Real Estate Investment Properties for Sale in Longboat Key, FL

Looking for investment property in Longboat Key, FL with high ROI ?

Explore a variety of short-term homes & houses in Longboat Key, FL. Invest wisely with VRBO & Longboat Key, FL Airbnb properties available for purchase. Find your ideal investment property among our curated listings for a rewarding real estate venture.

Single Family Homes for Sale in Longboat Key, FL

Search for Single Family Residential for Sale in Longboat Key, Florida. Browse all of Mashvisor’s Single Family Residential listings and other investment property types including Single Family Homes, Multi Family Homes, Condos, Townhouses and Other Homes.

Showing 139 Single Family Residential listings of over 500,000 total investment properties for sale. Visit Mashvisor.com to all investment properties.

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PROPERTY	DETAILS	SALE PRICE	INVESTMENT PERFORMANCE
6330 Laguna Dr LONGBOAT KEY, FL Modern Beach Home priced aggressively to sell as the owners are relocating. Ocean Views! P...	3 beds \| 3 baths \| 2,856 sq.ft.	$1,999,989	Airbnb cash on cash: -0.32% Traditional cash on cash: 1.58% Airbnb Rental Income: $4647 Traditional Rental Income: $7214 Airbnb ROI: -0.32% Traditional ROI: 1.58%
738 EL Centro LONGBOAT KEY, FL Calling all boaters, investors, paradise seekers and people who are looking for incredible...	2 beds \| 2 baths \| 1,299 sq.ft.	$329,000	Airbnb cash on cash: -0.36% Traditional cash on cash: -0.1% Airbnb Rental Income: $2861 Traditional Rental Income: $2276 Airbnb ROI: -0.36% Traditional ROI: -0.1%
747 MARBURY LANE LONGBOAT KEY, FL Under contract-accepting backup offers. Welcome to Your Waterfront Paradise! This beautif...	3 beds \| 2 baths \| 2,353 sq.ft.	$1,369,000	Airbnb cash on cash: 0.72% Traditional cash on cash: 0.98% Airbnb Rental Income: $4647 Traditional Rental Income: $4017 Airbnb ROI: 0.72% Traditional ROI: 0.98%
1935 Gulf Of Mexico Dr #G7-402 Sarasota, FL A must-see, this exceptional two-bedroom, two-bath penthouse is the only residence in Seap...	2 beds \| 2 baths \| 1,068 sq.ft.	$625,000	Airbnb cash on cash: -2.24% Traditional cash on cash: -1.61% Airbnb Rental Income: $2088 Traditional Rental Income: $1924 Airbnb ROI: -2.24% Traditional ROI: -1.61%
2055 Gulf Of Mexico Dr #G2-214 Sarasota, FL Below $400,000 Seaplace opportunity â¢ Hurricane shutter & newer AC â¢ Gulf-front commu...	1 beds \| 2 baths \| 1,094 sq.ft.	$399,900	Airbnb cash on cash: -2.66% Traditional cash on cash: 5% Airbnb Rental Income: $1926 Traditional Rental Income: $4287 Airbnb ROI: -2.66% Traditional ROI: 5%
510 Putter Ln LONGBOAT KEY, FL Welcome to 510 Putter Lane, a stunning canal-front retreat nestled in the coveted Country ...	3 beds \| 2 baths \| 2,253 sq.ft.	$2,999,000	Airbnb cash on cash: -0.29% Traditional cash on cash: -0.18% Airbnb Rental Income: $4647 Traditional Rental Income: $4000 Airbnb ROI: -0.29% Traditional ROI: -0.18%
610 Hibiscus Way LONGBOAT KEY, FL Pre-Construction. To be built. Welcome to a luxurious modern retreat in The Preserve on Lo...	4 beds \| 4 baths \| 2,788 sq.ft.	$2,650,000	Airbnb cash on cash: 0.73% Traditional cash on cash: 1.23% Airbnb Rental Income: $6133 Traditional Rental Income: $6152 Airbnb ROI: 0.73% Traditional ROI: 1.23%
6489 Gulfside Rd LONGBOAT KEY, FL This Seaward Homes Curated Collection residence at 6489 Gulfside is ready for occupancy. E...	4 beds \| 4 baths \| 6,616 sq.ft.	$14,995,000	Airbnb cash on cash: -0.93% Traditional cash on cash: -0.74% Airbnb Rental Income: $6133 Traditional Rental Income: $7586 Airbnb ROI: -0.93% Traditional ROI: -0.74%
