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265 Lodgings in Leesburg, FL
8.0 5 reviews
Leesburg, FL
07/05 – 08/31
$101/nighttotal: $5757 (57 )
Near Sawgrass Grove In The Village Of Newell
3 1
apartment , Leesburg
This pet-friendly apartment in The Village of Newell, Okahumpka, is a short drive from Sawgrass Grove and Homestead Recreation Center, and near The Villages Astronomy Viewing Pad. This 1450 sq ft residence offers 3 bedrooms, 2 bathrooms, and accommodates up to 6 guests with amenities including a dishwasher, air conditioning, a swimming pool, a terrace, a garden, and parking, plus access to golf activities and nearby natural attractions like Lake Griffin State Park.
Leesburg, FL
07/12 – 07/19
$141/nighttotal: $987 (7 )
Beautiful Canal-side Home With Harris Lakes Access!
3 5
apartment , Leesburg
This Leesburg canal-front condo offers direct access to the Harris Chain of Lakes and is located within 2 miles of Fern Prairie Preserve and Emeralda Marsh Conservation Area, with Mount Dora Lawn Bowling Club and Leesburg Center for the Arts also nearby. This 3-bedroom, 1-bathroom rental accommodates up to 8 guests and features a screened patio with a dining area and TV, in-unit laundry, and ample parking suitable for boats and trucks.
9.6 13 reviews
Leesburg, FL
07/12 – 07/19
$179/nighttotal: $1253 (7 )
Village Of Charlotte Retreat: 3br, 2ba Home, Golf Cart, & Dog-friendly Bliss
3 5
apartment , The Villages
This 1490 sq ft apartment in the Village of Charlotte, The Villages, is located near Brownwood Paddock Park, offering convenient access to shopping, dining, and entertainment. This 3-bedroom, 2-bathroom residence accommodates up to 6 guests and includes a golf cart, a screened lanai with a grill, a master suite with a king bed and en-suite bathroom, and is pet-friendly with a fee.
9.1 73 reviews
Leesburg, FL
07/05 – 08/31
$124/nighttotal: $7068 (57 )
3 Br 2 Bath Home Full Kitchen Pool Boat Parking
1 1
apartment , Leesburg
This Leesburg vacation home is conveniently located within 3 miles of Lake Griffin, UF Health Leesburg Hospital, and Venetian Gardens, putting you close to the city's attractions and amenities. The home has received excellent ratings for location, cleanliness, and user experience, ensuring a comfortable and enjoyable stay. This 3-bedroom house comfortably sleeps up to 8 guests, ideal for families or groups of friends. Enjoy modern amenities like free WiFi, a fully equipped kitchen, a private fenced yard, a spa tub, and a barbecue grill for outdoor dining, all while being close to recreational activities at Lake Sumter Sports Complex and cultural events at Paul P. Williams Auditorium.
10 2 reviews
Leesburg, FL
07/12 – 07/19
$147/nighttotal: $1029 (7 )
Screened Lanai & Grill: Home In The Villages
3 5
house , The Villages
This Wildwood vacation home, located in The Villages, Florida, is approximately 21-27 miles from attractions like the Lake County Historical Museum and Mount Dora's historical society. This 1,420-square-foot, three-bedroom house sleeps eleven guests and features a fully equipped kitchen, private entrance, screened lanai, free Wi-Fi, and a swimming pool.
9.3 6 reviews
Leesburg, FL
07/12 – 07/19
$152/nighttotal: $1064 (7 )
Cozy Gem Near Eastport With Golf Cart
3 5
house , Wildwood
This Sumterville vacation home, near Eastport, is roughly 23-26 miles from attractions like the Lake County Historical Museum, Palisades Golf Club, and the Presidents Hall of Fame. This 600-square-foot property boasts three bedrooms, two bathrooms, sleeps eleven guests, and includes a pool, tennis court, fitness center, and free Wi-Fi.
10 25 reviews
Leesburg, FL
08/01 – 09/30
$99/nighttotal: $5940 (60 )
Comfortably Decorated 3/2 Sm Dog-friendly Home W/golf Cart & Wifi Included!
3 1
apartment , The Villages
This Wildwood vacation home is conveniently located near Lake Deaton (1.3 miles), Continental Country Club (2.2 miles), and within 6 miles of Lake Okahumpka Park and Paquette's Historical Farmall Museum. This 1980-square-foot house features three bedrooms, two bathrooms, sleeps six, and includes a pool, tennis court, and free Wi-Fi; housekeeping services are available upon request.
