Holiday Rentals in Leesburg

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Holiday Rentals in Leesburg

Waterfront Cottage on the Harris chain in Leesburg
9.8 out of 10, Exceptional, (82)
"Loved sitting on the back porch and fishing off the dock. Very friendly people hosted us and they had thoughtful amenities in the cabin. Loved our stay and highly recommend this place."
Waterfront Cottage on the Harris chain in Leesburg
Siena at Bella Collina
3.5 star property
9.8 out of 10, Exceptional, (61)
"Great place to stay for group going to wedding venue. "
The price is €365
includes taxes & fees
18 Nov - 19 Nov
Siena at Bella Collina
Sparkling! Walking distance to Sumter Landing,pools & more,or take our golf cart
10.0 out of 10, Exceptional, (10)
"This is a great getaway. Everything you need is provided. Just bring your clothes and a toothbrush. Excellent place to stay and close to everything!"
Sparkling! Walking distance to Sumter Landing,pools & more,or take our golf cart
Marilyn’s Romantic Getaway
10.0 out of 10, Exceptional, (53)
"This is my second time staying at this fabulous villa and I recommend it to anyone for a one bedroom/one bathroom. The best!"
Marilyn’s Romantic Getaway
Cozy Villages villa, 2 bed, 2 bath. Great Location
10.0 out of 10, Exceptional, (44)
"A good clean rental property with the added benefit of a four seater golf cart, as we were three adults a four seater was a must. The price was good as well. "
Cozy Villages villa, 2 bed, 2 bath. Great Location
BEAUTIFULLY Decorated 2/2 Sm Dog Friendly w/NEW GAS GOLF CART, BBQ & BICYCLES
9.6 out of 10, Exceptional, (11)
"This rental property was a great place to stay. Nicely located near activities."
BEAUTIFULLY Decorated 2/2 Sm Dog Friendly w/NEW GAS GOLF CART, BBQ & BICYCLES
New 3/2 Patio Villa, BEST VALUE, Golf Cart Included!
9.8 out of 10, Exceptional, (10)
"Lovely house in great location with everything you might need during your stay! Host was very proactive and accommodating with changes to our dates of stay due to the hurricane. Would definitely recommend. "
New 3/2 Patio Villa, BEST VALUE, Golf Cart Included!
Pool, Golf course view home with a golf cart
10.0 out of 10, Exceptional, (31)
"We’ve been staying at the Villages for a number of years. The home was especially immaculate. Everything you could think of then some location location location was excellent.. We will be sure to return"
Pool, Golf course view home with a golf cart
Hot Tub House - Entire 3 Bedroom House in The Villages
10.0 out of 10, Exceptional, (87)
"The house was perfect. Clean and had everything we needed, I would definitely recommend! Ownes communication was also great. "
Hot Tub House - Entire 3 Bedroom House in The Villages
BRAND NEW Dog Friendly 2/2 w. Golf Cart - Close to Activities, Shopping, Dining!
10.0 out of 10, Exceptional, (44)
"Lovely Home in our favorite Village of De Luna. The owners were easy to communicate with. The golf cart was new and ran great. Nice open floor plan to talk while in the kitchen. Close to Finney and Brownwood. "
BRAND NEW Dog Friendly 2/2 w. Golf Cart - Close to Activities, Shopping, Dining!
Patio Villa in Duval Village - *** Gas Golf Cart INCLUDED ***
9.8 out of 10, Exceptional, (69)
"Villa was clean and nicely decorated. Location was great. Had so much fun going everywhere in the golf cart included in the rental."
Patio Villa in Duval Village - *** Gas Golf Cart INCLUDED ***
Sunny Florida Escape w/ Pool Access, Patio & Grill
10.0 out of 10, Exceptional, (6)
"The place was clean, well appointed, and came with concise instructions and info from the owner. Excellent!"
Sunny Florida Escape w/ Pool Access, Patio & Grill
Unique Private Island 62 Acre Estate!
10.0 out of 10, Exceptional, (21)
"Great place with wonderful ownership and the most helpful staff. Definitely a place everyone should stay!!!"
Unique Private Island 62 Acre Estate!
Get Cozy in this newly renovated home by The Villages!
10.0 out of 10, Exceptional, (9)
"Great place, plenty of beds for all of us to stay while visiting family in the nearby Villages. Easy to get to and instructions for accessing the property were straightforward. Host responded quickly to any questions we had. Would gladly stay again!"
Get Cozy in this newly renovated home by The Villages!
WOW .. ELEGANT Courtyard Villa with GOLF CART, Walk to Sumter Sq. 0.7 mi & pool
9.8 out of 10, Exceptional, (90)
"Loved proximity to Sumpter and the yard! Thanks for sharing. "
WOW .. ELEGANT Courtyard Villa with GOLF CART, Walk to Sumter Sq. 0.7 mi & pool
Beautiful view, The Villages- Golf Front Home, Heated Pool, Free Golf Cart, WIFI
10.0 out of 10, Exceptional, (83)
"Enjoyed our stay in the villages"
Beautiful view, The Villages- Golf Front Home, Heated Pool, Free Golf Cart, WIFI
Discover the Ultimate Comfort and Convenience in Country Club Hills!
Discover the Ultimate Comfort and Convenience in Country Club Hills!
Dog-friendly Summerfield home with a fenced-in yard, pool, hot tub, & games
10.0 out of 10, Exceptional, (13)
"We stayed here for a golf weekend, and it’s within 10-15 minutes of several great golf courses. The house is beautiful and the pool is nice but the hot tub/spa was key for our recovery to be able to play golf the next day. The house was stocked and set up with everything we needed. The point of contact was available and responsive! I highly recommend! We are planning on coming back next year for our golf trip!"
Dog-friendly Summerfield home with a fenced-in yard, pool, hot tub, & games
Perfect Location Between Brownwood & Lake Sumter
10.0 out of 10, Exceptional, (94)
"We had a wonderful experience at Charlotte’s home. I would highly recommend it to anyone traveling in or near The Villages. We would try to stay there again should hhe occasion arise. ⭐️⭐️⭐️⭐️⭐️"
Perfect Location Between Brownwood & Lake Sumter
Pet-Friendly Home w/ Lanai + Resort Amenities!
10.0 out of 10, Exceptional, (13)
"Great Location!"
Pet-Friendly Home w/ Lanai + Resort Amenities!
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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Other types of properties in Leesburg you may be interested in

