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
4621 Gulf OF Mexico Dr #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%
597 Buttonwood Dr LONGBOAT KEY, FL GULF AND BAY VIEWS! THREE OUTDOOR PATIOS! Discover an extraordinary coastal contemporary m...	5 beds \| 5 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 Dr #305 LONGBOAT KEY, FL ~~~~~ * * * * HUGE PRICE IMPROVEMENT * * * * ~~~~~~~ * * * ...	1 beds \| 1 baths \| 837 sq.ft.	$350,000	Airbnb cash on cash: 1.13% Traditional cash on cash: -1.1% Airbnb Rental Income: $3252 Traditional Rental Income: $1789 Airbnb ROI: 1.13% Traditional ROI: -1.1%
3710 Gulf OF Mexico Dr #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%
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: 2.38% Traditional cash on cash: -0.61% Airbnb Rental Income: $3252 Traditional Rental Income: $1576 Airbnb ROI: 2.38% Traditional ROI: -0.61%
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: 1.46% Traditional cash on cash: 0.54% Airbnb Rental Income: $4647 Traditional Rental Income: $3029 Airbnb ROI: 1.46% Traditional ROI: 0.54%
4310 Falmouth Dr #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%
5310 Gulf OF Mexico Dr #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%
2075 GULF OF MEXICO DRIVE #T1-108 LONGBOAT KEY, FL Under contract-accepting backup offers. Rare three-bedroom Seaplace opportunity â¢ New ki...	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%
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 Dr #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: 0.34% Traditional cash on cash: -0.06% Airbnb Rental Income: $6133 Traditional Rental Income: $3987 Airbnb ROI: 0.34% Traditional ROI: -0.06%
2850 Gulf OF Mexico Dr #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: 1.79% Traditional cash on cash: 0.32% Airbnb Rental Income: $2861 Traditional Rental Income: $1576 Airbnb ROI: 1.79% Traditional ROI: 0.32%
6700 Gulf OF Mexico Dr #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: 2.58% Traditional cash on cash: -0.09% Airbnb Rental Income: $3252 Traditional Rental Income: $1551 Airbnb ROI: 2.58% Traditional ROI: -0.09%
3311 Sabal Cove Dr LONGBOAT KEY, FL Expertly designed by the highly regarded John Cannon Homes, known for exceptional quality ...	4 beds \| 3 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 Dr #104 LONGBOAT KEY, FL Lifestyle, location, and amenities are the reason you come to Buttonwood Cove. This intima...	3 beds \| 2 baths \| 1,486 sq.ft.	$699,000	Airbnb cash on cash: 0.72% Traditional cash on cash: -0.97% Airbnb Rental Income: $4647 Traditional Rental Income: $2584 Airbnb ROI: 0.72% Traditional ROI: -0.97%
106 TWIN SHORES BOULEVARD LONGBOAT KEY, FL Experience the best of island living in this beautifully renovated 2 bedroom, 2 bathroom v...	2 beds \| 2 baths \| 763 sq.ft.	$439,000	Airbnb cash on cash: 1.94% Traditional cash on cash: 1.79% Airbnb Rental Income: $2861 Traditional Rental Income: $2135 Airbnb ROI: 1.94% Traditional ROI: 1.79%
751 Fox St LONGBOAT KEY, FL Charming Florida style home with 3 bedrooms and 2 baths on a large spacious, fenced backya...	3 beds \| 2 baths \| 1,276 sq.ft.	$749,000	Airbnb cash on cash: 0.44% Traditional cash on cash: 0.3% Airbnb Rental Income: $2861 Traditional Rental Income: $2096 Airbnb ROI: 0.44% Traditional ROI: 0.3%
536 Gunwale Ln LONGBOAT KEY, FL 536 Gunwale Ln, LONGBOAT KEY, FL 34228 \| Other	N/A beds \| N/A baths \| 1,660 sq.ft.	$1,950,000	Airbnb cash on cash: 0.09% Traditional cash on cash: -1.47% Airbnb Rental Income: $4647 Traditional Rental Income: $855 Airbnb ROI: 0.09% Traditional ROI: -1.47%

Vacation Rentals in Longboat Key

There are 70 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 $1,150,000 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 70 Airbnb properties available for sale in Longboat Key.

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

In February 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

4621 Gulf OF Mexico Dr #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%

597 Buttonwood Dr

LONGBOAT KEY, FL

5 beds | 5 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

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 Dr #305

LONGBOAT KEY, FL

1 beds | 1 baths | 837 sq.ft.

$350,000

Airbnb cash on cash: 1.13%

Traditional cash on cash: -1.1%

Airbnb Rental Income: $3252

Traditional Rental Income: $1789

Airbnb ROI: 1.13%

Traditional ROI: -1.1%

3710 Gulf OF Mexico Dr #E3

LONGBOAT KEY, FL

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%

3810 GULF OF MEXICO DRIVE #F105

LONGBOAT KEY, FL

1 beds | 1 baths | 698 sq.ft.

$336,000

Airbnb cash on cash: 2.38%

Traditional cash on cash: -0.61%

Airbnb Rental Income: $3252

Traditional Rental Income: $1576

Airbnb ROI: 2.38%

Traditional ROI: -0.61%

2155 HARBOURSIDE DRIVE #804

LONGBOAT KEY, FL

3 beds | 2 baths | 2,000 sq.ft.

$769,000

Airbnb cash on cash: 1.46%

Traditional cash on cash: 0.54%

Airbnb Rental Income: $4647

Traditional Rental Income: $3029

Airbnb ROI: 1.46%

Traditional ROI: 0.54%

4310 Falmouth Dr #304

LONGBOAT KEY, FL

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%