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
421 MEADOWRIDGE Cove Longwood, FL Welcome to this beautiful 4 bedroom 2 1/2 bath 2 STORY home in the exclusive gated communi...	4 beds \| 3 baths \| 3,048 sq.ft.	$630,000	Airbnb cash on cash: 2.33% Traditional cash on cash: 1.97% Airbnb Rental Income: $3875 Traditional Rental Income: $2828 Airbnb ROI: 2.33% Traditional ROI: 1.97%
2260 W CLASSIC COURT Longwood, FL LAKE BRANTLEY CORNER LOT! Welcome to lakefront living at its finest! Set on over 3/4 acre,...	5 beds \| 3 baths \| 3,643 sq.ft.	$1,500,000	Airbnb cash on cash: 4.18% Traditional cash on cash: 0.79% Airbnb Rental Income: $10706 Traditional Rental Income: $4008 Airbnb ROI: 4.18% Traditional ROI: 0.79%
1715 SUNSET Drive Longwood, FL Virtually Staged. Welcome to this inviting single-story home in Longwood, offering a brigh...	3 beds \| 2 baths \| 1,344 sq.ft.	$312,500	Airbnb cash on cash: 5.62% Traditional cash on cash: 5% Airbnb Rental Income: $2991 Traditional Rental Income: $2119 Airbnb ROI: 5.62% Traditional ROI: 5%
1341 S RIDGE LAKE Circle Longwood, FL **This house comes with a REDUCED RATE through the seller's preferred lender. This is a le...	4 beds \| 2 baths \| 1,971 sq.ft.	$474,900	Airbnb cash on cash: 4.55% Traditional cash on cash: 3.58% Airbnb Rental Income: $3875 Traditional Rental Income: $2611 Airbnb ROI: 4.55% Traditional ROI: 3.58%
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: 4.82% Traditional cash on cash: 3.59% Airbnb Rental Income: $2991 Traditional Rental Income: $1912 Airbnb ROI: 4.82% Traditional ROI: 3.59%
880 Seminole Avenue Longwood, FL Welcome to this spacious 3-bedroom, 1.5 bath pool home in Longwood, FL, offering comfortab...	3 beds \| 2 baths \| 1,431 sq.ft.	$388,000	Airbnb cash on cash: 4.06% Traditional cash on cash: 2.58% Airbnb Rental Income: $2991 Traditional Rental Income: $1768 Airbnb ROI: 4.06% Traditional ROI: 2.58%
305 SWEETWATER CLUB Circle Longwood, FL Welcome home to this stunning, fully renovated home sitting on 1.51 acres in the coveted S...	5 beds \| 6 baths \| 4,975 sq.ft.	$1,388,000	Airbnb cash on cash: 4.63% Traditional cash on cash: 4.07% Airbnb Rental Income: $10706 Traditional Rental Income: $8006 Airbnb ROI: 4.63% Traditional ROI: 4.07%
101 CHERRY HILL Circle Longwood, FL This 4 bedrooms/3 bathrooms home is ideal for families and those who enjoy entertaining. R...	4 beds \| 3 baths \| 2,359 sq.ft.	$699,000	Airbnb cash on cash: 2.6% Traditional cash on cash: 2.49% Airbnb Rental Income: $3875 Traditional Rental Income: $2973 Airbnb ROI: 2.6% Traditional ROI: 2.49%
2083 BILTMORE Point Longwood, FL Short Sale. Short-sale opportunity on 1.71 acres in one of Longwood's most desirable conse...	5 beds \| 4 baths \| 4,688 sq.ft.	$1,100,000	Airbnb cash on cash: 5.93% Traditional cash on cash: 1.72% Airbnb Rental Income: $10706 Traditional Rental Income: $4430 Airbnb ROI: 5.93% Traditional ROI: 1.72%
284 ISLAND SOUND Court Longwood, FL NEW PRICE-NOW OFFERED AT $759,900. Discover refined single-story living in The Retreat at ...	4 beds \| 3 baths \| 2,692 sq.ft.	$759,900	Airbnb cash on cash: 2.03% Traditional cash on cash: 1.81% Airbnb Rental Income: $3875 Traditional Rental Income: $2884 Airbnb ROI: 2.03% Traditional ROI: 1.81%
