Leesburg Vacation Rentals

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Check prices for these dates

Tonight
Jun 20 - Jun 21
Tomorrow
Jun 21 - Jun 22
This weekend
Jun 20 - Jun 22
Next weekend
Jun 27 - Jun 29

Vacation Rentals in Leesburg

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

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

8.0 out of 10, Very Good, (2)
"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 ￥50,922
￥91,077 total
includes taxes & fees
Jun 22 - Jun 23
Spacious 4 bedroom 3.5 bath POOL home W/ Gym!!
Waterfront Cottage on the Harris chain in Leesburg
Exterior

Waterfront Cottage on the Harris chain in Leesburg

9.8 out of 10, Exceptional, (88)
"HAd a great time will be booking this little peace of heaven again "
Waterfront Cottage on the Harris chain in Leesburg
Siena at Bella Collina
Front of property - evening/night

Siena at Bella Collina

3.5 star property
9.8 out of 10, Exceptional, (67)
"It’s nice and beautiful place."
The price is ￥43,373
￥48,144 total
includes taxes & fees
Jun 22 - Jun 23
Siena at Bella Collina
2 King 2 Twin 1 Queen Enormous Deck 3 BD Lakeview House at Waterfront Park
Terrace/patio

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

10.0 out of 10, Exceptional, (8)
"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."
The price is ￥19,641
￥51,845 total
includes taxes & fees
Jun 23 - Jun 24
2 King 2 Twin 1 Queen Enormous Deck 3 BD Lakeview House at Waterfront Park
Better Than A 5 Star Hotel IN THE VILLAGES 2 Bedroom house WiFi, AC, GOLF CART
Smart TV

Better Than A 5 Star Hotel IN THE VILLAGES 2 Bedroom house WiFi, AC, GOLF CART

2.0 star property
9.8 out of 10, Exceptional, (20)
"Very well managed"
The price is ￥7,129
￥34,616 total
includes taxes & fees
Jun 24 - Jun 25
Better Than A 5 Star Hotel IN THE VILLAGES 2 Bedroom house WiFi, AC, GOLF CART
Historic Tremain Cottages
Front of property

Historic Tremain Cottages

3.0 star property
8.4 out of 10, Very Good, (30)
"Great location!"
Historic Tremain Cottages
Golf Front Home, Solar Heat Pool! FREE golf cart, wifi, awesome view
A heated pool

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

10.0 out of 10, Exceptional, (209)
"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
WOW.. ELEGANT Courtyard Villa, GOLF CART, Walk to Sumter Square & pool, sleep 6+
Outdoor dining

WOW.. ELEGANT Courtyard Villa, GOLF CART, Walk to Sumter Square & pool, sleep 6+

9.8 out of 10, Exceptional, (103)
"We had a great stay in the Villages. The villa was perfect for us. Close to Sumter Landing. Dogs enjoyed the back yard. We look forward to coming back!"
WOW.. ELEGANT Courtyard Villa, GOLF CART, Walk to Sumter Square & pool, sleep 6+
Charming 2-bedroom apartment in house with AC, WiFi included
Interior

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

The price is ￥16,731
￥23,370 total
includes taxes & fees
Jun 23 - Jun 24
Charming 2-bedroom apartment in house with AC, WiFi included
Village of Mallory, Close to Sumter Landing Sq. 3BD, 2Bath with Gas Golf Cart.
Terrace/patio

Village of Mallory, Close to Sumter Landing Sq. 3BD, 2Bath with Gas Golf Cart.

