Webster Holiday Rentals

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Holiday Rentals in Webster

Siena at Bella Collina

3.5 star property
Montverde
9.8 out of 10, Exceptional, (71)
"Property exceptional!! Room for everyone in our family to have privacy. View so relaxing and beautiful sunrise over the lake. "
United States
Sandra
The price is NZ$703
includes taxes & fees
3 Dec - 4 Dec
Siena at Bella Collina

Peaceful Lakeside Pool Villa w/ Star Wars Games Room Near Disney

Orange Tree
10.0 out of 10, Exceptional, (76)
"The place was perfect. Pool was great and the sunrise was beautiful. Everything we needed. "
United States
gordostogo
Peaceful Lakeside Pool Villa w/ Star Wars Games Room Near Disney

Family-friendly spacious 4bedroom house in Clermont with WiFi, AC & private pool

Orange Tree
9.6 out of 10, Exceptional, (4)
"the home was nice and was close to the festival we were attending"
United States
Shawn K.
Family-friendly spacious 4bedroom house in Clermont with WiFi, AC & private pool

Lakefront Views-Private Porch and Deck- Close to the Villages in Leesburg

Leesburg
10.0 out of 10, Exceptional, (1)
"Very close to wildlife and screened porch was great. Beautiful sunrises. House was bigger then looked on pictures..lots of room.. Only thing was small shower. Would rent again."
United States
Kris B.
Lakefront Views-Private Porch and Deck- Close to the Villages in Leesburg

☀️Waterfront Villa on Quiet Cul-De-Sac–Beautiful, Spacious & Private, Games Rm🐠

Orange Tree
9.8 out of 10, Exceptional, (229)
"Very beautiful house. Close to all theme parks."
United States
Carol S.
☀️Waterfront Villa on Quiet Cul-De-Sac–Beautiful, Spacious & Private, Games Rm🐠

Walk or Cart to Lake Sumter Landing! Our Village Gem - 5 Star - w/ Golf Cart

Caroline
10.0 out of 10, Exceptional, (116)
"Property was excellent. Great home base for "
United States
Heather P.
Walk or Cart to Lake Sumter Landing! Our Village Gem - 5 Star - w/ Golf Cart

Golf Front Home, Solar Heat Pool! FREE golf cart, wifi, awesome view

Collier
10.0 out of 10, Exceptional, (219)
"The accommodations were clean and orderly, for the most part everything you need is there."
United States
Elizabeth C.
Golf Front Home, Solar Heat Pool! FREE golf cart, wifi, awesome view

3 bedroom villa in The Villages. Minutes from Brownwood and Sawgrass.

The Villages
10.0 out of 10, Exceptional, (1)
"Great location. Enjoyed the stay and house was very clean with all needed amenities. "
United States
Kathleen W.
3 bedroom villa in The Villages. Minutes from Brownwood and Sawgrass.

A perfect place to watch the Sunset

Weston Hills
9.8 out of 10, Exceptional, (115)
"Everything was easy, beautiful home "
United States
LaTonya B.
A perfect place to watch the Sunset

Lakeview house with old Florida feel close to everything fun in Central Florida

Leesburg
9.6 out of 10, Exceptional, (16)
"This was our second consecutive year staying at this lovely home in Leesburg, nearby our dad’s home and close to many restaurant options shopping. We love the home’s amenities and the game room can’t be beat. Thanks for another perfect place to spend the weekend. "
United States
Patricia B.
Lakeview house with old Florida feel close to everything fun in Central Florida

Village of Fernandina - free use of golf cart with liability waiver

Fernandina
10.0 out of 10, Exceptional, (22)
"Check in & out was very convenient. The villa was very clean & met all my expectations. I will definitely consider renting again for next year."
United States
Corina S.
Village of Fernandina - free use of golf cart with liability waiver

5 Minute Golf Cart Ride To Brownwood, Restaurants, Entertainment

The Villages
10.0 out of 10, Exceptional, (64)
"Highly recommend. "
United States
Elizabeth W.
5 Minute Golf Cart Ride To Brownwood, Restaurants, Entertainment

SEASONAL LOW RATES!!!Located in Disney's backyard- WITH PRIVATE POOL!!!

Weston Hills
9.6 out of 10, Exceptional, (116)
"Amazing house was great for our 11 person stay "
United States
rashida D.
SEASONAL LOW RATES!!!Located in Disney's backyard- WITH PRIVATE POOL!!!

WOW.. ELEGANT Courtyard Villa, GOLF CART, Walk to Sumter Square & pool, sleep 6+

Virginia Trace
9.6 out of 10, Exceptional, (118)
"Good experience. We would stay there again. "
United States
Alan K.
WOW.. ELEGANT Courtyard Villa, GOLF CART, Walk to Sumter Square & pool, sleep 6+

WOW CLOSED IN COURTYARD VILLA, GOLF CART, 2 BEDROOMS AND WALK TO 5 LOCAL POOLS.

The Villages
10.0 out of 10, Exceptional, (29)
"We enjoyed our stay."
United States
Charmayne D.
WOW CLOSED IN COURTYARD VILLA, GOLF CART, 2 BEDROOMS AND WALK TO 5 LOCAL POOLS.

Hidden Waterfront Oasis - 18 minutes to the Disney Entrance!

Orange Tree
10.0 out of 10, Exceptional, (101)
"Lovely villa had everything for a family plus a welcome pack the communication was excellent joe answered any questions i had i would definitely stay here again also you coould seedisney fireworks which were amazing i would recommend this villa for anyone with families thank you had a great stay."
United States
Sharon r.
Hidden Waterfront Oasis - 18 minutes to the Disney Entrance!

Villages/Brownwood, Sunset View, Private Patio Villa, Golf Cart, Grill - Lovely

Wildwood
10.0 out of 10, Exceptional, (17)
"Great stay ,beautiful house,the host was great ,Close to everything all by cart.Thanks Mickey!!!"
United States
Anonymous traveller
Villages/Brownwood, Sunset View, Private Patio Villa, Golf Cart, Grill - Lovely

4 BR / 3 BA orlando vacation pool home in Clermont, BBQ Grill, Free Wifi!!

Greater Groves
7.8 out of 10, Good, (48)
"Thia place is a nice big home that will accommodate alot of people. Though the home was a bit dated and needs upgraded counters and furniture, it was we wou stay here again"
United States
N C.
4 BR / 3 BA orlando vacation pool home in Clermont, BBQ Grill, Free Wifi!!

Villages2530-GORGEOUS FLORIDA RENTAL !!

Hadley
10.0 out of 10, Exceptional, (5)
"Had a wonderful stay and our host couldn’t have been anymore helpful in getting us set up to golf. Very friendly would highly recommend and would love to stay again in the future"
United States
Anonymous traveller
Villages2530-GORGEOUS FLORIDA RENTAL !!

Beautiful 2 BR wGas Golf Cart in Duval. All 10 star reviews!

Duval
10.0 out of 10, Exceptional, (110)
"House was excellent and owner was awesome luckily my family was in same area"
United States
ETHEL R.
Beautiful 2 BR wGas Golf Cart in Duval. All 10 star reviews!
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 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$703 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 5 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.