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Check prices for these dates

Next weekend
Aug 15 - Aug 17
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Sep 5 - Sep 7
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Oct 3 - Oct 5

Browse Select Leesburg Cottages

Easy walk 5 blocks to downtown dining & shopping. 2 BR, 2 Bath, POOL
Relax by the pool surrounded by lush greenery and comfortable lounge chairs.

Easy walk 5 blocks to downtown dining & shopping. 2 BR, 2 Bath, POOL

9.6 out of 10, Exceptional, (25)
"The convenient location, clean property and fair cost made our stay! "
Easy walk 5 blocks to downtown dining & shopping. 2 BR, 2 Bath, POOL
Historic Tremain Cottages
Stroll through the charming front yard, surrounded by lush greenery and a white picket fence, to the inviting porch area.

Historic Tremain Cottages

3.0 star property
8.4 out of 10, Very good, (31)
"Great location!"
The price is CA $189
CA $210 total
includes taxes & fees
Aug 11 - Aug 12
Historic Tremain Cottages
Oaktree Cottage in Mount Dora Historic District
Stunning single-story building with a front door, glass panel, and small porch area.

Oaktree Cottage in Mount Dora Historic District

9.8 out of 10, Exceptional, (9)
"Tastefully decorated and well equipped rental. Convenient walk to downtown "
Oaktree Cottage in Mount Dora Historic District
Charming Celtic Cottage Retreat – 2 Bed, 1 Bath Haven"
Smart TV

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

10.0 out of 10, Exceptional, (3)
"The cottage was conveniently located near d'town. Comfortable, clean and well-stocked. "
The price is CA $151
CA $295 total
includes taxes & fees
Aug 12 - Aug 13
Charming Celtic Cottage Retreat – 2 Bed, 1 Bath Haven"
The Ingram * 3 min walk to Downtown Mt. Dora!!
Situated on a well-maintained lawn, this charming house features a front porch with two chairs and a small table.

The Ingram * 3 min walk to Downtown Mt. Dora!!

9.8 out of 10, Exceptional, (43)
"Excellent, had a great time. Had everything u could need. "
The Ingram * 3 min walk to Downtown Mt. Dora!!
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!
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
"THE FISHERMAN'S COTTAGE" Historic District-Mount Dora's # 1 DESTINATION Rental!
Relax in this stylish living room with a comfortable sofa, coffee table, and side table, perfect for unwinding.

"THE FISHERMAN'S COTTAGE" Historic District-Mount Dora's # 1 DESTINATION Rental!

10.0 out of 10, Exceptional, (111)
"This was absolutely the most unique, creative and fun place we have ever stayed!"
"THE FISHERMAN'S COTTAGE" Historic District-Mount Dora's # 1 DESTINATION Rental!
Cozy Cottage 3 blocks from town
Stroll through the charming streets of this vibrant commercial area, lined with traditional storefronts and palm trees.

Cozy Cottage 3 blocks from town

10.0 out of 10, Exceptional, (34)
"Cute and more than sufficient for a few day stay in beautiful Mount Dora-Loved the quaint town and Debbie was a great host"
Cozy Cottage 3 blocks from town
Dtwn Winter Garden Home: 12 Mi to Disney!
Enjoy cooking in this well-equipped kitchen with a refrigerator, dishwasher, microwave, stove, and oven.

Dtwn Winter Garden Home: 12 Mi to Disney!

10.0 out of 10, Exceptional, (13)
"We had a wonderful stay in Analia’s home. It was a perfect location and 4 adults were quit comfortable for two weeks. "
Dtwn Winter Garden Home: 12 Mi to Disney!
Family Time! This Cute Cottage is waiting you for a unique experience!
Enjoy the serene ocean views and stroll along the beachside promenade.

Family Time! This Cute Cottage is waiting you for a unique experience!

9.8 out of 10, Exceptional, (76)
"We came down to meet friends at Leesburg Bike Fest who were renting a different VRBO down the street!Cottage was exactly as the photos show. Great location for the bike fest. Lots to do nearby.Maribel had a bottle of wine for us and was AMAZING at communicating before, during and after our stay!We arrived late at night, but she had lights on for us, so getting in was very easy! She allowed us to put our motorcycle trailer in the backyard and were able to put the bikes in the front yard with...
Family Time! This Cute Cottage is waiting you for a unique experience!
Gorgeous Cottage near Lake Louisa & mins 2 Disney.
Relax by the pool surrounded by a deck and lounge chairs.