3617 Fair Oaks Pl LONGBOAT KEY, FL One or more photo(s) has been virtually staged. Situated in the highly sought-after mainte...	3 beds \| 3 baths \| 2,950 sq.ft.	$2,050,000	Airbnb cash on cash: -0.36% Traditional cash on cash: 2.42% Airbnb Rental Income: $4647 Traditional Rental Income: $9084 Airbnb ROI: -0.36% Traditional ROI: 2.42%
530 DE Narvaez Dr LONGBOAT KEY, FL New Construction - Discover the epitome of waterfront luxury with this newly built home in...	4 beds \| 4 baths \| 4,106 sq.ft.	$4,895,000	Airbnb cash on cash: -0.18% Traditional cash on cash: 0.42% Airbnb Rental Income: $6133 Traditional Rental Income: $7651 Airbnb ROI: -0.18% Traditional ROI: 0.42%
4860 Gulf OF Mexico Dr #Villa 13 LONGBOAT KEY, FL This exquisite turnkey furnished 2-bed, 2-bath villa has been fully and meticulously renov...	2 beds \| 2 baths \| 1,025 sq.ft.	$510,000	Airbnb cash on cash: -0.98% Traditional cash on cash: -0.36% Airbnb Rental Income: $2861 Traditional Rental Income: $2490 Airbnb ROI: -0.98% Traditional ROI: -0.36%
585 Gunwale Ln LONGBOAT KEY, FL Welcome to 585 Gunwale Lane, a rare, full-bayfront offering in the desirable community of ...	3 beds \| 3 baths \| 4,733 sq.ft.	$4,995,000	Airbnb cash on cash: -0.63% Traditional cash on cash: 0.36% Airbnb Rental Income: $4647 Traditional Rental Income: $8477 Airbnb ROI: -0.63% Traditional ROI: 0.36%
610 Yardarm Ln LONGBOAT KEY, FL Experience elevated coastal living in this updated, elegantly styled waterfront residence ...	4 beds \| 4 baths \| 4,138 sq.ft.	$4,350,000	Airbnb cash on cash: -0.74% Traditional cash on cash: -0.38% Airbnb Rental Income: $6133 Traditional Rental Income: $6399 Airbnb ROI: -0.74% Traditional ROI: -0.38%
2945 Pyrula Dr LONGBOAT KEY, FL A contemporary masterpiece awaits, constructed in 2024 and completed in 2025 this newly bu...	5 beds \| 5 baths \| 3,815 sq.ft.	$3,299,000	Airbnb cash on cash: -0.04% Traditional cash on cash: -0.14% Airbnb Rental Income: $7664 Traditional Rental Income: $5905 Airbnb ROI: -0.04% Traditional ROI: -0.14%
3540 MISTLETOE LANE LONGBOAT KEY, FL Under contract-accepting backup offers. This spectacular direct bayfront residence is offe...	4 beds \| 4 baths \| 3,166 sq.ft.	$3,595,000	Airbnb cash on cash: -0.66% Traditional cash on cash: -0.43% Airbnb Rental Income: $6133 Traditional Rental Income: $5686 Airbnb ROI: -0.66% Traditional ROI: -0.43%
569 Bayview Dr LONGBOAT KEY, FL Under Construction. New Construction. Experience the pinnacle of waterfront luxury with th...	4 beds \| 4 baths \| 4,106 sq.ft.	$4,850,000	Airbnb cash on cash: -0.2% Traditional cash on cash: 1.02% Airbnb Rental Income: $6133 Traditional Rental Income: $10627 Airbnb ROI: -0.2% Traditional ROI: 1.02%
6381 Gulf OF Mexico Dr LONGBOAT KEY, FL One or more photo(s) has been virtually staged. Welcome to a once-in-a-lifetime opportunit...	4 beds \| 4 baths \| 4,224 sq.ft.	$6,750,000	Airbnb cash on cash: -1.62% Traditional cash on cash: -1.18% Airbnb Rental Income: $6133 Traditional Rental Income: $7686 Airbnb ROI: -1.62% Traditional ROI: -1.18%
590 DE Narvaez Dr LONGBOAT KEY, FL Step into a new era of coastal modern living with this breathtaking, newly constructed wat...	4 beds \| 3 baths \| 3,243 sq.ft.	$4,123,000	Airbnb cash on cash: 0.11% Traditional cash on cash: 0.14% Airbnb Rental Income: $6133 Traditional Rental Income: $5053 Airbnb ROI: 0.11% Traditional ROI: 0.14%
701 Marbury Ln LONGBOAT KEY, FL Welcome to Bougain Villa, your Tropical Island Oasis on a deep water canal leading to secl...	3 beds \| 2 baths \| 2,246 sq.ft.	$1,697,000	Airbnb cash on cash: 0.77% Traditional cash on cash: 0.8% Airbnb Rental Income: $4647 Traditional Rental Income: $3722 Airbnb ROI: 0.77% Traditional ROI: 0.8%

