Webster Holiday Rentals

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Our top choices for Webster holiday rentals

Peaceful Country Retreat

Peaceful Country Retreat
Webster
The price is AU$869
includes taxes & fees
14 May - 15 May
Peaceful Country Retreat

Fuel Your Passion for Epic Experiences and Outdoor Adventures at the Moto Ranch SX!

Fuel Your Passion for Epic Experiences and Outdoor Adventures at the Moto Ranch SX!
Brooksville
9.8 out of 10, Exceptional, (7 reviews)
"If you are into motosports , and have not stayed at Moto Ranch, you are missing an awesome experience. The entire place is beautiful, clean, and awesome! The people who run it and take care of it are the best! I’ve been multiple times and it never disappoints!"
United States
Chris
The price is AU$244
includes taxes & fees
25 May - 26 May
Fuel Your Passion for Epic Experiences and Outdoor Adventures at the Moto Ranch SX!

Cozy RV Retreat with Private Hot Tub and Fenced Yard

Cozy RV Retreat with Private Hot Tub and Fenced Yard
Spring Hill
10.0 out of 10, Exceptional, (1 review)
"Property very private and I recommend the stay there very highly."
United States
Raul Rivera
The price is AU$266
includes taxes & fees
13 May - 14 May
Cozy RV Retreat with Private Hot Tub and Fenced Yard

Cabin in the Olive Orchard

Cabin in the Olive Orchard
Brooksville
9.8 out of 10, Exceptional, (10 reviews)
"Great gateaway! Beautiful place and love that we could sleep in a comfortable bed while looking at the stars! "
United States
Delphine R.
The price is AU$200
includes taxes & fees
14 May - 15 May
Cabin in the Olive Orchard

Bushnell Riverside Retreat w/ Hot Tub & Game Shed

Bushnell Riverside Retreat w/ Hot Tub & Game Shed
3.0 star property
Bushnell
The price is AU$364
includes taxes & fees
13 May - 14 May
Bushnell Riverside Retreat w/ Hot Tub & Game Shed

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, (28 reviews)
"We stayed here for several nights while on vacation. Wonderful, peaceful, and clean place! The hosts couldn’t be better, we had a late flight and issues with a rental car and they were very understanding and helpful. Would highly recommend this place!"
United States
Ashlyn H.
The price is AU$144
includes taxes & fees
18 May - 19 May
Private Spacious Room in Home, with Pool-The Oasis Room

Modern studio apartment with covered outside seating area

Modern studio apartment with covered outside seating area
Spring Hill
9.4 out of 10, Exceptional, (58 reviews)
"The people were great and the place was quiet. The place was very clean and comfortable. Would recommend the place."
United States
Gloria S.
The price is AU$164
includes taxes & fees
24 May - 25 May
Modern studio apartment with covered outside seating area

Cozy Lake Front Cottage

Cozy Lake Front Cottage
Clermont
10.0 out of 10, Exceptional, (22 reviews)
"Host was very accommodating and the cottage was perfect"
United States
Ashley P.
The price is AU$402
includes taxes & fees
14 May - 15 May
Cozy Lake Front Cottage

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, (14 reviews)
"Amazing stay!"
United States
Dennis
The price is AU$339
includes taxes & fees
17 May - 18 May
Cozy Home w/ Game Room Villages and Lake Harris

Guest House with pool, boat parking

Guest House with pool, boat parking
Leesburg
8.6 out of 10, Excellent, (27 reviews)
"Great location, clean and very good communications with owner. I’d definitely stay again."
United States
Dennis B.
The price is AU$252
includes taxes & fees
25 May - 26 May
Guest House with pool, boat parking

Cabin At A Wildlife Sanctuary - Diego’s Cabin

Cabin At A Wildlife Sanctuary - Diego’s Cabin
Dade City
10.0 out of 10, Exceptional, (18 reviews)
"We were greeted warmly."
United States
Lauretta W.
The price is AU$211
includes taxes & fees
25 May - 26 May
Cabin At A Wildlife Sanctuary - Diego’s Cabin

