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: 4.95% Airbnb Rental Income: $3164 Traditional Rental Income: $2133 Airbnb ROI: 6.14% Traditional ROI: 4.95%
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: 3.35% Airbnb Rental Income: $3164 Traditional Rental Income: $1796 Airbnb ROI: 5.46% Traditional ROI: 3.35%
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: 3.84% Airbnb Rental Income: $3164 Traditional Rental Income: $2242 Airbnb ROI: 4.51% Traditional ROI: 3.84%
4110 ARLINGTON RIDGE BOULEVARD Leesburg, FL NEW PRICE! Charming 3-Bedroom Home plus office on the 17th Hole in Arlington Ridge â Pr...	3 beds \| 2 baths \| 1,857 sq.ft.	$374,900	Airbnb cash on cash: 4.26% Traditional cash on cash: 4.11% Airbnb Rental Income: $3164 Traditional Rental Income: $2392 Airbnb ROI: 4.26% Traditional ROI: 4.11%
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.	$269,900	Airbnb cash on cash: 5.74% Traditional cash on cash: 5.14% Airbnb Rental Income: $3164 Traditional Rental Income: $2297 Airbnb ROI: 5.74% Traditional ROI: 5.14%
21811 KING HENRY AVENUE Leesburg, FL Step into easy Florida living with this well-maintained Squire floor plan, where thoughtfu...	3 beds \| 2 baths \| 1,918 sq.ft.	$339,900	Airbnb cash on cash: 4.74% Traditional cash on cash: 3.58% Airbnb Rental Income: $3164 Traditional Rental Income: $2079 Airbnb ROI: 4.74% Traditional ROI: 3.58%
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.	$355,000	Airbnb cash on cash: 3.89% Traditional cash on cash: 3.64% Airbnb Rental Income: $3164 Traditional Rental Income: $2364 Airbnb ROI: 3.89% Traditional ROI: 3.64%
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: 5.52% Airbnb Rental Income: $4837 Traditional Rental Income: $2575 Airbnb ROI: 9.43% Traditional ROI: 5.52%
11637 LAKE DRIVE Leesburg, FL Welcome to your next chapter in the heart of Leesburgâwhere style, comfort, and communit...	3 beds \| 2 baths \| 1,898 sq.ft.	$349,900	Airbnb cash on cash: 5.16% Traditional cash on cash: 2.77% Airbnb Rental Income: $3164 Traditional Rental Income: $1663 Airbnb ROI: 5.16% Traditional ROI: 2.77%
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%
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.	$324,500	Airbnb cash on cash: 4.09% Traditional cash on cash: 3.92% Airbnb Rental Income: $3164 Traditional Rental Income: $2395 Airbnb ROI: 4.09% Traditional ROI: 3.92%
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.	$229,900	Airbnb cash on cash: 8.04% Traditional cash on cash: 7.33% Airbnb Rental Income: $3164 Traditional Rental Income: $2294 Airbnb ROI: 8.04% Traditional ROI: 7.33%
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: 6.97% Airbnb Rental Income: $3164 Traditional Rental Income: $2326 Airbnb ROI: 7.52% Traditional ROI: 6.97%
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: 6.13% Airbnb Rental Income: $3164 Traditional Rental Income: $2281 Airbnb ROI: 6.7% Traditional ROI: 6.13%
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.	$560,000	Airbnb cash on cash: 4.58% Traditional cash on cash: 2.55% Airbnb Rental Income: $4837 Traditional Rental Income: $2780 Airbnb ROI: 4.58% Traditional ROI: 2.55%
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% Airbnb Rental Income: $3164 Traditional Rental Income: $2176 Airbnb ROI: 9.3% Traditional ROI: 8%
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: 4.96% Airbnb Rental Income: $3164 Traditional Rental Income: $2337 Airbnb ROI: 5.32% Traditional ROI: 4.96%
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: 5.24% Airbnb Rental Income: $3164 Traditional Rental Income: $2182 Airbnb ROI: 6.15% Traditional ROI: 5.24%
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: 4.55% Airbnb Rental Income: $3164 Traditional Rental Income: $2030 Airbnb ROI: 6.22% Traditional ROI: 4.55%
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: 4.72% Airbnb Rental Income: $5065 Traditional Rental Income: $2352 Airbnb ROI: 9.85% Traditional ROI: 4.72%
27040 CAMERONS RUN Leesburg, FL This Beautiful LIGHT AND BRIGHT "Calla II Model" Home is located on a LARGE CORNER LOT in ...	3 beds \| 2 baths \| 2,201 sq.ft.	$450,000	Airbnb cash on cash: 3% Traditional cash on cash: 2.61% Airbnb Rental Income: $3164 Traditional Rental Income: $2285 Airbnb ROI: 3% Traditional ROI: 2.61%
3514 ARLINGTON RIDGE BOULEVARD Leesburg, FL Affordable Custom Built Low-Maintenance Block & Stucco 3 Bedroom 2 Bath Golf Front home bu...	3 beds \| 2 baths \| 2,236 sq.ft.	$455,000	Airbnb cash on cash: 2.98% Traditional cash on cash: 2.58% Airbnb Rental Income: $3164 Traditional Rental Income: $2277 Airbnb ROI: 2.98% Traditional ROI: 2.58%
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%
2207 KARL STREET #B Leesburg, FL Welcome to 2207 Karl Street Unit B, Leesburg, FL 34748. This well-maintained 1-story unit ...	2 beds \| 2 baths \| 930 sq.ft.	$210,000	Airbnb cash on cash: 4.75% Traditional cash on cash: 3.7% Airbnb Rental Income: $1980 Traditional Rental Income: $1251 Airbnb ROI: 4.75% Traditional ROI: 3.7%
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: 5.3% Airbnb Rental Income: $3164 Traditional Rental Income: $2317 Airbnb ROI: 5.72% Traditional ROI: 5.3%
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: 3.4% Airbnb Rental Income: $4837 Traditional Rental Income: $2233 Airbnb ROI: 7.74% Traditional ROI: 3.4%
33830 S Haines Creek Road Leesburg, FL CALLING ALL INVESTORS: HIGH CAP RATE ON TURN KEY HOME WITH VERY LOW PROPERTY INSURANCE AND...	4 beds \| 3 baths \| 2,196 sq.ft.	$400,000	Airbnb cash on cash: 8.59% Traditional cash on cash: 5.5% Airbnb Rental Income: $5065 Traditional Rental Income: $2872 Airbnb ROI: 8.59% Traditional ROI: 5.5%
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.	$519,000	Airbnb cash on cash: 6.18% Traditional cash on cash: 2.76% Airbnb Rental Income: $5065 Traditional Rental Income: $2372 Airbnb ROI: 6.18% Traditional ROI: 2.76%
4358 ANTIETAM CREEK TRAIL Leesburg, FL Under contract-accepting backup offers. 55 PLUS GATED GOLF COMMUNITY! Welcome to your new ...	3 beds \| 2 baths \| 1,776 sq.ft.	$374,900	Airbnb cash on cash: 5.23% Traditional cash on cash: 4.84% Airbnb Rental Income: $3164 Traditional Rental Income: $2312 Airbnb ROI: 5.23% Traditional ROI: 4.84%
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.	$309,990	Airbnb cash on cash: 5.92% Traditional cash on cash: 4.95% Airbnb Rental Income: $3164 Traditional Rental Income: $2164 Airbnb ROI: 5.92% Traditional ROI: 4.95%
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.	$220,000	Airbnb cash on cash: 7.9% Traditional cash on cash: 4.76% Airbnb Rental Income: $3164 Traditional Rental Income: $1795 Airbnb ROI: 7.9% Traditional ROI: 4.76%
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: 3.05% Airbnb Rental Income: $3164 Traditional Rental Income: $2135 Airbnb ROI: 3.94% Traditional ROI: 3.05%
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: 4.83% Airbnb Rental Income: $3164 Traditional Rental Income: $2126 Airbnb ROI: 5.93% Traditional ROI: 4.83%
26657 MANASSAS DRIVE Leesburg, FL Welcome to your energy efficient home equipped with a new roof (2025), whole house solar p...	3 beds \| 2 baths \| 1,832 sq.ft.	$430,000	Airbnb cash on cash: 3.04% Traditional cash on cash: 2.16% Airbnb Rental Income: $3164 Traditional Rental Income: $2093 Airbnb ROI: 3.04% Traditional ROI: 2.16%
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: 3.99% Airbnb Rental Income: $3164 Traditional Rental Income: $2014 Airbnb ROI: 5.41% Traditional ROI: 3.99%
6419 BORG STREET Leesburg, FL Home Ready to move in with New Luxury Flooring, New Paint, New Light Fixtures, Newer Updat...	3 beds \| 2 baths \| 1,964 sq.ft.	$260,000	Airbnb cash on cash: 7.19% Traditional cash on cash: 6.86% Airbnb Rental Income: $3164 Traditional Rental Income: $2365 Airbnb ROI: 7.19% Traditional ROI: 6.86%
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: 4.72% Airbnb Rental Income: $3164 Traditional Rental Income: $2016 Airbnb ROI: 6.54% Traditional ROI: 4.72%

