Holiday Rentals in Webster

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Holiday Rentals in Webster

Siena at Bella Collina
3.5 star property
9.6 out of 10, Exceptional, (53)
"This place is great. No hold deposit. Very very clean. Large condos. My family enjoyed themselves. I would highly recommend."
Siena at Bella Collina
Sparkling! Walking distance to Sumter Landing,pools & more,or take our golf cart
10.0 out of 10, Exceptional, (6)
"Very lovely house. Loved the golf cart, only used our SUV 4 times in the 2 wks we were there."
Sparkling! Walking distance to Sumter Landing,pools & more,or take our golf cart
Private 5 Bedroom Villa Near Disney, free WI-FI 10% OFF LONG TERM RENTALS
9.6 out of 10, Exceptional, (110)
"This house was beautiful and roomy. It was perfect for what we needed. It had nearby restaurants and grocery stores, and was not far from Orlando and Disney. It was an overall great stay."
Private 5 Bedroom Villa Near Disney, free WI-FI 10% OFF LONG TERM RENTALS
Save an average of 15% on thousands of hotels when you're signed in
4 BR / 3 BA orlando vacation pool home in Clermont, BBQ Grill, Free Wifi!!
7.6 out of 10, Good, (30)
"Everything were close to the house and the house is very beautiful I enjoyed my stayed."
4 BR / 3 BA orlando vacation pool home in Clermont, BBQ Grill, Free Wifi!!
BEAUTIFULLY Decorated 2/2 Sm Dog Friendly w/NEW GAS GOLF CART, BBQ & BICYCLES
9.6 out of 10, Exceptional, (11)
"This rental property was a great place to stay. Nicely located near activities."
BEAUTIFULLY Decorated 2/2 Sm Dog Friendly w/NEW GAS GOLF CART, BBQ & BICYCLES
BRAND NEW Dog Friendly 2/2 w. Golf Cart - Close to Activities, Shopping, Dining!
10.0 out of 10, Exceptional, (36)
"This was our first time visiting the villages. We loved our place and had a great time. There was some food left in the pantry, coffee and other little things that made it feel at home. We loved the squares. Brownwood square is close enough with golf cart but, I would take care for Sumter lake."
BRAND NEW Dog Friendly 2/2 w. Golf Cart - Close to Activities, Shopping, Dining!
Fully Furnished Brand New Villa in Village of St. Catherine's with Cart
10.0 out of 10, Exceptional, (66)
"Villa was fully equipped with everything you need. Great location in St. Catherine. Not too far from Brownwood Square and Sumter Landing Square. Golf cart included and short ride to Ezell, Aviary and Everglades Rec Centers to play Pickleball."
Fully Furnished Brand New Villa in Village of St. Catherine's with Cart
Upgraded Orange Tree Home With Lots Of Extras!
9.6 out of 10, Exceptional, (79)
"Beautiful home spacious very quiet the location is great its 40 mins to the beach.Shopping and restaurants 2miles down the road. We loved the pool and ping pong tables.The pool was warm and the spa was wonderful.This home is fill with everything you need just add Family,Food and Fun! We will definitely be back soon!"
Upgraded Orange Tree Home With Lots Of Extras!
Clermont Villa w/ Lanai ~ 12 Miles to Disney!
9.8 out of 10, Exceptional, (19)
"Clean and comfortable 4 bedroom with plenty of space to relax. The kitchen has everything you need to feed them family and Publix is tight around the corner. The pool was a great addition to our vacation!"
Clermont Villa w/ Lanai ~ 12 Miles to Disney!
Patio Villa in Duval Village - *** Gas Golf Cart INCLUDED ***
9.8 out of 10, Exceptional, (67)
"Great rental property located in the center of The Villages. Comfortable furniture and bed. This is our sixth time visiting The Villages. We had a wonderful time golfing at the executive courses, dancing to the music at Brownstone and Sumter Landing squares. Enjoyed each day investigating so many activities. So much fun. We will be back."
Patio Villa in Duval Village - *** Gas Golf Cart INCLUDED ***
Orlando Area 4 BR/3 BA Villa - Pool, Spa, Game Room, Wi-Fi, Gated Community
10.0 out of 10, Exceptional, (102)
"This property was fantastic. It is equipped with everything that you can think of and spotless. Beds were super comfy. We had a very hot week so the pool was used every day and in the evening. The kids loved it. Check in was a breeze and location was out of the way but not too far from attractions. Any issue or questions were dealt with in the same day. The owners were great. Quiet neighborhood. Hoping to go again."
Orlando Area 4 BR/3 BA Villa - Pool, Spa, Game Room, Wi-Fi, Gated Community
Clermont Home 12 Mi to Disney - Private Pool & Spa
9.8 out of 10, Exceptional, (29)
"Positive Aspects: 1. Safe and Family-Friendly Neighborhood: Located in a safe, quiet, and family-friendly neighbourhood. 2. Amenities: Proximity to food, grocery, and pharmacy locations was convenient. The games room and the Mickey Mouse room were great. Night lights in the Mickey room were appreciated. 3. Layout and Accessibility: Loved the bungalow layout and the access to the bathroom right from the pool deck. 4. Well-Equipped Kitchen: The kitchen was spacious and easy to cook in. Newer BBQ...
Clermont Home 12 Mi to Disney - Private Pool & Spa
A perfect place to watch the Sunset
9.8 out of 10, Exceptional, (82)
"Very nice"
A perfect place to watch the Sunset
Upto 45 Guests Sleep At This Unique Private Island 62 Acre Estate!
10.0 out of 10, Exceptional, (21)
"Great place with wonderful ownership and the most helpful staff. Definitely a place everyone should stay!!!"
Upto 45 Guests Sleep At This Unique Private Island 62 Acre Estate!
New 3/2 Patio Villa, BEST VALUE, Golf Cart Included!
9.8 out of 10, Exceptional, (6)
"Awesome place to stay, would definitely stay again very clean and loved the garage for keeping the motorcycles in"
New 3/2 Patio Villa, BEST VALUE, Golf Cart Included!
☀️Waterfront Villa on Quiet Cul-De-Sac–Beautiful, Spacious & Private, Games Rm🐠
9.8 out of 10, Exceptional, (191)
"We enjoyed our stay in clermont. The house was inviting from the moment we walked in. The heated pool and hot tub was a hit for everyone. We spent lots of time outside just enjoying the quiet and watching the birds and sounds. There is a Publix right down the street if you need to pick up groceries. If I find myself in this area again I certainly will try and book this house."
☀️Waterfront Villa on Quiet Cul-De-Sac–Beautiful, Spacious & Private, Games Rm🐠
Clermont Vacation Rental w/ Pool: 11 Mi to Disney
9.4 out of 10, Exceptional, (14)
"The house was in a beautiful community and was very clean and organized. We enjoyed the pool and jacuzzi along with the games in the game room. Would stay here again!"
Clermont Vacation Rental w/ Pool: 11 Mi to Disney
AWESOME HOUSE 5 bed/4 bath, south facing pool with spa & games room
9.8 out of 10, Exceptional, (115)
"This was the perfect house for our family. We celebrated our two grandchildren's birthdays, 4 & 7. They thoroughly enjoyed the pool and had a fantastic time at Magic Kingdom and Animal Kingdom."
AWESOME HOUSE 5 bed/4 bath, south facing pool with spa & games room
Private 3Bed/3Bath Heated Pool Outdoor Entertainment
10.0 out of 10, Exceptional, (2)
"This house was the perfect place for my family and I to stay in while visiting family in Zephyrhills! It can be a bit tricky getting out of the driveway since this house sits on a busier road, but it’s completely doable. The pool in the back was just icing on the cake! My kids enjoyed it immensely! The entire pool area is enclosed in a screened porch making it so nice to enjoy in the evenings. We will definitely look to stay here again!"
Private 3Bed/3Bath Heated Pool Outdoor Entertainment
Luxury and Comfort with game room
9.2 out of 10, Wonderful, (14)
"For this stay it was my mom, dad, fiance and my dog. We all absolutely loved this home and its amenities! The home was very clean and felt welcoming. We especially loved the beautiful open kitchen and patio/backyard area. My dog felt very comfortable as well and enjoyed roaming abiut in the home. The neighborhood is beautiful and very quiet. All of the neighbors were friendly and greeted you as you walked by. We went on walks every morning and evening and felt welcomed and safe. We absolutely...
The price is €332
includes taxes & fees
2 Jun - 3 Jun
Luxury and Comfort with game room
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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.