Garden Cottage Within Walking Distance to Downtown Brooksville

Garden Cottage Within Walking Distance to Downtown Brooksville
Brooksville
10.0 out of 10, Exceptional, (6 reviews)
"So enjoyed our stay, lovely cottage had everything we needed. Loved the shower 🚿. Will definitely stay again "
United States
Corinn
The price is AU$346
includes taxes & fees
19 May - 20 May
Garden Cottage Within Walking Distance to Downtown Brooksville

Vintage Chic King Bed Studio Apartment Near The Villages Pet Friendly

Vintage Chic King Bed Studio Apartment Near The Villages Pet Friendly
Coleman
10.0 out of 10, Exceptional, (26 reviews)
"Amazing everything . Clean cozy and Dana was a great host . Will come back !"
United States
Samantha P.
The price is AU$285
includes taxes & fees
24 May - 25 May
Vintage Chic King Bed Studio Apartment Near The Villages Pet Friendly

Charming water front cottage with central AC,quiet area in lovely Inverness

Charming water front cottage with central AC,quiet area in lovely Inverness
Inverness
10.0 out of 10, Exceptional, (8 reviews)
"Absolutely wonderful cottage to relax and unwind close to nature. All sorts of amenities provided with the cottage and the host does a great job of making sure nothing is missed to make sure you have a good time. Would definitely book again. "
United States
Todd L.
The price is AU$318
includes taxes & fees
16 May - 17 May
Charming water front cottage with central AC,quiet area in lovely Inverness

Riverfront Floral City Stay w/ Dock & Hot Tub!

Riverfront Floral City Stay w/ Dock & Hot Tub!
3.0 star property
Floral City
The price is AU$394
includes taxes & fees
16 May - 17 May
Riverfront Floral City Stay w/ Dock & Hot Tub!

Tiny Hamptons, No Pet Fees, Main Floor Bed

Tiny Hamptons, No Pet Fees, Main Floor Bed
Clermont
10.0 out of 10, Exceptional, (18 reviews)
"Very clean and has everything you need."
United States
Kathleen S.
The price is AU$392
includes taxes & fees
26 May - 27 May
Tiny Hamptons, No Pet Fees, Main Floor Bed

Relaxing Studio Just Minutes from Weeki Wachee Springs

Relaxing Studio Just Minutes from Weeki Wachee Springs
Spring Hill
10.0 out of 10, Exceptional, (1 review)
"Lendys was super accommodating. The room was a great place to crash for a night while I was in town for a funeral."
United States
Nathan G.
The price is AU$188
includes taxes & fees
13 May - 14 May
Relaxing Studio Just Minutes from Weeki Wachee Springs

Wonderful 4-bedroom house in charming Spring Hill !

Wonderful 4-bedroom house in charming Spring Hill !
Spring Hill
The price is AU$226
includes taxes & fees
18 May - 19 May
Wonderful 4-bedroom house in charming Spring Hill !

ROOM 04 - Lake Sumner

ROOM 04 - Lake Sumner
Clermont
7.4 out of 10, Good, (34 reviews)
"Nice room the shower was my favorite thing "
United States
Jennifer L.
The price is AU$219
includes taxes & fees
13 May - 14 May
ROOM 04 - Lake Sumner

Charming Studio apartment near The Villages with private yard

Charming Studio apartment near The Villages with private yard
Coleman
10.0 out of 10, Exceptional, (4 reviews)
"The host went out of her way to make sure we had everything we needed."
United States
Cynthia B.
The price is AU$208
includes taxes & fees
24 May - 25 May
Charming Studio apartment near The Villages with private yard
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

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 favourite 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 depend 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 AU$144 per night. Entering your travel dates in the search wizard might find you 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?

SEASONAL LOW RATES!!!Located in Disney's backyard- WITH PRIVATE POOL!!!: This holiday home rental outside of Webster offers an outdoor pool, a patio and a BBQ to help you feel perfectly comfortable in your new surroundings. It has 5 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. You can relax into your holiday with a garden and a selection of games.

How many holiday rentals are there in Webster?

With 4 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 Dade Battlefield State Park 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.