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Leesburg, FL accommodations
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265 Lodgings in Leesburg, FL

Browse Family Lodgings in Leesburg, FL

Traveling to Leesburg, FL with kids? Quality family lodging makes everything easier, keeping city attractions within easy reach.

Blissful Village Bungalow 2br-2ba & Membership Ame - Leesburg, FL
9.2 23 reviews
Leesburg, FL
07/05 – 08/31
$114/nighttotal: $6498 (57 )

Blissful Village Bungalow 2br-2ba & Membership Ame

1 1
apartment , Leesburg
This brand-new two-bedroom, two-bathroom patio villa is located in the Village of Lake Denham within The Villages, a short golf cart ride from Sawgrass Grove shopping and dining, and minutes from several recreation centers including Dabney, Homestead, and Franklin.
The open-concept 2-bedroom villa sleeps four, features a fully equipped kitchen with stainless steel appliances, a spacious lanai with a propane gas grill, and includes a golf cart for easy access to local amenities; onsite family amenities include a highchair and Pack-n-Play.
New 2br The Villages | Golf Cart | Eastport Sq. - Leesburg, FL
Leesburg, FL
07/12 – 07/19
$185/nighttotal: $1295 (7 )

New 2br The Villages | Golf Cart | Eastport Sq.

2 4
house , Wildwood
This vacation home in Sumterville is about 20 miles from the Lake County Historical Museum and 22 miles from Palisades Golf Club, with proximity to The Villages golf cart community.
This 1400 square foot house accommodates up to 7 guests with 2 bedrooms and 2 bathrooms, offering a swimming pool, terrace, garden, tennis court, and parking.
Luxury Home With A Pool And 3 Bedroom - Leesburg, FL
9.8 48 reviews
Leesburg, FL
07/12 – 07/19
$235/nighttotal: $1645 (7 )

Luxury Home With A Pool And 3 Bedroom

1 4
apartment , Leesburg
This waterfront home is situated on a beautiful freshwater canal leading to Lake Griffin, conveniently located near Leesburg's major roads, stores, and restaurants. The home boasts excellent user, location, and cleanliness ratings, ensuring a comfortable and enjoyable stay. This three-bedroom, one-bathroom house comfortably accommodates eight guests, making it perfect for family vacations or group getaways. The home features a fully equipped kitchen, a spacious living area, a private lanai with water views, and access to community amenities like a boat ramp, campgrounds, and nature trails.
Sunscape Palms - 3/2 With Golf Cart & Grill In The Village Of St. James - Leesburg, FL
10 6 reviews
Leesburg, FL
07/12 – 07/19
$226/nighttotal: $1582 (7 )

Sunscape Palms - 3/2 With Golf Cart & Grill In The Village Of St. James

2 5
apartment , The Villages
This 2-bedroom, 2-bathroom rental home in The Village of St. James is centrally located between Brownwood and Lake Sumter Square, offering convenient access to shopping, dining, and nightly entertainment.
This 1490 square foot vacation home accommodates up to 6 guests and features a 2-seater golf cart, a birdcage, a pergola, a glassed-in lanai, and is located 0.5 miles from St. James Pool and 1.6 miles from Seabreeze Recreation.

Best Leesburg, FL lodging with a pool

Among the 265 accommodations in Leesburg, FL, here are the 4 best ones with a pool

Brand New  2 Bdr 2 Bth W. Golf Cart - Half Mile To Eastport - Leesburg, FL
10 62 reviews
Leesburg, FL
07/12 – 07/19
$147/nighttotal: $1029 (7 )

Brand New 2 Bdr 2 Bth W. Golf Cart - Half Mile To Eastport

2 5
house , Wildwood
This Wildwood villa, located in the Village of DeLuna near The Villages of St. Johns, provides easy access to Paquette's Historical Farmall Museum and Grand Oaks Resort and Carriage Museum.
The two-bedroom, two-bathroom property sleeps five, features a fully equipped kitchen with modern appliances, a private swimming pool, and a golf cart for convenient access to nearby pickleball courts, walking trails, and golf courses like Continental Country Club and Miona Lake Golf Club.
Charming Home With A Large Private Yard, No Carpets, And A Prime Location! - Leesburg, FL
9.0 2 reviews
Leesburg, FL
07/05 – 08/31
$92/nighttotal: $5244 (57 )

Charming Home With A Large Private Yard, No Carpets, And A Prime Location!

