Leesburg Vacation Rentals

Vacation Rentals in Leesburg

The perfect place to rest. breakfast included
Property grounds
The perfect place to rest. breakfast included
10.0 out of 10, Exceptional, 9 reviews
"Arian and his wife are perfect hosts. The place was absolutely amazing. There was plenty of room for 1 or 2 people, with a private bedroom and bathroom. Exquisitely decorated with attention to every detail. Arian is a fabulous chef and gets your day started right with a wonderful breakfast. If I am in that area again, I know where I will be staying."
The price is $78
$151 total
includes taxes & fees
Jun 30 - Jul 1
The perfect place to rest. breakfast included
Waterfront Cottage on the Harris chain in Leesburg
Exterior
Waterfront Cottage on the Harris chain in Leesburg
10.0 out of 10, Exceptional, 74 reviews
"Very rustic looking on outside but beautifully decorated and clean inside. Double size bed took a little getting used to and kitchen table was small. Very nice walk-in shower.. Hosts were very helpful and provided some nice extras. We especially enjoyed sitting on the deck and looking out over the water at many different birds and some fishermen."
Waterfront Cottage on the Harris chain in Leesburg
Siena at Bella Collina
Property amenity
Siena at Bella Collina
3.5 star property
9.6 out of 10, Exceptional, 53 reviews
"This place is great. No hold deposit. Very very clean. Large condos. My family enjoyed themselves. I would highly recommend."
The price is $332
$368 total
includes taxes & fees
Jun 10 - Jun 11
Siena at Bella Collina
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Sparkling! Walking distance to Sumter Landing,pools & more,or take our golf cart
Property grounds
Sparkling! Walking distance to Sumter Landing,pools & more,or take our golf cart
10.0 out of 10, Exceptional, 6 reviews
"Very lovely house. Loved the golf cart, only used our SUV 4 times in the 2 wks we were there."
Sparkling! Walking distance to Sumter Landing,pools & more,or take our golf cart
Marilyn’s Romantic Getaway
Dining
Marilyn’s Romantic Getaway
10.0 out of 10, Exceptional, 42 reviews
"My wife and l cannot say enough about the great experience we had on our 10 day visit at Marilyn’s. Owner Mark and his wife Tiffany were extremely accommodating and friendly. The house on Montoya street was very, very clean, comfortable and such a great location in Lady Lake between Sumpter Lake and Spanish Springs where shopping and Restaurants are easily accessible. You will ABSOLUTELY NOT BE disappointed in the whole experience. We will definitely return for other future visits. Manny and...
Marilyn’s Romantic Getaway
BEAUTIFULLY Decorated 2/2 Sm Dog Friendly w/NEW GAS GOLF CART, BBQ & BICYCLES
Fridge, microwave, oven, stovetop
BEAUTIFULLY Decorated 2/2 Sm Dog Friendly w/NEW GAS GOLF CART, BBQ & BICYCLES
9.6 out of 10, Exceptional, 11 reviews
"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
BRAND NEW Dog Friendly 2/2 w. Golf Cart - Close to Activities, Shopping, Dining!
Smart TV, books
BRAND NEW Dog Friendly 2/2 w. Golf Cart - Close to Activities, Shopping, Dining!
10.0 out of 10, Exceptional, 37 reviews
"Was a beautiful home and amazing experience. Will definitely be trying to stay there next time we come."
BRAND NEW Dog Friendly 2/2 w. Golf Cart - Close to Activities, Shopping, Dining!
Pool, Golf course view home with a golf cart
Fridge, microwave, oven, stovetop
Pool, Golf course view home with a golf cart
10.0 out of 10, Exceptional, 20 reviews
"Perfect location convenient to golf, shopping and both sumpter landing square and spanish springs. Very high quality furnishings with attention to details. Linens were so comfortable and high quality ordered identical for home. Golf course view on patio with swim spa was just perfect. We hope to return"
Pool, Golf course view home with a golf cart
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, 67 reviews
"This property is well situated in The Villages and just down the street from the Sawgrass Square, and an easy golf cart drive to The Brownwood and Lake Sumter Landing town squares. There are two large Publix Supermarkets close by as well as other shopping and dining opportunities in the town squares. The property is well maintained and was a pleasure to stay at for the week we were there. When we texted to property owners with any questions we had, they were very prompt in their response"
Fully Furnished Brand New Villa in Village of St. Catherine's with Cart
