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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 Orange Blossom Hills Golf & Country Club and Spanish Springs Town ...
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
"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!
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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 a 4-minute drive from Glenview Champions Country Club and 6 minutes from Nancy Lopez ...
3Bedroom w/2 Seater Golf Cart
Marilyn’s Romantic Getaway

Marilyn’s Romantic Getaway

The Villages
When you 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$452 per night from 17 Dec to 18 Dec
AU$452
includes taxes & fees
17 Dec - 18 Dec
With a stay at this vacation home in The Villages (Duval), you'll be a 5-minute drive from Cane Garden Country Club and 7 minutes from The Villages Market ...
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
Lake Vibes Only ~ Intimate Lake Cottage in Mount Dora

Lake Vibes Only ~ Intimate Lake Cottage in Mount Dora

Mount Dora
Located in Mount Dora, this vacation home is on the waterfront, within a 10-minute drive of Trimble Park and Lake Dora.
Lake Vibes Only ~ Intimate Lake Cottage in Mount Dora
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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$128
Highest Price
AU$452
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, "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, Lake Vibes Only ~ Intimate Lake Cottage in Mount Dora

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$132 per night from 24 Nov to 25 Nov
AU$132
includes taxes & fees
24 Nov - 25 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$159 per night from 26 Nov to 27 Nov
AU$159
includes taxes & fees
26 Nov - 27 Nov
Located in Leesburg, Best Western Plus Chain of Lakes Inn & Suites is in a shopping district, within a 5-minute drive of Lake Griffin State Park and Lake ...
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
Fully refundableReserve now, pay when you stay
The price is AU$191 per night from 1 Dec to 2 Dec
AU$191
includes taxes & fees
1 Dec - 2 Dec
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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Quality Inn & Suites Leesburg Chain of Lakes

Quality Inn & Suites Leesburg Chain of Lakes

2.5 out of 5
1392 North Blvd W, Leesburg, FL
Fully refundableReserve now, pay when you stay
The price is AU$128 per night from 24 Nov to 25 Nov
AU$128
includes taxes & fees
24 Nov - 25 Nov
A stay at Quality Inn & Suites Leesburg Chain of Lakes places you in the heart of Leesburg, within a 5-minute drive of Lake Griffin State Park and Lake ...
Quality Inn & Suites 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.