
Vacation rentals in Leesburg
Find and book unique accommodations on Airbnb
Top-rated vacation rentals in Leesburg
Guests agree: these stays are highly rated for location, cleanliness, and more.

Cozy Lady Lake Guest House
Private guesthouse in a quiet, rural area of Lady Lake. 1 bedroom, 1 bath, furnished with pool privileges. Kitchen, dining bar, living room and sunroom. Sunroom opens to the pool deck and sparkling blue pool, which is completely privacy-fenced in a common area shared with the owners. Suitable for 1 or 2 adults. Central heat and air, 40” Smart Television , WiFi, washer and dryer. Bed linens and bath towels provided. Kitchen with full sized refrigerator/freezer ice maker and electric stove.

Royal Oak Lakeview Serenity
Spend your nights under a 400-year-old live oak in a freshly renovated 57' era lakeview bungalow with an old Florida feel! This amazing property is a 3/2, 2100 sq ft home on a 1/2 acre featuring amazing Lake Views and boat dock access to Big Lake Harris , and covered RV carport with power hook up. Great location with 3 major restaurants in walking distance, Publix and at least a dozen other dining and entertainment options are minutes away. Attractions and The Villages just 20-30 minutes away.

Treasure Island Getaway Kayak and Mini Golf
Your ultimate destination for fun and relaxation! Kayak to serene Lake Griffin Fish from the dock or experience world-class bass fishing in the Harris Chain of Lakes. Play 6-Course Mini Golf for some friendly competition. Watch a movie on our outdoor big screen under the stars. Relax by the campfire while swinging in the breeze. And when you're ready for even more fun, we’ve got you covered with: Darts Arcade basketball Gaming System Shuffleboard Cornhole Ping Pong A plethora of board games!

Waterfront cottage Haynes Creek
Enjoy all central Florida has to offer, at this cozy waterfront cottage, on Haynes Creek, part of the Harris Chain. Fish from the dock, or bring your own watercraft, you have your own boat slip. Explore the area on our paddleboat, kayaks or paddle board. If its shopping and nightlife you enjoy we are close to Leesburg, Eustis, Mt. Dora, Tavares and the Villages. Or maybe you would enjoy watching wildlife and exploring one of the many parks or trails in the area. Central Florida has it all.

Silver Lake Guest Pool House Very Private !
The Silver Lake Pool Guest house Is your home away from home 1400 sq feet plenty of room! The pool house is a peaceful place to relax or take a swim in a large salt water pool . Mt Dora Tavares, Eustis 10 to 15 minutes away from Pool house Forty five minutes Daytona, Tampa Smyrna beach and parks Minutes from food stores restaurants malls Full kitchen also grilling. We are happy to help you with your needs ! Home is great for couples families, solo adventurers, and business travelers

New Luxury Home-Pool-Waterfront View-3 King Suites
Enjoy this unique, tranquil getaway in a new 2023 home less than 3 miles from Sawgrass Grove (nightly entertainment, restaurants), and only a few blocks from Mickylee Pitch and Putt, Jubilee Putting Course, and the new Franklin Recreation Center. Ezell, Homestead, and Citrus Grove Rec Centers are all under 3 miles away. Back yard with lanai, pool with fountain, pond, and trees is a RARE find in The Villages! 3 king bedroom suites! Golf cart (4 seats) available for an additional fee.

3-BR 2-BA house-amazing lake view and boat parking
Enjoy the tranquility of this lakefront getaway at Silver Lake in Leesburg, FL. This property is located in a secluded upscale residential neighborhood, yet still only few minutes away from SR 441, plenty of restaurants and the Lake Square Mall. Enjoy beautiful sunsets overseeing Silver Lake which is across the street from the house. Over 1 acre of land with lushful native trees and large lawn. Butterflies, birds, wildlife such as rabbits, and armadillos can be spotted.

Lakefront home chain of lakes & near Mount Dora
Relax with the whole family at this peaceful place to stay. Florida lifestyle at its best! Enjoy your morning waking up to a spectacular sunrise and panoramic views of gorgeous Lake Eustis. Bring your own boat or get a rental to go fishing to enjoy many of the lakeside accessible restaurants. Or visit the historic town of Mount Dora with its wonderful boutiques. Many restaurants and stores nearby. Just an hour from the theme parks, and Orlando International Airport.

The Faith Estate - A Lakefront Storybook House
Welcome to The Faith Estate, a historic 5-bedroom, 3.5-bathroom lake house in Leesburg, FL, near The Villages, Eustis, and Mount Dora. Perfect for reunions, retreats, or a relaxing getaway. Ideal for boaters, with space for multiple boats and trailers—great for Harris Chain of Lakes events. The estate also allows approved events. Submit details via Airbnb for approval before check-in. Unapproved events are not permitted. Event setups must respect property guidelines.

