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

separator

PROPERTY	DETAILS	SALE PRICE	INVESTMENT PERFORMANCE
899 LORMANN CIRCLE Longwood, FL Welcome to your Longwood retreat. Enjoy the peace of mind that comes with no HOA! This me...	3 beds \| 2 baths \| 969 sq.ft.	$299,490	Airbnb cash on cash: 7.12% Traditional cash on cash: 5.82% Airbnb Rental Income: $3221 Traditional Rental Income: $2129 Airbnb ROI: 7.12% Traditional ROI: 5.82%
568 TALL OAKS TERRACE Longwood, FL Under contract-accepting backup offers. 3 bedroom + office/playroom/flex space home with a...	3 beds \| 2 baths \| 1,513 sq.ft.	$400,000	Airbnb cash on cash: 4.65% Traditional cash on cash: 3.78% Airbnb Rental Income: $3221 Traditional Rental Income: $2166 Airbnb ROI: 4.65% Traditional ROI: 3.78%
2522 THICKET RIDGE COURT Longwood, FL Under contract-accepting backup offers. One or more photo(s) was virtually staged. Low-m...	3 beds \| 2 baths \| 1,842 sq.ft.	$399,000	Airbnb cash on cash: 4.46% Traditional cash on cash: 3.88% Airbnb Rental Income: $3221 Traditional Rental Income: $2276 Airbnb ROI: 4.46% Traditional ROI: 3.88%
413 WILLOWBROOK LANE Longwood, FL Welcome home to this spacious 4-bedroom, 2-bath pool residence with dedicated office, nest...	4 beds \| 2 baths \| 2,740 sq.ft.	$582,999	Airbnb cash on cash: 5.91% Traditional cash on cash: 3.66% Airbnb Rental Income: $5377 Traditional Rental Income: $3066 Airbnb ROI: 5.91% Traditional ROI: 3.66%
308 SMOKERISE BOULEVARD Longwood, FL Welcome to 308 Smokerise Blvd., tucked away on a quiet corner lot within a cul-de-sac in t...	4 beds \| 2 baths \| 2,352 sq.ft.	$650,000	Airbnb cash on cash: 4.87% Traditional cash on cash: 2.68% Airbnb Rental Income: $5377 Traditional Rental Income: $2959 Airbnb ROI: 4.87% Traditional ROI: 2.68%
255 E HORNBEAM DRIVE Longwood, FL Under contract-accepting backup offers. Welcome to this exquisitely remodeled residence in...	4 beds \| 3 baths \| 2,309 sq.ft.	$632,000	Airbnb cash on cash: 4.95% Traditional cash on cash: 2.72% Airbnb Rental Income: $5377 Traditional Rental Income: $2976 Airbnb ROI: 4.95% Traditional ROI: 2.72%
860 Charlotte St. Longwood, FL 4-Bed / 3.5-Bath Home Built in 2006. -needs updating, new ac.	4 beds \| 4 baths \| N/A	$449,000	Airbnb cash on cash: 7.55% Traditional cash on cash: 5.25% Airbnb Rental Income: $5377 Traditional Rental Income: $3324 Airbnb ROI: 7.55% Traditional ROI: 5.25%
1025 BUCKSAW PLACE Longwood, FL Short Sale. Short Sale â Opportunity awaits! This home has been winterized and is ready ...	3 beds \| 3 baths \| 2,289 sq.ft.	$419,000	Airbnb cash on cash: 3.4% Traditional cash on cash: 2.23% Airbnb Rental Income: $3221 Traditional Rental Income: $2039 Airbnb ROI: 3.4% Traditional ROI: 2.23%
126 SANDALWOOD WAY Longwood, FL **This house comes with a REDUCED RATE through the seller's preferred lender. This is a le...	3 beds \| 2 baths \| 1,354 sq.ft.	$404,900	Airbnb cash on cash: 4.06% Traditional cash on cash: 2.61% Airbnb Rental Income: $3221 Traditional Rental Income: $1945 Airbnb ROI: 4.06% Traditional ROI: 2.61%
572 LAKE WILDMERE COVE Longwood, FL Here is your opportunity to own a true Turn Key Investment property.This almost new townho...	4 beds \| 5 baths \| 2,294 sq.ft.	$455,000	Airbnb cash on cash: 6.54% Traditional cash on cash: 3.97% Airbnb Rental Income: $5377 Traditional Rental Income: $3196 Airbnb ROI: 6.54% Traditional ROI: 3.97%
