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
2675 GULF OF MEXICO DRIVE #403 LONGBOAT KEY, FL A New Year is here and a New Price with gorgeous full gulf views on Longboat Key. Veinte (...	3 beds \| 2 baths \| 1,896 sq.ft.	$1,200,000	Airbnb cash on cash: 0.39% Traditional cash on cash: 0.25% Airbnb Rental Income: $4647 Traditional Rental Income: $3526 Airbnb ROI: 0.39% Traditional ROI: 0.25%
1975 GULF OF MEXICO DRIVE #G4-309 LONGBOAT KEY, FL Rarely available with unobstructed and direct Gulf views unit in the desirable G4 building...	2 beds \| 2 baths \| 933 sq.ft.	$749,500	Airbnb cash on cash: 0.7% Traditional cash on cash: 0.11% Airbnb Rental Income: $2861 Traditional Rental Income: $1782 Airbnb ROI: 0.7% Traditional ROI: 0.11%
1965 GULF OF MEXICO DRIVE #G5-104 LONGBOAT KEY, FL Embrace an extraordinary coastal lifestyle where fun water adventures fill your days and p...	2 beds \| 2 baths \| 933 sq.ft.	$495,000	Airbnb cash on cash: 1.12% Traditional cash on cash: 1.03% Airbnb Rental Income: $2861 Traditional Rental Income: $2154 Airbnb ROI: 1.12% Traditional ROI: 1.03%
5841 GULF OF MEXICO DRIVE #244 LONGBOAT KEY, FL RARE FIND!!! This fully furnished turnkey 1bedroom/1bath end unit has an open kitchen, din...	1 beds \| 1 baths \| 520 sq.ft.	$575,000	Airbnb cash on cash: 0.21% Traditional cash on cash: -1.52% Airbnb Rental Income: $3252 Traditional Rental Income: $1594 Airbnb ROI: 0.21% Traditional ROI: -1.52%
250 SANDS POINT ROAD #5101 LONGBOAT KEY, FL A corner A+ junior suite with a walk-down rarely becomes available. It offers quiet and pr...	1 beds \| 1 baths \| 716 sq.ft.	$995,000	Airbnb cash on cash: 0.48% Traditional cash on cash: -0.47% Airbnb Rental Income: $3252 Traditional Rental Income: $1641 Airbnb ROI: 0.48% Traditional ROI: -0.47%
4621 GULF OF MEXICO DRIVE #10D LONGBOAT KEY, FL Under contract-accepting backup offers. Whether you choose resort style living or just wan...	2 beds \| 2 baths \| 756 sq.ft.	$675,000	Airbnb cash on cash: 0.92% Traditional cash on cash: 0.56% Airbnb Rental Income: $2861 Traditional Rental Income: $1968 Airbnb ROI: 0.92% Traditional ROI: 0.56%
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.	$3,999,950	Airbnb cash on cash: 0.45% Traditional cash on cash: 0.32% Airbnb Rental Income: $7664 Traditional Rental Income: $5714 Airbnb ROI: 0.45% Traditional ROI: 0.32%
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%
4390 EXETER DRIVE #305 LONGBOAT KEY, FL ~~~~~ * * * * HUGE PRICE IMPROVEMENT * * * * ~~~~~~~ * * * ...	1 beds \| 1 baths \| 837 sq.ft.	$350,000	Airbnb cash on cash: 5.04% Traditional cash on cash: 2.81% Airbnb Rental Income: $3252 Traditional Rental Income: $1789 Airbnb ROI: 5.04% Traditional ROI: 2.81%
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.	$649,900	Airbnb cash on cash: 1.35% Traditional cash on cash: 1.04% Airbnb Rental Income: $2861 Traditional Rental Income: $2008 Airbnb ROI: 1.35% Traditional ROI: 1.04%
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: 7.21% Traditional cash on cash: 3.33% Airbnb Rental Income: $2861 Traditional Rental Income: $1459 Airbnb ROI: 7.21% Traditional ROI: 3.33%
7155 GULF OF MEXICO DRIVE #22 LONGBOAT KEY, FL Under contract-accepting backup offers. Set in the sought-after Longbeach community on the...	2 beds \| 2 baths \| 1,170 sq.ft.	$775,000	Airbnb cash on cash: 0.35% Traditional cash on cash: -0.02% Airbnb Rental Income: $2861 Traditional Rental Income: $1927 Airbnb ROI: 0.35% Traditional ROI: -0.02%
5125 GULF OF MEXICO DRIVE #7 LONGBOAT KEY, FL Nestled in the heart of Longboat Key, this exceptional two-bedroom, two-bathroom beachfron...	2 beds \| 2 baths \| 961 sq.ft.	$975,000	Airbnb cash on cash: 0.18% Traditional cash on cash: -0.04% Airbnb Rental Income: $2861 Traditional Rental Income: $1995 Airbnb ROI: 0.18% Traditional ROI: -0.04%
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%
3810 GULF OF MEXICO DRIVE #F105 LONGBOAT KEY, FL Spectacularly updated bayfront condominium on Longboat Key. Welcome to your beautifully re...	1 beds \| 1 baths \| 698 sq.ft.	$336,000	Airbnb cash on cash: 5.82% Traditional cash on cash: 2.83% Airbnb Rental Income: $3252 Traditional Rental Income: $1576 Airbnb ROI: 5.82% Traditional ROI: 2.83%
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.	$769,000	Airbnb cash on cash: 3.52% Traditional cash on cash: 2.61% Airbnb Rental Income: $4647 Traditional Rental Income: $3029 Airbnb ROI: 3.52% Traditional ROI: 2.61%
4310 FALMOUTH DRIVE #304 LONGBOAT KEY, FL Unlock the Door to Your Dream Beach and Boating Lifestyle! Step into a world of unparallel...	1 beds \| 1 baths \| 747 sq.ft.	$399,000	Airbnb cash on cash: 0.71% Traditional cash on cash: -1.58% Airbnb Rental Income: $3252 Traditional Rental Income: $1664 Airbnb ROI: 0.71% Traditional ROI: -1.58%
