Airbnb Properties for Sale in Longboat Key, FL

Looking for a vacation rental investment in Longboat Key, FL with high ROI ?

Explore a range of newly added short-term rental homes in Longboat Key, FL. Make a smart investment with newly available Airbnb properties and find the ideal high-ROI property for sale.

Airbnb For Sale in Longboat Key, FL

Q: How to get Longboat-key, FL Airbnb data?

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

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PROPERTY	DETAILS	SALE PRICE	INVESTMENT PERFORMANCE
6800 GULF OF MEXICO DRIVE #203 LONGBOAT KEY, FL Serene water views of tranquil Bishops Bayou greet you as you enter this immaculate 2nd fl...	1 beds \| 1 baths \| 936 sq.ft.	$449,000	Airbnb cash on cash: 3.8% Traditional cash on cash: 2.03% Airbnb Rental Income: $3252 Traditional Rental Income: $1779 Airbnb ROI: 3.8% Traditional ROI: 2.03%
2675 GULF OF MEXICO DRIVE #403 LONGBOAT KEY, FL HUGE PRICE CHANGE:Veinte (20 in Spanish) is a luxury condominium community with only twent...	3 beds \| 2 baths \| 1,896 sq.ft.	$1,400,000	Airbnb cash on cash: 0.19% Traditional cash on cash: 0.07% Airbnb Rental Income: $4647 Traditional Rental Income: $3526 Airbnb ROI: 0.19% Traditional ROI: 0.07%
3806 GULF OF MEXICO DRIVE #C-312 LONGBOAT KEY, FL Furnished 2-bedroom, 2-bathroom end unit condo on Longboat Key! Brand New HVAC! This 3rd-...	2 beds \| 2 baths \| 1,062 sq.ft.	$319,000	Airbnb cash on cash: 4.47% Traditional cash on cash: 3.84% Airbnb Rental Income: $2861 Traditional Rental Income: $2007 Airbnb ROI: 4.47% Traditional ROI: 3.84%
600 FOX STREET LONGBOAT KEY, FL Under contract-accepting backup offers. Experience the charm of historic Longboat Key livi...	3 beds \| 3 baths \| 1,427 sq.ft.	$899,999	Airbnb cash on cash: 2.07% Traditional cash on cash: 0.87% Airbnb Rental Income: $4647 Traditional Rental Income: $2674 Airbnb ROI: 2.07% Traditional ROI: 0.87%
651 JUNGLE QUEEN WAY LONGBOAT KEY, FL * * DO NOT MISS OUT ON THIS LONGBOAT SPECIAL * * MULTIPLE USES ARE AVAILABLE TO YOU * * Pr...	4 beds \| 3 baths \| 2,242 sq.ft.	$950,000	Airbnb cash on cash: 2.49% Traditional cash on cash: 0.84% Airbnb Rental Income: $6133 Traditional Rental Income: $3457 Airbnb ROI: 2.49% Traditional ROI: 0.84%
597 BUTTONWOOD DRIVE LONGBOAT KEY, FL GULF AND BAY VIEWS! THREE OUTDOOR PATIOS! Discover an extraordinary coastal contemporary m...	5 beds \| 7 baths \| 4,176 sq.ft.	$4,249,000	Airbnb cash on cash: 0.37% Traditional cash on cash: 0.24% Airbnb Rental Income: $7664 Traditional Rental Income: $5714 Airbnb ROI: 0.37% Traditional ROI: 0.24%
4380 EXETER DRIVE 303 LONGBOAT KEY, FL PENTHOUSE UNIT!! DEEDED BEACH ACCESS DIRECTLY ACROSS THE STREET!! New roof 2025! Top-floor...	2 beds \| 2 baths \| 1,152 sq.ft.	$499,000	Airbnb cash on cash: 2.17% Traditional cash on cash: 1.71% Airbnb Rental Income: $2861 Traditional Rental Income: $1979 Airbnb ROI: 2.17% Traditional ROI: 1.71%
2675 GULF OF MEXICO DRIVE #204 LONGBOAT KEY, FL Under contract-accepting backup offers. This exclusive corner unit at Veinte presents a ra...	3 beds \| 3 baths \| 2,180 sq.ft.	$1,495,000	Airbnb cash on cash: 0.34% Traditional cash on cash: 0.33% Airbnb Rental Income: $4647 Traditional Rental Income: $3666 Airbnb ROI: 0.34% Traditional ROI: 0.33%