410 GEORGIA AVENUE Longwood, FL Under contract-accepting backup offers. This fully renovated home blends style and functio...	3 beds \| 2 baths \| 1,588 sq.ft.	$435,000	Airbnb cash on cash: 3.88% Traditional cash on cash: 3.06% Airbnb Rental Income: $3221 Traditional Rental Income: $2160 Airbnb ROI: 3.88% Traditional ROI: 3.06%
450 LONGMEADOW LANE Longwood, FL Excellent opportunity in Sabal Point. POOL house with two NEW HVACs. 4 bedrooms, 3.5 bathr...	4 beds \| 4 baths \| 2,623 sq.ft.	$575,000	Airbnb cash on cash: 6.07% Traditional cash on cash: 5.57% Airbnb Rental Income: $5377 Traditional Rental Income: $4020 Airbnb ROI: 6.07% Traditional ROI: 5.57%
1310 RIDGE ROAD Longwood, FL Welcome to your own private oasis in the highly desirable Longwood area! This beautifully ...	3 beds \| 2 baths \| 1,520 sq.ft.	$485,000	Airbnb cash on cash: 3.37% Traditional cash on cash: 2.96% Airbnb Rental Income: $3221 Traditional Rental Income: $2309 Airbnb ROI: 3.37% Traditional ROI: 2.96%
112 DES PINAR LANE Longwood, FL Under contract-accepting backup offers. Fully Remodeled Luxury Pool Home \| No HOA \| Priced...	4 beds \| 2 baths \| 1,604 sq.ft.	$419,000	Airbnb cash on cash: 8.65% Traditional cash on cash: 4.25% Airbnb Rental Income: $5377 Traditional Rental Income: $2566 Airbnb ROI: 8.65% Traditional ROI: 4.25%
307 COBLE DRIVE Longwood, FL Welcome to 307 Coble Drive, a thoughtfully updated 4-bedroom, 2-bath residence in the desi...	4 beds \| 2 baths \| 1,987 sq.ft.	$475,000	Airbnb cash on cash: 7.19% Traditional cash on cash: 3.62% Airbnb Rental Income: $5377 Traditional Rental Income: $2706 Airbnb ROI: 7.19% Traditional ROI: 3.62%
420 SUMMIT RIDGE PLACE #200 Longwood, FL **This property qualifies for a closing cost credit up to $3,700 through the Sellerâs pr...	3 beds \| 2 baths \| 1,586 sq.ft.	$229,000	Airbnb cash on cash: 5.88% Traditional cash on cash: 5.02% Airbnb Rental Income: $3221 Traditional Rental Income: $2308 Airbnb ROI: 5.88% Traditional ROI: 5.02%
2745 NIGHT HAWK COURT Longwood, FL Donât miss out on this opportunity to own a 3 bedroom, 2 bath townhouse in Shadowbay Clu...	3 beds \| 2 baths \| 1,396 sq.ft.	$335,000	Airbnb cash on cash: 4.43% Traditional cash on cash: 4% Airbnb Rental Income: $3221 Traditional Rental Income: $2359 Airbnb ROI: 4.43% Traditional ROI: 4%
290 QUEENSBERRY COURT Longwood, FL Under contract-accepting backup offers. SELLER WILL PAY A PORTION OF BUYER'S CLOSING COSTS...	3 beds \| 2 baths \| 2,066 sq.ft.	$499,899	Airbnb cash on cash: 3.74% Traditional cash on cash: 3.72% Airbnb Rental Income: $3221 Traditional Rental Income: $2486 Airbnb ROI: 3.74% Traditional ROI: 3.72%
495 HOWARD AVENUE Longwood, FL Under contract-accepting backup offers. Welcome to your dream home! This stunning 4-bedroo...	4 beds \| 2 baths \| 1,855 sq.ft.	$419,999	Airbnb cash on cash: 9.09% Traditional cash on cash: 4.61% Airbnb Rental Income: $5377 Traditional Rental Income: $2527 Airbnb ROI: 9.09% Traditional ROI: 4.61%
112 BRANDYWINE LANE Longwood, FL Welcome to 112 Brandywine Lane, a beautifully refreshed pool home located in the highly so...	4 beds \| 3 baths \| 2,305 sq.ft.	$792,000	Airbnb cash on cash: 3.8% Traditional cash on cash: 2.89% Airbnb Rental Income: $5377 Traditional Rental Income: $3619 Airbnb ROI: 3.8% Traditional ROI: 2.89%