302 SAND TRAP Cove #302 Longwood, FL Virtually Staged. Welcome to 302 Sand Trap Cove, a charming one-story villa located in the...	3 beds \| 2 baths \| 1,648 sq.ft.	$279,000	Airbnb cash on cash: 6.3% Traditional cash on cash: 5.27% Airbnb Rental Income: $2991 Traditional Rental Income: $2031 Airbnb ROI: 6.3% Traditional ROI: 5.27%
710 East Court Longwood, FL Welcome to this well-maintained property located in the heart of Longwood! This home offer...	4 beds \| 2 baths \| 1,533 sq.ft.	$330,000	Airbnb cash on cash: 7.56% Traditional cash on cash: 5.93% Airbnb Rental Income: $3875 Traditional Rental Income: $2534 Airbnb ROI: 7.56% Traditional ROI: 5.93%
825 E CHURCH AVE Longwood, FL MOTIVATED SELLER HUGE PRICE ADJUSTMENT . Welcome to this beautifully remodeled single-fami...	3 beds \| 2 baths \| 1,050 sq.ft.	$322,000	Airbnb cash on cash: 5.58% Traditional cash on cash: 3.22% Airbnb Rental Income: $2991 Traditional Rental Income: $1590 Airbnb ROI: 5.58% Traditional ROI: 3.22%
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: 5.94% Traditional cash on cash: 4.35% Airbnb Rental Income: $2991 Traditional Rental Income: $1855 Airbnb ROI: 5.94% Traditional ROI: 4.35%
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.	$329,900	Airbnb cash on cash: 3.74% Traditional cash on cash: 2.68% Airbnb Rental Income: $2991 Traditional Rental Income: $1975 Airbnb ROI: 3.74% Traditional ROI: 2.68%
612 ROGUE Drive Longwood, FL Welcome to refined, low maintenance living in one of Longwood's most desirable gated commu...	3 beds \| 3 baths \| 1,438 sq.ft.	$339,900	Airbnb cash on cash: 3.49% Traditional cash on cash: 3.08% Airbnb Rental Income: $2991 Traditional Rental Income: $2170 Airbnb ROI: 3.49% Traditional ROI: 3.08%
110 HOLDERNESS Drive Longwood, FL Best priced 3 bedroom 2 bath home in wonderful Wekiva ! Light and bright three bedroom, tw...	3 beds \| 2 baths \| 1,775 sq.ft.	$425,000	Airbnb cash on cash: 3.35% Traditional cash on cash: 3.26% Airbnb Rental Income: $2991 Traditional Rental Income: $2270 Airbnb ROI: 3.35% Traditional ROI: 3.26%
986 GRAND WILDMERE Cove Longwood, FL LISTED AT APPRAISED VALUE! Built in 2020, this townhome offers low maintenance living with...	3 beds \| 3 baths \| 1,743 sq.ft.	$350,000	Airbnb cash on cash: 4.26% Traditional cash on cash: 4.12% Airbnb Rental Income: $2991 Traditional Rental Income: $2258 Airbnb ROI: 4.26% Traditional ROI: 4.12%
309 HICKORY Drive Longwood, FL Virtually Staged. NEW ROOF Prior to closing on this Move-In Ready Pool Home in Sweetwater ...	4 beds \| 2 baths \| 1,852 sq.ft.	$520,000	Airbnb cash on cash: 4.32% Traditional cash on cash: 3.66% Airbnb Rental Income: $3875 Traditional Rental Income: $2719 Airbnb ROI: 4.32% Traditional ROI: 3.66%
917 OXFORD Street Longwood, FL Great for an investor! Property is being sold with the other 2 properties on the same prem...	4 beds \| 2 baths \| 1,837 sq.ft.	$575,000	Airbnb cash on cash: 3.86% Traditional cash on cash: 2.52% Airbnb Rental Income: $3875 Traditional Rental Income: $2323 Airbnb ROI: 3.86% Traditional ROI: 2.52%
214 E CHURCH Avenue Longwood, FL This beautifully maintained 3-bedroom, 2.5-bath townhome was built in 2023 and has been ba...	3 beds \| 3 baths \| 1,488 sq.ft.	$366,000	Airbnb cash on cash: 4.24% Traditional cash on cash: 3.67% Airbnb Rental Income: $2991 Traditional Rental Income: $2108 Airbnb ROI: 4.24% Traditional ROI: 3.67%