Your search for investment property begins and ends here

Single Family Homes for Sale in Longboat Key, FL

6330 Laguna Dr

LONGBOAT KEY, FL

3 beds | 3 baths | 2,856 sq.ft.

$1,999,989

Airbnb cash on cash: -0.32%

Traditional cash on cash: 1.58%

Airbnb Rental Income: $4647

Traditional Rental Income: $7214

Airbnb ROI: -0.32%

Traditional ROI: 1.58%

738 EL Centro

LONGBOAT KEY, FL

2 beds | 2 baths | 1,299 sq.ft.

$329,000

Airbnb cash on cash: -0.36%

Traditional cash on cash: -0.1%

Airbnb Rental Income: $2861

Traditional Rental Income: $2276

Airbnb ROI: -0.36%

Traditional ROI: -0.1%

747 MARBURY LANE

LONGBOAT KEY, FL

3 beds | 2 baths | 2,353 sq.ft.

$1,369,000

Airbnb cash on cash: 0.72%

Traditional cash on cash: 0.98%

Airbnb Rental Income: $4647

Traditional Rental Income: $4017

Airbnb ROI: 0.72%

Traditional ROI: 0.98%

1935 Gulf Of Mexico Dr #G7-402

Sarasota, FL

2 beds | 2 baths | 1,068 sq.ft.

$625,000

Airbnb cash on cash: -2.24%

Traditional cash on cash: -1.61%

Airbnb Rental Income: $2088

Traditional Rental Income: $1924

Airbnb ROI: -2.24%

Traditional ROI: -1.61%

2055 Gulf Of Mexico Dr #G2-214

Sarasota, FL

1 beds | 2 baths | 1,094 sq.ft.

$399,900

Airbnb cash on cash: -2.66%

Traditional cash on cash: 5%

Airbnb Rental Income: $1926

Traditional Rental Income: $4287

Airbnb ROI: -2.66%

Traditional ROI: 5%

510 Putter Ln

LONGBOAT KEY, FL

3 beds | 2 baths | 2,253 sq.ft.

$2,999,000

Airbnb cash on cash: -0.29%

Traditional cash on cash: -0.18%

Airbnb Rental Income: $4647

Traditional Rental Income: $4000

Airbnb ROI: -0.29%

Traditional ROI: -0.18%

610 Hibiscus Way

LONGBOAT KEY, FL

4 beds | 4 baths | 2,788 sq.ft.

$2,650,000

Airbnb cash on cash: 0.73%

Traditional cash on cash: 1.23%

Airbnb Rental Income: $6133

Traditional Rental Income: $6152

Airbnb ROI: 0.73%

Traditional ROI: 1.23%

6489 Gulfside Rd

LONGBOAT KEY, FL

4 beds | 4 baths | 6,616 sq.ft.

$14,995,000

Airbnb cash on cash: -0.93%

Traditional cash on cash: -0.74%

Airbnb Rental Income: $6133

Traditional Rental Income: $7586

Airbnb ROI: -0.93%