Holiday Homes in Leesburg

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

Next weekend
23 Jan - 25 Jan
In two weeks
30 Jan - 1 Feb
In one month
13 Feb - 15 Feb
In two months
13 Mar - 15 Mar

Our top choices for Leesburg holiday homes

Outdoor pool

Guest House with pool, boat parking

Guest House with pool, boat parking
Leesburg
8.8 out of 10, Excellent, (23 reviews)
"Loves it"
United States
brandi b.
The price is AU$273
includes taxes & fees
16 Feb - 17 Feb
Guest House with pool, boat parking
Dining

Cozy Home w/ Game Room Villages and Lake Harris

Cozy Home w/ Game Room Villages and Lake Harris
Leesburg
8.6 out of 10, Excellent, (9 reviews)
"The house was in a quiet working class neighborhood central to the Leesburg area. It was clean and well appointed for the price. Exceeded our expectations for the value. We will be back!"
United States
Brad T.
The price is AU$370
includes taxes & fees
28 Jan - 29 Jan
Cozy Home w/ Game Room Villages and Lake Harris
Smart TV, video games

Cozy Beach Style Attached Apartment Studio

Cozy Beach Style Attached Apartment Studio
Leesburg
9.4 out of 10, Exceptional, (36 reviews)
"Nice and clean place."
United States
santa
The price is AU$153
includes taxes & fees
26 Jan - 27 Jan
Cozy Beach Style Attached Apartment Studio
Interior

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

Spacious 4 bedroom 3.5 bath POOL home W/ Gym!!
Leesburg
9.4 out of 10, Exceptional, (12 reviews)
"Nice home! "
United States
Christine H.
The price is AU$865
includes taxes & fees
19 Jan - 20 Jan
Spacious 4 bedroom 3.5 bath POOL home W/ Gym!!
Interior

Updated with modern comfort, Old Florida Charm

Updated with modern comfort, Old Florida Charm
2.0 star property
Altoona
10.0 out of 10, Exceptional, (3 reviews)
"Helpful and accurate description. Enjoyed our stay. "
United States
jessica m.
The price is AU$343
includes taxes & fees
27 Jan - 28 Jan
Updated with modern comfort, Old Florida Charm
Fridge, microwave, oven, stovetop

Totally renovated bathrooms,kitchen, floors,bedrooms,by professional tradesmen

Totally renovated bathrooms,kitchen, floors,bedrooms,by professional tradesmen
Alhambra
10.0 out of 10, Exceptional, (2 reviews)
"Jeff has a beautiful place in The Villages. It is clean, well furnished, and comfortable. "
United States
Debbie T.
The price is AU$335
includes taxes & fees
19 Jan - 20 Jan
Totally renovated bathrooms,kitchen, floors,bedrooms,by professional tradesmen
Fridge, microwave, oven, stovetop

BETTER THAN A 5 STAR HOTEL WITH GOLF CART WHOLE HOUSE TOTALLY REMODELED

BETTER THAN A 5 STAR HOTEL WITH GOLF CART WHOLE HOUSE TOTALLY REMODELED
Alhambra
10.0 out of 10, Exceptional, (10 reviews)
"Very nice enjoyed it."
United States
Joyce G.
The price is AU$336
includes taxes & fees
31 Jan - 1 Feb
BETTER THAN A 5 STAR HOTEL WITH GOLF CART WHOLE HOUSE TOTALLY REMODELED
Interior

Charming 2-bedroom house in The Villages near Spanish Springs.

Charming 2-bedroom house in The Villages near Spanish Springs.
Lady Lake
9.6 out of 10, Exceptional, (11 reviews)
"Dana was great to work with. Very accommodating. Convenient to shopping restaurants and entertainment."
United States
John
The price is AU$334
includes taxes & fees
18 Jan - 19 Jan
Charming 2-bedroom house in The Villages near Spanish Springs.
Smart TV, books

Retreat with bike access/full kitchen/Fence yard/board games/mins from Orlando

Retreat with bike access/full kitchen/Fence yard/board games/mins from Orlando
Tavares
9.4 out of 10, Exceptional, (36 reviews)
"Loved the size of the kitchen and living room! Great floor plan (location of bedrooms gave privacy to guests) Was lacking in hand towels and washcloths, thankfully I brought my own. Beds were comfortable, loved the mattress in the master bedroom. Will definitely stay again!"
United States
Angela C.
The price is AU$430
includes taxes & fees
27 Jan - 28 Jan
Retreat with bike access/full kitchen/Fence yard/board games/mins from Orlando
2 bedrooms, iron/ironing board, free WiFi, bed sheets

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

Charming 2-bedroom apartment in house with AC, WiFi included
Apopka
9.8 out of 10, Exceptional, (14 reviews)
"It was quiet, clean and had snacks and drinks for us."
United States
Lori
The price is AU$223
includes taxes & fees
19 Jan - 20 Jan
Charming 2-bedroom apartment in house with AC, WiFi included
Fridge, microwave, oven, stovetop