1930 LONG POND Drive Longwood, FL Situated on more than 1 ACRE in Longwood's desirable Mandarin community with no HOA, this ...	5 beds \| 3 baths \| 2,704 sq.ft.	$1,199,000	Airbnb cash on cash: 6.21% Traditional cash on cash: 1.66% Airbnb Rental Income: $10706 Traditional Rental Income: $3660 Airbnb ROI: 6.21% Traditional ROI: 1.66%
573 SHINING ARMOR Lane Longwood, FL Nestled within a desirable gated community, this beautifully maintained 3-bedroom, 2.5-bat...	3 beds \| 3 baths \| 1,705 sq.ft.	$379,000	Airbnb cash on cash: 4.59% Traditional cash on cash: 3.91% Airbnb Rental Income: $2991 Traditional Rental Income: $2064 Airbnb ROI: 4.59% Traditional ROI: 3.91%
211 STEVENAGE Drive Longwood, FL Wekiva Hills - 4 Bedroom (split plan), 2 baths, Kitchen, Baths and Laundry (with sink) hav...	4 beds \| 2 baths \| 1,974 sq.ft.	$469,900	Airbnb cash on cash: 5.04% Traditional cash on cash: 3.81% Airbnb Rental Income: $3875 Traditional Rental Income: $2498 Airbnb ROI: 5.04% Traditional ROI: 3.81%
611 PHEASANT Avenue Longwood, FL Virtually Staged. Highly sought after Seminole County Pool Home on a Corner Lot for under ...	3 beds \| 2 baths \| 1,185 sq.ft.	$349,900	Airbnb cash on cash: 4.91% Traditional cash on cash: 4.19% Airbnb Rental Income: $2991 Traditional Rental Income: $2065 Airbnb ROI: 4.91% Traditional ROI: 4.19%
211 HICKORY Drive Longwood, FL Virtually Staged. Buyer's financing fell through...their loss is your opportunity to live ...	4 beds \| 2 baths \| 2,033 sq.ft.	$500,000	Airbnb cash on cash: 4.83% Traditional cash on cash: 4.52% Airbnb Rental Income: $3875 Traditional Rental Income: $2893 Airbnb ROI: 4.83% Traditional ROI: 4.52%
420 SUMMIT RIDGE Place #316 Longwood, FL Welcome to this beautifully maintained 3-bedroom, 2-bath unit in the GATED Residences at S...	3 beds \| 2 baths \| 1,586 sq.ft.	$235,000	Airbnb cash on cash: 7.78% Traditional cash on cash: 7.1% Airbnb Rental Income: $2991 Traditional Rental Income: $2154 Airbnb ROI: 7.78% Traditional ROI: 7.1%
113 SANDY OAKS Place Longwood, FL Virtually Staged. ONE-OF-A-KIND ESTATE ON NEARLY AN ACRE \| ATTACHED IN-LAW SUITE + DETACHE...	5 beds \| 4 baths \| 3,750 sq.ft.	$1,499,000	Airbnb cash on cash: 4.41% Traditional cash on cash: 1.56% Airbnb Rental Income: $10706 Traditional Rental Income: $4758 Airbnb ROI: 4.41% Traditional ROI: 1.56%
3450 FOXMEADOW Court Longwood, FL Custom estate home on an oversized lot in the 24-hour guard-gated community of Alaqua Lake...	5 beds \| 5 baths \| 4,092 sq.ft.	$1,750,000	Airbnb cash on cash: 3.55% Traditional cash on cash: 1.93% Airbnb Rental Income: $10706 Traditional Rental Income: $6104 Airbnb ROI: 3.55% Traditional ROI: 1.93%
259 SILK BAY Place Longwood, FL Welcome home to Crystal Creek in Longwood and this BEAUTIFULLY MAINTAINED 4-Bedroom, 2-Bat...	4 beds \| 2 baths \| 2,004 sq.ft.	$499,000	Airbnb cash on cash: 4.98% Traditional cash on cash: 4.75% Airbnb Rental Income: $3875 Traditional Rental Income: $2937 Airbnb ROI: 4.98% Traditional ROI: 4.75%
190 CANTERCLUB Trail NW Longwood, FL LOCATION, LOCATION!!! Welcome to this Beautiful, Meticulously Maintained Split 4-Bedroom, ...	4 beds \| 3 baths \| 2,318 sq.ft.	$539,900	Airbnb cash on cash: 4.4% Traditional cash on cash: 4.31% Airbnb Rental Income: $3875 Traditional Rental Income: $2992 Airbnb ROI: 4.4% Traditional ROI: 4.31%

