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: What is the average Airbnb occupancy rate in Longboat-key, FL?

In May 2026, the average Airbnb occupancy rate in Longboat-key is 63%.

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
4310 Falmouth Dr #105 LONGBOAT KEY, FL Huge Price Reduction of $20,000. Owner says sell.. Welcome to Longboat Harbour perhaps the...	1 beds \| 1 baths \| 747 sq.ft.	$399,900	Airbnb cash on cash: 1.29% Traditional cash on cash: 0% Airbnb Rental Income: $3252 Traditional Rental Income: $2038 Airbnb ROI: 1.29% Traditional ROI: 0%
5841 Gulf OF Mexico Dr #236 LONGBOAT KEY, FL Investor Alert! Motivated Seller!! Check out this very popular, income producing condo. Th...	1 beds \| 1 baths \| 450 sq.ft.	$525,000	Airbnb cash on cash: 0.63% Traditional cash on cash: -0.96% Airbnb Rental Income: $3252 Traditional Rental Income: $1738 Airbnb ROI: 0.63% Traditional ROI: -0.96%
2055 Gulf OF Mexico Dr #G2-213 LONGBOAT KEY, FL This very bright and cheery residence is located on the 2nd floor facing WEST This contemp...	1 beds \| 1 baths \| 1,094 sq.ft.	$622,000	Airbnb cash on cash: 0.04% Traditional cash on cash: -1.05% Airbnb Rental Income: $3252 Traditional Rental Income: $1885 Airbnb ROI: 0.04% Traditional ROI: -1.05%
744 Jungle Queen Way LONGBOAT KEY, FL Located on fabulous Longboat Key, this beautifully updated home affords the lifestyle that...	3 beds \| 2 baths \| 1,688 sq.ft.	$1,125,000	Airbnb cash on cash: 1.8% Traditional cash on cash: 1.3% Airbnb Rental Income: $4647 Traditional Rental Income: $3163 Airbnb ROI: 1.8% Traditional ROI: 1.3%
6700 GULF OF MEXICO DRIVE #143 LONGBOAT KEY, FL Welcome to your coastal retreat on beautiful Longboat Key! This charming second-story cond...	1 beds \| 1 baths \| 936 sq.ft.	$425,000	Airbnb cash on cash: 1.12% Traditional cash on cash: -0.89% Airbnb Rental Income: $3252 Traditional Rental Income: $1724 Airbnb ROI: 1.12% Traditional ROI: -0.89%
515 Forest Way LONGBOAT KEY, FL Seller wants offers immediately! Exciting and rare opportunity to own a townhouse that is ...	4 beds \| 3 baths \| 2,880 sq.ft.	$1,420,000	Airbnb cash on cash: 0.81% Traditional cash on cash: 0.66% Airbnb Rental Income: $6133 Traditional Rental Income: $4729 Airbnb ROI: 0.81% Traditional ROI: 0.66%
729 Saint Judes Dr S #3 LONGBOAT KEY, FL JUST REDUCED!!! Love the Water? This is calling you! This beautiful, Old-Florida style...	1 beds \| 1 baths \| 630 sq.ft.	$449,000	Airbnb cash on cash: 2.04% Traditional cash on cash: -0.76% Airbnb Rental Income: $3252 Traditional Rental Income: $1345 Airbnb ROI: 2.04% Traditional ROI: -0.76%
3511 Fair Oaks Ct LONGBOAT KEY, FL Welcome to your luxurious âmini mansionâ in the community of Queens Harbour located wi...	3 beds \| 2 baths \| 2,579 sq.ft.	$1,399,999	Airbnb cash on cash: 0.18% Traditional cash on cash: -0.39% Airbnb Rental Income: $4647 Traditional Rental Income: $2937 Airbnb ROI: 0.18% Traditional ROI: -0.39%
