Leesburg Vacation Rentals

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Vacation Rentals in Leesburg

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

9.2 out of 10, Wonderful, (5)
"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."
$571 nightly
The price is $626
Oct 6 - Oct 7
Total with taxes and fees
Spacious 4 bedroom 3.5 bath POOL home W/ Gym!!

Waterfront Cottage on the Harris chain in Leesburg

9.8 out of 10, Exceptional, (94)
"Peacefully tucked away from the daily hustle of life. Great catfish fishing. "
Waterfront Cottage on the Harris chain in Leesburg

Charming 2-bedroom apartment in house with AC, WiFi included

10.0 out of 10, Exceptional, (3)
"Very nice place. Very clean. Would stay again"
$125 nightly
The price is $138
Oct 8 - Oct 9
Total with taxes and fees
Charming 2-bedroom apartment in house with AC, WiFi included

Siena at Bella Collina

3.5 star property
9.8 out of 10, Exceptional, (70)
"Property exceptional!! Room for everyone in our family to have privacy. View so relaxing and beautiful sunrise over the lake. "
$374 nightly
The price is $416
Oct 6 - Oct 7
Total with taxes and fees
Siena at Bella Collina

Modern Comfort & Prime Location in The Villages – Golf Cart Included!

10.0 out of 10, Exceptional, (72)
"We had a wonderful stay at this hidden gem in The Villages! The location was perfect — close to everything we needed — and having the golf cart was a huge bonus. The home was clean, cozy, and had everything we needed for a relaxing getaway. We would definitely stay again!"
Modern Comfort & Prime Location in The Villages – Golf Cart Included!

1 min walk to Downtown! Outdoor Patio! 5 star luxury! Golf Cart Rental!

10.0 out of 10, Exceptional, (36)
"Amazing property. "
$220 nightly
The price is $241
Oct 6 - Oct 7
Total with taxes and fees
1 min walk to Downtown! Outdoor Patio! 5 star luxury! Golf Cart Rental!

The Villages FL Community w/ Elec. Golf Cart. Restaurants, Shopping & Hospitals.

10.0 out of 10, Exceptional, (22)
"Great location and beautiful property! Had everything we needed. "
The Villages FL Community w/ Elec. Golf Cart. Restaurants, Shopping & Hospitals.

Location! Our Village Gem-5 Star-3 min to Sumter Landing-Restaurants-Town Square

10.0 out of 10, Exceptional, (114)
"Great landlords, beautiful villa and great location "
Location! Our Village Gem-5 Star-3 min to Sumter Landing-Restaurants-Town Square

Comfortable Cottage With A Golf Cart - NOT LISTED ON FACEBOOK

10.0 out of 10, Exceptional, (27)
"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. "
Comfortable Cottage With A Golf Cart - NOT LISTED ON FACEBOOK

Private heated in-ground pool oasis with golf cart in Rio Grande!

10.0 out of 10, Exceptional, (2)
"Very nice."
Private heated in-ground pool oasis with golf cart in Rio Grande!

1887 Royellou House 3BR 2BA

10.0 out of 10, Exceptional, (158)
"Awesome historical house in a great location. "
1887 Royellou House 3BR 2BA

WOW.. ELEGANT Courtyard Villa, GOLF CART, Walk to Sumter Square & pool, sleep 6+

9.8 out of 10, Exceptional, (116)
"The living room furniture was very comfortable! It had everything that we needed! Loved the location! Will definitely stay here again! "
WOW.. ELEGANT Courtyard Villa, GOLF CART, Walk to Sumter Square & pool, sleep 6+

WOW...ELEGANT... Courtyard VILLA + Golf CART, Steps to POOL, 3 Min to Sumter SQ

9.4 out of 10, Exceptional, (86)
"Excellent experience. Property, location, and hosts were awesome. Highly recommended!"
WOW...ELEGANT... Courtyard VILLA + Golf CART, Steps to POOL, 3 Min to Sumter SQ

Heated pool & Kayaking house with a canal access in Lake Panasoffkee

9.6 out of 10, Exceptional, (38)
"Great clean house, thanks for having us!"
$347 nightly
The price is $368
Oct 6 - Oct 7
Total with taxes and fees
Heated pool & Kayaking house with a canal access in Lake Panasoffkee

Golf Front Home, Solar Heat Pool! FREE golf cart, wifi, awesome view

10.0 out of 10, Exceptional, (218)
"Super location!"
Golf Front Home, Solar Heat Pool! FREE golf cart, wifi, awesome view

Private Spacious Room in Home, with Pool-The Oasis Room

9.6 out of 10, Exceptional, (19)
"Wonderful, Quite and Comfortable ! Easy check in and out ! Wonderful Host !"
$99 nightly
The price is $108
Oct 6 - Oct 7
Total with taxes and fees
Private Spacious Room in Home, with Pool-The Oasis Room

Cozy Cottage 3 blocks from town

10.0 out of 10, Exceptional, (37)
"Great place close to everything would definitely stay again"
Cozy Cottage 3 blocks from town

Beautiful 3/2 designer home, pet friendly, free WiFi, golf cart, hot tub

9.0 out of 10, Wonderful, (68)
"Great location. Clean. Helpful host. Quiet area. "
Beautiful 3/2 designer home, pet friendly, free WiFi, golf cart, hot tub

Historic Tremain Cottages

3.0 star property
8.4 out of 10, Very Good, (31)
"Great location!"
$148 nightly
The price is $165
Oct 6 - Oct 7
Total with taxes and fees
Historic Tremain Cottages

Stunning 2/2 Villa in Creekside Landing adjacent to Lake Sumter Landing w/Cart

10.0 out of 10, Exceptional, (75)
"The place was great and Jeff couldn’t have been more accommodating Answered all our questions before and during our stay. Hope to stay there again in the future"
Stunning 2/2 Villa in Creekside Landing adjacent to Lake Sumter Landing w/Cart
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

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 $108 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?

Charming 2-bedroom apartment in house with AC, WiFi included: This vacation home rental near Leesburg is located in a rural location and has a patio, a garden, and a barbecue grill to put you at ease in your new surroundings. Kitchen amenities include a fridge, a microwave, and kitchenware. You and your friends and family can relax into your vacation with amenities like a hot tub.

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 Treasure Island, or simply take in cultural attractions like Leesburg Center for the Arts and Paquette's Historical Farmall Museum. Lake Griffin 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.