Airbnb Properties for Sale in Leesburg, FL

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

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

Airbnb For Sale in Leesburg, FL

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PROPERTY	DETAILS	SALE PRICE	INVESTMENT PERFORMANCE
5552 KING JAMES AVENUE Leesburg, FL TRULY A MUST SEE SINGLE-STORY CBS HOME located in the desirable 55+ GATED COMMUNITY of Roy...	3 beds \| 2 baths \| 1,469 sq.ft.	$282,000	Airbnb cash on cash: 6.14% Traditional cash on cash: 5.47% Airbnb Rental Income: $3164 Traditional Rental Income: $2270 Airbnb ROI: 6.14% Traditional ROI: 5.47%
2309 Angel Fish Loop Leesburg, FL 3/2/2 CBS Home where Rustic Elegance Meets Modern Comfort. Experience the perfect blend of...	3 beds \| 2 baths \| 1,337 sq.ft.	$329,000	Airbnb cash on cash: 5.46% Traditional cash on cash: 4.38% Airbnb Rental Income: $3164 Traditional Rental Income: $2115 Airbnb ROI: 5.46% Traditional ROI: 4.38%
26822 BULL RUN Leesburg, FL Exceptional view from one of the top lots in the entire community. It is open at the rear ...	3 beds \| 2 baths \| 1,602 sq.ft.	$324,000	Airbnb cash on cash: 4.59% Traditional cash on cash: 4.37% Airbnb Rental Income: $3164 Traditional Rental Income: $2380 Airbnb ROI: 4.59% Traditional ROI: 4.37%
12114 EAGLE POINT COURT Leesburg, FL Where golden sunsets melt into shimmering water and every day feels like a private escape,...	4 beds \| 3 baths \| 2,570 sq.ft.	$1,199,000	Airbnb cash on cash: 1.8% Traditional cash on cash: 1.49% Airbnb Rental Income: $5065 Traditional Rental Income: $3689 Airbnb ROI: 1.8% Traditional ROI: 1.49%
5133 LINKS LANE Leesburg, FL Welcome home to this lovely 3 Bed 2 Bath home in your Gated, Golf Community of Royal Highl...	3 beds \| 2 baths \| 1,701 sq.ft.	$269,900	Airbnb cash on cash: 5.74% Traditional cash on cash: 5.42% Airbnb Rental Income: $3164 Traditional Rental Income: $2367 Airbnb ROI: 5.74% Traditional ROI: 5.42%
109 N OAKLAND STREET Leesburg, FL Under contract-accepting backup offers. This charming property at 109 N Oakland Street off...	3 beds \| 2 baths \| 1,512 sq.ft.	$242,400	Airbnb cash on cash: 8.11% Traditional cash on cash: 7.96% Airbnb Rental Income: $3164 Traditional Rental Income: $2414 Airbnb ROI: 8.11% Traditional ROI: 7.96%
31631 BROADWATER AVENUE Leesburg, FL Welcome to your next chapter in one of Leesburg's most desirable residential pockets, wher...	4 beds \| 2 baths \| 2,140 sq.ft.	$344,999	Airbnb cash on cash: 9.43% Traditional cash on cash: 5.76% Airbnb Rental Income: $4837 Traditional Rental Income: $2651 Airbnb ROI: 9.43% Traditional ROI: 5.76%
30437 ORANGE DRIVE Leesburg, FL Welcome to this beautifully renovated 3-bedroom, 2-bathroom lakefront home with a detached...	4 beds \| 3 baths \| 2,665 sq.ft.	$829,900	Airbnb cash on cash: 3.11% Traditional cash on cash: 0.66% Airbnb Rental Income: $4837 Traditional Rental Income: $1948 Airbnb ROI: 3.11% Traditional ROI: 0.66%
5000 LONG MEADOW DRIVE Leesburg, FL Under contract-accepting backup offers. 5000 Long Meadow Drive offers a beautifully mainta...	3 beds \| 3 baths \| 1,954 sq.ft.	$455,000	Airbnb cash on cash: 3.17% Traditional cash on cash: 3% Airbnb Rental Income: $3164 Traditional Rental Income: $2377 Airbnb ROI: 3.17% Traditional ROI: 3%