Lake Dora Dream-Waterfront/Pool
Luxurious lakefront home on Lake Dora - 8 minutes to downtown Mount Dora and Tavares. Enjoy your vacation in this newly renovated pool home (Pool Not Heated) on Lake Dora and the Harris chain of Lakes. Bring your boat or rent one nearby to explore the area by water and cruise the Dora Canal to Lake Eustis. Included is a guest apartment with private entrance totaling 4 bedrooms and 4 full baths. Just a half mile to the Tavares Pavilion and dining in downtown Tavares.

Peaceful, adorable, guest cottage on Apopka Canal.
This special place with an "out in the country" feel is actually close to everything, making it easy to plan your visit. It is close to the cute shops and restaurants of Mt. Dora and Tavares, yet only an hour from all the attractions in the Orlando area. This 15 acre peace of paradise is right on the Apopka Canal with easy access to the Harris Chain of Lakes. Launch your boat from the boat ramp just across the canal from The Acorn at Lake Jem park.

Leesburg Fl Gem. Near Lakes, Springs & Theme parks
Your family will be close to everything when you stay at this centrally-located place. Fully furnished 3BR/2BA one-story home in a quiet Leesburg neighborhood. Features an open floor plan, fully equipped kitchen, laundry room, office space with coffee/tea bar, and a cozy lanai. Each bedroom has plenty of closet space and unique decor with all of the essentials. Garage not accessible (used for storage).
Popular amenities for Leesburg vacation rentals
Other great vacation rentals in Leesburg

Lakeside Landing on Lake Dora w/ Boat Dock

Villages home with unique elevated front porch

Relaxing House in The Villages

Sunset Cottage & Lake Dora Dock

Entire 3 Bed Home, Pool, boat parking, by the lake

Sunset Oasis - 3/2 w/ Pool & Golf Cart

Dirty Dog Cottage

Lake Eustis Waterfront Sunset House Amazing Views!
When is the best time to visit Leesburg?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | € 126 | € 129 | € 129 | € 112 | € 105 | € 96 | € 102 | € 99 | € 99 | € 104 | € 108 | € 108 |
| Avg. temp | 16°C | 18°C | 20°C | 22°C | 25°C | 27°C | 28°C | 28°C | 27°C | 24°C | 20°C | 17°C |
Frequently Asked Questions
What are the best places to stay in Leesburg?
Travelers frequently choose to stay near the historic downtown for walkable access to parks, shops, and restaurants, or opt for accommodations close to the lakes for a quieter retreat. Both areas have a mix of homes, cottages, and condos available.
What are the best things to do in Leesburg with kids?
Children can enjoy playgrounds, interactive learning spaces at local museums, and family-friendly events in Leesburg. Outdoor activities like fishing, paddle boating, and exploring shaded boardwalk trails are also popular with families.
What are some of the best things to do in Leesburg?
Explore the natural beauty of area lakes, take a stroll through the historic downtown, or discover local arts and food scenes. Boating, golfing, and seasonal festivals are all frequently suggested activities.
How is the weather in Leesburg?
Leesburg has warm weather much of the year, with summer highs near 92°F (33°C) and frequent rainfall, particularly from June to August. Winters are mild, with daytime temperatures around 70°F (21°C), making outdoor activities comfortable.
When is the best time to visit Leesburg?
Late fall through early spring is often recommended in Leesburg for milder temperatures and lower humidity. Visitors also enjoy spring and fall festivals that highlight local music and food traditions.
What are the best places to visit in Leesburg?
Popular spots in Leesburg include the historic downtown district, scenic lakefront parks, and local museums. Many visitors also explore golf courses, community theaters, and nearby natural areas for outdoor recreation.
What are some hiking trails in Leesburg?
Leesburg has walking and hiking trails in local parks, nature preserves, and reserves, many with shaded pathways and boardwalks for observing wildlife. These trails are often flat and accessible for a range of fitness levels.
What are some family activities we can do in Leesburg?
Families can enjoy lakeside parks, picnic areas, and playgrounds in Leesburg, along with opportunities for fishing, boating, and nature walks. Local museums and community events also provide kid-friendly activities.
What are some of the best day trip ideas from Leesburg?
Around Leesburg, travelers often explore regional springs, wildlife preserves, or small historic towns with antique shops. Lake-based recreation and scenic gardens are also frequently suggested for a change of pace.
Are there any pet friendly accommodations available in Leesburg?
Leesburg has pet-friendly vacation rentals, and some hosts welcome pets with fenced yards or nearby walking trails. Public parks and several local eateries with outdoor seating accommodate guests traveling with animals.
What are some local tips for visiting Leesburg?
Locals often recommend visiting farmers markets for fresh produce and handcrafted goods, especially on weekends. It is also a good idea to check for seasonal events at parks and downtown spaces to experience the area’s traditions.
What is Leesburg known for?
Leesburg is recognized for its chain of lakes, boating opportunities, and vibrant historic downtown. The area is also known for hosting classic car events and having a strong sense of local community.
What are the best hidden gems to explore in Leesburg?
Explore the nature preserves around Leesburg for birdwatching, or stroll historic neighborhoods filled with unique architecture. Art galleries and locally owned shops are also frequently suggested for travelers seeking quieter spots.
What are the best foods to try in Leesburg?
Leesburg’s local cuisine often highlights Southern-inspired dishes, fresh fish, and barbecue, alongside citrus-based desserts reflecting the area’s agricultural roots. Diverse restaurants provide comfort food, international flavors, and seasonal produce.
What should I bring for a trip to Leesburg?
Pack lightweight clothing, sun protection, and comfortable shoes for exploring parks and outdoor areas. Bringing a light jacket is helpful in the cooler months, and rain gear can be useful during summer’s frequent afternoon showers.
What is the nightlife in Leesburg like?
Leesburg has laid-back nightlife with local bars, breweries, and live music venues. Enjoy evenings with live bands, open mic nights, and pub-style dining around the historic downtown area.
What are the most popular events or festivals in Leesburg?
Leesburg is known for seasonal festivals centered around music, local food, and classic cars, often drawing visitors in spring and fall. Community fairs and holiday parades are also frequently suggested for those interested in local traditions.
Are there family friendly vacation rentals in Leesburg?
Leesburg has a variety of family-friendly vacation rentals, including spacious homes with outdoor play areas and condos near parks. Many hosts provide features like kitchens and extra bedrooms to help travelers feel at home.
Quick stats about vacation rentals in Leesburg

