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
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.	$329,000	Airbnb cash on cash: 4.51% Traditional cash on cash: 3.21% Airbnb Rental Income: $3164 Traditional Rental Income: $2047 Airbnb ROI: 4.51% Traditional ROI: 3.21%
4110 ARLINGTON RIDGE BOULEVARD Leesburg, FL PRICE CHANGE! Charming 4-Bedroom Home on the 17th Hole in Arlington Ridge â Privacy, Upg...	4 beds \| 2 baths \| 1,857 sq.ft.	$385,000	Airbnb cash on cash: 7.99% Traditional cash on cash: 3.49% Airbnb Rental Income: $4837 Traditional Rental Income: $2216 Airbnb ROI: 7.99% Traditional ROI: 3.49%
33651 OVERTON DRIVE Leesburg, FL Spacious Leesburg home with Resort-Style Pool and Dual Master Suites, with no HOA! Discov...	3 beds \| 4 baths \| 3,006 sq.ft.	$530,000	Airbnb cash on cash: 2.76% Traditional cash on cash: 2.62% Airbnb Rental Income: $3164 Traditional Rental Income: $2377 Airbnb ROI: 2.76% Traditional ROI: 2.62%
33719 OVERTON DRIVE Leesburg, FL WATERFRONT POOL HOME WITH NO HOA. Imagine stepping into your own slice of paradise in the ...	4 beds \| 3 baths \| 2,340 sq.ft.	$437,500	Airbnb cash on cash: 7.83% Traditional cash on cash: 7.11% Airbnb Rental Income: $5065 Traditional Rental Income: $3737 Airbnb ROI: 7.83% Traditional ROI: 7.11%
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.	$297,900	Airbnb cash on cash: 5.11% Traditional cash on cash: 4.04% Airbnb Rental Income: $3164 Traditional Rental Income: $2145 Airbnb ROI: 5.11% Traditional ROI: 4.04%
27327 ROANOKE DRIVE Leesburg, FL Welcome to this stunning 3-bedroom, 2-bath residence nestled in a vibrant active 55+ commu...	3 beds \| 2 baths \| 1,712 sq.ft.	$379,000	Airbnb cash on cash: 3.59% Traditional cash on cash: 2.37% Airbnb Rental Income: $3164 Traditional Rental Income: $2016 Airbnb ROI: 3.59% Traditional ROI: 2.37%
109 N OAKLAND STREET Leesburg, FL This charming property at 109 N Oakland Street offers a prime location just steps from his...	3 beds \| 2 baths \| 1,512 sq.ft.	$242,400	Airbnb cash on cash: 8.11% Traditional cash on cash: 6.91% Airbnb Rental Income: $3164 Traditional Rental Income: $2174 Airbnb ROI: 8.11% Traditional ROI: 6.91%
10323 JOANIES RUN Leesburg, FL Under contract-accepting backup offers. Welcome to this move-in-ready Silver Lake Area hom...	3 beds \| 2 baths \| 1,630 sq.ft.	$300,000	Airbnb cash on cash: 6.47% Traditional cash on cash: 4.89% Airbnb Rental Income: $3164 Traditional Rental Income: $2003 Airbnb ROI: 6.47% Traditional ROI: 4.89%
1108 LEE STREET Leesburg, FL Discover your ultimate Florida oasis in this stunning 3-bedroom, 2-bathroom POOL home, bri...	3 beds \| 2 baths \| 1,404 sq.ft.	$249,900	Airbnb cash on cash: 7.63% Traditional cash on cash: 7% Airbnb Rental Income: $3164 Traditional Rental Income: $2299 Airbnb ROI: 7.63% Traditional ROI: 7%
3722 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 \| 1,710 sq.ft.	$350,000	Airbnb cash on cash: 4.97% Traditional cash on cash: 4.06% Airbnb Rental Income: $3164 Traditional Rental Income: $2147 Airbnb ROI: 4.97% Traditional ROI: 4.06%
5000 LONG MEADOW DRIVE Leesburg, FL 5000 Long Meadow Drive offers a beautifully maintained residence with numerous high-end up...	3 beds \| 3 baths \| 1,954 sq.ft.	$499,999	Airbnb cash on cash: 2.8% Traditional cash on cash: 2.79% Airbnb Rental Income: $3164 Traditional Rental Income: $2445 Airbnb ROI: 2.8% Traditional ROI: 2.79%
5135 AURORA DRIVE Leesburg, FL Stunning Custom Savannah/Scarsborough Model in the Sought-After Legacy of Leesburg Communi...	3 beds \| 2 baths \| 2,055 sq.ft.	$344,900	Airbnb cash on cash: 3.8% Traditional cash on cash: 3.52% Airbnb Rental Income: $3164 Traditional Rental Income: $2357 Airbnb ROI: 3.8% Traditional ROI: 3.52%
