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Leesburg, FL Vacation Rentals

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Our Favorite Vacation Rentals in Leesburg

  • Reunion Raven, 8 Bedrooms, Encore Club, Private Pool and Spa, Sleeps 18
     Country House
    Booking.com
    From
    $1,022
  • Waterfront Leesburg Home w/ Private Pool & Dock
     4br Home/Apartment
    HolidayLettings
    From
    $388
  • Florida style ranch house, Leesburg
    ExcellentHome/Apartment
    Airbnb
    From
    $47
  • Alexeliz’s place! Come & enjoy it!
    ExcellentHome/Apartment
    Airbnb
    From
    $34
  • Waterfront Paradise on Harris Chain of Lakes
    Excellent2br Home/Apartment
    Airbnb
    From
    $225
  • Comfortable room with attached bathroom
    ExcellentHome/Apartment
    Airbnb
    From
    $57
  • The Howey Mansion Guest Cottage
    Excellent2br Home/Apartment
    Airbnb
    From
    $307
  • Cozy Cottage Across From Lake Dora!
    Good3br Home/Apartment
    Airbnb
    From
    $263
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Check prices for these upcoming dates

Leesburg Vacation Rentals with Wi-Fi

  • The Howey Mansion Gardener's Cottage
     Home/Apartment
    Airbnb
    From
    $307
Show all

Leesburg Travel Guide

Leesburg is a great place to go on holiday as it's located just northwest of Orlando. The city is an awesome spot for family fun, a couples’ getaway or a long weekend away with friends. Leesburg Florida is mainly known for being centrally located to all that Florida has to offer.

Things to Do in Leesburg

Whether you are looking for excitement, recreation, shopping or you just want to relax, there's something for all types of travelers in Leesburg. Walt Disney World Resort is just a short drive south and is a must-visit for anyone in Florida. Devote a full day to the rides, characters, and variety of attractions at the park -- it's sure to be a day none of your group will forget. Equally exciting is the Epcot Center and Harry Potter World at Universal Studios -- just remember to bring a fully charged camera!

Alternatively, for the outdoor enthusiasts, the Ventian Gardens Park and Lake Okahumpka Park are perfect spots to spend warm summer's days.

Best Places to Stay in Leesburg

The downtown area is best to stay in to be close to all the attractions, restaurants, and stores; it's also where the largest selection of vacation rentals are. Some of which are pet friendly, and most of which have fully equipped kitchens, large living areas, and multiple bedrooms and bathrooms.

Best Time to Visit Leesburg

The best time of year to visit Leesburg is during the spring months when the weather is warm but not too hot, perfect for exploring and having fun at the various theme parks.

Food in Leesburg

The two places that stand out are Turner's Kitchen and Bar which is known for having some of the best New American food in the area. If you prefer breakfast, then you’re going to want also to check out Breakfast Station, a local favorite in Leesburg.

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Price and Availability in Leesburg

Most expensive
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The cheapest day to stay at a vacation rental in Leesburg tends to be Tuesday, while the most expensive day tends to be Saturday. Vacation homes in Leesburg tend to be busiest on Saturdays, while it tends to be much quieter on Tuesdays.
The most expensive month to stay in a vacation rental in Leesburg is in April, while the cheapest month is in June. The most popular time to book a vacation rental in Leesburg is in the high season in March. Leesburg has its low season in August, when less people are visiting and the vacation home occupancy rate drops.
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The Weather in Leesburg

Rainy days
82° 35°
3
87° 39°
1
85° 38°
0
89° 50°
3
96° 64°
3
98° 71°
6
96° 72°
6
96° 73°
8
97° 66°
2
94° 66°
4
90° 46°
1
85° 41°
4
Jan
Feb
Mar
Apr
May
Jun
Jul
Aug
Sep
Oct
Nov
Dec
Rainy days

This climate histogram shows you the weather patterns in Leesburg. The hottest month in Leesburg is July, when temperatures peak at 98 ˚F. The coolest month is December, when temperatures drop to 35 ˚F. The wettest month in Leesburg is May with 8.34 inches of rain, while the driest month is October with 0.11 inches of rain.

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What Expert Travelers Think

  • — As a mom of 5 kids who enjoy traveling, I love AllTheRooms! It is quick and easy to find the best deal on lodging that fits our family, in the area we'd like. AllTheRooms really does save you time, money, and hassle.

    Becky
    BeckyKid World Citizen
    Kid World Citizen

  • — Whenever I am making travel plans I always use comparison sites to find the best accommodation for us at the best price. Whether it be for hotel stays or private rentals AllTheRooms makes this so much easier and quicker as it brings all my searches into one place, with a great offering of options

    Sarah Pool
    Sarah PoolTammymum
    Visit Tammymum

  • — Site is easy to use; clean, laid out well, good colors and branding, fun logo and title that connects to the purpose of the brand. The blog, vacation destinations, and rental destinations is a great feature and really make the brand stand apart from other sites!

    Laurelle McVicker
    Laurelle McVickerLaurelle McVicker
    Laurelle McVicker

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