Leesburg holiday lettings

We found 1,521 holiday rentals — enter your dates for availability

Discover a selection of 31 homes and other holiday rentals in Leesburg that are perfect for your trip. Whether you’re staying in a holiday home with a group or just with your pet, you'll find the best amenities for hanging out with the people that matter most, which might include a garden and pool. No matter what you're looking for, you'll be able to choose a property to rent that has what everyone needs, including a place that's non-smoking or offers accessibility.

Holiday rentals with weekly discounts - Leesburg

Showing deals for:14 Nov - 21 Nov
  • Peace of mind

    Our Book with Confidence Guarantee gives you 24/7 support
  • More quality time

    From booking to staying, the whole process is simple and enjoyable
  • All the privacy of home

    Enjoy full kitchens, pools, gardens and more
  • More for less

    More space, more privacy, more amenities — more value

Find out more about Leesburg

Find out more about Leesburg

Why visit Leesburg

  • Idyllic outdoor activities: Enjoy a range of outdoor pursuits in Leesburg, perfect for families and nature lovers.
  • Charming town atmosphere: Stroll through the Heart of Leesburg, filled with local eateries and a friendly vibe.
  • Scenic lakeside views: Relax by Lake Harris, where you can enjoy tranquil moments and evening gatherings.
  • Proximity to beautiful beaches: Take a short trip to nearby Folly Beach for a delightful day by the sea.
  • Varied accommodation options: Choose from cosy cottages to spacious villas for a comfortable stay.

Popular types of accommodation in Leesburg

Discover the charm of Leesburg with a selection of delightful vacation rentals. Whether you prefer a private vacation home, a cosy cottage, or a spacious villa, there’s something to suit every traveler's needs. Our friendly rentals in Leesburg offer transparency and reassurance, ensuring a memorable stay. Explore house rentals in Leesburg and find your perfect getaway today!

  • Houses: The top choice for holiday rentals in Leesburg, offering spacious and comfortable living for families or groups.
  • Villas: A popular option for those seeking luxurious surroundings and amenities during their stay in Leesburg.
  • Cottages: Quaint and charming, these are ideal for a homely retreat in a picturesque setting.
  • Apartments: Convenient and versatile, perfect for couples or solo travellers looking for a self-catering experience.
  • Cabins: A rustic option that provides a unique experience amidst nature, popular among outdoor enthusiasts.**

Top attractions in and around Leesburg

Leesburg, Florida, is an idyllic destination for outdoor enthusiasts and families alike, offering a delightful blend of scenery and activities. Visitors can explore a variety of points of interest, including picturesque islands, serene parks, and vibrant modern squares. Whether you seek a beach escape or a charming city experience, Leesburg promises a memorable holiday filled with natural beauty and engaging attractions.

  • Venetian Gardens: A picturesque park nestled in Leesburg, Venetian Gardens boasts beautiful landscapes and eco-friendly features, perfect for family outings. Enjoy leisurely strolls along the water's edge and explore the vibrant flora.
  • Lake Griffin State Park: Located 1.9km from Leesburg, this national park offers thrilling outdoor adventures amidst stunning scenery. Engage in hiking, fishing, and birdwatching while soaking in the natural beauty of Florida.
  • The Villages Market Square: Situated 5.6km away, this modern square is a hub of activity, featuring shops, dining, and entertainment. Experience the lively atmosphere and vibrant city vibes, perfect for an evening out.

Things to do recommended for couples

For a romantic getaway in Leesburg, indulge in luxury at the Continental Country Club, savour a meal at the family-friendly Cane Garden Country Club, or enjoy an entertaining evening at The Orange Blossom Opry. These experiences promise to create lasting memories for you both.

Things to do recommended for families

Families visiting Leesburg, Florida, can enjoy the Lake Sumter Sports Complex for wellness activities and relaxation, or take a short trip to Marsh Memorial Park, just 7.5km away, offering a tranquil outdoor experience perfect for family bonding.

Things to do recommended for groups

In Leesburg, groups can enjoy a lively atmosphere at Spanish Springs Town Square for shopping, challenge themselves at the Plantation Golf Club, or explore the diverse offerings at ViaPort Florida, a vibrant shopping mall perfect for family entertainment.

What do I need to keep in mind when booking a vacation in 'Leesburg

When travelling with a group, family, pets, or planning for a longer stay, it's important to set the right priorities when filtering your options. Here are some helpful booking tips for Vrbo.