7149 Longboat Dr N LONGBOAT KEY, FL The coastal contemporary transformations adorning the exterior and interior of this cozy w...	4 beds \| 3 baths \| 3,230 sq.ft.	$2,499,000	Airbnb cash on cash: 0.7% Traditional cash on cash: 0.5% Airbnb Rental Income: $6133 Traditional Rental Income: $4463 Airbnb ROI: 0.7% Traditional ROI: 0.5%
624 Saint Judes Dr LONGBOAT KEY, FL Open the door to this gut-renovated house to a sweet, light-filled space that has been car...	3 beds \| 3 baths \| 1,387 sq.ft.	$749,900	Airbnb cash on cash: 3.64% Traditional cash on cash: 2.9% Airbnb Rental Income: $4647 Traditional Rental Income: $3162 Airbnb ROI: 3.64% Traditional ROI: 2.9%
766 Saint Judes Dr N LONGBOAT KEY, FL This is the most reasonably priced home, a duplex, on a deep water canal on Longboat Key. ...	N/A beds \| N/A baths \| 1,600 sq.ft.	$799,000	Airbnb cash on cash: 2.53% Traditional cash on cash: 1.67% Airbnb Rental Income: $4125 Traditional Rental Income: $2613 Airbnb ROI: 2.53% Traditional ROI: 1.67%
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.	$895,000	Airbnb cash on cash: 2.71% Traditional cash on cash: 1.79% Airbnb Rental Income: $6133 Traditional Rental Income: $4159 Airbnb ROI: 2.71% Traditional ROI: 1.79%
3481 Bayou Sound LONGBOAT KEY, FL Set behind the gates of Bay Isles, arrive home via romantic winding roads, lush landscapin...	5 beds \| 3 baths \| 3,391 sq.ft.	$2,400,000	Airbnb cash on cash: 1.03% Traditional cash on cash: 0.34% Airbnb Rental Income: $7664 Traditional Rental Income: $4655 Airbnb ROI: 1.03% Traditional ROI: 0.34%
525 Channel Ln LONGBOAT KEY, FL Make this south Longboat Key Bungalow home yours and be located close to St. Armands Circl...	N/A beds \| N/A baths \| 988 sq.ft.	$675,000	Airbnb cash on cash: 3.14% Traditional cash on cash: 1.23% Airbnb Rental Income: $4125 Traditional Rental Income: $2051 Airbnb ROI: 3.14% Traditional ROI: 1.23%
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%
1955 Gulf OF Mexico Dr #G6-311 LONGBOAT KEY, FL Under contract-accepting backup offers. Spacious 3-Bedroom/2-Bath Condo with Partial Gulf ...	3 beds \| 2 baths \| 1,492 sq.ft.	$1,049,000	Airbnb cash on cash: 0.14% Traditional cash on cash: -0.5% Airbnb Rental Income: $4647 Traditional Rental Income: $3060 Airbnb ROI: 0.14% Traditional ROI: -0.5%
4234 Gulf OF Mexico Dr #G2 LONGBOAT KEY, FL PRICE REDUCTION! Waterfront 3BR Coastal Condo with Panoramic Bay Views! Experience the ...	3 beds \| 2 baths \| 1,636 sq.ft.	$849,000	Airbnb cash on cash: 0.53% Traditional cash on cash: -0.22% Airbnb Rental Income: $4647 Traditional Rental Income: $3088 Airbnb ROI: 0.53% Traditional ROI: -0.22%
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: 2.58% Traditional cash on cash: 2.03% Airbnb Rental Income: $3252 Traditional Rental Income: $2321 Airbnb ROI: 2.58% Traditional ROI: 2.03%
701 Saint Judes Dr S #3 LONGBOAT KEY, FL 701 Saint Judes Dr S #3, LONGBOAT KEY, FL 34228 \| Condo/Coop	1 beds \| 1 baths \| 630 sq.ft.	$259,000	Airbnb cash on cash: 7.01% Traditional cash on cash: 3.64% Airbnb Rental Income: $3252 Traditional Rental Income: $1698 Airbnb ROI: 7.01% Traditional ROI: 3.64%
