Find short term rentals in Leesburg, FL at the best prices
175 available short term rental offers
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Best Short term and Weekly rentals in Leesburg, FL
8.6 27 reviews
Leesburg, FL
25/06 – 29/06
$200/nighttotal: $800 (4 )
Guest House With Pool, Boat Parking
2 2
apartment , Leesburg
This Leesburg holiday home is conveniently located within 5km of Lake Griffin, UF Health Leesburg Hospital, and Venetian Gardens, offering easy access to watersports, healthcare, and recreational facilities. The two-bedroom, one-bathroom property sleeps six guests and boasts a private fenced garden, swimming pool, barbecue, free Wi-Fi, and is a smoke-free environment.
10 124 reviews
Leesburg, FL
12/07 – 15/07
$218/nighttotal: $654 (3 )
Our Village Gem-dog Friendly-cozy & Peaceful-walk To Sumter Square
2 4
apartment , The Villages
This two-bedroom house is located in Virginia Trace, just 1.4 kilometres from The Villages Market Square and 3.8 kilometres from Cane Garden Country Club, offering easy access to shopping, dining, and entertainment. It has received excellent user ratings, making it a popular choice for travellers. The property can accommodate up to six guests and features a fully equipped kitchen, a private garden, a swimming pool, and a spa. Guests can enjoy the Florida sunshine on the terrace or balcony, and the house also offers free Wi-Fi and parking.
10 4 reviews
Leesburg, FL
05/07 – 31/08
$144/nighttotal: $8208 (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.
10 8 reviews
Leesburg, FL
01/01 – 31/03
$332/nighttotal: $29548 (89 )
Walk To Restaurants: Downtown Leesburg Townhome!
3 2
apartment , Leesburg
This Leesburg holiday home is situated less than 1.6km from Venetian Gardens, UF Health Leesburg Hospital, and Lake Griffin, offering easy access to local amenities and attractions. The 149-square-metre property features four bedrooms, two bathrooms, and can comfortably accommodate six guests, boasting a fully equipped kitchen, private balcony, free Wi-Fi, and parking.
8.4 10 reviews
Leesburg, FL
12/07 – 19/07
$148/nighttotal: $1036 (7 )
Lakefront Views-private Porch And Deck- Close To The Villages In Leesburg
1 4
apartment , Leesburg
This one-bedroom flat in Fruitland Park offers direct lakefront access and is situated just 3.5 kilometres from Leesburg's amenities, with convenient proximity to The Villages and attractions such as Lake Griffin State Park. Guests can enjoy modern comforts including a memory foam queen bed, a leather sofa bed, an electric fireplace, and a fully equipped kitchen, all within this apartment designed to accommodate four people.
9.8 224 reviews
Leesburg, FL
25/06 – 29/06
$229/nighttotal: $916 (4 )
Waterfront Cottage On The Harris Chain In Leesburg
2 2
cottage , Lisbon
This charming cottage is situated just 3 kilometres from the Emeralda Marsh Conservation Area, Bell Hammock, and Big Hammock, offering easy access to nature trails and outdoor activities. The cottage has received excellent ratings for its location, cleanliness, and overall experience. The cottage is perfect for families, with space for up to 4 guests in its one bedroom and one bathroom. Guests can enjoy a range of amenities, including a fully equipped kitchen, a terrace, a jacuzzi, and a fireplace, offering a comfortable and relaxing stay.
9.8 6 reviews
Leesburg, FL
12/07 – 15/07
$327/nighttotal: $981 (3 )
Best Of The Villages! 2br/2ba Home & Amenity Access
2 4
apartment , Leesburg
This Okahumpka villa is situated within 14.5 kilometres of Plantation Golf Club, Venetian Gardens, and UF Health Leesburg Hospital, offering convenient access to local amenities and attractions. This two-bedroom, two-bathroom property boasts a 92 square metre floor area, a private patio, swimming pool, and gas grills, comfortably accommodating up to four guests and including free Wi-Fi.
9.2 16 reviews
Leesburg, FL
01/08 – 30/09
$91/nighttotal: $5460 (60 )
Recently Updated Beautiful Villa With 4 Seater Gas Golf Cart, Wifi & Bbq!!
