Webster Vacation Rentals

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Check prices for these dates

In two weeks
Sep 12 - Sep 14
In two months
Oct 24 - Oct 26
In three months
Nov 21 - Nov 23
In four months
Dec 19 - Dec 21

Vacation Rentals in Webster

Our top choices for Webster vacation rentals

Siena at Bella Collina
Front of property - evening/night

Siena at Bella Collina

3.5 star property
9.8 out of 10, Exceptional, (67)
"Fantastic accommodation. "
The price is ￥49,953
￥55,449 total
includes taxes & fees
Sep 7 - Sep 8
Siena at Bella Collina
Peaceful Lakeside Pool Villa w/ Star Wars Games Room Near Disney
Outdoor pool, a heated pool

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

10.0 out of 10, Exceptional, (72)
"Had an awesome time in Orlando while staying at this very well appointed property. "
Peaceful Lakeside Pool Villa w/ Star Wars Games Room Near Disney
Hidden Waterfront Oasis - 18 minutes to the Disney Entrance!
Outdoor pool, a heated pool

Hidden Waterfront Oasis - 18 minutes to the Disney Entrance!

10.0 out of 10, Exceptional, (94)
"The property was beautiful and had everything we needed and then some. The neighborhood was quiet and the backyard is incredibly serene and peaceful. Overall a great place! "
Hidden Waterfront Oasis - 18 minutes to the Disney Entrance!
Location! Our Village Gem-5 Star-3 min to Sumter Landing-Restaurants-Town Square
Fridge, microwave, oven, stovetop

Location! Our Village Gem-5 Star-3 min to Sumter Landing-Restaurants-Town Square

10.0 out of 10, Exceptional, (107)
"Great landlords, beautiful villa and great location "
Location! Our Village Gem-5 Star-3 min to Sumter Landing-Restaurants-Town Square
Private 5 Bedroom Villa Near Disney, free WI-FI 10% OFF LONG TERM RENTALS
Smart TV, DVD player

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

9.4 out of 10, Exceptional, (129)
"This house was beautiful. The whole family loved it"
Private 5 Bedroom Villa Near Disney, free WI-FI 10% OFF LONG TERM RENTALS
Golf Front Home, Solar Heat Pool! FREE golf cart, wifi, awesome view
A heated pool

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

10.0 out of 10, Exceptional, (215)
"We loved our stay! The house is spacious, well stocked, clean and great location. We enjoyed relaxing on the lanai with the beautiful view of the golf course and pool. David is an excellent host! "
Golf Front Home, Solar Heat Pool! FREE golf cart, wifi, awesome view
Private Spacious Room in Home, with Pool-The Oasis Room
Outdoor pool

Private Spacious Room in Home, with Pool-The Oasis Room

9.6 out of 10, Exceptional, (17)
" It a wonderful place "
The price is ￥7,962
￥15,879 total
includes taxes & fees
Sep 7 - Sep 8
Private Spacious Room in Home, with Pool-The Oasis Room
☀️Waterfront Villa on Quiet Cul-De-Sac–Beautiful, Spacious & Private, Games Rm🐠
Pool

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

9.8 out of 10, Exceptional, (221)
"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. :)"
☀️Waterfront Villa on Quiet Cul-De-Sac–Beautiful, Spacious & Private, Games Rm🐠
AWESOME HOUSE 5 bed/4 bath, south facing pool with spa & games room
Pool

AWESOME HOUSE 5 bed/4 bath, south facing pool with spa & games room

10.0 out of 10, Exceptional, (146)
"Very nice and convenient house fill with fun stuff."
AWESOME HOUSE 5 bed/4 bath, south facing pool with spa & games room
2 King 2 Twin 1 Queen Enormous Deck 3 BD Lakeview House at Waterfront Park
Terrace/patio

2 King 2 Twin 1 Queen Enormous Deck 3 BD Lakeview House at Waterfront Park

10.0 out of 10, Exceptional, (17)
"We loved staying at this beautiful home! It is so well decorated. Seems like they thought of just about everything! We definitely plan to stay here again."
2 King 2 Twin 1 Queen Enormous Deck 3 BD Lakeview House at Waterfront Park
A perfect place to watch the Sunset
A heated pool

