Discover Your Perfect Leesburg Vacation Homes

Best Vacation Homes in Leesburg

Leesburg Large Vacation Homes

Why Choose Rent By Owner for your Leesburg Vacation Rental Homes?

What makes our Vacation Rentals special?

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Verified Listings
Book with confidence knowing every property meets our quality and safety standards.
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Unbeatable Value
Enjoy competitive pricing with no hidden fees, providing exceptional value for every stay.
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Diverse Options
From cozy cabins to luxurious villas, find a rental that suits your style and needs.

Best Times to Visit Leesburg

When should you plan your Vacation Rentals stay?

Choosing the right time to visit here can enhance your experience, as the best seasons for enjoying the region's pleasant weather and local activities often depend on your preferences for climate and crowd levels.

Peak Season Highlights

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Winter (December to February)

During the winter months, you can enjoy pleasant weather here in the region, making it an ideal time for outdoor activities and exploring the area comfortably.

Average Temperature Daytime: 70°F - Nighttime: 50°F
spring
Spring (March to May)

Spring is a popular season as the weather warms up, attracting visitors seeking to experience outdoor leisure with blooming landscapes in this destination.

Average Temperature Daytime: 78°F - Nighttime: 55°F

Off-Season Highlights

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Summer (June to August)

Summers tend to be hotter and more humid, making it a quieter period for those looking to avoid peak crowds while still enjoying the area's warm climate.

Average Temperature Daytime: 88°F - Nighttime: 70°F
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Fall (September to November)

Fall offers cooler temperatures and fewer tourists, providing a peaceful setting to relax and explore at your own pace.

Average Temperature Daytime: 80°F - Nighttime: 60°F

Weekly Weather Forecast for Leesburg

Booking Steps

01

Search Properties

Use our filters to find the right property that fits your needs.
02

Select a Rental

Click on your preferred listing to view details, amenities, and pricing.
03

Book Online

Follow the link to finalize your reservation directly on the partner’s website.

Indoor Features

  • Fully-equipped kitchens with modern appliances
  • Comfortable living areas with flat-screen TVs
  • Free Wi-Fi for staying connected
  • Air conditioning and heating for year-round comfort
  • In-unit washers and dryers for convenience
  • Luxurious bedrooms with premium bedding
  • Spa-like bathrooms with soaking tubs or walk-in showers

Outdoor Amenities

  • Enjoy a private outdoor swimming pool to relax after exploring the area.
  • Take advantage of expansive patios or decks perfect for outdoor dining and entertaining.
  • Benefit from lush, landscaped yards ideal for family gatherings or outdoor games.
  • Experience the convenience of covered porches or verandas for shaded relaxation.
  • Utilize fully equipped outdoor grilling stations for memorable cookouts.
  • Discover serene lakeside or waterway access for fishing or boating adventures.
  • Make use of spacious driveways or parking areas suitable for RVs and boats.
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Family Activities

  • Leesburg Historic District Tour: Explore the charming streets and landmarks of the area's historic district, offering a family-friendly way to learn about its rich past.
  • Lake Griffin State Park: Enjoy outdoor activities like picnicking, fishing, and nature walks around the scenic lake, perfect for family outings in this region.
  • Florida Coffee Pot Water Tower: Visit this iconic local landmark to introduce your family to the area's unique history and enjoy picturesque views from the top.
  • The Cagan Crossings Community Park: Spend quality time on the playgrounds, sports fields, and walking trails designed for family fun in the local neighborhood setting.
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Adult Activities

  • Lake Square Mall: Explore this regional shopping destination to enjoy a variety of retail stores, dining options, and entertainment experiences right in the area.
  • Leesburg Historic District: Discover local history and charm as you walk through the historic district featuring quaint shops, museums, and beautifully preserved architecture.
  • Eustis Park and Recreation Area: Unwind with outdoor activities such as fishing, picnicking, or leisurely strolls along scenic trails at this popular local park.
  • Lakeside Golf Club: Perfect for golf enthusiasts, this nearby course offers a relaxing and scenic setting for a round of play amidst lush landscapes.

Leesburg Travel Tips

How Can You Make the Most of Your Stay?

  • Explore Local Events and Festivals: Check out the area's annual events to immerse yourself in local culture and make your stay more memorable.
  • Plan Outdoor Activities: Take advantage of the region's natural beauty by engaging in boating, fishing, or exploring nearby parks and trails.
  • Discover Dining Options: Enjoy authentic cuisine at local restaurants to get a true taste of this destination’s culinary scene.
  • Make Use of Nearby Amenities: Utilize shops, markets, and entertainment venues close to your vacation rental for added convenience and enjoyment.

Transportation Options

  • Leesburg International Airport: This regional airport offers convenient domestic flights, making it a practical choice for travelers arriving from various destinations.
  • Taxi and Ride-Sharing Services: Taxis and popular ride-sharing apps provide flexible transportation options to explore the area with ease.
  • Public Transit Options: Local bus services connect key parts of the region, providing an affordable way to navigate without a private vehicle.
  • Car Rentals: Several car rental agencies are available nearby, giving you the freedom to explore here and beyond at your own pace.

Local Customs Options

  • Southern Hospitality:** You'll notice a warm welcome and friendly demeanor that characterize the area's welcoming community in Leesburg, making your stay more enjoyable.
  • Local Fishing Traditions:** The region takes pride in its fishing heritage, with locals often sharing tips and stories about Lake County's best spots for catching bass and other freshwater species.
  • Community Events:** Participating in local festivals and gatherings is common here, where residents value family-oriented celebrations rooted in regional customs.
  • Historic Preservation:** Respect for the area's history can be seen in efforts to maintain historic buildings and landmarks, reflecting Leesburg's appreciation for its cultural roots.

Frequently Asked Questions About Leesburg?

2. How many vacation rentals have private pools in Leesburg?

There are 157 vacation rentals with private pools near Leesburg. Top-rated RBO homes that have access to a swimming pool include:

3. Which vacation homes in Leesburg are best for families?

If you are looking for a family-friendly vacation home in Leesburg, check out one of the following properties as all are highly-rated places to stay with excellent review for families or groups staying in Leesburg:

4. How many Rentbyowner vacation rentals are available in Leesburg?

Currently, the total number of properties listed by Rent By Owner in 2025 is over 3030 in the Leesburg area, and still counting. By aggregating listings from multiple websites, Rent By Owner offers an immense amount of choice of the best RBO properties in Leesburg. 

5. What is the cancellation policy for vacation rentals in Leesburg, Florida?

Cancellation policies vary depending on the listing and the owner’s terms. It’s important to review the specific cancellation details provided in the listing before booking and contact the property owner if you have any questions.

6. Are there any additional fees I should be aware of when booking a vacation rental in Leesburg?

Additional fees such as cleaning fees, service charges, or security deposits are often listed within the property details. Be sure to read the full listing to understand all costs involved before completing your reservation.

7. How do I secure my reservation for a vacation rental here?

Reservations are typically secured through the booking platform by submitting your payment information and confirming your stay. For specific instructions or requirements, refer to the listing details or reach out directly to the property owner.

8. What amenities are usually included in vacation rentals in this area?

Most vacation rentals in the region offer essential amenities like Wi-Fi, air conditioning, fully equipped kitchens, and laundry facilities. To find a property with your preferred features, review the detailed listing descriptions.

9. Is it possible to communicate directly with the property owner about my booking in Leesburg?

Yes, most listings provide a messaging feature that allows you to contact the owner directly for questions regarding availability, special requests, or other concerns related to your stay.

Leesburg Top Rated Vacation Rentals