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Webster Holiday Rentals

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Check prices for these dates

In two weeks
16 Oct - 18 Oct
In two months
27 Nov - 29 Nov
In three months
25 Dec - 27 Dec
In four months
22 Jan - 24 Jan

Our top choices for Webster holiday rentals

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

1. 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 NZ$686
includes taxes & fees
15 Oct - 16 Oct
Heated pool & Kayaking house with a canal access in Lake Panasoffkee
A wooden interior with a door, a rocking chair, a small table with a plant, and a window with a view.

2. New King Bed in spacious Ridge Manor Villa with BBQ, Screened Lanai, and Views

New King Bed in spacious Ridge Manor Villa with BBQ, Screened Lanai, and Views
Ridge Manor
8.8 out of 10, Excellent, (6 reviews)
"The location was ideal for our trip needs and the home layout was very accommodating. Would definitely stay again."
United States
John
The price is NZ$728
includes taxes & fees
13 Oct - 14 Oct
New King Bed in spacious Ridge Manor Villa with BBQ, Screened Lanai, and Views
A kitchen with white cabinets, a microwave, and a sink. There are wicker chairs at the island.

3. Brand New Designer Home!- 5 minutes from East Port

Brand New Designer Home!- 5 minutes from East Port
Sumterville
9.8 out of 10, Exceptional, (6 reviews)
"Loved our stay.. Nicely appointed, every thing you need. Wish we could have stayed longer."
United States
denise K.
The price is NZ$552
includes taxes & fees
5 Oct - 6 Oct
Brand New Designer Home!- 5 minutes from East Port
A modern kitchen with stainless steel appliances, dark cabinetry, and a marble countertop.

4. 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 NZ$682
includes taxes & fees
9 Oct - 10 Oct
Charming 2-bedroom house in The Villages with Golf Cart
A kitchen with teal walls, wooden cabinets, a microwave, a toaster, and a sink.

5. 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 NZ$288
includes taxes & fees
3 Oct - 4 Oct
Cabin At A Wildlife Sanctuary - Diego’s Cabin
A covered seating area with a bench and chairs, surrounded by a rope barrier, and string lights overhead.

6. Fuel Your Passion for Epic Experiences and Outdoor Adventures at the Moto Ranch The Privateer!

Fuel Your Passion for Epic Experiences and Outdoor Adventures at the Moto Ranch The Privateer!
Brooksville
10.0 out of 10, Exceptional, (4 reviews)
"We love this place, we ride at Croom a few times a year. Would definitely stay here again. "
United States
Richard B.
The price is NZ$457
includes taxes & fees
15 Oct - 16 Oct
Fuel Your Passion for Epic Experiences and Outdoor Adventures at the Moto Ranch The Privateer!
A wooden console table with a fireplace, a decorative vase, and various items on top.

7. 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 NZ$325
includes taxes & fees
3 Oct - 4 Oct
Cozy Pink Vintage Studio with Private Fenced Yard
A modern kitchen with a central island, white cabinets, and pendant lighting.

8. 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 NZ$514
includes taxes & fees
4 Oct - 5 Oct
Boutique Mid-Century Home by Villages 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.

9. 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 NZ$874
includes taxes & fees
7 Oct - 8 Oct
Fuel Your Passion for Epic Experiences and Outdoor Adventures at the Moto Ranch Factory Ride!
A kitchen with wooden cabinets, a white refrigerator, a stove, and a microwave.

10. Florida Breeze - Wildlife Sanctuary

Florida Breeze - Wildlife Sanctuary
Dade City
9.8 out of 10, Exceptional, (37 reviews)
"It is a wonderful and peaceful environment. My son and I enjoyed all of the animals and especially appreciated the tour which was provided."
United States
Erik M.
The price is NZ$332
includes taxes & fees
11 Oct - 12 Oct
Florida Breeze - Wildlife Sanctuary
A modern kitchen with white cabinets, a stainless steel refrigerator, a microwave, and a flat-screen TV mounted on the wall.

11. 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 NZ$224
includes taxes & fees
25 Oct - 26 Oct
Newly renovated vacation house!
A modern kitchen with a central island, dark cabinets, stainless steel appliances, and pendant lighting.

12. 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 NZ$1,002
includes taxes & fees
28 Oct - 29 Oct
Villages, 3bed- 2.5ba waterfrnt+ golf cart- all bedrooms have king beds!
A covered seating area with a bench and chairs, surrounded by a rope barrier, and string lights overhead.

13. 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 NZ$315
includes taxes & fees
13 Oct - 14 Oct
Fuel Your Passion for Epic Experiences and Outdoor Adventures at the Moto Ranch ATV!
A covered patio with a table and chairs, overlooking a beach and water.

14. 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 NZ$574
includes taxes & fees
13 Oct - 14 Oct
Private Lake View House Rental close to wonderful Big Bass Grill restaurant
A kitchen with a black metal table and chairs, a white vase with green plants, and a window with blinds.

15. 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 NZ$358
includes taxes & fees
12 Oct - 13 Oct
Vintage Charm on Peaceful Mini Farm - Pet Friendly
A single-story house with a front yard, a sidewalk, and a large tree with hanging moss.

16. 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 NZ$129
includes taxes & fees
22 Oct - 23 Oct
old Florida cottage canal front
A compact RV interior with a sofa, dining area, kitchenette, and a window with curtains.

17. 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 NZ$483
includes taxes & fees
10 Oct - 11 Oct
Bushnell Riverside Retreat w/ Hot Tub & Game Shed
A compact RV kitchen with a double sink, wooden cabinets, a window, and a small countertop area.

18. RV camper in a peaceful place

RV camper in a peaceful place
Lake Panasoffkee
10.0 out of 10, Exceptional, (2 reviews)
"From pre-reservation questions, to check-in to check-out, Julia was very responsive. The property was just what we needed for our weekend. Quiet, quaint and all the basics were provided. Thank you!"
United States
Kevin B.
The price is NZ$169
includes taxes & fees
4 Oct - 5 Oct
RV camper in a peaceful place
A modern living room with a large window, a flat-screen TV, and a glass coffee table.

19. Sumner Lake Tiny House 1B

Sumner Lake Tiny House 1B
2.0 star property
Clermont
The price is NZ$658
includes taxes & fees
4 Oct - 5 Oct
Sumner Lake Tiny House 1B
A compact RV interior with a sofa, dining area, kitchenette, and a window with curtains.

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

Bushnell Riverside Retreat w/ Hot Tub & Game Shed
3.0 star property
Bushnell
The price is NZ$495
includes taxes & fees
10 Oct - 11 Oct
Bushnell Riverside Retreat w/ Hot Tub & Game Shed
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
"The staff was very helpful and friendly."
Kathy 1-night trip
Posted 16 hours ago
Holiday Inn Express Hotel & Suites Brooksville West by IHG

Find out more about Webster

Everything you need to know about Webster holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Webster holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Webster holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Webster holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Webster. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Webster holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Webster holiday rentals we have selected for you start as low as NZ$191 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Webster rentals

At Expedia, we put the best Webster holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Webster rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Webster holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Webster. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

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.