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Top Holiday Rentals in Leesburg

Cozy Beach Style Attached Apartment Studio

9.4 out of 10, Exceptional, (32)
"Very nice set up having TV’s in both rooms was very nice. "
The price is £116
includes taxes & fees
11 Aug - 12 Aug
Cozy Beach Style Attached Apartment Studio

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

9.0 out of 10, Wonderful, (4)
"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 £476
includes taxes & fees
11 Aug - 12 Aug
Spacious 4 bedroom 3.5 bath POOL home W/ Gym!!

Lakefront Magic Wilderness Cabin

10.0 out of 10, Exceptional, (10)
"This place was very clean and had everything we needed. "
Lakefront Magic Wilderness Cabin

Guest House with pool, boat parking

8.6 out of 10, Excellent, (20)
"Richard was great with communicating and his home was welcoming, quiet and secure. Clean property with tons of local amenities. Would definitely stay again. "
The price is £138
includes taxes & fees
11 Aug - 12 Aug
Guest House with pool, boat parking

Siena at Bella Collina

3.5 star property
9.8 out of 10, Exceptional, (67)
"Fantastic accommodation. "
The price is £257
includes taxes & fees
27 Aug - 28 Aug
Siena at Bella Collina

LUXURY ESCAPE-Better Than a 5-Star Hotel: 2 Bed/1 Bath/ Encl Lanai w/ Heat & A/C

2.0 star property
10.0 out of 10, Exceptional, (24)
"The property is in a great location for everything you need in the villages and the surrounding area. Very clean and comfortable with a nice sitting area in the patio outside. Communications with the owner is very helpful and also quick to respond. Very safe area to stay. "
The price is £203
includes taxes & fees
23 Aug - 24 Aug
LUXURY ESCAPE-Better Than a 5-Star Hotel: 2 Bed/1 Bath/ Encl Lanai w/ Heat & A/C

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

9.8 out of 10, Exceptional, (63)
"Very enjoyable"
"Mermaid House" in Downtown Mt. Dora!! Pet Friendly

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

10.0 out of 10, Exceptional, (21)
"We were in town visiting family. The house met our needs and enjoyed the golf cart to explore the villages on our down time."
The Villages FL Community w/ Elec. Golf Cart. Restaurants, Shopping & Hospitals.

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

8.8 out of 10, Excellent, (3)
"Great place in a very convenient location "
Private Pool, Golf Cart, & Pet Friendly. Close to Golf and Town Squares.

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

10.0 out of 10, Exceptional, (68)
"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!

Hot Tub House - Entire 3 Bedroom House in The Villages

10.0 out of 10, Exceptional, (103)
"This house was perfect, had everything we needed and then some, communication was excellent. Will def stay here again! Thank you agai"
Hot Tub House - Entire 3 Bedroom House in The Villages

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

10.0 out of 10, Exceptional, (15)
"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."
2 King 2 Twin 1 Queen Enormous Deck 3 BD Lakeview House at Waterfront Park

Historic Tremain Cottages

3.0 star property
8.4 out of 10, Very good, (31)
"Great location!"
Historic Tremain Cottages

FREE Golf Cart! Fabulous Location! Classy Decor! Pet-friendly!

10.0 out of 10, Exceptional, (48)
"The property is very well kept and Brad was very great to deal with"
FREE Golf Cart! Fabulous Location! Classy Decor! Pet-friendly!

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

10.0 out of 10, Exceptional, (213)
"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

European meets Southern Charm in this 3 Bedroom Get Away in Mount Dora

9.8 out of 10, Exceptional, (144)
"This was a very comfortable stay. The house is nicely appointed. Very easy to relax. The pool and pool area are nice. Only drawback is it isn't heated."
European meets Southern Charm in this 3 Bedroom Get Away in Mount Dora

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

9.0 out of 10, Wonderful, (68)
"Grear stay at a nice property. Unlike most rentals, the host provided basic food staples, condiments and coffee filters. It waa a nice touch!"
Beautiful 3/2 designer home, pet friendly, free WiFi, golf cart, hot tub

Adorable Private Tiny Home "The Pink House" in Downtown Mt. Dora!! Pet Friendly

10.0 out of 10, Exceptional, (58)
"Overall very happy with our stay! "
Adorable Private Tiny Home "The Pink House" in Downtown Mt. Dora!! Pet Friendly

Our Village Gem-5 Star- Elegant & Comfortable- Very Close to Sumter Squ.

10.0 out of 10, Exceptional, (115)
"Everything was very nice, no issues at all."
Our Village Gem-5 Star- Elegant & Comfortable- Very Close to Sumter Squ.

Ranch with pool/Lake fishing kayak Paddleboard Soccer Motocross 30 min to Disney

10.0 out of 10, Exceptional, (39)
"Great place"
The price is £633
includes taxes & fees
19 Aug - 20 Aug
Ranch with pool/Lake fishing kayak Paddleboard Soccer Motocross 30 min to Disney
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

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?

Better Than A 5 Star Hotel IN THE VILLAGES 2 Bedroom house WiFi, AC, GOLF CART: This holiday home rental outside of Leesburg is located on a lake, and has an outdoor pool, a BBQ and air conditioning to put you at ease in your new surroundings. Kitchen amenities include a dishwasher, a fridge and a stovetop.

How many holiday rentals are there in Leesburg?

Expedia has 31 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.