Webster Holiday Rentals

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Check prices for these dates

In two weeks
15 May - 17 May
In two months
26 Jun - 28 Jun
In three months
24 Jul - 26 Jul
In four months
21 Aug - 23 Aug

Our top choices for Webster holiday rentals

Terrace/patio

Peaceful Country Retreat

Peaceful Country Retreat
Webster
The price is HK$1,550
HK$4,925 total
includes taxes & fees
30 Apr - 1 May
Peaceful Country Retreat
Interior

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, (6 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 HK$466
HK$1,372 total
includes taxes & fees
30 Apr - 1 May
Fuel Your Passion for Epic Experiences and Outdoor Adventures at the Moto Ranch SX!
Outdoor pool

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 HK$423
HK$844 total
includes taxes & fees
1 May - 2 May
Private Spacious Room in Home, with Pool-The Oasis Room
Interior

Cozy Lake Front Cottage

Cozy Lake Front Cottage
Clermont
10.0 out of 10, Exceptional, (21 reviews)
"Host was very accommodating and the cottage was perfect"
United States
Ashley P.
The price is HK$1,051
HK$2,271 total
includes taxes & fees
1 May - 2 May
Cozy Lake Front Cottage
Interior

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

Swim, Golf & Unwind: Home 5 Mi to Lake Sumter!
3.0 star property
Collier
The price is HK$1,771
HK$3,803 total
includes taxes & fees
30 Apr - 1 May
Swim, Golf & Unwind: Home 5 Mi to Lake Sumter!
Fridge, microwave, oven, stovetop

Tiny Hamptons, No Pet Fees, Main Floor Bed

Tiny Hamptons, No Pet Fees, Main Floor Bed
Clermont
10.0 out of 10, Exceptional, (17 reviews)
"Very clean and has everything you need."
United States
Kathleen S.
The price is HK$1,011
HK$2,313 total
includes taxes & fees
1 May - 2 May
Tiny Hamptons, No Pet Fees, Main Floor Bed
Property grounds

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$1,540
HK$1,905 total
includes taxes & fees
30 Apr - 1 May
Paradise on Lake Harris Apt #101
2 bedrooms, Internet, bed sheets

Sumner Lake Tiny House - Lake Sumner

Sumner Lake Tiny House - Lake Sumner
2.5 star property
Clermont
10.0 out of 10, Exceptional, (1 review)
The price is HK$1,951
HK$3,241 total
includes taxes & fees
6 May - 7 May
Sumner Lake Tiny House - Lake Sumner
Fridge, microwave, oven, stovetop

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, (6 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 HK$979
HK$1,766 total
includes taxes & fees
30 Apr - 1 May
Charming water front cottage with central AC,quiet area in lovely Inverness
1 bedroom, desk, WiFi

Modern studio apartment with covered outside seating area

Modern studio apartment with covered outside seating area
Spring Hill
9.4 out of 10, Exceptional, (57 reviews)
"Clean, cozy apartment. Had everything I needed for my stay. Perfect for my trip to the area. Great communication with host. I would stay again."
United States
Lewis C.
The price is HK$367
HK$915 total
includes taxes & fees
30 Apr - 1 May
Modern studio apartment with covered outside seating area
Smart TV, fireplace, books

Luxury Tiny by Tiny Hamptons - Chef’s Kitchen

Luxury Tiny by Tiny Hamptons - Chef’s Kitchen
Clermont
10.0 out of 10, Exceptional, (9 reviews)
"Nice accommodations, easy check in, great communications, clean and nice."
United States
John W.
The price is HK$1,324
HK$2,630 total
includes taxes & fees
30 Apr - 1 May
Luxury Tiny by Tiny Hamptons - Chef’s Kitchen
Fridge, microwave, oven, stovetop

Florida Breeze - Wildlife Sanctuary

Florida Breeze - Wildlife Sanctuary
Dade City
9.8 out of 10, Exceptional, (34 reviews)
"Property was exactly as descibed. Host gave us a tour of the wildlife rescue on property, even letting us feed several of the animals. "
United States
Julia
The price is HK$744
HK$1,517 total
includes taxes & fees
4 May - 5 May
Florida Breeze - Wildlife Sanctuary
Smart TV, offices

Hook's Cabin- Lake & Pool near Disney A-frame

Hook's Cabin- Lake & Pool near Disney A-frame
Vacation Village
9.8 out of 10, Exceptional, (7 reviews)
"Great location, very clean, and nicely decorated! The piil was closed for for a day, otherwise very satisfied. "
United States
Leah F.
The price is HK$1,025
HK$2,950 total
includes taxes & fees
30 May - 31 May
Hook's Cabin- Lake & Pool near Disney A-frame
Fridge, microwave, oven, stovetop

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
8.8 out of 10, Excellent, (10 reviews)
"The house is amazing! Beautiful, clean, lots of room. It had everything in it that we wanted."
United States
Amber J.
The price is HK$1,968
HK$4,228 total
includes taxes & fees
30 Apr - 1 May
Villages, 3bed- 2.5ba waterfrnt+ golf cart- all bedrooms have king beds!
Front of property

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$596
HK$2,032 total
includes taxes & fees
1 May - 2 May
Bushnell Riverside Retreat w/ Hot Tub & Game Shed
Outdoor pool

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 HK$588
HK$1,418 total
includes taxes & fees
30 Apr - 1 May
Guest House with pool, boat parking
3 bedrooms, desk, iron/ironing board, WiFi

Saltwater Pool + Fire Pit Nights , Weeki Wachee

Saltwater Pool + Fire Pit Nights , Weeki Wachee
Brooksville
10.0 out of 10, Exceptional, (2 reviews)
"The property was well situated near shops, restaurants etcThe home was clean and well appointed, very comfortable. Wonderful outdoor area,The host was quick to reply with information when requested."
United States
Kathleen F.
The price is HK$1,490
HK$3,558 total
includes taxes & fees
30 Apr - 1 May
Saltwater Pool + Fire Pit Nights , Weeki Wachee
Fridge, microwave, oven, stovetop

Classic Mid Century Home with Fenced Yard near The Village’s

Classic Mid Century Home with Fenced Yard near The Village’s
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$1,192
HK$2,372 total
includes taxes & fees
30 Apr - 1 May
Classic Mid Century Home with Fenced Yard near The Village’s
1 bedroom, WiFi, bed sheets, wheelchair access

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 HK$729
HK$1,227 total
includes taxes & fees
30 Apr - 1 May
ROOM 04 - Lake Sumner
Dining

2 BR/2 bath Clermont cottage w/ Heated Olympic Pool/basketball/lake access

2 BR/2 bath Clermont cottage w/ Heated Olympic Pool/basketball/lake access
Vacation Village
10.0 out of 10, Exceptional, (7 reviews)
"Excellent host, very clean, coffee bar, and access to great facilities. Would highly recommend this place."
United States
Jodi
The price is HK$940
HK$2,141 total
includes taxes & fees
6 May - 7 May
2 BR/2 bath Clermont cottage w/ Heated Olympic Pool/basketball/lake access
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

Hampton Inn Dade City - Zephyrhills

Hampton Inn Dade City - Zephyrhills

8/10 Good
"The room was quite comfortable. "
Maria 2-night trip
Posted 1 hour ago
Hampton Inn Dade City - Zephyrhills

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
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  • 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?

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 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.