This 158 square meter, three-bedroom holiday home in Adamsville is situated approximately 35 kilometers from Lake County Historical Museum and 37 kilometers from Palisades Golf Club, offering convenient access to local attractions. This property provides accommodation for up to 13 guests, featuring a fully equipped kitchen with a dishwasher, air conditioning, a garden, and complimentary on-site parking and WiFi, with cycling opportunities nearby.
10 2 reviews
Leesburg, FL
01/08 – 30/09
112 €/nightTotal: 6720 € (60 )
Brand New 2-2 Villa
2 1
house , Leesburg
This brand new two-bedroom villa is located in Leesburg, Florida, approximately 26-35 kilometres from attractions including the Lake County Historical Museum, Deer Island Golf Lake Club, and Ferran Park. The 56 square metre property offers two bedrooms, two bathrooms, sleeps six guests, and includes a fully equipped kitchen with dishwasher, air conditioning, in-unit laundry, free Wi-Fi, and a complimentary golf cart.
Leesburg, FL
01/08 – 30/09
103 €/nightTotal: 6180 € (60 )
Luxe 2br In The Villages, Mins To Eastport Town Square With Patio And Kingbed
2 1
house , Leesburg
This two-bedroom residence in The Villages, Leesburg, offers convenient access to Eastport Town Square, located 29-35 kilometres from the Lake County Historical Museum, Palisades Golf Club, Presidents Hall of Fame, Eustis Square Shopping Centre, and Ferran Park. This family-friendly holiday home, spanning 1000 square meters, accommodates up to seven guests with two bathrooms, a fully equipped kitchen, air conditioning, a swimming pool, and private parking, complemented by a garden and terrace with views.
9.9 61 reviews
Leesburg, FL
01/08 – 30/09
86 €/nightTotal: 5160 € (60 )
Villa W Golf Cart Close To Lake Sumter Landing No Extra Guest Fees Active Hosts!
1 1
apartment , The Villages
This one-bedroom house is located in The Villages, just 3.7 kilometres from Miona Lake Golf Club and 4.5 kilometres from The Villages Market Square. It has received excellent ratings for its location, cleanliness, and overall experience. The house can accommodate up to four guests and features a fully equipped kitchen, a private pool and spa tub, a terrace, a garden, and parking. Enjoy a relaxing stay with access to a range of amenities, including a washing machine, a Smart TV with a DVD player, and a sofa bed for additional sleeping arrangements.
Leesburg, FL
13/10 – 20/10
139 €/nightTotal: 973 € (7 )
Lakefront Retreat Patio + Grill Pet Friendly
2 2
apartment , Leesburg
This two-bedroom, two-bathroom flat in Leesburg offers a peaceful lakefront setting with direct patio access, located a short drive from attractions such as the Paul P. Williams Auditorium and Brownwood Paddock Square. Spanning 126 square meters, this pet-friendly apartment accommodates up to four guests and features a fully equipped kitchen, air conditioning, on-site laundry, and access to community amenities including a swimming pool and fitness centre.
10 92 reviews
Leesburg, FL
01/08 – 30/09
77 €/nightTotal: 4620 € (60 )
Charming 3/2 Virginia Trace Villa, Next To Lake Sumter Landing, With Golf Cart
3 1
house , The Villages
This three-bedroom villa is located in Virginia Trace, a neighbourhood within The Villages, approximately 100 kilometres from Orlando and close to attractions such as the Grand Oaks Resort and Carriage Museum. The 130 square metre property features a spacious open-plan layout, a private enclosed backyard, a modern master bathroom, a Yamaha two-person golf cart, and a fully enclosed lanai, perfect for relaxing and enjoying the Florida sunshine.
10 5 reviews
Leesburg, FL
26/06 – 27/06
301 €/nightfor 1 night
Lifestyle Id's, 5 Minutes To Eastport!