5610 KING JAMES AVENUE Leesburg, FL ~BRING ALL OFFERS!~ COMPLETELY REFRESHED - NEW ROOF 2025, Move-In Ready. This 3-bedroom, 2...	3 beds \| 2 baths \| 1,606 sq.ft.	$229,900	Airbnb cash on cash: 8.04% Traditional cash on cash: 7.92% Airbnb Rental Income: $3164 Traditional Rental Income: $2423 Airbnb ROI: 8.04% Traditional ROI: 7.92%
25800 BELLE HELENE Leesburg, FL This home sits on a Large Corner Lot in The Plantation a stunning 55 and over golf communi...	3 beds \| 2 baths \| 1,653 sq.ft.	$235,000	Airbnb cash on cash: 7.52% Traditional cash on cash: 7.28% Airbnb Rental Income: $3164 Traditional Rental Income: $2395 Airbnb ROI: 7.52% Traditional ROI: 7.28%
33817 SECRET HILL DRIVE Leesburg, FL NO HOA with room to park your boat/RV! Welcome to a home that effortlessly combines style,...	3 beds \| 2 baths \| 1,610 sq.ft.	$315,000	Airbnb cash on cash: 6.7% Traditional cash on cash: 6.19% Airbnb Rental Income: $3164 Traditional Rental Income: $2299 Airbnb ROI: 6.7% Traditional ROI: 6.19%
26617 OTTER CREEK LANE Leesburg, FL Beautifully maintained 4/3 with an office, brand new roof (1/2026) and whole house generat...	4 beds \| 3 baths \| 2,580 sq.ft.	$540,000	Airbnb cash on cash: 4.79% Traditional cash on cash: 3.17% Airbnb Rental Income: $4837 Traditional Rental Income: $3025 Airbnb ROI: 4.79% Traditional ROI: 3.17%
215 FERNWOOD STREET Leesburg, FL Fully remodeled 3BR/2BA half duplex on a quiet street in Leesburg. Renovated in 2022 with ...	3 beds \| 2 baths \| 1,369 sq.ft.	$219,900	Airbnb cash on cash: 9.3% Traditional cash on cash: 8.22% Airbnb Rental Income: $3164 Traditional Rental Income: $2222 Airbnb ROI: 9.3% Traditional ROI: 8.22%
25233 LOST OAK CIRCLE Leesburg, FL Welcome to refined Florida living in the Plantation at Leesburg, a guard-gated community w...	3 beds \| 2 baths \| 1,751 sq.ft.	$320,000	Airbnb cash on cash: 5.32% Traditional cash on cash: 5.1% Airbnb Rental Income: $3164 Traditional Rental Income: $2382 Airbnb ROI: 5.32% Traditional ROI: 5.1%
33809 SILVER PINE DRIVE Leesburg, FL *CLOSING COST ASSISTANCE GIVEN- $7000 to buyer with successful closing. You will appreciat...	3 beds \| 2 baths \| 1,509 sq.ft.	$309,900	Airbnb cash on cash: 6.15% Traditional cash on cash: 5.69% Airbnb Rental Income: $3164 Traditional Rental Income: $2313 Airbnb ROI: 6.15% Traditional ROI: 5.69%
1505 FLORADEL AVENUE Leesburg, FL Discover a quietly impressive four-bedroom, two-bath pool home designed for comfortable li...	4 beds \| 2 baths \| 1,980 sq.ft.	$330,000	Airbnb cash on cash: 10% Traditional cash on cash: 4.22% Airbnb Rental Income: $4837 Traditional Rental Income: $2049 Airbnb ROI: 10% Traditional ROI: 4.22%
5036 EL DESTINO DRIVE Leesburg, FL PRICED TO SELL JUST REDUCED $8,000 This lovely home on an oversized lot comes with ne...	3 beds \| 2 baths \| 1,791 sq.ft.	$265,000	Airbnb cash on cash: 6.22% Traditional cash on cash: 6.03% Airbnb Rental Income: $3164 Traditional Rental Income: $2400 Airbnb ROI: 6.22% Traditional ROI: 6.03%
21127 ROYAL ST GEORGES LANE Leesburg, FL Golf course views, major upgrades, and move-in ready. This is the one you have been waitin...	3 beds \| 2 baths \| 1,802 sq.ft.	$359,000	Airbnb cash on cash: 4.09% Traditional cash on cash: 2.78% Airbnb Rental Income: $3164 Traditional Rental Income: $2007 Airbnb ROI: 4.09% Traditional ROI: 2.78%
738 GRAND VISTA TRAIL Leesburg, FL Welcome to your next chapter in the highly sought-after Pennbrooke Fairways, a premier gat...	3 beds \| 2 baths \| 1,627 sq.ft.	$270,000	Airbnb cash on cash: 5.77% Traditional cash on cash: 3.38% Airbnb Rental Income: $3164 Traditional Rental Income: $1840 Airbnb ROI: 5.77% Traditional ROI: 3.38%