691 Gulf Bay Rd LONGBOAT KEY, FL 691 Gulf Bay Rd, LONGBOAT KEY, FL 34228 \| Single Family Residential	3 beds \| 2 baths \| 1,581 sq.ft.	$950,000	Airbnb cash on cash: 2.18% Traditional cash on cash: 1.81% Airbnb Rental Income: $4647 Traditional Rental Income: $3359 Airbnb ROI: 2.18% Traditional ROI: 1.81%
5270 Gulf OF Mexico Dr #508 LONGBOAT KEY, FL 5270 Gulf OF Mexico Dr #508, LONGBOAT KEY, FL 34228 \| Condo/Coop	3 beds \| 3 baths \| 1,460 sq.ft.	$774,900	Airbnb cash on cash: 0.38% Traditional cash on cash: -0.69% Airbnb Rental Income: $4647 Traditional Rental Income: $2918 Airbnb ROI: 0.38% Traditional ROI: -0.69%
721 Emerald Harbor Dr LONGBOAT KEY, FL 721 Emerald Harbor Dr, LONGBOAT KEY, FL 34228 \| Single Family Residential	N/A beds \| N/A baths \| 1,719 sq.ft.	$1,645,000	Airbnb cash on cash: 0.14% Traditional cash on cash: -0.71% Airbnb Rental Income: $4125 Traditional Rental Income: $1963 Airbnb ROI: 0.14% Traditional ROI: -0.71%
2850 Gulf OF Mexico Dr #5 LONGBOAT KEY, FL 2850 Gulf OF Mexico Dr #5, LONGBOAT KEY, FL 34228 \| Condo/Coop	1 beds \| 1 baths \| 657 sq.ft.	$368,500	Airbnb cash on cash: 3.53% Traditional cash on cash: -0.3% Airbnb Rental Income: $3252 Traditional Rental Income: $1197 Airbnb ROI: 3.53% Traditional ROI: -0.3%
619 Cedars Ct LONGBOAT KEY, FL 619 Cedars Ct, LONGBOAT KEY, FL 34228 \| Townhouse	1 beds \| 2 baths \| 1,244 sq.ft.	$430,000	Airbnb cash on cash: 1.81% Traditional cash on cash: 1.64% Airbnb Rental Income: $3252 Traditional Rental Income: $2456 Airbnb ROI: 1.81% Traditional ROI: 1.64%
3710 Gulf OF Mexico Dr #G12 LONGBOAT KEY, FL 3710 Gulf OF Mexico Dr #G12, LONGBOAT KEY, FL 34228 \| Other	N/A beds \| N/A baths \| N/A	$299,000	Airbnb cash on cash: 8.18% Traditional cash on cash: 3.67% Airbnb Rental Income: $4125 Traditional Rental Income: $1978 Airbnb ROI: 8.18% Traditional ROI: 3.67%
641 Broadway St LONGBOAT KEY, FL 641 Broadway St, LONGBOAT KEY, FL 34228 \| Other	N/A beds \| N/A baths \| N/A	$595,000	Airbnb cash on cash: 3.8% Traditional cash on cash: 1.25% Airbnb Rental Income: $4125 Traditional Rental Income: $1835 Airbnb ROI: 3.8% Traditional ROI: 1.25%
6981 Lois Ave LONGBOAT KEY, FL 6981 Lois Ave, LONGBOAT KEY, FL 34228 \| Other	N/A beds \| N/A baths \| 720 sq.ft.	$649,000	Airbnb cash on cash: 3.33% Traditional cash on cash: 0.61% Airbnb Rental Income: $4125 Traditional Rental Income: $1605 Airbnb ROI: 3.33% Traditional ROI: 0.61%
570 DE Narvaez Dr LONGBOAT KEY, FL 570 DE Narvaez Dr, LONGBOAT KEY, FL 34228 \| Other	N/A beds \| N/A baths \| 1,797 sq.ft.	$950,000	Airbnb cash on cash: 1.68% Traditional cash on cash: 0.25% Airbnb Rental Income: $4125 Traditional Rental Income: $1983 Airbnb ROI: 1.68% Traditional ROI: 0.25%
660 Longview Dr LONGBOAT KEY, FL 660 Longview Dr, LONGBOAT KEY, FL 34228 \| Other	N/A beds \| N/A baths \| 1,440 sq.ft.	$1,095,000	Airbnb cash on cash: 1.15% Traditional cash on cash: -0.18% Airbnb Rental Income: $4125 Traditional Rental Income: $1895 Airbnb ROI: 1.15% Traditional ROI: -0.18%
721 Binnacle Point Dr LONGBOAT KEY, FL 721 Binnacle Point Dr, LONGBOAT KEY, FL 34228 \| Other	3 beds \| 3 baths \| 3,229 sq.ft.	$1,595,000	Airbnb cash on cash: 0.5% Traditional cash on cash: -0.42% Airbnb Rental Income: $4647 Traditional Rental Income: $2323 Airbnb ROI: 0.5% Traditional ROI: -0.42%
