Webster Holiday Rentals

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Check prices for these dates

In two weeks
5 Dec - 7 Dec
In two months
16 Jan - 18 Jan
In three months
13 Feb - 15 Feb
In four months
13 Mar - 15 Mar

Holiday Rentals in Webster

Front of property – evening/night
Siena at Bella Collina

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 HK$3,005
HK$3,336 total
includes taxes & fees
23 Nov - 24 Nov
Siena at Bella Collina
Outdoor pool, a heated pool
Peaceful Lakeside Pool Villa w/ Star Wars Games Room Near Disney

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

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

Orange Tree
9.6 out of 10, Exceptional, (5)
The price is HK$662
HK$2,248 total
includes taxes & fees
17 Dec - 18 Dec
Family-friendly spacious 4bedroom house in Clermont with WiFi, AC & private pool
Property grounds
Lakefront Views-Private Porch and Deck- Close to the Villages in Leesburg

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

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

Orange Tree
9.8 out of 10, Exceptional, (229)
"We enjoyed staying at this house for a week. We used it as a base camp while exploring Florida. Having an abundance of rooms and a pool made our stay enjoyable. Would recommend staying again. The quiet neighborhood was a definite plus."
United States
Adam S.
☀️Waterfront Villa on Quiet Cul-De-Sac–Beautiful, Spacious & Private, Games Rm🐠
Fridge, microwave, oven, stovetop
Walk or Cart to Lake Sumter Landing! Our Village Gem - 5 Star - w/ Golf Cart

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

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
Fridge, microwave, oven, stovetop
3 bedroom villa in The Villages. Minutes from Brownwood and Sawgrass.

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 heated pool
A perfect place to watch the Sunset

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
Fridge, microwave, oven, stovetop
Lakeview house with old Florida feel close to everything fun in Central Florida

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

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
Smart TV, printers
5 Minute Golf Cart Ride To Brownwood, Restaurants, Entertainment

5 Minute Golf Cart Ride To Brownwood, Restaurants, Entertainment

The Villages
10.0 out of 10, Exceptional, (65)
"Highly recommend. "
United States
Elizabeth W.
5 Minute Golf Cart Ride To Brownwood, Restaurants, Entertainment
Outdoor pool, a heated pool
SEASONAL LOW RATES!!!Located in Disney's backyard- WITH PRIVATE POOL!!!

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

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

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.
Outdoor pool, a heated pool
Hidden Waterfront Oasis - 18 minutes to the Disney Entrance!

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

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

Wildwood
10.0 out of 10, Exceptional, (18)
"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
Pool
4 BR / 3 BA orlando vacation pool home in Clermont, BBQ Grill, Free Wifi!!

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!!
Pool
Villages2530-GORGEOUS FLORIDA RENTAL !!

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

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

Duval
10.0 out of 10, Exceptional, (110)
"House was great and as advertised. It is located in a great area, close to the pool, Rec Center, shopping, and multiple town squares. Don and Lynn were wonderful to deal with and responded in a timely manner. We would definitely stay here again "
United States
John V.
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

Microtel Inn & Suites by Wyndham Brooksville

Microtel Inn & Suites by Wyndham Brooksville

10/10 Excellent
"The room was very clean and everything looked like it had just been remodeled. Had a nice breakfast."
Brenda 2-night trip
Posted 2 days ago
Microtel Inn & Suites by Wyndham Brooksville

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?

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.