Airbnb Properties for Sale in Fleming Island, FL

Looking for a vacation rental investment in Fleming Island, FL with high ROI ?

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

Airbnb Single Family Residential For Sale in Fleming Island, FL

Search for Single Family Residential for Sale in Fleming Island, 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 55 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
6215 LEEWARD Court Fleming Island, FL Run don't walk! Move in ready Fleming Island Home perfectly situated to capture Sunsets at...	3 beds \| 3 baths \| 1,699 sq.ft.	$355,900	Airbnb cash on cash: 6.93% Traditional cash on cash: 4.2% Airbnb Rental Income: $4122 Traditional Rental Income: $2332 Airbnb ROI: 6.93% Traditional ROI: 4.2%
1565 ROYAL FERN Lane Fleming Island, FL Charming home in the Gated Community of Pace Island. Set along one of the community's pict...	4 beds \| 2 baths \| 2,331 sq.ft.	$485,000	Airbnb cash on cash: 6.86% Traditional cash on cash: 3.07% Airbnb Rental Income: $5275 Traditional Rental Income: $2487 Airbnb ROI: 6.86% Traditional ROI: 3.07%
1968 WESTEND Place Fleming Island, FL Don't miss this Fleming Island Plantation pool home featuring 4 spacious bedrooms, 3.5 bat...	4 beds \| 4 baths \| 2,481 sq.ft.	$500,000	Airbnb cash on cash: 6.15% Traditional cash on cash: 4.29% Airbnb Rental Income: $5275 Traditional Rental Income: $3334 Airbnb ROI: 6.15% Traditional ROI: 4.29%
2299 S BROOK Drive Fleming Island, FL This 4 bedroom 2 1/2 bath 2 story home sits on a preserve lot on one of the best streets i...	4 beds \| 3 baths \| 2,855 sq.ft.	$499,999	Airbnb cash on cash: 6.42% Traditional cash on cash: 5.59% Airbnb Rental Income: $5275 Traditional Rental Income: $3820 Airbnb ROI: 6.42% Traditional ROI: 5.59%
932 CLAY Street Fleming Island, FL Welcome to this beautifully maintained 3400+ square foot home located in the heart of high...	4 beds \| 4 baths \| 3,438 sq.ft.	$620,000	Airbnb cash on cash: 5.27% Traditional cash on cash: 4.53% Airbnb Rental Income: $5275 Traditional Rental Income: $3781 Airbnb ROI: 5.27% Traditional ROI: 4.53%
2549 WHISPERING PINES Drive Fleming Island, FL Significant price improvement! Seller has strategically priced to provide buyers flexibili...	4 beds \| 3 baths \| 2,451 sq.ft.	$559,000	Airbnb cash on cash: 5.43% Traditional cash on cash: 4.89% Airbnb Rental Income: $5275 Traditional Rental Income: $3926 Airbnb ROI: 5.43% Traditional ROI: 4.89%
2390 STOCKTON Drive Fleming Island, FL This home has been meticulously upgraded with high-end finishes and thoughtful improvement...	4 beds \| 3 baths \| 2,720 sq.ft.	$785,000	Airbnb cash on cash: 3.89% Traditional cash on cash: 2.9% Airbnb Rental Income: $5275 Traditional Rental Income: $3481 Airbnb ROI: 3.89% Traditional ROI: 2.9%
1316 HOLMES LANDING Drive Fleming Island, FL Enjoy serene, fully fenced backyard views from the screened lanai--perfect for relaxing or...	4 beds \| 3 baths \| 2,346 sq.ft.	$490,000	Airbnb cash on cash: 7% Traditional cash on cash: 4.03% Airbnb Rental Income: $5275 Traditional Rental Income: $2848 Airbnb ROI: 7% Traditional ROI: 4.03%
2383 COUNTRY SIDE Drive Fleming Island, FL Welcome Home! A new roof will be installed prior to closing with a Full-Priced Offer. Beau...	4 beds \| 2 baths \| 2,129 sq.ft.	$430,000	Airbnb cash on cash: 7.89% Traditional cash on cash: 3.68% Airbnb Rental Income: $5275 Traditional Rental Income: $2511 Airbnb ROI: 7.89% Traditional ROI: 3.68%
1589 Calming Water Drive Fleming Island, FL Beautifully upgraded three-bedroom, two-bathroom villa in the highly desirable Lake Ridge ...	3 beds \| 2 baths \| 1,646 sq.ft.	$399,000	Airbnb cash on cash: 6.14% Traditional cash on cash: 3.58% Airbnb Rental Income: $4122 Traditional Rental Income: $2292 Airbnb ROI: 6.14% Traditional ROI: 3.58%
2470 COUNTRY SIDE Drive Fleming Island, FL Located in Eagle Creek at Eagle Harbor, this spacious 4-bedroom home plus office offers ro...	4 beds \| 4 baths \| 3,136 sq.ft.	$590,000	Airbnb cash on cash: 4.94% Traditional cash on cash: 3.65% Airbnb Rental Income: $5275 Traditional Rental Income: $3496 Airbnb ROI: 4.94% Traditional ROI: 3.65%