Cozy Villages villa, 2 bed, 2 bath. Great Location
Cozy Villages villa, 2 bed, 2 bath. Great Location
10.0 out of 10, Exceptional, 37 reviews
"Really enjoyed staying here...."
Cozy Villages villa, 2 bed, 2 bath. Great Location
Get Cozy in this newly renovated home by The Villages!
Fridge, microwave, oven, stovetop
Get Cozy in this newly renovated home by The Villages!
10.0 out of 10, Exceptional, 8 reviews
"Fantastic, Everything was Functioning, All needs were met, Location outstanding"
Get Cozy in this newly renovated home by The Villages!
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, 76 reviews
"Everything we could hope for. It was immaculate. Close to golf, Spanish Springs, and shopping"
Beautiful view, The Villages- Golf Front Home, Heated Pool, Free Golf Cart, WIFI
Patio Villa in Duval Village - *** Gas Golf Cart INCLUDED ***
Pool
Patio Villa in Duval Village - *** Gas Golf Cart INCLUDED ***
9.8 out of 10, Exceptional, 67 reviews
"Great rental property located in the center of The Villages. Comfortable furniture and bed. This is our sixth time visiting The Villages. We had a wonderful time golfing at the executive courses, dancing to the music at Brownstone and Sumter Landing squares. Enjoyed each day investigating so many activities. So much fun. We will be back."
Patio Villa in Duval Village - *** Gas Golf Cart INCLUDED ***
Upto 45 Guests Sleep At This Unique Private Island 62 Acre Estate!
Pool | Outdoor pool, a heated pool
Upto 45 Guests Sleep At This Unique Private Island 62 Acre Estate!
10.0 out of 10, Exceptional, 21 reviews
"Great place with wonderful ownership and the most helpful staff. Definitely a place everyone should stay!!!"
Upto 45 Guests Sleep At This Unique Private Island 62 Acre Estate!
New 3/2 Patio Villa, BEST VALUE, Golf Cart Included!
3 bedrooms, iron/ironing board, free WiFi, bed sheets
New 3/2 Patio Villa, BEST VALUE, Golf Cart Included!
9.8 out of 10, Exceptional, 7 reviews
"Awesome place to stay, would definitely stay again very clean and loved the garage for keeping the motorcycles in"
New 3/2 Patio Villa, BEST VALUE, Golf Cart Included!
Dog-friendly Summerfield home with a fenced-in yard, pool, hot tub, & games
Fridge, microwave, oven, stovetop
Dog-friendly Summerfield home with a fenced-in yard, pool, hot tub, & games
10.0 out of 10, Exceptional, 7 reviews
"Very nice house. Outdoor area and pool were wonderful. Loved the outdoor TV. Could use some more cooking dishware, but very minor issue. Would happily stay again."
Dog-friendly Summerfield home with a fenced-in yard, pool, hot tub, & games
FREE Golf Cart! Fabulous Location! Classy Decor! Pet-friendly!
Pool
FREE Golf Cart! Fabulous Location! Classy Decor! Pet-friendly!
10.0 out of 10, Exceptional, 33 reviews
"The house was very nice and we truly enjoyed our stay. Although we encountered some small issues, they were handled promptly by the owner. We couldn't have a thsked for a more gracious host than Brad. The proximity of the house to Lake Sumner Landing was OK, making it a convenient spot for our activities. The kitchen was fully equipped, and all we needed were groceries to feel right at home. Overall, it was a fantastic stay, and we highly recommend this property."
FREE Golf Cart! Fabulous Location! Classy Decor! Pet-friendly!
Pet-Friendly Home w/ Lanai + Resort Amenities!
Fridge, microwave, stovetop, dishwasher
Pet-Friendly Home w/ Lanai + Resort Amenities!
10.0 out of 10, Exceptional, 13 reviews
"Great Location!"
Pet-Friendly Home w/ Lanai + Resort Amenities!
New log cabin ! Ocklawaha fl
Outdoor dining
New log cabin ! Ocklawaha fl
10.0 out of 10, Exceptional, 64 reviews
"My boyfriend and I were looking for a weekend getaway with our two German Shepherds. We found this beautiful log home!! It was beautifully decorated and it has an amazing dog friendly yard! Our puppies were free to play in the yard and explore while being completely secure. We would highly recommend and would love to stay again! The owner was very easy to contact and communicate with. 10/10 for sure! Very convenient to a lot of trails/forest for hiking if the heat cooperates!"
New log cabin ! Ocklawaha fl
Fun of The Villages FL. 5 minutes to Spanish Springs. 10 Min to Sumter Landing.
Private kitchen
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.
Don't see what you're looking for?
See all available properties in 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.

