Compare Vacation Rentals & Airbnb in Leesburg, FL

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Leesburg, FL vacation rentals
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252 Rentals and Airbnb in Leesburg, FL

Best family friendly Leesburg, FL vacation rentals

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

Multi Family House 4bed/3bath-large Fenced Yard With Activities For Whole Family - Leesburg, FL
10 2 reviews
Leesburg, FL
01/08 – 30/09
$186/nighttotal: $11160 (60 )

Multi Family House 4bed/3bath-large Fenced Yard With Activities For Whole Family

4 1
apartment , Fruitland Park
This four-bedroom, three-bathroom flat is located in Fruitland Park, approximately 160 kilometres from Orlando and Ocala, with Lake Griffin State Park and Fern Prairie Preserve nearby.
This spacious holiday home accommodates up to nine guests and offers a dedicated work desk, a children's playroom, and a games room, with pets welcome and air conditioning provided.
Newly Furnished 2 Bedroom, 1 1/2 Bath House With 2 Porches Close To The Villages - Leesburg, FL
10 53 reviews
Leesburg, FL
13/10 – 20/10
$294/nighttotal: $2058 (7 )

Newly Furnished 2 Bedroom, 1 1/2 Bath House With 2 Porches Close To The Villages

2 2
apartment , Fruitland Park
This two-bedroom apartment is conveniently located in Fruitland Park, just a short distance from the Library, municipal pool, and Lake Griffin State Park, offering a peaceful and scenic setting. The apartment has received excellent user ratings, making it a popular choice for travellers.
The apartment provides comfortable accommodation for up to six guests, featuring a spacious living room with a sofa bed, a dining area, and two bedrooms with TVs. Guests can enjoy a range of amenities including a fully equipped kitchen, a washer and dryer, a terrace, a garden, and a spa, ensuring a relaxing and enjoyable stay.
Lakefront Home On Lake Griffin / Harris Chain Of Lakes And Close To The Villages - Leesburg, FL
9.7 64 reviews
Leesburg, FL
12/07 – 19/07
$338/nighttotal: $2366 (7 )

Lakefront Home On Lake Griffin / Harris Chain Of Lakes And Close To The Villages

3 5
apartment , Fruitland Park
This Fruitland Park waterfront property, near Lake Griffin (1km), offers stunning lake views and is conveniently located 10km from Lake Griffin State Park and Venetian Gardens.
The 152 square metre house sleeps six guests, boasting three bedrooms, two bathrooms, a fully equipped kitchen, private patio, free Wi-Fi, and a spa, ideal for families seeking a relaxing lakeside getaway.
Relax By Lake Eustis In Your Cozy 2-bedroom Retreat.10%discount For 7 Day Rental - Leesburg, FL
9.6 123 reviews
Leesburg, FL
13/10 – 20/10
$248/nighttotal: $1736 (7 )

Relax By Lake Eustis In Your Cozy 2-bedroom Retreat.10%discount For 7 Day Rental

2 2
apartment , Tavares
This lakeside home is situated in Lake County, just a short distance from Tavares and Mount Dora, offering a peaceful retreat with easy access to local attractions. The property has received excellent user ratings, highlighting its quality and appeal.
This two-bedroom apartment spans 125 square metres and comfortably accommodates up to five guests. The property offers a range of amenities, including a fully equipped kitchen, a private garden, a spa, and direct lakefront access with a fishing pier and boat storage.

Best Leesburg, FL vacation rentals with parking

Paradise On Lake Harris Apt #102 - Leesburg, FL
Leesburg, FL
12/07 – 15/07
$334/nighttotal: $1002 (3 )

Paradise On Lake Harris Apt #102

1 4
apartment , Leesburg
Paradise on Lake Harris Apt #102 is located in Leesburg, just 16km from Mount Dora and 24km from Eustis, offering easy access to historical museums, parks, and shopping centres. This apartment has received excellent ratings for location, cleanliness, and user experience.
The apartment has one bedroom, one bathroom, and a floor area of 57 square metres, comfortably accommodating up to four guests. It features a fully equipped kitchen, air conditioning, private parking, a garden, and a washing machine, as well as stunning lake views and access to water activities.
Country Living Close To The Villages. - Leesburg, FL
10 8 reviews
Leesburg, FL
05/07 – 31/08
$151/nighttotal: $8607 (57 )

Country Living Close To The Villages.