10 2 reviews
Leesburg, FL
06/26 – 06/27
$278/nightfor 1 night
The Villages Retreat- Free Coffee Brand New
1 7
house , Wildwood
The Villages Retreat, a house in Adamsville, is situated 22 miles from the Lake County Historical Museum and 23 miles from Palisades Golf Club. This 1700 square foot accommodation accommodates up to 13 guests with 3 bedrooms and 2 bathrooms, featuring air conditioning, free WiFi, a full kitchen with a dishwasher, and on-site parking, with nearby cycling routes available.
10 15 reviews
Leesburg, FL
10/13 – 10/20
$175/nighttotal: $1225 (7 )
Venetian Gardens Home In Peaceful Neighborhood
3 2
apartment , Leesburg
This Leesburg vacation home is nestled near Venetian Gardens Park, within walking distance of its waterfront amenities and a short drive from Disney World and nearby beaches. With an excellent user rating, this 3-bedroom, 2-bathroom apartment accommodates up to 6 guests and is perfect for families or groups seeking a comfortable and convenient stay. The apartment boasts a fully equipped kitchen, air conditioning, and a garden, ensuring a comfortable and enjoyable experience for guests. It also offers access to various activities and amenities, including a nearby park with a boat ramp, volleyball court, and walking path, making it an ideal choice for nature enthusiasts and outdoor lovers.
10 3 reviews
Leesburg, FL
07/05 – 08/31
$69/nighttotal: $3933 (57 )
Lake Views-screened Porch- Close To The Villages Charming Cottage In Leesburg
1 1
cottage , Leesburg
This Leesburg cottage is a 5-minute walk to Lake Griffin and a 4-minute drive to Lake Griffin State Park, offering easy access to outdoor recreation and local attractions like Venetian Gardens and Spanish Springs Town Square. This 1-bedroom, 1-bathroom rental accommodates two guests and includes Wi-Fi and air conditioning, with towels, linens, and toilet paper provided for a comfortable stay near shopping and entertainment.
9.9 27 reviews
Leesburg, FL
07/05 – 08/31
$107/nighttotal: $6099 (57 )
Paradise On Lake Harris Apt #102
1 1
apartment , Leesburg
This Leesburg apartment is located on Lake Harris, just a short walk from Venetian Gardens and a few minutes from UF Health Hospital. It has earned excellent ratings for location, cleanliness, and overall user experience. The apartment features one bedroom and one bathroom, comfortably accommodating up to four guests. Enjoy a fully equipped kitchen, a private backyard with a patio, grill, and dock, and access to a shared washer and dryer.
10 5 reviews
Leesburg, FL
06/26 – 06/27
$348/nightfor 1 night
Cozy Retreat Right Next To Eastport
3 7
apartment , Wildwood
This Wildwood apartment rental, located in The Villages' Moultrie Creek Village, is conveniently situated within five minutes of The Villages Charter High School, the Tracy Performing Arts Center, and East Port Town Square. The single-story house features three bedrooms sleeping seven, two bathrooms, a fully equipped kitchen with modern appliances, and access to a patio, garage, backyard, and garden; Wi-Fi is included.
Browse Family Lodgings in Leesburg, FL
Traveling to Leesburg, FL with kids? Quality family lodging makes everything easier, keeping city attractions within easy reach.
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.
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.
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.
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
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.
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.
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.
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.
Frequently Asked Questions about accommodations in Leesburg, FL
What are the most convenient modes of transportation within Leesburg, FL?
Leesburg is pretty easy to get around. You can easily walk or bike to many places in the downtown area. If you need to go further, the Leesburg Transit System has buses that can take you where you need to go. And of course, you can always rent a car.
What types of accommodations are available in Leesburg, FL?
You'll find a variety of accommodations in Leesburg, from cozy bed and breakfasts to modern hotels. There are also several vacation rentals available, perfect for families or groups. If you're looking for something unique, check out the historic Leesburg Inn.
What are the best accommodations with a pool in Leesburg, FL?
The best time to visit Leesburg is during the spring or fall when the weather is pleasant. The summers can be hot and humid, and the winters are mild. But you can enjoy Leesburg year-round, with different events and activities happening throughout the year.
What are the best accommodations with a jacuzzi in Leesburg, FL?
What local dishes and culinary experiences are a must-try in Leesburg, FL?
You have to try the fresh seafood here! There are several great seafood restaurants in Leesburg, serving up everything from shrimp and grits to fish tacos. And don't forget to sample the local craft beers. There are a couple of breweries in town that offer unique and delicious brews.
What are the best accommodations for families and kids in Leesburg, FL?
In which part of Leesburg, FL should you consider renting accommodation?
If you want to be close to the action, rent a place in the downtown area. It's within walking distance of restaurants, shops, and attractions. If you prefer a quieter setting, consider renting a place near Lake Harris or in one of the residential neighborhoods.
What are the best pet friendly accommodations in Leesburg, FL?
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.
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.
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.
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
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.
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.
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.
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.