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Leesburg Vacation Rentals

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Our top choices for Leesburg vacation rentals

1. Cozy Home w/ Game Room Villages and Lake Harris

Cozy Home w/ Game Room Villages and Lake Harris
Leesburg
8.8 out of 10, Excellent, (16 reviews)
"Amazing stay!"
United States
Dennis
$246 nightly
The price is $272
Nov 16 - Nov 17
Total with taxes and fees
Cozy Home w/ Game Room Villages and Lake Harris

2. Guest House with pool, boat parking

Guest House with pool, boat parking
Leesburg
8.8 out of 10, Excellent, (29 reviews)
"Great location, clean and very good communications with owner. I’d definitely stay again."
United States
Dennis B.
$143 nightly
The price is $158
Nov 10 - Nov 11
Total with taxes and fees
Guest House with pool, boat parking

3. Waterfront Cottage on Haynes Creek

Waterfront Cottage on Haynes Creek
Leesburg
9.4 out of 10, Exceptional, (21 reviews)
"Cute little cottage, we had a nice relaxing stay."
United States
Rebecca S.
$170 nightly
The price is $188
Nov 10 - Nov 11
Total with taxes and fees
Waterfront Cottage on Haynes Creek

4. Lakefront Retreat • Patio + Grill • Pet Friendly

Lakefront Retreat • Patio + Grill • Pet Friendly
Leesburg
$344 nightly
The price is $380
Nov 17 - Nov 18
Total with taxes and fees
Lakefront Retreat • Patio + Grill • Pet Friendly

5. Charming Lake Harris with Private Boat Parking

Charming Lake Harris with Private Boat Parking
Leesburg
10.0 out of 10, Exceptional, (1 review)
"Perfect for our needs staying near our parents. Quiet and spacious."
United States
Teresa B.
$235 nightly
The price is $260
Nov 10 - Nov 11
Total with taxes and fees
Charming Lake Harris with Private Boat Parking

6. 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.
$170 nightly
The price is $188
Nov 10 - Nov 11
Total with taxes and fees
Paradise on Lake Harris Apt #201

7. Leesburg 3BR | Boat/RV Parking | Lake Harris

Leesburg 3BR | Boat/RV Parking | Lake Harris
Leesburg
10.0 out of 10, Exceptional, (2 reviews)
"It’s clean, comfortable and in a great location. I will definitely stay here again. We were a group of 6 and had more than enough room for everyone to spread out and still be comfortable."
United States
Tiffany T.
$328 nightly
The price is $363
Nov 10 - Nov 11
Total with taxes and fees
Leesburg 3BR | Boat/RV Parking | Lake Harris

8. Paradise on Lake Harris Apt #102

Paradise on Lake Harris Apt #102
Leesburg
10.0 out of 10, Exceptional, (9 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.
$182 nightly
The price is $201
Nov 10 - Nov 11
Total with taxes and fees
Paradise on Lake Harris Apt #102

9. 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.
$193 nightly
The price is $213
Nov 10 - Nov 11
Total with taxes and fees
Paradise on Lake Harris Apt #202

10. Spacious 5 bedroom 3.5 bath POOL home with Gym!!

Spacious 5 bedroom 3.5 bath POOL home with Gym!!
Leesburg
9.2 out of 10, Wonderful, (37 reviews)
"Excellent pool"
United States
Joseph M.
$634 nightly
The price is $700
Nov 10 - Nov 11
Total with taxes and fees
Spacious 5 bedroom 3.5 bath POOL home with Gym!!

11. Cozy Pink Vintage Studio with Private Fenced Yard

Cozy Pink Vintage Studio with Private Fenced Yard
Coleman
9.6 out of 10, Exceptional, (8 reviews)
"The property was very clean and pet friendly. We enjoyed our stay."
United States
Julie B.
$160 nightly
The price is $170
Nov 16 - Nov 17
Total with taxes and fees
Cozy Pink Vintage Studio with Private Fenced Yard

12. Peaceful 2BR Villa with Hot Tub in Howey-in-the-Hills.

Peaceful 2BR Villa with Hot Tub in Howey-in-the-Hills.
HOWEY-IN-THE-HILLS
9.6 out of 10, Exceptional, (4 reviews)
"Lovely, updated home! Perfect for a quick wedding weekend stay."
United States
Marta S.
$425 nightly
The price is $470
Nov 11 - Nov 12
Total with taxes and fees
Peaceful 2BR Villa with Hot Tub in Howey-in-the-Hills.