2 1
apartment , Leesburg
This two-bedroom apartment is situated in a peaceful rural setting just outside Leesburg, close to Lake Griffin State Park and Venetian Gardens. The property enjoys excellent guest reviews, with many praising its tranquil location and comfortable amenities.
The apartment has two bathrooms and can comfortably accommodate up to four guests. It features a fully equipped kitchen, a spacious living area, a private garden, a Jacuzzi, and a screened porch, making it perfect for relaxing and enjoying the beautiful surroundings.
Beautiful Villa Close To Lake Sumter Landing! Wifi Included! - Leesburg, FL
9.0 18 reviews
Leesburg, FL
01/08 – 30/09
$91/nighttotal: $5460 (60 )

Beautiful Villa Close To Lake Sumter Landing! Wifi Included!

2 1
house , The Villages
This two-bedroom villa is located in Sunset Pointe, just 0.5km from Cane Garden Country Club and 3.5km from The Villages Market Square. It has received excellent user ratings and is a popular choice for travellers visiting The Villages.
The 107 square metre property has two bathrooms and can accommodate up to four guests. You'll enjoy a fully equipped kitchen, a swimming pool, a tennis court, and concierge services.
Village Of Mallory, Close To Sumter Landing Sq. 3bd, 2bath With Gas Golf Cart. - Leesburg, FL
9.2 58 reviews
Leesburg, FL
13/10 – 20/10
$233/nighttotal: $1631 (7 )

Village Of Mallory, Close To Sumter Landing Sq. 3bd, 2bath With Gas Golf Cart.

3 2
apartment , The Villages
This Mallory Square holiday home in The Villages is situated 3.4 km from The Villages Market Square, 4.2 km from Cane Garden Country Club, and within 9.7 km of Lake Deaton and Spanish Springs Town Square.
This 181-square-metre property boasts four bedrooms, two bathrooms, sleeps six, and includes a private swimming pool, tennis court, and barbecue facilities, alongside free Wi-Fi and a fully equipped kitchen.

Frequently Asked Questions about vacation rentals in Leesburg, FL

  • What are the top family-friendly attractions in Leesburg, FL?

    The Venetian Gardens is a great place to take the kids, with its beautiful gardens, fountains, and a playground. And if you're looking for some adventure, the Leesburg Recreation Department offers a range of activities for all ages.
  • What are the best Airbnb and vacation rentals in Leesburg, FL?

    Silver Lake Guest Pool House, Cozy Corner ~ Close To The Villages And Disney and Cypress Point Cottage are the most popular Airbnb and vacation rentals in Leesburg, FL among travelers.

  • 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 months. The weather is perfect for outdoor activities and the crowds are smaller. You'll also find that prices are generally lower during these seasons.
  • 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 events or festivals should visitors check out in and around Leesburg, FL?

    The Leesburg Bike Fest is a popular event that takes place every year in April, and the Leesburg Arts Festival is a great way to experience the local art scene. There's also the annual Leesburg International Festival in October.
  • What are the best vacation rentals with a pool in Leesburg, FL?

  • What are the best budget-friendly activities in Leesburg, FL?

    You can enjoy a picnic at Venetian Gardens or take a stroll along the scenic Lake Harris Trail. The Leesburg Public Library also offers a variety of free programs and events.
  • What are the best rentals for families and kids in Leesburg, FL?

  • What are the best restaurants with local dishes in Leesburg, FL?

    The Brownwood Hotel is a great place to try some local cuisine, and if you're looking for a more casual dining experience, the Gator Dock Restaurant is a popular spot known for its seafood.
  • What are the best rentals or Airbnbs with a jacuzzi in Leesburg, FL?

  • What are the best walking or cycling routes in Leesburg, FL?

    The Leesburg Bike Trail is a great option for cyclists, and the Lake Harris Trail offers stunning views of the lake for walkers. There's also a nice loop around the Venetian Gardens.
  • Are there pet-friendly attractions in Leesburg, FL?

    The Venetian Gardens is pet-friendly and has a designated dog park. Many of the restaurants in Leesburg also have outdoor seating that is pet-friendly.
  • What are the top sports attractions and facilities in Leesburg, FL?

    Leesburg has a great sports scene, with the Leesburg Recreation Department offering a variety of activities, including swimming, tennis, and golf. The Leesburg International Airport also hosts a number of sporting events throughout the year.

