Holiday Homes in Webster

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

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

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
15 May - 17 May
In two months
26 June - 28 June
In three months
24 July - 26 July
In four months
21 Aug - 23 Aug

Our top choices for Webster holiday homes

Terrace/patio

Peaceful Country Retreat

Peaceful Country Retreat
Webster
The price is AU$877
includes taxes & fees
30 Apr - 1 May
Peaceful Country Retreat
Outdoor pool

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

Private Spacious Room in Home, with Pool-The Oasis Room
Clermont
9.6 out of 10, Exceptional, (28 reviews)
"We stayed here for several nights while on vacation. Wonderful, peaceful, and clean place! The hosts couldn’t be better, we had a late flight and issues with a rental car and they were very understanding and helpful. Would highly recommend this place!"
United States
Ashlyn H.
The price is AU$153
includes taxes & fees
29 Apr - 30 Apr
Private Spacious Room in Home, with Pool-The Oasis Room
Outdoor pool

Guest House with pool, boat parking

Guest House with pool, boat parking
Leesburg
8.6 out of 10, Excellent, (27 reviews)
"Great location, clean and very good communications with owner. I’d definitely stay again."
United States
Dennis B.
The price is AU$243
includes taxes & fees
29 Apr - 30 Apr
Guest House with pool, boat parking
Interior

Cozy quiet home close to tourist attractions & airboating. Pet-friendly!

Cozy quiet home close to tourist attractions & airboating. Pet-friendly!
Floral City
9.6 out of 10, Exceptional, (22 reviews)
"The porch was great. We enjoyed our time there."
United States
Deanna H.
The price is AU$373
includes taxes & fees
3 May - 4 May
Cozy quiet home close to tourist attractions & airboating. Pet-friendly!
TV, fireplace

Modern Brooksville Retreat w/ Private Backyard

Modern Brooksville Retreat w/ Private Backyard
Hill 'n Dale
9.4 out of 10, Exceptional, (3 reviews)
"Truly had a wonderful stay - beds were comfortable and would highly recommend this property!"
United States
Patricia M.
The price is AU$744
includes taxes & fees
29 Apr - 30 Apr
Modern Brooksville Retreat w/ Private Backyard
Fridge, microwave, oven, stovetop

Sunnyside Escape in The Villages | Golfcart | BBQ

Sunnyside Escape in The Villages | Golfcart | BBQ
The Villages
10.0 out of 10, Exceptional, (3 reviews)
"Everything was in good condition and the host was very responsive. "
United States
Allen S.
The price is AU$388
includes taxes & fees
12 May - 13 May
Sunnyside Escape in The Villages | Golfcart | BBQ
Exterior

Cute, clean home on big private lot in Inverness FL.

Cute, clean home on big private lot in Inverness FL.
Inverness
10.0 out of 10, Exceptional, (16 reviews)
"The place was nice she made the place very comfortable"
United States
Charles A.
The price is AU$304
includes taxes & fees
30 Apr - 1 May
Cute, clean home on big private lot in Inverness FL.
Smart TV, offices

Pumba's Place - FUN, Lake, Pool- NO Cleaning fees!

Pumba's Place - FUN, Lake, Pool- NO Cleaning fees!
Vacation Village
9.8 out of 10, Exceptional, (7 reviews)
"The location was great for us as we were watching softball games daily in Clermont."
United States
Brenda S.
The price is AU$411
includes taxes & fees
4 May - 5 May
Pumba's Place - FUN, Lake, Pool- NO Cleaning fees!
Smart TV, offices

Cozy Cottage, private back yard, and free coffee!

Cozy Cottage, private back yard, and free coffee!
Wildwood
9.8 out of 10, Exceptional, (39 reviews)
"Clean accessible to lots of things, including Disney great fenced in backyard if you have a pet"
United States
Timothy M.
The price is AU$435
includes taxes & fees
29 Apr - 30 Apr
Cozy Cottage, private back yard, and free coffee!
Dining

Cozy Home w/ Game Room Villages and Lake Harris

Cozy Home w/ Game Room Villages and Lake Harris
Leesburg
8.8 out of 10, Excellent, (14 reviews)
"Was a very pleasant place to stay"
United States
Chris F.
The price is AU$342
includes taxes & fees
12 May - 13 May
Cozy Home w/ Game Room Villages and Lake Harris
Smart TV

The Villages 3 bed/3 Kings, Private, Coastal decor, 1 min to Rec cntr & Pickleba

The Villages 3 bed/3 Kings, Private, Coastal decor, 1 min to Rec cntr & Pickleba
The Villages
9.6 out of 10, Exceptional, (10 reviews)
"Beautiful house, good location close to brownwood paddock..would definitely stay again "
United States
Lawrence L.
The price is AU$611
includes taxes & fees
29 Apr - 30 Apr
The Villages 3 bed/3 Kings, Private, Coastal decor, 1 min to Rec cntr & Pickleba
Dining

The biking Manatee!

