A park with a pond, a wooden bridge, and trees.

Leesburg Vacation Rentals

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Check prices for these dates

In two weeks
Oct 23 - Oct 25
In two months
Dec 4 - Dec 6
In three months
Jan 1 - Jan 3
In four months
Jan 29 - Jan 31

Our top choices for Leesburg vacation rentals

A modern outdoor seating area with a wicker sectional sofa, a wooden coffee table, and a large umbrella.

1. Swim, Golf & Unwind: Home 5 Mi to Lake Sumter!

Swim, Golf & Unwind: Home 5 Mi to Lake Sumter!
3.0 star property
Collier
The price is ₩198,320
₩501,616 total
includes taxes & fees
Oct 9 - Oct 10
Swim, Golf & Unwind: Home 5 Mi to Lake Sumter!
A covered porch with wicker chairs and a ceiling fan.

2. Historic Tremain Cottages

Historic Tremain Cottages
3.0 star property
Mount Dora
8.6 out of 10, Excellent, (43 reviews)
"Accommodations were comfortable, quaint space. Bed was very comfortable. Just beware the shower is very narrow and ceilings low. Not ideal for a taller or bigger person. Nice and close to the downtown area. Would stay here again."
United States
Betty
The price is ₩292,792
₩324,999 total
includes taxes & fees
Oct 12 - Oct 13
Historic Tremain Cottages
A room with wooden flooring, a rocking chair, a wooden chest of drawers, and a window with a view of trees.

3. Mount Dora Cottages

Mount Dora Cottages
3.0 star property
Mount Dora
9.4 out of 10, Exceptional, (212 reviews)
"Perfect spot"
United States
PATRICIA
The price is ₩285,822
₩317,258 total
includes taxes & fees
Oct 12 - Oct 13
Mount Dora Cottages
A multi-story hotel with a central courtyard, featuring a mix of stone and stucco exteriors, balconies, and a well-maintained garden with palm trees and red flowers.

4. Siena at Bella Collina

Siena at Bella Collina
3.5 star property
Montverde
9.8 out of 10, Exceptional, (79 reviews)
"Nice accommodation"
United States
Noel
The price is ₩681,656
₩756,639 total
includes taxes & fees
Oct 11 - Oct 12
Siena at Bella Collina
A bedroom with a large bed, a window with a view of greenery, and a bedside table with a lamp.

5. Sumner Lake Tiny House - Lake Sumner

Sumner Lake Tiny House - Lake Sumner
3.0 star property
Clermont
10.0 out of 10, Exceptional, (1 review)
The price is ₩426,096
₩656,809 total
includes taxes & fees
Oct 10 - Oct 11
Sumner Lake Tiny House - Lake Sumner
An outdoor patio area with tables and chairs, surrounded by trees and a pool.

6. Lakeside Retreat With Lake View, Pool & Terrace

Lakeside Retreat With Lake View, Pool & Terrace
3.0 star property
Ocoee
The price is ₩62,980
₩190,221 total
includes taxes & fees
Oct 11 - Oct 12
Lakeside Retreat With Lake View, Pool & Terrace
A modern living room with a large window, a flat-screen TV, and a glass coffee table.

7. Sumner Lake Tiny House 1B

Sumner Lake Tiny House 1B
2.0 star property
Clermont
The price is ₩317,588
₩505,724 total
includes taxes & fees
Oct 10 - Oct 11
Sumner Lake Tiny House 1B
A high-ceilinged room with a staircase, a leather sofa, a coffee table, and a view of the outdoors.

8. The Nest-lake Sumner

The Nest-lake Sumner
2.0 star property
Clermont
The price is ₩196,162
₩294,340 total
includes taxes & fees
Oct 12 - Oct 13
The Nest-lake Sumner
A covered wooden deck with a view of a calm body of water and trees.

9. Riverfront Floral City Stay w/ Dock & Hot Tub!

Riverfront Floral City Stay w/ Dock & Hot Tub!
3.0 star property
Floral City
Riverfront Floral City Stay w/ Dock & Hot Tub!
A modern, white, dome-shaped building with large windows, surrounded by lush greenery.

