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

Leesburg Vacation Rentals

  • Bundle & Save

    Get more, spend less whenever you see Bundle & Save deals

  • OneKeyCash

    Earn OneKeyCash on all your eligible bookings

  • Upfront pricing

    We are not like the others - we include taxes and fees

Check prices for these dates

In two weeks
Sep 25 - Sep 27
In two months
Nov 6 - Nov 8
In three months
Dec 4 - Dec 6
In four months
Jan 1 - Jan 3

Our top choices for Leesburg vacation rentals

The Garden, Pet Friendly | Terrace/patio

1. Historic Tremain Cottages

Historic Tremain Cottages
3.0 star property
Mount Dora
8.6 out of 10, Excellent, (41 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
$153 nightly
The price is $170
Sep 23 - Sep 24
Total with taxes and fees
Historic Tremain Cottages
Cottage, 1 Queen, 2 Twins, Sleeper Sofa, Pet Friendly (235 Cottage) (Ground Floor) | Terrace/patio

2. 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
Sep 13 - Sep 14
Total with taxes and fees
Mount Dora Cottages
House, Accessible | 1 bedroom, high-speed internet

3. Sumner Lake Tiny House 1B

Sumner Lake Tiny House 1B
2.0 star property
Clermont
$297 nightly
The price is $330
Sep 11 - Sep 12
Total with taxes and fees
Sumner Lake Tiny House 1B
House (2 Bedrooms) | Front of property

4. Mount Dora Home: Private Pool, Spa & Tropical Bar!

Mount Dora Home: Private Pool, Spa & Tropical Bar!
3.0 star property
Mount Dora
6.0 out of 10, (1 review)
$307 nightly
The price is $341
Sep 14 - Sep 15
Total with taxes and fees
Mount Dora Home: Private Pool, Spa & Tropical Bar!
Front of property - evening/night

5. 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
$466 nightly
The price is $517
Sep 13 - Sep 14
Total with taxes and fees
Siena at Bella Collina
House | High-speed internet

6. The Nest-lake Sumner

The Nest-lake Sumner
2.0 star property
Clermont
$193 nightly
The price is $214
Sep 12 - Sep 13
Total with taxes and fees
The Nest-lake Sumner
House (2 Bedrooms) | Interior

7. 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
Sep 14 - Sep 15
Total with taxes and fees
Riverfront Floral City Stay w/ Dock & Hot Tub!
House, Accessible | 1 bedroom, high-speed internet

8. Studio 01 - Lake Sumner

Studio 01 - Lake Sumner
2.0 star property
Clermont
$221 nightly
The price is $245
Sep 12 - Sep 13
Total with taxes and fees
Studio 01 - Lake Sumner
House, Accessible | 2 bedrooms, high-speed internet, bed sheets

9. 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)
$351 nightly
The price is $390
Sep 11 - Sep 12
Total with taxes and fees
Sumner Lake Tiny House - Lake Sumner
House (3 Bedrooms) | Interior

10. 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
Sep 11 - Sep 12
Total with taxes and fees
Swim, Golf & Unwind: Home 5 Mi to Lake Sumter!
House, Accessible | 1 bedroom, high-speed internet

11. 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
$132 nightly
The price is $147
Oct 11 - Oct 12
Total with taxes and fees
Room 04 - Lake Sumner
House (3 Bedrooms) | Front of property

12. Waterfront Lake Dora Escape w/ Private Dock & Slip

Waterfront Lake Dora Escape w/ Private Dock & Slip
3.0 star property
Tavares
$523 nightly
The price is $581
Sep 14 - Sep 15
Total with taxes and fees
Waterfront Lake Dora Escape w/ Private Dock & Slip
House, Accessible | 1 bedroom, high-speed internet

13. Studio 02 - Lake Sumner

Studio 02 - Lake Sumner
2.0 star property
Clermont
6.0 out of 10, (1 review)
$216 nightly
The price is $239
Oct 11 - Oct 12
Total with taxes and fees
Studio 02 - Lake Sumner
House, Accessible | 1 bedroom, high-speed internet

14. 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
$157 nightly
The price is $174
Sep 11 - Sep 12
Total with taxes and fees
Room 03 - Lake Sumner
House (2 Bedrooms) | Interior

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

Fire Pit & Yard: Updated Winter Garden Home!
3.0 star property
Winter Garden
$444 nightly
The price is $499
Sep 20 - Sep 21
Total with taxes and fees
Fire Pit & Yard: Updated Winter Garden Home!
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Leesburg Hotel Reviews

Lakeside Inn

Lakeside Inn

8/10 Good
"Room was small. Very clean"
Paul 1-night trip
Posted 1 hour ago
Lakeside Inn

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 $108 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.

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?

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 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. Treasure Island and Lake Harris 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.