Other types of properties in Webster you may be interested in

Spot X Hotel Tampa Bay by The Red Collection
3.0 star property
9.0 out of 10, Wonderful, (1002)
"I've stay here a many of times and the hotel is very clean and the staff is very friendly. The hotel is under construction ,therefore the lobby is empty but it's still nice. I love the area that it's in and my family will be returning again & again. "
The price is €97
includes taxes & fees
9 Jun - 10 Jun
Spot X Hotel Tampa Bay by The Red Collection
Saddlebrook Golf Resort & Spa Tampa North - Wesley Chapel
4.0 star property
6.8 out of 10, (1005)
"Beautiful grounds. Rooms were clean and spacious. Would stay here again "
The price is €149
includes taxes & fees
1 Jul - 2 Jul
Saddlebrook Golf Resort & Spa Tampa North - Wesley Chapel
Brownwood Hotel & Spa
3.0 star property
9.6 out of 10, Exceptional, (1009)
"We had a Fantastic room. The lounge was a great environment as well. "
The price is €157
includes taxes & fees
2 Jun - 3 Jun
Brownwood Hotel & Spa
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.

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, apart-hotels, 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 €332 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?

4 BR / 3 BA orlando vacation pool home in Clermont, BBQ Grill, Free Wifi!!: This holiday home rental outside Webster offers a patio, a BBQ and air conditioning to help you feel perfectly comfortable 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.

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.

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