  • Traveling to Leesburg with a group: Think about how many bedrooms you require, along with additional features like a fully equipped kitchen or outdoor areas for group get-togethers. Thankfully, you can easily refine your search for all of these options, and more, on Vrbo.
  • Traveling to Leesburg with young kids: Travelling with young children can present its own set of challenges. It's important to prioritise their comfort and safety, as well as ensuring access to suitable amenities, like a private swimming pool. Additionally, it’s wise to take into account your closeness to family-friendly attractions.
  • Taking your pets with you to Leesburg: For many, a family holiday isn't truly fulfilled without their four-legged companion by their side. If this resonates with you, take a look at Vrbo properties that welcome pets. Most pet-friendly accommodations offer feeding bowls and beds, ensuring that everyone feels comfortably at home.
  • Planning for a long term stay visiting Leesburg: If you're in search of holiday rentals offering discounts for stays of a month or more, you've come to the perfect spot. By using the appropriate filters, you can effortlessly discover and save on monthly accommodations. Don’t forget to include features like a parking space, a well-equipped kitchen, or a private pool in your search criteria as well.

Where to stay in and around Leesburg

Leesburg, Florida, offers a delightful blend of outdoor family fun and scenic beauty. Explore the charming Heart of Leesburg, perfect for leisurely strolls and local eateries. Enjoy the serene views at Lake Harris, and gather around a firepit for a cosy evening. For a relaxing beach day, venture to nearby Folly Beach. With its friendly atmosphere and romantic excursions, Leesburg is an ideal destination for your next holiday.

  • Lady Lake: Located 5.0km from Leesburg, Lady Lake is a charming city that caters to those seeking an outdoor and family-friendly experience. Here, you can enjoy a variety of activities such as golfing at well-maintained courses, shopping in local boutiques, and relaxing by the picturesque lakes. With its inviting parks and proximity to attractions like a beach and a theme park, Lady Lake is perfect for a day of adventure or a leisurely stroll amidst nature.
  • Fruitland Park: Just 2.5km from Leesburg, Fruitland Park is an idyllic city known for its stunning scenery and romantic atmosphere. The area is perfect for outdoor pursuits, offering recreational areas and beautiful golf courses. Visitors can explore nearby lakes and the national state park, providing ample opportunities for hiking and picnicking. With its charming landscape and tranquil settings, Fruitland Park is a delightful spot for couples and nature lovers alike.
  • Silver Lake: Situated within the vicinity of Leesburg, the village of Silver Lake offers a welcoming atmosphere for families and nature enthusiasts. With its recreational areas and resorts, it’s a fantastic place to unwind and enjoy the outdoors. The nearby lake and national state park provide ample opportunities for exploration, while a local theme park adds an element of excitement for families. Silver Lake is a lovely destination for those looking to combine relaxation with outdoor fun.

Best time to go to Leesburg

If you're planning a trip to Leesburg, it's a good idea to check both the weather and property rates. The warmest months are July and August. Peak season runs from January to March, while off-peak times, like August to October tend to have fewer bookings and better deals.

calendarCalendar MonthtemperatureTemperaturerainPrecipitationmostlyCloudinessoccupationOccupancypricePricing
January58.5°F (14.7°C)Light RainMostly SunnyModerately HighAverage
February62.6°F (17.0°C)Light RainMostly SunnyModerately HighAverage
March66.2°F (19.0°C)Light RainMostly SunnyModerately HighSlightly High
April71.8°F (22.1°C)Light RainMostly SunnyAverageSlightly High
May76.6°F (24.8°C)Light RainMostly SunnyAverageAverage
June80.2°F (26.8°C)Light RainMostly SunnyAverageAverage
July81.5°F (27.5°C)Moderate RainMostly SunnyAverageAverage
August81.5°F (27.5°C)Moderate RainMostly SunnyModerately LowSlightly Low
September79.0°F (26.1°C)Light RainMostly SunnyModerately LowSlightly Low
October73.6°F (23.1°C)Light RainMostly SunnyModerately LowSlightly Low
November66.4°F (19.1°C)Light RainMostly SunnyAverageAverage
December62.4°F (16.9°C)Light RainMostly SunnyAverageSlightly High

Booking with Vrbo is a breeze

Looking to make the most of your next holiday? Consider being flexible with your travel dates, as prices can fluctuate. Furthermore, extending your stay can often result in significant savings. To discover the ideal Vrbo property that fits your budget, utilise our filters to search by price, location, and type of holiday rental.