13. Renovated! Between Two Squares with Golf Cart !

Renovated! Between Two Squares with Golf Cart !
The Villages
10.0 out of 10, Exceptional, (13 reviews)
"1st class renovation, clean, excellent location, highly recommend."
United States
Marguerite W.
$287 nightly
The price is $306
Nov 10 - Nov 11
Total with taxes and fees
Renovated! Between Two Squares with Golf Cart !

14. BETTER THAN A 5 STAR HOTEL WITH GOLF CART WHOLE HOUSE TOTALLY REMODELED

BETTER THAN A 5 STAR HOTEL WITH GOLF CART WHOLE HOUSE TOTALLY REMODELED
Alhambra
10.0 out of 10, Exceptional, (39 reviews)
"Excellent property and lovely stay and host!"
United States
Pamela L.
$193 nightly
The price is $206
Nov 14 - Nov 15
Total with taxes and fees
BETTER THAN A 5 STAR HOTEL WITH GOLF CART WHOLE HOUSE TOTALLY REMODELED

15. Heart of The Villages, Near Sumter Landing! 2BR/2BA Golf Cart,Guest IDs included

Heart of The Villages, Near Sumter Landing! 2BR/2BA Golf Cart,Guest IDs included
The Villages
10.0 out of 10, Exceptional, (9 reviews)
"This property was superb!!! Conveniently located by many shops. The property is extremely well kept and I loved that there were some games there to play for the teens. Also has a golf cart!!! What a plus!!! Very quiet neighborhood!"
United States
Dawn
$228 nightly
The price is $243
Dec 1 - Dec 2
Total with taxes and fees
Heart of The Villages, Near Sumter Landing! 2BR/2BA Golf Cart,Guest IDs included

16. The Villages 2BR Vacation Home, Lanai & Golf Cart

The Villages 2BR Vacation Home, Lanai & Golf Cart
3.0 star property
Belvedere
10.0 out of 10, Exceptional, (5 reviews)
"Great place to stay!! Nice home, quiet street, and better than staying in a hotel."
United States
Paul
$316 nightly
The price is $338
Nov 24 - Nov 25
Total with taxes and fees
The Villages 2BR Vacation Home, Lanai & Golf Cart

17. Kalua Lake Loft ! 1 Bedroom - 1.5 Bath Overlooking Lake Dora

Kalua Lake Loft ! 1 Bedroom - 1.5 Bath Overlooking Lake Dora
Tavares
8.8 out of 10, Excellent, (21 reviews)
"The room was nice and area was great "
United States
Michelle
$252 nightly
The price is $278
Nov 10 - Nov 11
Total with taxes and fees
Kalua Lake Loft ! 1 Bedroom - 1.5 Bath Overlooking Lake Dora

18. St. John's, 3 bdrm, 2 bath, 2022 built home. 10% off military, breast cancer

St. John's, 3 bdrm, 2 bath, 2022 built home. 10% off military, breast cancer
The Villages
9.8 out of 10, Exceptional, (16 reviews)
"Excellent location, helpful hosts!"
United States
Pierina G.
$319 nightly
The price is $340
Nov 10 - Nov 11
Total with taxes and fees
St. John's, 3 bdrm, 2 bath, 2022 built home. 10% off military, breast cancer

19. Charming 2-bedroom house in The Villages with Golf Cart

Charming 2-bedroom house in The Villages with Golf Cart
The Villages
10.0 out of 10, Exceptional, (5 reviews)
"Very nice spot to stay! I’ll be visiting again."
United States
John G.
$375 nightly
The price is $400
Nov 16 - Nov 17
Total with taxes and fees
Charming 2-bedroom house in The Villages with Golf Cart

20. FREE Golf Cart! Fabulous Location! Classy Decor! Pet-friendly!

FREE Golf Cart! Fabulous Location! Classy Decor! Pet-friendly!
Winifred
10.0 out of 10, Exceptional, (68 reviews)
"Great house and host!"
United States
Becky F.
$267 nightly
The price is $285
Nov 12 - Nov 13
Total with taxes and fees
FREE Golf Cart! Fabulous Location! Classy Decor! Pet-friendly!
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.

Find vacation rentals that suit your style

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 $157 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 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?

BETTER THAN A 5 STAR HOTEL WITH GOLF CART WHOLE HOUSE TOTALLY REMODELED: This vacation home rental near Leesburg offers an outdoor pool, a patio, and a barbecue grill to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a dishwasher, a fridge, and a stovetop.

How many vacation rentals are there in Leesburg?

Expedia has 36 vacation rentals for your stay in Leesburg.

What can I see and do in Leesburg?

Venetian Gardens and Lake Griffin are a couple of scenic spots to enjoy the outdoors, whereas Paul P. Williams Auditorium is one of the cultural attractions. Lake Harris and ViaPort Florida 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.

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