riviera Drive, Key West - a stunning canal-front retreat designed for the ...	3 beds \| 3 baths \| 2,212 sq.ft.	$2,699,000	Airbnb cash on cash: 2.42% Traditional cash on cash: 1.66% Airbnb Rental Income: $11088 Traditional Rental Income: $7162 Airbnb ROI: 2.42% Traditional ROI: 1.66%
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%
3841 N Roosevelt Boulevard #332 Key West, FL Experience ultimate elegance at Key West's Beachside Resort & Residences! This third-floor...	2 beds \| 3 baths \| 1,357 sq.ft.	$1,949,000	Airbnb cash on cash: 0.15% Traditional cash on cash: -1.09% Airbnb Rental Income: $7456 Traditional Rental Income: $3781 Airbnb ROI: 0.15% Traditional ROI: -1.09%
3841 N Roosevelt Boulevard #315 Key West, FL Experience ultimate elegance at Key West's Beachside Resort & Residences! This first-floor...	2 beds \| 3 baths \| 1,357 sq.ft.	$1,949,000	Airbnb cash on cash: 0.16% Traditional cash on cash: -1.08% Airbnb Rental Income: $7456 Traditional Rental Income: $3781 Airbnb ROI: 0.16% Traditional ROI: -1.08%
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: 1.34% Traditional cash on cash: 0.54% Airbnb Rental Income: $11712 Traditional Rental Income: $6609 Airbnb ROI: 1.34% Traditional ROI: 0.54%
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.	$1,250,000	Airbnb cash on cash: 3.04% Traditional cash on cash: 1.34% Airbnb Rental Income: $6609 Traditional Rental Income: $3349 Airbnb ROI: 3.04% Traditional ROI: 1.34%
512 Amelia Street Key West, FL Located just half a block off Duval Street, 512 Amelia Street is a rare offering that beau...	2 beds \| 3 baths \| 1,120 sq.ft.	$2,995,000	Airbnb cash on cash: 0.94% Traditional cash on cash: 0.07% Airbnb Rental Income: $8279 Traditional Rental Income: $4289 Airbnb ROI: 0.94% Traditional ROI: 0.07%
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%
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%
1223 Margaret Street #4 Key West, FL GORGEOUS Old Town Key West Luxury EXCELLENT VACATION RENTAL! Large 3 Story Single Family H...	4 beds \| 5 baths \| 2,412 sq.ft.	$2,799,000	Airbnb cash on cash: 1.79% Traditional cash on cash: 0.51% Airbnb Rental Income: $10547 Traditional Rental Income: $5257 Airbnb ROI: 1.79% Traditional ROI: 0.51%
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.	$975,000	Airbnb cash on cash: 3.87% Traditional cash on cash: 1.8% Airbnb Rental Income: $7456 Traditional Rental Income: $4150 Airbnb ROI: 3.87% Traditional ROI: 1.8%
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: 3.85% Traditional cash on cash: 2.26% Airbnb Rental Income: $6628 Traditional Rental Income: $3710 Airbnb ROI: 3.85% 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.	$660,000	Airbnb cash on cash: 7.02% Traditional cash on cash: 3.54% Airbnb Rental Income: $7456 Traditional Rental Income: $3883 Airbnb ROI: 7.02% Traditional ROI: 3.54%
817 Eaton Street #1 Key West, FL Old Town Condo Near Duval: Bright 1-bedroom, 1-bath condo located in the heart of Historic...	1 beds \| 1 baths \| 740 sq.ft.	$820,000	Airbnb cash on cash: 4.04% Traditional cash on cash: 1.97% Airbnb Rental Income: $6609 Traditional Rental Income: $3737 Airbnb ROI: 4.04% Traditional ROI: 1.97%
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%
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: 4.26% Traditional cash on cash: 1.22% Airbnb Rental Income: $11088 Traditional Rental Income: $4675 Airbnb ROI: 4.26% Traditional ROI: 1.22%
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: 5.2% Traditional cash on cash: 2.68% Airbnb Rental Income: $6628 Traditional Rental Income: $3397 Airbnb ROI: 5.2% Traditional ROI: 2.68%
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%
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: 2.57% Traditional cash on cash: 1.79% Airbnb Rental Income: $10547 Traditional Rental Income: $7021 Airbnb ROI: 2.57% Traditional ROI: 1.79%
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: 1.67% Traditional cash on cash: 0.61% Airbnb Rental Income: $8036 Traditional Rental Income: $4480 Airbnb ROI: 1.67% Traditional ROI: 0.61%
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: 7.26% Traditional cash on cash: 3.86% Airbnb Rental Income: $6590 Traditional Rental Income: $3403 Airbnb ROI: 7.26% Traditional ROI: 3.86%
1014 Truman Avenue #202 Key West, FL 1014 Truman Avenue - Modern Island Elegance in the Heart of Key West Welcome to a Key West...	2 beds \| 2 baths \| 1,017 sq.ft.	$799,900	Airbnb cash on cash: 7.2% Traditional cash on cash: 1.51% Airbnb Rental Income: $8333 Traditional Rental Income: $2512 Airbnb ROI: 7.2% Traditional ROI: 1.51%
2601 S Roosevelt Boulevard #204A Key West, FL Wake up to breathtaking direct ocean views from this second-floor, 1-bedroom, 1-bath resid...	1 beds \| 1 baths \| 754 sq.ft.	$625,000	Airbnb cash on cash: 3.2% Traditional cash on cash: 2.78% Airbnb Rental Income: $4857 Traditional Rental Income: $3615 Airbnb ROI: 3.2% Traditional ROI: 2.78%
1012 Packer Street #7A Key West, FL PRICE REDUCTION!! This secluded condo is close to all the fun Key West has to offer, inclu...	2 beds \| 2 baths \| 768 sq.ft.	$759,000	Airbnb cash on cash: 7.62% Traditional cash on cash: 1.56% Airbnb Rental Income: $8333 Traditional Rental Income: $2463 Airbnb ROI: 7.62% Traditional ROI: 1.56%
3405 16th Terrace Key West, FL Spacious, Turn-key Retreat on one of New Town's Largest Lots: Welcome to a rare opportunit...	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%
610 Griffin Lane Key West, FL Privacy. Seclusion. Serenity. Tucked away at the end of a quiet lane, 610 Griffin Lane is ...	3 beds \| 3 baths \| 1,519 sq.ft.	$2,640,000	Airbnb cash on cash: 2.23% Traditional cash on cash: 0.7% Airbnb Rental Income: $11712 Traditional Rental Income: $5826 Airbnb ROI: 2.23% Traditional ROI: 0.7%
927 Thomas Street #2 Key West, FL This show-stopping luxury condo delivers a rare blend of historic charm with a fully renov...	2 beds \| 2 baths \| 1,205 sq.ft.	$1,275,000	Airbnb cash on cash: 2.05% Traditional cash on cash: 1.4% Airbnb Rental Income: $6658 Traditional Rental Income: $4587 Airbnb ROI: 2.05% Traditional ROI: 1.4%
927 Thomas Street #4 Key West, FL Located in one of Key West's newer developments at The Captains House in Bahama Village, t...	2 beds \| 1 baths \| 762 sq.ft.	$859,000	Airbnb cash on cash: 3.75% Traditional cash on cash: 1.98% Airbnb Rental Income: $6658 Traditional Rental Income: $3944 Airbnb ROI: 3.75% Traditional ROI: 1.98%

