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

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Check prices for these dates

In two weeks
14 Aug - 16 Aug
In two months
25 Sept - 27 Sept
In three months
23 Oct - 25 Oct
In four months
20 Nov - 22 Nov

Our top choices for Leesburg holiday homes

Outdoor pool

1. 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 HK$588
HK$1,419 total
includes taxes & fees
3 Aug - 4 Aug
Guest House with pool, boat parking
Interior

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

Spacious 5 bedroom 3.5 bath POOL home with Gym!!
Leesburg
9.2 out of 10, Wonderful, (32 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 HK$2,470
HK$4,573 total
includes taxes & fees
3 Aug - 4 Aug
Spacious 5 bedroom 3.5 bath POOL home with Gym!!
Dining

3. 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 HK$600
HK$1,891 total
includes taxes & fees
5 Aug - 6 Aug
Cozy Home w/ Game Room Villages and Lake Harris
Dining

4. Lakefront Retreat • Patio + Grill • Pet Friendly

Lakefront Retreat • Patio + Grill • Pet Friendly
Leesburg
The price is HK$627
HK$3,026 total
includes taxes & fees
3 Aug - 4 Aug
Lakefront Retreat • Patio + Grill • Pet Friendly
Property grounds

5. Charming Lake Harris with Private Boat Parking

Charming Lake Harris with Private Boat Parking
Leesburg
Charming Lake Harris with Private Boat Parking
Coffee/tea maker, fridge, microwave, oven

6. Charming Leesburg Cottage/Walk to HistoricDowntown

Charming Leesburg Cottage/Walk to HistoricDowntown
Leesburg
The price is HK$1,458
HK$3,502 total
includes taxes & fees
18 Aug - 19 Aug
Charming Leesburg Cottage/Walk to HistoricDowntown
Coffee/tea maker, fridge, microwave, oven

7. 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 HK$902
HK$3,095 total
includes taxes & fees
3 Aug - 4 Aug
Lakeview+ Shuffleboard Bowling + Wildlife Spotting
Outdoor pool, a heated pool

8. Vacation Home with luxurious pool in The Villages, Florida!

Vacation Home with luxurious pool in The Villages, Florida!
Gilchrist
10.0 out of 10, Exceptional, (56 reviews)
"Enjoyed every minute of our stay beautiful home and pool. We would definitely come again."
United States
Nadine M.
The price is HK$2,659
HK$5,601 total
includes taxes & fees
15 Aug - 16 Aug
Vacation Home with luxurious pool in The Villages, Florida!
Coffee/tea maker, fridge, microwave, oven

9. Villages, 3bed- 2.5ba waterfrnt+ golf cart- all bedrooms have king beds!

Villages, 3bed- 2.5ba waterfrnt+ golf cart- all bedrooms have king beds!
Wildwood
9.0 out of 10, Wonderful, (11 reviews)
"Nice view, lots of space for our family. "
United States
Angie S.
The price is HK$1,969
HK$4,279 total
includes taxes & fees
3 Aug - 4 Aug
Villages, 3bed- 2.5ba waterfrnt+ golf cart- all bedrooms have king beds!
Microwave, oven, stovetop, dishwasher

10. 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 HK$1,059
HK$3,012 total
includes taxes & fees
3 Aug - 4 Aug
Lovely 2-bedroom house in Howey-in-the-Hills
Dining

11. 4-bedroom house in welcoming Tavares with Pool. Boat friendly.