10. Room 03 - Lake Sumner

Room 03 - Lake Sumner
2.0 star property
Clermont
6.0 out of 10, (2 reviews)
"Office was very helpful and courteous. "
United States
Andrew
The price is ₩168,158
₩239,308 total
includes taxes & fees
Oct 11 - Oct 12
Room 03 - Lake Sumner
A residential property with a swimming pool, outdoor seating, and a covered patio area.

11. Lakeside Retreat With Lake View Pool Terrace

Lakeside Retreat With Lake View Pool Terrace
2.0 star property
Ocoee
The price is ₩83,890
₩219,632 total
includes taxes & fees
Oct 15 - Oct 16
Lakeside Retreat With Lake View Pool Terrace
A bedroom with a bed, a bedside table with a lamp, and a wall decorated with woven baskets.

12. Fire Pit & Yard: Updated Winter Garden Home!

Fire Pit & Yard: Updated Winter Garden Home!
3.0 star property
Winter Garden
The price is ₩266,660
₩668,821 total
includes taxes & fees
Oct 19 - Oct 20
Fire Pit & Yard: Updated Winter Garden Home!
A bedroom with a large bed, a nightstand with a lamp, and a view of the outdoors through a glass door.

13. Studio 01 - Lake Sumner

Studio 01 - Lake Sumner
2.0 star property
Clermont
The price is ₩219,935
₩335,945 total
includes taxes & fees
Oct 9 - Oct 10
Studio 01 - Lake Sumner
A geodesic dome structure with a central door and a patio area with white furniture.

14. Room 04 - Lake Sumner

Room 04 - Lake Sumner
2.0 star property
Clermont
4.0 out of 10, (2 reviews)
"Pain in the neck. Entire experience was aggravating. Water was turned off in the middle of the last night. No spare roll of toilet tissue, which was not a problem since we had no water the last day. Tiny room reminiscence of a small cruise cabin. No TV. "
United States
Robert A
The price is ₩146,619
₩208,657 total
includes taxes & fees
Oct 18 - Oct 19
Room 04 - Lake Sumner
A bedroom with a large bed, two bedside tables with lamps, a white door, and a sliding glass door leading to a patio with a picnic table.

15. Studio 02 - Lake Sumner

Studio 02 - Lake Sumner
2.0 star property
Clermont
6.0 out of 10, (1 review)
The price is ₩220,181
₩336,322 total
includes taxes & fees
Oct 11 - Oct 12
Studio 02 - Lake Sumner
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Leesburg Hotel Reviews

Home2 Suites By Hilton Winter Garden

Home2 Suites By Hilton Winter Garden

10/10 Excellent
"Na"
Patricia 2-night trip
Posted 1 hour ago
Home2 Suites By Hilton Winter Garden

Find out more about Leesburg

Search for Vacation rentals in Leesburg on Expedia.co.uk! You can easily find your home rentals, villas, Vacation apartments in Leesburg using one of the methods below:

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Frequently asked questions

Can I find a vacation rental in Leesburg?

Yes, we have vacation rentals in Leesburg close to Leesburg Center for the Arts, or you can go with a more remote option if you're looking for a relaxing stay. Visitors like the array of shops and scenic lakeside in Leesburg. The live music and festivals are some other things you might like to check out during your trip.

How many vacation rentals are there in Leesburg?

Expedia has 36 vacation rentals for your stay in Leesburg.

What can I see and do in Leesburg?

Venetian Gardens and Lake Griffin are a couple of scenic spots to enjoy the outdoors, whereas Paul P. Williams Auditorium is one of the cultural attractions. Lake Harris and ViaPort Florida are other places to visit while you're in town.

What are vacation rentals like in Leesburg?

Vacation rentals are privately owned accommodations you can reserve for several days or longer in Leesburg. Vacation rentals feature amenities like kitchens and laundry facilities to help you enjoy your stay. If you're concerned about a clean environment, a vacation rental can offer a sense of privacy away from shared hotel elevators and busy front desks while still allowing you the experience of travel. You'll also get more space in a vacation rental than in a traditional hotel, which makes a vacation rental a great option for a family trip.