2 1
apartment , The Villages
This two-bedroom house is situated in Hemingway, just under 5km from Cane Garden Country Club and within 10km of both The Villages Market Square and Lake Deaton. The 107 square metre property features a fully equipped kitchen, a private pool, a tennis court, and can accommodate up to four guests.
9.9 97 reviews
Leesburg, FL
01/01 – 31/03
$228/nighttotal: $20292 (89 )
The Country Porch In Wildwood Florida - A Stones Throw Away From The Villages!
3 2
apartment , The Villages
This apartment is situated in a tranquil countryside setting just minutes from Paddock Square, a lively hub in The Villages. It has received excellent ratings for location, cleanliness, and overall user experience. The self-catering accommodation spans 125 square metres and comfortably sleeps up to 10 guests across three bedrooms and two bathrooms. It offers a range of amenities including a spacious garden, a terrace, air conditioning, parking, and a spa, perfect for a relaxing stay.
Leesburg, FL
12/07 – 19/07
$197/nighttotal: $1379 (7 )
Beautiful Canal-side Home With Harris Lakes Access!
3 4
apartment , Leesburg
This three-bedroom flat in Leesburg offers direct canal access to the Harris Chain of Lakes, situated approximately 5 kilometres from the Mount Dora Lawn Bowling Club and 3 kilometres from Fern Prairie Preserve. This property accommodates up to eight guests and features a screened-in patio with dining and a television, in-unit laundry, air conditioning, and ample parking suitable for boats.
9.2 10 reviews
Leesburg, FL
01/08 – 30/09
$167/nighttotal: $10020 (60 )
Paradise On Lake Harris Apt #101
2 1
apartment , Leesburg
This Leesburg apartment is situated within 3.2km of UF Health Leesburg Hospital and under 9.7km from Lake Griffin State Park, offering convenient access to local healthcare and outdoor recreation. This two-bedroom, one-bathroom flat sleeps six guests and includes free Wi-Fi, parking, in-unit laundry, and essential amenities such as a hairdryer and iron; nearby attractions include Venetian Gardens, within 3.2km.
9.5 16 reviews
Leesburg, FL
01/01 – 31/03
$292/nighttotal: $25988 (89 )
Charming Leesburg Cottage/ample Parking For Boats
3 2
apartment , Leesburg
This Leesburg flat offers convenient access to Venetian Gardens and Lake Harris, ideal for boating and fishing, and is just 8 minutes by car from the historic shops and eateries of downtown Leesburg, with Mt. Dora a short drive away. This property accommodates up to nine guests in three bedrooms and on a sofa bed, featuring a fully equipped kitchen, in-unit laundry, Smart TVs, and a spacious garden, with free parking for six vehicles available directly outside.
Best family friendly Leesburg, FL Short term rentals
Among the 175 accommodations in Leesburg, FL, here are the 4 best family friendly rentals
9.6 9 reviews
Leesburg, FL
01/08 – 30/09
$207/nighttotal: $12420 (60 )
Lost Shaker Of Salt - 3/3 W/ 4-seater Golf Cart In Moultrie Creek, The Villages!
3 1
apartment , Wildwood
This three-bedroom, three-bathroom apartment in The Villages' Village of Moultrie Creek, Wildwood, Florida, offers convenient access to Sawgrass Grove Square and Magnolia Plaza. The 175-square-metre property features a spacious layout sleeping six, a fully equipped kitchen, a screened-in lanai, a two-car garage, and access to community pools and golf courses; a golf cart is available for hire (fee and waiver required) to explore The Villages' amenities.
9.8 17 reviews
Leesburg, FL
12/07 – 19/07
$265/nighttotal: $1855 (7 )
Sunny Getaway: Easy Access To Orlando & The Shore!
3 4
apartment , Silver Lake
This Silver Lake holiday home is situated 0.8km from Fern Prairie Preserve, conveniently close to Lake Sumter Landing and within 9.6km of Lake Square Mall. Sleeping six guests, this three-bedroom, two-bathroom property boasts a fully equipped kitchen, free Wi-Fi, a patio with barbecue, and parking, perfect for families exploring Leesburg's attractions.
