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
Sep 11 - Sep 13
In two months
Oct 23 - Oct 25
In three months
Nov 20 - Nov 22
In four months
Dec 18 - Dec 20

Our top choices for Leesburg vacation rentals

Dining

1. Cozy Home w/ Game Room Villages and Lake Harris

Cozy Home w/ Game Room Villages and Lake Harris
Leesburg
8.8 out of 10, Excellent, (15 reviews)
"Amazing stay!"
United States
Dennis
$225 nightly
The price is $246
Aug 30 - Aug 31
Total with taxes and fees
Cozy Home w/ Game Room Villages and Lake Harris
Pool

2. Guest House with pool, boat parking

Guest House with pool, boat parking
Leesburg
8.8 out of 10, Excellent, (28 reviews)
"Great location, clean and very good communications with owner. I’d definitely stay again."
United States
Dennis B.
$166 nightly
The price is $182
Aug 30 - Aug 31
Total with taxes and fees
Guest House with pool, boat parking
Property grounds

3. Waterfront Cottage on Haynes Creek

Waterfront Cottage on Haynes Creek
Leesburg
9.6 out of 10, Exceptional, (17 reviews)
"Cute little cottage, we had a nice relaxing stay."
United States
Rebecca S.
$187 nightly
The price is $205
Aug 28 - Aug 29
Total with taxes and fees
Waterfront Cottage on Haynes Creek
Property grounds

4. Paradise on Lake Harris Apt #201

Paradise on Lake Harris Apt #201
Leesburg
10.0 out of 10, Exceptional, (4 reviews)
"Really enjoyed our stay. Beautiful property in a very quiet area but a very short walk or drive to restaurants and shopping."
United States
Ora P.
$184 nightly
The price is $202
Aug 30 - Aug 31
Total with taxes and fees
Paradise on Lake Harris Apt #201
Dining

5. Lakefront Retreat • Patio + Grill • Pet Friendly

Lakefront Retreat • Patio + Grill • Pet Friendly
Leesburg
2.0 out of 10, (1 review)
$352 nightly
The price is $386
Sep 2 - Sep 3
Total with taxes and fees
Lakefront Retreat • Patio + Grill • Pet Friendly
Private kitchen

6. Charming Leesburg Cottage/Walk to HistoricDowntown

Charming Leesburg Cottage/Walk to HistoricDowntown
Leesburg
$370 nightly
The price is $406
Sep 1 - Sep 2
Total with taxes and fees
Charming Leesburg Cottage/Walk to HistoricDowntown
Interior

7. Spacious 5 bedroom 3.5 bath POOL home with Gym!!

Spacious 5 bedroom 3.5 bath POOL home with Gym!!
Leesburg
9.2 out of 10, Wonderful, (34 reviews)
"Big house in a great neighborhood. Very central to the Lake Area. Great communication and comfortable home."
United States
Richard M.
$532 nightly
The price is $583
Aug 29 - Aug 30
Total with taxes and fees
Spacious 5 bedroom 3.5 bath POOL home with Gym!!
Property grounds

8. Paradise on Lake Harris Apt #102

Paradise on Lake Harris Apt #102
Leesburg
10.0 out of 10, Exceptional, (8 reviews)
"Very convenient to the fishing tournament we were in town for, clean and AC worked well, and owner was very nice. "
United States
Allison B.
$195 nightly
The price is $214
Aug 30 - Aug 31
Total with taxes and fees
Paradise on Lake Harris Apt #102
Property grounds

9. Paradise on Lake Harris Apt #101

Paradise on Lake Harris Apt #101
Leesburg
9.2 out of 10, Wonderful, (10 reviews)
"What a wonderful, clean and great vibing place to stay! We visited for a short adults only get away to explore the Harris chain and we will definitely be staying here again! Thank you!"
United States
Mendy H.
$217 nightly
The price is $238
Aug 30 - Aug 31
Total with taxes and fees
Paradise on Lake Harris Apt #101
Living area

10. Paradise on Lake Harris Apt #202

Paradise on Lake Harris Apt #202
Leesburg
10.0 out of 10, Exceptional, (1 review)
"We stayed for a month, enjoyed the views of the lake to the south and lake to the north. Garry is friendly and staff are available for any request."
United States
Daryle F.
$206 nightly
The price is $226
Sep 9 - Sep 10
Total with taxes and fees
Paradise on Lake Harris Apt #202
Interior

11. Cozy Pink Vintage Studio with Private Fenced Yard

Cozy Pink Vintage Studio with Private Fenced Yard
Coleman
9.6 out of 10, Exceptional, (8 reviews)
"The host went out of her way to make sure we had everything we needed."
United States
Cynthia B.
$172 nightly
The price is $183
Aug 31 - Sep 1
Total with taxes and fees
Cozy Pink Vintage Studio with Private Fenced Yard
Private kitchen

