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Featured Holiday Homes in Leesburg

2 BR, 2 B Home.w/ Golf Cart  Located in The Villages.1 Mile from Spanish Springs

2 BR, 2 B Home.w/ Golf Cart Located in The Villages.1 Mile from Spanish Springs

The Villages
With a stay at this vacation home in Lady Lake, you'll be within a 5-minute drive of Spanish Springs Town Square and Orange Blossom Hills Golf & Country ...
2 BR, 2 B Home.w/ Golf Cart Located in The Villages.1 Mile from Spanish Springs
Private Spacious Room in Home, with Pool-The Oasis Room

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

Clermont
With a stay at this vacation home in Clermont, you'll be within a 5-minute drive of Hancock Park and East Ridge High School Football Stadium.
Private Spacious Room in Home, with Pool-The Oasis Room
Charming and Historic Southern Homestead

Charming and Historic Southern Homestead

Clermont
With a stay at this vacation home in Clermont, you'll be within a 15-minute walk of Watertoyz of Clermont and Clermont Historic Village Museum.
Charming and Historic Southern Homestead
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"Tiny House2" Cottage downtown Mt. Dora Location! Location! Location!

"Tiny House2" Cottage downtown Mt. Dora Location! Location! Location!

Mount Dora
A stay at this vacation home places you in the heart of Mount Dora, steps from Modernism Museum and Mount Dora History Museum.
"Tiny House2" Cottage downtown Mt. Dora Location! Location! Location!
3Bedroom w/2 Seater Golf Cart

3Bedroom w/2 Seater Golf Cart

The Villages
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 Glenview Champions Country ...
3Bedroom w/2 Seater Golf Cart
Marilyn’s Romantic Getaway

Marilyn’s Romantic Getaway

The Villages
With a stay at this vacation home in Lady Lake, you'll be within a 10-minute drive of Spanish Springs Town Square and The Villages Market Square.
Marilyn’s Romantic Getaway
Paradise Village home in perfect golfing and recreation center location.

Paradise Village home in perfect golfing and recreation center location.

The Villages
The price is AU$375 per night from 14 Nov to 15 Nov
AU$375
includes taxes & fees
14 Nov - 15 Nov
With a stay at this vacation home in The Villages (Duval), you'll be within a 15-minute drive of Spanish Springs Town Square and Cane Garden Country Club.
Paradise Village home in perfect golfing and recreation center location.
Adorable Private Tiny Home  "The Pink House" in Downtown Mt. Dora!! Pet Friendly

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

Mount Dora
With a stay at this vacation home, you'll be centrally located in Mount Dora, just a 4-minute walk from Mount Dora Museum Of Speed and 7 minutes by foot from ...
Adorable Private Tiny Home "The Pink House" in Downtown Mt. Dora!! Pet Friendly
Lake Dora at the Entrance to the Famous Dora Canal and Americas Sea Plane Base

Lake Dora at the Entrance to the Famous Dora Canal and Americas Sea Plane Base

Tavares
With a stay at this vacation home in Tavares, you'll be on the waterfront, just a 1-minute walk from Lake Dora and 8 minutes by foot from Dora Canal Plaza Shopping ...
Lake Dora at the Entrance to the Famous Dora Canal and Americas Sea Plane Base
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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
1257 Holiday Homes
Lowest Price
AU$114
Highest Price
AU$375
Popular accommodation
2 BR, 2 B Home.w/ Golf Cart Located in The Villages.1 Mile from Spanish Springs, Private Spacious Room in Home, with Pool-The Oasis Room, Charming and Historic Southern Homestead, "Tiny House2" Cottage downtown Mt. Dora Location! Location! Location! , 3Bedroom w/2 Seater Golf Cart, Marilyn’s Romantic Getaway, Paradise Village home in perfect golfing and recreation center location. , Adorable Private Tiny Home "The Pink House" in Downtown Mt. Dora!! Pet Friendly, Lake Dora at the Entrance to the Famous Dora Canal and Americas Sea Plane Base

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$135 per night from 12 Nov to 13 Nov
AU$135
includes taxes & fees
12 Nov - 13 Nov
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$158 per night from 10 Nov to 11 Nov
AU$158
includes taxes & fees
10 Nov - 11 Nov
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

2.5 out of 5
238 Eagles Watch Street, Leesburg, FL
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 18 Nov to 19 Nov
AU$114
includes taxes & fees
18 Nov - 19 Nov
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
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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.