35733 ROSE MOSS AVENUE Leesburg, FL Welcome to Meadow Ridge, where tranquil community living meets modern convenience! This fa...	4 beds \| 2 baths \| 1,857 sq.ft.	$349,000	Airbnb cash on cash: 9.85% Traditional cash on cash: 5.04% Airbnb Rental Income: $5065 Traditional Rental Income: $2458 Airbnb ROI: 9.85% Traditional ROI: 5.04%
3733 ARLINGTON RIDGE BOULEVARD Leesburg, FL Welcome to a life that feels like vacation every day. Nestled in one of Central Floridaâ...	3 beds \| 2 baths \| 1,725 sq.ft.	$390,000	Airbnb cash on cash: 3.82% Traditional cash on cash: 2.88% Airbnb Rental Income: $3164 Traditional Rental Income: $2102 Airbnb ROI: 3.82% Traditional ROI: 2.88%
10547 BURLWOOD DRIVE Leesburg, FL REDUCED FOR QUICK SALE!!! Motivated sellers!!! Practically new, well maintained, tastefull...	3 beds \| 2 baths \| 1,697 sq.ft.	$330,000	Airbnb cash on cash: 5.72% Traditional cash on cash: 5.56% Airbnb Rental Income: $3164 Traditional Rental Income: $2398 Airbnb ROI: 5.72% Traditional ROI: 5.56%
3518 ARLINGTON RIDGE BOULEVARD Leesburg, FL Very Affordable Golf-Front Home. QUICK CLOSE POSSIBLE! Custom Built Low-Maintenance Block ...	3 beds \| 2 baths \| 1,812 sq.ft.	$410,000	Airbnb cash on cash: 3.58% Traditional cash on cash: 2.46% Airbnb Rental Income: $3164 Traditional Rental Income: $2021 Airbnb ROI: 3.58% Traditional ROI: 2.46%
2721 ATHENS DRIVE Leesburg, FL Welcome to your new home! This spacious and inviting 4-bedroom, 3-bathroom residence in a ...	4 beds \| 3 baths \| 2,063 sq.ft.	$395,000	Airbnb cash on cash: 7.74% Traditional cash on cash: 5.6% Airbnb Rental Income: $4837 Traditional Rental Income: $3047 Airbnb ROI: 7.74% Traditional ROI: 5.6%
33635 JEFFERY COURT Leesburg, FL WATERFRONT !! NO HOA !! DIRECT ACCESS TO CHAIN OF LAKES !! CANAL FRONT !! CUL DE SAC L...	4 beds \| 3 baths \| 1,980 sq.ft.	$509,500	Airbnb cash on cash: 6.32% Traditional cash on cash: 3.47% Airbnb Rental Income: $5065 Traditional Rental Income: $2674 Airbnb ROI: 6.32% Traditional ROI: 3.47%
4358 ANTIETAM CREEK TRAIL Leesburg, FL 55 PLUS GATED GOLF COMMUNITY! Welcome to your new home... This meticulously maintained th...	3 beds \| 2 baths \| 1,776 sq.ft.	$369,900	Airbnb cash on cash: 5.31% Traditional cash on cash: 4.92% Airbnb Rental Income: $3164 Traditional Rental Income: $2312 Airbnb ROI: 5.31% Traditional ROI: 4.92%
5433 SIR CHURCHILL DRIVE Leesburg, FL $7,500 flooring allowance! Brand new roof! 2021 HVAC system! 2+ golf cart garage with air-...	3 beds \| 2 baths \| 1,995 sq.ft.	$299,900	Airbnb cash on cash: 5.84% Traditional cash on cash: 5.16% Airbnb Rental Income: $3164 Traditional Rental Income: $2255 Airbnb ROI: 5.84% Traditional ROI: 5.16%
1549 Sterns Drive Leesburg, FL Beautifully Maintained 3-Bedroom, 2-Bath Home - Fully Furnished & Ready! Welcome to this c...	3 beds \| 2 baths \| 1,445 sq.ft.	$299,990	Airbnb cash on cash: 6.15% Traditional cash on cash: 5.39% Airbnb Rental Income: $3164 Traditional Rental Income: $2234 Airbnb ROI: 6.15% Traditional ROI: 5.39%
907 WILLOW DRIVE Leesburg, FL Calm and well maintained community for you to call home! This 3 bedroom 2 bath unit has ve...	3 beds \| 2 baths \| 1,476 sq.ft.	$209,000	Airbnb cash on cash: 8.35% Traditional cash on cash: 6.53% Airbnb Rental Income: $3164 Traditional Rental Income: $2087 Airbnb ROI: 8.35% Traditional ROI: 6.53%
