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Leesburg Holiday Rentals

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Check prices for these dates

In two weeks
12 Dec - 14 Dec
In two months
23 Jan - 25 Jan
In three months
20 Feb - 22 Feb
In four months
20 Mar - 22 Mar

Holiday Rentals in Leesburg

Pool
Spacious 4 bedroom 3.5 bath POOL home W/ Gym!!

Holiday Home in Leesburg

9.4 out of 10, Exceptional, (8)
"I highly recommend this property. The house was located in a very nice community easily accessible from any part of Leesburg. We had an amazing stay and will definitely be going back again."
United States
Barbara C.
The price is HK$2,451
HK$4,538 total
includes taxes & fees
30 Nov - 1 Dec
Spacious 4 bedroom 3.5 bath POOL home W/ Gym!!
Fridge, microwave, oven, stovetop
Barndominium at Dirty Dog Organic Farm

Holiday Home in Leesburg

2.0 star property
10.0 out of 10, Exceptional, (5)
"We needed a place to stay during our fishing tournament. We had wonderful accommodations as well as adequate boat parking and charging capabilities. Felt very safe to store all of our equipment too. Added bonus: our kids loved the animals"
United States
Brian T.
Barndominium at Dirty Dog Organic Farm
Exterior
Waterfront Cottage on the Harris chain in Leesburg

Cottage in Leesburg

9.8 out of 10, Exceptional, (96)
"From check-in to check-out everything was seamless. The private deck and dock were both fantastic places to hang out during the afternoon as they provided plenty of shade and the temperature was comfortable even during the heat of the day. Would definitely return."
United States
Mark W.
Waterfront Cottage on the Harris chain in Leesburg
Outdoor pool, pool loungers
Landing At Wildwood Near Lake Sumter Landing

Aparthotel in Oxford

4.0 star property
10.0 out of 10, Exceptional, (1)
"What a wonderful surprise! The apartment was beyond clean. The Landing's amenities were outstanding, Green grass, landscaping, Community Center, Pool, puppy park and wash space. "
United States
Ellie
Landing At Wildwood Near Lake Sumter Landing
Front of property – evening/night
Siena at Bella Collina

Aparthotel in Montverde

3.5 star property
9.8 out of 10, Exceptional, (71)
"Property exceptional!! Room for everyone in our family to have privacy. View so relaxing and beautiful sunrise over the lake. "
United States
Sandra
The price is HK$3,604
HK$4,001 total
includes taxes & fees
30 Nov - 1 Dec
Siena at Bella Collina
Front of property
Historic Tremain Cottages

Cottage in Mount Dora

3.0 star property
8.4 out of 10, Very good, (32)
"Great location!"
United States
Lisa
Historic Tremain Cottages
Fridge, microwave, oven, stovetop
Comfortable Cottage With A Golf Cart - NOT LISTED ON FACEBOOK

Holiday Home in Lynnhaven

10.0 out of 10, Exceptional, (29)
"Great place to stay. Close to Lake Sumter and owner supplied all are needs. Do not hesitate to stay here you will be happy with the property. "
United States
Harry T.
Comfortable Cottage With A Golf Cart - NOT LISTED ON FACEBOOK
Outdoor pool, a heated pool
Private heated in-ground pool oasis with golf cart in Rio Grande!

Holiday Home in The Villages

10.0 out of 10, Exceptional, (3)
"Nice house. Pool is nice and warm and deep! Host was very quick to respond to any questions we had."
United States
Lisa H.
Private heated in-ground pool oasis with golf cart in Rio Grande!
Smart TV
Modern Comfort & Prime Location in The Villages – Golf Cart Included!

Holiday Home in Santo Domingo

10.0 out of 10, Exceptional, (78)
"Beautifully decorated, clean, and comfortable!"
United States
Robin W.
Modern Comfort & Prime Location in The Villages – Golf Cart Included!
Interior
Charming 2-bedroom apartment in house with AC, WiFi included

Holiday Home in Apopka

10.0 out of 10, Exceptional, (9)
"It was quiet, clean and had snacks and drinks for us."
United States
Lori
The price is HK$895
HK$1,250 total
includes taxes & fees
30 Nov - 1 Dec
Charming 2-bedroom apartment in house with AC, WiFi included
Fridge, microwave, oven, stovetop
Walk or Cart to Lake Sumter Landing! Our Village Gem - 5 Star - w/ Golf Cart

Holiday Home in Caroline

10.0 out of 10, Exceptional, (117)
"Very nice property…Enjoyed my stay, thank you "
United States
Dennis P.
Walk or Cart to Lake Sumter Landing! Our Village Gem - 5 Star - w/ Golf Cart
Interior
Cozy RV in Enchanting Silver Springs with WiFi, AC, TV, fire pit & horse stable

Mobile Home in Silver Springs

10.0 out of 10, Exceptional, (16)
"Worked out perfect, very nice place and will stay again."
United States
JESSICA S.
The price is HK$791
HK$1,298 total
includes taxes & fees
30 Nov - 1 Dec
Cozy RV in Enchanting Silver Springs with WiFi, AC, TV, fire pit & horse stable
Terrace/patio
5 Minute Golf Cart Ride To Brownwood, Restaurants, Entertainment

Holiday Home in The Villages

10.0 out of 10, Exceptional, (65)
"Great property; great location "
United States
Mike C.
5 Minute Golf Cart Ride To Brownwood, Restaurants, Entertainment
Smart TV, fireplace
The Villages FL Community w/ Elec. Golf Cart. Restaurants, Shopping & Hospitals.