5610 KING JAMES AVENUE Leesburg, FL COMPLETELY REFRESHED - NEW ROOF JUST COMPLETED, Move-In Ready. This 3-bedroom, 2-bath Topa...	3 beds \| 2 baths \| 1,606 sq.ft.	$249,900	Airbnb cash on cash: 7.33% Traditional cash on cash: 5.74% Airbnb Rental Income: $3164 Traditional Rental Income: $2072 Airbnb ROI: 7.33% Traditional ROI: 5.74%
34016 VALENCIA DRIVE Leesburg, FL Spacious 3-Bedroom Home on Oversized Lot â Prime Central Location! Welcome to this be...	3 beds \| 2 baths \| 1,689 sq.ft.	$284,000	Airbnb cash on cash: 6.52% Traditional cash on cash: 5.07% Airbnb Rental Income: $3164 Traditional Rental Income: $2059 Airbnb ROI: 6.52% Traditional ROI: 5.07%
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.	$249,900	Airbnb cash on cash: 7.02% Traditional cash on cash: 5.33% Airbnb Rental Income: $3164 Traditional Rental Income: $2049 Airbnb ROI: 7.02% Traditional ROI: 5.33%
25008 CYPRESS POND COURT Leesburg, FL MOTIVATED SELLER--Bring your offer and step into the New Year in a home you'll love!! W...	3 beds \| 2 baths \| 1,856 sq.ft.	$334,900	Airbnb cash on cash: 5.15% Traditional cash on cash: 4.46% Airbnb Rental Income: $3164 Traditional Rental Income: $2231 Airbnb ROI: 5.15% Traditional ROI: 4.46%
415 S 9TH STREET Leesburg, FL Step into this stunning, century-old home that has been thoughtfully renovated, blending v...	3 beds \| 3 baths \| 1,757 sq.ft.	$421,500	Airbnb cash on cash: 4.25% Traditional cash on cash: 3.77% Airbnb Rental Income: $3164 Traditional Rental Income: $2258 Airbnb ROI: 4.25% Traditional ROI: 3.77%
21708 ROYAL ST GEORGES LANE Leesburg, FL Auction Property. New Improved Price! Royal Highlands a gated 55+ active community is rea...	3 beds \| 2 baths \| 2,253 sq.ft.	$239,900	Airbnb cash on cash: 6.72% Traditional cash on cash: 5.33% Airbnb Rental Income: $3164 Traditional Rental Income: $2132 Airbnb ROI: 6.72% Traditional ROI: 5.33%
25233 LOST OAK CIRCLE Leesburg, FL Welcome to Plantation at Leesburg, a premier active-adult, gated golf community where comf...	3 beds \| 2 baths \| 1,751 sq.ft.	$325,000	Airbnb cash on cash: 5.24% Traditional cash on cash: 4.38% Airbnb Rental Income: $3164 Traditional Rental Income: $2187 Airbnb ROI: 5.24% Traditional ROI: 4.38%
33809 SILVER PINE DRIVE Leesburg, FL This 3 bedroom, 2 bath home was built in 2000 and sits on a quiet dead end road in the Hid...	3 beds \| 2 baths \| 1,509 sq.ft.	$330,000	Airbnb cash on cash: 5.72% Traditional cash on cash: 4.31% Airbnb Rental Income: $3164 Traditional Rental Income: $2011 Airbnb ROI: 5.72% Traditional ROI: 4.31%
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%
27111 NOSTALGIA DR Leesburg, FL Welcome to the Florida lifestyle youâve been dreaming of! This immaculate 3-bedroom, 2-b...	3 beds \| 2 baths \| 1,477 sq.ft.	$294,900	Airbnb cash on cash: 5.22% Traditional cash on cash: 3.26% Airbnb Rental Income: $3164 Traditional Rental Income: $1902 Airbnb ROI: 5.22% Traditional ROI: 3.26%
4314 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 \| 1,824 sq.ft.	$335,000	Airbnb cash on cash: 4.99% Traditional cash on cash: 3.27% Airbnb Rental Income: $3164 Traditional Rental Income: $1908 Airbnb ROI: 4.99% Traditional ROI: 3.27%
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.	$369,800	Airbnb cash on cash: 9.24% Traditional cash on cash: 3.89% Airbnb Rental Income: $5065 Traditional Rental Income: $2173 Airbnb ROI: 9.24% Traditional ROI: 3.89%
4723 SAINT ANDREWS ARCADE Leesburg, FL Water views and beautiful sunrises! This home is a recently updated Majestic model on a pr...	3 beds \| 2 baths \| 1,920 sq.ft.	$344,900	Airbnb cash on cash: 4.68% Traditional cash on cash: 3.59% Airbnb Rental Income: $3164 Traditional Rental Income: $2094 Airbnb ROI: 4.68% Traditional ROI: 3.59%
32805 OAK PARK DRIVE Leesburg, FL Welcome to Easy Living in Pennbrooke Fairways â Central Floridaâs Premier 55+ Gated Go...	3 beds \| 2 baths \| 1,685 sq.ft.	$245,000	Airbnb cash on cash: 6.24% Traditional cash on cash: 3.93% Airbnb Rental Income: $3164 Traditional Rental Income: $1913 Airbnb ROI: 6.24% Traditional ROI: 3.93%
