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Leesburg Vacation Rentals

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50 rentals in Leesburg.
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Canal Front Home on Harris Chain of Lakes!, vacation rental in Leesburg

Canal Front Home on Harris Chain of Lakes!

3 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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Secluded house available for vacation rental, vacation rental in Leesburg

Secluded house available for vacation rental

3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Home in Sought after Plantation in Leesburg, FL!, vacation rental in Leesburg

Home in Sought after Plantation in Leesburg, FL!

2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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GREAT LOCATION. BETWEEN BROWNWOOD AND LAKE SUMTER. GAS GOLF CART INCLUDED., vacation rental in Leesburg

GREAT LOCATION. BETWEEN BROWNWOOD AND LAKE SUMTER. GAS GOLF CART INCLUDED.

2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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SUMMER BREEZE Lakeside Home on Chain of Lakes, Lake County Fl., vacation rental in Leesburg

SUMMER BREEZE Lakeside Home on Chain of Lakes, Lake County Fl.

2 bedrooms
1 bathroom
Sleeps 5
Match: Sleeps
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Stillhouse Hideaway on an organic blueberry farm, vacation rental in Leesburg

Stillhouse Hideaway on an organic blueberry farm

1 bedroom
1 bathroom
Sleeps 3
Match: Sleeps
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Upgraded Villa Surrounded by Golf Courses. Gas Golf Cart., vacation rental in Leesburg

Upgraded Villa Surrounded by Golf Courses. Gas Golf Cart.

3 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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Vacation Home, Golf Cart, presented by RE/MAX Premier Property Management, vacation rental in Leesburg

Vacation Home, Golf Cart, presented by RE/MAX Premier Property Management

3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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FREE GOLF CART USAGE., vacation rental in Leesburg

FREE GOLF CART USAGE.

3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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LAKESIDE BREEZE on Lake Eustis Harris Chain of Lakes Central Florida, vacation rental in Leesburg

LAKESIDE BREEZE on Lake Eustis Harris Chain of Lakes Central Florida

2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Vacation Home, Golf Cart, presented by RE/MAX Premier Property Management, vacation rental in Leesburg

Vacation Home, Golf Cart, presented by RE/MAX Premier Property Management

2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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New Designer Home in Dunedin, vacation rental in Leesburg

New Designer Home in Dunedin

3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Lake Harris Siesta Hideaway, vacation rental in Leesburg

Lake Harris Siesta Hideaway

2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Beautiful Villa Near Sumter Landing, Your Home Away From Home, vacation rental in Leesburg

Beautiful Villa Near Sumter Landing, Your Home Away From Home

2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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Available Jan 1 - 23, 2022!!  4 person gas cart included, vacation rental in Leesburg

Available Jan 1 - 23, 2022!! 4 person gas cart included

3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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GOLF CART BEAUTIFUL HOME PET FRIENDLY, vacation rental in Leesburg

GOLF CART BEAUTIFUL HOME PET FRIENDLY

3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Vacation Home w/Golf Cart, presented by RE/MAX Premier Property Management, vacation rental in Leesburg

Vacation Home w/Golf Cart, presented by RE/MAX Premier Property Management

2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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2 Bedroom 2 bath Home - The Villages, Golfers Paradise, vacation rental in Leesburg

2 Bedroom 2 bath Home - The Villages, Golfers Paradise

2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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Fly-in place to stay close to The Villages, vacation rental in Leesburg

Fly-in place to stay close to The Villages

1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Oct/Dec specials: beautiful designer home, golf cart included., vacation rental in Leesburg

Oct/Dec specials: beautiful designer home, golf cart included.

2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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Due to cancellation now available April-  Golf Cart included, vacation rental in Leesburg

Due to cancellation now available April- Golf Cart included

2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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3/2 1920s Lake Estate w/Access to Pool, Gym & Boat, vacation rental in Leesburg

3/2 1920s Lake Estate w/Access to Pool, Gym & Boat

3 bedrooms
2 bathrooms
Sleeps 9
Match: Sleeps
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A lovely & cozy home centrally located, vacation rental in Leesburg

A lovely & cozy home centrally located

3 bedrooms
2 bathrooms
Sleeps 5
Match: Sleeps
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AWESOME GOLF CART PET FRIENDLY WITH LAKE VIEW, vacation rental in Leesburg

AWESOME GOLF CART PET FRIENDLY WITH LAKE VIEW

3 bedrooms
2 bathrooms
Sleeps 5
Match: Sleeps
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Location, Location,Location, vacation rental in Leesburg

Location, Location,Location

3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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LOCATION, conveniently located between Lake Sumter Landing and Brownwood Paddock, vacation rental in Leesburg

LOCATION, conveniently located between Lake Sumter Landing and Brownwood Paddock

2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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1474 Alesio  -  Guesthouse, vacation rental in Leesburg

1474 Alesio - Guesthouse

1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Private vacation Villa awaits you!!  Great location close to all amenities., vacation rental in Leesburg

Private vacation Villa awaits you!! Great location close to all amenities.

