Leesburg Vacation Rentals

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Check prices for these dates

In two weeks
Jun 19 - Jun 21
In two months
Jul 31 - Aug 2
In three months
Aug 28 - Aug 30
In four months
Sep 25 - Sep 27

Our top choices for Leesburg vacation rentals

Property grounds

Waterfront Cottage on Haynes Creek

Waterfront Cottage on Haynes Creek
Leesburg
9.4 out of 10, Exceptional, (13 reviews)
"Cute little cottage, we had a nice relaxing stay."
United States
Rebecca S.
$185 nightly
The price is $203
Jun 7 - Jun 8
Total with taxes and fees
Waterfront Cottage on Haynes Creek
Outdoor pool

Guest House with pool, boat parking

Guest House with pool, boat parking
Leesburg
8.8 out of 10, Excellent, (28 reviews)
"Great location, clean and very good communications with owner. I’d definitely stay again."
United States
Dennis B.
$165 nightly
The price is $181
Jun 7 - Jun 8
Total with taxes and fees
Guest House with pool, boat parking
Dining

Lakefront Retreat • Patio + Grill • Pet Friendly

Lakefront Retreat • Patio + Grill • Pet Friendly
Leesburg
$334 nightly
The price is $367
Jun 5 - Jun 6
Total with taxes and fees
Lakefront Retreat • Patio + Grill • Pet Friendly
Property grounds

Paradise on Lake Harris Apt #101

Paradise on Lake Harris Apt #101
Leesburg
9.2 out of 10, Wonderful, (10 reviews)
"What a wonderful, clean and great vibing place to stay! We visited for a short adults only get away to explore the Harris chain and we will definitely be staying here again! Thank you!"
United States
Mendy H.
$217 nightly
The price is $238
Jun 7 - Jun 8
Total with taxes and fees
Paradise on Lake Harris Apt #101
Dining

Cozy Home w/ Game Room Villages and Lake Harris

Cozy Home w/ Game Room Villages and Lake Harris
Leesburg
8.4 out of 10, Very Good, (16 reviews)
"Amazing stay!"
United States
Dennis
$225 nightly
The price is $248
Jun 30 - Jul 1
Total with taxes and fees
Cozy Home w/ Game Room Villages and Lake Harris
Private kitchen

Charming Leesburg Cottage/Walk to HistoricDowntown

Charming Leesburg Cottage/Walk to HistoricDowntown
Leesburg
$413 nightly
The price is $453
Jun 7 - Jun 8
Total with taxes and fees
Charming Leesburg Cottage/Walk to HistoricDowntown
Property grounds

Paradise on Lake Harris Apt #201

Paradise on Lake Harris Apt #201
Leesburg
10.0 out of 10, Exceptional, (4 reviews)
"Really enjoyed our stay. Beautiful property in a very quiet area but a very short walk or drive to restaurants and shopping."
United States
Ora P.
$184 nightly
The price is $202
Jun 7 - Jun 8
Total with taxes and fees
Paradise on Lake Harris Apt #201
Property grounds

Paradise on Lake Harris Apt #102

Paradise on Lake Harris Apt #102
Leesburg
10.0 out of 10, Exceptional, (8 reviews)
"Very convenient to the fishing tournament we were in town for, clean and AC worked well, and owner was very nice. "
United States
Allison B.
$195 nightly
The price is $214
Jun 7 - Jun 8
Total with taxes and fees
Paradise on Lake Harris Apt #102
Interior

Spacious 5 bedroom 3.5 bath POOL home with Gym!!

Spacious 5 bedroom 3.5 bath POOL home with Gym!!
Leesburg
9.4 out of 10, Exceptional, (28 reviews)
"We loved everything about our stay thank you so much. We were i. Town for my daughters wedding and your place was so special and made this trip so nice."
United States
Leslie H.
$532 nightly
The price is $583
Jun 6 - Jun 7
Total with taxes and fees
Spacious 5 bedroom 3.5 bath POOL home with Gym!!
Living area

Paradise on Lake Harris Apt #202

Paradise on Lake Harris Apt #202
Leesburg
10.0 out of 10, Exceptional, (1 review)
"We stayed for a month, enjoyed the views of the lake to the south and lake to the north. Garry is friendly and staff are available for any request."
United States
Daryle F.
$210 nightly
The price is $230
Jun 7 - Jun 8
Total with taxes and fees
Paradise on Lake Harris Apt #202
Dining

Cozy 1 bedroom 1 bath RV near the Ocala forest and Springs.

