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Leesburg Vacation Rentals

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Nov 19 - Nov 20
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Nov 21 - Nov 23
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Nov 28 - Nov 30

Vacation Rentals in Leesburg

Outdoor pool
Guest House with pool, boat parking

Vacation Home in Leesburg

8.6 out of 10, Excellent, (22)
"Richard was great with communicating and his home was welcoming, quiet and secure. Clean property with tons of local amenities. Would definitely stay again. "
United States
Adam
$158 nightly
The price is $173
Nov 20 - Nov 21
Total with taxes and fees
Guest House with pool, boat parking
Property grounds
Waterfront Cottage on Haynes Creek

Cottage in Leesburg

9.0 out of 10, Wonderful, (8)
"We loved it! It was secluded and very quiet but still close enough to all the places we wanted to go. We thoroughly enjoyed ourselves"
United States
Jeremy D.
$184 nightly
The price is $202
Nov 20 - Nov 21
Total with taxes and fees
Waterfront Cottage on Haynes Creek
Terrace/patio
Cozy Home w/ Game Room Villages and Lake Harris

Vacation Home in Leesburg

8.6 out of 10, Excellent, (7)
"Who knew they had a gem in the hood, awesome place."
United States
Adam A.
$198 nightly
The price is $217
Nov 23 - Nov 24
Total with taxes and fees
Cozy Home w/ Game Room Villages and Lake Harris
Outdoor dining
Paradise on Lake Harris Apt #102

Apartment in Leesburg

10.0 out of 10, Exceptional, (8)
"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.
$196 nightly
The price is $215
Nov 20 - Nov 21
Total with taxes and fees
Paradise on Lake Harris Apt #102
Pool
Spacious 4 bedroom 3.5 bath POOL home W/ Gym!!

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!!
Property grounds
Paradise on Lake Harris unit #5 R.V.

Vacation Home in Leesburg

6.0 out of 10, (1)
"This is an RV parked in the parking lot of an apartment complex seemingly owned by the same person. The RV is well appointed but could use a deep clean and pest management. It would also be helpful upon check in to be given a tour and explained some of the quirks like where to find the coffee pot (hidden cabinet behind the tv in the kitchen) and how the shower works. Speaking of the shower, no hot water. Lastly, the air-conditioning is incredibly loud so did not get much sleep."
United States
Carrie M.
$162 nightly
The price is $178
Nov 20 - Nov 21
Total with taxes and fees
Paradise on Lake Harris unit #5 R.V.
Exterior
Paradise on Lake Harris Apt #202

Apartment in Leesburg

10.0 out of 10, Exceptional, (1)
"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.
$209 nightly
The price is $229
Nov 20 - Nov 21
Total with taxes and fees
Paradise on Lake Harris Apt #202
Outdoor dining
Paradise on Lake Harris Apt #101

Apartment in Leesburg

9.2 out of 10, Wonderful, (10)
"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
Nov 20 - Nov 21
Total with taxes and fees
Paradise on Lake Harris Apt #101
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.
$152 nightly
The price is $167
Nov 20 - Nov 21
Total with taxes and fees
Cozy RV in Enchanting Silver Springs with WiFi, AC, TV, fire pit & horse stable
Exterior
Cozy 1 bedroom 1 bath RV near the Ocala forest and Springs.

Mobile Home in Altoona

9.8 out of 10, Exceptional, (19)
"Beautiful place. Very relaxing and peaceful "
United States
Daiva P.
$130 nightly
The price is $142
Nov 20 - Nov 21
Total with taxes and fees
Cozy 1 bedroom 1 bath RV near the Ocala forest and Springs.
Interior
Charming 2-bedroom apartment in house with AC, WiFi 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
$134 nightly
The price is $148
Nov 20 - Nov 21
Total with taxes and fees
Charming 2-bedroom apartment in house with AC, WiFi included
TV
The Side Gate

Vacation Home in Mount Dora

10.0 out of 10, Exceptional, (5)
"My sister and I had an unforgettable stay at "The Side Gate" during the Mount Dora Art Festival! This charming cottage, completely separate from the main house, offers a cozy retreat with its own dedicated off-street parking. Just 3/4 of a mile from the bustling village of Mount Dora, you'll find an array of fabulous restaurants and unique shops right at your fingertips. Plus, there are plenty of water activities nearby to enjoy! Whether you're in the mood for a classic meal at Outback or want...
United States
Wallace
$172 nightly
The price is $188
Nov 20 - Nov 21
Total with taxes and fees
The Side Gate
Fridge, microwave, oven, stovetop
Greenway Getaway Near Silver Springs, walking distance to Cross Florida Greenway

