Webster Vacation Rentals

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Vacation Rentals in Webster

Siena at Bella Collina
Property amenity
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."
The price is $328
$365 total
includes taxes & fees
Jun 30 - Jul 1
Siena at Bella Collina
Sparkling! Walking distance to Sumter Landing,pools & more,or take our golf cart
Property grounds
Sparkling! Walking distance to Sumter Landing,pools & more,or take our golf cart
10.0 out of 10, Exceptional, (7)
"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
A heated pool
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
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BRAND NEW Dog Friendly 2/2 w. Golf Cart - Close to Activities, Shopping, Dining!
Smart TV, books
BRAND NEW Dog Friendly 2/2 w. Golf Cart - Close to Activities, Shopping, Dining!
10.0 out of 10, Exceptional, (37)
"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!!
Pool
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!!
Fully Furnished Brand New Villa in Village of St. Catherine's with Cart
Exterior
Fully Furnished Brand New Villa in Village of St. Catherine's with Cart
10.0 out of 10, Exceptional, (67)
"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
Fridge, microwave, oven, stovetop
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
Upgraded Orange Tree Home With Lots Of Extras!
Outdoor pool, a heated pool
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!
A perfect place to watch the Sunset
Pool | A heated pool
A perfect place to watch the Sunset
9.8 out of 10, Exceptional, (84)
"Had a lovely time"
A perfect place to watch the Sunset
Patio Villa in Duval Village - *** Gas Golf Cart INCLUDED ***
Pool
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
Outdoor pool, a heated pool
Orlando Area 4 BR/3 BA Villa - Pool, Spa, Game Room, Wi-Fi, Gated Community
10.0 out of 10, Exceptional, (103)
"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!
Fridge, microwave, stovetop, dishwasher
Clermont Villa w/ Lanai ~ 12 Miles to Disney!
9.6 out of 10, Exceptional, (20)
"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!
Pool | Outdoor pool, a heated pool
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!
☀️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, (192)
"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
Pool
AWESOME HOUSE 5 bed/4 bath, south facing pool with spa & games room
9.8 out of 10, Exceptional, (116)
"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.
Exterior
Cozy 2 bedroom downtown Clermont . Lake views by the West Orange Bike Trail.
9.4 out of 10, Exceptional, (3)
"Was very good, everything easy and was the way I like"
The price is $97
$308 total
includes taxes & fees
Jun 23 - Jun 24
Cozy 2 bedroom downtown Clermont . Lake views by the West Orange Bike Trail.
Private 3Bed/3Bath Heated Pool Outdoor Entertainment
Terrace/patio
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
Fridge, microwave, oven, stovetop
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 $180
$351 total
includes taxes & fees
Jun 18 - Jun 19
Luxury and Comfort with game room
New 3/2 Patio Villa, BEST VALUE, Golf Cart Included!
3 bedrooms, iron/ironing board, free WiFi, bed sheets
New 3/2 Patio Villa, BEST VALUE, Golf Cart Included!
9.8 out of 10, Exceptional, (7)
"Good"
New 3/2 Patio Villa, BEST VALUE, Golf Cart Included!
Pet-Friendly Home w/ Lanai + Resort Amenities!
Fridge, microwave, stovetop, dishwasher
Pet-Friendly Home w/ Lanai + Resort Amenities!
10.0 out of 10, Exceptional, (13)
"Great Location!"
Pet-Friendly Home w/ Lanai + Resort Amenities!
Don't see what you're looking for?
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
Outdoor pool, pool umbrellas, sun loungers
Spot X Hotel Tampa Bay by The Red Collection
3.0 star property
9.0 out of 10, Wonderful, (1008)
"Check in went very smooth- Agents very helpful and courteous "
The price is $94
$105 total
includes taxes & fees
Jul 1 - Jul 2
Spot X Hotel Tampa Bay by The Red Collection
Saddlebrook Golf Resort & Spa Tampa North - Wesley Chapel
2 outdoor pools, cabanas (surcharge), pool umbrellas
Saddlebrook Golf Resort & Spa Tampa North - Wesley Chapel
4.0 star property
6.8 out of 10, (1002)
"Everything in the pics looks the same. Place is very nice and clean. "
The price is $134
$180 total
includes taxes & fees
Jul 14 - Jul 15
Saddlebrook Golf Resort & Spa Tampa North - Wesley Chapel
Brownwood Hotel & Spa
Suite, 1 King Bed with Sofa bed | Private kitchenette | Mini-fridge, coffee/tea maker
Brownwood Hotel & Spa
3.0 star property
9.6 out of 10, Exceptional, (1028)
"Very lovely stay. Staff are wonderful!"
The price is $149
$159 total
includes taxes & fees
Jun 27 - Jun 28
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 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 $97 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.

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?

4 BR / 3 BA orlando vacation pool home in Clermont, BBQ Grill, Free Wifi!!: You might want to consider this vacation home rental near Webster, which offers a patio, a barbecue grill, 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 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 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.

Recent reviews of Webster properties
Expedia verified reviews

Microtel Inn & Suites by Wyndham Brooksville

Microtel Inn & Suites by Wyndham Brooksville

5/5 Excellent
"It was neat there was a bar inside"
A verified traveler stayed at Microtel Inn & Suites by Wyndham Brooksville
Posted 2 days ago
Microtel Inn & Suites by Wyndham Brooksville