Airbnb Properties for Sale in Longwood, FL

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

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

Airbnb For Sale in Longwood, FL

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PROPERTY	DETAILS	SALE PRICE	INVESTMENT PERFORMANCE
102 N SILVER CLUSTER COURT Longwood, FL Under contract-accepting backup offers. Welcome to 102 Silver Cluster Ct N in Longwood, a ...	3 beds \| 2 baths \| 1,166 sq.ft.	$383,000	Airbnb cash on cash: 3.56% Traditional cash on cash: 3.2% Airbnb Rental Income: $2759 Traditional Rental Income: $1980 Airbnb ROI: 3.56% Traditional ROI: 3.2%
884 CUTLER ROAD Longwood, FL One or more photo(s) has been virtually staged. - Price Improvement - Welcome to this beau...	5 beds \| 3 baths \| 2,601 sq.ft.	$599,000	Airbnb cash on cash: 5.17% Traditional cash on cash: 1.98% Airbnb Rental Income: $5048 Traditional Rental Income: $2235 Airbnb ROI: 5.17% Traditional ROI: 1.98%
2040 E TRIANGLE DRIVE Longwood, FL Beautiful opportunity in the highly desirable Longwood area, perfectly located just minute...	3 beds \| 2 baths \| 1,283 sq.ft.	$340,000	Airbnb cash on cash: 4.21% Traditional cash on cash: 3.59% Airbnb Rental Income: $2759 Traditional Rental Income: $1912 Airbnb ROI: 4.21% Traditional ROI: 3.59%
210 WEEPING ELM LANE Longwood, FL Rare Opportunity in Shadowood Village at The Springs! Welcome to this spacious 3-bedroom, ...	3 beds \| 2 baths \| 2,076 sq.ft.	$470,000	Airbnb cash on cash: 2.61% Traditional cash on cash: 2.41% Airbnb Rental Income: $2759 Traditional Rental Income: $2022 Airbnb ROI: 2.61% Traditional ROI: 2.41%
1562 DOWNY BIRCH LANE Longwood, FL Seller Motivated! Welcome home to this beautifully maintained END-UNIT townhome in Longwoo...	3 beds \| 3 baths \| 1,369 sq.ft.	$310,000	Airbnb cash on cash: 4.45% Traditional cash on cash: 3.98% Airbnb Rental Income: $2759 Traditional Rental Income: $1974 Airbnb ROI: 4.45% Traditional ROI: 3.98%
749 Seminole Ave. Longwood, FL New Roof 1 year Old,Freshly Painted, All Tiled Floors, Electrical Updated, New Microwave,S...	3 beds \| 2 baths \| 1,504 sq.ft.	$299,000	Airbnb cash on cash: 5.26% Traditional cash on cash: 4.35% Airbnb Rental Income: $2759 Traditional Rental Income: $1855 Airbnb ROI: 5.26% Traditional ROI: 4.35%
1652 RUTLEDGE ROAD Longwood, FL Making its debut on the market in the sought-after Markham Woods area, 1652 Rutledge Road ...	5 beds \| 3 baths \| 2,760 sq.ft.	$699,999	Airbnb cash on cash: 4.59% Traditional cash on cash: 4.14% Airbnb Rental Income: $5048 Traditional Rental Income: $3727 Airbnb ROI: 4.59% Traditional ROI: 4.14%
145 STENHOUSE LANE Longwood, FL Welcome to this gorgeous 3-bedroom, 2.5-bath townhome located in the desirable Wekiva Land...	3 beds \| 3 baths \| 1,472 sq.ft.	$334,900	Airbnb cash on cash: 3.06% Traditional cash on cash: 2.63% Airbnb Rental Income: $2759 Traditional Rental Income: $1975 Airbnb ROI: 3.06% Traditional ROI: 2.63%
2271 SPRINGS LANDING BOULEVARD Longwood, FL Welcome to 2271 Springs Landing Boulevard, a stunningly reimagined modern residence in the...	5 beds \| 3 baths \| 2,702 sq.ft.	$895,000	Airbnb cash on cash: 3.22% Traditional cash on cash: 2.81% Airbnb Rental Income: $5048 Traditional Rental Income: $3672 Airbnb ROI: 3.22% Traditional ROI: 2.81%
102 HATFIELD COURT Longwood, FL Under contract-accepting backup offers. Welcome to Wekiva Hunt Club --- a well-established...	3 beds \| 2 baths \| 1,508 sq.ft.	$359,900	Airbnb cash on cash: 3.71% Traditional cash on cash: 3.59% Airbnb Rental Income: $2759 Traditional Rental Income: $2070 Airbnb ROI: 3.71% Traditional ROI: 3.59%
119 MEADOWFIELD LANE Longwood, FL Under contract-accepting backup offers. Welcome to an amazing opportunity in Longwood! Sit...	3 beds \| 2 baths \| 1,200 sq.ft.	$365,000	Airbnb cash on cash: 3.85% Traditional cash on cash: 3.59% Airbnb Rental Income: $2759 Traditional Rental Income: $2021 Airbnb ROI: 3.85% Traditional ROI: 3.59%
904 NORFOLK COURT Longwood, FL Welcome to sought after Danbury Mill - a cosy lil neighborhood with a new Publix around th...	3 beds \| 3 baths \| 1,554 sq.ft.	$365,000	Airbnb cash on cash: 3.72% Traditional cash on cash: 3.46% Airbnb Rental Income: $2759 Traditional Rental Income: $2020 Airbnb ROI: 3.72% Traditional ROI: 3.46%
212 W SABAL PALM PLACE #212 Longwood, FL Under contract-accepting backup offers. Virtually Staged. Not your typical condo, this one...	3 beds \| 2 baths \| 1,484 sq.ft.	$239,900	Airbnb cash on cash: 7.65% Traditional cash on cash: 7.38% Airbnb Rental Income: $2759 Traditional Rental Income: $2049 Airbnb ROI: 7.65% Traditional ROI: 7.38%

