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
12 HORSEMAN COVE Longwood, FL Average monthly electric bill is $35.00 Welcome to this incredible opportunity in the ...	4 beds \| 2 baths \| 2,265 sq.ft.	$524,999	Airbnb cash on cash: 6.87% Traditional cash on cash: 4.24% Airbnb Rental Income: $5377 Traditional Rental Income: $3005 Airbnb ROI: 6.87% Traditional ROI: 4.24%
2086 JUDITH PLACE Longwood, FL Under contract-accepting backup offers. ***Multiple offers have been made. Seller is reque...	4 beds \| 2 baths \| 2,763 sq.ft.	$714,900	Airbnb cash on cash: 4.77% Traditional cash on cash: 3.05% Airbnb Rental Income: $5377 Traditional Rental Income: $3145 Airbnb ROI: 4.77% Traditional ROI: 3.05%
211 FAIRWAY DRIVE #211 Longwood, FL Welcome to this charming condo located in the highly sought-after, gated community of The ...	3 beds \| 2 baths \| 1,496 sq.ft.	$200,000	Airbnb cash on cash: 7.2% Traditional cash on cash: 5.01% Airbnb Rental Income: $3221 Traditional Rental Income: $2080 Airbnb ROI: 7.2% Traditional ROI: 5.01%
115 TOMOKA TRAIL #115 Longwood, FL One or more photo(s) has been virtually staged. One or more photo(s) has been virtually st...	3 beds \| 2 baths \| 1,590 sq.ft.	$289,000	Airbnb cash on cash: 6.25% Traditional cash on cash: 5.35% Airbnb Rental Income: $3221 Traditional Rental Income: $2250 Airbnb ROI: 6.25% Traditional ROI: 5.35%
641 E CHURCH AVENUE Longwood, FL Ready to save money on gas, your utility bills and home maintenance ? Welcome home to 641 ...	3 beds \| 2 baths \| 1,537 sq.ft.	$365,000	Airbnb cash on cash: 5.59% Traditional cash on cash: 4.88% Airbnb Rental Income: $3221 Traditional Rental Income: $2253 Airbnb ROI: 5.59% Traditional ROI: 4.88%
205 HICKORY DRIVE Longwood, FL Beautifully Updated Pool Home in Sweetwater Oaks! Welcome to this stunning 4-bedroom, 2-ba...	4 beds \| 2 baths \| 1,867 sq.ft.	$599,900	Airbnb cash on cash: 5.66% Traditional cash on cash: 2.85% Airbnb Rental Income: $5377 Traditional Rental Income: $2718 Airbnb ROI: 5.66% Traditional ROI: 2.85%
2681 AZALEA DRIVE Longwood, FL Enjoy the best of Longwood living in this charming 3-bedroom, 2-bath home on a spacious qu...	3 beds \| 2 baths \| 1,399 sq.ft.	$375,000	Airbnb cash on cash: 4.79% Traditional cash on cash: 3.36% Airbnb Rental Income: $3221 Traditional Rental Income: $1994 Airbnb ROI: 4.79% Traditional ROI: 3.36%
364 HOWARD BOULEVARD Longwood, FL Welcome to this charming 3-bedroom, 2-bath home tucked away at the end of a quiet dead-end...	3 beds \| 2 baths \| 1,400 sq.ft.	$375,000	Airbnb cash on cash: 5.25% Traditional cash on cash: 4.19% Airbnb Rental Income: $3221 Traditional Rental Income: $2122 Airbnb ROI: 5.25% Traditional ROI: 4.19%
182 CITRUS TREE LANE Longwood, FL Welcome to this Charming, Beautifully Maintained 4-Bedroom, 2-Bath POOL Home located in th...	4 beds \| 2 baths \| 1,759 sq.ft.	$488,000	Airbnb cash on cash: 7.01% Traditional cash on cash: 3.65% Airbnb Rental Income: $5377 Traditional Rental Income: $2759 Airbnb ROI: 7.01% Traditional ROI: 3.65%
345 W HORNBEAM DRIVE Longwood, FL Exquisite Modern Renovation in Sabal Point! Welcome to this stunningly remodeled 4-bedroo...	4 beds \| 2 baths \| 2,177 sq.ft.	$634,900	Airbnb cash on cash: 5.42% Traditional cash on cash: 3.44% Airbnb Rental Income: $5377 Traditional Rental Income: $3118 Airbnb ROI: 5.42% Traditional ROI: 3.44%