Vacation Rentals in Leesburg

There are 155 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 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 155 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: 4.95%

Airbnb Rental Income: $3164

Traditional Rental Income: $2133

Airbnb ROI: 6.14%

Traditional ROI: 4.95%

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: 3.35%

Airbnb Rental Income: $3164

Traditional Rental Income: $1796

Airbnb ROI: 5.46%

Traditional ROI: 3.35%

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: 3.84%

Airbnb Rental Income: $3164

Traditional Rental Income: $2242

Airbnb ROI: 4.51%

Traditional ROI: 3.84%

4110 ARLINGTON RIDGE BOULEVARD

Leesburg, FL

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

$374,900

Airbnb cash on cash: 4.26%

Traditional cash on cash: 4.11%

Airbnb Rental Income: $3164

Traditional Rental Income: $2392

Airbnb ROI: 4.26%

Traditional ROI: 4.11%

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: 5.14%

Airbnb Rental Income: $3164

Traditional Rental Income: $2297

Airbnb ROI: 5.74%

Traditional ROI: 5.14%

21811 KING HENRY AVENUE

Leesburg, FL

3 beds | 2 baths | 1,918 sq.ft.

$339,900

Airbnb cash on cash: 4.74%

Traditional cash on cash: 3.58%

Airbnb Rental Income: $3164

Traditional Rental Income: $2079

Airbnb ROI: 4.74%

Traditional ROI: 3.58%

27327 ROANOKE DRIVE

Leesburg, FL

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

$355,000

Airbnb cash on cash: 3.89%

Traditional cash on cash: 3.64%

Airbnb Rental Income: $3164

Traditional Rental Income: $2364

Airbnb ROI: 3.89%

Traditional ROI: 3.64%

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%