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Webster Vacation Rentals

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Check prices for these dates

In two weeks
Nov 6 - Nov 8
In two months
Dec 18 - Dec 20
In three months
Jan 15 - Jan 17
In four months
Feb 12 - Feb 14

Our top choices for Webster vacation rentals

A modern living room with a large window, a flat-screen TV, and a glass coffee table.

1. 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)
$390 nightly
The price is $433
Oct 27 - Oct 28
Total with taxes and fees
Sumner Lake Tiny House - Lake Sumner
A multi-story hotel with a central courtyard, featuring a mix of stone and stucco exteriors, balconies, and a well-maintained garden with palm trees and red flowers.

2. Siena at Bella Collina

Siena at Bella Collina
3.5 star property
Montverde
9.8 out of 10, Exceptional, (79 reviews)
"Nice accommodation"
United States
Noel
$520 nightly
The price is $577
Nov 22 - Nov 23
Total with taxes and fees
Siena at Bella Collina
A bedroom with a bed, nightstands, a dresser, a ceiling fan, and a bathroom visible through an open door.

3. Lakeside Serenity Retreat

Lakeside Serenity Retreat
3.5 star property
Inverness
$185 nightly
The price is $205
Nov 23 - Nov 24
Total with taxes and fees
Lakeside Serenity Retreat
A kitchen with a double sink, granite countertop, white cabinets, and a window with a view of greenery.

4. Comfortable Home in Dade City!

Comfortable Home in Dade City!
2.0 star property
Dade City
Comfortable Home in Dade City!
A living room with a sofa, a coffee table, a television, a ceiling fan, and a painting on the wall.

5. Pangola Cottage

Pangola Cottage
2.0 star property
Land O' Lakes
$203 nightly
The price is $227
Oct 27 - Oct 28
Total with taxes and fees
Pangola Cottage
A modern outdoor seating area with a wicker sectional sofa, a wooden coffee table, and a large umbrella.

6. Swim, Golf & Unwind: Home 5 Mi to Lake Sumter!

Swim, Golf & Unwind: Home 5 Mi to Lake Sumter!
3.0 star property
Collier
$350 nightly
The price is $374
Oct 24 - Oct 25
Total with taxes and fees
Swim, Golf & Unwind: Home 5 Mi to Lake Sumter!
A modern, white, dome-shaped building with large windows, surrounded by lush greenery.

7. Room 03 - Lake Sumner

Room 03 - Lake Sumner
2.0 star property
Clermont
6.0 out of 10, (2 reviews)
"Office was very helpful and courteous. "
United States
Andrew
$178 nightly
The price is $198
Oct 26 - Oct 27
Total with taxes and fees
Room 03 - Lake Sumner
A high-ceilinged room with a staircase, a leather sofa, a coffee table, and a view of the outdoors.

8. The Nest-lake Sumner

The Nest-lake Sumner
2.0 star property
Clermont
$218 nightly
The price is $242
Oct 25 - Oct 26
Total with taxes and fees
The Nest-lake Sumner
A modern living room with a large window, a flat-screen TV, and a glass coffee table.

9. Sumner Lake Tiny House 1B

Sumner Lake Tiny House 1B
2.0 star property
Clermont
$372 nightly
The price is $413
Oct 25 - Oct 26
Total with taxes and fees
Sumner Lake Tiny House 1B
A bedroom with a large window, wooden ceiling, and a view of a green landscape.

10. Studio 01 - Lake Sumner

Studio 01 - Lake Sumner
2.0 star property
Clermont
$249 nightly
The price is $276
Oct 25 - Oct 26
Total with taxes and fees
Studio 01 - Lake Sumner
A geodesic dome structure with a central door and a patio area with white furniture.

11. Room 04 - Lake Sumner

Room 04 - Lake Sumner
2.0 star property
Clermont
4.0 out of 10, (2 reviews)
"Pain in the neck. Entire experience was aggravating. Water was turned off in the middle of the last night. No spare roll of toilet tissue, which was not a problem since we had no water the last day. Tiny room reminiscence of a small cruise cabin. No TV. "
United States
Robert A
$128 nightly
The price is $143
Oct 28 - Oct 29
Total with taxes and fees
Room 04 - Lake Sumner
A bedroom with a large bed, nightstands, a lamp, and a view of the sunset through a sliding glass door.

12. Studio 02 - Lake Sumner

Studio 02 - Lake Sumner
2.0 star property
Clermont
6.0 out of 10, (1 review)
$226 nightly
The price is $251
Oct 28 - Oct 29
Total with taxes and fees
Studio 02 - Lake Sumner
A spacious dining room with a large wooden table, white upholstered chairs, and a crystal chandelier.

13. Executive 5 Bedroom Pool Home, Dade City!

Executive 5 Bedroom Pool Home, Dade City!
2.0 star property
Dade City
$968 nightly
The price is $1,084
Nov 2 - Nov 3
Total with taxes and fees
Executive 5 Bedroom Pool Home, Dade City!
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

Home2 Suites by Hilton Wildwood the Villages

Home2 Suites by Hilton Wildwood the Villages

10/10 Excellent
"This is an excellent hotel and should be your first choice. The staff was very helpful and friendly, the hotel, including the rooms, was very clean and updated, and the room was large. Breakfast was excellent with a large selection of items."
Iniv 1-night trip
Posted 3 hours ago
Home2 Suites by Hilton Wildwood the Villages

Find out more about Webster

Everything you need to know about Webster vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Webster vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. 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 vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Webster vacation 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 low season months. For more hustle and bustle, you may prefer to visit Webster in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $108 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Webster rentals

At Expedia, we put the best Webster vacation 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 vacation.

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.

Explore a world of travel with Expedia

Frequently asked questions

Can I find vacation rentals in Webster?

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

What's the top vacation rental in Webster?

Peaceful Lakeside Pool Villa w/ Star Wars Games Room Near Disney : Visitors like this Webster vacation home rental. It is located on a lake and has an outdoor pool, a patio, and a barbecue grill 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 you can cook with friends or family. It offers a garden, an arcade game room, and a hot tub so you can immerse yourself in your vacation.

How many vacation rentals are there in Webster?

With 3 Expedia vacation rentals, you're sure 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 larger area.

What’s a vacation rental in Webster like?

Vacation rentals are private properties where you can stay for several days or longer in Webster. Vacation rentals provide amenities like WiFi and washers and dryers to help you enjoy your stay. If you're concerned about cleanliness, vacation rentals can offer a sense of safety away from public hotel elevators and busy reception areas while still allowing you the enjoyment of travel. You'll also have more space in a vacation rental than in a standard hotel, which is another reason why a vacation rental is a popular option for families.