Webster Holiday Rentals

    calendar shield illustration

    Change your mind

    Book hotels with free cancellation
    deals illustration

    Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in
    bed illustration

    Be picky

    Search almost a million properties worldwide

Check prices for these dates

Tonight
17 Aug - 18 Aug
Tomorrow
18 Aug - 19 Aug
Next weekend
22 Aug - 24 Aug
In two weeks
29 Aug - 31 Aug

Holiday Rentals in Webster

Siena at Bella Collina
Front of property – evening/night

Siena at Bella Collina

3.5 star property
9.8 out of 10, Exceptional, (67)
"Fantastic accommodation. "
The price is HK$2,598
HK$2,884 total
includes taxes & fees
18 Aug - 19 Aug
Siena at Bella Collina
Peaceful Lakeside Pool Villa w/ Star Wars Games Room Near Disney
Outdoor pool, a heated pool

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

10.0 out of 10, Exceptional, (72)
"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
Hidden Waterfront Oasis - 18 minutes to the Disney Entrance!
Outdoor pool, a heated pool

Hidden Waterfront Oasis - 18 minutes to the Disney Entrance!

10.0 out of 10, Exceptional, (93)
"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!
Golf Front Home, Solar Heat Pool! FREE golf cart, wifi, awesome view
A heated pool

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

10.0 out of 10, Exceptional, (214)
"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
☀️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, (221)
"The villa was as shown stunning place for privacy but within close proximity for super markets e.t.c.Rob and Laurie the hosts wee very helpful with all the correspondence i can not fault any part.the house was fully equipt with all the mod cons you need for a stay with no needs and the internet was fantastic.we all felt safe and secure especially with having a young family alarmed and fully locked.I give you my word you would not be disappointed in renting this villa i would certainly recommend...
☀️Waterfront Villa on Quiet Cul-De-Sac–Beautiful, Spacious & Private, Games Rm🐠
Private 5 Bedroom Villa Near Disney, free WI-FI 10% OFF LONG TERM RENTALS
Smart TV, DVD player

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

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

9.6 out of 10, Exceptional, (17)
" It a wonderful place "
The price is HK$423
HK$843 total
includes taxes & fees
18 Aug - 19 Aug
Private Spacious Room in Home, with Pool-The Oasis Room
2 King 2 Twin 1 Queen Enormous Deck 3 BD Lakeview House at Waterfront Park
Terrace/patio

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

10.0 out of 10, Exceptional, (17)
"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
A heated pool

A perfect place to watch the Sunset

9.8 out of 10, Exceptional, (109)
"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
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

10.0 out of 10, Exceptional, (145)
"Very nice property, one of the best, I've stayed at. Pool was perfect temperature, Andre was great to work with. A great experience overall. "
AWESOME HOUSE 5 bed/4 bath, south facing pool with spa & games room
Lake View Retreat Loaded For Fun, with STUNNING Views!
Smart TV, fireplace, books, stereo

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 HK$2,347
HK$5,884 total
includes taxes & fees
18 Aug - 19 Aug
Lake View Retreat Loaded For Fun, with STUNNING Views!
WOW.. ELEGANT Courtyard Villa, GOLF CART, Walk to Sumter Square & pool, sleep 6+
Outdoor dining

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

9.6 out of 10, Exceptional, (109)
"We had a great stay. Thank you! "
WOW.. ELEGANT Courtyard Villa, GOLF CART, Walk to Sumter Square & pool, sleep 6+
Vacation Home with luxurious pool in The Villages, Florida!
Outdoor pool, a heated pool

Vacation Home with luxurious pool in The Villages, Florida!

10.0 out of 10, Exceptional, (44)
"We had a great time enjoying the beautiful pool and outdoor barbeque area. The home was very comfortable for six adults. Jeff and Aggie were wonderful hosts and responded quickly to any questions we had. This is a beautiful home for a family get away."
The price is HK$2,188
HK$5,029 total
includes taxes & fees
1 Sept - 2 Sept
Vacation Home with luxurious pool in The Villages, Florida!
5 Minute Golf Cart Ride To Brownwood, Restaurants, Entertainment
Smart TV, printers

5 Minute Golf Cart Ride To Brownwood, Restaurants, Entertainment

10.0 out of 10, Exceptional, (58)
"This home is new and extremely well cared for. The host made the check in process very easy and gave us a contact number if we had any questions. We really enjoyed our stay."
5 Minute Golf Cart Ride To Brownwood, Restaurants, Entertainment
Heated Pool house in Lake Panasoffkee
Outdoor dining

Heated Pool house in Lake Panasoffkee

9.6 out of 10, Exceptional, (36)
"Great clean house, thanks for having us!"
The price is HK$1,056
HK$2,790 total
includes taxes & fees
18 Aug - 19 Aug
Heated Pool house in Lake Panasoffkee
Our Village Gem-5 Star- Elegant & Comfortable- Very Close to Sumter Squ.
TV

Our Village Gem-5 Star- Elegant & Comfortable- Very Close to Sumter Squ.

10.0 out of 10, Exceptional, (116)
"Everything was very nice, no issues at all."
Our Village Gem-5 Star- Elegant & Comfortable- Very Close to Sumter Squ.
Modern studio apartment with covered outside seating area
Terrace/patio

Modern studio apartment with covered outside seating area

9.4 out of 10, Exceptional, (45)
"Cozy little place to stay. "
The price is HK$407
HK$959 total
includes taxes & fees
24 Aug - 25 Aug
Modern studio apartment with covered outside seating area
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!!

7.8 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!!
Paradise awaits! Townhome at Epperson Lagoon in breathtaking Wesley Chapel!
Pool

Paradise awaits! Townhome at Epperson Lagoon in breathtaking Wesley Chapel!

2.0 star property
9.0 out of 10, Wonderful, (8)
"Had a girls trip and went to mirada lagoon. Had an amazing stay!"
The price is HK$1,197
HK$2,960 total
includes taxes & fees
18 Aug - 19 Aug
Paradise awaits! Townhome at Epperson Lagoon in breathtaking Wesley Chapel!
Exclusive Executive Disney Villa with Large Pool Deck
Pool

Exclusive Executive Disney Villa with Large Pool Deck

9.6 out of 10, Exceptional, (87)
"Lovely place. Convenient location. "
Exclusive Executive Disney Villa with Large Pool Deck
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.
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Webster Hotel Reviews

Hampton Inn & Suites Clermont

Hampton Inn & Suites Clermont

10/10 Excellent
"Very nice and clean. Friendly staff"
John 1-night trip
Posted 13 hours ago
Hampton Inn & Suites Clermont

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?

Peaceful Lakeside Pool Villa w/ Star Wars Games Room Near Disney : This holiday home rental outside of Webster is located on a lake, and has an outdoor pool, a patio and a BBQ to put you at ease 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. It offers a garden, an arcade/games room and 1 hot tub so that you can immerse yourself in your holiday.

How many holiday rentals are there in Webster?

With 4 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.