Webster Vacation Homes

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Our top choices for Webster holiday homes

A wooden house with a covered porch, outdoor seating, and an American flag.

1. Peaceful Country Retreat

Webster

HK$5,064 total

includes taxes & fees

1 Oct - 2 Oct

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

2. old Florida cottage canal front

Lake Panasoffkee

Jeremy A.

HK$568 total

includes taxes & fees

10 Oct - 11 Oct

A wooden dock extending into a calm river surrounded by lush greenery and trees.

3. Heated pool & Kayaking house with a canal access in Lake Panasoffkee

Lake Panasoffkee

Francine Seelye T.

HK$2,858 total

includes taxes & fees

24 Sept - 25 Sept

A compact RV interior with a sofa, dining area, kitchenette, and a window with curtains.

4. Bushnell Riverside Retreat w/ Hot Tub & Game Shed

Bushnell

Joe M.

HK$2,121 total

includes taxes & fees

30 Sept - 1 Oct

A spacious living area with a large L-shaped sectional sofa, a wooden coffee table, and a kitchen area with wooden cabinets and a built-in refrigerator.

5. Fuel Your Passion for Epic Experiences and Outdoor Adventures at the Moto Ranch Factory Ride!

Brooksville

Gregg K.

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

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

The Villages

Kevin

HK$3,060 total

includes taxes & fees

29 Sept - 30 Sept

7. 5 minutes to EastPort, Life Style ID's!

Sumterville

HK$3,286 total

includes taxes & fees

24 Sept - 25 Sept

A modern living space with a sofa, a dining table, a kitchen area, and a flat-screen TV mounted on the wall.

8. Brand New! Modern Guesthouse!

Lake Panasoffkee

Karen G.

HK$828 total

includes taxes & fees

6 Oct - 7 Oct

A modern kitchen with white cabinets, a stainless steel refrigerator, a microwave, and a flat-screen TV mounted on the wall.

9. Newly renovated vacation house!

Lake Panasoffkee

Michelle S.

HK$988 total

includes taxes & fees

24 Sept - 25 Sept

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

10. Boutique Mid-Century Home by Villages Fenced Yard

Coleman

Morgan M.

A covered outdoor swimming pool with lounge chairs and a hot tub.

11. Private Spacious Room in Home, with Pool-The Oasis Room

Clermont

Juan m.

HK$806 total

includes taxes & fees

24 Sept - 25 Sept

A spacious living room with a ceiling fan, a sliding glass door leading to an outdoor area, a fireplace, and a comfortable seating arrangement.

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

Wildwood

Kevin P.

HK$2,239 total

includes taxes & fees

27 Sept - 28 Sept

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

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

Collier

"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!"

KENDRA W.

HK$2,748 total

includes taxes & fees

24 Sept - 25 Sept

A spacious living room with a dining area, a ceiling fan, and a large sliding glass door leading to an outdoor patio.

14. Brooksville 3BR | Private Yard, Sleeps 8

Hill 'n Dale

Patricia M.

HK$3,874 total

includes taxes & fees

24 Sept - 25 Sept

A compact kitchen with white cabinets, a stainless steel refrigerator, a microwave, and a roll of paper towels on the counter.

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

Leesburg

Dennis

HK$2,303 total

includes taxes & fees

27 Sept - 28 Sept

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

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

The Villages

Pierina G.

HK$2,515 total

includes taxes & fees

24 Sept - 25 Sept

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

17. Guest House with pool, boat parking

Leesburg

Wes C.

A sunroom with wicker furniture, a potted plant, and a bottle of wine on a table.

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

Duval

Danielle P.

HK$2,548 total

includes taxes & fees

24 Sept - 25 Sept

A covered patio with a table and chairs, overlooking a beach and water.

19. Private Lake View House Rental close to wonderful Big Bass Grill restaurant

Lake Panasoffkee

heidi e.

HK$2,670 total

includes taxes & fees

6 Oct - 7 Oct

A covered wooden deck with a view of a calm body of water and trees.

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

Floral City

geri b.

HK$2,468 total

includes taxes & fees

24 Sept - 25 Sept

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Top Webster Hotel Reviews

Hotel Eastport

8/10 Good

"The rooms were very comfortable. My 2 complaints are that the sheets are awful. With the sheets wrapped around the comforter and they are very thin and flimsy, on 2 separate stays we got tangled up in the sheets in the middle of the night. The other problem is the bathroom has very dim light. Very dim. That needs to change."

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