Leesburg Holiday Rentals

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Check prices for these dates

In two weeks
24 Oct - 26 Oct
In one month
7 Nov - 9 Nov
In two months
5 Dec - 7 Dec
In three months
2 Jan - 4 Jan

Holiday Rentals in Leesburg

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

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

9.2 out of 10, Wonderful, (5)
"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 HK$2,724
HK$4,871 total
includes taxes & fees
14 Oct - 15 Oct
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, (94)
"Peacefully tucked away from the daily hustle of life. Great catfish fishing. "
Waterfront Cottage on the Harris chain in Leesburg
Charming 2-bedroom apartment in house with AC, WiFi included
Interior

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

10.0 out of 10, Exceptional, (5)
"It was quiet, clean and had snacks and drinks for us."
The price is HK$806
HK$1,149 total
includes taxes & fees
8 Oct - 9 Oct
Charming 2-bedroom apartment in house with AC, WiFi included
Siena at Bella Collina
Front of property – evening/night

Siena at Bella Collina

3.5 star property
9.8 out of 10, Exceptional, (70)
"Property exceptional!! Room for everyone in our family to have privacy. View so relaxing and beautiful sunrise over the lake. "
The price is HK$2,948
HK$3,273 total
includes taxes & fees
8 Oct - 9 Oct
Siena at Bella Collina
Modern Comfort & Prime Location in The Villages – Golf Cart Included!
Smart TV

Modern Comfort & Prime Location in The Villages – Golf Cart Included!

10.0 out of 10, Exceptional, (72)
"We had a wonderful stay at this hidden gem in The Villages! The location was perfect — close to everything we needed — and having the golf cart was a huge bonus. The home was clean, cozy, and had everything we needed for a relaxing getaway. We would definitely stay again!"
Modern Comfort & Prime Location in The Villages – Golf Cart Included!
1 min walk to Downtown! Outdoor Patio! 5 star luxury! Golf Cart Rental!
Smart TV

1 min walk to Downtown! Outdoor Patio! 5 star luxury! Golf Cart Rental!

10.0 out of 10, Exceptional, (36)
"Amazing property. "
The price is HK$763
HK$1,862 total
includes taxes & fees
8 Oct - 9 Oct
1 min walk to Downtown! Outdoor Patio! 5 star luxury! Golf Cart Rental!
The Villages FL Community w/ Elec. Golf Cart. Restaurants, Shopping & Hospitals.
Smart TV, fireplace

The Villages FL Community w/ Elec. Golf Cart. Restaurants, Shopping & Hospitals.

10.0 out of 10, Exceptional, (22)
"Great location and beautiful property! Had everything we needed. "
The price is HK$662
HK$3,403 total
includes taxes & fees
7 Nov - 8 Nov
The Villages FL Community w/ Elec. Golf Cart. Restaurants, Shopping & Hospitals.
Walk or Cart to Lake Sumter Landing! Our Village Gem - 5 Star - w/ Golf Cart
Fridge, microwave, oven, stovetop

Walk or Cart to Lake Sumter Landing! Our Village Gem - 5 Star - w/ Golf Cart

10.0 out of 10, Exceptional, (114)
"Great landlords, beautiful villa and great location "
Walk or Cart to Lake Sumter Landing! Our Village Gem - 5 Star - w/ Golf 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, (27)
"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
Private heated in-ground pool oasis with golf cart in Rio Grande!
Outdoor pool, a heated pool

Private heated in-ground pool oasis with golf cart in Rio Grande!

10.0 out of 10, Exceptional, (2)
"Very nice."
Private heated in-ground pool oasis with golf cart in Rio Grande!
1887 Royellou House 3BR 2BA
Dining

1887 Royellou House 3BR 2BA

10.0 out of 10, Exceptional, (159)
"Awesome historical house in a great location. "
1887 Royellou House 3BR 2BA
WOW...ELEGANT... Courtyard VILLA + Golf CART, Steps to POOL, 3 Min to Sumter SQ
A heated pool