Holiday Home in Belle Aire

10.0 out of 10, Exceptional, (26)
"Great location and beautiful property! Had everything we needed. "
United States
Amber L.
The Villages FL Community w/ Elec. Golf Cart. Restaurants, Shopping & Hospitals.
Dining
1887 Royellou House 3BR 2BA

Holiday Home in Mt Dora

10.0 out of 10, Exceptional, (164)
"Awesome historical house in a great location. "
United States
K K.
1887 Royellou House 3BR 2BA
A heated pool
Golf Front Home, Solar Heat Pool! FREE golf cart, wifi, awesome view

Holiday Home in Collier

10.0 out of 10, Exceptional, (219)
"The accommodations were clean and orderly, for the most part everything you need is there."
United States
Elizabeth C.
Golf Front Home, Solar Heat Pool! FREE golf cart, wifi, awesome view
Fridge, microwave, oven, stovetop
Grandhaven Lake Sumter Home

Holiday Home in Lake Sumter Landing

10.0 out of 10, Exceptional, (9)
"This location was perfect and the spa/ pool was amazing.The house is spacious and well maintained.We will definitely stay here again."
United States
Rene G.
Grandhaven Lake Sumter Home
Exterior
Village of Fernandina - free use of golf cart with liability waiver

Holiday Home in Fernandina

10.0 out of 10, Exceptional, (23)
"Check in & out was very convenient. The villa was very clean & met all my expectations. I will definitely consider renting again for next year."
United States
Corina S.
Village of Fernandina - free use of golf cart with liability waiver
Fridge, microwave, oven, stovetop
Pool, golf cart, private Paradise!

Holiday Home in Santiago

10.0 out of 10, Exceptional, (41)
"Loved it's proximity to the Rec Center."
United Kingdom
Tom G.
Pool, golf cart, private Paradise!
Dining
Courtyard Villa with gas golf cart located between two Town Squares!

Holiday Home in The Villages

10.0 out of 10, Exceptional, (29)
"Great location! The villa was very clean and included all the essentials! Definitely recommend!"
United States
Kelley R.
Courtyard Villa with gas golf cart located between two Town Squares!
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Leesburg Hotel Reviews

Hampton Inn By Hilton Ocoee Orlando

Hampton Inn By Hilton Ocoee Orlando

10/10 Excellent
"House keeping did a good job of cleaning and restocking. Breakfast was always readily each morning "
Johnny 5-night trip
Posted 3 days ago
Hampton Inn By Hilton Ocoee Orlando

Find out more about Leesburg

Search for holiday rentals in Leesburg on Expedia! You can easily find your home rentals, villas, holiday apartments in Leesburg using one of the methods below:

  • View our selection of featured holiday rentals in Leesburg
  • Use the map to find apartments and other holiday homes in the Leesburg neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Leesburg while they last

Look no further and take a look at our great range of rental properties in Leesburg!

Frequently asked questions

Can I find a holiday rental in Leesburg?

Yes, there are holiday rentals close to the most popular sights in Leesburg, or you can select a more secluded option if you're looking for a relaxing stay. Visitors like the array of shops and scenic lakeside in Leesburg. The live music and festivals are some other things you might like to check out during your trip.

What are some of the best holiday rentals that Leesburg has to offer?

Spacious 4 bedroom 3.5 bath POOL home W/ Gym!!: This highly rated holiday home rental in Leesburg offers a fireplace, a BBQ and air conditioning to help you feel perfectly comfortable in your new surroundings. It has 4 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family.

How many holiday rentals are there in Leesburg?

Expedia has 33 holiday rentals for your stay in Leesburg.

What can I see and do in Leesburg?

Enjoy the outdoors at Venetian Gardens and Lake Griffin, or simply take in cultural attractions like Leesburg Center for the Arts and Paquette's Historical Farmall Museum. Treasure Island and Lake Square Mall are other places to visit while you're in town.

What are holiday rentals like in Leesburg?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Leesburg. Holiday rentals feature amenities such as laundry facilities and kitchens so you'll feel just like you're staying in your own home. If you're concerned about cleanliness, holiday rentals can offer a sense of security away from shared hotel lifts and busy reception areas while still allowing you the enjoyment of travel. You'll also get more space in a holiday rental than in a hotel, which makes a holiday rental an attractive option for a family trip.