Webster Vacation Rentals

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Check prices for these dates

In two weeks
Nov 21 - Nov 23
In two months
Jan 2 - Jan 4
In three months
Jan 30 - Feb 1
In four months
Feb 27 - Mar 1

Vacation Rentals in Webster

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, (75)
"We had a great stay at this home! It was a 30 - 40 minute drive to the Universal and Disney theme parks and this was such a great quiet retreat to come back to after a busy day! The pool was lovely and it was an easy space to prepare breakfast and dinner. I would definitely hope to stay here in the future!The pool area is particularly nice! Beautiful view, very private and just such a calm place to enjoy a cup of coffee in the morning!"
United States
Leanna P.
Peaceful Lakeside Pool Villa w/ Star Wars Games Room Near Disney
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)
"Great place to stay for group going to wedding venue. "
United States
Alyssa
$377 nightly
The price is $419
Dec 7 - Dec 8
Total with taxes and fees
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
10.0 out of 10, Exceptional, (3)
"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
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
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)
"Excellent stay at the property with the views, pool and large home. We would definitely return to sty here."
United States
Bernard H.
Golf Front Home, Solar Heat Pool! FREE golf cart, wifi, awesome view
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, (228)
"Overall, the location locally in the neighbourhood and within the Orlando area is perfect. The villa is in great condition and beautifully overlooks one of the lakes in a quiet cul-de-sac.My entire family lived this place and would happily return. :)"
United Kingdom
Aaron Scully
☀️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)
"Great property near the heart of the villages. We were able to visit the area via golf cart and enjoyed seeing all the different squares. Would definitely stay again."
United States
Brian
Walk or Cart to Lake Sumter Landing! Our Village Gem - 5 Star - w/ Golf Cart
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
9.8 out of 10, Exceptional, (117)
"Good experience. We would stay there again. "
United States
Alan K.
WOW.. ELEGANT Courtyard Villa, GOLF CART, Walk to Sumter Square & pool, sleep 6+
Outdoor spa tub
LAKEFRONT - kayak, fish, paddleboard, canoe, HOT TUB, golf -near Orlando

LAKEFRONT - kayak, fish, paddleboard, canoe, HOT TUB, golf -near Orlando

Montverde
10.0 out of 10, Exceptional, (183)
"Cute little cottage on the lake. The owners thought of everything to make our vacation comfortable and easy. Smooth check-in, great communication & fast check-out. The lake is beautiful! My favorite part of the trip were early mornings with coffee on the enclosed back porch. Thank you for a wonderful stay!"
United States
Autumn W.
LAKEFRONT - kayak, fish, paddleboard, canoe, HOT TUB, golf -near Orlando
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, (63)
"Great property; great location "
United States
Mike C.
5 Minute Golf Cart Ride To Brownwood, Restaurants, Entertainment
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, (15)
"A wonderful place to stay. The house is roomy, with lots of spaces to sit and socialize. And the game room was a huge bonus. Our group spent many fun hours there."
United States
Mark
Lakeview house with old Florida feel close to everything fun in Central Florida
Property grounds
Pet Friendly Studio with Private Patio

Pet Friendly Studio with Private Patio

2.0 star property
Spring Hill
9.6 out of 10, Exceptional, (23)
"This is the second time we stayed at this property. It's a perfect location for us when visiting family. It is quiet, very clean, and has an efficiency kitchen, and two tv's. There's a nice outdoor area with new furniture! Marco, our host was accommodating and made sure everything was ok. We would definitely recommend staying here!"
United States
Linda L.
Pet Friendly Studio with Private Patio
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, (100)
"Loved this house and location! The privacy, great pool, quiet location, and closeness to shopping and Disney were wonderful!"
United States
David H.
Hidden Waterfront Oasis - 18 minutes to the Disney Entrance!
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
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)
"The stay / property was awesome. Everyone had their own private space and space to come together as a family. The property owner (Carla) is top notch. Answered any and all questions within a reasonable time frame. I would recommend this property especially if you are traveling to Disney."
United States
Chris M.
SEASONAL LOW RATES!!!Located in Disney's backyard- WITH PRIVATE POOL!!!
Property grounds
NATURE LOVERS' RETREAT! RELAX - EXPLORE AT YOUR RIVERSIDE DOOR.

NATURE LOVERS' RETREAT! RELAX - EXPLORE AT YOUR RIVERSIDE DOOR.

Nobleton
10.0 out of 10, Exceptional, (137)
"Everything was just wonderful. Hosts communicated quickly & were just great at making our stay memorable. Loved the back deck listening to the birds. My husband fished. I did some kayaking & biking. Lots of little things made the place special & it was very clean. Couldn’t have asked for a more relaxing weekend. We’re only a little over an hour away & would definitely book again. "
United States
Judy M.
NATURE LOVERS' RETREAT! RELAX - EXPLORE AT YOUR RIVERSIDE DOOR.
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, (114)
"Perfect home to come back to after a day in Disney! This was our second time staying here and we will be back"
United States
Angel S.
A perfect place to watch the Sunset
Terrace/patio
New Modern Luxury Wesley Chapel

New Modern Luxury Wesley Chapel

Wesley Chapel South
10.0 out of 10, Exceptional, (1)
"Excellent outdoor space. Plenty of room inside. Clean and comfortable "
United States
Kip J.
$513 nightly
The price is $568
Nov 30 - Dec 1
Total with taxes and fees
New Modern Luxury Wesley Chapel
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, (109)
"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!
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)
"We enjoyed our stay. Home was convenient to the town squares. Using the golf cart was a plus! We would stay here again. "
United States
Pim G.
Village of Fernandina - free use of golf cart with liability waiver
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

Staybridge Suites Clermont Southeast by IHG

Staybridge Suites Clermont Southeast by IHG

10/10 Excellent
"Great rooms"
Ernesto 1-night trip
Posted 2 days ago
Staybridge Suites Clermont Southeast by IHG

Find out more about Webster

Everything you need to know about Webster vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Webster vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. 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 vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Webster vacation 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 low season months. For more hustle and bustle, you may prefer to visit Webster in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $419 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Webster rentals

At Expedia, we put the best Webster vacation 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 vacation.

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.

Explore a world of travel with Expedia

Frequently asked questions

Can I find vacation rentals in Webster?

Yes, you can find vacation rentals close to the most popular sights in Webster, or you can select a more remote option if you're looking for a relaxing stay. Webster is known for its shopping.

What's the top vacation rental in Webster?

Peaceful Lakeside Pool Villa w/ Star Wars Games Room Near Disney : Visitors like this Webster vacation home rental. It is located on a lake and has an outdoor pool, a patio, and a barbecue grill 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 you can cook with friends or family. It offers a garden, an arcade game room, and a hot tub so you can immerse yourself in your vacation.

How many vacation rentals are there in Webster?

With 5 Expedia vacation rentals, you're sure 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 larger area.

What’s a vacation rental in Webster like?

Vacation rentals are private properties where you can stay for several days or longer in Webster. Vacation rentals provide amenities like WiFi and washers and dryers to help you enjoy your stay. If you're concerned about cleanliness, vacation rentals can offer a sense of safety away from public hotel elevators and busy reception areas while still allowing you the enjoyment of travel. You'll also have more space in a vacation rental than in a standard hotel, which is another reason why a vacation rental is a popular option for families.