1051 ARDEN STREET Longwood, FL Welcome to this beautifully maintained 3-bedroom, 2-bathroom single-family home nestled in...	3 beds \| 2 baths \| 1,284 sq.ft.	$365,000	Airbnb cash on cash: 5.66% Traditional cash on cash: 4.11% Airbnb Rental Income: $3221 Traditional Rental Income: $1964 Airbnb ROI: 5.66% Traditional ROI: 4.11%
2040 E TRIANGLE DRIVE Longwood, FL NEW PRICE REDUCTION! Now priced below market value. Charming, Updated 3-Bedroom Home ...	3 beds \| 2 baths \| 1,283 sq.ft.	$350,000	Airbnb cash on cash: 5.33% Traditional cash on cash: 3.56% Airbnb Rental Income: $3221 Traditional Rental Income: $1912 Airbnb ROI: 5.33% Traditional ROI: 3.56%
165 FIG TREE RUN Longwood, FL Welcome to 165 FIG TREE RUN, A Beautifully Updated Pool Home in the Gated Longwood Club Ne...	4 beds \| 2 baths \| 2,121 sq.ft.	$550,000	Airbnb cash on cash: 5.7% Traditional cash on cash: 3.07% Airbnb Rental Income: $5377 Traditional Rental Income: $2936 Airbnb ROI: 5.7% Traditional ROI: 3.07%
358 WINCHESTER COURT Longwood, FL Renovated 3-bedroom, 2.5-bath townhome in Governorâs Point with kitchen and primary bath...	3 beds \| 3 baths \| 1,682 sq.ft.	$345,000	Airbnb cash on cash: 3.46% Traditional cash on cash: 2.5% Airbnb Rental Income: $3221 Traditional Rental Income: $2181 Airbnb ROI: 3.46% Traditional ROI: 2.5%
4 HUDSON COVE Longwood, FL Fully Renovated 4-Bedroom Pool Home in the Heart of Central Florida. Welcome home! This...	4 beds \| 3 baths \| 2,263 sq.ft.	$579,999	Airbnb cash on cash: 5.77% Traditional cash on cash: 2.79% Airbnb Rental Income: $5377 Traditional Rental Income: $2678 Airbnb ROI: 5.77% Traditional ROI: 2.79%
674 PINE SHADOW COURT Longwood, FL Discover this beautifully maintained 4-bedroom, 3-bath home in the sought-after Sabal Poin...	4 beds \| 3 baths \| 2,754 sq.ft.	$710,000	Airbnb cash on cash: 4.75% Traditional cash on cash: 3.41% Airbnb Rental Income: $5377 Traditional Rental Income: $3403 Airbnb ROI: 4.75% Traditional ROI: 3.41%
342 MAPLE DRIVE Longwood, FL This amazing, meticulously remodeled one-story pool home offers an exceptional location fa...	4 beds \| 3 baths \| 2,799 sq.ft.	$844,000	Airbnb cash on cash: 3.66% Traditional cash on cash: 2.79% Airbnb Rental Income: $5377 Traditional Rental Income: $3609 Airbnb ROI: 3.66% Traditional ROI: 2.79%
223 ROYAL OAKS CIRCLE Longwood, FL IMPROVED PRICE! One of the BEST VALUES per square foot in Sweetwater Oaks! Welcome to one...	4 beds \| 2 baths \| 2,842 sq.ft.	$639,900	Airbnb cash on cash: 5.87% Traditional cash on cash: 3.23% Airbnb Rental Income: $5377 Traditional Rental Income: $2711 Airbnb ROI: 5.87% Traditional ROI: 3.23%
1510 PELICAN STREET Longwood, FL 3-bed, 2-bath residence nestled on a serene, tree-lined street in one of Longwoodâs DESI...	3 beds \| 2 baths \| 1,269 sq.ft.	$332,000	Airbnb cash on cash: 5.34% Traditional cash on cash: 3.67% Airbnb Rental Income: $3221 Traditional Rental Income: $1973 Airbnb ROI: 5.34% Traditional ROI: 3.67%
154 GOLF CLUB DRIVE #154 Longwood, FL NEW PRICE! and SELLER IS OFFERING HOA CREDIT - $500 PER MONTH FOR ONE YEAR ($6,000) with a...	3 beds \| 2 baths \| 1,679 sq.ft.	$369,000	Airbnb cash on cash: 3.15% Traditional cash on cash: 2.37% Airbnb Rental Income: $3221 Traditional Rental Income: $2224 Airbnb ROI: 3.15% Traditional ROI: 2.37%