9.2 out of 10, Wonderful, (47)
"Centrally located to where we needed to be. Owner very quick to respond to our needs"
Village of Mallory, Close to Sumter Landing Sq. 3BD, 2Bath with Gas Golf Cart.
Private Pool, Golf Cart, & Pet Friendly. Close to Golf and Town Squares.
Fridge, microwave, oven, stovetop

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

10.0 out of 10, Exceptional, (2)
"The home was fantastic. Very clean, beautiful layout, comfortable beds, beautiful pool and screened in lanai area. The home was located in a perfect area in the Villages convenient to everything."
Private Pool, Golf Cart, & Pet Friendly. Close to Golf and Town Squares.
BRAND NEW 2 BDR 2 BTH w. Golf Cart - Half mile to EASTPORT
Smart TV, books

BRAND NEW 2 BDR 2 BTH w. Golf Cart - Half mile to EASTPORT

10.0 out of 10, Exceptional, (52)
"Would definitely stay there again"
BRAND NEW 2 BDR 2 BTH w. Golf Cart - Half mile to EASTPORT
Heated Pool house in Lake Panasoffkee
Outdoor dining

Heated Pool house in Lake Panasoffkee

9.6 out of 10, Exceptional, (30)
"I like every room ,the pool, and everything "
The price is ￥18,332
￥50,343 total
includes taxes & fees
Jun 23 - Jun 24
Heated Pool house in Lake Panasoffkee
"Mermaid House" in Downtown Mt. Dora!! Pet Friendly
Terrace/patio

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

10.0 out of 10, Exceptional, (56)
"This how was perfect for our weekend anniversary trip. It’s close enough to downtown without being in the middle of downtown. We will stay again! "
"Mermaid House" in Downtown Mt. Dora!! Pet Friendly
Perfect Location Between Brownwood & Lake Sumter
Fridge, microwave, oven, stovetop

Perfect Location Between Brownwood & Lake Sumter

9.8 out of 10, Exceptional, (102)
"Property was very nice! A few minor issues that were corrected. The location and neighborhood were great. Would recommend!"
Perfect Location Between Brownwood & Lake Sumter
Perfect location! 3b2bFree golf cart! Minutes to Lake Sumter&Spanish Springs
Fridge, microwave, oven, stovetop

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

9.6 out of 10, Exceptional, (68)
"Very convenient location, about half-way between Spanish Springs and Fort Sumpter Landing. Easy golf cart ride to all activities. Property very clean and exactly as described. Definitely would stay there again."
Perfect location! 3b2bFree golf cart! Minutes to Lake Sumter&Spanish Springs
Fully Furnished Brand New Villa in Village of St. Catherine's with Cart
Exterior

Fully Furnished Brand New Villa in Village of St. Catherine's with Cart

10.0 out of 10, Exceptional, (91)
"Loved The Villages!! This villa was great! Cant wait to come back. "
Fully Furnished Brand New Villa in Village of St. Catherine's with Cart
Comfortable Cottage With A Golf Cart - NOT LISTED ON FACEBOOK
Fridge, microwave, oven, stovetop

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
The Villages FL Golfing Community. Close to restaurants, beaches and shopping.
Smart TV, fireplace

The Villages FL Golfing Community. Close to restaurants, beaches and shopping.

9.8 out of 10, Exceptional, (17)
"We only visited overnight but enjoyed our stay. Beds are super comfortable and house met our needs. Lora was great to work with and made our trip seamless start to finish. "
The price is ￥9,601
￥59,776 total
includes taxes & fees
Jul 12 - Jul 13
The Villages FL Golfing Community. Close to restaurants, beaches and shopping.
Beautiful view, The Villages- Golf Front Home, Heated Pool, Free Golf Cart, WIFI
Indoor pool, outdoor pool

Beautiful view, The Villages- Golf Front Home, Heated Pool, Free Golf Cart, WIFI

10.0 out of 10, Exceptional, (94)
"The property was clean and had everything needed for a wonderful vacation. The private pool was a real plus. The golf cart worked well and got great mileage…after 2 weeks of using it daily, we had only used half a tank of gas. We would definitely rent it again. "
Beautiful view, The Villages- Golf Front Home, Heated Pool, Free Golf Cart, WIFI
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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Frequently asked questions

Can I find a vacation rental in Leesburg?

Yes, we have vacation rentals close to well known points of interest in Leesburg, 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?

2 King 2 Twin 1 Queen Enormous Deck 3 BD Lakeview House at Waterfront Park: This vacation home rental near Leesburg is located on a lake and offers a balcony, air-conditioning, and WiFi to help you feel perfectly comfortable in your new surroundings. It has 3 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 33 vacation 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 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.