Default HTG hotel image

Webster Holiday Rentals

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
9 Oct - 11 Oct
In two months
20 Nov - 22 Nov
In three months
18 Dec - 20 Dec
In four months
15 Jan - 17 Jan

Our top choices for Webster holiday rentals

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

1. Peaceful Country Retreat

Peaceful Country Retreat
Webster
Peaceful Country Retreat
A wooden dock extending into a calm river surrounded by lush greenery and trees.

2. 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 HK$1,129
HK$2,857 total
includes taxes & fees
24 Sept - 25 Sept
Heated pool & Kayaking house with a canal access in Lake Panasoffkee
An interior space with a wooden table and benches, a hanging light fixture, and an American flag.

3. Get to the CHOPPA! One-of-a-kind 2/1 HELICOPTER on 5 acres in the woods!

Get to the CHOPPA! One-of-a-kind 2/1 HELICOPTER on 5 acres in the woods!
Brooksville
10.0 out of 10, Exceptional, (4 reviews)
"This unique stay is over the top. The kitchen is well tricked out. Little touches everywhere, being a metal building, I was glad to see 3 mini splits. The pool is pretty great. We used the basket ball court too. And a friendly cat."
United States
Dwight
The price is HK$1,243
HK$2,329 total
includes taxes & fees
6 Oct - 7 Oct
Get to the CHOPPA! One-of-a-kind 2/1 HELICOPTER on 5 acres in the woods!
A modern living room with a large window, a flat-screen TV, and a glass coffee table.

4. Sumner Lake Tiny House - Lake Sumner

Sumner Lake Tiny House - Lake Sumner
3.0 star property
Clermont
10.0 out of 10, Exceptional, (1 review)
The price is HK$1,841
HK$3,119 total
includes taxes & fees
24 Sept - 25 Sept
Sumner Lake Tiny House - Lake Sumner
A modern kitchen with a central island, white cabinets, and pendant lighting.

5. 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)
"Lovely and clean home. I would 100% stay here again. "
United States
Morgan M.
The price is HK$1,094
HK$2,269 total
includes taxes & fees
24 Sept - 25 Sept
Boutique Mid-Century Home by Villages Fenced Yard

6. 5 minutes to EastPort, Life Style ID's!

5 minutes to EastPort, Life Style ID's!
Sumterville
5 minutes to EastPort, Life Style ID's!
A modern kitchen with a central island, dark cabinets, stainless steel appliances, and pendant lighting.

7. 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$2,189
HK$4,491 total
includes taxes & fees
21 Oct - 22 Oct
Villages, 3bed- 2.5ba waterfrnt+ golf cart- all bedrooms have king beds!
A modern kitchen with white cabinets, a stainless steel refrigerator, a microwave, and a flat-screen TV mounted on the wall.

8. Newly renovated vacation house!

Newly renovated vacation house!
Lake Panasoffkee
10.0 out of 10, Exceptional, (6 reviews)
"Awesome place"
United States
Michelle S.
The price is HK$777
HK$988 total
includes taxes & fees
24 Sept - 25 Sept
Newly renovated vacation house!
A covered seating area with a bench and chairs, surrounded by a rope barrier, and string lights overhead.

9. Fuel Your Passion for Epic Experiences and Outdoor Adventures at the Moto Ranch ATV!

Fuel Your Passion for Epic Experiences and Outdoor Adventures at the Moto Ranch ATV!
Brooksville
9.8 out of 10, Exceptional, (8 reviews)
"Yes very nice!"
United States
Josephine C.
The price is HK$483
HK$1,392 total
includes taxes & fees
6 Oct - 7 Oct
Fuel Your Passion for Epic Experiences and Outdoor Adventures at the Moto Ranch ATV!
A kitchen with a black metal table and chairs, a white vase with green plants, and a window with blinds.

10. Vintage Charm on Peaceful Mini Farm - Pet Friendly

Vintage Charm on Peaceful Mini Farm - Pet Friendly
Coleman
10.0 out of 10, Exceptional, (27 reviews)
"Very clean and comfortable bed."
United States
Cheryl D.
The price is HK$741
HK$1,611 total
includes taxes & fees
24 Sept - 25 Sept
Vintage Charm on Peaceful Mini Farm - Pet Friendly
A rustic stone building with a wooden roof near a pond, surrounded by lush greenery and colorful flowers.

11. 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 HK$1,106
HK$2,531 total
includes taxes & fees
20 Oct - 21 Oct
St. John's, 3 bdrm, 2 bath, 2022 built home. 10% off military, breast cancer
A covered patio with a table and chairs, overlooking a beach and water.

12. 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
8.8 out of 10, Excellent, (6 reviews)
"Our host was very accommodating and the view was great!"
United States
heidi e.
The price is HK$1,193
HK$2,624 total
includes taxes & fees
28 Sept - 29 Sept
Private Lake View House Rental close to wonderful Big Bass Grill restaurant
A modern kitchen with stainless steel appliances, dark cabinetry, and a marble countertop.

13. 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, (5 reviews)
"Loved the place. It was very clean and convenient for my family The rooms were very comfortable and were able to enjoy our time in Florida."
United States
Kevin
The price is HK$953
HK$3,060 total
includes taxes & fees
29 Sept - 30 Sept
Charming 2-bedroom house in The Villages with Golf Cart
A wooden console table with a fireplace, a decorative vase, and various items on top.

