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Check prices for these dates

In two weeks
12 Sep - 14 Sep
In two months
24 Oct - 26 Oct
In three months
21 Nov - 23 Nov
In four months
19 Dec - 21 Dec

Browse Select Leesburg Cottages

Historic Tremain Cottages
Front of property

Historic Tremain Cottages

3.0 star property
8.4 out of 10, Very good, (31)
"Great location!"
Historic Tremain Cottages
Single-story Home w/ Golf Cart in The Villages
House (3 Bedrooms) | Front of property

Single-story Home w/ Golf Cart in The Villages

3.0 star property
Single-story Home w/ Golf Cart in The Villages
Quiet Home in The Villages w/ Pool Access!
House (2 Bedrooms) | Interior

Quiet Home in The Villages w/ Pool Access!

3.0 star property
10.0 out of 10, Exceptional, (5)
"It was very peaceful and close to everything we needed. The house was clean, inviting, and comfortable."
Quiet Home in The Villages w/ Pool Access!
The Villages Abode w/ Community Pools, Golf & More
House (2 Bedrooms) | Interior

The Villages Abode w/ Community Pools, Golf & More

3.0 star property
10.0 out of 10, Exceptional, (4)
"Great place to stay!! Nice home, quiet street, and better than staying in a hotel."
The Villages Abode w/ Community Pools, Golf & More
Fire Pit & Yard: Updated Winter Garden Home!
House (2 Bedrooms) | Interior

Fire Pit & Yard: Updated Winter Garden Home!

3.0 star property
Fire Pit & Yard: Updated Winter Garden Home!
Sunny Home w/ Golf Cart in The Villages!
Interior

Sunny Home w/ Golf Cart in The Villages!

3.0 star property
10.0 out of 10, Exceptional, (2)
"The property was comfortable and spotless. The owner was available to answer any questions. I would stay here again in a minute. Thank you."
Sunny Home w/ Golf Cart in The Villages!
Mount Dora Cottages
Cottage, 1 Queen, 2 Twins, Sleeper Sofa, Pet Friendly (235 Cottage) (Ground Floor) | Terrace/patio

Mount Dora Cottages

3.0 star property
9.4 out of 10, Exceptional, (208)
"Our family loved this place and the neighborhood is perfect for a quiet afternoon. "
The price is ฿6,014
฿6,675 total
includes taxes & fees
2 Sept - 3 Sept
Mount Dora Cottages
16 Mi to Disney: Cottage w/ Deck in Winter Garden
Cottage (1 Bedroom) | Interior

16 Mi to Disney: Cottage w/ Deck in Winter Garden

3.0 star property
9.0 out of 10, Wonderful, (2)
"This house is adorable! It was perfect for us as a couple. Very sweetly decorated and homey. The neighborhood is very quiet and off the beaten path, as they say, yet very close to stores and beautiful downtown Winter Garden. We would SO stay again! Would love to do a seasonal stay. "
16 Mi to Disney: Cottage w/ Deck in Winter Garden
Dtwn Winter Garden Home: 12 Mi to Disney!
Cottage (3 Bedrooms) | Interior

Dtwn Winter Garden Home: 12 Mi to Disney!

3.0 star property
Dtwn Winter Garden Home: 12 Mi to Disney!
Lakefront Retreat w/ Kayaks & Fire Pit in Clermont
House (1 Bedroom) | Interior

Lakefront Retreat w/ Kayaks & Fire Pit in Clermont

3.0 star property
10.0 out of 10, Exceptional, (1)
"We had a great time in the cozy house , next time I gonna stay more time for the week thank you."
Lakefront Retreat w/ Kayaks & Fire Pit in Clermont
< 1 Mi to Lake Weir: Quiet Summerfield Getaway
House (2 Bedrooms) | Interior

< 1 Mi to Lake Weir: Quiet Summerfield Getaway

3.0 star property
10.0 out of 10, Exceptional, (3)
< 1 Mi to Lake Weir: Quiet Summerfield Getaway
5 Mi to Dtwn Clermont: Family Home w/ Water Views!
House (3 Bedrooms) | Front of property

5 Mi to Dtwn Clermont: Family Home w/ Water Views!

3.0 star property
5 Mi to Dtwn Clermont: Family Home w/ Water Views!
11 Mi to Silver Springs State Park: Forested Haven
House (3 Bedrooms) | Interior

11 Mi to Silver Springs State Park: Forested Haven

3.0 star property
11 Mi to Silver Springs State Park: Forested Haven
Quiet Pet-friendly Silver Springs Escape!
Interior

Quiet Pet-friendly Silver Springs Escape!

3.0 star property
10.0 out of 10, Exceptional, (5)
"Property is just as pictured in the pictures. A nice quiet home to relax. Thank you for a wonderful place to stay."
Quiet Pet-friendly Silver Springs Escape!
Sunny Home in The Villages w/ Lanai & Pool Access!
House (2 Bedrooms) | Interior

Sunny Home in The Villages w/ Lanai & Pool Access!

3.0 star property
8.0 out of 10, Very good, (4)
"Enjoyed the Village’s and loved the area we stayed in. Very nice pool, friendly neighborhood, everything was so convenient to get to. This property needs an update badley…carpet needs to go, it was dirty and stained. Most of the furniture needs to be replaced…couch, loveseat, and primary bedroom furniture was very nice."
Sunny Home in The Villages w/ Lanai & Pool Access!
Quaint & Dreamy Mt Dora Cottage: Close to Lake
Cottage (2 Bedrooms) | Interior

Quaint & Dreamy Mt Dora Cottage: Close to Lake

3.0 star property
9.0 out of 10, Wonderful, (2)
"Everythig great"
Quaint & Dreamy Mt Dora Cottage: Close to Lake
Waterfront Lake Dora Escape w/ Private Dock & Slip
House (3 Bedrooms) | Interior

Waterfront Lake Dora Escape w/ Private Dock & Slip

3.0 star property
Waterfront Lake Dora Escape w/ Private Dock & Slip
Grand Oaks Resort
Acorn Cottage | 1 bedroom, individually decorated, individually furnished, soundproofing

Grand Oaks Resort

3.0 star property
9.6 out of 10, Exceptional, (8)
"This was a great vacation and the absolutely perfect place to stay. "
Grand Oaks Resort
Walk to Community Perks: Home in The Villages
House (3 Bedrooms) | Interior

Walk to Community Perks: Home in The Villages

3.0 star property
Walk to Community Perks: Home in The Villages
The Villages Home w/ Golf Cart & Community Pools!
House (2 Bedrooms) | Interior

The Villages Home w/ Golf Cart & Community Pools!

3.0 star property
The Villages Home w/ Golf Cart & Community Pools!
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

Find out more about Leesburg

Find out more about Leesburg

Leesburg Cottages information

Number of reviews
Accommodation
161 Cottages
Lowest Price
฿6,014
Highest Price
฿6,014

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Frequently asked questions

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Reserving a cottage in Leesburg is as simple as entering your travel dates and picking your ideal place for outdoor recreation and relaxation. From ritzy retreats to budget-friendly properties and cottages that come with perks like a pool, Expedia has something for all styles and tastes. As for the best offers around? We've have them as well!
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What is there to do in Leesburg near my cottage?
Once you've unpacked your bags, get out and discover the fun things Leesburg has on offer. ViaPort Florida is a great attraction to add to your to-do list.