2600 Harbourside Dr #B-13 LONGBOAT KEY, FL 2600 Harbourside Dr #B-13, LONGBOAT KEY, FL 34228 \| Other	N/A beds \| N/A baths \| N/A	$500,000	Airbnb cash on cash: 3.13% Traditional cash on cash: 0.12% Airbnb Rental Income: $4125 Traditional Rental Income: $1839 Airbnb ROI: 3.13% Traditional ROI: 0.12%
2600 Harbourside Dr #H-05 LONGBOAT KEY, FL 2600 Harbourside Dr #H-05, LONGBOAT KEY, FL 34228 \| Other	N/A beds \| N/A baths \| N/A	$300,000	Airbnb cash on cash: 7.61% Traditional cash on cash: 3.17% Airbnb Rental Income: $4125 Traditional Rental Income: $1995 Airbnb ROI: 7.61% Traditional ROI: 3.17%
2600 Harbourside Dr #H-10 LONGBOAT KEY, FL 2600 Harbourside Dr #H-10, LONGBOAT KEY, FL 34228 \| Other	N/A beds \| N/A baths \| N/A	$270,000	Airbnb cash on cash: 8.65% Traditional cash on cash: 3.72% Airbnb Rental Income: $4125 Traditional Rental Income: $1995 Airbnb ROI: 8.65% Traditional ROI: 3.72%
6800 Longboat Dr S LONGBOAT KEY, FL 6800 Longboat Dr S, LONGBOAT KEY, FL 34228 \| Other	N/A beds \| N/A baths \| N/A	$995,000	Airbnb cash on cash: 1.42% Traditional cash on cash: -0.09% Airbnb Rental Income: $4125 Traditional Rental Income: $1851 Airbnb ROI: 1.42% Traditional ROI: -0.09%
4360 Chatham Dr #305 LONGBOAT KEY, FL 4360 Chatham Dr #305, LONGBOAT KEY, FL 34228 \| Condo/Coop	1 beds \| 1 baths \| 747 sq.ft.	$338,900	Airbnb cash on cash: 1.57% Traditional cash on cash: -0.88% Airbnb Rental Income: $3252 Traditional Rental Income: $1740 Airbnb ROI: 1.57% Traditional ROI: -0.88%
6604 Gulf OF Mexico Dr LONGBOAT KEY, FL 6604 Gulf OF Mexico Dr, LONGBOAT KEY, FL 34228 \| Other	N/A beds \| N/A baths \| N/A	$1,000,000	Airbnb cash on cash: 1.51% Traditional cash on cash: -0.02% Airbnb Rental Income: $4125 Traditional Rental Income: $1830 Airbnb ROI: 1.51% Traditional ROI: -0.02%
6608 Gulf OF Mexico Dr LONGBOAT KEY, FL 6608 Gulf OF Mexico Dr, LONGBOAT KEY, FL 34228 \| Other	N/A beds \| N/A baths \| N/A	$1,000,000	Airbnb cash on cash: 1.51% Traditional cash on cash: -0.02% Airbnb Rental Income: $4125 Traditional Rental Income: $1830 Airbnb ROI: 1.51% Traditional ROI: -0.02%
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: 2.57% Traditional cash on cash: 1.25% Airbnb Rental Income: $4647 Traditional Rental Income: $2758 Airbnb ROI: 2.57% Traditional ROI: 1.25%
513 OUTRIGGER LANE LONGBOAT KEY, FL Under contract-accepting backup offers. Set at the quiet end of the canal, with open water...	4 beds \| 3 baths \| 2,162 sq.ft.	$2,195,000	Airbnb cash on cash: 0.86% Traditional cash on cash: 0.56% Airbnb Rental Income: $6133 Traditional Rental Income: $4309 Airbnb ROI: 0.86% Traditional ROI: 0.56%
614 Norton St LONGBOAT KEY, FL 614 Norton St, LONGBOAT KEY, FL 34228 \| Single Family Residential	6 beds \| 5 baths \| 4,676 sq.ft.	$3,200,000	Airbnb cash on cash: 0.17% Traditional cash on cash: -0.06% Airbnb Rental Income: $7664 Traditional Rental Income: $5503 Airbnb ROI: 0.17% Traditional ROI: -0.06%