14. Cozy Pink Vintage Studio with Private Fenced Yard

Cozy Pink Vintage Studio with Private Fenced Yard
Coleman
9.6 out of 10, Exceptional, (8 reviews)
"The host went out of her way to make sure we had everything we needed."
United States
Cynthia B.
The price is HK$600
HK$1,436 total
includes taxes & fees
28 Sept - 29 Sept
Cozy Pink Vintage Studio with Private Fenced Yard
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.

15. 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 HK$854
HK$3,534 total
includes taxes & fees
29 Sept - 30 Sept
Fuel Your Passion for Epic Experiences and Outdoor Adventures at the Moto Ranch Factory Ride!
A compact RV interior with a sofa, dining area, kitchenette, and a window with curtains.

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

Bushnell Riverside Retreat w/ Hot Tub & Game Shed
3.0 star property
Bushnell
The price is HK$941
HK$2,188 total
includes taxes & fees
30 Sept - 1 Oct
Bushnell Riverside Retreat w/ Hot Tub & Game Shed
A wooden pier extending into calm water, surrounded by trees and a clear sky.

17. Paradise on Lake Harris Apt #101

Paradise on Lake Harris Apt #101
Leesburg
9.2 out of 10, Wonderful, (10 reviews)
"What a wonderful, clean and great vibing place to stay! We visited for a short adults only get away to explore the Harris chain and we will definitely be staying here again! Thank you!"
United States
Mendy H.
The price is HK$1,541
HK$1,899 total
includes taxes & fees
24 Sept - 25 Sept
Paradise on Lake Harris Apt #101
A modern kitchen with white cabinets, a central island, and pendant lighting.

18. The Villages 3 bed/3 Kings, Private, Coastal decor, 1 min to Rec cntr & Pickleba

The Villages 3 bed/3 Kings, Private, Coastal decor, 1 min to Rec cntr & Pickleba
The Villages
9.8 out of 10, Exceptional, (11 reviews)
"Great place, huge backyard, privacy for all rooms, plenty of dishes, etc. Loved our stay!"
United States
Dawn S.
The price is HK$1,482
HK$3,586 total
includes taxes & fees
23 Oct - 24 Oct
The Villages 3 bed/3 Kings, Private, Coastal decor, 1 min to Rec cntr & Pickleba
A hammock hanging by a window with a view of a lake and grassy area.

19. Cozy Lake Front Cottage

Cozy Lake Front Cottage
Clermont
10.0 out of 10, Exceptional, (25 reviews)
"The setting was very nice and in a quiet area, but conveniently located to travel around Florida. Cottage was clean and very comfortable. Would definitely stay again."
United States
Brenda P.
The price is HK$1,052
HK$2,289 total
includes taxes & fees
27 Sept - 28 Sept
Cozy Lake Front Cottage
A kitchen with teal walls, wooden cabinets, a microwave, a toaster, and a sink.

20. Cabin At A Wildlife Sanctuary - Diego’s Cabin

Cabin At A Wildlife Sanctuary - Diego’s Cabin
Dade City
9.6 out of 10, Exceptional, (23 reviews)
"We were greeted warmly."
United States
Lauretta W.
The price is HK$579
HK$1,201 total
includes taxes & fees
24 Sept - 25 Sept
Cabin At A Wildlife Sanctuary - Diego’s Cabin
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Webster Hotel Reviews

Hotel Eastport

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."
Jennifer 1-night trip
Posted 1 day ago
Hotel Eastport

Find out more about Webster

Search for holiday rentals in Webster on Expedia! You can easily find your home rentals, villas, holiday apartments in Webster using one of the methods below:

  • View our selection of featured holiday rentals in Webster
  • Use the map to find apartments and other holiday homes in the Webster neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Webster while they last

Look no further and take a look at our great range of rental properties in Webster!

Frequently asked questions

Can I find holiday rentals in Webster?

Yes, there are holiday rentals close to the most popular sights in Webster, or you can select a more secluded option if you're looking for a relaxing stay. Webster is known for its shopping.

What are some of the best holiday rentals that Webster has to offer?

Peaceful Lakeside Pool Villa w/ Star Wars Games Room Near Disney : This holiday home rental outside of Webster is located on a lake, and has an outdoor pool, a patio and a BBQ to put you at ease in your new surroundings. It has 4 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. It offers a garden, an arcade/games room and 1 hot tub so that you can immerse yourself in your holiday.

How many holiday rentals are there in Webster?

With 3 Expedia holiday rentals, you're guaranteed to find just the right place for your Webster stay.

What’s there to see and do in Webster?

Explore the area and family-friendly sights such as Giraffe Ranch, or get out into nature at a spot like Withlacoochee Trail State Park. Webster Westside Flea Market and Florida National Cemetery are a couple of places you'll find in the wider area.

What’s a holiday rental in Webster like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Webster. Holiday rentals provide amenities such as hot tubs, fire pits and patios so you'll feel right at home. If you're concerned about a sanitised environment, holiday rentals can provide a sense of privacy away from public hotel lifts and busy reception areas while still allowing you the enjoyment of travel. You'll also get more space in a holiday rental than in a hotel, which is another reason why a holiday rental is an attractive option for family gatherings.