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265 Lodgings in Leesburg, FL
9.4 14 reviews
Leesburg, FL
06/20 – 07/03
$161/nighttotal: $2093 (13 )
Charming House Come See!
1 2
apartment , Leesburg
This Leesburg house rental, perfect for Disney trips, sleeps six guests in three bedrooms and two bathrooms. The property offers a convenient location, though precise proximity to Leesburg attractions requires further clarification.
10 8 reviews
Leesburg, FL
07/05 – 08/31
$108/nighttotal: $6156 (57 )
Country Living Close To The Villages.
2 1
apartment , Leesburg
This peaceful country home is located in Leesburg, just a short drive from Lake Griffin State Park and Venetian Gardens, offering a tranquil escape from the hustle and bustle. Guests rave about the excellent location and comfortable accommodations. The two-bedroom, two-bathroom home comfortably sleeps four guests. Enjoy modern amenities like a Roku TV, WiFi, dishwasher, washer, and dryer, as well as a large screened porch and back patio for relaxing and enjoying the fresh air.
Leesburg, FL
10/13 – 10/20
$197/nighttotal: $1379 (7 )
Luxe 2br In The Villages | Mins To Eastport Sq.
2 2
apartment , Leesburg
This Okahumpka condo offers convenient access to The Villages, situated 5 to 10 minutes by golf cart from Sawgrass Grove and Middleton. This 2-bedroom, 2-bathroom residence accommodates up to 6 guests and features a fully equipped kitchen, screened-in lanai, backyard, garage, and access to over 50 golf courses and 110 pools within The Villages.
9.2 5 reviews
Leesburg, FL
06/26 – 06/27
$317/nightfor 1 night
Paradise On Lake Harris Unit Rv#5
1 7
house , Leesburg
This Leesburg vacation rental is located about 20.9 km from Eustis Square Shopping Centre and 24.1 km from Eustis Historical Museum, offering a convenient base for exploring the area. The house has received excellent ratings for both its location and overall experience. The one-bedroom vacation home spans 320 square feet and comfortably accommodates up to 10 guests. It features a fully equipped kitchen, air conditioning, free Wi-Fi, and private parking, making it ideal for a relaxing and comfortable stay.
10 124 reviews
Leesburg, FL
07/12 – 07/19
$137/nighttotal: $959 (7 )
Our Village Gem-dog Friendly-cozy & Peaceful-walk To Sumter Square
2 5
apartment , The Villages
This vacation home is located in Virginia Trace, just a short drive from The Villages Market Square and Cane Garden Country Club. The home is rated excellent by previous guests. This 2-bedroom rental can comfortably accommodate up to 6 guests. The home offers a fully equipped kitchen, a private pool, a patio, a garden, and a spa.
10 3 reviews
Leesburg, FL
06/20 – 06/27
$112/nighttotal: $784 (7 )
Lake Views-screened Porch- Close To The Villages Charming Cottage In Leesburg
1 2
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.
9.5 13 reviews
Leesburg, FL
06/19 – 07/03
$167/nighttotal: $2338 (14 )
The Villages-*new* Cozy Vacation Villa
1 2
apartment , Leesburg
This brand-new (August 2023) coastal-style home is situated in the Village of Lake Denham, Leesburg, approximately 45 minutes from Orlando and 1 hour from Tampa, near Homestead and Franklin Recreation Centers, Sawgrass Grove, and Southern Oaks Golf Club. The two-bedroom, two-bathroom house comfortably sleeps six with a queen-size pull-out sofa, boasting a fully equipped kitchen (fridge, microwave, dishwasher), a swimming pool, a fitness center, fast Wi-Fi, and complimentary guest passes to Villages recreation centers (request at least three days prior).
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.
Leesburg, FL
06/20 – 06/27
$148/nighttotal: $1036 (7 )
Charming 2-bedroom Villa In Brilliant The Villages With Wifi, Ac
2 2
house , Leesburg
This Leesburg patio villa is situated in the Waters Edge Village of Okahumpka, conveniently located near both Eastport and Middletown, providing easy access to Leesburg's attractions including Sawgrass Grove and Brownwood Paddock Square. The fully furnished 2-bedroom, 2-bathroom house features a cozy open floor plan, quartz countertops, stainless steel appliances, a gas stove, an enclosed lanai, and sleeps up to 4 guests, with nearby access to recreation centers offering pickleball, swimming, and shuffleboard.