Classic Mid Century Home with Fenced Yard near The Village’s

Classic Mid Century Home with Fenced Yard near The Village’s
Coleman
10.0 out of 10, Exceptional, (1 review)
"Relaxing, and easy stay. Great communication with the host and my dogs enjoyed the property. Would stay here again to visit family"
United States
Heather T.
The price is AU$355
includes taxes & fees
17 Jan - 18 Jan
Classic Mid Century Home with Fenced Yard near The Village’s
Smart TV, offices

Cottage-Pvt lake & pool access Near Disney w/porch

Cottage-Pvt lake & pool access Near Disney w/porch
Vacation Village
10.0 out of 10, Exceptional, (5 reviews)
"Great place! Exactly what we wanted for our Florida Vaca! "
United States
Carrie C.
The price is AU$546
includes taxes & fees
18 Jan - 19 Jan
Cottage-Pvt lake & pool access Near Disney w/porch
Living area

Beautiful House, On the River, Kayaks, Large Dock

Beautiful House, On the River, Kayaks, Large Dock
Weirsdale
10.0 out of 10, Exceptional, (13 reviews)
"Had a great stay. Place was clean. Communication with host was great. Would definitely stay again. Thanks!"
United States
Paul D.
The price is AU$464
includes taxes & fees
26 Jan - 27 Jan
Beautiful House, On the River, Kayaks, Large Dock
Outdoor pool

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

Private Spacious Room in Home, with Pool-The Oasis Room
Clermont
9.6 out of 10, Exceptional, (23 reviews)
"Great host great property"
United States
Ken K.
The price is AU$164
includes taxes & fees
28 Jan - 29 Jan
Private Spacious Room in Home, with Pool-The Oasis Room
TV, offices

Sumner Lake Tiny House - Lake Sumner

Sumner Lake Tiny House - Lake Sumner
Clermont
10.0 out of 10, Exceptional, (1 review)
"Lovely accommodations. Extremely clean. Very comfortable. "
United States
COLLEEN C.
The price is AU$596
includes taxes & fees
18 Jan - 19 Jan
Sumner Lake Tiny House - Lake Sumner
Interior

Your second home in florida

Your second home in florida
Altoona
9.4 out of 10, Exceptional, (8 reviews)
"Very nice place. It was simple and beautiful. We found our place to stay when we visit our family in the area."
United States
Debra M.
The price is AU$258
includes taxes & fees
19 Jan - 20 Jan
Your second home in florida
Private kitchen

Private 1-bedroom in shared house in Clermont.

Private 1-bedroom in shared house in Clermont.
Clermont
The price is AU$199
includes taxes & fees
29 Jan - 30 Jan
Private 1-bedroom in shared house in Clermont.
Outdoor pool, a heated pool

PETS STAY FREE Camp Street Cabanas #1 on Lake Dora PRIVATE SANDY BEACH & DOCK

PETS STAY FREE Camp Street Cabanas #1 on Lake Dora PRIVATE SANDY BEACH & DOCK
Tavares
10.0 out of 10, Exceptional, (5 reviews)
"Inside was very nice. The outside needs work. Lounge chairs broken, pool area very dirty. "
United States
Caprill H.
The price is AU$472
includes taxes & fees
19 Jan - 20 Jan
PETS STAY FREE Camp Street Cabanas #1 on Lake Dora PRIVATE SANDY BEACH & DOCK
TV, video games

Family-Friendly Retreat Near Golf & Lake Weir

Family-Friendly Retreat Near Golf & Lake Weir
Summerfield
9.8 out of 10, Exceptional, (19 reviews)
"We stayed here for Rock the Country music festival and it was just what we needed, perfect stay! "
United States
Amanda I.
The price is AU$425
includes taxes & fees
31 Jan - 1 Feb
Family-Friendly Retreat Near Golf & Lake Weir
Exterior

(2) Tiny Homes on 6 acre horse farm. Spring fed pond. Amazing Sunsets. Fire pit.

(2) Tiny Homes on 6 acre horse farm. Spring fed pond. Amazing Sunsets. Fire pit.
Howey-in-the-Hills
10.0 out of 10, Exceptional, (20 reviews)
"This was my second time staying here and I loved it! Awesome host and peaceful place."
United States
Arielle C.
The price is AU$363
includes taxes & fees
9 Feb - 10 Feb
(2) Tiny Homes on 6 acre horse farm. Spring fed pond. Amazing Sunsets. Fire pit.
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Leesburg Hotel Reviews

The Waterfront Inn

The Waterfront Inn

10/10 Excellent
"couldn't be better"
Myung 1-night trip
Posted 2 days ago
The Waterfront Inn

Find out more about Leesburg

Leesburg Holiday Homes information

Number of reviews
181
Accommodation
1511 Holiday Homes
Lowest Price
AU$223
Highest Price
AU$865