Leesburg Holiday Rentals from NZ$180: Search Short-Term Rentals

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Our top choices for Leesburg holiday rentals

A wicker sectional sofa with teal cushions on a wooden deck, overlooking a green lawn and a house.

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

Leesburg

Dennis

includes taxes & fees

16 Nov - 17 Nov

A covered outdoor area with a view of a pond and surrounding greenery.

2. Waterfront Cottage on Haynes Creek

Leesburg

Rebecca S.

includes taxes & fees

16 Nov - 17 Nov

A swimming pool with a hot tub, surrounded by a brick patio, and a house with a balcony.

3. Guest House with pool, boat parking

Leesburg

Dennis B.

includes taxes & fees

15 Nov - 16 Nov

An outdoor seating area with a fire feature, dark wooden flooring, and white walls.

4. Charming Lake Harris with Private Boat Parking

Leesburg

Erin N.

includes taxes & fees

28 Nov - 29 Nov

A covered patio with a table and chairs, a treadmill, and a view of a lake.

5. Lakefront Retreat • Patio + Grill • Pet Friendly

Leesburg

includes taxes & fees

17 Nov - 18 Nov

A two-story house with a dark exterior, multiple windows, and a visible front door.

6. Paradise on Lake Harris Apt #201

Leesburg

Ora P.

includes taxes & fees

22 Nov - 23 Nov

A large, two-story building with a red-tiled roof and a symmetrical facade.

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

Leesburg

Tiffany T.

includes taxes & fees

16 Nov - 17 Nov

A swimming pool with a glass enclosure, surrounded by a paved deck and trees.

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

Leesburg

Joseph M.

includes taxes & fees

16 Nov - 17 Nov

A patio area with outdoor seating, a grill, and a view of the lake.

9. Paradise on Lake Harris Apt #102

Leesburg

Allison B.

includes taxes & fees

15 Nov - 16 Nov

10. Paradise on Lake Harris Apt #202

Leesburg

Daryle F.

includes taxes & fees

15 Nov - 16 Nov

A narrow hallway with white walls, a textured white brick accent wall, a potted plant, and a black door.

11. Cozy Pink Vintage Studio with Private Fenced Yard

Coleman

Julie B.

includes taxes & fees

27 Nov - 28 Nov

A swimming pool with lounge chairs and umbrellas, surrounded by buildings and palm trees.

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

Alhambra

Pamela L.

includes taxes & fees

28 Nov - 29 Nov

A single-story house with a garage, a well-maintained lawn, and a street lamp.

13. Complimentary Golf Cart! Home in The Villages

Lynnhaven

Tory

includes taxes & fees

1 Dec - 2 Dec

A spacious living area with a sofa, coffee table, and chairs, a dining area with a table and chairs, and a kitchen with modern appliances.

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

Alhambra

Josh G.

includes taxes & fees

28 Nov - 29 Nov

A single-story house with a front yard, a sidewalk, and a large tree with hanging moss.

15. old Florida cottage canal front

Lake Panasoffkee

Jeremy A.

includes taxes & fees

15 Nov - 16 Nov

A golf cart with a yellow and black color scheme, a steering wheel, and a seat.

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

The Villages

Dawn

includes taxes & fees

1 Dec - 2 Dec

A blue golf cart in a garage with a ceiling light, a utility box, and a garage door.

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

Belvedere

STEVEN

includes taxes & fees

24 Nov - 25 Nov

18. Complimentary Golf Cart! Home in The Villages

Lynnhaven

Francine R.

includes taxes & fees

1 Dec - 2 Dec

A bedroom with a bed, a chandelier, a wall-mounted clock, and a motivational quote.

19. Vintage Charm on Peaceful Mini Farm - Pet Friendly

Coleman

Cheryl D.

includes taxes & fees

8 Dec - 9 Dec

A backyard patio with hexagonal tiles, a hot tub, and a small lawn area.

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

HOWEY-IN-THE-HILLS

Marta S.

includes taxes & fees

26 Nov - 27 Nov

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Top Leesburg Hotel Reviews

Microtel Inn & Suites by Wyndham Lady Lake/The Villages

10/10 Excellent

"Nicee"

Lakeside Inn

10/10 Excellent

"It's an experience and a privilege to stay at the oldest c.1883 operating hotel in Florida. I loved it here and will return. The staff are friendly and caring. However there are a bit of adjustments. The most important is that the main building has no elevator but an accessible entrance to and from the parking lot. Another is that ice is provided by the bar. Otherwise, the views of the lake are terrific. The meals are superb. I loved the verandah dining choice and the view. Lakeside Inn is a must."

Home2 Suites By Hilton Winter Garden

8/10 Good

"After checking in and getting to our room I realized it wasn’t the room I had originally reserved and paid for. Went to the desk and explained, was asked if I booked through Expedia and told them I had. I was then told that they didn’t have any more rooms available but that I’d get a refund to make up the difference. I was fine with that and enjoyed the room I ended up with. It’s two weeks later and I have yet to see any refund ( from Expedia?). Overall I enjoyed my stay at this property."

Find out more about Leesburg

Everything you need to know about Leesburg holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Leesburg holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... 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 holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Leesburg holiday 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 months, such as . For more hustle and bustle, you may prefer to visit in .

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Leesburg holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Leesburg holiday rentals we have selected for you start as low as NZ$180 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Leesburg rentals

At Expedia, we put the best Leesburg holiday 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 holiday.

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 holiday rental in Leesburg?

Yes, there are holiday rentals in Leesburg close to Leesburg Center for the Arts, or you can select a more secluded 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 are some of the best holiday rentals that Leesburg has to offer?

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

How many holiday rentals are there in Leesburg?

Expedia has 36 holiday 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 holiday rentals like in Leesburg?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Leesburg. Holiday rentals feature amenities such as laundry facilities and kitchens so you'll feel just like you're staying in your own home. If you're concerned about cleanliness, holiday rentals can offer a sense of security away from shared hotel lifts and busy reception areas while still allowing you the enjoyment of travel. You'll also get more space in a holiday rental than in a hotel, which makes a holiday rental an attractive option for a family trip.

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Check prices for these dates

Our top choices for Leesburg holiday rentals

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

2. Waterfront Cottage on Haynes Creek

3. Guest House with pool, boat parking

4. Charming Lake Harris with Private Boat Parking

5. Lakefront Retreat • Patio + Grill • Pet Friendly

6. Paradise on Lake Harris Apt #201

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

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

9. Paradise on Lake Harris Apt #102

10. Paradise on Lake Harris Apt #202

11. Cozy Pink Vintage Studio with Private Fenced Yard

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

13. Complimentary Golf Cart! Home in The Villages

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

15. old Florida cottage canal front

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

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

18. Complimentary Golf Cart! Home in The Villages

19. Vintage Charm on Peaceful Mini Farm - Pet Friendly

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

Find holiday rentals that suit your style

Top Leesburg Hotel Reviews

Microtel Inn & Suites by Wyndham Lady Lake/The Villages

Lakeside Inn

Best Western Plus Chain of Lakes Inn & Suites

Home Inn & Suites Orlando-Apopka

Home2 Suites By Hilton Winter Garden

The Waterfront Inn

Hampton Inn Leesburg/Tavares

Spacious 5 bedroom 3.5 bath POOL home with Gym!!

Find out more about Leesburg

Frequently asked questions

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