4-bedroom house in welcoming Tavares with Pool. Boat friendly.
Tavares
9.2 out of 10, Wonderful, (33 reviews)
"Worked out perfectly for 4 couples. Great stay!"
United States
Ruth M.
The price is HK$1,843
HK$4,617 total
includes taxes & fees
3 Aug - 4 Aug
4-bedroom house in welcoming Tavares with Pool. Boat friendly.
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 HK$847
HK$2,988 total
includes taxes & fees
3 Aug - 4 Aug
Swim, Golf & Unwind: Home 5 Mi to Lake Sumter!
TV, DVD player, books, video library

13. Waterfront Lake Dora Escape w/ Private Dock & Slip

Waterfront Lake Dora Escape w/ Private Dock & Slip
Tavares
9.8 out of 10, Exceptional, (18 reviews)
"We had a wonderful clean and comfortable stay. The house was beautiful as were the grounds. Our Golf group enjoyed the respite of this wonderful lake house."
United States
Ron W.
The price is HK$1,937
HK$4,600 total
includes taxes & fees
3 Aug - 4 Aug
Waterfront Lake Dora Escape w/ Private Dock & Slip
Coffee/tea maker, fridge, microwave, oven

14. Renovated! Between Two Squares with Golf Cart !

Renovated! Between Two Squares with Golf Cart !
The Villages
10.0 out of 10, Exceptional, (12 reviews)
"Lovely house everything is well thought out and everything you need is right there"
United States
Robin H.
The price is HK$776
HK$2,131 total
includes taxes & fees
3 Aug - 4 Aug
Renovated! Between Two Squares with Golf Cart !
Smart TV, offices

15. 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 HK$863
HK$2,472 total
includes taxes & fees
3 Aug - 4 Aug
Cozy Cottage, private back yard, and free coffee!
Outdoor pool, a heated pool

16. TikiTiki Lake Sumter, private pool, hot tub, game room, outdoor kitchen&tiki bar

TikiTiki Lake Sumter, private pool, hot tub, game room, outdoor kitchen&tiki bar
Sunset Pointe
10.0 out of 10, Exceptional, (8 reviews)
"Great communication! We loved the game area! Would stay again!"
United States
Jennifer F.
The price is HK$2,345
HK$5,062 total
includes taxes & fees
9 Aug - 10 Aug
TikiTiki Lake Sumter, private pool, hot tub, game room, outdoor kitchen&tiki bar
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 HK$1,163
HK$2,685 total
includes taxes & fees
5 Aug - 6 Aug
Summer Adventures on the Lake! Bring your boat
Exterior

18. Charming 1950's Cottage, boat parking, hot tub, walking distance to lake Dora

Charming 1950's Cottage, boat parking, hot tub, walking distance to lake Dora
Tavares
10.0 out of 10, Exceptional, (6 reviews)
"HOST WAS AMAZING... great communication, very gracious... loved the house - will stay again next trip."
United States
allen a.
The price is HK$980
HK$2,692 total
includes taxes & fees
17 Aug - 18 Aug
Charming 1950's Cottage, boat parking, hot tub, walking distance to lake Dora
Coffee/tea maker, fridge, microwave, oven

19. Charming 3-bedroom house in serene Eustis with POOL! Mins to Downtown MT. DORA.

Charming 3-bedroom house in serene Eustis with POOL! Mins to Downtown MT. DORA.
Eustis
9.6 out of 10, Exceptional, (23 reviews)
"This was a great place for us to rest and relax. "
United States
Clara G.
The price is HK$1,568
HK$3,439 total
includes taxes & fees
3 Aug - 4 Aug
Charming 3-bedroom house in serene Eustis with POOL! Mins to Downtown MT. DORA.
Coffee/tea maker, fridge, microwave, oven

20. My hide away by the lake.

My hide away by the lake.
Mount Dora
8.8 out of 10, Excellent, (6 reviews)
"Nice property in a quiet neighborhood "
United States
Scott G.
The price is HK$1,270
HK$4,041 total
includes taxes & fees
3 Aug - 4 Aug
My hide away by the lake.
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

Holiday Inn Express & Suites Wildwood The Villages by IHG

Holiday Inn Express & Suites Wildwood The Villages by IHG

10/10 Excellent
"The hotel was clean and very easy to get to from the highway."
Tina 1-night trip
Posted 11 hours ago
Holiday Inn Express & Suites Wildwood The Villages by IHG

Find out more about Leesburg

Leesburg Vacation Homes information

Number of reviews
252
Accommodation
1603 Vacation Homes
Lowest Price
HK$1,419
Highest Price
HK$5,601

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