Discover a selection of 1,000 vacation rentals in Leesburg that are perfect for your trip. Whether you’re traveling with friends, family, or even pets, Vrbo vacation homes have the best amenities for hanging out with the people that matter most, including swimming pools and kitchens. Prices start at $90 per night, and houses and condos are popular options for a stay in Leesburg. Either way, you'll find a rental for everyone's needs.
AsyncDestinationUrgency
AsyncDestinationInfographic
AsyncDestinationInfographic
AsyncDestinationInfographic
AsyncDestinationInfographic
AsyncExploreBookEnjoy
AsyncExploreBookEnjoy
AsyncExploreBookEnjoy
Destination guide

Even the Sunshine State's got its trade secrets

The people of Leesburg know something most other folks don't. Year-round warmth, a laid-back, lakeside vibe, and all the amenities of the city make for blissfully easy living, and with a Leesburg vacation rental you can sample a bit of it for yourself. It's the sort of place that always seems to have the best of both worlds. Close enough to the attractions of Orlando, but far enough away not to get swept up in its hectic pace, Leesburg is set on the banks of Lake Harris, and is surrounded by state parks and wildlife.

Things to do

So close, yet just far enough away

Looking for the beating heart of Leesburg? The 64-acre Venetian Gardens park is almost certainly it. Sitting down by the edge of lake Harris, it's got its own marina, along with canals, bridges, gardens, pavilions, and landscaped islands, all stitched together by miles of walking and running trails. You can even go fishing there. Wildlife lovers will find plenty of state parks and reserves in the vicinity of the city, and for those looking to go big in a different sort of park, Walt Disney World attractions in Orlando are only an hour's drive away.

Activities

Living the lake life in lovely Leesburg

Lake life is likely to be a big draw if you're considering a Leesburg vacation rental. Travelers come from far and wide to swim, fish, and boat out on Lake Harris. If 2 wheels and an open road are more your style, the area's particularly popular for motorcycle tours. In spring time, listen out for the roar of engines, as thousands upon thousands of motorcycles pour into town for the annual Leesburg Bikefest. Night owls will find the city's got a decent after-dark life, while there are plenty of options for retail therapy, too.

Weather

Thunder in paradise with a Leesburg vacation rental

You know they call it the sunshine state, right? There are 2 basic seasons round here. The winter (if you can call it that), is warm and dry. It almost never freezes, even in the middle of the coldest January nights, and snow is a mythical substance that no one's ever seen. Summer, on the other hand, can get searingly hot and humid. It runs from May to October, and during high summer, the afternoon thunderstorms roll through on such a regular basis that they're just a part of everyday life. Pack a raincoat for your Leesburg vacation rental.

Natural features

It's better down where it's wetter, take it from me

Leesburg is set on the shores of Lake Harris, towards the west of Lake County. Beginning to see a theme developing here? The life aquatic is big in this part of Florida. Aside from its lakes, the area is characterized by wetlands and marshes, all of which are a haven for all kinds of wildlife. The range of resident and migratory birds is incredible, with plenty of mammals too. But be honest, what you really want to know about are the gators. Well, good news is there are loads of them about - try Emeralda Marsh Conservation Area for starters.

How to get there

Transportation to and around Leesburg

The nearest airport is in Leesburg, FL (LEE-Leesburg Intl.), located 4.3 mi (7 km) from the city center. If you can't find a flight that's convenient for your trip, you might consider flying into Ocala, FL (OCF-Ocala Intl.), which is 32.4 mi (52.2 km) away.

How many vacation rentals are available around Leesburg?

Our 2020 property listings offer a large selection of 921 vacation rentals around Leesburg. From 651 house rentals to 21 condo and apartment rentals, find a unique house rental for you to enjoy a memorable holiday or a weekend with your family and friends.

Can I rent a resort property in Leesburg?

Treat your loved ones to a memorable vacation that expertly blends recreation, relaxation and pleasure. A few nights at a resort is the perfect break from the ordinary. Vrbo has 261 vacation rentals located within resorts available. Open to more ideas? Vrbo has tons more options to discover, including:

  • 124 village vacation rentals.
  • 79 city-center vacation rentals.
  • 58 lakefront vacation rentals.

Can I rent a house in Leesburg?

If you're after a home away from home for your trip, renting an entire house is a great idea. You and the gang will have the space you need for all your getaway activities. There are 697 houses available on Vrbo. Prices start from $32 per night. If that doesn't agree with your squad's taste, we've got a number of other property types to choose from, such as:

  • Villa: 147 vacation homes. Prices start from $39 per night.
  • Cottage: 39 vacation homes. Prices start from $52 per night.
  • Hotel: 23 vacation homes. Prices start from $43 per night.

Can I stay in Leesburg in a large group?

There's nothing more exciting than being somewhere completely new with family and friends. And the best news is Vrbo has places to suit big groups. The favorite option for bigger groups here are house vacation homes, and there are 317 currently listed. If you're planning on traveling in a big group, the properties for rent that can cater to you include:

  • On the lookout for vacation homes that can fit 6 vacationers? We have 389 that will be perfect. Prices start from $47 per night.
  • If you have 5 in your party, you'll be thrilled to find out that there are 46 vacation homes perfect. Prices start at $52 per night.
  • Seeking rental properties suitable for 8 people? You'll be pleased to find out we have 32 that will fit the bill. You can secure one from just $59 a night.

You and your crew will be in good hands when you organize your Leesburg travels with us!

Where are the cheapest rentals in Leesburg?

Say au revoir to sterile, drab hotel chains! Enjoy the freedom of living like a local in an affordable rental instead. Have a look at the wonderful options available now on Vrbo. Summerhill is a fantastic area to consider if you want to keep an eye on your budget. Vrbo has 43 rentals, and the average price is an affordable $80 per night. Mallory Square is another great option. We've got 63 rentals here, and the average price is around $91 per night.

Explore destinations around Leesburg

Orlando
27,889 vacation rentals
Clermont
20,428 vacation rentals
The Villages
696 vacation rentals
Lake Buena Vista
27,455 vacation rentals
Ocala
173 vacation rentals
Wildwood
683 vacation rentals
Winter Garden
27,385 vacation rentals
Mount Dora
206 vacation rentals
Brooksville
489 vacation rentals
Ocklawaha
542 vacation rentals
Fort McCoy
165 vacation rentals
DeLand
2,578 vacation rentals
Lady Lake
603 vacation rentals
Astor
35 vacation rentals
Eustis
190 vacation rentals
Groveland
20,009 vacation rentals
Fruitland Park
675 vacation rentals
Floral City
124 vacation rentals
Apopka
2,271 vacation rentals
Summerfield
670 vacation rentals