1858 SENTRY OAK Court Fleming Island, FL *VA ASSUMABLE LOAN @ 3.25%! YOU DO NOT NEED TO BE VA. JUST NEEED TO QUALIFY TO ASSUME LOAN...	4 beds \| 3 baths \| 2,530 sq.ft.	$548,900	Airbnb cash on cash: 6.04% Traditional cash on cash: 4.74% Airbnb Rental Income: $5275 Traditional Rental Income: $3537 Airbnb ROI: 6.04% Traditional ROI: 4.74%
1819 SENTRY OAK Court Fleming Island, FL Welcome to the desirable gated community of Margarets Walk. This beautiful well maintained...	4 beds \| 3 baths \| 2,170 sq.ft.	$485,000	Airbnb cash on cash: 6.23% Traditional cash on cash: 2.81% Airbnb Rental Income: $5275 Traditional Rental Income: $2659 Airbnb ROI: 6.23% Traditional ROI: 2.81%
6433 RIVER POINT Drive Fleming Island, FL Enjoy your ultimate Florida lifestyle on the water in this remodeled 4 Bed/3 Bath single-s...	4 beds \| 3 baths \| 2,676 sq.ft.	$799,000	Airbnb cash on cash: 3.92% Traditional cash on cash: 3.79% Airbnb Rental Income: $5275 Traditional Rental Income: $4109 Airbnb ROI: 3.92% Traditional ROI: 3.79%
1576 LINKSIDE Drive Fleming Island, FL PRICE REDUCTION Motivated Seller WITH Luxurious Upgrades in Fleming Island WITH A WATER VI...	4 beds \| 3 baths \| 2,373 sq.ft.	$635,000	Airbnb cash on cash: 4.83% Traditional cash on cash: 2.68% Airbnb Rental Income: $5275 Traditional Rental Income: $2937 Airbnb ROI: 4.83% Traditional ROI: 2.68%
1944 TROUT RIVER Court Fleming Island, FL Beautiful Pool Home in Fleming Island! Welcome to 1944 Trout River Ct, a stunning home loc...	3 beds \| 2 baths \| 1,736 sq.ft.	$383,999	Airbnb cash on cash: 6.98% Traditional cash on cash: 4.65% Airbnb Rental Income: $4122 Traditional Rental Income: $2405 Airbnb ROI: 6.98% Traditional ROI: 4.65%
1862 SENTRY OAK Court Fleming Island, FL Welcome to your next chapter in the gated Margaret's Walk Community. This 4 bedroom, 3 bat...	4 beds \| 3 baths \| 2,272 sq.ft.	$500,000	Airbnb cash on cash: 6.74% Traditional cash on cash: 6.34% Airbnb Rental Income: $5275 Traditional Rental Income: $4021 Airbnb ROI: 6.74% Traditional ROI: 6.34%
1720 EAGLE BRANCH Court Fleming Island, FL Beautifully updated Eagle Harbor home featuring a brand-new custom pool with hot tub, new ...	4 beds \| 2 baths \| 1,867 sq.ft.	$444,000	Airbnb cash on cash: 7.26% Traditional cash on cash: 4.61% Airbnb Rental Income: $5275 Traditional Rental Income: $3106 Airbnb ROI: 7.26% Traditional ROI: 4.61%
1850 WATERBURY Lane Fleming Island, FL NEW PRICE AND OPEN SAT 4/18 AND SUN 4/19 FROM 1-3! Welcome to 1850 Waterbury Lane, a beaut...	4 beds \| 3 baths \| 2,345 sq.ft.	$874,999	Airbnb cash on cash: 2.85% Traditional cash on cash: 1.72% Airbnb Rental Income: $5275 Traditional Rental Income: $3291 Airbnb ROI: 2.85% Traditional ROI: 1.72%
397 FLEMING Drive Fleming Island, FL New Roof on Home and Back Porch installed on 4/13/2026! Welcome home to this beautiful...	3 beds \| 2 baths \| 1,674 sq.ft.	$439,000	Airbnb cash on cash: 6.26% Traditional cash on cash: 4.96% Airbnb Rental Income: $4122 Traditional Rental Income: $2712 Airbnb ROI: 6.26% Traditional ROI: 4.96%
2012 ARDEN FOREST Place Fleming Island, FL Located in Eagle Nest Preserve at Eagle Harbor, this 4-bedroom, 3-bath home built in 2018 ...	4 beds \| 3 baths \| 2,341 sq.ft.	$529,999	Airbnb cash on cash: 6.29% Traditional cash on cash: 5.1% Airbnb Rental Income: $5275 Traditional Rental Income: $3617 Airbnb ROI: 6.29% Traditional ROI: 5.1%
1532 MARSH RABBIT Way Fleming Island, FL Located in the gated Pace Island community of Fleming Island, this 3-bedroom, 2-bath home ...	3 beds \| 2 baths \| 1,758 sq.ft.	$389,000	Airbnb cash on cash: 7.14% Traditional cash on cash: 4.1% Airbnb Rental Income: $4122 Traditional Rental Income: $2136 Airbnb ROI: 7.14% Traditional ROI: 4.1%
1655 SETON FAMILY Walk Fleming Island, FL Welcome to this stunning custom home built by Riverside Homes in 2020, located in the exec...	4 beds \| 3 baths \| 2,607 sq.ft.	$699,000	Airbnb cash on cash: 4.38% Traditional cash on cash: 2.54% Airbnb Rental Income: $5275 Traditional Rental Income: $3009 Airbnb ROI: 4.38% Traditional ROI: 2.54%
1933 SUMMIT RIDGE Road Fleming Island, FL Have multiple offers. Submit highest and best by 3/22/26 by midnight. This is the home you...	4 beds \| 2 baths \| 2,332 sq.ft.	$450,000	Airbnb cash on cash: 6.6% Traditional cash on cash: 1.83% Airbnb Rental Income: $5275 Traditional Rental Income: $2199 Airbnb ROI: 6.6% Traditional ROI: 1.83%

