46 Leesburg Vacation Rentals & Short Term Rentals

Tripping.com 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 9 rental sites including HomeAway, TripAdvisor, Booking.com and more, ranging from $45 to $5995 a night.

Information about Leesburg

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 the perfect vacation rental for your Leesburg getaway? Tripping.com’s got your trip covered. Whether you’re seeking a villa, cabin or cottage, Leesburg offers 639 affordable homes to choose from, offering far more amenities, space and convenience than the average hotel room. Select from 468 properties with high-speed internet, 423 full with jacuzzi and pool, and homes complete with outdoor patio well-suited for a barbecue with loved ones. Whatever your needs, find the perfect rental that best matches your accommodation style and budget.

For travelers planning for an extended stay, long-term lodging and corporate rentals only cost an average of $3333 a month. Save hundreds with Tripping.com and even book instantly with properties marked “Instabook.” Leesburg has 639 gorgeous homes with 162 pet-friendly rentals to choose from, perfect for your furry friends. Check out our listings now to get the latest deals, and book the right vacation rental for you and the whole family. Feel at home wherever you are and experience an unforgettable vacation with Tripping.com.

Search properties from 9 rental sites in Leesburg where the top providers in that area are HomeAway, TripAdvisor, and Booking.com. There are 330 HomeAway rentals, 165 TripAdvisor short term rentals and 78 Booking.com vacation rentals.
How likely would you be to recommend Tripping.com to a friend?
Not At All
  • 0
  • 1
  • 2
  • 3
  • 4
  • 5
  • 6
  • 7
  • 8
  • 9
  • 10
Extremely Likely
Thank you for your response!
Why?