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Leesburg Vacation Rentals

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Check prices for these dates

Tonight
Dec 24 - Dec 25
Tomorrow
Dec 25 - Dec 26
This weekend
Dec 26 - Dec 28
Next weekend
Jan 2 - Jan 4

Our top choices for Leesburg vacation rentals

Property grounds
Waterfront Cottage on Haynes Creek

Waterfront Cottage on Haynes Creek

Waterfront Cottage on Haynes Creek
Leesburg
9.2 out of 10, Wonderful, (9)
"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.
The price is ￥13,910
￥31,559 total
includes taxes & fees
Jan 3 - Jan 4, 2026
Waterfront Cottage on Haynes Creek
Dining
Cozy Home w/ Game Room Villages and Lake Harris

Cozy Home w/ Game Room Villages and Lake Harris

Cozy Home w/ Game Room Villages and Lake Harris
Leesburg
8.6 out of 10, Excellent, (8)
"Who knew they had a gem in the hood, awesome place."
United States
Adam A.
The price is ￥11,943
￥33,709 total
includes taxes & fees
Jan 5 - Jan 6, 2026
Cozy Home w/ Game Room Villages and Lake Harris
Outdoor pool
Guest House with pool, boat parking

Guest House with pool, boat parking

Guest House with pool, boat parking
Leesburg
8.8 out of 10, Excellent, (23)
"Loves it"
United States
brandi b.
The price is ￥11,768
￥28,392 total
includes taxes & fees
Jan 13 - Jan 14, 2026
Guest House with pool, boat parking
Smart TV, video games
Cozy Beach Style Attached Apartment Studio

Cozy Beach Style Attached Apartment Studio

Cozy Beach Style Attached Apartment Studio
Leesburg
9.2 out of 10, Wonderful, (34)
"Cute place, adequate for our needs. Great little bar nearby too. Definitely recommend."
United States
Tami J.
The price is ￥10,538
￥15,687 total
includes taxes & fees
Dec 29 - Dec 30
Cozy Beach Style Attached Apartment Studio
Property grounds
Paradise on Lake Harris Apt #102

Paradise on Lake Harris Apt #102

Paradise on Lake Harris Apt #102
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.
The price is ￥27,243
￥33,831 total
includes taxes & fees
Dec 31 - Jan 1, 2026
Paradise on Lake Harris Apt #102
Interior
Spacious 4 bedroom 3.5 bath POOL home W/ Gym!!

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

Spacious 4 bedroom 3.5 bath POOL home W/ Gym!!
Leesburg
9.2 out of 10, Wonderful, (10)
"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 ￥49,178
￥89,324 total
includes taxes & fees
Jan 3 - Jan 4, 2026
Spacious 4 bedroom 3.5 bath POOL home W/ Gym!!
Property grounds
Paradise on Lake Harris Apt #101

Paradise on Lake Harris Apt #101

Paradise on Lake Harris Apt #101
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.
Paradise on Lake Harris Apt #101
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

Cozy RV in Enchanting Silver Springs with WiFi, AC, TV, fire pit & horse stable
Silver Springs
10.0 out of 10, Exceptional, (19)
"We had a wonderful stay, perfect getaway spot to relax and enjoy. "
United States
Tim
The price is ￥15,877
￥26,048 total
includes taxes & fees
Dec 26 - Dec 27
Cozy RV in Enchanting Silver Springs with WiFi, AC, TV, fire pit & horse stable
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.

Cozy 1 bedroom 1 bath RV near the Ocala forest and Springs.
Altoona
9.8 out of 10, Exceptional, (20)
"Beautiful place. Very relaxing and peaceful "
United States
Daiva P.
The price is ￥13,208
￥22,116 total
includes taxes & fees
Dec 28 - Dec 29
Cozy 1 bedroom 1 bath RV near the Ocala forest and Springs.
House (2 Bedrooms) | Interior
Renovated Villa Btwn Lake Sumter & Spanish Springs

Renovated Villa Btwn Lake Sumter & Spanish Springs

Renovated Villa Btwn Lake Sumter & Spanish Springs
3.0 star property
Lady Lake
The price is ￥22,907
￥62,716 total
includes taxes & fees
Jan 13 - Jan 14, 2026
Renovated Villa Btwn Lake Sumter & Spanish Springs
TV, offices
Gorgeous Mount Dora Haven: Stylish 3BR Retreat

Gorgeous Mount Dora Haven: Stylish 3BR Retreat

Gorgeous Mount Dora Haven: Stylish 3BR Retreat
Mount Dora
8.8 out of 10, Excellent, (8)
"Property was clean and as described. We enjoyed our stay and would stay again when in Mt. Dora."
United States
karen L.
The price is ￥10,928
￥35,283 total
includes taxes & fees
Dec 25 - Dec 26
Gorgeous Mount Dora Haven: Stylish 3BR Retreat
Pool
Spacious and charming 1-bedroom apartment in delightful Minneola

