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Check prices for these dates

In two weeks
12 Jun - 14 Jun
In two months
24 Jul - 26 Jul
In three months
21 Aug - 23 Aug
In four months
18 Sep - 20 Sep

Our top choices for Leesburg holiday rentals

House, Accessible | 1 bedroom, Internet

Studio 01 - Lake Sumner

Studio 01 - Lake Sumner
2.0 star property
Clermont
The price is ฿5,493
฿8,339 total
includes taxes & fees
28 May - 29 May
Studio 01 - Lake Sumner
The Garden, Pet Friendly | 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 ฿5,311
฿5,896 total
includes taxes & fees
4 Jun - 5 Jun
Historic Tremain Cottages
Cottage, 1 Queen, 2 Twins, Sleeper Sofa, Pet Friendly (235 Cottage) (Ground Floor) | Terrace/patio

Mount Dora Cottages

Mount Dora Cottages
3.0 star property
Mount Dora
9.4 out of 10, Exceptional, (211 reviews)
"Perfect spot"
United States
PATRICIA
The price is ฿6,925
฿7,686 total
includes taxes & fees
1 Jun - 2 Jun
Mount Dora Cottages
House (2 Bedrooms) | Interior

Riverfront Floral City Stay w/ Dock & Hot Tub!

Riverfront Floral City Stay w/ Dock & Hot Tub!
3.0 star property
Floral City
The price is ฿2,386
฿8,674 total
includes taxes & fees
28 May - 29 May
Riverfront Floral City Stay w/ Dock & Hot Tub!
Front of property – evening/night

Siena at Bella Collina

Siena at Bella Collina
3.5 star property
Montverde
9.8 out of 10, Exceptional, (77 reviews)
"Pool was great, lake view super, staff super friendly."
United States
James
The price is ฿14,791
฿16,418 total
includes taxes & fees
2 Jun - 3 Jun
Siena at Bella Collina
House, Accessible | 1 bedroom, Internet

Sumner Lake Tiny House 1B

Sumner Lake Tiny House 1B
2.0 star property
Clermont
The price is ฿7,421
฿12,691 total
includes taxes & fees
1 Jun - 2 Jun
Sumner Lake Tiny House 1B
Interior

Pool Access! Spacious Home Near Wekiwa Springs

Pool Access! Spacious Home Near Wekiwa Springs
3.0 star property
Apopka
The price is ฿4,383
฿13,196 total
includes taxes & fees
8 Jun - 9 Jun
Pool Access! Spacious Home Near Wekiwa Springs
House (2 Bedrooms) | Interior

3 Mi to Spanish Springs: Peaceful Retreat w/ Perks

3 Mi to Spanish Springs: Peaceful Retreat w/ Perks
3.0 star property
Alhambra
The price is ฿3,928
฿10,905 total
includes taxes & fees
30 May - 31 May
3 Mi to Spanish Springs: Peaceful Retreat w/ Perks
Interior

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

Swim, Golf & Unwind: Home 5 Mi to Lake Sumter!
3.0 star property
Collier
The price is ฿7,337
฿15,756 total
includes taxes & fees
28 May - 29 May
Swim, Golf & Unwind: Home 5 Mi to Lake Sumter!
House (2 Bedrooms) | Interior

Fire Pit & Yard: Updated Winter Garden Home!

Fire Pit & Yard: Updated Winter Garden Home!
3.0 star property
Winter Garden
The price is ฿6,948
฿17,645 total
includes taxes & fees
30 May - 31 May
Fire Pit & Yard: Updated Winter Garden Home!
House, Accessible | 2 bedrooms, Internet, bed sheets

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)
The price is ฿8,068
฿13,409 total
includes taxes & fees
4 Jun - 5 Jun
Sumner Lake Tiny House - Lake Sumner
House, Accessible | 1 bedroom, Internet

Studio 02 - Lake Sumner

Studio 02 - Lake Sumner
2.0 star property
Clermont
6.0 out of 10, (1 review)
The price is ฿6,062
฿8,956 total
includes taxes & fees
9 Jun - 10 Jun
Studio 02 - Lake Sumner
House, Accessible | 1 bedroom, Internet

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
The price is ฿3,637
฿5,151 total
includes taxes & fees
28 May - 29 May
Room 04 - Lake Sumner
House, Accessible | 1 bedroom, Internet

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
The price is ฿4,630
฿6,415 total
includes taxes & fees
28 May - 29 May
Room 03 - 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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Top Leesburg Hotel Reviews

The Waterfront Inn

The Waterfront Inn

10/10 Excellent
"Great place to stay and just a short bit from the town square. Happy hour at the restaurant and the pool are fun!"
Amy 2-night trip
Posted 6 hours ago
The Waterfront Inn

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.

How many holiday rentals are there in Leesburg?

Expedia has 39 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. Lake Griffin and Plantation Golf Club 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.