722 EAGLE AVENUE Longwood, FL Investor Goldmine in Longwood! Attention flippers, rehabbers, and savvy investors â This...	3 beds \| 2 baths \| 1,548 sq.ft.	$299,000	Airbnb cash on cash: 6.04% Traditional cash on cash: 4.82% Airbnb Rental Income: $3221 Traditional Rental Income: $2153 Airbnb ROI: 6.04% Traditional ROI: 4.82%
3 HORSEMAN COVE Longwood, FL Under contract-accepting backup offers. BACK ON THE MARKET --- NO FAULT OF THE SELLERS!!! ...	4 beds \| 3 baths \| 2,568 sq.ft.	$505,000	Airbnb cash on cash: 7.21% Traditional cash on cash: 5.6% Airbnb Rental Income: $5377 Traditional Rental Income: $3529 Airbnb ROI: 7.21% Traditional ROI: 5.6%
3277 LAKEVIEW OAKS DRIVE Longwood, FL Under contract-accepting backup offers. One or more photo(s) has been virtually staged. We...	4 beds \| 4 baths \| 4,190 sq.ft.	$1,290,000	Airbnb cash on cash: 1.5% Traditional cash on cash: -0.41% Airbnb Rental Income: $5377 Traditional Rental Income: $1990 Airbnb ROI: 1.5% Traditional ROI: -0.41%
203 RED BUD LANE Longwood, FL Under contract-accepting backup offers. Seller Motivated! Newly Remodeled executive home w...	4 beds \| 3 baths \| 3,219 sq.ft.	$549,000	Airbnb cash on cash: 5.59% Traditional cash on cash: 3.66% Airbnb Rental Income: $5377 Traditional Rental Income: $3303 Airbnb ROI: 5.59% Traditional ROI: 3.66%
118 SHOMATE DRIVE Longwood, FL Under contract-accepting backup offers. One or more photo(s) has been virtually staged. We...	4 beds \| 2 baths \| 1,860 sq.ft.	$375,000	Airbnb cash on cash: 9.88% Traditional cash on cash: 4.71% Airbnb Rental Income: $5377 Traditional Rental Income: $2470 Airbnb ROI: 9.88% Traditional ROI: 4.71%
1821 STANLEY STREET Longwood, FL Seller will consider assisting buyer with closing cost and rate by down or other credits. ...	3 beds \| 2 baths \| 2,567 sq.ft.	$490,000	Airbnb cash on cash: 3.63% Traditional cash on cash: 3.48% Airbnb Rental Income: $3221 Traditional Rental Income: $2427 Airbnb ROI: 3.63% Traditional ROI: 3.48%
322 N SHADOWBAY BOULEVARD Longwood, FL Welcome to Lake Vista at Shadowbay - No HOA and No Restrictions! This beautiful and well-m...	3 beds \| 2 baths \| 1,599 sq.ft.	$559,000	Airbnb cash on cash: 3.19% Traditional cash on cash: 2.99% Airbnb Rental Income: $3221 Traditional Rental Income: $2395 Airbnb ROI: 3.19% Traditional ROI: 2.99%
1651 KENLYN DRIVE Longwood, FL This beautiful home is ready to be loved by new owners! Featuring 3 bedrooms, 2 bathrooms,...	3 beds \| 2 baths \| 1,687 sq.ft.	$375,000	Airbnb cash on cash: 4.58% Traditional cash on cash: 3.58% Airbnb Rental Income: $3221 Traditional Rental Income: $2142 Airbnb ROI: 4.58% Traditional ROI: 3.58%
215 NOB HILL CIRCLE Longwood, FL Looking for a deal? Fix and FLIP! LOCATION AND LAKEVIEW are ONE OF A KIND! Best deal on th...	4 beds \| 3 baths \| 2,538 sq.ft.	$500,000	Airbnb cash on cash: 7.5% Traditional cash on cash: 5.75% Airbnb Rental Income: $5377 Traditional Rental Income: $3475 Airbnb ROI: 7.5% Traditional ROI: 5.75%
1581 MONICA JOY CIRCLE Longwood, FL Just Appraised! Located in TOP RATED SEMINOLE COUNTY SCHOOL DISTRICT. Single story ranch h...	4 beds \| 2 baths \| 2,073 sq.ft.	$469,900	Airbnb cash on cash: 7.97% Traditional cash on cash: 4.04% Airbnb Rental Income: $5377 Traditional Rental Income: $2564 Airbnb ROI: 7.97% Traditional ROI: 4.04%