1004 ROYAL OAK BOULEVARD Leesburg, FL Resort style living is what you'll have in this GATED COMMUNITY situated among numerous ma...	2 beds \| 3 baths \| 1,288 sq.ft.	$185,000	Airbnb cash on cash: 3.94% Traditional cash on cash: 3.87% Airbnb Rental Income: $1980 Traditional Rental Income: $1449 Airbnb ROI: 3.94% Traditional ROI: 3.87%
615 NE COTTAGE PARK LANE Leesburg, FL Adorable one bedroom, open kitchen to living Room, Manufactured Home in the Gated Communit...	1 beds \| 1 baths \| 490 sq.ft.	$99,900	Airbnb cash on cash: 3.97% Traditional cash on cash: 3.18% Airbnb Rental Income: $1452 Traditional Rental Income: $944 Airbnb ROI: 3.97% Traditional ROI: 3.18%
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: 5.32% Airbnb Rental Income: $3164 Traditional Rental Income: $2324 Airbnb ROI: 5.72% Traditional ROI: 5.32%
10337 CHURCH HAMMOCK ROAD Leesburg, FL Under contract-accepting backup offers. MOTIVATED SELLER! This 3 bedroom 2 bath 2 bay gar...	3 beds \| 2 baths \| 1,725 sq.ft.	$324,900	Airbnb cash on cash: 5.01% Traditional cash on cash: 3.36% Airbnb Rental Income: $3164 Traditional Rental Income: $1943 Airbnb ROI: 5.01% Traditional ROI: 3.36%
313 CRESTRUN LOOP Leesburg, FL EXPERIENCE THE ULTIMATE IN LIVABILITY AND OUTDOOR LIVING! Immerse yourself in a relaxed li...	4 beds \| 4 baths \| 3,128 sq.ft.	$695,000	Airbnb cash on cash: 3.59% Traditional cash on cash: 2.23% Airbnb Rental Income: $4837 Traditional Rental Income: $2958 Airbnb ROI: 3.59% Traditional ROI: 2.23%
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.	$525,000	Airbnb cash on cash: 6.1% Traditional cash on cash: 1.92% Airbnb Rental Income: $5065 Traditional Rental Income: $1979 Airbnb ROI: 6.1% Traditional ROI: 1.92%
4745 TARA VIEW ROAD Leesburg, FL New Price for this very well maintained home. Welcome to this perfect 3-bedroom, 2-bathroo...	3 beds \| 2 baths \| 1,988 sq.ft.	$307,000	Airbnb cash on cash: 5.84% Traditional cash on cash: 4.32% Airbnb Rental Income: $3164 Traditional Rental Income: $2008 Airbnb ROI: 5.84% Traditional ROI: 4.32%
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.	$379,900	Airbnb cash on cash: 4.19% Traditional cash on cash: 2.95% Airbnb Rental Income: $3164 Traditional Rental Income: $2006 Airbnb ROI: 4.19% Traditional ROI: 2.95%
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: 5.33% Airbnb Rental Income: $3164 Traditional Rental Income: $2303 Airbnb ROI: 5.84% Traditional ROI: 5.33%
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.	$319,990	Airbnb cash on cash: 5.71% Traditional cash on cash: 3.98% Airbnb Rental Income: $3164 Traditional Rental Income: $1929 Airbnb ROI: 5.71% Traditional ROI: 3.98%
26747 WHITE PLAINS WAY Leesburg, FL Better-Than-New Home on the 11th Pro Tee Box in the Gated 55+ Golf Community of Arlington ...	3 beds \| 2 baths \| 2,004 sq.ft.	$410,000	Airbnb cash on cash: 3.42% Traditional cash on cash: 3.34% Airbnb Rental Income: $3164 Traditional Rental Income: $2418 Airbnb ROI: 3.42% Traditional ROI: 3.34%
12338 S PUTNEY COURT Leesburg, FL Under contract-accepting backup offers. Stunning Canal Salt Water Pool Home with Private B...	3 beds \| 2 baths \| 1,687 sq.ft.	$519,900	Airbnb cash on cash: 2.86% Traditional cash on cash: 1.67% Airbnb Rental Income: $3164 Traditional Rental Income: $1867 Airbnb ROI: 2.86% Traditional ROI: 1.67%
206 N TRUETT STREET Leesburg, FL Great Location! From the moment you walk in through the charming front door, you feel at h...	3 beds \| 2 baths \| 1,629 sq.ft.	$299,900	Airbnb cash on cash: 6.07% Traditional cash on cash: 5.19% Airbnb Rental Income: $3164 Traditional Rental Income: $2199 Airbnb ROI: 6.07% Traditional ROI: 5.19%