2 1
apartment , The Villages
This 2-bedroom, 2-bathroom vacation rental in the Village of Gilchrist, Wildwood, is conveniently located near Brownwood Paddock Square in The Villages.
The 1160-square-foot home features a spacious open-concept layout, accommodates up to 4 guests, includes a private backyard, and offers access to amenities like a swimming pool, concierge service, and on-site bicycles for exploring The Villages.
Experience The Fun And Excitement Of The Villages In This Beautiful Patio Villa. - Leesburg, FL
10 18 reviews
Leesburg, FL
08/01 – 09/30
$87/nighttotal: $5220 (60 )

Experience The Fun And Excitement Of The Villages In This Beautiful Patio Villa.

2 1
apartment , The Villages
This Hemingway vacation home in The Villages is located approximately 3 miles from Cane Garden Country Club and within 6 miles of both The Villages Market Square and Lake Deaton.
This 2-bedroom, 2-bathroom house sleeps 4 guests and boasts a private pool, hot tub, fully equipped kitchen, laundry facilities, and a smart TV, all within a smoke-free environment.
Walk To Sumter Landing-new Listing-golf Cart-pet Friendly - Leesburg, FL
9.8 10 reviews
Leesburg, FL
07/12 – 07/15
$156/nighttotal: $468 (3 )

Walk To Sumter Landing-new Listing-golf Cart-pet Friendly

2 4
house , The Villages
This 2-bedroom, 2-bathroom villa in Virginia Trace offers a private setting just a 3-minute golf cart ride or a 10-minute walk from Lake Sumter Landing's dining, shopping, and entertainment.
This house accommodates up to 4 guests and includes a complimentary golf cart, Smart TVs, high-speed Wi-Fi, and access to the Canal Street Recreation Center pool complex.

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Best Leesburg, FL accommodation with a garden

Paradise Village Home In Perfect Golfing And Recreation Center Location. - Leesburg, FL
10 40 reviews
Leesburg, FL
10/13 – 10/20
$122/nighttotal: $854 (7 )

Paradise Village Home In Perfect Golfing And Recreation Center Location.

3 2
apartment , The Villages
This Duval vacation home in The Villages is conveniently located near Cane Garden Country Club (2.3 miles), The Villages Market Square (within 6 miles), and Lake Deaton (within 6 miles), offering easy access to recreation and shopping.
This 1390-square-foot house features three bedrooms, two bathrooms, and accommodates up to six guests, boasting a private pool, tennis court, and fully equipped kitchen with modern appliances, plus free WiFi.
2 Mi To Lake Sumter Landing: Home In The Villages - Leesburg, FL
10 8 reviews
Leesburg, FL
07/12 – 07/19
$136/nighttotal: $952 (7 )

2 Mi To Lake Sumter Landing: Home In The Villages

3 5
apartment , The Villages
This 3-bedroom, 2-bathroom vacation home in The Village of Amelia is located 2 miles from Lake Sumter Landing and within 7 miles of multiple town squares, offering a central base for exploring The Villages.
This 1390 square foot, single-story residence accommodates up to 6 guests and features a screened lanai with a gas grill, a dedicated workspace, and includes a golf cart for convenient access to community amenities like pools and sports courts, with dogs welcome for a fee.
Waterfront Cottage On The Harris Chain In Leesburg - Leesburg, FL
9.8 224 reviews
Leesburg, FL
08/01 – 09/30
$125/nighttotal: $7500 (60 )