Total vacation rentals
Explore 200 vacation rentals in Leesburg

Nightly prices starting at
Leesburg vacation rentals start at € 26 per night before taxes and fees

Verified guest reviews
Over 5,060 verified reviews to help you choose

Family-friendly vacation rentals
140 properties offer extra space & kid-friendly amenities

Pet-friendly vacation rentals
Find 80 rentals that welcome pets

Vacation rentals with a pool
60 properties feature pools

Rentals with dedicated workspaces
110 properties have a dedicated workspace

Wi-Fi availability
190 of Leesburg vacation rentals include wi-fi access

Popular amenities for guests
Guests love Self check-in, Gym, and BBQ grill across Leesburg rentals

4.9 Average rating
Leesburg stays are highly rated by guests—averaging 4.9 out of 5!
Destinations to explore
- Seminole Vacation rentals
- Central Florida Vacation rentals
- Miami Vacation rentals
- St Johns River Vacation rentals
- Orlando Vacation rentals
- Gold Coast Vacation rentals
- Miami Beach Vacation rentals
- Fort Lauderdale Vacation rentals
- Tampa Vacation rentals
- Four Corners Vacation rentals
- Kissimmee Vacation rentals
- Panama City Beach Vacation rentals
- Rentals with a patio Leesburg
- Rentals with lake access Leesburg
- Pet-friendly rentals Leesburg
- Rentals with a washer and dryer Leesburg
- Condo rentals Leesburg
- Rentals with outdoor seating Leesburg
- Waterfront rentals Leesburg
- House rentals Leesburg
- Rentals with pools Leesburg
- Family-friendly rentals Leesburg
- Apartment rentals Leesburg
- Fitness-friendly rentals Leesburg
- Rentals with a fire pit Leesburg
- Rentals with a hot tub Leesburg
- Universal Studios Florida
- Walt Disney World Resort
- Universal Orlando Resort
- Walt Disney World Resort Golf
- Orange County Convention Center
- Disney Springs
- SeaWorld Orlando
- Universal's Volcano Bay
- Orlando / Kissimmee KOA
- Magic Kingdom Park
- Discovery Cove
- Epcot
- Disney's Animal Kingdom Theme Park
- Kia Center
- Old Town
- Weeki Wachee Springs
- Reunion Resort Golf Courses - Palmer & Watson
- Camping World Stadium
- Aquatica
- Disney's Hollywood Studios
- ICON Park
- Island H2O Live!
- University of Central Florida
- Southern Dunes Golf and Country Club