24128 ROBINWOOD STREET Leesburg, FL Available almost Turnkey/FURNISHED minus just a few items! Beautiful views of the 7th hole...	3 beds \| 2 baths \| 1,775 sq.ft.	$375,000	Airbnb cash on cash: 3.94% Traditional cash on cash: 3.34% Airbnb Rental Income: $3164 Traditional Rental Income: $2238 Airbnb ROI: 3.94% Traditional ROI: 3.34%
20082 ROYAL TERN COURT Leesburg, FL This very beautiful, cozy and spacious 3-bedroom/2-bathroom with 2-car garage Duplex home ...	3 beds \| 2 baths \| 1,603 sq.ft.	$312,000	Airbnb cash on cash: 5.93% Traditional cash on cash: 5.13% Airbnb Rental Income: $3164 Traditional Rental Income: $2214 Airbnb ROI: 5.93% Traditional ROI: 5.13%
3544 MOUNT HOPE LOOP Leesburg, FL Welcome to this well-maintained block home featuring a spacious open floor plan and beauti...	3 beds \| 2 baths \| 1,856 sq.ft.	$325,000	Airbnb cash on cash: 5.41% Traditional cash on cash: 4.98% Airbnb Rental Income: $3164 Traditional Rental Income: $2316 Airbnb ROI: 5.41% Traditional ROI: 4.98%
506 GALLOWAY COURT Leesburg, FL Most homes in SCOTTISH HIGHLANDS offer community; this one offers a PRIVATE SANCTUARY. Tuc...	3 beds \| 2 baths \| 1,524 sq.ft.	$250,000	Airbnb cash on cash: 6.54% Traditional cash on cash: 5.97% Airbnb Rental Income: $3164 Traditional Rental Income: $2311 Airbnb ROI: 6.54% Traditional ROI: 5.97%
4803 SAWGRASS LAKE CIRCLE Leesburg, FL This beautiful 3BR,2B plus Air Conditioned Florida room has a BRAND NEW PROFESSIONALLY DES...	3 beds \| 2 baths \| 2,044 sq.ft.	$345,900	Airbnb cash on cash: 4.89% Traditional cash on cash: 4.77% Airbnb Rental Income: $3164 Traditional Rental Income: $2407 Airbnb ROI: 4.89% Traditional ROI: 4.77%
5107 AURORA DRIVE Leesburg, FL Lovely expanded Balmoral model with peaceful pond views and 2+ golf cart garage...2020 roo...	3 beds \| 2 baths \| 1,658 sq.ft.	$310,000	Airbnb cash on cash: 4.66% Traditional cash on cash: 4.04% Airbnb Rental Income: $3164 Traditional Rental Income: $2266 Airbnb ROI: 4.66% Traditional ROI: 4.04%
11642 MARTELL COURT Leesburg, FL An opportunity to purchase a home with options. The home sits on two lots. There is a sto...	3 beds \| 2 baths \| 1,456 sq.ft.	$229,000	Airbnb cash on cash: 7.03% Traditional cash on cash: 4.52% Airbnb Rental Income: $3164 Traditional Rental Income: $1904 Airbnb ROI: 7.03% Traditional ROI: 4.52%
9331 REVERE AVENUE Leesburg, FL Located in the lakefront city of Leesburg, this recently built property is nestled in Libe...	4 beds \| 3 baths \| 2,109 sq.ft.	$349,999	Airbnb cash on cash: 9.3% Traditional cash on cash: 5.54% Airbnb Rental Income: $5065 Traditional Rental Income: $2796 Airbnb ROI: 9.3% Traditional ROI: 5.54%
41204 EMERALDA ISLAND ROAD Leesburg, FL PRICED TO SELL! This estate can be divided into four 5 ACRE LOTS for a family compound if ...	3 beds \| 2 baths \| 1,680 sq.ft.	$950,000	Airbnb cash on cash: 1.53% Traditional cash on cash: 1.22% Airbnb Rental Income: $3164 Traditional Rental Income: $2177 Airbnb ROI: 1.53% Traditional ROI: 1.22%
2451 SPRING BREEZE DRIVE Leesburg, FL Welcome to Seasons at Hillside, in the lovely Sunnyside community. This beautiful ranch-st...	4 beds \| 2 baths \| 1,921 sq.ft.	$362,000	Airbnb cash on cash: 8.7% Traditional cash on cash: 4.75% Airbnb Rental Income: $4837 Traditional Rental Income: $2498 Airbnb ROI: 8.7% Traditional ROI: 4.75%