Spacious and charming 1-bedroom apartment in delightful Minneola

Spacious and charming 1-bedroom apartment in delightful Minneola
Minneola
10.0 out of 10, Exceptional, (6)
"Clean and quiet and in close proximity to everything I needed "
United States
GABRIEL g.
Spacious and charming 1-bedroom apartment in delightful Minneola
Interior
Charming 2-bedroom apartment in house with AC, WiFi included

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, (12)
"It was quiet, clean and had snacks and drinks for us."
United States
Lori
The price is ￥16,158
￥23,057 total
includes taxes & fees
Dec 28 - Dec 29
Charming 2-bedroom apartment in house with AC, WiFi included
Outdoor pool
Private Spacious Room in Home, with Pool-The Oasis Room

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

Private Spacious Room in Home, with Pool-The Oasis Room
Clermont
9.6 out of 10, Exceptional, (22)
"Great host great property"
United States
Ken K.
The price is ￥8,430
￥16,812 total
includes taxes & fees
Jan 6 - Jan 7, 2026
Private Spacious Room in Home, with Pool-The Oasis Room
Microwave, oven, stovetop, dishwasher
Vista Vibes: Modern Guest House 5 mins to Downtown Mount Dora

Vista Vibes: Modern Guest House 5 mins to Downtown Mount Dora

Vista Vibes: Modern Guest House 5 mins to Downtown Mount Dora
Mount Dora
10.0 out of 10, Exceptional, (2)
"Perfect location for us, "
United States
Judy B.
The price is ￥14,363
￥46,933 total
includes taxes & fees
Jan 3 - Jan 4, 2026
Vista Vibes: Modern Guest House 5 mins to Downtown Mount Dora
The Garden, Pet Friendly | Terrace/patio
Historic Tremain Cottages

Historic Tremain Cottages

Historic Tremain Cottages
3.0 star property
Mount Dora
8.6 out of 10, Excellent, (34)
"Easy check in. Nice, cozy and clean room. Walking distance to all local attractions. Would definitely stay here again. "
United States
Robert
Historic Tremain Cottages
Interior
Charming 2-bedroom house in The Villages near Spanish Springs.

Charming 2-bedroom house in The Villages near Spanish Springs.

Charming 2-bedroom house in The Villages near Spanish Springs.
Lady Lake
9.4 out of 10, Exceptional, (9)
"Dana was great to work with. Very accommodating. Convenient to shopping restaurants and entertainment."
United States
John
The price is ￥15,456
￥35,079 total
includes taxes & fees
Dec 26 - Dec 27
Charming 2-bedroom house in The Villages near Spanish Springs.
Property grounds
PETS STAY FREE Camp St. Cabanas on Lake Dora Unit 2

PETS STAY FREE Camp St. Cabanas on Lake Dora Unit 2

PETS STAY FREE Camp St. Cabanas on Lake Dora Unit 2
Tavares
9.6 out of 10, Exceptional, (14)
"Great place to stay and a beautiful view. "
United States
Brandi N.
The price is ￥15,188
￥45,077 total
includes taxes & fees
Dec 25 - Dec 26
PETS STAY FREE Camp St. Cabanas on Lake Dora Unit 2
Beach towels
Cozy Cottage At Lake Weir

Cozy Cottage At Lake Weir

Cozy Cottage At Lake Weir
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.
The price is ￥17,485
￥32,505 total
includes taxes & fees
Dec 31 - Jan 1, 2026
Cozy Cottage At Lake Weir
Interior
Cozy Lake Front Cottage

Cozy Lake Front Cottage

Cozy Lake Front Cottage
Clermont
10.0 out of 10, Exceptional, (18)
"Will definitely be staying again"
United States
Tom W.
The price is ￥19,804
￥38,414 total
includes taxes & fees
Dec 30 - Dec 31
Cozy Lake Front Cottage
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

Comfort Inn & Suites Tavares North

Comfort Inn & Suites Tavares North

10/10 Excellent
"clean room, staff, amenities"
David 5-night trip
Posted 1 day ago
Comfort Inn & Suites Tavares North

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 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?

Barndominium at Dirty Dog Organic Farm: Visitors give good reviews to this Leesburg vacation home rental, which is equipped with a barbecue grill, air-conditioning, and laundry facilities to help you feel comfortable during your stay. Kitchen amenities include a fridge, a stovetop, and a microwave.

How many vacation rentals are there in Leesburg?

Expedia has 31 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.