A park with a pond, a wooden bridge, and trees.

Leesburg Vacation Rentals

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Check prices for these dates

In two weeks
16 Oct - 18 Oct
In two months
27 Nov - 29 Nov
In three months
25 Dec - 27 Dec
In four months
22 Jan - 24 Jan

Our top choices for Leesburg vacation rentals

Terrace/patio

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, (15 reviews)
"Amazing stay!"
United States
Dennis
The price is AED 281
AED 1,038 total
includes taxes & fees
4 Oct - 5 Oct
Cozy Home w/ Game Room Villages and Lake Harris
Outdoor pool

2. Guest House with pool, boat parking

Guest House with pool, boat parking
Leesburg
8.8 out of 10, Excellent, (29 reviews)
"The host was right on top of things when we needed something. The little pool was great for winding down in the evening. There were a couple things that I think could improve the rental: The large fridge did not work, but luckily the small one took care of that. Other issues were pretty minor.We would stay here again.Wes"
United States
Wes C.
The price is AED 275
AED 665 total
includes taxes & fees
29 Sep - 30 Sep
Guest House with pool, boat parking
Property grounds

3. Waterfront Cottage on Haynes Creek

Waterfront Cottage on Haynes Creek
Leesburg
9.4 out of 10, Exceptional, (18 reviews)
"Cute little cottage, we had a nice relaxing stay."
United States
Rebecca S.
The price is AED 327
AED 742 total
includes taxes & fees
29 Sep - 30 Sep
Waterfront Cottage on Haynes Creek
Property grounds

4. 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.
The price is AED 641
AED 785 total
includes taxes & fees
29 Sep - 30 Sep
Paradise on Lake Harris Apt #102
Dining

5. Lakefront Retreat • Patio + Grill • Pet Friendly

Lakefront Retreat • Patio + Grill • Pet Friendly
Leesburg
2.0 out of 10, (1 review)
The price is AED 294
AED 1,384 total
includes taxes & fees
6 Oct - 7 Oct
Lakefront Retreat • Patio + Grill • Pet Friendly
Coffee/tea maker, fridge, microwave, oven

6. Charming Leesburg Cottage/Walk to HistoricDowntown

Charming Leesburg Cottage/Walk to HistoricDowntown
Leesburg
The price is AED 694
AED 1,463 total
includes taxes & fees
29 Sep - 30 Sep
Charming Leesburg Cottage/Walk to HistoricDowntown
Property grounds

7. 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.
The price is AED 601
AED 741 total
includes taxes & fees
29 Sep - 30 Sep
Paradise on Lake Harris Apt #201
Property grounds

8. 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.
The price is AED 722
AED 875 total
includes taxes & fees
29 Sep - 30 Sep
Paradise on Lake Harris Apt #101
Living area

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.
The price is AED 681
AED 830 total
includes taxes & fees
29 Sep - 30 Sep
Paradise on Lake Harris Apt #202
Coffee/tea maker, fridge, microwave, oven

10. 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, (38 reviews)
"Excellent property and lovely stay and host!"
United States
Pamela L.
The price is AED 239
AED 820 total
includes taxes & fees
30 Sep - 1 Oct
BETTER THAN A 5 STAR HOTEL WITH GOLF CART WHOLE HOUSE TOTALLY REMODELED
Smart TV, offices

11. Cozy Cottage, private back yard, and free coffee!

Cozy Cottage, private back yard, and free coffee!
Wildwood
9.8 out of 10, Exceptional, (41 reviews)
"Perfect dog friendly clean cute lil house "
United States
Kevin P.
The price is AED 275
AED 958 total
includes taxes & fees
4 Oct - 5 Oct
Cozy Cottage, private back yard, and free coffee!
The Garden, Pet Friendly | Terrace/patio