3 7
apartment , Wildwood
This Wildwood apartment, situated in Center Hill, is a 31km drive from Okahumpka Lake Park and a 35km drive from Venetian Gardens, offering convenient access to local attractions including Paquette's Historical Farmall Museum and Leesburg Center for the Arts. The three-bedroom, two-bathroom property sleeps seven guests and includes a fully equipped kitchen, in-unit laundry, air conditioning, garden, parking, and is close to leisure facilities such as Continental Country Club and Plantation Golf Club.
10 11 reviews
Leesburg, FL
05/07 – 31/08
109 €/nightTotal: 6213 € (57 )
Queen Dabney Villa
1 1
house , Leesburg
Queen Dabney Villa, a pet-friendly Leesburg property, is situated in a peaceful area; the precise location within Leesburg, Florida is undisclosed, but its description suggests a tranquil tropical setting. This two-bedroom, two-bathroom villa sleeps four guests and offers a fully equipped kitchen, TVs in each room, an expansive walk-in wardrobe in the master suite, and a welcoming front porch; golf cart rental is available for £12 per day (waiver required).
10 25 reviews
Leesburg, FL
12/07 – 19/07
194 €/nightTotal: 1358 € (7 )
Lakefront Magic Wilderness Cabin
1 5
cabin , Leesburg
This Leesburg lakeside lodge, formerly situated in Walt Disney World's Fort Wilderness Campground, boasts a unique history and enjoys a tranquil one-acre setting amongst oak and cypress trees, close to Evans Park and approximately 10km from Mount Dora Lawn Bowling Club. Sleeping up to five guests in one bedroom and one bathroom, this self-catering property offers a fully equipped kitchen, air conditioning, internet access, a private dock, and a garden; wildlife viewing is a possibility due to its Certified Wildlife Habitat designation.
9.9 304 reviews
Leesburg, FL
13/10 – 20/10
108 €/nightTotal: 756 € (7 )
Peace And Quiet
1 2
apartment , Leesburg
This three-bedroom house is located in Leesburg, just 3.2 kilometres from the town centre and 3.2 kilometres from Leesburg International Airport, making it a convenient base for exploring the area. The house offers a peaceful retreat, perfect for families or groups of up to four, with a garden, parking, and a fully equipped kitchen featuring a fridge, microwave, and dishwasher.
9.9 83 reviews
Leesburg, FL
13/10 – 20/10
97 €/nightTotal: 679 € (7 )
Village Of Fernandina - Free Use Of Golf Cart With Liability Waiver
2 2
apartment , The Villages
This fully furnished patio home is located in The Villages, within a short golf cart ride of multiple pools, golf courses, tennis & pickleball courts, and the bustling Brownwood/Paddock Square Village Center. It has received excellent ratings for location, cleanliness, and overall user experience. The 111 square metre property has two bedrooms, two bathrooms, and can accommodate up to four guests. This comfortable dwelling offers a range of amenities, including a fully equipped kitchen, air conditioning, a private garden, a swimming pool, parking, and complimentary Wi-Fi.
9.6 10 reviews
Leesburg, FL
12/07 – 19/07
132 €/nightTotal: 924 € (7 )
Screened Lanai & Grill: Home In The Villages
3 5
apartment , The Villages
This Wildwood holiday home is situated 4.3km from Lake Deaton and within 9.7km of Lake Okahumpka Park, Cane Garden Country Club, Miona Lake Golf Club, and The Villages Market Square. This 132 square metre property boasts four bedrooms, two bathrooms, sleeps six, and includes a fully equipped kitchen, patio, barbecue, and is conveniently located near several golf courses.
Best family friendly Leesburg, FL holiday rentals
Among the 252 accommodations in Leesburg, FL, here are the 4 best family friendly rentals
8.8 905 reviews
Leesburg, FL
12/07 – 15/07
128 €/nightTotal: 384 € (3 )
Mission Resort And Club
1 4
resort , Howey-in-the-Hills
Mission Inn Resort & Club is located in Howey-in-the-Hills, just 10km from Lake Dora and 19km from Eustis Village Shopping Centre and Lakeridge Winery. It has a very good user rating, an excellent location rating and a very good cleanliness rating. The resort is set on a lake and offers a range of amenities and activities, including a golf course, a full-service spa, multiple restaurants, a swimming pool, a jacuzzi, tennis courts, and a fitness centre.