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.	$750,000	Airbnb cash on cash: 3.23% Traditional cash on cash: 2.26% Airbnb Rental Income: $4647 Traditional Rental Income: $3002 Airbnb ROI: 3.23% Traditional ROI: 2.26%
2944 GULF OF MEXICO DRIVE LONGBOAT KEY, FL Under Construction. Poised along one of Longboat Keyâs most coveted stretches, this new ...	5 beds \| 6 baths \| 4,826 sq.ft.	$5,299,000	Airbnb cash on cash: 0.09% Traditional cash on cash: 0.06% Airbnb Rental Income: $7664 Traditional Rental Income: $6042 Airbnb ROI: 0.09% Traditional ROI: 0.06%
510 WEDGE LANE LONGBOAT KEY, FL Welcome to your own piece of paradise in the prestigious Country Club Shores community on ...	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.	$485,000	Airbnb cash on cash: 2.7% Traditional cash on cash: 1.97% Airbnb Rental Income: $2861 Traditional Rental Income: $1865 Airbnb ROI: 2.7% Traditional ROI: 1.97%
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.	$749,000	Airbnb cash on cash: 1.55% Traditional cash on cash: 0.12% Airbnb Rental Income: $4647 Traditional Rental Income: $2687 Airbnb ROI: 1.55% Traditional ROI: 0.12%
5310 GULF OF MEXICO DRIVE #16 LONGBOAT KEY, FL Turnkey-Furnished Longboat Key Condo with Dock Access & Short-Term Rental Potential Exper...	2 beds \| 2 baths \| 1,014 sq.ft.	$699,000	Airbnb cash on cash: 1.22% Traditional cash on cash: 1.14% Airbnb Rental Income: $2861 Traditional Rental Income: $2142 Airbnb ROI: 1.22% Traditional ROI: 1.14%
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%
4350 CHATHAM DRIVE #E307 LONGBOAT KEY, FL Luxury Coastal Living at Longboat Harbour: Experience stunning canal views and modern ele...	2 beds \| 2 baths \| 1,072 sq.ft.	$649,000	Airbnb cash on cash: 1.45% Traditional cash on cash: 1.01% Airbnb Rental Income: $2861 Traditional Rental Income: $1933 Airbnb ROI: 1.45% Traditional ROI: 1.01%
6322 LAGUNA DRIVE #1 LONGBOAT KEY, FL Welcome to Laguna Yacht Village on beautiful Longboat Key â a boutique waterfront gated ...	4 beds \| 3 baths \| 2,886 sq.ft.	$2,499,900	Airbnb cash on cash: 0.6% Traditional cash on cash: 0.2% Airbnb Rental Income: $6133 Traditional Rental Income: $3987 Airbnb ROI: 0.6% Traditional ROI: 0.2%
2850 GULF OF MEXICO DRIVE #2 LONGBOAT KEY, FL Welcome to Neptune on Longboat Key â a charming community where coastal comfort meets re...	2 beds \| 1 baths \| 695 sq.ft.	$449,000	Airbnb cash on cash: 3.11% Traditional cash on cash: 1.64% Airbnb Rental Income: $2861 Traditional Rental Income: $1576 Airbnb ROI: 3.11% Traditional ROI: 1.64%
6700 GULF OF MEXICO DRIVE #118 LONGBOAT KEY, FL ...shortstories " all the buildings look alike...the photo in picture is of whitney beach...	1 beds \| 1 baths \| 990 sq.ft.	$387,561	Airbnb cash on cash: 4.04% Traditional cash on cash: 1.37% Airbnb Rental Income: $3252 Traditional Rental Income: $1551 Airbnb ROI: 4.04% Traditional ROI: 1.37%
4235 GULF OF MEXICO DRIVE #T101 LONGBOAT KEY, FL Experience effortless beachfront living from this turnkey-furnished, direct Gulf-front ret...	1 beds \| 1 baths \| 720 sq.ft.	$895,000	Airbnb cash on cash: 1.03% Traditional cash on cash: 0.02% Airbnb Rental Income: $3252 Traditional Rental Income: $1673 Airbnb ROI: 1.03% Traditional ROI: 0.02%
1425 GULF OF MEXICO DRIVE #408 LONGBOAT KEY, FL Step inside and be immediately greeted by stunning, uninterrupted views of the Gulf of Mex...	3 beds \| 3 baths \| 1,707 sq.ft.	$1,150,000	Airbnb cash on cash: 1.38% Traditional cash on cash: 1.09% Airbnb Rental Income: $4647 Traditional Rental Income: $3378 Airbnb ROI: 1.38% Traditional ROI: 1.09%
225 SANDS POINT ROAD #7205 LONGBOAT KEY, FL This beautifully remodeled Junior Suite captures serene lagoon views while offering excell...	1 beds \| 1 baths \| 642 sq.ft.	$750,000	Airbnb cash on cash: 1.52% Traditional cash on cash: -0.01% Airbnb Rental Income: $3252 Traditional Rental Income: $1453 Airbnb ROI: 1.52% Traditional ROI: -0.01%
225 SANDS POINT ROAD #6201 LONGBOAT KEY, FL Tropical elegance awaits in this thoughtfully updated Junior Suite, which pairs tranquil l...	1 beds \| 1 baths \| 642 sq.ft.	$790,000	Airbnb cash on cash: 1.38% Traditional cash on cash: 0.12% Airbnb Rental Income: $3252 Traditional Rental Income: $1595 Airbnb ROI: 1.38% Traditional ROI: 0.12%
3311 SABAL COVE DRIVE LONGBOAT KEY, FL Expertly designed by the highly regarded John Cannon Homes, known for exceptional quality ...	4 beds \| 4 baths \| 3,416 sq.ft.	$2,650,000	Airbnb cash on cash: 0.43% Traditional cash on cash: 0.31% Airbnb Rental Income: $6133 Traditional Rental Income: $4605 Airbnb ROI: 0.43% Traditional ROI: 0.31%
3500 GULF OF MEXICO DRIVE #104 LONGBOAT KEY, FL Lifestyle, location, and amenities are the reason you come to Buttonwood Cove. This intima...	3 beds \| 3 baths \| 1,486 sq.ft.	$699,000	Airbnb cash on cash: 3.68% Traditional cash on cash: 2% Airbnb Rental Income: $4647 Traditional Rental Income: $2584 Airbnb ROI: 3.68% Traditional ROI: 2%

