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

Leesburg Holiday Rentals

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
31 Jul - 2 Aug
In two months
11 Sept - 13 Sept
In three months
9 Oct - 11 Oct
In four months
6 Nov - 8 Nov

Our top choices for Leesburg holiday rentals

Property grounds

Waterfront Cottage on Haynes Creek

Waterfront Cottage on Haynes Creek
Leesburg
9.4 out of 10, Exceptional, (16 reviews)
"Cute little cottage, we had a nice relaxing stay."
United States
Rebecca S.
The price is HK$698
HK$1,584 total
includes taxes & fees
21 Jul - 22 Jul
Waterfront Cottage on Haynes Creek
Dining

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
The price is HK$600
HK$1,882 total
includes taxes & fees
19 Jul - 20 Jul
Cozy Home w/ Game Room Villages and Lake Harris
Dining

Lakefront Retreat • Patio + Grill • Pet Friendly

Lakefront Retreat • Patio + Grill • Pet Friendly
Leesburg
The price is HK$509
HK$2,842 total
includes taxes & fees
20 Jul - 21 Jul
Lakefront Retreat • Patio + Grill • Pet Friendly
Outdoor pool

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.
The price is HK$588
HK$1,418 total
includes taxes & fees
19 Jul - 20 Jul
Guest House with pool, boat parking
Property grounds

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.
The price is HK$1,540
HK$1,867 total
includes taxes & fees
19 Jul - 20 Jul
Paradise on Lake Harris Apt #101
Fridge, microwave, stovetop, coffee/tea maker

Charming Leesburg Cottage/Walk to HistoricDowntown

Charming Leesburg Cottage/Walk to HistoricDowntown
Leesburg
The price is HK$1,384
HK$3,436 total
includes taxes & fees
20 Jul - 21 Jul
Charming Leesburg Cottage/Walk to HistoricDowntown
Interior

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, (30 reviews)
"Great property. Close to our wedding venue. "
United States
Maria G.
The price is HK$2,469
HK$4,571 total
includes taxes & fees
19 Jul - 20 Jul
Spacious 5 bedroom 3.5 bath POOL home with Gym!!
Property grounds

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.
The price is HK$1,368
HK$1,675 total
includes taxes & fees
19 Jul - 20 Jul
Paradise on Lake Harris Apt #102
Property grounds

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.
The price is HK$1,284
HK$1,582 total
includes taxes & fees
19 Jul - 20 Jul
Paradise on Lake Harris Apt #201
Living area

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.
The price is HK$1,454
HK$1,779 total
includes taxes & fees
19 Jul - 20 Jul
Paradise on Lake Harris Apt #202
Terrace/patio

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
The price is HK$1,282
HK$1,424 total
includes taxes & fees
20 Jul - 21 Jul
Historic Tremain Cottages
Interior

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
The price is HK$847
HK$2,701 total
includes taxes & fees
17 Jul - 18 Jul
2 Mi to Lake Sumter Landing: Home in The Villages
Outdoor pool

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

Private Spacious Room in Home, with Pool-The Oasis Room
Clermont
9.6 out of 10, Exceptional, (34 reviews)
"Good"
United States
Blow
The price is HK$353
HK$766 total
includes taxes & fees
21 Jul - 22 Jul
Private Spacious Room in Home, with Pool-The Oasis Room
Fridge, microwave, oven, stovetop

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, (31 reviews)
"Great location! "
United States
Kerry S.
The price is HK$698
HK$2,022 total
includes taxes & fees
9 Aug - 10 Aug
BETTER THAN A 5 STAR HOTEL WITH GOLF CART WHOLE HOUSE TOTALLY REMODELED
Coffee/tea maker, fridge, microwave, oven

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, (8 reviews)
"House was spotless, and furniture was very comfortable. Location was perfect between Spanish Springs and Lake Sumter. Host was easy to get ahold of to answer any of our questions. Would stay here again!!!"
United States
Gregory S.
The price is HK$666
HK$1,973 total
includes taxes & fees
19 Jul - 20 Jul
Totally renovated bathrooms,kitchen, floors,bedrooms,by professional tradesmen
Dining

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, (9 reviews)
"Ginny and Eric were wonderful host. The RV is well stocked and very clean. We enjoyed our stay and look forward to a return stay."
United States
Carolyn
The price is HK$431
HK$1,075 total
includes taxes & fees
17 Jul - 18 Jul
36’ Vintage Comfortable RV Screened Patio, 3 Acres 15min to Ocala & The Villages
1 bedroom, WiFi, bed sheets

ROOM 04 - Lake Sumner

ROOM 04 - Lake Sumner
Clermont
7.4 out of 10, Good, (34 reviews)
"Cute little room which was perfect for our needs. No AC controls in the room but the weather was cool enough that it wasn’t an issue."
United States
Chris M.
The price is HK$729
HK$1,227 total
includes taxes & fees
19 Jul - 20 Jul
ROOM 04 - Lake Sumner
Property grounds

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

Unique "Tiki Hut" vibe in Downtown Mt Dora!!!!
Mount Dora
9.6 out of 10, Exceptional, (34 reviews)
"Great weekend! Comfortable bed, and great shower! "
United States
Erin T.
The price is HK$698
HK$1,766 total
includes taxes & fees
17 Jul - 18 Jul
Unique "Tiki Hut" vibe in Downtown Mt Dora!!!!
Terrace/patio

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
The price is HK$1,672
HK$1,856 total
includes taxes & fees
19 Jul - 20 Jul
Mount Dora Cottages
Exterior

Charming 2-bedroom apartment in house with AC, WiFi included

Charming 2-bedroom apartment in house with AC, WiFi included
Apopka
9.8 out of 10, Exceptional, (31 reviews)
"Mrs Linda was so nice and very attentive. Place was nice and quiet."
United States
Maribel
The price is HK$741
HK$1,122 total
includes taxes & fees
17 Jul - 18 Jul
Charming 2-bedroom apartment in house with AC, WiFi included
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

Brownwood Hotel & Spa

Brownwood Hotel & Spa

10/10 Excellent
"It is first rate! I marvel at the details in both the rooms and the public areas, just dreamy!"
Juliet 2-night trip
Posted 2 hours ago
Brownwood Hotel & Spa

Find out more about Leesburg

Search for holiday rentals in Leesburg on Expedia! You can easily find your home rentals, villas, holiday apartments in Leesburg using one of the methods below:

  • View our selection of featured holiday rentals in Leesburg
  • Use the map to find apartments and other holiday homes in the Leesburg neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Leesburg while they last

Look no further and take a look at our great range of rental properties in Leesburg!

Frequently asked questions

Can I find a holiday rental in Leesburg?

Yes, there are holiday rentals in Leesburg close to Leesburg Center for the Arts, or you can select a more secluded 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 are some of the best holiday rentals that Leesburg has to offer?

Spacious 5 bedroom 3.5 bath POOL home with Gym!!: This highly rated holiday home rental in Leesburg offers a fireplace, a patio and a BBQ 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 that you can cook with friends or family.

How many holiday rentals are there in Leesburg?

Expedia has 38 holiday 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. Plantation Golf Club and Lake Griffin are other places to visit while you're in town.

What are holiday rentals like in Leesburg?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Leesburg. Holiday rentals feature amenities such as laundry facilities and kitchens so you'll feel just like you're staying in your own home. If you're concerned about cleanliness, holiday rentals can offer a sense of security away from shared hotel lifts and busy reception areas while still allowing you the enjoyment of travel. You'll also get more space in a holiday rental than in a hotel, which makes a holiday rental an attractive option for a family trip.