Holiday Rentals in Leesburg, FL

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Leesburg, FL holiday rentals
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252 Holiday rentals and Airbnb in Leesburg, FL

Best family friendly Leesburg, FL holiday rentals

Among the 252 accommodations in Leesburg, FL, here are the 4 best family friendly rentals

Mission Resort And Club - Leesburg, FL
8.8 905 reviews
Leesburg, FL
12/07 – 15/07
128 â‚¬/nightTotal: 384 â‚¬ (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.
Cozy Home, Between Lake Sumter & Brownwood! - Leesburg, FL
Leesburg, FL
05/07 – 31/08
99 â‚¬/nightTotal: 5643 â‚¬ (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.
The Sun Loft - 2/2 In The Village Of Hawkins - Leesburg, FL
10 1 review
Leesburg, FL
01/08 – 30/09
123 â‚¬/nightTotal: 7380 â‚¬ (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.
Escape! To The Villages...villa With Golf Car! - Leesburg, FL
9.6 20 reviews
Leesburg, FL
01/08 – 30/09
127 â‚¬/nightTotal: 7620 â‚¬ (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

2 Bed/2bath Plus Den  Courtyard Villa - Leesburg, FL
10 76 reviews
Leesburg, FL
12/07 – 19/07
125 â‚¬/nightTotal: 875 â‚¬ (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.
Charming 3-bedroom House With Golfcart, Hot Tub, And Wifi In The Villages. - Leesburg, FL
10 6 reviews
Leesburg, FL
05/07 – 31/08
71 â‚¬/nightTotal: 4047 â‚¬ (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).
Royal Oak Lakeview Serenity - Leesburg, FL
9.9 48 reviews
Leesburg, FL
12/07 – 19/07
180 â‚¬/nightTotal: 1260 â‚¬ (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.
Cozy 2br Mins To Lake Sumter Landing And Brownwood Paddock Square With Bbq, Workspace, Murphy Bed - Leesburg, FL
9.0 2 reviews
Leesburg, FL
12/07 – 19/07
124 â‚¬/nightTotal: 868 â‚¬ (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?

    Among the Airbnbs in Leesburg, FL, Silver Lake Guest Pool House, Cozy Corner ~ Close To The Villages And Disney and Cypress Point Cottage are the most popular ones.

  • 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

Luxe 3br | Long & Short Stays L Walk To Eastport - Leesburg, FL
Leesburg, FL
12/07 – 19/07
131 â‚¬/nightTotal: 917 â‚¬ (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.
Luxe 2br In The Villages | Mins To Eastport Sq. - Leesburg, FL
Leesburg, FL
01/08 – 30/09
108 â‚¬/nightTotal: 6480 â‚¬ (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.
Camp St. Cabanas Unit 3 On Lake Dora - Leesburg, FL
9.7 20 reviews
Leesburg, FL
12/07 – 15/07
198 â‚¬/nightTotal: 594 â‚¬ (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.
Spectacular Home With A Gas Golf Cart & Located Just Off Lake Sumter Landing! - Leesburg, FL
9.2 19 reviews
Leesburg, FL
05/07 – 31/08
95 â‚¬/nightTotal: 5415 â‚¬ (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

Lake Dora Escape Canal Access And Seaplane Sights! - Leesburg, FL
8.5 2 reviews
Leesburg, FL
12/07 – 19/07
145 â‚¬/nightTotal: 1015 â‚¬ (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.
Draper Villa Getaway (Lake Denham) - Leesburg, FL
10 4 reviews
Leesburg, FL
05/07 – 31/08
89 â‚¬/nightTotal: 5073 â‚¬ (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.
Lakefront Retreat • Patio + Grill • Pet Friendly - Leesburg, FL
8.0 1 review
Leesburg, FL
12/07 – 15/07
150 â‚¬/nightTotal: 450 â‚¬ (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.
Blissful Village Bungalow 2br-2ba & Membership Amentities - Leesburg, FL
9.8 7 reviews
Leesburg, FL
13/10 – 20/10
148 â‚¬/nightTotal: 1036 â‚¬ (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.
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