Leesburg, FL
05/07 – 31/08
99 €/nightTotal: 5643 € (57 )
Cozy Home, Between Lake Sumter & Brownwood!
2 1
house , The Villages
This two-bedroom, two-bathroom villa in The Villages enjoys a prime location between Lake Sumter and Brownwood, approximately 32-40km from the Lake County Historical Museum and Eustis Square Shopping Centre. The 107 square metre property offers a swimming pool, spa, fitness centre, and tennis court, accommodating up to seven guests and featuring a fully equipped kitchen, garden, and children's playground.
10 1 review
Leesburg, FL
01/08 – 30/09
123 €/nightTotal: 7380 € (60 )
The Sun Loft - 2/2 In The Village Of Hawkins
2 1
apartment , Wildwood
This Patio Villa in The Village of Hawkins, Wildwood, is located a short distance from Sawgrass Grove's shopping and dining, and is also close to several golf courses and recreation centres. This 987 square meter villa sleeps four guests with two bedrooms and two bathrooms, featuring a fully equipped kitchen with stainless-steel appliances, air conditioning, a swimming pool, garden, and private parking.
9.6 20 reviews
Leesburg, FL
01/08 – 30/09
127 €/nightTotal: 7620 € (60 )
Escape! To The Villages...villa With Golf Car!
3 1
house , The Villages
This family-friendly villa is located in Wildwood, just a short drive from Lake Deaton and The Villages Market Square. It has excellent user ratings and is perfect for families or groups of friends. The property is 149 square meters and has 3 bedrooms, accommodating up to 6 guests. The villa has a private pool, a fitness centre, a tennis court, and a spa, making it a perfect choice for a relaxing and fun-filled holiday.
Best Leesburg, FL holiday rentals with parking
10 76 reviews
Leesburg, FL
12/07 – 19/07
125 €/nightTotal: 875 € (7 )
2 Bed/2bath Plus Den Courtyard Villa
2 4
house , The Villages
This Hillsborough Village courtyard villa is situated south of Lake Sumter Landing Square, a 15-minute golf cart ride (approx. 2.4km) from Brownwood Paddock Square, offering easy access to The Villages' numerous amenities. This fully furnished, 156 square metre property boasts two bedrooms, two bathrooms, sleeping four guests, and includes a private courtyard, screened lanai, fully equipped kitchen with gas grill, a 2013 Yamaha golf cart, and proximity to golf courses, swimming pools, and recreational clubs.
10 6 reviews
Leesburg, FL
05/07 – 31/08
71 €/nightTotal: 4047 € (57 )
Charming 3-bedroom House With Golfcart, Hot Tub, And Wifi In The Villages.
3 1
apartment , The Villages
This three-bedroom house in The Villages, Florida, is conveniently located near Cane Garden Country Club and Spanish Springs Lanes, offering easy access to Lake Griffin State Park and Carney Island Recreation and Conservation Area. Sleeping five guests comfortably, the property features a queen bed, a double bed, and two single beds, along with WiFi, a printer, washer/dryer, and a sunroom; a 20% discount applies for bookings of two weeks or more (the "Two-Week Saver" offer).
9.9 48 reviews
Leesburg, FL
12/07 – 19/07
180 €/nightTotal: 1260 € (7 )
Royal Oak Lakeview Serenity
1 4
apartment , Leesburg
This Leesburg lakeside bungalow, boasting stunning Lake Harris views and private beach access (no dock), is conveniently located near three restaurants within walking distance, with Publix supermarket and further dining options a short 3.2km drive away, and major attractions and The Villages within a 16-32km radius. This renovated 2100 sq ft (195 sq m) three-bedroom, two-bathroom house sleeps eight, features a game room with darts, pool, and ping pong, an outdoor kitchen with pergola, and a covered RV carport (power hookup extra); boat launch ramps are nearby.