Cozy 1 bedroom 1 bath RV near the Ocala forest and Springs.
Altoona
9.8 out of 10, Exceptional, (31 reviews)
"The host was welcoming and our stay was very enjoyable. "
United States
Tom H.
$138 nightly
The price is $151
Jun 6 - Jun 7
Total with taxes and fees
Cozy 1 bedroom 1 bath RV near the Ocala forest and Springs.
Fridge, microwave, oven, stovetop

Cozy RV in Enchanting Silver Springs with WiFi, AC, TV, fire pit & horse stable

Cozy RV in Enchanting Silver Springs with WiFi, AC, TV, fire pit & horse stable
Silver Springs
10.0 out of 10, Exceptional, (34 reviews)
"We had a wonderful stay, perfect getaway spot to relax and enjoy. "
United States
Tim
$152 nightly
The price is $167
Jun 7 - Jun 8
Total with taxes and fees
Cozy RV in Enchanting Silver Springs with WiFi, AC, TV, fire pit & horse stable
Dining

36’ Vintage Comfortable RV Screened Patio, 3 Acres 15min to Ocala & The Villages

36’ Vintage Comfortable RV Screened Patio, 3 Acres 15min to Ocala & The Villages
Summerfield
9.2 out of 10, Wonderful, (7 reviews)
"Ginny and Eric were wonderful host. The RV is well stocked and very clean. We enjoyed our stay and look forward to a return stay."
United States
Carolyn
$125 nightly
The price is $137
Jun 5 - Jun 6
Total with taxes and fees
36’ Vintage Comfortable RV Screened Patio, 3 Acres 15min to Ocala & The Villages
Smart TV

Charming Celtic Cottage Retreat – 2 Bed, 1 Bath Haven"

Charming Celtic Cottage Retreat – 2 Bed, 1 Bath Haven"
Mount Dora
10.0 out of 10, Exceptional, (16 reviews)
"This was a nice charming home my weekend visit to Mount Dora - home was clean, close to downtown and host was a great communicator. "
United States
Rena C.
$228 nightly
The price is $250
Jun 7 - Jun 8
Total with taxes and fees
Charming Celtic Cottage Retreat – 2 Bed, 1 Bath Haven"
The Garden, Pet Friendly | Terrace/patio

Historic Tremain Cottages

Historic Tremain Cottages
3.0 star property
Mount Dora
8.6 out of 10, Excellent, (37 reviews)
"Very clean room, quaint, close to the downtown area. "
United States
Raymond
$153 nightly
The price is $169
Jun 22 - Jun 23
Total with taxes and fees
Historic Tremain Cottages
House (3 Bedrooms) | Interior

2 Mi to Lake Sumter Landing: Home in The Villages

2 Mi to Lake Sumter Landing: Home in The Villages
3.0 star property
Mallory Square
$315 nightly
The price is $336
Jun 9 - Jun 10
Total with taxes and fees
2 Mi to Lake Sumter Landing: Home in The Villages
Microwave, oven, stovetop, dishwasher

Vista Vibes • Upscale Escape · Lake Dora

Vista Vibes • Upscale Escape · Lake Dora
Mount Dora
10.0 out of 10, Exceptional, (2 reviews)
"Perfect location for us, "
United States
Judy B.
$216 nightly
The price is $237
Jun 8 - Jun 9
Total with taxes and fees
Vista Vibes • Upscale Escape · Lake Dora
Interior

Cozy Lake Front Cottage

Cozy Lake Front Cottage
Clermont
10.0 out of 10, Exceptional, (22 reviews)
"The setting was very nice and in a quiet area, but conveniently located to travel around Florida. Cottage was clean and very comfortable. Would definitely stay again."
United States
Brenda P.
Cozy Lake Front Cottage
Exterior

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

Charming 2-bedroom apartment in house with AC, WiFi included
Apopka
9.8 out of 10, Exceptional, (30 reviews)
"Very nice neighborhood and great accommodations. "
United States
Kevin S.
$139 nightly
The price is $153
Jun 7 - Jun 8
Total with taxes and fees
Charming 2-bedroom apartment in house with AC, WiFi included
1 bedroom, WiFi, bed sheets, wheelchair access

ROOM 04 - Lake Sumner

ROOM 04 - Lake Sumner
Clermont
7.4 out of 10, Good, (34 reviews)
"Nice room the shower was my favorite thing "
United States
Jennifer L.
$143 nightly
The price is $157
Jun 7 - Jun 8
Total with taxes and fees
ROOM 04 - Lake Sumner
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

Quality Inn & Suites Leesburg Chain of Lakes

Quality Inn & Suites Leesburg Chain of Lakes

6/10 Okay
"AC is next to bed and temperature is in and out To freezing then off then freezing again. It dies not make for a cozy place to sleep."
Raquel 1-night trip
Posted 2 hours ago
Quality Inn & Suites Leesburg Chain of Lakes

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 $153 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.

Explore a world of travel with Expedia

Frequently asked questions

Can I find a vacation rental in Leesburg?

Yes, we have vacation rentals in Leesburg close to Leesburg Center for the Arts, 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 5 bedroom 3.5 bath POOL home with 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 5 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. Some other top choices in Leesburg are Cozy Home w/ Game Room Villages and Lake Harris and The perfect place to rest. breakfast included.

How many vacation rentals are there in Leesburg?

Expedia has 39 vacation rentals for your stay in Leesburg.

What can I see and do in Leesburg?

Venetian Gardens and Treasure Island are a couple of scenic spots to enjoy the outdoors, whereas Paul P. Williams Auditorium is one of the cultural attractions. Lake Griffin and Plantation Golf Club 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.