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Holiday Homes in Webster

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Check prices for these dates

In two weeks
25 Sept - 27 Sept
In two months
6 Nov - 8 Nov
In three months
4 Dec - 6 Dec
In four months
1 Jan - 3 Jan

Our top choices for Webster holiday homes

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

1. Peaceful Country Retreat

Peaceful Country Retreat
Webster
The price is €568
includes taxes & fees
11 Sept - 12 Sept
Peaceful Country Retreat
A single-story house with a front yard, a sidewalk, and a large tree with hanging moss.

2. old Florida cottage canal front

old Florida cottage canal front
Lake Panasoffkee
8.8 out of 10, Excellent, (8 reviews)
"Host was responsive and friendly. Place is great. Neighbors are wonderful. "
United States
Jeremy A.
The price is €62
includes taxes & fees
11 Sept - 12 Sept
old Florida cottage canal front
A compact RV interior with a sofa, dining area, kitchenette, and a window with curtains.

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

Bushnell Riverside Retreat w/ Hot Tub & Game Shed
Bushnell
10.0 out of 10, Exceptional, (2 reviews)
"This place is great. The host thought of everything you might need. If you want to get away, be immersed in nature, with enough activities and outdoor space, this is it! A"
United States
Joe M.
The price is €217
includes taxes & fees
30 Sept - 1 Oct
Bushnell Riverside Retreat w/ Hot Tub & Game Shed
A single-story house with a white garage door, a covered entryway, and a white picket fence.

4. 5 minutes from EastPort, Brand New home!

5 minutes from EastPort, Brand New home!
Sumterville
5 minutes from EastPort, Brand New home!
A dining area with a wooden table, chairs, and a bench. There is a black cabinet with a coffee machine and a sign that says "COFFEE". The walls are white with a green accent wall.

5. 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 €216
includes taxes & fees
20 Sept - 21 Sept
Cozy Home w/ Game Room Villages and Lake Harris
A modern kitchen with stainless steel appliances, dark cabinetry, and a marble countertop.

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

Charming 2-bedroom house in The Villages with Golf Cart
The Villages
10.0 out of 10, Exceptional, (4 reviews)
"Very nice spot to stay! I’ll be visiting again."
United States
John G.
The price is €343
includes taxes & fees
13 Sept - 14 Sept
Charming 2-bedroom house in The Villages with Golf Cart
A wooden dock extending into a calm river surrounded by lush greenery and trees.

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

Heated pool & Kayaking house with a canal access in Lake Panasoffkee
Lake Panasoffkee
9.6 out of 10, Exceptional, (54 reviews)
"I would definitely consider staying there again. The creek was amazing if you like fishing and being outside. The pool was the deal breaker for me."
United States
Francine Seelye T.
The price is €319
includes taxes & fees
14 Sept - 15 Sept
Heated pool & Kayaking house with a canal access in Lake Panasoffkee
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.

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

Fuel Your Passion for Epic Experiences and Outdoor Adventures at the Moto Ranch Factory Ride!
Brooksville
10.0 out of 10, Exceptional, (13 reviews)
"Great hosts house was clean and beautiful "
United States
Gregg K.
The price is €431
includes taxes & fees
21 Sept - 22 Sept
Fuel Your Passion for Epic Experiences and Outdoor Adventures at the Moto Ranch Factory Ride!

9. 5 minutes to EastPort, Life Style ID's!

5 minutes to EastPort, Life Style ID's!
Sumterville
The price is €368
includes taxes & fees
11 Sept - 12 Sept
5 minutes to EastPort, Life Style ID's!
A modern living space with a sofa, a dining table, a kitchen area, and a flat-screen TV mounted on the wall.

10. Brand New! Modern Guesthouse!

Brand New! Modern Guesthouse!
Lake Panasoffkee
8.0 out of 10, Very good, (1 review)
"This is a cute place in a quiet neighborhood. Just what we needed, a quiet place to stay while visiting family in the area. Very basic kitchen and dining needs. Enough to make easy meals to enjoy while there. It is NOT a five star hotel but we very much enjoyed this cute little place."
United States
Karen G.
The price is €95
includes taxes & fees
14 Sept - 15 Sept
Brand New! Modern Guesthouse!
A modern kitchen with a central island, white cabinets, and pendant lighting.