A perfect place to watch the Sunset

9.8 out of 10, Exceptional, (111)
"Perfect home to come back to after a day in Disney! This was our second time staying here and we will be back"
A perfect place to watch the Sunset
Exclusive Executive Disney Villa with Large Pool Deck
Pool

Exclusive Executive Disney Villa with Large Pool Deck

9.6 out of 10, Exceptional, (87)
"Lovely place. Convenient location. "
Exclusive Executive Disney Villa with Large Pool Deck
Lake View Retreat Loaded For Fun, with STUNNING Views!
Smart TV, fireplace, books, stereo

Lake View Retreat Loaded For Fun, with STUNNING Views!

10.0 out of 10, Exceptional, (34)
"Worked out well for golfing trip just a great place to stay and the host or excellent"
The price is ￥44,235
￥110,882 total
includes taxes & fees
Aug 28 - Aug 29
Lake View Retreat Loaded For Fun, with STUNNING Views!
WOW.. ELEGANT Courtyard Villa, GOLF CART, Walk to Sumter Square & pool, sleep 6+
Outdoor dining

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

9.6 out of 10, Exceptional, (110)
"We had a great stay. Thank you! "
WOW.. ELEGANT Courtyard Villa, GOLF CART, Walk to Sumter Square & pool, sleep 6+
Cozy, Close to downtown Lake View home.
Property grounds

Cozy, Close to downtown Lake View home.

9.6 out of 10, Exceptional, (16)
"House was clean and organized. Fun view of the lake!"
Cozy, Close to downtown Lake View home.
Vacation Home with luxurious pool in The Villages, Florida!
Outdoor pool, a heated pool

Vacation Home with luxurious pool in The Villages, Florida!

10.0 out of 10, Exceptional, (44)
"We had a great time enjoying the beautiful pool and outdoor barbeque area. The home was very comfortable for six adults. Jeff and Aggie were wonderful hosts and responded quickly to any questions we had. This is a beautiful home for a family get away."
The price is ￥41,313
￥94,951 total
includes taxes & fees
Sep 2 - Sep 3
Vacation Home with luxurious pool in The Villages, Florida!
5 Minute Golf Cart Ride To Brownwood, Restaurants, Entertainment
Smart TV, printers

5 Minute Golf Cart Ride To Brownwood, Restaurants, Entertainment

10.0 out of 10, Exceptional, (58)
"Great property; great location "
5 Minute Golf Cart Ride To Brownwood, Restaurants, Entertainment
Heated Pool house in Lake Panasoffkee
Outdoor dining

Heated Pool house in Lake Panasoffkee

9.6 out of 10, Exceptional, (37)
"Great clean house, thanks for having us!"
The price is ￥21,273
￥54,554 total
includes taxes & fees
Sep 1 - Sep 2
Heated Pool house in Lake Panasoffkee
Our Village Gem-5 Star- Elegant & Comfortable- Very Close to Sumter Squ.
TV

Our Village Gem-5 Star- Elegant & Comfortable- Very Close to Sumter Squ.

10.0 out of 10, Exceptional, (116)
"Everything was very nice, no issues at all."
Our Village Gem-5 Star- Elegant & Comfortable- Very Close to Sumter Squ.
Paradise awaits! Townhome at Epperson Lagoon in breathtaking Wesley Chapel!
Pool

Paradise awaits! Townhome at Epperson Lagoon in breathtaking Wesley Chapel!

2.0 star property
9.0 out of 10, Wonderful, (8)
"Had a girls trip and went to mirada lagoon. Had an amazing stay!"
The price is ￥23,267
￥57,084 total
includes taxes & fees
Sep 9 - Sep 10
Paradise awaits! Townhome at Epperson Lagoon in breathtaking Wesley Chapel!
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

Hampton Inn & Suites Clermont

Hampton Inn & Suites Clermont

10/10 Excellent
"Nice place. Quiet considering Hwy 50 being so close"
Andrew 1-night trip
Posted 1 day ago
Hampton Inn & Suites Clermont

Find out more about Webster

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 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 4 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.