Vacation Rentals in Leesburg

There are 164 vacation rental properties available for sale in the city of Leesburg . The median list price of Airbnb properties available for sale in Leesburg is $299,000 and the average price per square foot is $170. The cash on cash return on vacation rentals in Leesburg is 5.00%. 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 164 Airbnb properties available for sale in Leesburg.

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

In January 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

26822 BULL RUN

Leesburg, FL

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

$329,000

Airbnb cash on cash: 4.51%

Traditional cash on cash: 3.21%

Airbnb Rental Income: $3164

Traditional Rental Income: $2047

Airbnb ROI: 4.51%

Traditional ROI: 3.21%

4110 ARLINGTON RIDGE BOULEVARD

Leesburg, FL

4 beds | 2 baths | 1,857 sq.ft.

$385,000

Airbnb cash on cash: 7.99%

Traditional cash on cash: 3.49%

Airbnb Rental Income: $4837

Traditional Rental Income: $2216

Airbnb ROI: 7.99%

Traditional ROI: 3.49%

33651 OVERTON DRIVE

Leesburg, FL

3 beds | 4 baths | 3,006 sq.ft.

$530,000

Airbnb cash on cash: 2.76%

Traditional cash on cash: 2.62%

Airbnb Rental Income: $3164

Traditional Rental Income: $2377

Airbnb ROI: 2.76%

Traditional ROI: 2.62%

33719 OVERTON DRIVE

Leesburg, FL

4 beds | 3 baths | 2,340 sq.ft.

$437,500

Airbnb cash on cash: 7.83%

Traditional cash on cash: 7.11%

Airbnb Rental Income: $5065

Traditional Rental Income: $3737

Airbnb ROI: 7.83%

Traditional ROI: 7.11%

5133 LINKS LANE

Leesburg, FL

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

$297,900

Airbnb cash on cash: 5.11%

Traditional cash on cash: 4.04%

Airbnb Rental Income: $3164

Traditional Rental Income: $2145

Airbnb ROI: 5.11%

Traditional ROI: 4.04%

27327 ROANOKE DRIVE

Leesburg, FL

3 beds | 2 baths | 1,712 sq.ft.

$379,000

Airbnb cash on cash: 3.59%

Traditional cash on cash: 2.37%

Airbnb Rental Income: $3164

Traditional Rental Income: $2016

Airbnb ROI: 3.59%

Traditional ROI: 2.37%

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: 6.91%

Airbnb Rental Income: $3164

Traditional Rental Income: $2174

Airbnb ROI: 8.11%

Traditional ROI: 6.91%

10323 JOANIES RUN

Leesburg, FL

3 beds | 2 baths | 1,630 sq.ft.

$300,000

Airbnb cash on cash: 6.47%

Traditional cash on cash: 4.89%

Airbnb Rental Income: $3164

Traditional Rental Income: $2003

Airbnb ROI: 6.47%