140 W YORK COURT Longwood, FL Under contract-accepting backup offers. One or more photo(s) has been virtually staged. We...	4 beds \| 3 baths \| 2,047 sq.ft.	$454,000	Airbnb cash on cash: 8.41% Traditional cash on cash: 5.98% Airbnb Rental Income: $5377 Traditional Rental Income: $3259 Airbnb ROI: 8.41% Traditional ROI: 5.98%
665 E CHURCH AVENUE Longwood, FL Excellent for first time home buyers. Cozy renovated 3 Bedroom 1 Bath Home in Longwood nea...	3 beds \| 1 baths \| 836 sq.ft.	$244,000	Airbnb cash on cash: 8.73% Traditional cash on cash: 4.7% Airbnb Rental Income: $3221 Traditional Rental Income: $1565 Airbnb ROI: 8.73% Traditional ROI: 4.7%
700 LAKESIDE PLACE Longwood, FL Beautifully renovated home in the heart of Longwood, just steps to Reiter Park. This move-...	3 beds \| 2 baths \| 1,279 sq.ft.	$375,000	Airbnb cash on cash: 4.22% Traditional cash on cash: 2.82% Airbnb Rental Income: $3221 Traditional Rental Income: $2002 Airbnb ROI: 4.22% Traditional ROI: 2.82%
672 MOSSY BRANCH COURT Longwood, FL Completely remodeled and move-in ready, this impressive residence at 672 Mossy Branch Ct, ...	4 beds \| 3 baths \| 3,924 sq.ft.	$799,900	Airbnb cash on cash: 4.03% Traditional cash on cash: 3.04% Airbnb Rental Income: $5377 Traditional Rental Income: $3559 Airbnb ROI: 4.03% Traditional ROI: 3.04%
230 W SABAL PALM PLACE Longwood, FL Welcome to the highly sought after, wonderfully located community of San Marco Villas in t...	3 beds \| 2 baths \| 1,484 sq.ft.	$225,000	Airbnb cash on cash: 7.58% Traditional cash on cash: 5.63% Airbnb Rental Income: $3221 Traditional Rental Income: $2079 Airbnb ROI: 7.58% Traditional ROI: 5.63%
100 E WYNDHAM COURT Longwood, FL Welcome to this spacious 4-bedroom, 2-bath home located just three streets from Top-Rated ...	4 beds \| 2 baths \| 1,695 sq.ft.	$395,000	Airbnb cash on cash: 9.09% Traditional cash on cash: 3.86% Airbnb Rental Income: $5377 Traditional Rental Income: $2357 Airbnb ROI: 9.09% Traditional ROI: 3.86%
1841 NORTH STREET Longwood, FL Super cute 3/2 single family home, 2 minutes to the Altamonte Mall, across the street from...	3 beds \| 2 baths \| 1,025 sq.ft.	$295,000	Airbnb cash on cash: 6.76% Traditional cash on cash: 5.2% Airbnb Rental Income: $3221 Traditional Rental Income: $2060 Airbnb ROI: 6.76% Traditional ROI: 5.2%
478 WILD OAK CIRCLE Longwood, FL Under contract-accepting backup offers. Welcome to 478 Wild Oak Circle, where life extends...	4 beds \| 2 baths \| 2,574 sq.ft.	$779,000	Airbnb cash on cash: 4.08% Traditional cash on cash: 2.85% Airbnb Rental Income: $5377 Traditional Rental Income: $3393 Airbnb ROI: 4.08% Traditional ROI: 2.85%
1209 ROXBORO ROAD Longwood, FL Stunning Remodeled Estate Home in Knollwood - Longwood! Welcome to this exceptionally...	4 beds \| 3 baths \| 3,332 sq.ft.	$799,999	Airbnb cash on cash: 4.07% Traditional cash on cash: 3.1% Airbnb Rental Income: $5377 Traditional Rental Income: $3570 Airbnb ROI: 4.07% Traditional ROI: 3.1%
603 WATER OAK LANE Longwood, FL Under contract-accepting backup offers. Discover your new home. Welcome to this beautifull...	3 beds \| 2 baths \| 1,786 sq.ft.	$499,999	Airbnb cash on cash: 3.39% Traditional cash on cash: 3.01% Airbnb Rental Income: $3221 Traditional Rental Income: $2317 Airbnb ROI: 3.39% Traditional ROI: 3.01%