2945 PYRULA DRIVE LONGBOAT KEY, FL Discover unparalleled modern living at this custom contemporary residence nestled on a qui...	5 beds \| 5 baths \| 3,815 sq.ft.	$3,495,000	Airbnb cash on cash: 0.68% Traditional cash on cash: 0.59% Airbnb Rental Income: $7664 Traditional Rental Income: $5905 Airbnb ROI: 0.68% Traditional ROI: 0.59%
4621 GULF OF MEXICO DRIVE #16B LONGBOAT KEY, FL Imagine the serene sands of the Gulf, just steps away, offering the ideal blend of luxury ...	2 beds \| 2 baths \| 900 sq.ft.	$720,000	Airbnb cash on cash: 1.13% Traditional cash on cash: 0.85% Airbnb Rental Income: $2861 Traditional Rental Income: $2008 Airbnb ROI: 1.13% Traditional ROI: 0.85%
3710 GULF OF MEXICO DRIVE #E3 LONGBOAT KEY, FL JUST ELEVATED! Gulfshore of Longboat Key, Inc. offers it all. It extends from the Gulf ...	2 beds \| 1 baths \| 680 sq.ft.	$199,999	Airbnb cash on cash: 7.22% Traditional cash on cash: 3.34% Airbnb Rental Income: $2861 Traditional Rental Income: $1459 Airbnb ROI: 7.22% Traditional ROI: 3.34%
2110 HARBOURSIDE DRIVE #522 LONGBOAT KEY, FL This Atrium unit in Building Five of Fairway Bay built in 1988 is behind the gates of and ...	3 beds \| 2 baths \| 2,039 sq.ft.	$748,750	Airbnb cash on cash: 3.45% Traditional cash on cash: 3.42% Airbnb Rental Income: $4647 Traditional Rental Income: $3661 Airbnb ROI: 3.45% Traditional ROI: 3.42%
100 SANDS POINT ROAD #323 LONGBOAT KEY, FL Sands Point, a sought-after beachfront community within the gates of the Longboat Key Club...	3 beds \| 2 baths \| 1,941 sq.ft.	$1,395,000	Airbnb cash on cash: 0.77% Traditional cash on cash: 0.23% Airbnb Rental Income: $4647 Traditional Rental Income: $2983 Airbnb ROI: 0.77% Traditional ROI: 0.23%
2155 HARBOURSIDE DRIVE #804 LONGBOAT KEY, FL Located in the quiet, gated community of Bay Isles on Longboat Key, this beautifully renov...	3 beds \| 2 baths \| 2,000 sq.ft.	$799,000	Airbnb cash on cash: 3.35% Traditional cash on cash: 2.47% Airbnb Rental Income: $4647 Traditional Rental Income: $3029 Airbnb ROI: 3.35% Traditional ROI: 2.47%
450 GULF OF MEXICO DRIVE #B207 LONGBOAT KEY, FL Where can you get an exquisite 3 BEDROOM Waterfront Condo on the Coveted South End of Long...	3 beds \| 2 baths \| 1,474 sq.ft.	$760,000	Airbnb cash on cash: 3.18% Traditional cash on cash: 2.21% Airbnb Rental Income: $4647 Traditional Rental Income: $3002 Airbnb ROI: 3.18% Traditional ROI: 2.21%
3302 SABAL COVE LANE LONGBOAT KEY, FL Under contract-accepting backup offers. Just Announced: Major Price Improvement! An incred...	5 beds \| 4 baths \| 3,993 sq.ft.	$2,999,000	Airbnb cash on cash: 0.26% Traditional cash on cash: 0.22% Airbnb Rental Income: $7664 Traditional Rental Income: $6082 Airbnb ROI: 0.26% Traditional ROI: 0.22%
588 BAYVIEW DRIVE LONGBOAT KEY, FL It is time to build your dream home in the best location in Longboat Key. This 100 ft of w...	4 beds \| 3 baths \| 2,248 sq.ft.	$1,890,000	Airbnb cash on cash: 0.7% Traditional cash on cash: 0.13% Airbnb Rental Income: $6133 Traditional Rental Income: $3910 Airbnb ROI: 0.7% Traditional ROI: 0.13%
