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 CA $211
CA $532 total
includes taxes & fees
Oct 10 - Oct 11
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 CA $277
CA $307 total
includes taxes & fees
Oct 20 - Oct 21
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)
The price is CA $303
CA $337 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 CA $724
CA $803 total
includes taxes & fees
Oct 11 - Oct 12
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 CA $398
CA $637 total
includes taxes & fees
Nov 9 - Nov 10
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 CA $64
CA $201 total
includes taxes & fees
Oct 21 - Oct 22
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 CA $337
CA $537 total
includes taxes & fees
Oct 11 - Oct 12
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 CA $208
CA $312 total
includes taxes & fees
Oct 18 - Oct 19
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 CA $179
CA $254 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 CA $89
CA $236 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 CA $283
CA $710 total
includes taxes & fees
Oct 18 - Oct 19
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 CA $234
CA $357 total
includes taxes & fees
Oct 11 - Oct 12
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 CA $156
CA $222 total
includes taxes & fees
Oct 11 - Oct 12
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 CA $234
CA $357 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

Fairfield Inn & Suites by Marriott Clermont

Fairfield Inn & Suites by Marriott Clermont

10/10 Excellent
"excelente elección"
Annette 2-night trip
Posted 13 hours ago
Fairfield Inn & Suites by Marriott Clermont

Find out more about Leesburg

Everything you need to know about Leesburg vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Leesburg vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, cottages, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Leesburg vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Leesburg vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Leesburg. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Leesburg vacation rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a vacation rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Leesburg vacation rentals we have selected for you start as low as CA $153 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Leesburg rentals

At Expedia, we put the best Leesburg vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Leesburg rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Leesburg vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Leesburg. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

Explore a world of travel with Expedia

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.

What's the top vacation rental that Leesburg has to offer?

BETTER THAN A 5 STAR HOTEL WITH GOLF CART WHOLE HOUSE TOTALLY REMODELED: This vacation home rental near Leesburg offers an outdoor pool, a patio, and a barbecue grill to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a dishwasher, a fridge, and a stovetop.

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.