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
28 Aug - 30 Aug
In two months
9 Oct - 11 Oct
In three months
6 Nov - 8 Nov
In four months
4 Dec - 6 Dec

Our top choices for Leesburg vacation rentals

Property grounds

1. 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
16 Aug - 17 Aug
Paradise on Lake Harris Apt #102
Outdoor pool

2. 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.
The price is AED 275
AED 665 total
includes taxes & fees
16 Aug - 17 Aug
Guest House with pool, boat parking
Dining

3. 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 893 total
includes taxes & fees
16 Aug - 17 Aug
Cozy Home w/ Game Room Villages and Lake Harris
Interior

4. 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, (32 reviews)
"Big house in a great neighborhood. Very central to the Lake Area. Great communication and comfortable home."
United States
Richard M.
The price is AED 1,157
AED 2,138 total
includes taxes & fees
15 Aug - 16 Aug
Spacious 5 bedroom 3.5 bath POOL home with Gym!!
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 1,417 total
includes taxes & fees
15 Aug - 16 Aug
Lakefront Retreat • Patio + Grill • Pet Friendly
Property grounds

6. Waterfront Cottage on Haynes Creek

Waterfront Cottage on Haynes Creek
Leesburg
9.6 out of 10, Exceptional, (17 reviews)
"Cute little cottage, we had a nice relaxing stay."
United States
Rebecca S.
The price is AED 327
AED 754 total
includes taxes & fees
17 Aug - 18 Aug
Waterfront Cottage on Haynes Creek
Property grounds

7. Charming Lake Harris with Private Boat Parking

Charming Lake Harris with Private Boat Parking
Leesburg
The price is AED 364
AED 981 total
includes taxes & fees
23 Aug - 24 Aug
Charming Lake Harris with Private Boat Parking
Coffee/tea maker, fridge, microwave, oven

8. Charming Leesburg Cottage/Walk to HistoricDowntown

Charming Leesburg Cottage/Walk to HistoricDowntown
Leesburg
Charming Leesburg Cottage/Walk to HistoricDowntown
Property grounds

9. 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 900 total
includes taxes & fees
8 Sep - 9 Sep
Paradise on Lake Harris Apt #101
Property grounds

10. 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
16 Aug - 17 Aug
Paradise on Lake Harris Apt #201
Living area

11. 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
9 Sep - 10 Sep
Paradise on Lake Harris Apt #202
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, (39 reviews)
"Very clean room, quaint, close to the downtown area. "
United States
Raymond
The price is AED 577
AED 640 total
includes taxes & fees
17 Aug - 18 Aug
Historic Tremain Cottages
Coffee/tea maker, fridge, microwave, oven

13. Villages, 3bed- 2.5ba waterfrnt+ golf cart- all bedrooms have king beds!

Villages, 3bed- 2.5ba waterfrnt+ golf cart- all bedrooms have king beds!
Wildwood
9.0 out of 10, Wonderful, (11 reviews)
"Nice view, lots of space for our family. "
United States
Angie S.
The price is AED 922
AED 2,004 total
includes taxes & fees
17 Aug - 18 Aug
Villages, 3bed- 2.5ba waterfrnt+ golf cart- all bedrooms have king beds!
Front of property - evening/night

14. Siena at Bella Collina

Siena at Bella Collina
3.5 star property
Montverde
9.8 out of 10, Exceptional, (77 reviews)
"Nice accommodation"
United States
Noel
The price is AED 1,283
AED 1,424 total
includes taxes & fees
16 Aug - 17 Aug
Siena at Bella Collina
House (3 Bedrooms) | Interior

15. 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
15 Aug - 16 Aug
Swim, Golf & Unwind: Home 5 Mi to Lake Sumter!
Outdoor pool, a heated pool

16. Vacation Home with luxurious pool in The Villages, Florida!

Vacation Home with luxurious pool in The Villages, Florida!
Gilchrist
10.0 out of 10, Exceptional, (57 reviews)
"Enjoyed every minute of our stay beautiful home and pool. We would definitely come again."
United States
Nadine M.
The price is AED 1,091
AED 2,436 total
includes taxes & fees
24 Aug - 25 Aug
Vacation Home with luxurious pool in The Villages, Florida!
Property grounds

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

Kalua Lake Loft ! 1 Bedroom - 1.5 Bath Overlooking Lake Dora
Tavares
8.6 out of 10, Excellent, (19 reviews)
"The room was nice and area was great "
United States
Michelle
The price is AED 578
AED 997 total
includes taxes & fees
17 Aug - 18 Aug
Kalua Lake Loft ! 1 Bedroom - 1.5 Bath Overlooking Lake Dora
Cottage, 1 Queen, 2 Twins, Sleeper Sofa, Pet Friendly (235 Cottage) (Ground Floor) | Terrace/patio

18. Mount Dora Cottages

Mount Dora Cottages
3.0 star property
Mount Dora
9.4 out of 10, Exceptional, (212 reviews)
"Perfect spot"
United States
PATRICIA
The price is AED 783
AED 870 total
includes taxes & fees
16 Aug - 17 Aug
Mount Dora Cottages
Coffee/tea maker, fridge, microwave, oven

19. Renovated! Between Two Squares with Golf Cart !

Renovated! Between Two Squares with Golf Cart !
The Villages
10.0 out of 10, Exceptional, (12 reviews)
"Lovely house everything is well thought out and everything you need is right there"
United States
Robin H.
The price is AED 364
AED 998 total
includes taxes & fees
20 Aug - 21 Aug
Renovated! Between Two Squares with Golf Cart !
Smart TV, books

20. The Villages Courtyard Villa – Private Yard, Golf Cart Included, Pools Nearby

The Villages Courtyard Villa – Private Yard, Golf Cart Included, Pools Nearby
Duval
10.0 out of 10, Exceptional, (16 reviews)
"Host was very good and the place was very clean. Great location"
United States
Danielle P.
The price is AED 364
AED 1,220 total
includes taxes & fees
19 Aug - 20 Aug
The Villages Courtyard Villa – Private Yard, Golf Cart Included, Pools Nearby
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
"No"
Bianca 1-night trip
Posted 3 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 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.