Leesburg Vacation Rental Travel Info

Number of vacation rentals
3
Popular accommodation
Leesburg private vacation homes
Known landmarks
Lake Griffin State Park, Lake County Historical Museum and Harbor Hills Country Club
International airports
Orlando, FL (MCO-Orlando Intl.) and Daytona Beach, FL (DAB-Daytona Beach Intl.)

Other types of properties in Leesburg you may be interested in

Microtel Inn & Suites by Wyndham Leesburg/Mt Dora
Front of property - evening/night
Microtel Inn & Suites by Wyndham Leesburg/Mt Dora
2.0 star property
8.4 out of 10, Very Good, 1,008 reviews
"Very clean hotel and room. Friendly staff "
The price is $65
$73 total
includes taxes & fees
Jun 19 - Jun 20
Microtel Inn & Suites by Wyndham Leesburg/Mt Dora
Best Western Plus Chain of Lakes Inn & Suites
Lobby
Best Western Plus Chain of Lakes Inn & Suites
2.5 star property
8.4 out of 10, Very Good, 1,001 reviews
"Great last minute stay! Well lit parking. Walking distance to a good restaurant, Ramshackles. They provide a nice variety of breakfast items."
The price is $90
$100 total
includes taxes & fees
Jun 9 - Jun 10
Best Western Plus Chain of Lakes Inn & Suites
Sleep Inn Leesburg Chain of Lakes
Business center
Sleep Inn Leesburg Chain of Lakes
2.5 star property
7.0 out of 10, Good, 469 reviews
"Great place"
The price is $61
$69 total
includes taxes & fees
Jun 20 - Jun 21
Sleep Inn Leesburg Chain of Lakes
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.

Everything you need to know about Leesburg vacation rentals

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

Leesburg vacation 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 low season months. For more hustle and bustle, you may prefer to visit Leesburg in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $78 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Leesburg rentals

At Expedia, we put the best Leesburg vacation 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 vacation.

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 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?

Marilyn’s Romantic Getaway: This vacation home rental near Leesburg offers a fireplace, a spa tub, and air-conditioning to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a dishwasher, a fridge, and a stovetop.

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 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.

Recent reviews of Leesburg properties
Expedia verified reviews

Quality Inn & Suites Leesburg Chain of Lakes

Quality Inn & Suites Leesburg Chain of Lakes

5/5 Excellent
"👍"
A verified traveler stayed at Quality Inn & Suites Leesburg Chain of Lakes
Posted 3 hours ago
Quality Inn & Suites Leesburg Chain of Lakes