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

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Check prices for these dates

In two weeks
Sep 4 - Sep 6
In two months
Oct 16 - Oct 18
In three months
Nov 13 - Nov 15
In four months
Dec 11 - Dec 13

Our top choices for Leesburg vacation homes

Dining

1. Cozy Home w/ Game Room Villages and Lake Harris

Cozy Home w/ Game Room Villages and Lake Harris
Leesburg
8.8 out of 10, Excellent, (15 reviews)
"Amazing stay!"
United States
Dennis
The price is ￥12,105
￥38,944 total
includes taxes & fees
Sep 1 - Sep 2
Cozy Home w/ Game Room Villages and Lake Harris
Outdoor pool

2. Guest House with pool, boat parking

Guest House with pool, boat parking
Leesburg
8.8 out of 10, Excellent, (28 reviews)
"Great location, clean and very good communications with owner. I’d definitely stay again."
United States
Dennis B.
The price is ￥11,867
￥28,631 total
includes taxes & fees
Aug 23 - Aug 24
Guest House with pool, boat parking
Property grounds

3. Charming Lake Harris with Private Boat Parking

Charming Lake Harris with Private Boat Parking
Leesburg
Charming Lake Harris with Private Boat Parking
Dining

4. Lakefront Retreat • Patio + Grill • Pet Friendly

Lakefront Retreat • Patio + Grill • Pet Friendly
Leesburg
2.0 out of 10, (1 review)
The price is ￥5,405
￥51,298 total
includes taxes & fees
Sep 2 - Sep 3
Lakefront Retreat • Patio + Grill • Pet Friendly
Coffee/tea maker, fridge, microwave, oven

5. Charming Leesburg Cottage/Walk to HistoricDowntown

Charming Leesburg Cottage/Walk to HistoricDowntown
Leesburg
The price is ￥29,551
￥66,899 total
includes taxes & fees
Aug 23 - Aug 24
Charming Leesburg Cottage/Walk to HistoricDowntown
Interior

6. Spacious 5 bedroom 3.5 bath POOL home with Gym!!

Spacious 5 bedroom 3.5 bath POOL home with Gym!!
Leesburg
9.4 out of 10, Exceptional, (33 reviews)
"Big house in a great neighborhood. Very central to the Lake Area. Great communication and comfortable home."
United States
Richard M.
The price is ￥50,072
￥92,697 total
includes taxes & fees
Aug 24 - Aug 25
Spacious 5 bedroom 3.5 bath POOL home with Gym!!
Dining

7. Sunshine Stay Villa #2 at Lake Sumter Landing w/ Sparkling Private Pool & Spa

Sunshine Stay Villa #2 at Lake Sumter Landing w/ Sparkling Private Pool & Spa
Lake Sumter Landing
10.0 out of 10, Exceptional, (1 review)
"The property was fantastic and I would highly recommend it. Great location, beautiful outdoor area and pool (we enjoyed it several times a day), plenty of room in the home and all of the accommodations-from the comfortable beds to the well appointed kitchen to all the little extras. Host was very communicative throughout check in process. I’ve stayed in many rental homes and this one is in the top 10."
United States
Francine J.
The price is ￥32,042
￥69,603 total
includes taxes & fees
Aug 27 - Aug 28
Sunshine Stay Villa #2 at Lake Sumter Landing w/ Sparkling Private Pool & Spa
Coffee/tea maker, fridge, microwave, oven

8. Lakeview+ Shuffleboard Bowling + Wildlife Spotting

Lakeview+ Shuffleboard Bowling + Wildlife Spotting
Fruitland Park
10.0 out of 10, Exceptional, (2 reviews)
"Overall good stay. "
United States
Jacqalyn B.
The price is ￥20,665
￥65,698 total
includes taxes & fees
Aug 23 - Aug 24
Lakeview+ Shuffleboard Bowling + Wildlife Spotting
Smart TV, books

9. The Villages Courtyard Villa – Private Yard, Golf Cart Included, Pools Nearby

The Villages Courtyard Villa – Private Yard, Golf Cart Included, Pools Nearby
Duval
10.0 out of 10, Exceptional, (16 reviews)
"Host was very good and the place was very clean. Great location"
United States
Danielle P.
The price is ￥14,874
￥49,658 total
includes taxes & fees
Aug 22 - Aug 23
The Villages Courtyard Villa – Private Yard, Golf Cart Included, Pools Nearby
Coffee/tea maker, fridge, microwave, oven

10. Renovated! Between Two Squares with Golf Cart !

Renovated! Between Two Squares with Golf Cart !
The Villages
10.0 out of 10, Exceptional, (12 reviews)
"1st class renovation, clean, excellent location, highly recommend."
United States
Marguerite W.
The price is ￥15,737
￥43,186 total
includes taxes & fees
Aug 23 - Aug 24
Renovated! Between Two Squares with Golf Cart !
Smart TV

11. Beautiful 2/2 Patio Villa w/cart in Village of Collier close to Brownwood Square

Beautiful 2/2 Patio Villa w/cart in Village of Collier close to Brownwood Square
Collier
10.0 out of 10, Exceptional, (3 reviews)
"This was one of the most well-organized stays we have ever had through Vrbo! Everything was documented and labeled extremely well (keys, passwords, check-in and out, etc.). The house itself was fabulous, clean, comfy beds, SOFT towels, beautifully decorated. Everything we needed was provided, from cookware to the grill to beach towels to the golf cart. Highly recommended! Would definitely stay again!"
United States
KENDRA W.
The price is ￥14,306
￥56,001 total
includes taxes & fees
Aug 25 - Aug 26
Beautiful 2/2 Patio Villa w/cart in Village of Collier close to Brownwood Square
Interior