4968 GULF OF MEXICO DRIVE #Villa 22 LONGBOAT KEY, FL Breathtaking Sarasota Bay views can be yours! This rare to find 3BR/2BA waterfront villa o...	3 beds \| 2 baths \| 1,422 sq.ft.	$1,200,000	Airbnb cash on cash: 0.28% Traditional cash on cash: -0.19% Airbnb Rental Income: $4647 Traditional Rental Income: $3157 Airbnb ROI: 0.28% Traditional ROI: -0.19%
4621 GULF OF MEXICO DRIVE #2F LONGBOAT KEY, FL Under contract-accepting backup offers. RENOVATIONS IN PROGRESS, WILL BE DELIVERED FURNISH...	2 beds \| 2 baths \| 756 sq.ft.	$625,000	Airbnb cash on cash: 1.36% Traditional cash on cash: 0.89% Airbnb Rental Income: $2861 Traditional Rental Income: $1920 Airbnb ROI: 1.36% Traditional ROI: 0.89%
4 WINSLOW PLACE LONGBOAT KEY, FL Welcome to an extraordinary coastal retreat in the coveted enclave of Buttonwood Harbor on...	4 beds \| 3 baths \| 3,288 sq.ft.	$2,000,000	Airbnb cash on cash: 0.54% Traditional cash on cash: 0.38% Airbnb Rental Income: $6133 Traditional Rental Income: $4634 Airbnb ROI: 0.54% Traditional ROI: 0.38%
510 WEDGE LANE LONGBOAT KEY, FL Welcome to your own piece of paradise in the prestigious Country Club Shores neighborhood ...	4 beds \| 3 baths \| 1,840 sq.ft.	$2,215,000	Airbnb cash on cash: 0.69% Traditional cash on cash: 0.24% Airbnb Rental Income: $6133 Traditional Rental Income: $3998 Airbnb ROI: 0.69% Traditional ROI: 0.24%
5310 GULF OF MEXICO DRIVE #18 LONGBOAT KEY, FL Charming, rarely available beach-to-bay short term vacation rental. This fully furnished 1...	1 beds \| 1 baths \| 711 sq.ft.	$425,000	Airbnb cash on cash: 1.15% Traditional cash on cash: -1.29% Airbnb Rental Income: $3252 Traditional Rental Income: $1550 Airbnb ROI: 1.15% Traditional ROI: -1.29%
2055 GULF OF MEXICO DRIVE #G2-108 LONGBOAT KEY, FL PRICE ADJUSTMENT: This is a great opportunity to own a piece of paradise on beautiful Long...	2 beds \| 1 baths \| 933 sq.ft.	$499,999	Airbnb cash on cash: 2.59% Traditional cash on cash: 1.88% Airbnb Rental Income: $2861 Traditional Rental Income: $1865 Airbnb ROI: 2.59% Traditional ROI: 1.88%
2075 GULF OF MEXICO DRIVE #T1-108 LONGBOAT KEY, FL Rare three-bedroom Seaplace opportunity â¢ New kitchen & hurricane-rated windows â¢ Gulf...	3 beds \| 3 baths \| 1,690 sq.ft.	$799,000	Airbnb cash on cash: 1.39% Traditional cash on cash: 0.05% Airbnb Rental Income: $4647 Traditional Rental Income: $2687 Airbnb ROI: 1.39% Traditional ROI: 0.05%
4241 GULF OF MEXICO DRIVE #202 LONGBOAT KEY, FL Spectacular Gulf Front Views! West Exposure With Amazing Sunset Views! This Private Boutiq...	3 beds \| 3 baths \| 1,660 sq.ft.	$1,350,000	Airbnb cash on cash: 1.85% Traditional cash on cash: 1.64% Airbnb Rental Income: $4647 Traditional Rental Income: $3431 Airbnb ROI: 1.85% Traditional ROI: 1.64%
210 SANDS POINT ROAD #2405 LONGBOAT KEY, FL Located behind the gates of the highly desirable Longboat Key Club, this 1BR/1BA Club Suit...	1 beds \| 1 baths \| 650 sq.ft.	$1,175,000	Airbnb cash on cash: 0.39% Traditional cash on cash: -0.49% Airbnb Rental Income: $3252 Traditional Rental Income: $1560 Airbnb ROI: 0.39% Traditional ROI: -0.49%

