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 NT$4,715
NT$11,927 total
includes taxes & fees
Oct 6 - Oct 7
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 NT$5,562
NT$6,174 total
includes taxes & fees
Oct 6 - Oct 7
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 NT$6,796
NT$7,543 total
includes taxes & fees
Oct 6 - Oct 7
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 NT$16,208
NT$17,990 total
includes taxes & fees
Oct 6 - Oct 7
Siena at Bella Collina
A modern living room with a large window, a flat-screen TV, and a glass coffee table.

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 NT$8,612
NT$13,930 total
includes taxes & fees
Oct 7 - Oct 8
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 NT$1,274
NT$4,271 total
includes taxes & fees
Oct 7 - Oct 8
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 NT$7,294
NT$11,739 total
includes taxes & fees
Oct 7 - Oct 8
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 NT$4,505
NT$6,822 total
includes taxes & fees
Oct 7 - Oct 8
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
The price is NT$4,206
NT$9,860 total
includes taxes & fees
Oct 6 - Oct 7
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 NT$3,862
NT$5,539 total
includes taxes & fees
Oct 6 - Oct 7
Room 03 - Lake Sumner
A swimming pool with a hot tub, outdoor furniture, 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 NT$1,451
NT$4,609 total
includes taxes & fees
Oct 7 - Oct 8
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 NT$6,340
NT$15,902 total
includes taxes & fees
Oct 19 - Oct 20
Fire Pit & Yard: Updated Winter Garden Home!
A bedroom with a large window, wooden ceiling, and a view of a green landscape.

13. Studio 01 - Lake Sumner

Studio 01 - Lake Sumner
2.0 star property
Clermont
The price is NT$5,057
NT$7,799 total
includes taxes & fees
Oct 6 - Oct 7
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 NT$3,371
NT$4,835 total
includes taxes & fees
Oct 7 - Oct 8
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 NT$5,057
NT$7,799 total
includes taxes & fees
Oct 6 - Oct 7
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

Holiday Inn Express & Suites Wildwood The Villages by IHG

Holiday Inn Express & Suites Wildwood The Villages by IHG

8/10 Good
"Clean warm pool and hot tub. Very nice breakfast buffet"
Tina 3-night trip
Posted 2 hours ago
Holiday Inn Express & Suites Wildwood The Villages by IHG

Find out more about Leesburg

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

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Look no further and take a look at our great range of rental properties in Leesburg!

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.