12. Historic Tremain Cottages

Historic Tremain Cottages
3.0 star property
Mount Dora
8.6 out of 10, Excellent, (42 reviews)
"Accommodations were comfortable, quaint space. Bed was very comfortable. Just beware the shower is very narrow and ceilings low. Not ideal for a taller or bigger person. Nice and close to the downtown area. Would stay here again."
United States
Betty
The price is AED 596
AED 662 total
includes taxes & fees
29 Sep - 30 Sep
Historic Tremain Cottages
Coffee/tea maker, fridge, microwave, oven

13. Totally renovated bathrooms,kitchen, floors,bedrooms,by professional tradesmen

Totally renovated bathrooms,kitchen, floors,bedrooms,by professional tradesmen
Alhambra
10.0 out of 10, Exceptional, (13 reviews)
"Great home great host"
United States
Josh G.
The price is AED 253
AED 836 total
includes taxes & fees
30 Sep - 1 Oct
Totally renovated bathrooms,kitchen, floors,bedrooms,by professional tradesmen
Interior

14. 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 host went out of her way to make sure we had everything we needed."
United States
Cynthia B.
The price is AED 281
AED 669 total
includes taxes & fees
29 Sep - 30 Sep
Cozy Pink Vintage Studio with Private Fenced Yard
Dining

15. Vintage Charm on Peaceful Mini Farm - Pet Friendly

Vintage Charm on Peaceful Mini Farm - Pet Friendly
Coleman
10.0 out of 10, Exceptional, (27 reviews)
"Very clean and comfortable bed."
United States
Cheryl D.
The price is AED 347
AED 740 total
includes taxes & fees
29 Sep - 30 Sep
Vintage Charm on Peaceful Mini Farm - Pet Friendly
House (3 Bedrooms) | Interior

16. Swim, Golf & Unwind: Home 5 Mi to Lake Sumter!

Swim, Golf & Unwind: Home 5 Mi to Lake Sumter!
3.0 star property
Collier
The price is AED 544
AED 1,375 total
includes taxes & fees
29 Sep - 30 Sep
Swim, Golf & Unwind: Home 5 Mi to Lake Sumter!
Outdoor pool

17. 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, (37 reviews)
"Stayed for one night and looking forward to staying again. Communication was great and place as described"
United States
Juan m.
The price is AED 182
AED 377 total
includes taxes & fees
29 Sep - 30 Sep
Private Spacious Room in Home, with Pool-The Oasis Room
Interior

18. Home away from home entire house

Home away from home entire house
Chatham
9.8 out of 10, Exceptional, (38 reviews)
"Would stay here again in a heartbeat! Everything was great from the communication with the host, cleanliness of the house, easy check-in, all awesome. We had a great time!"
United States
Tyler S.
Home away from home entire house
Property grounds

19. Unique "Tiki Hut" vibe in Downtown Mt Dora!!!!

Unique "Tiki Hut" vibe in Downtown Mt Dora!!!!
Mount Dora
9.6 out of 10, Exceptional, (37 reviews)
"Great weekend! Comfortable bed, and great shower! "
United States
Erin T.
The price is AED 446
AED 956 total
includes taxes & fees
1 Oct - 2 Oct
Unique "Tiki Hut" vibe in Downtown Mt Dora!!!!
Dining

20. 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
9.4 out of 10, Exceptional, (15 reviews)
"Friendly communicative property was outstanding b&b was beautiful comfortable absolutely all in all wonderful"
United States
Tina P.
The price is AED 202
AED 504 total
includes taxes & fees
29 Sep - 30 Sep
36’ Vintage Comfortable RV Screened Patio, 3 Acres 15min to Ocala & The Villages
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

Hampton Inn By Hilton Ocoee Orlando

Hampton Inn By Hilton Ocoee Orlando

10/10 Excellent
"Room was clean"
Harrielle 2-night trip
Posted 10 hours ago
Hampton Inn By Hilton Ocoee Orlando

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 patio, and a barbecue grill 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.

How many vacation rentals are there in Leesburg?

Expedia has 37 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. Treasure Island and Lake Harris 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.