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Leesburg Vacation Rentals

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Vacation Rentals in Leesburg

Vacation 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.
$532 nightly
The price is $583
Nov 29 - Nov 30
Total with taxes and fees
Spacious 4 bedroom 3.5 bath POOL home W/ Gym!!

Vacation 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

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

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

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
$466 nightly
The price is $518
Nov 30 - Dec 1
Total with taxes and fees
Siena at Bella Collina

Cottage in Mount Dora

3.0 star property
8.4 out of 10, Very Good, (32)
"Great location!"
United States
Lisa
$188 nightly
The price is $209
Dec 29 - Dec 30
Total with taxes and fees
Historic Tremain Cottages

Vacation 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

Vacation 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!

Vacation 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!

Vacation Home in Apopka

10.0 out of 10, Exceptional, (9)
"It was quiet, clean and had snacks and drinks for us."
United States
Lori
$145 nightly
The price is $161
Nov 30 - Dec 1
Total with taxes and fees
Charming 2-bedroom apartment in house with AC, WiFi included

Vacation 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

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.
$152 nightly
The price is $167
Nov 30 - Dec 1
Total with taxes and fees
Cozy RV in Enchanting Silver Springs with WiFi, AC, TV, fire pit & horse stable

Vacation 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

Vacation 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.

Vacation 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

Vacation 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

Vacation 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

Vacation 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!

Vacation Home in The Villages

10.0 out of 10, Exceptional, (29)
" Very nice. Hosts were wonderful. Would love to return some day."
United States
Barbara K.
Courtyard Villa with gas golf cart located between two Town Squares!

Vacation Home in Wildwood

7.6 out of 10, Good, (4)
"Our stay was very accommodating! Very clean property and kind host! "
United States
Kellie G.
3 bed/ 2 bath house in The Villages! Pet friendly, pool, hot tub and internet!
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

Find out more about Leesburg

Everything you need to know about Leesburg vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Leesburg vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. The list goes on, and on …and on.

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Leesburg vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Leesburg vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Leesburg. If you’re looking for a little peace, consider booking during the quieter low season months. For more hustle and bustle, you may prefer to visit Leesburg in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $161 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Leesburg rentals

At Expedia, we put the best Leesburg vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Leesburg rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Leesburg vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Leesburg. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

Frequently asked questions

Can I find a vacation rental in Leesburg?

Yes, we have vacation rentals close to well known points of interest in Leesburg, or you can go with a more remote 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's the top vacation rental that Leesburg has to offer?

Spacious 4 bedroom 3.5 bath POOL home W/ Gym!!: Visitors give good reviews to this Leesburg vacation home rental, which offers a fireplace, a barbecue grill, 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 you can cook with friends or family.

How many vacation rentals are there in Leesburg?

Expedia has 33 vacation 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 vacation rentals like in Leesburg?

Vacation rentals are privately owned accommodations you can reserve for several days or longer in Leesburg. Vacation rentals feature amenities like kitchens and laundry facilities to help you enjoy your stay. If you're concerned about a clean environment, a vacation rental can offer a sense of privacy away from shared hotel elevators and busy front desks while still allowing you the experience of travel. You'll also get more space in a vacation rental than in a traditional hotel, which makes a vacation rental a great option for a family trip.