Vacation Home in Ocala

9.8 out of 10, Exceptional, (26)
"First off, check-in was a breeze. They sent us the door code, and that was it. We loved the welcome signs with things to do in the area and places to eat. There is a disc golf course just at the end of the road and plenty of walking trails. Walmart is just around the corner and there are a couple of great restaurants. We especially liked the recommendation to eat at the flying boat tap house. It was delicious. The rooms were spacious and comfortable, and the smart TVs were easy to use for...
United States
Hillary
$247 nightly
The price is $272
Nov 21 - Nov 22
Total with taxes and fees
Greenway Getaway Near Silver Springs, walking distance to Cross Florida Greenway
House (2 Bedrooms) | Interior
Renovated Villa Btwn Lake Sumter & Spanish Springs

Cottage in Lady Lake

3.0 star property
$308 nightly
The price is $327
Nov 24 - Nov 25
Total with taxes and fees
Renovated Villa Btwn Lake Sumter & Spanish Springs
Outdoor dining
Lovely 2-bedroom house in Howey-in-the-Hills

Vacation Home in HOWEY-IN-THE-HILLS

2.0 star property
10.0 out of 10, Exceptional, (1)
"Very nice little home that was recently remodeled. Everything looks and feels brand new. Televisions were huge and had all the streaming services. Very nice brand new appliances. Hot tub in the backyard was a nice touch. Highly recommend this home is staying in the area"
United States
Karim S.
$412 nightly
The price is $452
Nov 21 - Nov 22
Total with taxes and fees
Lovely 2-bedroom house in Howey-in-the-Hills
Oven, stovetop
Charming 2-bedroom house in The Villages near Spanish Springs.

Vacation Home in Lady Lake

9.4 out of 10, Exceptional, (8)
"Was a nice place to stay for a week. Clean and comfortable. Owner very nice."
United States
Tina H.
$204 nightly
The price is $224
Nov 20 - Nov 21
Total with taxes and fees
Charming 2-bedroom house in The Villages near Spanish Springs.
Property grounds
Lil’ Scotty - Private Cozy Efficiency

Vacation Home in Mount Dora

10.0 out of 10, Exceptional, (2)
"Great stay easy check in and checkout great host beautiful guest house"
United States
Fabio M.
$137 nightly
The price is $150
Nov 21 - Nov 22
Total with taxes and fees
Lil’ Scotty - Private Cozy Efficiency
Fridge, microwave, oven, stovetop
Home away from home entire house

Vacation Home in Chatham

9.8 out of 10, Exceptional, (31)
"Perfect for our needs, very clean and comfortable. "
United States
Beth M.
Home away from home entire house
Fridge, microwave, oven, stovetop
StylishAptWtrGrdnOppLake&Prk&Yrd

Apartment in Winter Garden

2.0 star property
9.6 out of 10, Exceptional, (14)
"It was clean and well kept. "
United States
Teresa R.
$190 nightly
The price is $203
Nov 25 - Nov 26
Total with taxes and fees
StylishAptWtrGrdnOppLake&Prk&Yrd
Property grounds
Cozy Cottage At Lake Weir

Cottage in Ocklawaha

10.0 out of 10, Exceptional, (3)
"This property was the perfect size and location for my husband and i while we were visiting family nearby. Beds were comfy, rooms were clean, and there was bottled water on hand. (Purified and spring)."
United States
Sandra B.
$190 nightly
The price is $209
Nov 30 - Dec 1
Total with taxes and fees
Cozy Cottage At Lake Weir
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

Holiday Inn Express & Suites Wildwood The Villages by IHG

Holiday Inn Express & Suites Wildwood The Villages by IHG

10/10 Excellent
"My husband and I stayed at the Holiday Inn Express during a little mini vacation, and it was a wonderful experience from start to finish. The staff was incredibly friendly and welcoming. Our room was updated, spotless, and very quiet, which made for a relaxing stay. The breakfast offered a large variety of options, and everything was fresh and enjoyable. The bed was very comfortable, and the pillows were soft—perfect for a good night’s sleep. Overall, we were extremely pleased with our stay and would happily return. Highly recommend! "
Lamanda 1-night trip
Posted 2 days ago
Holiday Inn Express & Suites Wildwood The Villages by IHG

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 $148 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 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 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.