Holiday Rentals in Webster

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Holiday Rentals in Webster

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

10.0 out of 10, Exceptional, (71)
"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

Siena at Bella Collina

3.5 star property
9.8 out of 10, Exceptional, (67)
"It’s nice and beautiful place."
The price is €325
includes taxes & fees
10 Aug - 11 Aug
Siena at Bella Collina

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 €667
includes taxes & fees
20 Aug - 21 Aug
Lake View Retreat Loaded For Fun, with STUNNING Views!

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

9.8 out of 10, Exceptional, (221)
"Perfect for large families. Pool privacy and scenery is amazing. The pictures are not fake. We will be back. "
☀️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, (15)
"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

9.8 out of 10, Exceptional, (108)
"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

Modern 3bed, 2bath House in Wesley Chapel, with EV Charging Outlet, AC, & WiFi.

9.6 out of 10, Exceptional, (10)
"Property was clean and owners responsive to all needs. Check in was easy. Not sure if dogs are allowed but if so yard was dog friendly. "
Modern 3bed, 2bath House in Wesley Chapel, with EV Charging Outlet, AC, & WiFi.

4 BR / 3 BA orlando vacation pool home in Clermont, BBQ Grill, Free Wifi!!

7.8 out of 10, Good, (43)
"Thia place is a nice big home that will accommodate alot of people. Though the home was a bit dated and needs upgraded counters and furniture, it was we wou stay here again"
4 BR / 3 BA orlando vacation pool home in Clermont, BBQ Grill, Free Wifi!!

Hidden Waterfront Oasis - 18 minutes to the Disney Entrance!

10.0 out of 10, Exceptional, (92)
"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!

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

Nicest Location & Fully Equipped Charming Home in the “Heart” of The Villages.

10.0 out of 10, Exceptional, (115)
"Best VBRO that I have ever stayed at. "
Nicest Location & Fully Equipped Charming Home in the “Heart” of The Villages.

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

9.8 out of 10, Exceptional, (108)
"My wife and I visited for her birthday. Played pickleball, drove around on the golf cart and visited a lot of the rec centers. It was great to be able to bring our dog. "
WOW.. ELEGANT Courtyard Villa, GOLF CART, Walk to Sumter Square & pool, sleep 6+

3/2 with a POOL in The Village of Shady Brook !

9.8 out of 10, Exceptional, (9)
"We enjoyed our stay in this lovely neighborhood with access to walking paths and pools. The house was nicely furnished and the covered lanai was a great way to enjoy the outdoor space. "
3/2 with a POOL in The Village of Shady Brook !

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

10.0 out of 10, Exceptional, (213)
"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

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

10.0 out of 10, Exceptional, (39)
"Great place"
The price is €739
includes taxes & fees
19 Aug - 20 Aug
Ranch with pool/Lake fishing kayak Paddleboard Soccer Motocross 30 min to Disney

Charming efficiency with WiFi and AC in Spring Hill

2.0 star property
10.0 out of 10, Exceptional, (19)
"Very nice and comfortable "
The price is €158
includes taxes & fees
11 Aug - 12 Aug
Charming efficiency with WiFi and AC in Spring Hill

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

10.0 out of 10, Exceptional, (145)
"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

Brand New Luxury 4-bedroom house in Clermont

10.0 out of 10, Exceptional, (2)
"Was a lovely place, but we felt, "bait and switched". The map on VRBO shows that this home is in Clermont. It is NOT. It is 40 minutes south of Clermont. So, that was a bummer, as we wanted a place in the city of Clermont. It does say that the home is located south of Clermont, but at the very bottom of the description in small print. Otherwise, everything was great. Clean, safe, new and pretty. Perfect otherwise. I just wish they had put the correct location of the home on the map. "
The price is €511
includes taxes & fees
3 Sept - 4 Sept
Brand New Luxury 4-bedroom house in Clermont

Heated Pool house in Lake Panasoffkee

9.6 out of 10, Exceptional, (36)
"I like every room ,the pool, and everything "
The price is €317
includes taxes & fees
20 Aug - 21 Aug
Heated Pool house in Lake Panasoffkee

Home in The Villages: Golf Cart & Amenity Access

10.0 out of 10, Exceptional, (36)
"Great"
Home in The Villages: Golf Cart & Amenity Access
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

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.