Vacation Rentals in Longboat Key

There are 26 vacation rental properties available for sale in the city of Longboat Key . The median list price of Airbnb properties available for sale in Longboat Key is $1,262,500 and the average price per square foot is $606. The cash on cash return on vacation rentals in Longboat Key is N/A%. The average monthly short term rental income in Longboat Key is $2,861.

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

There are 26 Airbnb properties available for sale in Longboat Key.

In 2025, the best neighborhood to buy short term rental property is LONGBOAT KEY.

In October 2025, the average Airbnb occupancy rate in Longboat Key is 63%.

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

Your search for investment property begins and ends here

Airbnb For Sale in Longboat Key, FL

6800 GULF OF MEXICO DRIVE #203

LONGBOAT KEY, FL

1 beds | 1 baths | 936 sq.ft.

$449,000

Airbnb cash on cash: 3.8%

Traditional cash on cash: 2.03%

Airbnb Rental Income: $3252

Traditional Rental Income: $1779

Airbnb ROI: 3.8%

Traditional ROI: 2.03%

2675 GULF OF MEXICO DRIVE #403

LONGBOAT KEY, FL

3 beds | 2 baths | 1,896 sq.ft.

$1,400,000

Airbnb cash on cash: 0.19%

Traditional cash on cash: 0.07%

Airbnb Rental Income: $4647

Traditional Rental Income: $3526

Airbnb ROI: 0.19%

Traditional ROI: 0.07%

3806 GULF OF MEXICO DRIVE #C-312

LONGBOAT KEY, FL

2 beds | 2 baths | 1,062 sq.ft.

$319,000

Airbnb cash on cash: 4.47%

Traditional cash on cash: 3.84%

Airbnb Rental Income: $2861

Traditional Rental Income: $2007

Airbnb ROI: 4.47%

Traditional ROI: 3.84%

600 FOX STREET

LONGBOAT KEY, FL

3 beds | 3 baths | 1,427 sq.ft.

$899,999

Airbnb cash on cash: 2.07%

Traditional cash on cash: 0.87%

Airbnb Rental Income: $4647

Traditional Rental Income: $2674

Airbnb ROI: 2.07%

Traditional ROI: 0.87%

651 JUNGLE QUEEN WAY

LONGBOAT KEY, FL

4 beds | 3 baths | 2,242 sq.ft.

$950,000

Airbnb cash on cash: 2.49%

Traditional cash on cash: 0.84%

Airbnb Rental Income: $6133

Traditional Rental Income: $3457

Airbnb ROI: 2.49%

Traditional ROI: 0.84%

597 BUTTONWOOD DRIVE

LONGBOAT KEY, FL

5 beds | 7 baths | 4,176 sq.ft.

$4,249,000

Airbnb cash on cash: 0.37%

Traditional cash on cash: 0.24%

Airbnb Rental Income: $7664

Traditional Rental Income: $5714

Airbnb ROI: 0.37%

Traditional ROI: 0.24%

4380 EXETER DRIVE 303

LONGBOAT KEY, FL

2 beds | 2 baths | 1,152 sq.ft.

$499,000

Airbnb cash on cash: 2.17%

Traditional cash on cash: 1.71%

Airbnb Rental Income: $2861

Traditional Rental Income: $1979

Airbnb ROI: 2.17%

Traditional ROI: 1.71%

2675 GULF OF MEXICO DRIVE #204

LONGBOAT KEY, FL

3 beds | 3 baths | 2,180 sq.ft.

$1,495,000

Airbnb cash on cash: 0.34%

Traditional cash on cash: 0.33%

Airbnb Rental Income: $4647

Traditional Rental Income: $3666

Airbnb ROI: 0.34%