Leesburg Vacation Rentals

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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)
"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 $70
$142 total
includes taxes & fees
May 31 - Jun 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)
"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
Marilyn’s Romantic Getaway
Dining
Marilyn’s Romantic Getaway
10.0 out of 10, Exceptional, (41)
"House was very clean. Some shampoo… some soap and toothpaste supplied. Kitchen supplies…condiments , clothes detergent, toilet paper… you will need to buy. For any home in Villages… it would be good to better understand the golf cart paths… give more instruction. We used the maps app on our phone and put in for 🚲 since carts and bike paths are shared in The Villages. It took a a day or two to figure that out… not all roads are golf cart friendly. Mark was great about switching out the bikes...
Marilyn’s Romantic Getaway
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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, (31)
"Mostly kept home we really enjoyed ourselves thinking of renting again next year."
BRAND NEW Dog Friendly 2/2 w. Golf Cart - Close to Activities, Shopping, Dining!
Siena at Bella Collina
Property amenity
Siena at Bella Collina
3.5 star property
9.6 out of 10, Exceptional, (51)
"Great place to stay except didn’t clean room for 3 days even when made a point of requesting at front desk and emphasizing that I wanted to make sure. Also a lot of noise until 1am in unit above and banging on doors "
The price is $332
$368 total
includes taxes & fees
May 5 - May 6
Siena at Bella Collina
New log cabin ! Ocklawaha fl
Outdoor dining
New log cabin ! Ocklawaha fl
10.0 out of 10, Exceptional, (63)
"We had a 3 night stay. Property was very clean, well taken care of and well apportioned. We had a great stay and will return when visiting Ocala."
New log cabin ! Ocklawaha fl
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)
"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
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)
"Really enjoyed staying here...."
Cozy Villages villa, 2 bed, 2 bath. Great Location
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, (10)
"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
Hot Tub House - Entire 3 Bedroom House in The Villages
Pool
Hot Tub House - Entire 3 Bedroom House in The Villages
10.0 out of 10, Exceptional, (74)
"We enjoyed our stay. Check-in/Check-out was very easy with detailed instructions from the hosts. The house was very clean and comfortable and in a nice, quiet neighborhood close to Spanish Springs Square, golf courses, pools, restaurants and grocery stores. The hosts provided several kitchen staples such as coffee, spices, baggies, etc. as well as a few toiletries and beach towels which was very nice. Our guest passes were available upon arrival so we were all set to go enjoy The Villages on day...
Hot Tub House - Entire 3 Bedroom House in The Villages
WOW…Closed in 2/2 Courtyard Villa With GOLF CART and a short walk to local POOLS
Private kitchen
WOW…Closed in 2/2 Courtyard Villa With GOLF CART and a short walk to local POOLS
10.0 out of 10, Exceptional, (4)
"Kevin was great. He answered any questions we had and his villa was perfect! Although we didn't do any cooking, the kitchen was well stocked with dinnerware and cooking utensils and paper supplies in the bathrooms and kitchen. There was even a Keurig and several K-cups. We enjoyed coffee and donuts on the lanai and sitting in the sun on the lounge chairs. My wife particularly enjoyed riding the golf cart to the town squares. The Villages App was extremely helpful in navigating the multi-modal...
WOW…Closed in 2/2 Courtyard Villa With GOLF CART and a short walk to local POOLS
Vacation Home with luxurious pool in The Villages, Florida!
Pool | Outdoor pool, a heated pool
Vacation Home with luxurious pool in The Villages, Florida!
10.0 out of 10, Exceptional, (21)
"Overall very nice. The only negatives is the property is on a busy road and pool was a little cloudy but warm. Owners were very responsive and answered all our questions. I would give this property an overall 4 star rating."
The price is $299
$601 total
includes taxes & fees
May 6 - May 7
Vacation Home with luxurious pool in The Villages, Florida!
Perfect Location Between Brownwood & Lake Sumter
Fridge, microwave, oven, stovetop
Perfect Location Between Brownwood & Lake Sumter
9.8 out of 10, Exceptional, (87)
"Great central location! Liked the privacy of the backyard patio area. Appreciated having a grill and a golf cart! Owner was very responsive when we had questions. Would stay again!"
Perfect Location Between Brownwood & Lake Sumter
1 mile from Nancy Lopez CC and Chatham Rec Centers.
Exterior
1 mile from Nancy Lopez CC and Chatham Rec Centers.
9.6 out of 10, Exceptional, (13)
"The house and location are both excellent and highly recommended. Our only issue was the air conditioning. We did call on the first day but then it seemed to improve so we can canceled the service call. But it got hotter every day after that. Partly my bad, and I'm sure it's been addressed by now. So we recommend the property with no reservations. "
The price is $89
$237 total
includes taxes & fees
May 14 - May 15
1 mile from Nancy Lopez CC and Chatham Rec Centers.
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, (75)
"Nice"
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, (66)
"Excellent"
Patio Villa in Duval Village - *** Gas Golf Cart INCLUDED ***
Recently Updated & Complete w/Golf Cart, Coffee Bar, & MORE!
Interior
Recently Updated & Complete w/Golf Cart, Coffee Bar, & MORE!
10.0 out of 10, Exceptional, (1)
"Very satisfied with rental property and with staff contact, Crystal."
Recently Updated & Complete w/Golf Cart, Coffee Bar, & MORE!
"2 Bed, 2 Bath Gem in Village of Richmond - Serene Living!"
Fridge, microwave, oven, stovetop
"2 Bed, 2 Bath Gem in Village of Richmond - Serene Living!"
10.0 out of 10, Exceptional, (2)
"Super Cute and Quiet place. great for remote work. comfortable, well stocked. Nice bathrooms, plenty of towels. Clean. Comfortable bed, bonus having adjustable bed. Good TVs. Nice location. Minutes from Brownwood. I would go back for sure."
"2 Bed, 2 Bath Gem in Village of Richmond - Serene Living!"
"THE WOW COTTAGE" - Historic District - Mount Dora's Biggest "WOW!"
Interior
"THE WOW COTTAGE" - Historic District - Mount Dora's Biggest "WOW!"
10.0 out of 10, Exceptional, (97)
"Stayed for two nights and really loved the property. Very clear communication made check-in a breeze. The kitchen is very well equipped and the assortment of musical instruments brought out our creative side. Location doesn't get better. We'll definitely be back again!"
"THE WOW COTTAGE" - Historic District - Mount Dora's Biggest "WOW!"
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, (30)
"The house was perfect for our short stay. Brad was extremely communicative even out of the country. Thank you again. 5 stars"
FREE Golf Cart! Fabulous Location! Classy Decor! Pet-friendly!
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, (1003)
"The staff was great. They were friendly, polite and ready to help. Our room was clean and bug free. I'd be happy to stay there again."
The price is $80
$89 total
includes taxes & fees
May 5 - May 6
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, (1001)
"Excellent shower and very clean!"
The price is $99
$110 total
includes taxes & fees
May 5 - May 6
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, (458)
"Thank you"
The price is $77
$86 total
includes taxes & fees
May 5 - May 6
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 $70 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 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. ViaPort Florida and Lake Griffin 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

Hampton Inn Leesburg/Tavares

Hampton Inn Leesburg/Tavares

5/5 Excellent
Overnight visit
"Our Hampton room was very clean and very comfortable and allowed us an evening visit out of town with special friends."
A verified traveler stayed at Hampton Inn Leesburg/Tavares
Posted 1 day ago
Hampton Inn Leesburg/Tavares