Destinations nearby

Best Leesburg, FL vacation rentals with a balcony

Mission Resort And Club - Leesburg, FL
8.8 905 reviews
Leesburg, FL
12/07 – 19/07
$229/nighttotal: $1603 (7 )

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.
3br Near Brownwood, Golf Cart, Office, Patio - Leesburg, FL
Leesburg, FL
12/07 – 19/07
$237/nighttotal: $1659 (7 )

3br Near Brownwood, Golf Cart, Office, Patio

3 4
house , The Villages
This 3-bedroom residence is located in The Villages, 29 kilometres from the Lake County Historical Museum and 34 kilometres from Eustis Square Shopping Centre.
This air-conditioned property offers accommodation for up to 10 guests, featuring a full kitchen, private parking, free WiFi, a swimming pool, and golf cart accessibility, with a floor area of 19 square metres.
Lakeview House With Old Florida Feel Close To Everything Fun In Central Florida - Leesburg, FL
9.8 24 reviews
Leesburg, FL
12/07 – 19/07
$299/nighttotal: $2093 (7 )

Lakeview House With Old Florida Feel Close To Everything Fun In Central Florida

3 4
apartment , Leesburg
This Leesburg holiday home, near Lake Harris with beach access, offers proximity to three restaurants within walking distance and is a short drive from Publix supermarket and various dining and entertainment options, including the Paul P. Williams Auditorium and Lake County Historical Museum.
This recently renovated, 195 square metre, three-bedroom, two-bathroom bungalow sleeps eight guests and boasts a terrace, garden, tennis court, parking, internet access, and a kitchen equipped with a fridge, microwave, and dishwasher; it also includes a covered RV carport with power hook-up.
Patio Villa W Golf Cart Close To Lake Sumter Landing - Leesburg, FL
Leesburg, FL
01/08 – 30/09
$148/nighttotal: $8880 (60 )

Patio Villa W Golf Cart Close To Lake Sumter Landing

1 1
house , The Villages
This patio villa is located in The Villages, offering convenient access to Lake Sumter Landing and attractions such as the Lake County Historical Museum, 37 kilometres away, and Silver Springs, 39 kilometres away.
This one-bedroom holiday home accommodates up to seven guests and features air conditioning, a kitchen, complimentary WiFi, free private parking, and a terrace for outdoor enjoyment.

Best pet friendly Leesburg, FL vacation rentals

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

Cozy Retreat Near Sawgrass Market & Brownwood Paddock Square! - Leesburg, FL
10 3 reviews
Leesburg, FL
01/08 – 30/09
$92/nighttotal: $5520 (60 )

Cozy Retreat Near Sawgrass Market & Brownwood Paddock Square!

2 1
apartment , Wildwood
This brand-new two-bedroom holiday home is situated in the Village of Moultrie Creek within The Villages, Florida, close to Sawgrass Marketplace and a short drive from Brownwood Paddock Square, offering convenient access to shopping and dining.
The 91 square metre (980 square foot) property features two bathrooms, sleeps four guests, and includes a private patio with BBQ, a swimming pool, and parking; nearby attractions include Lake Okahumpka Park and Venetian Gardens.
Dog-friendly Home In The Villages W/ Private Patio - Leesburg, FL
10 1 review
Leesburg, FL
12/07 – 19/07
$259/nighttotal: $1813 (7 )

Dog-friendly Home In The Villages W/ Private Patio

2 5
house , The Villages
This dog-friendly holiday home in The Villages, Florida, is situated approximately 39-45km from attractions including the Eustis Square Shopping Centre and Mount Dora Historical Society Museum.
This two-bedroom, two-bathroom property boasts 111 square metres of living space, sleeps up to 11 guests, and includes a private patio, swimming pool, Jacuzzi, spa, fitness centre, and tennis court.
Golf Cart Included, In The Heart Of The Villages - Leesburg, FL
8.0 1 review
Leesburg, FL
12/07 – 19/07
$220/nighttotal: $1540 (7 )

Golf Cart Included, In The Heart Of The Villages

3 5
apartment , The Villages
This apartment is situated in Fernandina, a district of Wildwood, offering convenient access to Brownwood Square, located just 1.6 kilometers away, and is also close to premier golf courses.
This 158 square meter residence accommodates up to six guests across three bedrooms, featuring a master suite with a king-size bed, a second bedroom with a queen bed and vanity, and a third bedroom with a workspace and a pull-out queen sofa bed, complemented by a fully equipped kitchen, an enclosed patio with a television, and ample driveway parking.
Tiny Hamptons, No Pet Fees, Main Floor Bed - Leesburg, FL
10 18 reviews
Leesburg, FL
12/07 – 15/07
$270/nighttotal: $810 (3 )

Tiny Hamptons, No Pet Fees, Main Floor Bed

3 4
house , Groveland
This Groveland villa is situated 1.8km from Lakeridge Winery and within 9.6km of Cherry Lake, Ferndale Preserve, Palisades Golf Club, and the Presidents Hall of Fame.
This 33 square metre, three-bedroom property sleeps four guests and boasts a swimming pool, Jacuzzi, fitness centre, and garden, alongside a fully equipped kitchen and free Wi-Fi; enjoy on-site amenities and nearby attractions.
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