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 reviews
"This place is great. No hold deposit. Very very clean. Large condos. My family enjoyed themselves. I would highly recommend."
The price is €313
per night
19 Jun - 20 Jun
Siena at Bella Collina
Sparkling! Walking distance to Sumter Landing,pools & more,or take our golf cart
10.0 out of 10, Exceptional, 7 reviews
"This villa was perfect for our vacation, very clean and had everything we needed. Golf cart made it easy to get to the nearby pools and to Lake Sumpter."
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 reviews
"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
BRAND NEW Dog Friendly 2/2 w. Golf Cart - Close to Activities, Shopping, Dining!
10.0 out of 10, Exceptional, 37 reviews
"Was a beautiful home and amazing experience. Will definitely be trying to stay there next time we come."
BRAND NEW Dog Friendly 2/2 w. Golf Cart - Close to Activities, Shopping, Dining!
4 BR / 3 BA orlando vacation pool home in Clermont, BBQ Grill, Free Wifi!!
7.6 out of 10, Good, 30 reviews
"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!!
Fully Furnished Brand New Villa in Village of St. Catherine's with Cart
10.0 out of 10, Exceptional, 67 reviews
"This property is well situated in The Villages and just down the street from the Sawgrass Square, and an easy golf cart drive to The Brownwood and Lake Sumter Landing town squares. There are two large Publix Supermarkets close by as well as other shopping and dining opportunities in the town squares. The property is well maintained and was a pleasure to stay at for the week we were there. When we texted to property owners with any questions we had, they were very prompt in their response"
Fully Furnished Brand New Villa in Village of St. Catherine's with Cart
BEAUTIFULLY Decorated 2/2 Sm Dog Friendly w/NEW GAS GOLF CART, BBQ & BICYCLES
9.6 out of 10, Exceptional, 11 reviews
"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
Upgraded Orange Tree Home With Lots Of Extras!
9.6 out of 10, Exceptional, 79 reviews
"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!
A perfect place to watch the Sunset
9.8 out of 10, Exceptional, 84 reviews
"Had a lovely time"
A perfect place to watch the Sunset
Patio Villa in Duval Village - *** Gas Golf Cart INCLUDED ***
9.8 out of 10, Exceptional, 67 reviews
"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, 103 reviews
"As a family, we have stayed in many villas in the Orlando area over 3 decades. This is one of my favourite and best experiences. The house had a lovely vibe and was well presented. The size and quality of the pool was great. The estate was well managed and immaculately kept. The house was extremely well equipped with all sorts of things you don't normally expect. We have a 4 year old and did all the theme parks. The house had a sturdy Jeep running buggy which was an absolute life saver for us...
Orlando Area 4 BR/3 BA Villa - Pool, Spa, Game Room, Wi-Fi, Gated Community
Clermont Villa w/ Lanai ~ 12 Miles to Disney!
9.6 out of 10, Exceptional, 20 reviews
"Very nice, clean house. A lot of space. Comfortable."
Clermont Villa w/ Lanai ~ 12 Miles to Disney!
Upto 45 Guests Sleep At This Unique Private Island 62 Acre Estate!
10.0 out of 10, Exceptional, 21 reviews
"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!
☀️Waterfront Villa on Quiet Cul-De-Sac–Beautiful, Spacious & Private, Games Rm🐠
9.8 out of 10, Exceptional, 192 reviews
"House was clean,quiet,pool, hot tub,washer and dryer, and had everything a family or group would need. We stayed there to go to Universal parks which did not disappoint. Great communication with owner. Book this and you won't bt disappointed."
☀️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
9.8 out of 10, Exceptional, 116 reviews
"I absolutely loved the house! It was everything it was shown to be and more. The neighborhood me was quiet, and it had a welcoming feel. We were only about half hour from Disney, so it was perfect for us! highly recommend this house."
AWESOME HOUSE 5 bed/4 bath, south facing pool with spa & games room
Cozy 2 bedroom downtown Clermont . Lake views by the West Orange Bike Trail.
9.4 out of 10, Exceptional, 3 reviews
"Was very good, everything easy and was the way I like"
The price is €293
per night
18 Jul - 19 Jul
Cozy 2 bedroom downtown Clermont . Lake views by the West Orange Bike Trail.
Private 3Bed/3Bath Heated Pool Outdoor Entertainment
10.0 out of 10, Exceptional, 2 reviews
"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 reviews
"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 €335
per night
19 Jun - 20 Jun
Luxury and Comfort with game room
New 3/2 Patio Villa, BEST VALUE, Golf Cart Included!
9.8 out of 10, Exceptional, 7 reviews
"Good"
New 3/2 Patio Villa, BEST VALUE, Golf Cart Included!
Pet-Friendly Home w/ Lanai + Resort Amenities!
10.0 out of 10, Exceptional, 13 reviews
"Great Location!"
Pet-Friendly Home w/ Lanai + Resort Amenities!
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See all available properties in Webster
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, 1,008 reviews
"Check in went very smooth- Agents very helpful and courteous "
The price is €98
per night
17 Jul - 18 Jul
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, 1,002 reviews
"Everything in the pics looks the same. Place is very nice and clean. "
The price is €133
per night
17 Jul - 18 Jul
Saddlebrook Golf Resort & Spa Tampa North - Wesley Chapel
Brownwood Hotel & Spa
3.0 star property
9.6 out of 10, Exceptional, 1,029 reviews
"Very lovely stay. Staff are wonderful!"
The price is €149
per night
27 Jun - 28 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 €295 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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