Book Holiday Homes in Leesburg

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Featured Holiday Homes in Leesburg

Cozy Country Home 4 Blocks From the Lake

Cozy Country Home 4 Blocks From the Lake

Tavares
With a stay at this vacation home in Tavares, you'll be within a 10-minute walk of TableTop Team Trivia and Wooten Park.
Cozy Country Home 4 Blocks From the Lake
Stylish New 4 Bedrooms Home with Pool

Stylish New 4 Bedrooms Home with Pool

Clermont
With a stay at this vacation home in Clermont, you'll be a 3-minute walk from Palatlakaha Recreation Area and 12 minutes by foot from Watertoyz of Clermont.
Stylish New 4 Bedrooms Home with Pool
"Mermaid House" in Downtown Mt. Dora!! Pet Friendly

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

Mount Dora
A stay at this vacation home places you in the heart of Mount Dora, within a 10-minute walk of Mount Dora Community Building and Donnelly Park.
"Mermaid House" in Downtown Mt. Dora!! Pet Friendly
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Better Than A 5 Star Hotel IN THE VILLAGES 2 Bedroom house WiFi, AC, GOLF CART

Better Than A 5 Star Hotel IN THE VILLAGES 2 Bedroom house WiFi, AC, GOLF CART

2 out of 5
The Villages
The price is AU$356 per night from 15 Apr to 16 Apr
AU$356
includes taxes & fees
15 Apr - 16 Apr
With a stay at this vacation home in Lady Lake, you'll be next to a golf course, within a 5-minute drive of Spanish Springs Town Square and The Villages Market ...
Better Than A 5 Star Hotel IN THE VILLAGES 2 Bedroom house WiFi, AC, GOLF CART
Pool, Golf course view home, 4 place golf cart

Pool, Golf course view home, 4 place golf cart

The Villages
With a stay at this vacation home in The Villages (Belvedere), you'll be within a 15-minute drive of Spanish Springs Town Square and Miona Lake Golf Club.
Pool, Golf course view home, 4 place golf cart
Pool, golf cart, private Paradise!

Pool, golf cart, private Paradise!

The Villages
The price is AU$809 per night from 14 Apr to 15 Apr
AU$809
includes taxes & fees
14 Apr - 15 Apr
With a stay at this vacation home in The Villages (Santiago), you'll be within a 10-minute drive of Spanish Springs Town Square and Central Florida Health.
Pool, golf cart, private Paradise!
Golfer's Paradise - The Villages in Wildwood!

Golfer's Paradise - The Villages in Wildwood!

Wildwood
With a stay at this vacation home in Wildwood, you'll be within a 10-minute drive of Continental Country Club and Lake Deaton.
Golfer's Paradise - The Villages in Wildwood!
Cozy Beach Style Attached Apartment Studio

Cozy Beach Style Attached Apartment Studio

Leesburg
The price is AU$210 per night from 6 Apr to 7 Apr
AU$210
includes taxes & fees
6 Apr - 7 Apr
Located in Leesburg, this vacation home is within a 10-minute drive of Lake Sumter Sports Complex and Recreation Area and ViaPort Florida.
Cozy Beach Style Attached Apartment Studio
PETS STAY FREE Camp St. Cabanas on Lake Dora Unit 2

PETS STAY FREE Camp St. Cabanas on Lake Dora Unit 2

Tavares
The price is AU$640 per night from 5 May to 6 May
AU$640
includes taxes & fees
5 May - 6 May
With a stay at this vacation home in Tavares, you'll be a 1-minute walk from Lake Dora and 8 minutes by foot from Dora Canal Plaza Shopping Center.
PETS STAY FREE Camp St. Cabanas on Lake Dora Unit 2
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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 Holiday Houses

Do you love last minute road trips and late-night food runs and sunrises on the beach? Do words like “schedule” and “calendar” make you shout, “Don’t box me in!”? You might be a little bit of a rebel. But you’re a rebel with a cause: having a smashing holiday. Itinerary? What’s that? Our Leesburg vacation homes are the perfect way for you to wing it.