WOW...ELEGANT... Courtyard VILLA + Golf CART, Steps to POOL, 3 Min to Sumter SQ

9.4 out of 10, Exceptional, (86)
"Excellent experience. Property, location, and hosts were awesome. Highly recommended!"
WOW...ELEGANT... Courtyard VILLA + Golf CART, Steps to POOL, 3 Min to Sumter SQ
Heated pool & Kayaking house with a canal access in Lake Panasoffkee
Outdoor dining

Heated pool & Kayaking house with a canal access in Lake Panasoffkee

9.6 out of 10, Exceptional, (39)
"Great clean house, thanks for having us!"
The price is HK$1,121
HK$2,874 total
includes taxes & fees
20 Oct - 21 Oct
Heated pool & Kayaking house with a canal access in Lake Panasoffkee
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, (116)
"The living room furniture was very comfortable! It had everything that we needed! Loved the location! Will definitely stay here again! "
WOW.. ELEGANT Courtyard Villa, GOLF CART, Walk to Sumter Square & pool, sleep 6+
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, (218)
"Super location!"
Golf Front Home, Solar Heat Pool! FREE golf cart, wifi, awesome view
Private Spacious Room in Home, with Pool-The Oasis Room
Outdoor pool

Private Spacious Room in Home, with Pool-The Oasis Room

9.6 out of 10, Exceptional, (19)
"Wonderful, Quite and Comfortable ! Easy check in and out ! Wonderful Host !"
The price is HK$420
HK$838 total
includes taxes & fees
8 Oct - 9 Oct
Private Spacious Room in Home, with Pool-The Oasis Room
Cozy Cottage 3 blocks from town
Exterior

Cozy Cottage 3 blocks from town

10.0 out of 10, Exceptional, (37)
"Great place close to everything would definitely stay again"
Cozy Cottage 3 blocks from town
Beautiful 3/2 designer home, pet friendly, free WiFi, golf cart, hot tub
Fridge, microwave, oven, stovetop

Beautiful 3/2 designer home, pet friendly, free WiFi, golf cart, hot tub

9.0 out of 10, Wonderful, (68)
"Great location. Clean. Helpful host. Quiet area. "
Beautiful 3/2 designer home, pet friendly, free WiFi, golf cart, hot tub
Historic Tremain Cottages
Front of property

Historic Tremain Cottages

3.0 star property
8.4 out of 10, Very good, (31)
"Great location!"
Historic Tremain Cottages
Stunning 2/2 Villa in Creekside Landing adjacent to Lake Sumter Landing w/Cart
Outdoor dining

Stunning 2/2 Villa in Creekside Landing adjacent to Lake Sumter Landing w/Cart

10.0 out of 10, Exceptional, (75)
"The place was great and Jeff couldn’t have been more accommodating Answered all our questions before and during our stay. Hope to stay there again in the future"
Stunning 2/2 Villa in Creekside Landing adjacent to Lake Sumter Landing w/Cart
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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Top Leesburg Hotel Reviews

Staybridge Suites Clermont Southeast by IHG

Staybridge Suites Clermont Southeast by IHG

10/10 Excellent
"I absolutely loved my stay at Staybridge-it is a beautiful hotel-beautifully furnished-spotlessly clean-friendly staff-tasty complimentary breakfast-5 stars! "
Carole 2-night trip
Posted 3 days ago
Staybridge Suites Clermont Southeast by IHG

Find out more about Leesburg

Find out more about Leesburg

Search for holiday rentals in Leesburg on Expedia! You can easily find your home rentals, villas, holiday apartments in Leesburg using one of the methods below:

  • View our selection of featured holiday rentals in Leesburg
  • Use the map to find apartments and other holiday homes in the Leesburg neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Leesburg while they last

Look no further and take a look at our great range of rental properties in Leesburg!

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?

Charming 2-bedroom apartment in house with AC, WiFi included: This holiday home rental outside of Leesburg is located in a rural location, and has a patio, a garden and a BBQ to put you at ease in your new surroundings. Kitchen amenities include a fridge, a microwave and kitchenware. You and your friends and family can relax into your holiday with amenities such as 1 hot tub.

How many holiday rentals are there in Leesburg?

Expedia has 33 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 Leesburg Center for the Arts and Paquette's Historical Farmall Museum. Lake Griffin and Lake Square Mall 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.