Vacation Rentals in Key West

There are 129 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 $1,271,843 and the average price per square foot is $779. The cash on cash return on vacation rentals in Key West is N/A%. The average monthly short term rental income in Key West is $2,938.

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

There are 129 Airbnb properties available for sale in Key West.

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

In June 2026, the average Airbnb occupancy rate in Key West is 52%.

In 2026, the highest Airbnb occupancy rate in Key West are in Truman Annex (58%), Historic Seaport (57%) and Historic Seaport (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

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%

1115 Fleming Street

Key West, FL

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

$1,975,000

Airbnb cash on cash: 3.03%

Traditional cash on cash: 1.62%

Airbnb Rental Income: $10441

Traditional Rental Income: $5932

Airbnb ROI: 3.03%

Traditional ROI: 1.62%

3365 Flagler Avenue

Key West, FL

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%

817 Terry Lane

Key West, FL

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%

3301 Duck Avenue #D

Key West, FL

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

$725,000

Airbnb cash on cash: 7.15%

Traditional cash on cash: 2.64%

Airbnb Rental Income: $7456

Traditional Rental Income: $2979

Airbnb ROI: 7.15%

Traditional ROI: 2.64%

3409 Eagle Avenue

Key West, FL

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%

3841 N Roosevelt Boulevard #222

Key West, FL

3 beds | 3 baths | 1,586 sq.ft.

$999,000

Airbnb cash on cash: 4.53%

Traditional cash on cash: -0.63%

Airbnb Rental Income: $11088

Traditional Rental Income: $4258

Airbnb ROI: 4.53%

Traditional ROI: -0.63%

22 Merganser Lane

Key West, FL

2 beds | 2 baths | 780 sq.ft.

$680,000

Airbnb cash on cash: 6.76%

Traditional cash on cash: 3.3%

Airbnb Rental Income: $7456

Traditional Rental Income: $3831

Airbnb ROI: 6.76%