Gorgeous Cottage near Lake Louisa & mins 2 Disney.

9.6 out of 10, Exceptional, (50)
"Great little place, bring your quarters loved the candy machine. Was a awesome place to enjoy while we were there for a wedding. Some games in house would have been cool, but me and the wife enjoyed the stay, bring your own pillows fyi."
Gorgeous Cottage near Lake Louisa & mins 2 Disney.
ADorable Downtown Mount Dora Cottage with Fenced Yard for your pet
Enjoy a peaceful retreat with a view of lush greenery from the large window, surrounded by a round table and comfortable seating for four.

ADorable Downtown Mount Dora Cottage with Fenced Yard for your pet

9.8 out of 10, Exceptional, (35)
"Great location. "
ADorable Downtown Mount Dora Cottage with Fenced Yard for your pet
Oasis At The Ruiz's - Come Relax, Have Fun, Or Enjoy The Arcade
Enjoy meals in this dining area with a garden view, featuring a table for two, fresh flowers, and a botanical artwork.

Oasis At The Ruiz's - Come Relax, Have Fun, Or Enjoy The Arcade

2.0 star property
10.0 out of 10, Exceptional, (13)
"Enjoyed our stay, slept very well! Beds were very comfortable! "
Oasis At The Ruiz's - Come Relax, Have Fun, Or Enjoy The Arcade
1/1 Cottage with fabulous view of Amelia Championship Golf Course
Enjoy a view of the golf course and water from this room's large window.

1/1 Cottage with fabulous view of Amelia Championship Golf Course

8.0 out of 10, Very good, (1)
"We were visiting family in The Villages and needed a place to stay. We enjoyed the spacious yet compact space—living area, kitchen, bedroom, bath with large shower, walk in closet and laundry room. We parked in the driveway but that was the only space to be outside at this time. It was fine as we were mostly with family elsewhere. "
1/1 Cottage with fabulous view of Amelia Championship Golf Course
16 Mi to Disney: Cottage w/ Deck in Winter Garden
Enjoy cooking and dining in this well-lit kitchen with a large island and stove and oven.

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

10.0 out of 10, Exceptional, (12)
"This place was amazing! The location is perfect and the house is sooo cute! Would stay again for sure!!"
16 Mi to Disney: Cottage w/ Deck in Winter Garden
Great location between Sumter Landing/Spanish Springs. Golf cart included
Relax in this inviting living area with a large sofa, coffee table, and TV, offering a view of the outdoors through a large window.

Great location between Sumter Landing/Spanish Springs. Golf cart included

10.0 out of 10, Exceptional, (11)
"A wonderful experience for our first VRBO. A home away from home!"
Great location between Sumter Landing/Spanish Springs. Golf cart included
The Beauclair * 3 min walk to Downtown Mt. Dora!!
Enjoy cooking in the well-equipped kitchen with a dishwasher, microwave, and refrigerator. Dine at the dining table or relax on the adjacent sofa.

The Beauclair * 3 min walk to Downtown Mt. Dora!!

10.0 out of 10, Exceptional, (50)
"Nice place, near downtown, walkable, away from noise roads. Easy parking. I recommend "
The Beauclair * 3 min walk to Downtown Mt. Dora!!
NEW LISTING! Relaxing 4BR Hideaway in Groveland by RedAwning
Enjoy cooking in this well-equipped kitchen with a central island and stainless steel appliances.

NEW LISTING! Relaxing 4BR Hideaway in Groveland by RedAwning

2.0 star property
8.0 out of 10, Very good, (1)
NEW LISTING! Relaxing 4BR Hideaway in Groveland by RedAwning
Cottage 34: Coconut Cottage - Waterfront Lodging in Downtown Tavares, FL
Cozy living space with a kitchenette, dining area, and comfortable seating.

Cottage 34: Coconut Cottage - Waterfront Lodging in Downtown Tavares, FL

10.0 out of 10, Exceptional, (1)
"Cozy for 2 people for 2 days. Everything inside was new. Bed was comfy, water was hot, kitchen made it easy to cook breakfast. New vinyl flooring was easy on the feet. "
Cottage 34: Coconut Cottage - Waterfront Lodging in Downtown Tavares, FL
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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