11. Boutique Mid-Century Home by Villages Fenced Yard

Boutique Mid-Century Home by Villages Fenced Yard
Coleman
9.8 out of 10, Exceptional, (9 reviews)
"We were there to visit friends in The Villiages.The place was convenient and had the amenities we wanted. "
United States
Jeff B.
The price is €255
includes taxes & fees
13 Sept - 14 Sept
Boutique Mid-Century Home by Villages Fenced Yard
A modern kitchen with white cabinets, a stainless steel refrigerator, a microwave, and a flat-screen TV mounted on the wall.

12. Newly renovated vacation house!

Newly renovated vacation house!
Lake Panasoffkee
10.0 out of 10, Exceptional, (5 reviews)
"Awesome place"
United States
Michelle S.
Newly renovated vacation house!
A covered outdoor swimming pool with lounge chairs and a hot tub.

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

Private Spacious Room in Home, with Pool-The Oasis Room
Clermont
9.6 out of 10, Exceptional, (37 reviews)
"I enjoyed my stay very much. If I am ever in the area again, I would definitely stay here again. Very nice place."
United States
Matthew H.
The price is €97
includes taxes & fees
14 Sept - 15 Sept
Private Spacious Room in Home, with Pool-The Oasis Room
A living room with a ceiling fan, a coffee table, sofas, and a dining area with a table and chairs.

14. 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 €308
includes taxes & fees
11 Sept - 12 Sept
Beautiful 2/2 Patio Villa w/cart in Village of Collier close to Brownwood Square
A swimming pool with a hot tub, surrounded by a brick patio, and a house with a balcony.

15. Guest House with pool, boat parking

Guest House with pool, boat parking
Leesburg
8.8 out of 10, Excellent, (28 reviews)
"The host was right on top of things when we needed something. The little pool was great for winding down in the evening. There were a couple things that I think could improve the rental: The large fridge did not work, but luckily the small one took care of that. Other issues were pretty minor.We would stay here again.Wes"
United States
Wes C.
The price is €160
includes taxes & fees
16 Sept - 17 Sept
Guest House with pool, boat parking
A modern kitchen with white cabinets, stainless steel appliances, a granite countertop, and bar stools.

16. 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 €412
includes taxes & fees
16 Sept - 17 Sept
Lovely 2-bedroom house in Howey-in-the-Hills
A modern outdoor seating area with a wicker sectional sofa, a wooden coffee table, and a large umbrella.

17. 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 €336
includes taxes & fees
11 Sept - 12 Sept
Swim, Golf & Unwind: Home 5 Mi to Lake Sumter!
A rustic stone building with a wooden roof near a pond, surrounded by lush greenery and colorful flowers.

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

St. John's, 3 bdrm, 2 bath, 2022 built home. 10% off military, breast cancer
The Villages
9.8 out of 10, Exceptional, (15 reviews)
"Excellent location, helpful hosts!"
United States
Pierina G.
The price is €307
includes taxes & fees
14 Sept - 15 Sept
St. John's, 3 bdrm, 2 bath, 2022 built home. 10% off military, breast cancer
A covered wooden deck with a view of a calm body of water and trees.

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

Riverfront Floral City Stay w/ Dock & Hot Tub!
Floral City
10.0 out of 10, Exceptional, (1 review)
"Very clean & cozy. Great chairs around the fire pit. The hot tub was really hot & clean. Quiet area & somewhat secluded."
United States
geri b.
The price is €259
includes taxes & fees
14 Sept - 15 Sept
Riverfront Floral City Stay w/ Dock & Hot Tub!
A covered patio with a table and chairs, overlooking a beach and water.

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

Private Lake View House Rental close to wonderful Big Bass Grill restaurant
Lake Panasoffkee
8.4 out of 10, Very good, (5 reviews)
"Our host was very accommodating and the view was great!"
United States
heidi e.
The price is €306
includes taxes & fees
16 Sept - 17 Sept
Private Lake View House Rental close to wonderful Big Bass Grill restaurant
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 Webster Hotel Reviews

Holiday Inn Express Hotel & Suites Brooksville West by IHG

Holiday Inn Express Hotel & Suites Brooksville West by IHG

10/10 Excellent
"El personal fue muy atento y profesional, todo limpio y bien cuidado"
Dyanelys 1-night trip
Posted 1 hour ago
Holiday Inn Express Hotel & Suites Brooksville West by IHG

Find out more about Webster

Webster Holiday Homes information

Number of reviews
184
Accommodation
1186 Holiday Homes
Lowest Price
€62
Highest Price
€568