Holiday houses in Leesburg let you live life on your own terms. You’ll have so much space, you’ll wish you had more friends and family—but you can always invite over the neighbours. You can often have luxury amenities, but with all the attractions of Leesburg in your backyard, budget holiday homes will do just fine, too. That will just leave you more dough to spend on the important things: cocktails, brunch, and local Leesburg adventures, obvs.

If your adventure buddy happens to have fur and four legs, you just might find a pet-friendly holiday house in Leesburg with your name on it.

No need to spend big bickies for a holiday beach house the size of Buckingham Palace—unless you’re really in trouble with bae. We’ve got a great selection of Leesburg vacation homes with everything you need for a seriously amazing getaway. Throw out that daily planner and hit “reject” on all those meeting invites. You’re off to a place where there are no rules.

Leesburg Holiday Homes essential information

Accommodation
1528 Holiday Homes
Lowest Price
AU$114
Highest Price
AU$809
Popular accommodation
Cozy Country Home 4 Blocks From the Lake, Stylish New 4 Bedrooms Home with Pool, "Mermaid House" in Downtown Mt. Dora!! Pet Friendly, Better Than A 5 Star Hotel IN THE VILLAGES 2 Bedroom house WiFi, AC, GOLF CART, Pool, Golf course view home, 4 place golf cart, Pool, golf cart, private Paradise!, Golfer's Paradise - The Villages in Wildwood!, Cozy Beach Style Attached Apartment Studio, PETS STAY FREE Camp St. Cabanas on Lake Dora Unit 2

Top trending hotels in Leesburg

Microtel Inn & Suites by Wyndham Leesburg/Mt Dora

Microtel Inn & Suites by Wyndham Leesburg/Mt Dora

2 out of 5
9700 Us Highway 441, Leesburg, FL
Fully refundableReserve now, pay when you stay
The price is AU$163 per night from 6 Apr to 7 Apr
AU$163
includes taxes & fees
6 Apr - 7 Apr
When you stay at Microtel Inn & Suites by Wyndham Leesburg/Mt Dora in Leesburg, you'll be near the airport, within a 10-minute walk of Lake Sumter Sports Complex ...
Microtel Inn & Suites by Wyndham Leesburg/Mt Dora
Best Western Plus Chain of Lakes Inn & Suites

Best Western Plus Chain of Lakes Inn & Suites

2.5 out of 5
1321 N 14th St, Leesburg, FL
Fully refundableReserve now, pay when you stay
The price is AU$174 per night from 13 Apr to 14 Apr
AU$174
includes taxes & fees
13 Apr - 14 Apr
With a stay at Best Western Plus Chain of Lakes Inn & Suites in Leesburg, you'll be in a shopping district, within a 15-minute drive of Spanish Springs Town ...
Best Western Plus Chain of Lakes Inn & Suites
TownePlace Suites by Marriott Leesburg

TownePlace Suites by Marriott Leesburg

3 out of 5
238 Eagles Watch Street, Leesburg, FL
Fully refundableReserve now, pay when you stay
The price is AU$244 per night from 20 Apr to 21 Apr
AU$244
includes taxes & fees
20 Apr - 21 Apr
Located in Leesburg, TownePlace Suites by Marriott Leesburg is within a 15-minute walk of UF Health Leesburg Hospital and Venetian Gardens.
TownePlace Suites by Marriott Leesburg
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Sleep Inn Leesburg Chain of Lakes

Sleep Inn Leesburg Chain of Lakes

2.5 out of 5
2476 N. Citrus Blvd, Leesburg, FL
Fully refundableReserve now, pay when you stay
The price is AU$114 per night from 28 Apr to 29 Apr
AU$114
includes taxes & fees
28 Apr - 29 Apr
With a stay at Sleep Inn Leesburg Chain of Lakes in Leesburg, you'll be near the airport, within a 15-minute drive of Spanish Springs Town Square and Lake Griffin ...
Sleep Inn Leesburg Chain of Lakes
Don't see what you're looking for?
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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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^Subject to availability and chosen travel dates.