12. BETTER THAN A 5 STAR HOTEL WITH GOLF CART WHOLE HOUSE TOTALLY REMODELED

BETTER THAN A 5 STAR HOTEL WITH GOLF CART WHOLE HOUSE TOTALLY REMODELED
Alhambra
10.0 out of 10, Exceptional, (36 reviews)
"Excellent property and lovely stay and host!"
United States
Pamela L.
$245 nightly
The price is $260
Sep 9 - Sep 10
Total with taxes and fees
BETTER THAN A 5 STAR HOTEL WITH GOLF CART WHOLE HOUSE TOTALLY REMODELED
The Garden, Pet Friendly | Terrace/patio

13. Historic Tremain Cottages

Historic Tremain Cottages
3.0 star property
Mount Dora
8.6 out of 10, Excellent, (40 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
$147 nightly
The price is $163
Sep 1 - Sep 2
Total with taxes and fees
Historic Tremain Cottages
Private kitchen

14. Renovated! Between Two Squares with Golf Cart !

Renovated! Between Two Squares with Golf Cart !
The Villages
10.0 out of 10, Exceptional, (12 reviews)
"1st class renovation, clean, excellent location, highly recommend."
United States
Marguerite W.
$256 nightly
The price is $272
Aug 30 - Aug 31
Total with taxes and fees
Renovated! Between Two Squares with Golf Cart !
Living area

15. The Villages Courtyard Villa – Private Yard, Golf Cart Included, Pools Nearby

The Villages Courtyard Villa – Private Yard, Golf Cart Included, Pools Nearby
Duval
10.0 out of 10, Exceptional, (16 reviews)
"Host was very good and the place was very clean. Great location"
United States
Danielle P.
$289 nightly
The price is $307
Sep 1 - Sep 2
Total with taxes and fees
The Villages Courtyard Villa – Private Yard, Golf Cart Included, Pools Nearby
House (3 Bedrooms) | Interior

16. 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
Aug 28 - Aug 29
Total with taxes and fees
Swim, Golf & Unwind: Home 5 Mi to Lake Sumter!
Private kitchen

17. Totally renovated bathrooms,kitchen, floors,bedrooms,by professional tradesmen

Totally renovated bathrooms,kitchen, floors,bedrooms,by professional tradesmen
Alhambra
10.0 out of 10, Exceptional, (10 reviews)
"Great home great host"
United States
Josh G.
$240 nightly
The price is $255
Sep 9 - Sep 10
Total with taxes and fees
Totally renovated bathrooms,kitchen, floors,bedrooms,by professional tradesmen
Dining

18. Vintage Charm on Peaceful Mini Farm - Pet Friendly

Vintage Charm on Peaceful Mini Farm - Pet Friendly
Coleman
10.0 out of 10, Exceptional, (27 reviews)
"Very clean and comfortable bed."
United States
Cheryl D.
$194 nightly
The price is $205
Aug 28 - Aug 29
Total with taxes and fees
Vintage Charm on Peaceful Mini Farm - Pet Friendly
Private kitchen

19. Lovely 2-bedroom house in Howey-in-the-Hills

Lovely 2-bedroom house in Howey-in-the-Hills
HOWEY-IN-THE-HILLS
9.4 out of 10, Exceptional, (3 reviews)
"The interior of this property was super clean and looked exactly like the pictures online. You can tell the owner has made a big effort to stock the house with thoughtful and useful items a traveler might need or want. The kitchen was extremely well stocked also! The house was in a residential and rural area, don’t let the exterior fool you, it’s very modern and updated inside."
United States
Lisa M.
$355 nightly
The price is $389
Aug 29 - Aug 30
Total with taxes and fees
Lovely 2-bedroom house in Howey-in-the-Hills
Living area

20. Cozy Lake Cottage with HOT TUB- Walk to Lake Dora

Cozy Lake Cottage with HOT TUB- Walk to Lake Dora
Tavares
10.0 out of 10, Exceptional, (7 reviews)
"HOST WAS AMAZING... great communication, very gracious... loved the house - will stay again next trip."
United States
allen a.
$307 nightly
The price is $336
Aug 31 - Sep 1
Total with taxes and fees
Cozy Lake Cottage with HOT TUB- Walk to Lake Dora
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

Hampton Inn By Hilton Ocoee Orlando

Hampton Inn By Hilton Ocoee Orlando

10/10 Excellent
"Hotel was nice and clean. Staff was friendly. Breakfast was good enough. There was ample room for parking. Looking forward to stay again in the future."
Monee 2-night trip
Posted 2 hours ago
Hampton Inn By Hilton Ocoee Orlando

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 37 vacation rentals for your stay in Leesburg.

What can I see and do in Leesburg?

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