8.8 14 reviews
Leesburg, FL
07/12 – 07/19
$138/nighttotal: $966 (7 )
Cozy Home W/ Game Room Villages And Lake Harris
2 4
apartment , Leesburg
This Leesburg vacation home is conveniently located within three miles of AMF Leesburg Lanes, Venetian Gardens, and UF Health Leesburg Hospital, and 2.4 miles from Lake Griffin, offering easy access to local attractions and medical facilities. This two-bedroom, one-bathroom rental sleeps four guests and features a kitchen with a fridge, microwave, and dishwasher, a terrace, a garden, a tennis court, free Wi-Fi, on-site arcade games, and barbecue grills.
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.
9.6 21 reviews
Leesburg, FL
07/12 – 07/19
$161/nighttotal: $1127 (7 )
Great 3/2 Villages Home With Amenities Access
3 4
house , Leesburg
This 3-bedroom, 2-bathroom patio villa is located in the Village of Lake Denham within The Villages, a short golf cart ride from Sawgrass Grove shopping, dining, and entertainment, and close to recreation centers with pools and sports courts. The 1400-square-foot home features an open-concept floor plan, sleeps six guests, includes a fully equipped kitchen with stainless-steel appliances and a wine chiller, and offers a 4-passenger golf cart for exploring local amenities.
Browse Family Lodgings in Leesburg, FL
Traveling to Leesburg, FL with kids? Quality family lodging makes everything easier, keeping city attractions within easy reach.
9.0 2 reviews
Leesburg, FL
07/05 – 08/31
$132/nighttotal: $7524 (57 )
Eastport Footprint - The Villages 2/2 + Workout Room And Golf Cart In The Village Of Moultrie Creek
2 1
apartment , Wildwood
This apartment is located in the village of Moultrie Creek, 0.7 miles from Moultrie Creek Recreation and Adult Pool, and 2.5 miles from EASTPORT Town Square. This 1510 sq ft rental accommodates 4 guests with 2 bedrooms and 2 bathrooms, featuring a fully equipped kitchen, a screened-in lanai with a grill, a workout room, and a golf cart available for rent.
9.2 58 reviews
Leesburg, FL
06/20 – 06/27
$156/nighttotal: $1092 (7 )
Village Of Mallory, Close To Sumter Landing Sq. 3bd, 2bath With Gas Golf Cart.
3 2
apartment , The Villages
This Mallory Square vacation home in The Villages is conveniently located 2.1 miles from The Villages Market Square, 2.6 miles from Cane Garden Country Club, and within 6 miles of Lake Deaton and Spanish Springs Town Square. This 1950-square-foot house features four bedrooms, two bathrooms, sleeps six, and includes a private pool, tennis court, and barbecue grills, offering easy access to numerous amenities and activities in The Villages.
10 53 reviews
Leesburg, FL
07/12 – 07/19
$240/nighttotal: $1680 (7 )
Newly Furnished 2 Bedroom, 1 1/2 Bath House With 2 Porches Close To The Villages
2 5
apartment , Fruitland Park
This apartment is located in Fruitland Park, just a short drive from The Villages and its three downtown squares, offering easy access to both the charming town and the vibrant community of The Villages. With an excellent user rating, this rental is a popular choice for travelers. This two-bedroom, two-bathroom home comfortably accommodates six guests. The apartment features a well-equipped kitchen, a spacious living area, a relaxing porch, and a private garden, providing everything you need for a comfortable and enjoyable stay.
9.8 17 reviews
Leesburg, FL
07/12 – 07/19
$190/nighttotal: $1330 (7 )
Sunny Getaway: Easy Access To Orlando & The Shore!
