Webster Holiday Rentals

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Holiday Rentals in Webster

Siena at Bella Collina

3.5 star property
9.8 out of 10, Exceptional, (67)
"It’s nice and beautiful place."
The price is AU$544
includes taxes & fees
9 July - 10 July
Siena at Bella Collina

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

10.0 out of 10, Exceptional, (209)
"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

A perfect place to watch the Sunset

9.8 out of 10, Exceptional, (107)
"This was the perfect spot for our family. We loved the location - only a 20-30 minute drive to Disney (depending on traffic). And we love the pool! For someone not wanting to stay at one of the Disney resorts, this is a fantastic option. Jim was super friendly and responded quickly when we had a question. Highly recommend. "
A perfect place to watch the Sunset

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

9.8 out of 10, Exceptional, (218)
"House had everything we needed and more. Lots of room and loved the spacious pool area as well. Our guests loved having their own bathrooms for several bedrooms. Kitchen totally stocked And very nice cookware. We would definitely book this house again "
☀️Waterfront Villa on Quiet Cul-De-Sac–Beautiful, Spacious & Private, Games Rm🐠

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

10.0 out of 10, Exceptional, (11)
"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."
The price is AU$551
includes taxes & fees
9 July - 10 July
2 King 2 Twin 1 Queen Enormous Deck 3 BD Lakeview House at Waterfront Park

Hidden Waterfront Oasis - 18 minutes to the Disney Entrance!

10.0 out of 10, Exceptional, (91)
"Loved this house and location! The privacy, great pool, quiet location, and closeness to shopping and Disney were wonderful!"
Hidden Waterfront Oasis - 18 minutes to the Disney Entrance!

Perfect Location Between Brownwood & Lake Sumter

9.8 out of 10, Exceptional, (103)
"Property was very nice! A few minor issues that were corrected. The location and neighborhood were great. Would recommend!"
Perfect Location Between Brownwood & Lake Sumter

Heated Pool house in Lake Panasoffkee

9.6 out of 10, Exceptional, (32)
"I like every room ,the pool, and everything "
The price is AU$572
includes taxes & fees
20 July - 21 July
Heated Pool house in Lake Panasoffkee

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

9.8 out of 10, Exceptional, (15)
"Very good place. Host is super friendly. Super comfortable. Easy access and great parking space. Amenities are great."
The price is AU$167
includes taxes & fees
11 July - 12 July
Private Spacious Room in Home, with Pool-The Oasis Room

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

10.0 out of 10, Exceptional, (68)
"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

Ranch with pool/Lake fishing kayak Paddleboard Soccer Motocross 30 min to Disney

10.0 out of 10, Exceptional, (38)
"Great place"
The price is AU$1,174
includes taxes & fees
22 July - 23 July
Ranch with pool/Lake fishing kayak Paddleboard Soccer Motocross 30 min to Disney

Vacation Home with luxurious pool in The Villages, Florida!

10.0 out of 10, Exceptional, (44)
"Beautiful home, well outfitted for any possible needs and excellent communication with the owner before, during and after stay."
The price is AU$1,027
includes taxes & fees
9 July - 10 July
Vacation Home with luxurious pool in The Villages, Florida!

Luxurious Roman Style Pool Home in Brooksville Near Weeki Wachee and Beaches

9.8 out of 10, Exceptional, (102)
"This was just the right accommodation for our group of four. Great to have pool to relax in the evening."
Luxurious Roman Style Pool Home in Brooksville Near Weeki Wachee and Beaches

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

10.0 out of 10, Exceptional, (140)
"This house was perfect for our multi family stay. Great location and plenty of room for all of us."
AWESOME HOUSE 5 bed/4 bath, south facing pool with spa & games room

Village of Mallory, Close to Sumter Landing Sq. 3BD, 2Bath with Gas Golf Cart.

9.2 out of 10, Wonderful, (47)
"Centrally located to where we needed to be. Owner very quick to respond to our needs"
Village of Mallory, Close to Sumter Landing Sq. 3BD, 2Bath with Gas Golf Cart.

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

9.8 out of 10, Exceptional, (107)
"Nice place. Nicely decorated.Couple of problems that were taken care of right away.Some screens in need of repairs to keep bugs out.Carpet needs a good cleaning"
WOW.. ELEGANT Courtyard Villa, GOLF CART, Walk to Sumter Square & pool, sleep 6+

Luxury decorated villa with amazing view, private pool and spa

10.0 out of 10, Exceptional, (249)
"We weren't at the house much but enjoyed the quiet neighborhood"
Luxury decorated villa with amazing view, private pool and spa

Modern studio apartment with covered outside seating area

9.4 out of 10, Exceptional, (40)
"I absolutely loved my stay! The pictures are exactly what you will find. The property and space are relaxing, clean and inviting. It felt like I had stepped into my own spa retreat after hrs on the road. The location is perfect for exploring the hidden gems that this part of the gulf coast has to offer. And after a days worth of adventures it was so nice to return to my own little quite place to unwind. Hands down one of the best vacations I have had in yrs. Can't wait to plan my next trip!"
The price is AU$190
includes taxes & fees
20 July - 21 July
Modern studio apartment with covered outside seating area

Fully Furnished Brand New Villa in Village of St. Catherine's with Cart

10.0 out of 10, Exceptional, (93)
"Loved The Villages!! This villa was great! Cant wait to come back. "
Fully Furnished Brand New Villa in Village of St. Catherine's with Cart

Corner-lot home near Disney with private pool, AC, & W/D

7.8 out of 10, Good, (10)
"Clean, and we loved the floor plan. "
Corner-lot home near Disney with private pool, AC, & W/D
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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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?

Golf Front Home, Solar Heat Pool! FREE golf cart, wifi, awesome view: This holiday home rental outside of Webster is located next to a golf course, and has a patio, a garden and a BBQ to put you at ease in your new surroundings. It has 3 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. You and your friends and family can relax into your holiday with amenities such as a pool table.

How many holiday rentals are there in Webster?

With 3 Expedia holiday rentals, you're guaranteed 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 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.