9.0 2 reviews
Leesburg, FL
12/07 – 19/07
124 €/nightTotal: 868 € (7 )
Cozy 2br Mins To Lake Sumter Landing And Brownwood Paddock Square With Bbq, Workspace, Murphy Bed
2 5
house , The Villages
This 1000 square metre detached house is located in The Villages, providing easy access to Lake Sumter Landing and Brownwood Paddock Square, with the Lake County Historical Museum 32 kilometres away. This property offers accommodation for up to 11 guests, featuring two bathrooms, a fully equipped kitchen, air conditioning, a swimming pool, a terrace, parking, and a dedicated workspace with a Murphy bed for flexible sleeping arrangements.
Frequently asked questions about holiday rentals in Leesburg, FL
When is the best time to book a vacation rental in Leesburg, FL?
The best time to book a vacation rental in Leesburg is during the spring or autumn. The weather is perfect for outdoor activities, and the crowds are smaller than during the summer.
What are the best Airbnb and holiday rentals in Leesburg, FL?
What are the best budget-friendly activities in Leesburg, FL?
You can enjoy a free walk around the Leesburg Waterfront Park, which has beautiful views of Lake Harris. Or, you can visit the Leesburg Public Library, which is a great place to relax and read a book.
What are the most popular Airbnbs in Leesburg, FL?
What are the best restaurants with local dishes in Leesburg, FL?
For local dishes, you have to try the seafood at The Fish House. It's a bit of a drive, but it's worth it. Another great option is The Plantation House, which serves up Southern comfort food.
What are the best holiday rentals with a pool in Leesburg, FL?
What are the best walking or cycling routes in Leesburg, FL?
The Leesburg Bike Trail is a great option for both walking and cycling. It's a paved trail that runs along the waterfront and through some beautiful parks. You can also check out the Leesburg Heritage Trail, which is a shorter trail that goes through the historic downtown area.
What are the best rentals for families and kids in Leesburg, FL?
Are there pet-friendly attractions in Leesburg, FL?
Leesburg is a very pet-friendly town. Most of the parks are dog-friendly, and there are a few restaurants that have outdoor seating for dogs. The Leesburg Animal Park is a great option for a day out with your furry friend.
What are the best rentals or Airbnbs with a jacuzzi in Leesburg, FL?
What are the benefits of choosing a vacation rental in Leesburg, FL?
Vacation rentals offer more space and privacy than hotels, and they're often more affordable. You can also find rentals that are pet-friendly, which is great if you're travelling with your furry friend.
What are the top sports attractions and facilities in Leesburg, FL?
Leesburg has a few great sports facilities, including the Venetian Gardens Recreation Complex, which has a baseball field, basketball court, and tennis courts. You can also check out the Leesburg Golf Course, which is a public course that's open to everyone.
Destinations nearby
Best Leesburg, FL holiday rentals with a balcony
Leesburg, FL
12/07 – 19/07
131 €/nightTotal: 917 € (7 )
Luxe 3br | Long & Short Stays L Walk To Eastport
3 5
apartment , Wildwood
This detached house in Wildwood is situated in The Villages community, a short walk or golf cart ride from Eastport town centre, Saluki & Ezell Recreation, and several golf courses. This property offers three bedrooms and two bathrooms for up to six guests, featuring a screened-in lanai, a fully equipped kitchen, a workspace, and a street-legal golf cart for exploring The Villages' amenities.
Leesburg, FL
01/08 – 30/09
108 €/nightTotal: 6480 € (60 )
Luxe 2br In The Villages | Mins To Eastport Sq.
2 1
apartment , Leesburg
This Okahumpka flat is situated within The Villages, offering convenient access to Eastport Town Square (11 kilometres), Sawgrass Grove (8 kilometres), and Middleton (16 kilometres). This two-bedroom, two-bathroom flat accommodates six guests and includes a fully equipped kitchen, a screened-in lanai, a garden, and bicycles for exploring the golf cart-friendly community, with access to The Villages amenities available for a fee.