Microtel Inn & Suites by Wyndham Leesburg/Mt Dora
2.0 star property
8.4 out of 10, Very good, (1007)
"Convenient and functional "
The price is €81
includes taxes & fees
24 Nov - 25 Nov
Microtel Inn & Suites by Wyndham Leesburg/Mt Dora
Best Western Plus Chain of Lakes Inn & Suites
2.5 star property
8.4 out of 10, Very good, (1001)
"Clean room, convenient location for the area. Have had better breakfast choices at other brand but it was adequate."
The price is €104
includes taxes & fees
1 Dec - 2 Dec
Best Western Plus Chain of Lakes Inn & Suites
TownePlace Suites by Marriott Leesburg
2.5 star property
9.2 out of 10, Wonderful, (231)
"Great, clean and friendly "
The price is €118
includes taxes & fees
1 Dec - 2 Dec
TownePlace Suites by Marriott Leesburg
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.

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?

Beautiful view, The Villages- Golf Front Home, Heated Pool, Free Golf Cart, WIFI: This holiday home rental outside of Leesburg is located next to a golf course, 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. You can relax into your holiday with a garden and a selection of games.

How many holiday rentals are there in Leesburg?

Expedia has 34 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 Paquette's Historical Farmall Museum and Paul P. Williams Auditorium. Lake Griffin and Lake Sumter Sports Complex and Recreation Area 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.