949 NORFOLK COURT Longwood, FL Welcome to this beautiful 1-story townhouse nestled in the much desired community of Danbu...	3 beds \| 2 baths \| 1,491 sq.ft.	$345,000	Airbnb cash on cash: 6.08% Traditional cash on cash: 5.36% Airbnb Rental Income: $3221 Traditional Rental Income: $2261 Airbnb ROI: 6.08% Traditional ROI: 5.36%
99 Laurel Oaks Drive Longwood, FL Welcome to this beautifully designed home featuring 4 bedrooms plus a versatile flex room ...	4 beds \| 3 baths \| 2,336 sq.ft.	$425,000	Airbnb cash on cash: 8.64% Traditional cash on cash: 4.8% Airbnb Rental Income: $5377 Traditional Rental Income: $2762 Airbnb ROI: 8.64% Traditional ROI: 4.8%
428 LONGWOOD CIRCLE Longwood, FL Welcome to 428 Longwood Circle in Longwood, a true slice of paradise tucked away on a spac...	4 beds \| 2 baths \| 1,476 sq.ft.	$410,000	Airbnb cash on cash: 8.8% Traditional cash on cash: 3.99% Airbnb Rental Income: $5377 Traditional Rental Income: $2442 Airbnb ROI: 8.8% Traditional ROI: 3.99%
175 CROWN POINT CIRCLE #175 Longwood, FL Now available and priced with todayâs condo market in mind, this is a strong value oppor...	3 beds \| 3 baths \| 1,581 sq.ft.	$220,000	Airbnb cash on cash: 9.33% Traditional cash on cash: 7.56% Airbnb Rental Income: $3221 Traditional Rental Income: $2126 Airbnb ROI: 9.33% Traditional ROI: 7.56%
108 BEAUFORT DRIVE Longwood, FL Under contract-accepting backup offers. Welcome to your own private retreat in the highly ...	4 beds \| 2 baths \| 1,835 sq.ft.	$479,900	Airbnb cash on cash: 7.85% Traditional cash on cash: 4.24% Airbnb Rental Income: $5377 Traditional Rental Income: $2670 Airbnb ROI: 7.85% Traditional ROI: 4.24%
1208 DUNCAN COURT Longwood, FL The Wekiva community is one of Longwoodâs most established and sought-after neighborhood...	4 beds \| 4 baths \| 2,204 sq.ft.	$450,000	Airbnb cash on cash: 8.31% Traditional cash on cash: 6.58% Airbnb Rental Income: $5377 Traditional Rental Income: $3563 Airbnb ROI: 8.31% Traditional ROI: 6.58%
1000 CROOKED OAK COURT Longwood, FL One or more photo(s) has been virtually staged. Sweetwater Oaks!! Outstanding 4BD 3 FULL B...	4 beds \| 3 baths \| 2,808 sq.ft.	$659,000	Airbnb cash on cash: 4.74% Traditional cash on cash: 4.38% Airbnb Rental Income: $5377 Traditional Rental Income: $4074 Airbnb ROI: 4.74% Traditional ROI: 4.38%
202 JASMINE LANE Longwood, FL One or more photo(s) has been virtually staged. Welcome to a truly rare opportunity in Th...	4 beds \| 3 baths \| 2,486 sq.ft.	$850,000	Airbnb cash on cash: 3.15% Traditional cash on cash: 2.18% Airbnb Rental Income: $5377 Traditional Rental Income: $3530 Airbnb ROI: 3.15% Traditional ROI: 2.18%
170 CITRUS TREE LANE Longwood, FL Outstanding 3 BD/ 2 Bath. Open concept, single story with a lot of natural light. Gourmet ...	3 beds \| 2 baths \| 1,763 sq.ft.	$439,900	Airbnb cash on cash: 4.31% Traditional cash on cash: 3.89% Airbnb Rental Income: $3221 Traditional Rental Income: $2320 Airbnb ROI: 4.31% Traditional ROI: 3.89%
157 HARROGATE COURT Longwood, FL Under contract-accepting backup offers. This 4-bed home in Wekiva Club Estates delivers a ...	4 beds \| 2 baths \| 2,111 sq.ft.	$525,000	Airbnb cash on cash: 7.04% Traditional cash on cash: 4.14% Airbnb Rental Income: $5377 Traditional Rental Income: $2871 Airbnb ROI: 7.04% Traditional ROI: 4.14%