Waterfront Cottage On The Harris Chain In Leesburg

2 1
cottage , Lisbon
This charming waterfront cottage in Leesburg is an excellent pick for travelers seeking tranquility and easy access to nature. Located within 3 miles of Emeralda Marsh Conservation Area and Bell Hammock, it offers stunning views and direct access to the waterfront.
With excellent user, location, and cleanliness ratings, this one-bedroom, one-bathroom cottage accommodates four guests comfortably. It features a fully equipped kitchen, a fireplace, a washing machine, and a sofa bed. Guests can enjoy outdoor amenities such as barbecue grills, a garden, a patio, and a spa tub for relaxation.
*Lakefront Views*private Porch - Leesburg, FL
9.7 13 reviews
Leesburg, FL
10/13 – 10/20
$119/nighttotal: $833 (7 )

*Lakefront Views*private Porch

1 2
apartment , Leesburg
This Leesburg lakefront apartment offers stunning views of Lake Griffin, providing convenient access to both Orlando and The Villages.
The one-bedroom, one-bathroom unit sleeps four guests and features a private boat launch, screened porch, and a well-equipped kitchen with a coffee bar; enjoy kayaking on Lake Griffin or exploring nearby attractions.

Best Leesburg, FL accommodation with a kitchen

Paradise On Lake Harris Apt #202 - Leesburg, FL
10 22 reviews
Leesburg, FL
07/05 – 08/31
$114/nighttotal: $6498 (57 )

Paradise On Lake Harris Apt #202

1 1
apartment , Leesburg
This Leesburg apartment is located directly on Lake Harris, a short walk from Venetian Gardens and the boat ramp, making it ideal for exploring the area's natural beauty. The apartment consistently receives excellent ratings for its cleanliness, location, and overall experience, ensuring a comfortable and enjoyable stay.
The one-bedroom, one-bathroom rental sleeps up to four guests and features a modern interior with stainless steel appliances and flat-screen TVs. Enjoy a private boat dock, a spacious backyard with a patio, grill, and fire pit, a playground, and ample parking for boat trailers.
Amazing Three-bedroom Home In The Villages. Great Spot For A Memorable Vacation! - Leesburg, FL
10 10 reviews
Leesburg, FL
06/26 – 06/27
$494/nightfor 1 night

Amazing Three-bedroom Home In The Villages. Great Spot For A Memorable Vacation!

3 7
apartment , Fruitland Park
This vacation rental is located in Fruitland Park, just 6 miles from the Country Club of Lady Lake, Lake Griffin, and Lake Griffin State Park, making it a great base for exploring the area. The home has received excellent user ratings, indicating a positive experience for previous guests.
This 3-bedroom, 2-bathroom home comfortably sleeps 8 guests. It features a fully equipped kitchen, a garden, a swimming pool, a Jacuzzi, a tennis court, and a terrace, offering a variety of amenities and activities for a relaxing and enjoyable stay.
Perfect Location Between Brownwood & Lake Sumter - Leesburg, FL
9.8 112 reviews
Leesburg, FL
08/01 – 09/30
$104/nighttotal: $6240 (60 )

Perfect Location Between Brownwood & Lake Sumter

2 1
house , The Villages
This Tamarind Grove courtyard villa in The Villages is a 10-minute golf cart ride from Lake Sumter Landing Square and Paddock Square, offering easy access to shopping, dining, and entertainment.
This fully furnished 1,260-square-foot property features two bedrooms, two bathrooms, and accommodates four guests, complete with a private lanai, swimming pool access, and a 2016 Yamaha golf cart.
The Villages, Home Away From Home With Great Amenities. - Leesburg, FL
10 4 reviews
Leesburg, FL
07/12 – 07/19
$135/nighttotal: $945 (7 )

The Villages, Home Away From Home With Great Amenities.

2 5
apartment , Wildwood
This 2-bedroom, 2-bathroom condo is centrally located in Wildwood, approximately 1 mile from Sawgrass Grove Square and provides access to The Villages' amenities.
This vacation rental accommodates up to 6 guests and features a fully equipped kitchen, a screened-in lanai, two bicycles for exploring, and private driveway parking.
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