Vacation Rentals in Longboat Key

There are 58 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 $1,050,000 and the average price per square foot is $497. 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 58 Airbnb properties available for sale in Longboat Key.

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

In May 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

4310 Falmouth Dr #105

LONGBOAT KEY, FL

1 beds | 1 baths | 747 sq.ft.

$399,900

Airbnb cash on cash: 1.29%

Traditional cash on cash: 0%

Airbnb Rental Income: $3252

Traditional Rental Income: $2038

Airbnb ROI: 1.29%

Traditional ROI: 0%

5841 Gulf OF Mexico Dr #236

LONGBOAT KEY, FL

1 beds | 1 baths | 450 sq.ft.

$525,000

Airbnb cash on cash: 0.63%

Traditional cash on cash: -0.96%

Airbnb Rental Income: $3252

Traditional Rental Income: $1738

Airbnb ROI: 0.63%

Traditional ROI: -0.96%

2055 Gulf OF Mexico Dr #G2-213

LONGBOAT KEY, FL

1 beds | 1 baths | 1,094 sq.ft.

$622,000

Airbnb cash on cash: 0.04%

Traditional cash on cash: -1.05%

Airbnb Rental Income: $3252

Traditional Rental Income: $1885

Airbnb ROI: 0.04%

Traditional ROI: -1.05%

744 Jungle Queen Way

LONGBOAT KEY, FL

3 beds | 2 baths | 1,688 sq.ft.

$1,125,000

Airbnb cash on cash: 1.8%

Traditional cash on cash: 1.3%

Airbnb Rental Income: $4647

Traditional Rental Income: $3163

Airbnb ROI: 1.8%

Traditional ROI: 1.3%

6700 GULF OF MEXICO DRIVE #143

LONGBOAT KEY, FL

1 beds | 1 baths | 936 sq.ft.

$425,000

Airbnb cash on cash: 1.12%

Traditional cash on cash: -0.89%

Airbnb Rental Income: $3252

Traditional Rental Income: $1724

Airbnb ROI: 1.12%

Traditional ROI: -0.89%

515 Forest Way

LONGBOAT KEY, FL

4 beds | 3 baths | 2,880 sq.ft.

$1,420,000

Airbnb cash on cash: 0.81%

Traditional cash on cash: 0.66%

Airbnb Rental Income: $6133

Traditional Rental Income: $4729

Airbnb ROI: 0.81%

Traditional ROI: 0.66%

729 Saint Judes Dr S #3

LONGBOAT KEY, FL

1 beds | 1 baths | 630 sq.ft.

$449,000

Airbnb cash on cash: 2.04%

Traditional cash on cash: -0.76%

Airbnb Rental Income: $3252

Traditional Rental Income: $1345

Airbnb ROI: 2.04%

Traditional ROI: -0.76%

3511 Fair Oaks Ct

LONGBOAT KEY, FL

3 beds | 2 baths | 2,579 sq.ft.

$1,399,999

Airbnb cash on cash: 0.18%

Traditional cash on cash: -0.39%

Airbnb Rental Income: $4647

Traditional Rental Income: $2937

Airbnb ROI: 0.18%