9.6 72 reviews
Leesburg, FL
05/07 – 31/08
$178/nighttotal: $10146 (57 )
Cute Little Boathouse Escape Bring Your Boat
1 1
apartment , Tavares
This waterfront apartment is situated on the Harris Chain of Lakes, just a short drive from the historic town of Mount Dora and the charming city of Eustis. The apartment has received excellent ratings for its location, cleanliness, and overall user experience. The apartment is a one-bedroom, one-bathroom property that comfortably accommodates up to five guests. Enjoy your stay with direct waterfront access, a private dock, complimentary kayaks, a fenced yard, and a fully equipped kitchen, all within a short distance of local attractions.
10 4 reviews
Leesburg, FL
01/08 – 30/09
$270/nighttotal: $16200 (60 )
Perfect Luxury Home 4 Bedrooms, Perfect For Family And Friends Perfect Lake View
4 1
apartment , Leesburg
This Leesburg holiday home is situated 0.5km from Lake Griffin and 3.8km from Lake Griffin State Park, offering easy access to Venetian Gardens and UF Health Leesburg Hospital (within 9.7km). The four-bedroom, three-bathroom property sleeps ten guests and boasts a fully equipped kitchen with microwave and dishwasher, a smart TV, on-site parking, a playground, and a smoke-free environment; nearby activities include watersports at the lakes and exploring the state park.
Best Leesburg, FL lodging with a kitchen
10 2 reviews
Leesburg, FL
12/07 – 19/07
$276/nighttotal: $1932 (7 )
The Villages Oasis W/ Golf Cart
1 8
apartment , Leesburg
This three-bedroom, two-bathroom apartment in The Villages, Leesburg, is conveniently located near Sawgrass Grove Market (8 km), Franklin Recreation Centre (3 km), and a Publix supermarket (8 km), with easy access to golf courses and Brownwood Square (24 km). The self-catering property sleeps eight guests and boasts a fully equipped kitchen, air conditioning, parking, internet access, and a professionally decorated interior, offering a comfortable stay near various amenities and leisure activities.
9.8 174 reviews
Leesburg, FL
12/07 – 15/07
$301/nighttotal: $903 (3 )
3-br 2-ba House-amazing Lake View And Boat Parking
1 4
apartment , Silver Lake
This three-bedroom apartment is situated in a secluded, upscale neighbourhood in Leesburg, Florida, just a few kilometres from SR 441, restaurants, and the Lake Square Mall. It has received excellent ratings for location, cleanliness, and overall user experience. The property offers ample space for up to six guests, with three bedrooms and two bathrooms, including a double sofa bed. Guests can enjoy a peaceful escape with stunning views of Silver Lake, a large lawn for outdoor activities, and ample parking for vehicles and boats.
9.8 7 reviews
Leesburg, FL
25/06 – 29/06
$307/nighttotal: $1228 (4 )
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.
10 2 reviews
Leesburg, FL
01/01 – 31/03
$213/nighttotal: $18957 (89 )
Canal Front Tavares Escape
2 2
apartment , Tavares
This pet-friendly canal-front residence in Tavares offers direct access to local fishing and boating, providing a peaceful escape for up to eight guests. The entire home, featuring two bedrooms and two bathrooms, includes a private dock, a garden, air conditioning, and a fully equipped kitchen with a fridge, freezer, microwave, and dishwasher, alongside on-site internet.
Frequently Asked Questions about short term rentals in Leesburg, FL
What are the best short term rentals in Leesburg, FL?
Paradise on Lake Harris Apt #201, a Leesburg flat, is situated near Lake Harris, offering lake views and proximity to Leesburg's attractions, such as Ferran Park (16-26km away) and various museums (16-26km away). This one-bedroom, one-bathroom apartment provides 60 square metres of space, sleeps up to seven guests, and includes free Wi-Fi, parking, a fully equipped kitchen, and air conditioning.