3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Vacation Home w/ Golf Cart, presented by RE/MAX Premier Property Management, vacation rental in Leesburg

Vacation Home w/ Golf Cart, presented by RE/MAX Premier Property Management

2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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GAS CART GREAT LOCATION TO LAKE SUMTER LANDING, vacation rental in Leesburg

GAS CART GREAT LOCATION TO LAKE SUMTER LANDING

2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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Adorable Patio Villa w/ FREE Golf Cart, vacation rental in Leesburg

Adorable Patio Villa w/ FREE Golf Cart

2 bedrooms
2 bathrooms
Sleeps 7
Match: Sleeps
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Vacation Home w/ Golf Cart, presented by RE/MAX Premier Property Management, vacation rental in Leesburg

Vacation Home w/ Golf Cart, presented by RE/MAX Premier Property Management

3 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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Come Enjoy Our Sunshine Presented By RE/MAX Premier Property Management, vacation rental in Leesburg

Come Enjoy Our Sunshine Presented By RE/MAX Premier Property Management

2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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Welcome to Your Home at the Villages!, vacation rental in Leesburg

Welcome to Your Home at the Villages!

3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Fully Furnished House Orlando Florida, vacation rental in Leesburg

Fully Furnished House Orlando Florida

2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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The Village of Sanibel Cottage w/ Enclosed Lanai!, vacation rental in Leesburg

The Village of Sanibel Cottage w/ Enclosed Lanai!

3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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The Villages Home w/ Lanai - Community Amenities!, vacation rental in Leesburg

The Villages Home w/ Lanai - Community Amenities!

3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Next to THE VILLAGES Complete RESORT . NEWLY REMOD, vacation rental in Leesburg

Next to THE VILLAGES Complete RESORT . NEWLY REMOD

2 bedrooms
2 bathrooms
Sleeps 2
Match: Sleeps
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A Great location in The Villages, vacation rental in Leesburg

A Great location in The Villages

3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Avail  March & April 2021!  Includes complimentary golf cart!, vacation rental in Leesburg

Avail March & April 2021! Includes complimentary golf cart!

2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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A Quiet RV Retreat Entire Studio *Pets considered*, vacation rental in Leesburg

A Quiet RV Retreat Entire Studio *Pets considered*

1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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2 Bedroom 2 bath Home - The Villages, Golfers Paradise, vacation rental in Leesburg

2 Bedroom 2 bath Home - The Villages, Golfers Paradise

2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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DREAMY Nearly New 3/2 Beautifully FURNISHED DESIGNER home on the WATER!, vacation rental in Leesburg

DREAMY Nearly New 3/2 Beautifully FURNISHED DESIGNER home on the WATER!

3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Private Room in The Village of Pine Ridge, vacation rental in Leesburg

Private Room in The Village of Pine Ridge

1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Gorgeous Pet-Friendly 2/2 + office & Golf Cart, vacation rental in Leesburg

Gorgeous Pet-Friendly 2/2 + office & Golf Cart

2 bedrooms
2 bathrooms
Sleeps 5
Match: Sleeps
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NEW! Modern Central Villages Cottage w/ Golf Cart!, vacation rental in Leesburg

NEW! Modern Central Villages Cottage w/ Golf Cart!

2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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NEW! Spacious Central Florida Escape w/ Golf Cart!, vacation rental in Leesburg

NEW! Spacious Central Florida Escape w/ Golf Cart!

3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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NEW! Updated Villages Cottage w/ Golf Cart Access!, vacation rental in Leesburg

NEW! Updated Villages Cottage w/ Golf Cart Access!

2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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Entire 2/2 Home. Active Adult & Golfers dream, vacation rental in Leesburg

Entire 2/2 Home. Active Adult & Golfers dream

2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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The Villages Home Near Lake Sumter Landing!, vacation rental in Leesburg

The Villages Home Near Lake Sumter Landing!

3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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