Leesburg Vacation Rentals

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Vacation Rentals in Leesburg

Waterfront Cottage on the Harris chain in Leesburg
9.8 out of 10, Exceptional, (81)
"Great place to r and r. Fishing is great right off the dock Bernadette and Mike are great hosts ! "
Waterfront Cottage on the Harris chain in Leesburg
Siena at Bella Collina
3.5 star property
9.6 out of 10, Exceptional, (60)
"Stayed at your hotel during a hurricane and felt very comfortable and safe. Room was fantastic. "
The price is $389
includes taxes & fees
$350 per night
Nov 4 - Nov 5
Siena at Bella Collina
Sparkling! Walking distance to Sumter Landing,pools & more,or take our golf cart
10.0 out of 10, Exceptional, (9)
"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, (52)
"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
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
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
Pool, Golf course view home with a golf cart
10.0 out of 10, Exceptional, (30)
"Privacy, in an excellent location to pools and rec centers. Clean, comfortable and spacious.Hot Tub/ Pool was perfect size for us. Definitely would recommend."
Pool, Golf course view home with a golf cart
BRAND NEW Dog Friendly 2/2 w. Golf Cart - Close to Activities, Shopping, Dining!
10.0 out of 10, Exceptional, (43)
"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, (68)
"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 ***
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!
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!
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!
WOW .. ELEGANT Courtyard Villa with GOLF CART, Walk to Sumter Sq. 0.7 mi & pool
9.8 out of 10, Exceptional, (88)
"Nice location. Very clean and cute. Would stay again and recommend to others. "
WOW .. ELEGANT Courtyard Villa with GOLF CART, Walk to Sumter Sq. 0.7 mi & pool
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, (12)
"This was a last minute booking due to a family emergency. It was a great fit for what we needed. Location to everything, etc. House was clean and welcome book was very helpful. The hot tub was a welcome addition to relax at the end of the day. Made attempts to contact the owner which went unanswered until we had left. The property is wonderful and spacious otherwise. "
Dog-friendly Summerfield home with a fenced-in yard, pool, hot tub, & games
Hot Tub House - Entire 3 Bedroom House in The Villages
10.0 out of 10, Exceptional, (84)
"This is the second time we have stayed at this house. Very clean, great neighborhood and centrally located. They even leave snacks and beverages in the fridge! We will be back again! Thank you!"
Hot Tub House - Entire 3 Bedroom House in The Villages
Pet-Friendly Home w/ Lanai + Resort Amenities!
10.0 out of 10, Exceptional, (13)
"Great Location!"
Pet-Friendly Home w/ Lanai + Resort Amenities!
Fun of The Villages FL. 5 minutes to Spanish Springs. 10 Min to Sumter Landing.
Fun of The Villages FL. 5 minutes to Spanish Springs. 10 Min to Sumter Landing.
Beautiful view, The Villages- Golf Front Home, Heated Pool, Free Golf Cart, WIFI
10.0 out of 10, Exceptional, (82)
"We really enjoyed our time in Hacienda-North of Villages. The house was excellent (our second time there) and the property management team was tremendous. We are making plans for turning next year. "
Beautiful view, The Villages- Golf Front Home, Heated Pool, Free Golf Cart, WIFI
FREE Golf Cart! Fabulous Location! Classy Decor! Pet-friendly!
10.0 out of 10, Exceptional, (39)
"Our 2 week getaway was top notch!! The house was beautiful and very clean. Had everything you could think of for appliances in the kitchen. The owner sent us links to videos on how certain things worked, for instance the TV, the golf cart, etc.This was the best!! Communications and response time with the owner was top notch!! Plus, we had use of the golf cart. We had such a wonderful time and I give credit to the owner for that!! All of this for a great price!! Thank you so much!"
FREE Golf Cart! Fabulous Location! Classy Decor! Pet-friendly!
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, (1008)
"It was sufficient for my need."
The price is $89
includes taxes & fees
$80 per night
Nov 3 - Nov 4
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, (999)
"Very easy booking and checkin"
The price is $104
includes taxes & fees
$93 per night
Nov 4 - Nov 5
Best Western Plus Chain of Lakes Inn & Suites
TownePlace Suites by Marriott Leesburg
2.5 star property
9.2 out of 10, Wonderful, (229)
"Stay was fine. Shower was broken and leaking. Had more water spraying on the ceiling than on you. Other than that it was good"
The price is $129
includes taxes & fees
$116 per night
Nov 18 - Nov 19
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 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?

Beautiful view, The Villages- Golf Front Home, Heated Pool, Free Golf Cart, WIFI: This vacation home rental near Leesburg is located next to a golf course and has an outdoor pool, a patio, and a barbecue grill to put you at ease in your new surroundings. Kitchen amenities include a dishwasher, a fridge, and a stovetop. You can relax into your vacation with a garden and a selection of games.

How many vacation rentals are there in Leesburg?

Expedia has 34 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 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 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.