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65 Leesburg Vacation Rentals & Short Term Rentals is the world's top vacation rental search engine, rated 9.6 out of 10 based on 50 user reviews.
Compare Leesburg vacation rentals from 7 rental sites including HomeAway,, HRS Holidays and more, from $43 a night.

Leesburg Information

About Leesburg

Get away to peaceful Leesburg in Lake County. This classic town in central Florida lies between Lake Harris and Lake Griffin, and gives you a calmer way to enjoy the warm Floridian weather. Leesburg is close enough to the famous theme park craziness to give you a vacation without the hassle. Leesburg is both convenient, and distant from the top tourist destinations in Florida.

Things To Do In Leesburg

Leesburg has a ton of outdoor activities that your whole family will enjoy. See the luxurious Venetian Gardens Park on the edge of Lake Harris. At this park you can find birds, paths and maybe even spot an alligator or two! The park is a free activity, and bringing a camera helps to make the trip even more memorable. Historic Downtown Leesburg is the place for shopping and restaurants, and is perfect for a warm evening. On Saturday mornings, the ‘Towne Square’ downtown transforms into a farmers market. From 8am until 1pm the farmers market entertains you with music, food, and a truckload of local charm. Get a good look at Central Florida up close with Kayaking Florida Waters, who give (rare and unique) guided kayak tours. This special experience is like no other. The Palatlakaha Environmental and Agricultural Reserve is another nature spot you have to hit in Leesburg. The hiking and biking trails are lined with flowers, birds, and butterflies — giving you both a relaxing and energizing environment.

Day Trips Near Leesburg

One of the benefits of staying in Leesburg is its proximity to sought-after attractions in Florida. Another Leesburg-like small town, an hour and a half from Florida, is St. Cloud. Enjoy the nature of Lakefront Park — St. Cloud’s answer to its lack of beaches. The water, serenity and small town charm of St. Cloud makes it a no-hassle day trip. Take a classic day trip to Orlando, the epitome of Florida attractions. Orlando is an hour away from Leesburg, but theme park memories are integral in everyone’s childhood. Disney’s Magic Kingdom can be overpriced, and mid-day trips can be very hot while standing in lines. However, this trip could be the highlight of your kids’ vacation! Universal Orlando’s Wizarding World of Harry Potter will charm your vacation. The theme park is magical, and keeps adults and children alike entertained. Experience Diagon Alley, the Great Hall, and a true immersion into the favourite series of a generation.

Leesburg Accommodation

Leesburg is a comfortable place to settle down on your vacation — away from the madness and tourism. Booking a rental with Tripping will make your search easy, as Tripping’s assortment of hotels, rentals and houses have everything you could need. Find you and your family a vacation rental with Tripping today!

Transportation in Leesburg

Leesburg is definitely easiest to manoeuvre by car, so you may want to rent one at the Orlando International Airport when you arrive. Leesburg is located near the Florida Turnpike, for if you’re driving into town. Buses are provided by LakeXpress for your public transportation needs.

Vacation Rentals in Leesburg

Looking for a vacation rental in Leesburg? has 56 vacation rental homes available in Leesburg. You'll find 0 studios, 23 1-bedroom, 12 2-bedroom and 21 rentals with 3 or more bedrooms ranging from $43 a night. For extra convenience, many of these vacation homes can be booked directly online.

The average price of a nightly rental in Leesburg is $144 while the average price of a weekly rental is $851. For those looking for more than a short term rental such as corporate rentals, extended stays or long term rentals, the average monthly price of a Leesburg home is $2715.

Wondering if you can bring your dog or cat along with you? There are 17 pet-friendly vacation rentals available in Leesburg. In addition to accommodating pets, Leesburg rentals offer a variety of amenities. In particular, 41 rentals have Internet and WiFi, 36 have TV and/or cable and 35 have a pool or hot tub.

Search properties from 7 vacation rental sites in Leesburg where the top providers in that area are HomeAway,, and HRS Holidays. There are 31 HomeAway rentals, 9 short term rentals and 6 HRS Holidays vacation rentals.