Leesburg Vacation Homes

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Our top choices for Leesburg holiday homes

Two wicker chairs with red cushions on a wooden deck.

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

Leesburg

Dennis

HK$2,201 total

includes taxes & fees

8 Nov - 9 Nov

A swimming pool with a hot tub, surrounded by a brick patio, and a house with a balcony.

2. Guest House with pool, boat parking

Leesburg

Dennis B.

HK$1,357 total

includes taxes & fees

8 Nov - 9 Nov

A modern kitchen with a central island, a dining table with chairs, and a chandelier.

3. Lakefront Retreat • Patio + Grill • Pet Friendly

Leesburg

HK$2,979 total

includes taxes & fees

5 Nov - 6 Nov

An outdoor seating area with a fire feature, dark wooden flooring, and white walls.

4. Charming Lake Harris with Private Boat Parking

Leesburg

Teresa B.

HK$2,096 total

includes taxes & fees

9 Nov - 10 Nov

A modern kitchen with white cabinets, a stainless steel oven, and a glass dining table.

5. Leesburg 3BR | Boat/RV Parking | Lake Harris

Leesburg

Tiffany T.

HK$2,951 total

includes taxes & fees

9 Nov - 10 Nov

A room with large sliding glass doors leading to a pool area.

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

Leesburg

Joseph M.

HK$5,634 total

includes taxes & fees

9 Nov - 10 Nov

A clear swimming pool with lounge chairs and a covered seating area.

7. FREE Golf Cart! Fabulous Location! Classy Decor! Pet-friendly!

Winifred

Becky F.

HK$2,189 total

includes taxes & fees

5 Nov - 6 Nov

A modern kitchen with white cabinetry, a central island, and a dining area with a table and chairs.

8. BETTER THAN A 5 STAR HOTEL WITH GOLF CART WHOLE HOUSE TOTALLY REMODELED

Alhambra

Pamela L.

HK$1,746 total

includes taxes & fees

14 Nov - 15 Nov

A living room with a ceiling fan, a coffee table, sofas, and a dining area with a table and chairs.

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

Collier

Marilyn H.

HK$2,836 total

includes taxes & fees

10 Nov - 11 Nov

A modern kitchen with wooden cabinets, a white island with bar stools, a refrigerator, a microwave, and a window with a view.

10. Renovated! Between Two Squares with Golf Cart !

The Villages

Marguerite W.

HK$2,465 total

includes taxes & fees

11 Nov - 12 Nov

A modern kitchen with white cabinets, stainless steel appliances, and a central island with decorative rugs.

11. Peaceful 2BR Villa with Hot Tub in Howey-in-the-Hills.

HOWEY-IN-THE-HILLS

Marta S.

HK$3,822 total

includes taxes & fees

5 Nov - 6 Nov

A modern kitchen with stainless steel appliances, dark cabinetry, and a marble countertop.

12. Charming 2-bedroom house in The Villages with Golf Cart

The Villages

John G.

HK$3,211 total

includes taxes & fees

11 Nov - 12 Nov

A modern kitchen with white cabinetry, stainless steel appliances, and a skylight.

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

Alhambra

Josh G.

HK$1,747 total

includes taxes & fees

10 Nov - 11 Nov

A single-story house with a garage, a front porch, and a flagpole with an American flag.

14. Luxury Golf Retreat w/pool in The Villages/Golf Cart Included/Prime Location

Mallory Square

HK$2,699 total

includes taxes & fees

11 Nov - 12 Nov

A rustic stone building with a wooden roof near a pond, surrounded by lush greenery and colorful flowers.

15. St. John's, 3 bdrm, 2 bath, 2022 built home. 10% off military, breast cancer

The Villages

Pierina G.

HK$2,806 total

includes taxes & fees

11 Nov - 12 Nov

16. 5 minutes to EastPort, Life Style ID's!

Sumterville

HK$4,336 total

includes taxes & fees

19 Nov - 20 Nov

A single-story house with a front yard, a sidewalk, and a large tree with hanging moss.

17. old Florida cottage canal front

Lake Panasoffkee

Jeremy A.

HK$694 total

includes taxes & fees

11 Nov - 12 Nov

A modern kitchen with a central island, white cabinets, and pendant lighting.

18. Boutique Mid-Century Home by Villages Fenced Yard

Coleman

Morgan M.

HK$2,160 total

includes taxes & fees

7 Nov - 8 Nov

A modern kitchen with a central island, dark cabinets, stainless steel appliances, and pendant lighting.

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

Wildwood

Angie S.

HK$4,303 total

includes taxes & fees

11 Nov - 12 Nov

A sunlit room with a ceiling fan, wicker furniture, and a view through a glass door.

20. The Villages 2BR Vacation Home, Lanai & Golf Cart

Belvedere

STEVEN

HK$2,674 total

includes taxes & fees

24 Nov - 25 Nov

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Top Leesburg Hotel Reviews

Home Inn & Suites Orlando-Apopka

8/10 Good

"Beds were comfortable, but there were not enough blankets. Very nice coffee shop next door that opens early. Perfect "home base" spot for the Lake Apopka Wildlife Drive."

Microtel Inn & Suites by Wyndham Leesburg/Mt Dora

8/10 Good

"When I first walked in to the hotel, I became worried that I made a mistake. It smelled VERY strongly of perfume on the first floor. Our room was on the second floor and didn't smell, thankfully. The room was clean and our bedding was clean. Only real complaint is the bed and pillows. Both my husband and I sunk into the bed and it made sleeping difficult. But overall, I am not disappointed with the stay."

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