975 CROSS CUT WAY Longwood, FL Beautiful 4 bedroom 2.5 bathroom home Freshly Painted with Luxury Vinyl flooring and Stain...	4 beds \| 3 baths \| 2,289 sq.ft.	$475,000	Airbnb cash on cash: 7.08% Traditional cash on cash: 4.14% Airbnb Rental Income: $5377 Traditional Rental Income: $2982 Airbnb ROI: 7.08% Traditional ROI: 4.14%
2090 PRAIRIE SAGE LANE Longwood, FL Price Improvement! Welcome to this beautiful 4-bedroom, 2.5-bath home built in 2021, of...	4 beds \| 3 baths \| 2,471 sq.ft.	$550,000	Airbnb cash on cash: 5.66% Traditional cash on cash: 2.78% Airbnb Rental Income: $5377 Traditional Rental Income: $2813 Airbnb ROI: 5.66% Traditional ROI: 2.78%
218 W MAGNOLIA AVENUE Longwood, FL Under contract-accepting backup offers. 2025 TOTAL RENOVATION - PRICE IMPROVEMENT. Fully I...	3 beds \| 2 baths \| 1,574 sq.ft.	$381,000	Airbnb cash on cash: 4.69% Traditional cash on cash: 3.74% Airbnb Rental Income: $3221 Traditional Rental Income: $2157 Airbnb ROI: 4.69% Traditional ROI: 3.74%
154 SHADOW TRAIL Longwood, FL Welcome to 154 Shadow Trail, a beautifully renovated pool home nestled in the heart of Lon...	3 beds \| 2 baths \| 1,417 sq.ft.	$439,900	Airbnb cash on cash: 3.74% Traditional cash on cash: 3.19% Airbnb Rental Income: $3221 Traditional Rental Income: $2270 Airbnb ROI: 3.74% Traditional ROI: 3.19%
2330 PLEASANT DRIVE Longwood, FL Completely renovated and move-in ready, this beautifully updated 3-bedroom, 2-bath pool ho...	3 beds \| 2 baths \| 1,745 sq.ft.	$450,000	Airbnb cash on cash: 4.31% Traditional cash on cash: 4.3% Airbnb Rental Income: $3221 Traditional Rental Income: $2491 Airbnb ROI: 4.31% Traditional ROI: 4.3%
821 SUTTER LOOP Longwood, FL NEW PRICE Improvement Aug 03! NEW ROOF April 2025! No HOA fees! Room for a Pool! Welcome ...	4 beds \| 2 baths \| 2,074 sq.ft.	$445,000	Airbnb cash on cash: 8.49% Traditional cash on cash: 4.56% Airbnb Rental Income: $5377 Traditional Rental Income: $2655 Airbnb ROI: 8.49% Traditional ROI: 4.56%
1440 SUZANNE WAY Longwood, FL Under contract-accepting backup offers. Seller offering up to $10,000 credit towards rate ...	4 beds \| 2 baths \| 2,225 sq.ft.	$550,000	Airbnb cash on cash: 6.5% Traditional cash on cash: 3.88% Airbnb Rental Income: $5377 Traditional Rental Income: $2945 Airbnb ROI: 6.5% Traditional ROI: 3.88%
1006 HANGING VINE POINT Longwood, FL WHOLE HOUSE REPLUMB AND BRAND NEW ARCHITECTURAL ROOF (June, 2025)!! With these significant...	4 beds \| 3 baths \| 2,540 sq.ft.	$654,900	Airbnb cash on cash: 5.21% Traditional cash on cash: 3.89% Airbnb Rental Income: $5377 Traditional Rental Income: $3488 Airbnb ROI: 5.21% Traditional ROI: 3.89%
335 RUTH BOULEVARD Longwood, FL Under Construction. Brand-New Custom Home in Prime Longwood Location-No HOA! This custom-b...	4 beds \| 3 baths \| 2,014 sq.ft.	$585,000	Airbnb cash on cash: 6.53% Traditional cash on cash: 3.61% Airbnb Rental Income: $5377 Traditional Rental Income: $2698 Airbnb ROI: 6.53% Traditional ROI: 3.61%
278 ACORN DRIVE Longwood, FL Under contract-accepting backup offers. Builder is willing contribute up to $10,000 toward...	4 beds \| 3 baths \| 2,512 sq.ft.	$589,990	Airbnb cash on cash: 6.36% Traditional cash on cash: 3.73% Airbnb Rental Income: $5377 Traditional Rental Income: $2842 Airbnb ROI: 6.36% Traditional ROI: 3.73%