Vacation Rentals in Longwood

There are 15 vacation rental properties available for sale in the city of Longwood . The median list price of Airbnb properties available for sale in Longwood is $369,779 and the average price per square foot is $168. The cash on cash return on vacation rentals in Longwood is 2.00%. The average monthly short term rental income in Longwood is $2,332.

Longwood, FL Short Term Rentals FAQs for Buyers, Sellers and Investors

There are 15 Airbnb properties available for sale in Longwood.

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

In July 2026, the average Airbnb occupancy rate in Longwood is 34%.

Airbnb data on vacation rentals in Longwood, FL is available at Mashvisor. You can access data such as listings, real-time pricing trends, Longwood, FL market insights, guest information and booking details, seasonality trends and historical Longwood, FL Airbnb performance data.

Your search for investment property begins and ends here

Airbnb For Sale in Longwood, FL

102 N SILVER CLUSTER COURT

Longwood, FL

3 beds | 2 baths | 1,166 sq.ft.

$383,000

Airbnb cash on cash: 3.56%

Traditional cash on cash: 3.2%

Airbnb Rental Income: $2759

Traditional Rental Income: $1980

Airbnb ROI: 3.56%

Traditional ROI: 3.2%

884 CUTLER ROAD

Longwood, FL

5 beds | 3 baths | 2,601 sq.ft.

$599,000

Airbnb cash on cash: 5.17%

Traditional cash on cash: 1.98%

Airbnb Rental Income: $5048

Traditional Rental Income: $2235

Airbnb ROI: 5.17%

Traditional ROI: 1.98%

2040 E TRIANGLE DRIVE

Longwood, FL

3 beds | 2 baths | 1,283 sq.ft.

$340,000

Airbnb cash on cash: 4.21%

Traditional cash on cash: 3.59%

Airbnb Rental Income: $2759

Traditional Rental Income: $1912

Airbnb ROI: 4.21%

Traditional ROI: 3.59%

210 WEEPING ELM LANE

Longwood, FL

3 beds | 2 baths | 2,076 sq.ft.

$470,000

Airbnb cash on cash: 2.61%

Traditional cash on cash: 2.41%

Airbnb Rental Income: $2759

Traditional Rental Income: $2022

Airbnb ROI: 2.61%

Traditional ROI: 2.41%

1562 DOWNY BIRCH LANE

Longwood, FL

3 beds | 3 baths | 1,369 sq.ft.

$310,000

Airbnb cash on cash: 4.45%

Traditional cash on cash: 3.98%

Airbnb Rental Income: $2759

Traditional Rental Income: $1974

Airbnb ROI: 4.45%

Traditional ROI: 3.98%

749 Seminole Ave.

Longwood, FL

3 beds | 2 baths | 1,504 sq.ft.

$299,000

Airbnb cash on cash: 5.26%

Traditional cash on cash: 4.35%

Airbnb Rental Income: $2759

Traditional Rental Income: $1855

Airbnb ROI: 5.26%

Traditional ROI: 4.35%

1652 RUTLEDGE ROAD

Longwood, FL

5 beds | 3 baths | 2,760 sq.ft.

$699,999

Airbnb cash on cash: 4.59%

Traditional cash on cash: 4.14%

Airbnb Rental Income: $5048

Traditional Rental Income: $3727

Airbnb ROI: 4.59%

Traditional ROI: 4.14%

145 STENHOUSE LANE

Longwood, FL

3 beds | 3 baths | 1,472 sq.ft.

$334,900

Airbnb cash on cash: 3.06%

Traditional cash on cash: 2.63%

Airbnb Rental Income: $2759

Traditional Rental Income: $1975

Airbnb ROI: 3.06%