Vrbo Trips: Planning as easy as it gets

Vrbo's cutting-edge Trip Board offers you a convenient space to plan new adventures, pick up right where you left off, or review and arrange your travel plans. You can easily find the properties you've saved or booked under Potential, Upcoming, or Current Trips. To start using Trip Boards, simply visit: https://www.vrbo.com/en-gb/trips.

**Based on Vrbo properties bookings.

Lively Leesburg will entice you

The area's live music and festivals are just some of the reasons to come on holiday to Leesburg. Renowned for its horse riding, lake and golfing, this city welcomes all visitors. Are you looking for specific amenities for your getaway? Many of our holiday rentals feature full kitchens and laundry facilities.

Activities and attractions in Leesburg

Are you hoping to find attractions to see while you're in the area? Travellers enjoy fun activities like golfing and cycling. Venture out of your cosy holiday rental and experience everything that makes Leesburg a fun spot to go on holiday. Here are some of the major attractions to put on your list, all within 30 miles (48.2 km) of the city centre:

  • Mission Inn Golf Resort - El Campeon (8.3 mi / 13.3 km)
  • Harbor Hills Country Club (8.3 mi / 13.3 km)
  • TableTop Team Trivia (9.2 mi / 14.8 km)
  • Nancy Lopez Legacy Golf & Country Club (13.9 mi / 22.4 km)
  • Lakeridge Winery (14.2 mi / 22.9 km)
  • Bella Collina Golf Club (19 mi / 30.6 km)

Exploring the natural features in Leesburg

Whether you're an outdoor enthusiast or just want to take in the scenery, Leesburg is a great place to spend some time outside. These are a few of the area's noteworthy natural features, all within 30 miles (48.2 km) of the city centre:

  • Venetian Gardens (0.4 mi / 0.7 km)
  • Lake Griffin State Park (3.3 mi / 5.3 km)
  • Treasure Island (4.3 mi / 6.9 km)
  • Lake Dora (10.9 mi / 17.6 km)
  • Donnelly Park (14.2 mi / 22.8 km)
  • Lake Weir (14.8 mi / 23.9 km)

Transport to and around Leesburg

The nearest airport is in Leesburg, FL (LEE-Leesburg Intl.), located 4.4 mi (7.1 km) from the city centre. If you can't find a flight that works for your travel itinerary, you might consider flying into Orlando, FL (SFB-Orlando Sanford Intl.), which is 38.5 mi (62 km) away.

Frequently asked questions

What is the best area to stay in Leesburg when booking a holiday rental?
If you're on you way to Leesburg, Haines Creek is among the most sought-after neighbourhoods to stay. Whatever your style of travel, Vrbo is bound to have a holiday home here that has everything you need.
What is the most popular type of holiday rental accommodation in Leesburg?
Houses are the most popular style of holiday rental in Leesburg, according to our data. Even if you've got a different idea about what you want, Vrbo has properties in all shapes and sizes. Take a look at our options to find your perfect match.
How much does it cost to rent a holiday rental in Leesburg?
Property type, season and length of stay are among the factors that can influence the price of a holiday home. Simply click on your travel dates to find your ideal match. From quaint country cottages to sprawling luxury villas, all Vrbo holiday rentals provide unbeatable value.
How much does it cost to rent a beach house in Leesburg?
Prices for beach houses in Leesburg will vary depending on the style and size of the property and when you're travelling. All you need to do is enter your travel dates into Vrbo and how many guests to view available options and prices. From there you can use our filter tool to narrow down your search by ratings, nearby activities and more.
What are popular rental amenities in Leesburg?
A fireplace, a barbecue grill and nearby museums are rated the most popular rental amenities in Leesburg. Whether you're taking to the road as a party of one, with your spouse or a bunch of friends, Vrbo can help you find a holiday home that fits your style with all the extras you're looking for.
What are the top attractions for families in Leesburg?
You'll find loads of exciting things to see and do with the family in Leesburg, such as:

  • Uncle Donalds Farm
  • Lake County Historical Museum
  • Lake Griffin State Park

How old do you have to be to rent a holiday rental in Leesburg?
You should check with the Leesburg holiday home you're considering on Vrbo as the age limit differs. However, typically it's 16, 18 or 21.
How long can I rent a holiday rental in Leesburg for?
It's down to the Leesburg property. To look over a list of options offering extended stays, simply type your travel dates and guest number into Vrbo. Enjoy having the whole property to yourself, as well as comforts such as air conditioning, a fully-equipped kitchen and an outdoor space where the kids can run and play. Keep your eyes peeled for long-term stays that offer weekly or monthly discounts.

People also search for

More Holiday Rentals ideas