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 NZ$554
includes taxes & fees
30 June - 1 July
Siena at Bella Collina

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

10.0 out of 10, Exceptional, (8)
"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 NZ$591
includes taxes & fees
7 July - 8 July
2 King 2 Twin 1 Queen Enormous Deck 3 BD Lakeview House at Waterfront Park

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

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.

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

8.6 out of 10, Excellent, (9)
"The staff was excellent. The amenities were skimpy. Two coffee packets, no powder creamer and no tea. Very clean and enough privacy for two people. Decks were very nice. Stairs were challenging and could use an update, especially as regards safety."
Corner-lot home near Disney with private pool, AC, & W/D

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

9.6 out of 10, Exceptional, (105)
"We had a great stay in the Villages. The villa was perfect for us. Close to Sumter Landing. Dogs enjoyed the back yard. We look forward to coming back!"
WOW.. ELEGANT Courtyard Villa, GOLF CART, Walk to Sumter Square & pool, sleep 6+

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

9.8 out of 10, Exceptional, (218)
"Everything was great - 5 bedrooms & 4 bathrooms works out perfectly. The only drawback is that the large “L” shaped couch is well worn (springs are weak). Lots of plates, utensils and pots and pans. We’ll worth the stay"
☀️Waterfront Villa on Quiet Cul-De-Sac–Beautiful, Spacious & Private, Games Rm🐠

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

10.0 out of 10, Exceptional, (138)
"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

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

9.8 out of 10, Exceptional, (101)
"This was just the right accommodation for our group of four. Great to have pool to relax in the evening."
The price is NZ$822
includes taxes & fees
27 June - 28 June
Luxurious Roman Style Pool Home in Brooksville Near Weeki Wachee and Beaches

Heated Pool house in Lake Panasoffkee

9.6 out of 10, Exceptional, (31)
"I like every room ,the pool, and everything "
The price is NZ$605
includes taxes & fees
2 July - 3 July
Heated Pool house in Lake Panasoffkee

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

10.0 out of 10, Exceptional, (68)
"Loved our stay here, stayed for a week. It was a great location for us to take in WDW and both coasts. Kids loved the pool! There was plenty of space and bathrooms for our family of 6. I wouldn’t hesitate to book a stay here again. "
Peaceful Lakeside Pool Villa w/ Star Wars Games Room Near Disney

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!

BRAND NEW 2 BDR 2 BTH w. Golf Cart - Half mile to EASTPORT

10.0 out of 10, Exceptional, (52)
"Would definitely stay there again"
BRAND NEW 2 BDR 2 BTH w. Golf Cart - Half mile to EASTPORT

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

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

SEASONAL LOW RATES!!!Located in Disney's backyard- WITH PRIVATE POOL!!!

9.6 out of 10, Exceptional, (106)
"Carla was extremely attentive and accommodating. The house was stocked with all we needed. The pool was beautiful! We enjoyed our stay!"
SEASONAL LOW RATES!!!Located in Disney's backyard- WITH PRIVATE POOL!!!

WOW...ELEGANT... Courtyard VILLA + Golf CART, Steps to POOL, 3 Min to Sumter SQ

9.4 out of 10, Exceptional, (81)
"This worked out great for us and would stay again next time we visit The Villages "
WOW...ELEGANT... Courtyard VILLA + Golf CART, Steps to POOL, 3 Min to Sumter SQ

Cabin At A Wildlife Sanctuary - Diego’s Cabin

10.0 out of 10, Exceptional, (5)
"Great trip. "
The price is NZ$243
includes taxes & fees
29 June - 30 June
Cabin At A Wildlife Sanctuary - Diego’s Cabin

Charming efficiency with WiFi and AC in Spring Hill

2.0 star property
10.0 out of 10, Exceptional, (14)
"Clean place highly recommend."
The price is NZ$269
includes taxes & fees
27 June - 28 June
Charming efficiency with WiFi and AC in Spring Hill

Modern studio apartment with covered outside seating area

9.4 out of 10, Exceptional, (39)
"Was exactly what I needed wish I could stay few days longer.. i am a man of few words"
The price is NZ$203
includes taxes & fees
29 June - 30 June
Modern studio apartment with covered outside seating area
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?

2 King 2 Twin 1 Queen Enormous Deck 3 BD Lakeview House at Waterfront Park: This holiday home rental outside of Webster is located on a lake, and offers a balcony, air conditioning and WiFi to help you feel perfectly comfortable 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.

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.