10 20 reviews
Leesburg, FL
12/07 – 19/07
$392/nighttotal: $2744 (7 )
Fisherman's Haven By The Lakes/ Bass Fishing Hq
1 8
apartment , Silver Lake
This Fisherman's Getaway is situated in Central Florida, a 5-minute drive from boat ramps on Lakes Harris, Eustis, Dora, and Griffin. This newly remodelled, family-friendly property sleeps eight guests in four bedrooms with two bathrooms, boasting a fully equipped kitchen (fridge, freezer, microwave, dishwasher), air conditioning, a garden, parking, and excellent guest reviews; it's ideally suited for fishing enthusiasts.
8.5 4 reviews
Leesburg, FL
05/07 – 31/08
$162/nighttotal: $9234 (57 )
The Mclucas Getaway (Lake Denham)
3 1
apartment , Leesburg
This three-bedroom, two-bathroom apartment is situated in the Village of Lake Denham within The Villages, Florida, approximately 1.6km from Franklin and Homestead Recreation Centres, and within 1.6km of Sawgrass Grove and Ezell Recreation Complex. The 3-bedroom property offers a spacious open-plan living area, sleeping up to six guests, and features a fully equipped kitchen, a screened lanai, and proximity to numerous recreational facilities including swimming pools and pickleball courts.
9.6 5 reviews
Leesburg, FL
01/08 – 30/09
$138/nighttotal: $8280 (60 )
Beautifully Decorated Sm Dog Friendly Villa W/bbq, Bicycles & Wifi!
2 1
apartment , The Villages
This Duval property, a two-bedroom house in The Villages, Florida, is situated 3.4km from Cane Garden Country Club and within 9.7km of both The Villages Market Square and Lake Deaton. This 150 square metre holiday home offers a fully equipped kitchen, private garden, swimming pool, tennis court, and parking, accommodating up to four guests and including free Wi-Fi.
Best Leesburg, FL lodging with air conditioning
10 6 reviews
Leesburg, FL
01/01 – 31/03
$327/nighttotal: $29103 (89 )
Rustic Modern Retreat W/ Private Pool – Leesburg
1 2
apartment , Silver Lake
This three-bedroom, two-bathroom flat in Silver Lake offers a rustic-modern interior and is situated just 3.2 kilometres from the mall and 12.9 kilometres from the Lake Harris boating dock, with convenient access to local shops and restaurants. Boasting a private pool, a fully fenced garden, and a well-equipped kitchen, this accommodation for up to eight guests also provides a shed stocked with pool essentials and is ideal for families seeking water activities and relaxation.
Leesburg, FL
01/01 – 31/03
$167/nighttotal: $14863 (89 )
Cottage 35: Blue Heron Hideaway - Waterfront Lodging In Downtown Tavares, Fl
1 2
cottage , Tavares
This Tavares waterfront cottage is situated a short walk from Dora Canal, offering easy access to boating, fishing, and the Lake County Historical Museum, approximately 45 minutes north of Orlando. The 31-square-metre (334 square feet) self-catering property features one bedroom, one bathroom, sleeps two guests, and includes air conditioning, a kitchen with fridge and microwave, plus on-site parking and access to a spa.
Leesburg, FL
12/07 – 19/07
$194/nighttotal: $1358 (7 )
Lakefront Retreat Patio + Grill Pet Friendly
2 4
apartment , Leesburg
This two-bedroom, two-bathroom flat in Leesburg offers a peaceful lakefront setting with direct patio access, located a short drive from attractions such as the Paul P. Williams Auditorium and Brownwood Paddock Square. Spanning 126 square meters, this pet-friendly apartment accommodates up to four guests and features a fully equipped kitchen, air conditioning, on-site laundry, and access to community amenities including a swimming pool and fitness centre.
10 2 reviews
Leesburg, FL
12/07 – 19/07
$466/nighttotal: $3262 (7 )
Holiday Rv Park
3 8
apartment , Leesburg
This waterfront property is located near Leesburg, Florida, within 9.6 kilometres of Plantation Golf Club and Venetian Gardens, and within 14.4 kilometres of Lake Griffin and Lake Griffin State Park. This six-bedroom house, with a sofa bed, comfortably accommodates large families or groups of friends and features a private swimming pool, a fitness centre, a tennis court, a garden and a terrace, as well as a fully equipped kitchen.