The biking Manatee!
Inverness
9.6 out of 10, Exceptional, (10 reviews)
"Lovely stay "
United States
Alex R.
The price is AU$360
includes taxes & fees
5 May - 6 May
The biking Manatee!
Exterior

Cozy 2BR With Golfcart | 5 Mins to Eastport Sq.

Cozy 2BR With Golfcart | 5 Mins to Eastport Sq.
Wildwood
8.0 out of 10, Very good, (2 reviews)
"Hosts were great. As far as the house, a couple of things would be helpful.1. Need a grill for the outdoor patio.2. Need a larger hot water heater and the water to be a little warmer.3. Need a couple of larger pots and bowls. Hard to make a tossed salad with the kitchen supplies that were there"
United States
Randal G.
The price is AU$393
includes taxes & fees
5 May - 6 May
Cozy 2BR With Golfcart | 5 Mins to Eastport Sq.
Exterior

Stay @ The Enchanted Escape !

Stay @ The Enchanted Escape !
Vacation Village
10.0 out of 10, Exceptional, (3 reviews)
"This place is perfect for our needs. We enjoy every monitoring. Looking forward to returning in the fall!"
United States
Joanne T.
The price is AU$448
includes taxes & fees
29 Apr - 30 Apr
Stay @ The Enchanted Escape !
TV, offices

Fuel Your Passion for Epic Experiences and Outdoor Adventures at the Moto Ranch Factory Ride!

Fuel Your Passion for Epic Experiences and Outdoor Adventures at the Moto Ranch Factory Ride!
Brooksville
10.0 out of 10, Exceptional, (12 reviews)
"Always have a great stay at Moto ranch. This is our 2nd time staying at the property."
United States
Danny P.
The price is AU$641
includes taxes & fees
29 Apr - 30 Apr
Fuel Your Passion for Epic Experiences and Outdoor Adventures at the Moto Ranch Factory Ride!
Pool

Tranquil Dade City House w/ Resort-Style Amenities

Tranquil Dade City House w/ Resort-Style Amenities
Dade City
10.0 out of 10, Exceptional, (3 reviews)
"I came back to this property after a stay in June. It provided just what I needed."
United States
Cindy S.
Tranquil Dade City House w/ Resort-Style Amenities
3 bedrooms, desk, iron/ironing board, WiFi

Saltwater Pool + Fire Pit Nights , Weeki Wachee

Saltwater Pool + Fire Pit Nights , Weeki Wachee
Brooksville
10.0 out of 10, Exceptional, (2 reviews)
"The property was well situated near shops, restaurants etcThe home was clean and well appointed, very comfortable. Wonderful outdoor area,The host was quick to reply with information when requested."
United States
Kathleen F.
The price is AU$626
includes taxes & fees
29 Apr - 30 Apr
Saltwater Pool + Fire Pit Nights , Weeki Wachee
Fridge, microwave, oven, stovetop

3 Acre Modern Country Farm Stay | 30 Min to Disney

3 Acre Modern Country Farm Stay | 30 Min to Disney
Clermont
10.0 out of 10, Exceptional, (14 reviews)
"The place is great and the property was awesome. I wish we would of had more time. I love the feeling of being remote. Definitely would stay again. "
United States
Lionel M.
The price is AU$363
includes taxes & fees
29 Apr - 30 Apr
3 Acre Modern Country Farm Stay | 30 Min to Disney
Outdoor dining

Private Lake View House Rental close to wonderful Big Bass Grill restaurant

Private Lake View House Rental close to wonderful Big Bass Grill restaurant
Lake Panasoffkee
8.4 out of 10, Very good, (5 reviews)
"Our host was very accommodating and the view was great!"
United States
heidi e.
The price is AU$467
includes taxes & fees
5 May - 6 May
Private Lake View House Rental close to wonderful Big Bass Grill restaurant
Exterior

Spacious 2BR Mins to Brownwood & Lake Sumter

Spacious 2BR Mins to Brownwood & Lake Sumter
Pennecamp
The price is AU$399
includes taxes & fees
5 May - 6 May
Spacious 2BR Mins to Brownwood & Lake Sumter
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.
View all properties
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

Best Western Wesley Chapel

Best Western Wesley Chapel

10/10 Excellent
"Room was clean and the staff was wonderful! Great location!"
Sondria 3-night trip
Posted 1 hour ago
Best Western Wesley Chapel

Find out more about Webster

Webster Holiday Homes information

Number of reviews
220
Accommodation
1200 Holiday Homes
Lowest Price
AU$153
Highest Price
AU$877