Vacation Rentals in Longboat Key

There are 36 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 $1,149,500 and the average price per square foot is $582. 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 36 Airbnb properties available for sale in Longboat Key.

In 2026, the best neighborhood to buy short term rental property is LONGBOAT KEY.

In January 2026, 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

2675 GULF OF MEXICO DRIVE #403

LONGBOAT KEY, FL

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

$1,200,000

Airbnb cash on cash: 0.39%

Traditional cash on cash: 0.25%

Airbnb Rental Income: $4647

Traditional Rental Income: $3526

Airbnb ROI: 0.39%

Traditional ROI: 0.25%

1975 GULF OF MEXICO DRIVE #G4-309

LONGBOAT KEY, FL

2 beds | 2 baths | 933 sq.ft.

$749,500

Airbnb cash on cash: 0.7%

Traditional cash on cash: 0.11%

Airbnb Rental Income: $2861

Traditional Rental Income: $1782

Airbnb ROI: 0.7%

Traditional ROI: 0.11%

1965 GULF OF MEXICO DRIVE #G5-104

LONGBOAT KEY, FL

2 beds | 2 baths | 933 sq.ft.

$495,000

Airbnb cash on cash: 1.12%

Traditional cash on cash: 1.03%

Airbnb Rental Income: $2861

Traditional Rental Income: $2154

Airbnb ROI: 1.12%

Traditional ROI: 1.03%

5841 GULF OF MEXICO DRIVE #244

LONGBOAT KEY, FL

1 beds | 1 baths | 520 sq.ft.

$575,000

Airbnb cash on cash: 0.21%

Traditional cash on cash: -1.52%

Airbnb Rental Income: $3252

Traditional Rental Income: $1594

Airbnb ROI: 0.21%

Traditional ROI: -1.52%

250 SANDS POINT ROAD #5101

LONGBOAT KEY, FL

1 beds | 1 baths | 716 sq.ft.

$995,000

Airbnb cash on cash: 0.48%

Traditional cash on cash: -0.47%

Airbnb Rental Income: $3252

Traditional Rental Income: $1641

Airbnb ROI: 0.48%

Traditional ROI: -0.47%

4621 GULF OF MEXICO DRIVE #10D

LONGBOAT KEY, FL

2 beds | 2 baths | 756 sq.ft.

$675,000

Airbnb cash on cash: 0.92%

Traditional cash on cash: 0.56%

Airbnb Rental Income: $2861

Traditional Rental Income: $1968

Airbnb ROI: 0.92%

Traditional ROI: 0.56%

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.

$3,999,950

Airbnb cash on cash: 0.45%

Traditional cash on cash: 0.32%

Airbnb Rental Income: $7664

Traditional Rental Income: $5714

Airbnb ROI: 0.45%