Vacation Rentals in Longwood

There are 60 vacation rental properties available for sale in the city of Longwood . The median list price of Airbnb properties available for sale in Longwood is $444,450 and the average price per square foot is $213. The cash on cash return on vacation rentals in Longwood is 4.00%. The average monthly short term rental income in Longwood is $3,221.

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

There are 60 Airbnb properties available for sale in Longwood.

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

In April 2026, the average Airbnb occupancy rate in Longwood is 53%.

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

899 LORMANN CIRCLE

Longwood, FL

3 beds | 2 baths | 969 sq.ft.

$299,490

Airbnb cash on cash: 7.12%

Traditional cash on cash: 5.82%

Airbnb Rental Income: $3221

Traditional Rental Income: $2129

Airbnb ROI: 7.12%

Traditional ROI: 5.82%

568 TALL OAKS TERRACE

Longwood, FL

3 beds | 2 baths | 1,513 sq.ft.

$400,000

Airbnb cash on cash: 4.65%

Traditional cash on cash: 3.78%

Airbnb Rental Income: $3221

Traditional Rental Income: $2166

Airbnb ROI: 4.65%

Traditional ROI: 3.78%

2522 THICKET RIDGE COURT

Longwood, FL

3 beds | 2 baths | 1,842 sq.ft.

$399,000

Airbnb cash on cash: 4.46%

Traditional cash on cash: 3.88%

Airbnb Rental Income: $3221

Traditional Rental Income: $2276

Airbnb ROI: 4.46%

Traditional ROI: 3.88%

413 WILLOWBROOK LANE

Longwood, FL

4 beds | 2 baths | 2,740 sq.ft.

$582,999

Airbnb cash on cash: 5.91%

Traditional cash on cash: 3.66%

Airbnb Rental Income: $5377

Traditional Rental Income: $3066

Airbnb ROI: 5.91%

Traditional ROI: 3.66%

308 SMOKERISE BOULEVARD

Longwood, FL

4 beds | 2 baths | 2,352 sq.ft.

$650,000

Airbnb cash on cash: 4.87%

Traditional cash on cash: 2.68%

Airbnb Rental Income: $5377

Traditional Rental Income: $2959

Airbnb ROI: 4.87%

Traditional ROI: 2.68%

255 E HORNBEAM DRIVE

Longwood, FL

4 beds | 3 baths | 2,309 sq.ft.

$632,000

Airbnb cash on cash: 4.95%

Traditional cash on cash: 2.72%

Airbnb Rental Income: $5377

Traditional Rental Income: $2976

Airbnb ROI: 4.95%

Traditional ROI: 2.72%

860 Charlotte St.

Longwood, FL

4 beds | 4 baths | N/A

$449,000

Airbnb cash on cash: 7.55%

Traditional cash on cash: 5.25%

Airbnb Rental Income: $5377

Traditional Rental Income: $3324

Airbnb ROI: 7.55%

Traditional ROI: 5.25%

1025 BUCKSAW PLACE

Longwood, FL

3 beds | 3 baths | 2,289 sq.ft.

$419,000

Airbnb cash on cash: 3.4%

Traditional cash on cash: 2.23%

Airbnb Rental Income: $3221

Traditional Rental Income: $2039

Airbnb ROI: 3.4%