Webster Holiday Rentals

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Check prices for these dates

In two weeks
19 Dec - 21 Dec
In two months
30 Jan - 1 Feb
In three months
27 Feb - 1 Mar
In four months
27 Mar - 29 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$3,680
HK$4,085 total
includes taxes & fees
7 Dec - 8 Dec
Siena at Bella Collina
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
9.0 out of 10, Wonderful, (6)
"My family had a wonderful stay at the house. Very spacious and clean. Pool was wonderful. Communication was very quick with an easy check in"
United States
Sms B.
Family-friendly spacious 4bedroom house in Clermont with WiFi, AC & private pool
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, (230)
"Very Spacious. Loved the pool and sunsets over the lake. "
United States
Jen B.
☀️Waterfront Villa on Quiet Cul-De-Sac–Beautiful, Spacious & Private, Games Rm🐠
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)
"Our 3rd time staying here & it never disappoints. Great location. Perfect views. Wonderful floor plan that accommodates our family. We just love it here. We hope to be back again next year "
United States
Barb M.
Peaceful Lakeside Pool Villa w/ Star Wars Games Room Near Disney
Fridge, microwave, oven, stovetop
Christmas! Walk to Lake Sumter Landing! Our Village Gem - 5 Star - w/ Golf Cart

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

Caroline
10.0 out of 10, Exceptional, (117)
"Very nice property…Enjoyed my stay, thank you "
United States
Dennis P.
Christmas! Walk to Lake Sumter Landing! Our Village Gem - 5 Star - w/ Golf Cart
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, (23)
"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
Fridge, microwave, oven, stovetop
Barndominium at Dirty Dog Organic Farm

Barndominium at Dirty Dog Organic Farm

2.0 star property
Leesburg
10.0 out of 10, Exceptional, (5)
"We needed a place to stay during our fishing tournament. We had wonderful accommodations as well as adequate boat parking and charging capabilities. Felt very safe to store all of our equipment too. Added bonus: our kids loved the animals"
United States
Brian T.
Barndominium at Dirty Dog Organic Farm
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, (102)
"Fabulous location, such a lovely neighbourhood. A very quiet and relaxing Villa, not overlooked. Beautiful sunrise/sunset over the lake and Disney fireworks are visible (and audible).Villa is extremely well equipped."
United Kingdom
A M.
Hidden Waterfront Oasis - 18 minutes to the Disney Entrance!
Outdoor dining
Welcome Small DOGS.. ELEGANT Villa, GOLF CART, Walk to Sumter Square, sleep 6

Welcome Small DOGS.. ELEGANT Villa, GOLF CART, Walk to Sumter Square, sleep 6

Virginia Trace
9.6 out of 10, Exceptional, (118)
"Wonderful home. Great location. Super easy check in/out. Would definitely stay again if available. "
United States
Kathy G.
Welcome Small DOGS.. ELEGANT Villa, GOLF CART, Walk to Sumter Square, sleep 6
Smart TV, DVD player
Private 5 Bedroom Villa Near Disney, free WI-FI 10% OFF LONG TERM RENTALS

Private 5 Bedroom Villa Near Disney, free WI-FI 10% OFF LONG TERM RENTALS

Orange Tree
9.4 out of 10, Exceptional, (131)
"Thanks for everything I love it "
United States
Sammi M.
Private 5 Bedroom Villa Near Disney, free WI-FI 10% OFF LONG TERM RENTALS
Fridge, microwave, oven, stovetop
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, (66)
"Great property; great location "
United States
Mike C.
5 Minute Golf Cart Ride To Brownwood, Restaurants, Entertainment
Terrace/patio
New Modern Luxury Wesley Chapel

New Modern Luxury Wesley Chapel

Wesley Chapel South
10.0 out of 10, Exceptional, (2)
"Excellent outdoor space. Plenty of room inside. Clean and comfortable "
United States
Kip J.
The price is HK$1,946
HK$4,596 total
includes taxes & fees
7 Dec - 8 Dec
New Modern Luxury Wesley Chapel
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
6.6 out of 10, (4)
"Beautiful location. Very clean and bigger than I was expecting "
United States
PEDRO
Lakefront Views-Private Porch and Deck- Close to the Villages in Leesburg
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.
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
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 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)
"We had a great stay at this home. Everything was perfect and communication with the host was quick and clear. When in the area we will definitely stay here again. Was very comfortable, well equipped and the location was perfect. Thank you!!"
United States
Anthony L.
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)
"I tried to book for next year, the dates were already taken. Would rent again."
United States
ANNE C.
4 BR / 3 BA orlando vacation pool home in Clermont, BBQ Grill, Free Wifi!!
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
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, (117)
"The house feels like home , had everything a family made needed and more "
United States
Maria R.
SEASONAL LOW RATES!!!Located in Disney's backyard- WITH PRIVATE POOL!!!
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

Roadstar Hotel Zephyrhills

Roadstar Hotel Zephyrhills

10/10 Excellent
"great staff. Easy communication"
kathy 1-night trip
Posted 2 days ago
Roadstar Hotel 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
  • 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 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.