Vacation Rentals in Longwood

There are 46 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 $173. The cash on cash return on vacation rentals in Longwood is 4.00%. The average monthly short term rental income in Longwood is $2,991.

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

There are 46 Airbnb properties available for sale in Longwood.

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

In September 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

421 MEADOWRIDGE Cove

Longwood, FL

4 beds | 3 baths | 3,048 sq.ft.

$630,000

Airbnb cash on cash: 2.33%

Traditional cash on cash: 1.97%

Airbnb Rental Income: $3875

Traditional Rental Income: $2828

Airbnb ROI: 2.33%

Traditional ROI: 1.97%

2260 W CLASSIC COURT

Longwood, FL

5 beds | 3 baths | 3,643 sq.ft.

$1,500,000

Airbnb cash on cash: 4.18%

Traditional cash on cash: 0.79%

Airbnb Rental Income: $10706

Traditional Rental Income: $4008

Airbnb ROI: 4.18%

Traditional ROI: 0.79%

1715 SUNSET Drive

Longwood, FL

3 beds | 2 baths | 1,344 sq.ft.

$312,500

Airbnb cash on cash: 5.62%

Traditional cash on cash: 5%

Airbnb Rental Income: $2991

Traditional Rental Income: $2119

Airbnb ROI: 5.62%

Traditional ROI: 5%

1341 S RIDGE LAKE Circle

Longwood, FL

4 beds | 2 baths | 1,971 sq.ft.

$474,900

Airbnb cash on cash: 4.55%

Traditional cash on cash: 3.58%

Airbnb Rental Income: $3875

Traditional Rental Income: $2611

Airbnb ROI: 4.55%

Traditional ROI: 3.58%

2040 E TRIANGLE Drive

Longwood, FL

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

$340,000

Airbnb cash on cash: 4.82%

Traditional cash on cash: 3.59%

Airbnb Rental Income: $2991

Traditional Rental Income: $1912

Airbnb ROI: 4.82%

Traditional ROI: 3.59%

880 Seminole Avenue

Longwood, FL

3 beds | 2 baths | 1,431 sq.ft.

$388,000

Airbnb cash on cash: 4.06%

Traditional cash on cash: 2.58%

Airbnb Rental Income: $2991

Traditional Rental Income: $1768

Airbnb ROI: 4.06%

Traditional ROI: 2.58%

305 SWEETWATER CLUB Circle

Longwood, FL

5 beds | 6 baths | 4,975 sq.ft.

$1,388,000

Airbnb cash on cash: 4.63%

Traditional cash on cash: 4.07%

Airbnb Rental Income: $10706

Traditional Rental Income: $8006

Airbnb ROI: 4.63%

Traditional ROI: 4.07%

101 CHERRY HILL Circle

Longwood, FL

4 beds | 3 baths | 2,359 sq.ft.

$699,000

Airbnb cash on cash: 2.6%

Traditional cash on cash: 2.49%

Airbnb Rental Income: $3875

Traditional Rental Income: $2973

Airbnb ROI: 2.6%