Holiday Rentals in Leesburg

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Holiday Rentals in Leesburg

Cozy Beach Style Attached Apartment Studio

9.4 out of 10, Exceptional, (33)
"Had a great visit. Super clean and convenient. "
Cozy Beach Style Attached Apartment Studio

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

9.2 out of 10, Wonderful, (5)
"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."
The price is €548
includes taxes & fees
27 Aug - 28 Aug
Spacious 4 bedroom 3.5 bath POOL home W/ Gym!!

Guest House with pool, boat parking

8.6 out of 10, Excellent, (20)
"Richard was great with communicating and his home was welcoming, quiet and secure. Clean property with tons of local amenities. Would definitely stay again. "
The price is €158
includes taxes & fees
27 Aug - 28 Aug
Guest House with pool, boat parking

Siena at Bella Collina

3.5 star property
9.8 out of 10, Exceptional, (67)
"Fantastic accommodation. "
The price is €321
includes taxes & fees
27 Aug - 28 Aug
Siena at Bella Collina

"Mermaid House" in Downtown Mt. Dora!! Pet Friendly

9.8 out of 10, Exceptional, (66)
"Property was clean and conveniently located. Quiet neighborhood. Close to shops and cafes. Host was very accommodating and communication was great! We would absolutely stay again. "
"Mermaid House" in Downtown Mt. Dora!! Pet Friendly

Location! Our Village Gem-5 Star-3 min to Sumter Landing-Restaurants-Town Square

10.0 out of 10, Exceptional, (107)
"Great landlords, beautiful villa and great location "
Location! Our Village Gem-5 Star-3 min to Sumter Landing-Restaurants-Town Square

Comfortable Cottage With A Golf Cart - NOT LISTED ON FACEBOOK

10.0 out of 10, Exceptional, (26)
"Great place to stay. Close to Lake Sumter and owner supplied all are needs. Do not hesitate to stay here you will be happy with the property. "
Comfortable Cottage With A Golf Cart - NOT LISTED ON FACEBOOK

Modern Comfort & Prime Location in The Villages – Golf Cart Included!

10.0 out of 10, Exceptional, (70)
"We had a wonderful stay at this hidden gem in The Villages! The location was perfect — close to everything we needed — and having the golf cart was a huge bonus. The home was clean, cozy, and had everything we needed for a relaxing getaway. We would definitely stay again!"
Modern Comfort & Prime Location in The Villages – Golf Cart Included!

Golf Front Home, Solar Heat Pool! FREE golf cart, wifi, awesome view

10.0 out of 10, Exceptional, (215)
"We loved our stay! The house is spacious, well stocked, clean and great location. We enjoyed relaxing on the lanai with the beautiful view of the golf course and pool. David is an excellent host! "
Golf Front Home, Solar Heat Pool! FREE golf cart, wifi, awesome view

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

9.6 out of 10, Exceptional, (17)
" It a wonderful place "
The price is €102
includes taxes & fees
25 Sept - 26 Sept
Private Spacious Room in Home, with Pool-The Oasis Room

Perfect location! 3b2bFree golf cart! Minutes to Lake Sumter&Spanish Springs

9.6 out of 10, Exceptional, (70)
"The house fit our needs perfectly. It was very clean, in a nice, quiet neighborhood. The TV's were nice with many viewing options. It was close to Spanish Springs and Lake Sumter Landing town squares making it easy to get around. Definitely would recommend. "
Perfect location! 3b2bFree golf cart! Minutes to Lake Sumter&Spanish Springs

European meets Southern Charm in this 3 Bedroom Get Away in Mount Dora

9.8 out of 10, Exceptional, (145)
"This was a very comfortable stay. The house is nicely appointed. Very easy to relax. The pool and pool area are nice. Only drawback is it isn't heated."
European meets Southern Charm in this 3 Bedroom Get Away in Mount Dora

1 min walk to Downtown! Outdoor Patio! 5 star luxury! Golf Cart Rental!

10.0 out of 10, Exceptional, (34)
"Amazing property. "
The price is €209
includes taxes & fees
27 Aug - 28 Aug
1 min walk to Downtown! Outdoor Patio! 5 star luxury! Golf Cart Rental!

Charming 2-bedroom apartment in house with AC, WiFi included

10.0 out of 10, Exceptional, (1)
"Very nice place. Very clean. Would stay again"
The price is €121
includes taxes & fees
27 Aug - 28 Aug
Charming 2-bedroom apartment in house with AC, WiFi included

2 King 2 Twin 1 Queen Enormous Deck 3 BD Lakeview House at Waterfront Park

10.0 out of 10, Exceptional, (17)
"We loved staying at this beautiful home! It is so well decorated. Seems like they thought of just about everything! We definitely plan to stay here again."
2 King 2 Twin 1 Queen Enormous Deck 3 BD Lakeview House at Waterfront Park

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

10.0 out of 10, Exceptional, (48)
"The property is very well kept and Brad was very great to deal with"
FREE Golf Cart! Fabulous Location! Classy Decor! Pet-friendly!

Private Pool, Golf Cart, & Pet Friendly. Close to Golf and Town Squares.

8.8 out of 10, Excellent, (3)
"Great place in a very convenient location "
Private Pool, Golf Cart, & Pet Friendly. Close to Golf and Town Squares.

Hot Tub House - Entire 3 Bedroom House in The Villages

10.0 out of 10, Exceptional, (103)
"Great house, very clean. Easy check in and great communication!"
Hot Tub House - Entire 3 Bedroom House in The Villages

Historic Tremain Cottages

3.0 star property
8.4 out of 10, Very good, (31)
"Great location!"
Historic Tremain Cottages

Cozy, Close to downtown Lake View home.

9.6 out of 10, Exceptional, (16)
"House was clean and organized. Fun view of the lake!"
Cozy, Close to downtown Lake View home.
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

Find out more about Leesburg

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, apart-hotels, 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 €102 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 close to the most popular sights in Leesburg, 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?

LUXURY ESCAPE-Better Than a 5-Star Hotel: 2 Bed/1 Bath/ Encl Lanai w/ Heat & A/C: This holiday home rental outside of Leesburg is located on a lake, and has an outdoor pool, a patio and a BBQ to put you at ease in your new surroundings. Kitchen amenities include a dishwasher, a fridge and a stovetop.

How many holiday rentals are there in Leesburg?

Expedia has 31 holiday rentals for your stay in Leesburg.

What can I see and do in Leesburg?

Enjoy the outdoors at Venetian Gardens and Treasure Island, or simply take in cultural attractions like Leesburg Center for the Arts and Paquette's Historical Farmall Museum. Lake Griffin and Lake Square Mall 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.