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

Swim, Golf & Unwind: Home 5 Mi to Lake Sumter!
Collier
10.0 out of 10, Exceptional, (2 reviews)
"Kelly makes her home very welcoming and is beautiful for family get togethers or just sitting quietly on the back patio.Beds kitchen and essentials were perfect Thank you Kelly for sharing your home"
United States
Rebecca B.
The price is ￥17,089
￥60,283 total
includes taxes & fees
Aug 22 - Aug 23
Swim, Golf & Unwind: Home 5 Mi to Lake Sumter!
Smart TV, offices

13. Cozy Cottage, private back yard, and free coffee!

Cozy Cottage, private back yard, and free coffee!
Wildwood
9.8 out of 10, Exceptional, (40 reviews)
"Perfect dog friendly clean cute lil house "
United States
Kevin P.
The price is ￥15,348
￥47,515 total
includes taxes & fees
Aug 22 - Aug 23
Cozy Cottage, private back yard, and free coffee!
Microwave, oven, stovetop, dishwasher

14. Lovely 2-bedroom house in Howey-in-the-Hills

Lovely 2-bedroom house in Howey-in-the-Hills
HOWEY-IN-THE-HILLS
9.4 out of 10, Exceptional, (3 reviews)
"The interior of this property was super clean and looked exactly like the pictures online. You can tell the owner has made a big effort to stock the house with thoughtful and useful items a traveler might need or want. The kitchen was extremely well stocked also! The house was in a residential and rural area, don’t let the exterior fool you, it’s very modern and updated inside."
United States
Lisa M.
The price is ￥21,361
￥61,567 total
includes taxes & fees
Aug 22 - Aug 23
Lovely 2-bedroom house in Howey-in-the-Hills
Interior

15. Golf Cart Included, In the Heart of The Villages

Golf Cart Included, In the Heart of The Villages
Fernandina
8.8 out of 10, Excellent, (3 reviews)
"We very much enjoyed this home. Comfortable and a great location! We will definitely book this home again!"
United States
Susan H.
The price is ￥16,214
￥53,473 total
includes taxes & fees
Aug 23 - Aug 24
Golf Cart Included, In the Heart of The Villages
Interior

16. Cozy Cottage • Close to Springs + Ocala Forest + Bike Trail • Firepit

Cozy Cottage • Close to Springs + Ocala Forest + Bike Trail • Firepit
Altoona
10.0 out of 10, Exceptional, (13 reviews)
"Excellent gateway to the national forest"
United States
Michael H.
The price is ￥13,376
￥36,467 total
includes taxes & fees
Aug 24 - Aug 25
Cozy Cottage • Close to Springs + Ocala Forest + Bike Trail • Firepit
Dining

17. Summer Adventures on the Lake! Bring your boat

Summer Adventures on the Lake! Bring your boat
Eustis
10.0 out of 10, Exceptional, (32 reviews)
"Great house, well equipped. Wish we could've stayed longer. "
United States
LISA W.
The price is ￥23,473
￥54,179 total
includes taxes & fees
Sep 2 - Sep 3
Summer Adventures on the Lake! Bring your boat
Coffee/tea maker, fridge, microwave, oven

18. Sunny Lakeside Retreat w/ Pool + Firepit

Sunny Lakeside Retreat w/ Pool + Firepit
Fruitland Park
2.0 out of 10, (1 review)
The price is ￥31,646
￥87,248 total
includes taxes & fees
Aug 23 - Aug 24
Sunny Lakeside Retreat w/ Pool + Firepit
Coffee/tea maker, fridge, microwave, oven

19. Totally renovated bathrooms,kitchen, floors,bedrooms,by professional tradesmen

Totally renovated bathrooms,kitchen, floors,bedrooms,by professional tradesmen
Alhambra
10.0 out of 10, Exceptional, (9 reviews)
"Great home great host"
United States
Josh G.
The price is ￥9,379
￥35,588 total
includes taxes & fees
Sep 1 - Sep 2
Totally renovated bathrooms,kitchen, floors,bedrooms,by professional tradesmen
Smart TV

20. Cozy Lake Cottage with HOT TUB- Walk to Lake Dora

Cozy Lake Cottage with HOT TUB- Walk to Lake Dora
Tavares
10.0 out of 10, Exceptional, (7 reviews)
"HOST WAS AMAZING... great communication, very gracious... loved the house - will stay again next trip."
United States
allen a.
The price is ￥19,552
￥54,369 total
includes taxes & fees
Aug 25 - Aug 26
Cozy Lake Cottage with HOT TUB- Walk to Lake Dora
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

The Waterfront Inn

The Waterfront Inn

10/10 Excellent
"Good location and beautiful setting."
JIM 1-night trip
Posted 2 hours ago
The Waterfront Inn

Find out more about Leesburg

Leesburg Vacation Homes information

Number of reviews
187
Accommodation
1593 Vacation Homes
Lowest Price
￥28,631
Highest Price
￥92,697