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Webster Holiday Rentals

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Check prices for these dates

In two weeks
26 Jun - 28 Jun
In two months
7 Aug - 9 Aug
In three months
4 Sept - 6 Sept
In four months
2 Oct - 4 Oct

Our top choices for Webster holiday rentals

Terrace/patio

Peaceful Country Retreat

Peaceful Country Retreat
Webster
The price is HK$1,464
HK$5,019 total
includes taxes & fees
15 Jun - 16 Jun
Peaceful Country Retreat
Interior

RV camper in a peaceful place

RV camper in a peaceful place
Lake Panasoffkee
10.0 out of 10, Exceptional, (1 review)
"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 HK$548
HK$744 total
includes taxes & fees
14 Jun - 15 Jun
RV camper in a peaceful place
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$2,997 total
includes taxes & fees
24 Jun - 25 Jun
Hook's Cabin- Lake & Pool near Disney A-frame
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$1,947
HK$3,236 total
includes taxes & fees
15 Jun - 16 Jun
Sumner Lake Tiny House - Lake Sumner
Interior

2 Mi to Lake Sumter Landing: Home in The Villages

2 Mi to Lake Sumter Landing: Home in The Villages
3.0 star property
Mallory Square
The price is HK$627
HK$2,633 total
includes taxes & fees
14 Jun - 15 Jun
2 Mi to Lake Sumter Landing: Home in The Villages
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, (8 reviews)
"Nice quiet and peaceful place. Host very quick on answering questions. Stayed 13 days in February of 2026. Would stay again, very nice place."
United States
Richard S.
The price is HK$979
HK$1,797 total
includes taxes & fees
22 Jun - 23 Jun
Charming water front cottage with central AC,quiet area in lovely Inverness
Fridge, microwave, oven, stovetop

Clermont Tiny Home: Main Floor Queen, Lofts & No Pet Fees

Clermont Tiny Home: Main Floor Queen, Lofts & No Pet Fees
Clermont
10.0 out of 10, Exceptional, (19 reviews)
"This was our second time staying here. It was clean and well stocked for the week. The pools at the place were great. We were able to enjoy pickleball and golf on the resort as well. "
United States
Carolyn B.
The price is HK$811
HK$2,060 total
includes taxes & fees
14 Jun - 15 Jun
Clermont Tiny Home: Main Floor Queen, Lofts & No Pet Fees
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$1,559
HK$2,992 total
includes taxes & fees
14 Jun - 15 Jun
Luxury Tiny by Tiny Hamptons - Chef’s Kitchen
Smart TV, books

Lux A-Frame Home,Glamping Feel Near Disney,Orlando

Lux A-Frame Home,Glamping Feel Near Disney,Orlando
Vacation Village
10.0 out of 10, Exceptional, (1 review)
"We enjoyed staying the weekend with our corgi. It was conveniently located and comfortable. "
United States
Miriam N.
Lux A-Frame Home,Glamping Feel Near Disney,Orlando
Interior

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

Swim, Golf & Unwind: Home 5 Mi to Lake Sumter!
Collier
10.0 out of 10, Exceptional, (2 reviews)
"Kelly makes her home very welcoming and is beautiful for family get togethers or just sitting quietly on the back patio.Beds kitchen and essentials were perfect Thank you Kelly for sharing your home"
United States
Rebecca B.
The price is HK$838
HK$2,876 total
includes taxes & fees
14 Jul - 15 Jul
Swim, Golf & Unwind: Home 5 Mi to Lake Sumter!
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$1,866 total
includes taxes & fees
14 Jun - 15 Jun
Paradise on Lake Harris Apt #101
Interior

Charming Family & Triathlete Downtown Suite 857

Charming Family & Triathlete Downtown Suite 857
Historic Downtown Clermont
9.8 out of 10, Exceptional, (20 reviews)
"Very nice place to stay and location is perfect. Property owners were available for any of our needs. Very much recommend this property if you are coming to Clermont. "
United States
Dana B.
The price is HK$1,058
HK$3,033 total
includes taxes & fees
14 Jun - 15 Jun
Charming Family & Triathlete Downtown Suite 857
2 bedrooms, desk, iron/ironing board, free WiFi

Family and Triathlete Friendly Downtown Suite 599

Family and Triathlete Friendly Downtown Suite 599
Historic Downtown Clermont
10.0 out of 10, Exceptional, (18 reviews)
"The property was exactly as advertised and the hosts were great and made sure our stay was great. Proximity to historic Clermont and the waterfront was an easy stroll. Would stay again for sure."
United States
Dan S.
The price is HK$964
HK$2,909 total
includes taxes & fees
14 Jun - 15 Jun
Family and Triathlete Friendly Downtown Suite 599
2 bedrooms, desk, iron/ironing board, free WiFi

Spotless Escape in the City`s Core 837

Spotless Escape in the City`s Core 837
Historic Downtown Clermont
10.0 out of 10, Exceptional, (24 reviews)
"Fully stocked kitchen, comfortable beds, and fabulous location. "
United States
Lisa N.
Spotless Escape in the City`s Core 837
Interior

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$658
HK$2,099 total
includes taxes & fees
14 Jun - 15 Jun
Bushnell Riverside Retreat w/ Hot Tub & Game Shed
Dining

Inverness Lakeside Home

Inverness Lakeside Home
Inverness
10.0 out of 10, Exceptional, (2 reviews)
"Very beautiful property with tons of birds and lake beauty. The house is very nice and beds are comfortable. Thank you"
United States
steven d.
The price is HK$1,763
HK$3,685 total
includes taxes & fees
17 Jun - 18 Jun
Inverness Lakeside Home
Fridge, microwave, stovetop, dishwasher

2 Mi to Lake Sumter Landing: Home in The Villages

2 Mi to Lake Sumter Landing: Home in The Villages
Mallory Square
10.0 out of 10, Exceptional, (11 reviews)
The price is HK$556
HK$2,635 total
includes taxes & fees
12 Jul - 13 Jul
2 Mi to Lake Sumter Landing: Home in The Villages
1 bedroom, Internet

Sumner Lake Tiny House 1B

Sumner Lake Tiny House 1B
2.0 star property
Clermont
The price is HK$1,791
HK$3,063 total
includes taxes & fees
18 Jun - 19 Jun
Sumner Lake Tiny House 1B
Interior

Cozy quiet home close to tourist attractions & airboating. Pet-friendly!

Cozy quiet home close to tourist attractions & airboating. Pet-friendly!
Floral City
9.6 out of 10, Exceptional, (22 reviews)
"Love the outside area"
United States
Tony C.
The price is HK$979
HK$2,200 total
includes taxes & fees
14 Jun - 15 Jun
Cozy quiet home close to tourist attractions & airboating. Pet-friendly!
Fridge, microwave, oven, stovetop

Florida Breeze - Wildlife Sanctuary

Florida Breeze - Wildlife Sanctuary
Dade City
9.8 out of 10, Exceptional, (36 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$705
HK$1,473 total
includes taxes & fees
14 Jul - 15 Jul
Florida Breeze - Wildlife Sanctuary
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

Brownwood Hotel & Spa

Brownwood Hotel & Spa

10/10 Excellent
"This hotel is such a gem! Clean, beautiful, well maintained and full of friendly staff… we have made this our stop for years on our long journey to the lower part of the state. Highly recommend!"
Logan 1-night trip
Posted 2 hours ago
Brownwood Hotel & Spa

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?

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.