Vacation Rentals in Longwood

There are 82 vacation rental properties available for sale in the city of Longwood . The median list price of Airbnb properties available for sale in Longwood is $465,000 and the average price per square foot is $220. 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 82 Airbnb properties available for sale in Longwood.

In 2025, the best neighborhood to buy short term rental property is Longwood.

In September 2025, 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

12 HORSEMAN COVE

Longwood, FL

4 beds | 2 baths | 2,265 sq.ft.

$524,999

Airbnb cash on cash: 6.87%

Traditional cash on cash: 4.24%

Airbnb Rental Income: $5377

Traditional Rental Income: $3005

Airbnb ROI: 6.87%

Traditional ROI: 4.24%

2086 JUDITH PLACE

Longwood, FL

4 beds | 2 baths | 2,763 sq.ft.

$714,900

Airbnb cash on cash: 4.77%

Traditional cash on cash: 3.05%

Airbnb Rental Income: $5377

Traditional Rental Income: $3145

Airbnb ROI: 4.77%

Traditional ROI: 3.05%

211 FAIRWAY DRIVE #211

Longwood, FL

3 beds | 2 baths | 1,496 sq.ft.

$200,000

Airbnb cash on cash: 7.2%

Traditional cash on cash: 5.01%

Airbnb Rental Income: $3221

Traditional Rental Income: $2080

Airbnb ROI: 7.2%

Traditional ROI: 5.01%

115 TOMOKA TRAIL #115

Longwood, FL

3 beds | 2 baths | 1,590 sq.ft.

$289,000

Airbnb cash on cash: 6.25%

Traditional cash on cash: 5.35%

Airbnb Rental Income: $3221

Traditional Rental Income: $2250

Airbnb ROI: 6.25%

Traditional ROI: 5.35%

641 E CHURCH AVENUE

Longwood, FL

3 beds | 2 baths | 1,537 sq.ft.

$365,000

Airbnb cash on cash: 5.59%

Traditional cash on cash: 4.88%

Airbnb Rental Income: $3221

Traditional Rental Income: $2253

Airbnb ROI: 5.59%

Traditional ROI: 4.88%

205 HICKORY DRIVE

Longwood, FL

4 beds | 2 baths | 1,867 sq.ft.

$599,900

Airbnb cash on cash: 5.66%

Traditional cash on cash: 2.85%

Airbnb Rental Income: $5377

Traditional Rental Income: $2718

Airbnb ROI: 5.66%

Traditional ROI: 2.85%

2681 AZALEA DRIVE

Longwood, FL

3 beds | 2 baths | 1,399 sq.ft.

$375,000

Airbnb cash on cash: 4.79%

Traditional cash on cash: 3.36%

Airbnb Rental Income: $3221

Traditional Rental Income: $1994

Airbnb ROI: 4.79%

Traditional ROI: 3.36%

364 HOWARD BOULEVARD

Longwood, FL

3 beds | 2 baths | 1,400 sq.ft.

$375,000

Airbnb cash on cash: 5.25%

Traditional cash on cash: 4.19%

Airbnb Rental Income: $3221

Traditional Rental Income: $2122

Airbnb ROI: 5.25%