A park with a pond, a wooden bridge, and trees.

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Check prices for these dates

In two weeks
23 Oct - 25 Oct
In two months
4 Dec - 6 Dec
In three months
1 Jan - 3 Jan
In four months
29 Jan - 31 Jan

Our top choices for Leesburg cottages

A white house with a covered porch, surrounded by lush greenery and a large tree.

1. Waterfront Cottage on Haynes Creek

Waterfront Cottage on Haynes Creek
Leesburg
9.4 out of 10, Exceptional, (18 reviews)
"Cute little cottage, we had a nice relaxing stay."
United States
Rebecca S.
The price is AED 327
AED 746 total
includes taxes & fees
6 Oct - 7 Oct
Waterfront Cottage on Haynes Creek
A single-story house with a garage, a driveway, and a lawn.

2. Swim, Golf & Unwind: Home 5 Mi to Lake Sumter!

Swim, Golf & Unwind: Home 5 Mi to Lake Sumter!
3.0 star property
Collier
The price is AED 544
AED 1,375 total
includes taxes & fees
6 Oct - 7 Oct
Swim, Golf & Unwind: Home 5 Mi to Lake Sumter!
A covered porch with wicker chairs and a ceiling fan.

3. Historic Tremain Cottages

Historic Tremain Cottages
3.0 star property
Mount Dora
8.6 out of 10, Excellent, (43 reviews)
"Accommodations were comfortable, quaint space. Bed was very comfortable. Just beware the shower is very narrow and ceilings low. Not ideal for a taller or bigger person. Nice and close to the downtown area. Would stay here again."
United States
Betty
The price is AED 596
AED 662 total
includes taxes & fees
7 Oct - 8 Oct
Historic Tremain Cottages
A beachside restaurant named Gator Joes with a wooden boardwalk leading to the entrance.

4. Cozy Cottage At Lake Weir

Cozy Cottage At Lake Weir
Ocklawaha
10.0 out of 10, Exceptional, (13 reviews)
"This was the perfect spot for our family! The property was so cute and great walking distance to the lake. Would definitely visit again!"
United States
Lauren D.
The price is AED 436
AED 796 total
includes taxes & fees
6 Oct - 7 Oct
Cozy Cottage At Lake Weir
A well-lit garden area with a gravel pathway, decorative lights, and various plants.

5. Charming Celtic Cottage Retreat – 2 Bed, 1 Bath Haven"

Charming Celtic Cottage Retreat – 2 Bed, 1 Bath Haven"
Mount Dora
10.0 out of 10, Exceptional, (25 reviews)
"Great stay! Very welcoming home and very comfortable beds. Would rent again."
United States
Thomas K.
The price is AED 526
AED 948 total
includes taxes & fees
11 Oct - 12 Oct
Charming Celtic Cottage Retreat – 2 Bed, 1 Bath Haven"
A small, single-story house with a gabled roof and a front porch.

6. Mount Dora Cottages

Mount Dora Cottages
3.0 star property
Mount Dora
9.4 out of 10, Exceptional, (212 reviews)
"Perfect spot"
United States
PATRICIA
The price is AED 783
AED 870 total
includes taxes & fees
6 Oct - 7 Oct
Mount Dora Cottages
A covered porch with white wicker furniture and green cushions, large windows, and a ceiling fan.

7. Beautiful Historic Cottage, The Garden

Beautiful Historic Cottage, The Garden
Mount Dora
10.0 out of 10, Exceptional, (15 reviews)
"Nice and quiet place to stay."
United States
Mark
The price is AED 639
AED 798 total
includes taxes & fees
6 Oct - 7 Oct
Beautiful Historic Cottage, The Garden
A hallway with a dining area, a black metal chair, and a sign reading "Rendezvous".

8. Beautiful Historic Cottage, Rendezvous

Beautiful Historic Cottage, Rendezvous
Mount Dora
9.4 out of 10, Exceptional, (17 reviews)
"This property is the perfect location for walking downtown shops and dining! "
United States
Julie
The price is AED 602
AED 752 total
includes taxes & fees
6 Oct - 7 Oct
Beautiful Historic Cottage, Rendezvous
Exterior

9. Gorgeous Cottage near Lake Louisa & mins 2 Disney.

Gorgeous Cottage near Lake Louisa & mins 2 Disney.
Vacation Village
9.4 out of 10, Exceptional, (65 reviews)
"Wonderful time at a property just right for our needs and wants. "
United States
Peter C.
The price is AED 455
AED 579 total
includes taxes & fees
7 Oct - 8 Oct
Gorgeous Cottage near Lake Louisa & mins 2 Disney.
A hammock tied between two wooden posts, a wooden deck, and a view of a lake with trees and a clear sky.

10. Cozy Lake Front Cottage

Cozy Lake Front Cottage
Clermont
10.0 out of 10, Exceptional, (25 reviews)
"The setting was very nice and in a quiet area, but conveniently located to travel around Florida. Cottage was clean and very comfortable. Would definitely stay again."
United States
Brenda P.
The price is AED 545
AED 1,138 total
includes taxes & fees
6 Oct - 7 Oct
Cozy Lake Front Cottage
A wooden deck with a table and chairs, a white building with large windows, and a wooden fence.

11. Beautiful Historic Cottage, Nantucket

Beautiful Historic Cottage, Nantucket
Mount Dora
9.8 out of 10, Exceptional, (8 reviews)
"Great location. Very clean "
United States
University Sports M.
The price is AED 753
AED 935 total
includes taxes & fees
27 Oct - 28 Oct
Beautiful Historic Cottage, Nantucket
A single-story shed with a large garage door, surrounded by a wooden fence and a paved patio.

12. Riverfront Floral City Stay w/ Dock & Hot Tub!

Riverfront Floral City Stay w/ Dock & Hot Tub!
3.0 star property
Floral City
The price is AED 485
AED 1,137 total
includes taxes & fees
6 Oct - 7 Oct
Riverfront Floral City Stay w/ Dock & Hot Tub!
Bathroom

13. Cozy 1-bedroom cottage in Lake Panasoffkee with boat parking

Cozy 1-bedroom cottage in Lake Panasoffkee with boat parking
Lake Panasoffkee
Cozy 1-bedroom cottage in Lake Panasoffkee with boat parking
A two-story house with a front porch, a brick driveway, and a well-maintained lawn.

14. Fire Pit & Yard: Updated Winter Garden Home!

Fire Pit & Yard: Updated Winter Garden Home!
3.0 star property
Winter Garden
The price is AED 731
AED 1,833 total
includes taxes & fees
18 Oct - 19 Oct
Fire Pit & Yard: Updated Winter Garden Home!
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

Microtel Inn & Suites by Wyndham Lady Lake/The Villages

Microtel Inn & Suites by Wyndham Lady Lake/The Villages

10/10 Excellent
"The staff was very friendly made you feel comfortable."
KATHERINE 1-night trip
Posted less than an hour ago
Microtel Inn & Suites by Wyndham Lady Lake/The Villages

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