Vacation Rentals in Leesburg

There are 121 vacation rental properties available for sale in the city of Leesburg . The median list price of Airbnb properties available for sale in Leesburg is $299,900 and the average price per square foot is $169. The cash on cash return on vacation rentals in Leesburg is 4.00%. The average monthly short term rental income in Leesburg is $1,980.

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

There are 121 Airbnb properties available for sale in Leesburg.

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

In April 2026, the average Airbnb occupancy rate in Leesburg is 58%.

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

Your search for investment property begins and ends here

Airbnb For Sale in Leesburg, FL

5552 KING JAMES AVENUE

Leesburg, FL

3 beds | 2 baths | 1,469 sq.ft.

$282,000

Airbnb cash on cash: 6.14%

Traditional cash on cash: 5.47%

Airbnb Rental Income: $3164

Traditional Rental Income: $2270

Airbnb ROI: 6.14%

Traditional ROI: 5.47%

2309 Angel Fish Loop

Leesburg, FL

3 beds | 2 baths | 1,337 sq.ft.

$329,000

Airbnb cash on cash: 5.46%

Traditional cash on cash: 4.38%

Airbnb Rental Income: $3164

Traditional Rental Income: $2115

Airbnb ROI: 5.46%

Traditional ROI: 4.38%

26822 BULL RUN

Leesburg, FL

3 beds | 2 baths | 1,602 sq.ft.

$324,000

Airbnb cash on cash: 4.59%

Traditional cash on cash: 4.37%

Airbnb Rental Income: $3164

Traditional Rental Income: $2380

Airbnb ROI: 4.59%

Traditional ROI: 4.37%

12114 EAGLE POINT COURT

Leesburg, FL

4 beds | 3 baths | 2,570 sq.ft.

$1,199,000

Airbnb cash on cash: 1.8%

Traditional cash on cash: 1.49%

Airbnb Rental Income: $5065

Traditional Rental Income: $3689

Airbnb ROI: 1.8%

Traditional ROI: 1.49%

5133 LINKS LANE

Leesburg, FL

3 beds | 2 baths | 1,701 sq.ft.

$269,900

Airbnb cash on cash: 5.74%

Traditional cash on cash: 5.42%

Airbnb Rental Income: $3164

Traditional Rental Income: $2367

Airbnb ROI: 5.74%

Traditional ROI: 5.42%

109 N OAKLAND STREET

Leesburg, FL

3 beds | 2 baths | 1,512 sq.ft.

$242,400

Airbnb cash on cash: 8.11%

Traditional cash on cash: 7.96%

Airbnb Rental Income: $3164

Traditional Rental Income: $2414

Airbnb ROI: 8.11%

Traditional ROI: 7.96%

31631 BROADWATER AVENUE

Leesburg, FL

4 beds | 2 baths | 2,140 sq.ft.

$344,999

Airbnb cash on cash: 9.43%

Traditional cash on cash: 5.76%

Airbnb Rental Income: $4837

Traditional Rental Income: $2651

Airbnb ROI: 9.43%

Traditional ROI: 5.76%

30437 ORANGE DRIVE

Leesburg, FL

4 beds | 3 baths | 2,665 sq.ft.

$829,900

Airbnb cash on cash: 3.11%

Traditional cash on cash: 0.66%

Airbnb Rental Income: $4837

Traditional Rental Income: $1948

Airbnb ROI: 3.11%