Leesburg Vacation Rentals

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Check prices for these dates

In two weeks
May 22 - May 24
In two months
Jul 3 - Jul 5
In three months
Jul 31 - Aug 2
In four months
Aug 28 - Aug 30

Our top choices for Leesburg vacation rentals

Property grounds

Waterfront Cottage on Haynes Creek

Waterfront Cottage on Haynes Creek
Leesburg
9.4 out of 10, Exceptional, (13 reviews)
"Cute little cottage, we had a nice relaxing stay."
United States
Rebecca S.
The price is ￥13,960
￥31,673 total
includes taxes & fees
May 11 - May 12
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, (14 reviews)
"Amazing stay!"
United States
Dennis
The price is ￥11,986
￥37,309 total
includes taxes & fees
May 12 - May 13
Cozy Home w/ Game Room Villages and Lake Harris
Outdoor pool

Guest House with pool, boat parking

Guest House with pool, boat parking
Leesburg
8.6 out of 10, Excellent, (27 reviews)
"Great location, clean and very good communications with owner. I’d definitely stay again."
United States
Dennis B.
The price is ￥11,751
￥28,351 total
includes taxes & fees
May 11 - May 12
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 ￥30,788
￥37,309 total
includes taxes & fees
May 11 - May 12
Paradise on Lake Harris Apt #101
Dining

Lakefront Retreat • Patio + Grill • Pet Friendly

Lakefront Retreat • Patio + Grill • Pet Friendly
Leesburg
The price is ￥11,751
￥57,467 total
includes taxes & fees
May 11 - May 12
Lakefront Retreat • Patio + Grill • Pet Friendly
Private kitchen

Charming Leesburg Cottage/Walk to HistoricDowntown

Charming Leesburg Cottage/Walk to HistoricDowntown
Leesburg
The price is ￥29,127
￥71,000 total
includes taxes & fees
May 11 - May 12
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, (25 reviews)
"Beautiful place. Hosts were very helpful and easily accessible. Would definitely recommend visiting!!"
United States
Pam D.
The price is ￥49,354
￥91,211 total
includes taxes & fees
May 12 - May 13
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 ￥27,341
￥33,483 total
includes taxes & fees
May 11 - May 12
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 ￥25,656
￥31,613 total
includes taxes & fees
May 11 - May 12
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 ￥29,064
￥35,395 total
includes taxes & fees
May 11 - May 12
Paradise on Lake Harris Apt #202
Fridge, microwave, oven, stovetop

Cozy RV in Enchanting Silver Springs with WiFi, AC, TV, fire pit & horse stable

Cozy RV in Enchanting Silver Springs with WiFi, AC, TV, fire pit & horse stable
Silver Springs
10.0 out of 10, Exceptional, (32 reviews)
"We had a wonderful stay, perfect getaway spot to relax and enjoy. "
United States
Tim
The price is ￥15,934
￥26,142 total
includes taxes & fees
May 11 - May 12
Cozy RV in Enchanting Silver Springs with WiFi, AC, TV, fire pit & horse stable
Dining

Cozy 1 bedroom 1 bath RV near the Ocala forest and Springs.

Cozy 1 bedroom 1 bath RV near the Ocala forest and Springs.
Altoona
9.8 out of 10, Exceptional, (29 reviews)
"The host was welcoming and our stay was very enjoyable. "
United States
Tom H.
The price is ￥14,587
￥23,673 total
includes taxes & fees
May 14 - May 15
Cozy 1 bedroom 1 bath RV near the Ocala forest and Springs.
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, (28 reviews)
"We stayed here for several nights while on vacation. Wonderful, peaceful, and clean place! The hosts couldn’t be better, we had a late flight and issues with a rental car and they were very understanding and helpful. Would highly recommend this place!"
United States
Ashlyn H.
The price is ￥7,756
￥16,091 total
includes taxes & fees
May 17 - May 18
Private Spacious Room in Home, with Pool-The Oasis Room
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 ￥28,612
￥31,760 total
includes taxes & fees
May 12 - May 13
Historic Tremain Cottages
Interior

Cozy Lake Front Cottage

Cozy Lake Front Cottage
Clermont
10.0 out of 10, Exceptional, (21 reviews)
"Host was very accommodating and the cottage was perfect"
United States
Ashley P.
The price is ￥21,011
￥45,414 total
includes taxes & fees
May 11 - May 12
Cozy Lake Front Cottage
Smart TV

Charming Celtic Cottage Retreat – 2 Bed, 1 Bath Haven"

Charming Celtic Cottage Retreat – 2 Bed, 1 Bath Haven"
Mount Dora
10.0 out of 10, Exceptional, (15 reviews)
"The host was very responsive. The place is adorable very inviting."
United States
roseanne b.
The price is ￥21,434
￥39,484 total
includes taxes & fees
May 11 - May 12
Charming Celtic Cottage Retreat – 2 Bed, 1 Bath Haven"
Interior

Your second home in florida

Your second home in florida
Altoona
9.6 out of 10, Exceptional, (11 reviews)
"Very nice place. It was simple and beautiful. We found our place to stay when we visit our family in the area."
United States
Debra M.
The price is ￥18,191
￥26,804 total
includes taxes & fees
May 11 - May 12
Your second home in florida
Microwave, oven, stovetop, dishwasher

Vista Vibes • Effortless Luxury Near Lake Dora

Vista Vibes • Effortless Luxury Near Lake Dora
Mount Dora
10.0 out of 10, Exceptional, (2 reviews)
"Perfect location for us, "
United States
Judy B.
The price is ￥11,281
￥37,309 total
includes taxes & fees
May 25 - May 26
Vista Vibes • Effortless Luxury Near Lake Dora
Fridge, microwave, oven, stovetop

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, (5 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 ￥9,244
￥33,981 total
includes taxes & fees
May 11 - May 12
Totally renovated bathrooms,kitchen, floors,bedrooms,by professional tradesmen
Property grounds

Lil’ Scotty - Private Cozy Efficiency

Lil’ Scotty - Private Cozy Efficiency
Mount Dora
9.4 out of 10, Exceptional, (8 reviews)
"Very nicely setup room with clean sheets, towels. TV included with Prime guest access. A small fridge, Microwave and Coffee maker."
United States
Hubert
The price is ￥16,921
￥26,264 total
includes taxes & fees
May 11 - May 12
Lil’ Scotty - Private Cozy Efficiency
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
"Walking distance to Lake Sumpter Square!"
Louis 1-night trip
Posted 7 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:

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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?

Cozy Home w/ Game Room Villages and Lake Harris: Visitors give good reviews to this Leesburg vacation home rental, which offers a patio, a garden, and a barbecue grill to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a dishwasher, a fridge, and a stovetop. Make the most of the selection of games in this rental home to help you unwind.

How many vacation rentals are there in Leesburg?

Expedia has 38 vacation 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 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.