Webster Holiday Rentals

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Check prices for these dates

In two weeks
10 Apr - 12 Apr
In two months
22 May - 24 May
In three months
19 Jun - 21 Jun
In four months
17 Jul - 19 Jul

Our top choices for Webster holiday rentals

Interior

Pet-friendly Home w/ Patio in The Villages

Pet-friendly Home w/ Patio in The Villages
3.0 star property
Wildwood
The price is S$408
includes taxes & fees
19 Apr - 20 Apr
Pet-friendly Home w/ Patio in The Villages
Flat-screen TV

Lake Side Retreat

Lake Side Retreat
3.0 star property
Inverness
6.0 out of 10, (1 review)
"The property was clean but in poor condition. A lot of things were broken. A warning...the kichen is upstairs by way of a narrow winding staircase. The view was pretty and the area was very quiet. "
United States
Elizabeth
The price is S$474
includes taxes & fees
27 Mar - 28 Mar
Lake Side Retreat
Outdoor pool, open 7:00 AM to 10:00 PM, pool umbrellas, pool loungers

Siena at Bella Collina

Siena at Bella Collina
3.5 star property
Montverde
9.8 out of 10, Exceptional, (73 reviews)
"Spacious, clean, and quiet!"
United States
Karen
The price is S$678
includes taxes & fees
30 Mar - 31 Mar
Siena at Bella Collina
Living area

Cozy 2 Bedroom Home, Dade City! #1

Cozy 2 Bedroom Home, Dade City! #1
2.0 star property
Dade City
Cozy 2 Bedroom Home, Dade City! #1
Exterior

Paradise on lake harris

Paradise on lake harris
4.0 star property
Leesburg
10.0 out of 10, Exceptional, (2 reviews)
"Stayed here while I was in town for a fishing tournament . This place is beautiful, clean and it’s right on the water. It really felt like paradise , really nice owners as well will definitely be coming back. "
United States
Rene
Paradise on lake harris
1 bedroom, Internet

Studio 01 - Lake Sumner

Studio 01 - Lake Sumner
2.0 star property
Clermont
The price is S$352
includes taxes & fees
25 Apr - 26 Apr
Studio 01 - Lake Sumner
Sun deck

Rustic Lakehouse kayaks fishing bonfires

Rustic Lakehouse kayaks fishing bonfires
3.0 star property
Inverness
2.0 out of 10, (1 review)
"Booked a D&J Properties reservation through Hotels.com for a trip in April. A few days before my stay, I received a message directly to me (not on Hotels.com) that the location is not available. After many texts, they sent me credit since the new location was inferior. They sent a screenshot of the reservation. I had no way to verify, access or confirm that reservation. Then I received an email that I need to provide my full address, full credit card information AND PHOTO OF ME HOLDING MY...
United States
Anonymous traveller
Rustic Lakehouse kayaks fishing bonfires
Interior

Swim, Golf & Unwind: Home 5 Mi to Lake Sumter!

Swim, Golf & Unwind: Home 5 Mi to Lake Sumter!
3.0 star property
Collier
The price is S$470
includes taxes & fees
17 Apr - 18 Apr
Swim, Golf & Unwind: Home 5 Mi to Lake Sumter!
Living area

Springhill Retreat! 3 Bed, 2 Bath!

Springhill Retreat! 3 Bed, 2 Bath!
2.0 star property
Spring Hill
Springhill Retreat! 3 Bed, 2 Bath!
2 bedrooms, Internet, bed sheets

Sumner Lake Tiny House - Lake Sumner

Sumner Lake Tiny House - Lake Sumner
2.5 star property
Clermont
10.0 out of 10, Exceptional, (1 review)
The price is S$604
includes taxes & fees
27 Mar - 28 Mar
Sumner Lake Tiny House - Lake Sumner
Living area

Entire Modern Home in Dade City

Entire Modern Home in Dade City
2.0 star property
Dade City
Entire Modern Home in Dade City
Interior

Executive 5 Bedroom Pool Home, Dade City!

Executive 5 Bedroom Pool Home, Dade City!
2.5 star property
Dade City
Executive 5 Bedroom Pool Home, Dade City!
1 bedroom, Internet

Room 04 - Lake Sumner

Room 04 - Lake Sumner
2.0 star property
Clermont
6.0 out of 10, (1 review)
The price is S$220
includes taxes & fees
29 Mar - 30 Mar
Room 04 - Lake Sumner
1 bedroom, Internet

Studio 02 - Lake Sumner

Studio 02 - Lake Sumner
2.0 star property
Clermont
6.0 out of 10, (1 review)
The price is S$352
includes taxes & fees
27 Mar - 28 Mar
Studio 02 - Lake Sumner
1 bedroom, Internet

Room 03 - Lake Sumner

Room 03 - Lake Sumner
2.0 star property
Clermont
6.0 out of 10, (2 reviews)
"Office was very helpful and courteous. "
United States
Andrew
The price is S$252
includes taxes & fees
7 Apr - 8 Apr
Room 03 - Lake Sumner
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

Holiday Inn Express & Suites Wildwood The Villages by IHG

Holiday Inn Express & Suites Wildwood The Villages by IHG

10/10 Excellent
"Very clean, the staff was super friendly No shops nearby but 15 minutes away you can find shops and restaurants. "
Brenda 1-night trip
Posted 2 hours ago
Holiday Inn Express & Suites Wildwood The Villages by IHG

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.

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.