3 5
apartment , Silver Lake
This Leesburg vacation home, near Fern Prairie Preserve (0.5 miles), offers easy access to Lake Sumter Landing (within 6 miles) and Lake Square Mall (within 6 miles). This three-bedroom, two-bathroom house sleeps six guests and features a fully equipped kitchen, free Wi-Fi, a patio with barbecue grills, and is a smoke-free environment.
Best Leesburg, FL lodging with a pool
Among the 265 accommodations in Leesburg, FL, here are the 4 best ones with a pool
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.
9.9 61 reviews
Leesburg, FL
10/13 – 10/20
$124/nighttotal: $868 (7 )
Spacious Villa With Golf Cart Close To Lake Sumter Landing No Extra Guest Fees !
1 2
apartment , The Villages
This one-bedroom, one-bathroom vacation home in The Villages is conveniently located 2.3 miles from Miona Lake Golf Club and 2.8 miles from The Villages Market Square, with other golf courses within a 6-mile radius. This pet-friendly rental boasts a private pool, fully equipped kitchen, Smart TV, DVD player, washer, and comfortably sleeps four guests with a sofa bed, offering easy access to local amenities and attractions.
9.8 17 reviews
Leesburg, FL
06/20 – 07/03
$153/nighttotal: $1989 (13 )
Amazing House Close To Lake Sumter Landing! 4 Person Golf Cart Included
3 2
apartment , The Villages
This smoke-free vacation home in The Villages is conveniently located near Cane Garden Country Club (0.2 miles) and The Villages Market Square (2.3 miles), with easy access to Lake Deaton and Lake Okahumpka Park within 6 miles. This 1,530-square-foot property boasts three bedrooms, two bathrooms, and accommodates up to six guests, featuring a fully equipped kitchen, in-house laundry, a swimming pool, a tennis court, free Wi-Fi, and on-request housekeeping.
10 17 reviews
Leesburg, FL
07/12 – 07/19
$146/nighttotal: $1022 (7 )
Beautifully Decorated Villa W/ Gas Golf Cart!
2 4
apartment , The Villages
This Hadley vacation home in The Villages is conveniently located within 6 miles of The Villages Market Square, Cane Garden Country Club, and Lake Deaton. This 1,260-square-foot house features two bedrooms, two bathrooms, and accommodates four guests, offering a swimming pool, tennis court, free Wi-Fi, and a fully equipped kitchen with appliances including a dishwasher.
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?
This waterfront house in Fruitland Park offers scenic views and is located 14 miles from the Lake County Historical Museum, 17 miles from Eustis Square Shopping Centre, and 18 miles from Ferran Park. This 950-square-foot home accommodates up to 6 guests with 2 bedrooms and 1 bathroom, featuring air conditioning, free WiFi, a private garden, a firepit, and a foosball table.
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 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.
9.7 71 reviews
Leesburg, FL
07/12 – 07/19
$180/nighttotal: $1260 (7 )
Updated Tavares Retreat < 1 Mile To Boat Ramp
3 5
house , Tavares
This Tavares vacation rental is conveniently located less than a mile from the boat ramp, 2.1 miles from the Lake County Historical Museum, and 5.4 miles from Eustis Square Shopping Centre, making it easy to explore the area's attractions and amenities. The house consistently receives excellent ratings for its location, cleanliness, and overall experience. This 3-bedroom home comfortably accommodates up to 6 guests and spans 1750 square feet. Amenities include air conditioning, a private patio, a fully equipped kitchen, free Wi-Fi, a flat-screen TV, a washing machine, and a spa, ensuring a relaxing and enjoyable stay.
Best Leesburg, FL accommodation with a kitchen
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.
Leesburg, FL
07/05 – 08/31
$103/nighttotal: $5871 (57 )
Lakefront Retreat Patio + Grill Pet Friendly
2 1
apartment , Leesburg
This 2-bedroom, 2-bathroom apartment in Leesburg offers a serene lakefront setting, located a short drive from attractions like the Paul P. Williams Auditorium and Brownwood Paddock Square. This 1360 sq ft rental accommodates up to 4 guests and features a fully equipped kitchen, a private patio with a BBQ grill, and access to community amenities including a pool and fitness center, with pets welcomed.
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.
9.1 71 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.