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 16 - Oct 18
In two months
Nov 27 - Nov 29
In three months
Dec 25 - Dec 27
In four months
Jan 22 - Jan 24

Our top choices for Leesburg vacation rentals

Two wicker chairs with red cushions on a wooden deck.

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
$268 nightly
The price is $294
Oct 4 - Oct 5
Total with taxes and fees
Cozy Home w/ Game Room Villages and Lake Harris
A swimming pool with a hot tub, surrounded by a brick patio, and a house with a balcony.

2. Guest House with pool, boat parking

Guest House with pool, boat parking
Leesburg
8.8 out of 10, Excellent, (29 reviews)
"The host was right on top of things when we needed something. The little pool was great for winding down in the evening. There were a couple things that I think could improve the rental: The large fridge did not work, but luckily the small one took care of that. Other issues were pretty minor.We would stay here again.Wes"
United States
Wes C.
$158 nightly
The price is $173
Sep 30 - Oct 1
Total with taxes and fees
Guest House with pool, boat parking
A covered outdoor area with a view of a pond and surrounding greenery.

3. Waterfront Cottage on Haynes Creek

Waterfront Cottage on Haynes Creek
Leesburg
9.4 out of 10, Exceptional, (18 reviews)
"Cute little cottage, we had a nice relaxing stay."
United States
Rebecca S.
$185 nightly
The price is $203
Sep 30 - Oct 1
Total with taxes and fees
Waterfront Cottage on Haynes Creek
A wooden pier extending into calm water, surrounded by trees and a clear sky.

4. 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.
$198 nightly
The price is $217
Sep 30 - Oct 1
Total with taxes and fees
Paradise on Lake Harris Apt #102
A modern kitchen with a central island, a dining table with chairs, and a chandelier.

5. Lakefront Retreat • Patio + Grill • Pet Friendly

Lakefront Retreat • Patio + Grill • Pet Friendly
Leesburg
2.0 out of 10, (1 review)
$364 nightly
The price is $399
Oct 6 - Oct 7
Total with taxes and fees
Lakefront Retreat • Patio + Grill • Pet Friendly
A modern kitchen with white cabinets, a stainless steel oven, and a glass dining table.

6. Charming Leesburg Cottage/Walk to HistoricDowntown

Charming Leesburg Cottage/Walk to HistoricDowntown
Leesburg
$383 nightly
The price is $420
Sep 30 - Oct 1
Total with taxes and fees
Charming Leesburg Cottage/Walk to HistoricDowntown
A wooden pier extending into calm water, surrounded by trees and a clear sky.

7. 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.
$185 nightly
The price is $203
Sep 30 - Oct 1
Total with taxes and fees
Paradise on Lake Harris Apt #201
A wooden pier extending into calm water, surrounded by trees and a clear sky.

8. 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.
$222 nightly
The price is $243
Sep 30 - Oct 1
Total with taxes and fees
Paradise on Lake Harris Apt #101
A spacious living room with a dark wood floor, a gray sofa, a coffee table, and a TV mounted on the wall.

9. 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.
$210 nightly
The price is $230
Sep 30 - Oct 1
Total with taxes and fees
Paradise on Lake Harris Apt #202
A modern kitchen with white cabinetry, a central island, and a dining area with a table and chairs.

10. 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, (38 reviews)
"Excellent property and lovely stay and host!"
United States
Pamela L.
$215 nightly
The price is $228
Sep 30 - Oct 1
Total with taxes and fees
BETTER THAN A 5 STAR HOTEL WITH GOLF CART WHOLE HOUSE TOTALLY REMODELED
A spacious living room with a ceiling fan, a sliding glass door leading to an outdoor area, a fireplace, and a comfortable seating arrangement.

11. Cozy Cottage, private back yard, and free coffee!

Cozy Cottage, private back yard, and free coffee!
Wildwood
9.8 out of 10, Exceptional, (42 reviews)
"Perfect dog friendly clean cute lil house "
United States
Kevin P.
$254 nightly
The price is $270
Oct 4 - Oct 5
Total with taxes and fees
Cozy Cottage, private back yard, and free coffee!
A covered porch with wicker chairs and a ceiling fan.

12. 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
$152 nightly
The price is $169
Sep 30 - Oct 1
Total with taxes and fees
Historic Tremain Cottages
A modern kitchen with white cabinetry, stainless steel appliances, and a skylight.

13. 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, (13 reviews)
"Great home great host"
United States
Josh G.
$219 nightly
The price is $233
Sep 30 - Oct 1
Total with taxes and fees
Totally renovated bathrooms,kitchen, floors,bedrooms,by professional tradesmen
A wooden console table with a fireplace, a decorative vase, and various items on top.

14. 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 $182
Sep 30 - Oct 1
Total with taxes and fees
Cozy Pink Vintage Studio with Private Fenced Yard
A kitchen with a black metal table and chairs, a white vase with green plants, and a window with blinds.

15. 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.
$192 nightly
The price is $203
Sep 30 - Oct 1
Total with taxes and fees
Vintage Charm on Peaceful Mini Farm - Pet Friendly
A modern outdoor seating area with a wicker sectional sofa, a wooden coffee table, and a large umbrella.

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
Oct 4 - Oct 5
Total with taxes and fees
Swim, Golf & Unwind: Home 5 Mi to Lake Sumter!
A covered outdoor swimming pool with lounge chairs and a hot tub.

17. Private Spacious Room in Home, with Pool-The Oasis Room

Private Spacious Room in Home, with Pool-The Oasis Room
Clermont
9.4 out of 10, Exceptional, (38 reviews)
"Stayed for one night and looking forward to staying again. Communication was great and place as described"
United States
Juan m.
$95 nightly
The price is $103
Sep 30 - Oct 1
Total with taxes and fees
Private Spacious Room in Home, with Pool-The Oasis Room
A hallway leading to a dining area with a bar and chairs.

18. Home away from home entire house

Home away from home entire house
Chatham
9.8 out of 10, Exceptional, (38 reviews)
"Would stay here again in a heartbeat! Everything was great from the communication with the host, cleanliness of the house, easy check-in, all awesome. We had a great time!"
United States
Tyler S.
Home away from home entire house
A waterfront property with a dock, a pathway, and a grassy area.

19. Unique "Tiki Hut" vibe in Downtown Mt Dora!!!!

Unique "Tiki Hut" vibe in Downtown Mt Dora!!!!
Mount Dora
9.6 out of 10, Exceptional, (37 reviews)
"Great weekend! Comfortable bed, and great shower! "
United States
Erin T.
$245 nightly
The price is $268
Oct 1 - Oct 2
Total with taxes and fees
Unique "Tiki Hut" vibe in Downtown Mt Dora!!!!
A cozy RV interior with a dining area, ceiling fan, and string lights.

20. 36’ Vintage Comfortable RV Screened Patio, 3 Acres 15min to Ocala & The Villages

36’ Vintage Comfortable RV Screened Patio, 3 Acres 15min to Ocala & The Villages
Summerfield
9.4 out of 10, Exceptional, (16 reviews)
"Friendly communicative property was outstanding b&b was beautiful comfortable absolutely all in all wonderful"
United States
Tina P.
$125 nightly
The price is $137
Sep 30 - Oct 1
Total with taxes and fees
36’ Vintage Comfortable RV Screened Patio, 3 Acres 15min to Ocala & The Villages
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

Lakeside Inn

Lakeside Inn

10/10 Excellent
"Location/proximity to Town"
Antonio 2-night trip
Posted less than an 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 $103 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?

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.