9.7 20 reviews
Leesburg, FL
12/07 – 15/07
198 €/nightTotal: 594 € (3 )
Camp St. Cabanas Unit 3 On Lake Dora
2 4
house , Tavares
Camp St. Cabanas Unit 3 on Lake Dora is a holiday home located in Tavares, just 1.8km from the Lake County Historical Museum, offering easy access to the area's attractions and historical sites. This property consistently receives excellent ratings for its location, cleanliness, and overall experience. The 60 square metre holiday home features two bedrooms and one bathroom, comfortably accommodating up to six guests. It offers a fully equipped kitchen with a fridge and microwave, a terrace, a garden, and free parking, making it ideal for families and groups looking for a relaxing and enjoyable stay.
9.2 19 reviews
Leesburg, FL
05/07 – 31/08
95 €/nightTotal: 5415 € (57 )
Spectacular Home With A Gas Golf Cart & Located Just Off Lake Sumter Landing!
3 1
apartment , The Villages
This Lake Sumter Landing holiday home is situated 0.6km from The Villages Market Square and 3.7km from Cane Garden Country Club, offering easy access to local amenities and golfing. This three-bedroom, two-bathroom property boasts 148 square metres of living space, a private garden, swimming pool, tennis court, and sleeps up to six guests, complete with a fully equipped kitchen and concierge service.
Best pet friendly Leesburg, FL holiday rentals
Among the 252 accommodations in Leesburg, FL, here are the 4 best pet friendly rentals
8.5 2 reviews
Leesburg, FL
12/07 – 19/07
145 €/nightTotal: 1015 € (7 )
Lake Dora Escape Canal Access And Seaplane Sights!
2 5
apartment , Tavares
This Tavares apartment, situated approximately 55km from Orlando Sanford International Airport, offers convenient access to air travel. The 74 square metre flat features two bedrooms, one bathroom, sleeps nine guests, and includes a fully equipped kitchen, Wi-Fi, air conditioning, a terrace, parking, and in-unit laundry facilities.
10 4 reviews
Leesburg, FL
05/07 – 31/08
89 €/nightTotal: 5073 € (57 )
Draper Villa Getaway (Lake Denham)
2 1
apartment , Leesburg
Draper Villa Getaway, a two-bedroom house in the Village of Lake Denham within The Villages, Florida, is conveniently located near Dabney Recreation Centre and a short drive (approximately 16km) from Leesburg. This self-catering property offers a fully equipped kitchen, in-home laundry, screened lanai, and sleeps four guests, with easy access to multiple recreation centres featuring pools, pickleball, and bocce; Sawgrass Grove and Eastport are also nearby for dining and shopping.
8.0 1 review
Leesburg, FL
12/07 – 15/07
150 €/nightTotal: 450 € (3 )
Lakefront Retreat • Patio + Grill • Pet Friendly
2 4
house , Leesburg
This lakefront holiday home in Leesburg is situated 19 kilometres from the Lake County Historical Museum and within 24-29 kilometres of other local historical sites. This spacious 2-bedroom, 2-bathroom holiday let, accommodating up to 7 guests, features a patio with a grill, complimentary private parking, free WiFi, and is pet-friendly.
9.8 7 reviews
Leesburg, FL
13/10 – 20/10
148 €/nightTotal: 1036 € (7 )
Blissful Village Bungalow 2br-2ba & Membership Amentities
2 2
apartment , Leesburg
This brand-new, two-bedroom villa is located in the Village of Lake Denham, The Villages, Florida, a short golf cart ride (approximately 1.6km) from Sawgrass Grove shopping and dining and several recreation centres. The 109 square metre property boasts a spacious open-plan layout, sleeping four guests comfortably, and includes a fully equipped kitchen, smart TVs, a golf cart, and outdoor living space with a lanai and gas grill; highchair and Pack-n-Play available.