Your search for investment property begins and ends here

Airbnb Single Family Residential For Sale in Fleming Island, FL

6215 LEEWARD Court

Fleming Island, FL

3 beds | 3 baths | 1,699 sq.ft.

$355,900

Airbnb cash on cash: 6.93%

Traditional cash on cash: 4.2%

Airbnb Rental Income: $4122

Traditional Rental Income: $2332

Airbnb ROI: 6.93%

Traditional ROI: 4.2%

1565 ROYAL FERN Lane

Fleming Island, FL

4 beds | 2 baths | 2,331 sq.ft.

$485,000

Airbnb cash on cash: 6.86%

Traditional cash on cash: 3.07%

Airbnb Rental Income: $5275

Traditional Rental Income: $2487

Airbnb ROI: 6.86%

Traditional ROI: 3.07%

1968 WESTEND Place

Fleming Island, FL

4 beds | 4 baths | 2,481 sq.ft.

$500,000

Airbnb cash on cash: 6.15%

Traditional cash on cash: 4.29%

Airbnb Rental Income: $5275

Traditional Rental Income: $3334

Airbnb ROI: 6.15%

Traditional ROI: 4.29%

2299 S BROOK Drive

Fleming Island, FL

4 beds | 3 baths | 2,855 sq.ft.

$499,999

Airbnb cash on cash: 6.42%

Traditional cash on cash: 5.59%

Airbnb Rental Income: $5275

Traditional Rental Income: $3820

Airbnb ROI: 6.42%

Traditional ROI: 5.59%

932 CLAY Street

Fleming Island, FL

4 beds | 4 baths | 3,438 sq.ft.

$620,000

Airbnb cash on cash: 5.27%

Traditional cash on cash: 4.53%

Airbnb Rental Income: $5275

Traditional Rental Income: $3781

Airbnb ROI: 5.27%

Traditional ROI: 4.53%

2549 WHISPERING PINES Drive

Fleming Island, FL

4 beds | 3 baths | 2,451 sq.ft.

$559,000

Airbnb cash on cash: 5.43%

Traditional cash on cash: 4.89%

Airbnb Rental Income: $5275

Traditional Rental Income: $3926

Airbnb ROI: 5.43%

Traditional ROI: 4.89%

2390 STOCKTON Drive

Fleming Island, FL

4 beds | 3 baths | 2,720 sq.ft.

$785,000

Airbnb cash on cash: 3.89%

Traditional cash on cash: 2.9%

Airbnb Rental Income: $5275

Traditional Rental Income: $3481

Airbnb ROI: 3.89%

Traditional ROI: 2.9%

1316 HOLMES LANDING Drive

Fleming Island, FL

4 beds | 3 baths | 2,346 sq.ft.

$490,000

Airbnb cash on cash: 7%

Traditional cash on cash: 4.03%

Airbnb Rental Income: $5275

Traditional Rental Income: $2848

Airbnb ROI: 7%