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

Leesburg Vacation Rentals

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Our top choices for Leesburg vacation rentals

Historic Tremain Cottages

Historic Tremain Cottages
3.0 star property
Mount Dora
8.6 out of 10, Excellent, (37 reviews)
"Very clean room, quaint, close to the downtown area. "
United States
Raymond
$147 nightly
The price is $163
Jul 28 - Jul 29
Total with taxes and fees
Historic Tremain Cottages

2 Mi to Lake Sumter Landing: Home in The Villages

2 Mi to Lake Sumter Landing: Home in The Villages
3.0 star property
Mallory Square
$322 nightly
The price is $345
Jul 1 - Jul 2
Total with taxes and fees
2 Mi to Lake Sumter Landing: Home in The Villages

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
$237 nightly
The price is $263
Jun 29 - Jun 30
Total with taxes and fees
Mount Dora Cottages

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
$142 nightly
The price is $158
Jun 29 - Jun 30
Total with taxes and fees
Room 03 - Lake Sumner

Siena at Bella Collina

Siena at Bella Collina
3.5 star property
Montverde
9.8 out of 10, Exceptional, (77 reviews)
"Nice accommodation"
United States
Noel
$351 nightly
The price is $389
Jun 30 - Jul 1
Total with taxes and fees
Siena at Bella Collina

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

Swim, Golf & Unwind: Home 5 Mi to Lake Sumter!
3.0 star property
Collier
$350 nightly
The price is $374
Jun 29 - Jun 30
Total with taxes and fees
Swim, Golf & Unwind: Home 5 Mi to Lake Sumter!

Riverfront Floral City Stay w/ Dock & Hot Tub!

Riverfront Floral City Stay w/ Dock & Hot Tub!
3.0 star property
Floral City
$261 nightly
The price is $289
Jun 29 - Jun 30
Total with taxes and fees
Riverfront Floral City Stay w/ Dock & Hot Tub!

Fire Pit & Yard: Updated Winter Garden Home!

Fire Pit & Yard: Updated Winter Garden Home!
3.0 star property
Winter Garden
$487 nightly
The price is $547
Jun 30 - Jul 1
Total with taxes and fees
Fire Pit & Yard: Updated Winter Garden Home!

Sumner Lake Tiny House - Lake Sumner

Sumner Lake Tiny House - Lake Sumner
2.5 star property
Clermont
10.0 out of 10, Exceptional, (1 review)
$332 nightly
The price is $369
Jun 30 - Jul 1
Total with taxes and fees
Sumner Lake Tiny House - Lake Sumner

Sumner Lake Tiny House 1B

Sumner Lake Tiny House 1B
2.0 star property
Clermont
$352 nightly
The price is $391
Jun 29 - Jun 30
Total with taxes and fees
Sumner Lake Tiny House 1B

Studio 01 - Lake Sumner

Studio 01 - Lake Sumner
2.0 star property
Clermont
$201 nightly
The price is $223
Jul 3 - Jul 4
Total with taxes and fees
Studio 01 - Lake Sumner

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
$127 nightly
The price is $141
Jul 6 - Jul 7
Total with taxes and fees
Room 04 - Lake Sumner

Studio 02 - Lake Sumner

Studio 02 - Lake Sumner
2.0 star property
Clermont
6.0 out of 10, (1 review)
$249 nightly
The price is $276
Jul 12 - Jul 13
Total with taxes and fees
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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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, condos, resorts, cabins, villas, motels. 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 low season months. For more hustle and bustle, you may prefer to visit Leesburg in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $163 per night. Rates vary depending on your travel dates, location, and amenities so make a search and 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.

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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.

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

Spacious 5 bedroom 3.5 bath POOL home with Gym!!: Visitors give good reviews to this Leesburg vacation home rental, which offers a fireplace, a patio, and a barbecue grill to help you feel perfectly comfortable in your new surroundings. It has 5 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family.

How many vacation rentals are there in Leesburg?

Expedia has 38 vacation rentals for your stay in Leesburg.

What can I see and do in Leesburg?

Venetian Gardens and Treasure Island are a couple of scenic spots to enjoy the outdoors, whereas Paul P. Williams Auditorium is one of the cultural attractions. Lake Griffin and Plantation Golf Club 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.