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Top Holiday Rentals in Webster

Siena at Bella Collina
Property amenity
Siena at Bella Collina
3.5 star property
9.6 out of 10, Exceptional, (53)
"This place is great. No hold deposit. Very very clean. Large condos. My family enjoyed themselves. I would highly recommend."
Siena at Bella Collina
Sparkling! Walking distance to Sumter Landing,pools & more,or take our golf cart
Property grounds
Sparkling! Walking distance to Sumter Landing,pools & more,or take our golf cart
10.0 out of 10, Exceptional, (6)
"Very lovely house. Loved the golf cart, only used our SUV 4 times in the 2 wks we were there."
Sparkling! Walking distance to Sumter Landing,pools & more,or take our golf cart
Private 5 Bedroom Villa Near Disney, free WI-FI 10% OFF LONG TERM RENTALS
A heated pool
Private 5 Bedroom Villa Near Disney, free WI-FI 10% OFF LONG TERM RENTALS
9.6 out of 10, Exceptional, (110)
"This house was beautiful and roomy. It was perfect for what we needed. It had nearby restaurants and grocery stores, and was not far from Orlando and Disney. It was an overall great stay."
Private 5 Bedroom Villa Near Disney, free WI-FI 10% OFF LONG TERM RENTALS
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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!!
7.6 out of 10, Good, (30)
"Everything were close to the house and the house is very beautiful I enjoyed my stayed."
4 BR / 3 BA orlando vacation pool home in Clermont, BBQ Grill, Free Wifi!!
BEAUTIFULLY Decorated 2/2 Sm Dog Friendly w/NEW GAS GOLF CART, BBQ & BICYCLES
Fridge, microwave, oven, stovetop
BEAUTIFULLY Decorated 2/2 Sm Dog Friendly w/NEW GAS GOLF CART, BBQ & BICYCLES
9.6 out of 10, Exceptional, (11)
"This rental property was a great place to stay. Nicely located near activities."
BEAUTIFULLY Decorated 2/2 Sm Dog Friendly w/NEW GAS GOLF CART, BBQ & BICYCLES
BRAND NEW Dog Friendly 2/2 w. Golf Cart - Close to Activities, Shopping, Dining!
Smart TV, books
BRAND NEW Dog Friendly 2/2 w. Golf Cart - Close to Activities, Shopping, Dining!
10.0 out of 10, Exceptional, (36)
"This was our first time visiting the villages. We loved our place and had a great time. There was some food left in the pantry, coffee and other little things that made it feel at home. We loved the squares. Brownwood square is close enough with golf cart but, I would take care for Sumter lake."
BRAND NEW Dog Friendly 2/2 w. Golf Cart - Close to Activities, Shopping, Dining!
Fully Furnished Brand New Villa in Village of St. Catherine's with Cart
Exterior
Fully Furnished Brand New Villa in Village of St. Catherine's with Cart
10.0 out of 10, Exceptional, (67)
"Villa was fully equipped with everything you need. Great location in St. Catherine. Not too far from Brownwood Square and Sumter Landing Square. Golf cart included and short ride to Ezell, Aviary and Everglades Rec Centers to play Pickleball."
Fully Furnished Brand New Villa in Village of St. Catherine's with Cart
Upgraded Orange Tree Home With Lots Of Extras!
Outdoor pool, a heated pool
Upgraded Orange Tree Home With Lots Of Extras!
9.6 out of 10, Exceptional, (79)
"Beautiful home spacious very quiet the location is great its 40 mins to the beach.Shopping and restaurants 2miles down the road. We loved the pool and ping pong tables.The pool was warm and the spa was wonderful.This home is fill with everything you need just add Family,Food and Fun! We will definitely be back soon!"
Upgraded Orange Tree Home With Lots Of Extras!
Clermont Villa w/ Lanai ~ 12 Miles to Disney!
Fridge, microwave, stovetop, dishwasher
Clermont Villa w/ Lanai ~ 12 Miles to Disney!
9.8 out of 10, Exceptional, (19)
"Very nice, clean house. A lot of space. Comfortable."
Clermont Villa w/ Lanai ~ 12 Miles to Disney!
Patio Villa in Duval Village - *** Gas Golf Cart INCLUDED ***
Pool
Patio Villa in Duval Village - *** Gas Golf Cart INCLUDED ***
9.8 out of 10, Exceptional, (67)
"Great rental property located in the center of The Villages. Comfortable furniture and bed. This is our sixth time visiting The Villages. We had a wonderful time golfing at the executive courses, dancing to the music at Brownstone and Sumter Landing squares. Enjoyed each day investigating so many activities. So much fun. We will be back."
Patio Villa in Duval Village - *** Gas Golf Cart INCLUDED ***
Orlando Area 4 BR/3 BA Villa - Pool, Spa, Game Room, Wi-Fi, Gated Community
Outdoor pool, a heated pool
Orlando Area 4 BR/3 BA Villa - Pool, Spa, Game Room, Wi-Fi, Gated Community
10.0 out of 10, Exceptional, (102)
"This property was fantastic. It is equipped with everything that you can think of and spotless. Beds were super comfy. We had a very hot week so the pool was used every day and in the evening. The kids loved it. Check in was a breeze and location was out of the way but not too far from attractions. Any issue or questions were dealt with in the same day. The owners were great. Quiet neighborhood. Hoping to go again."
Orlando Area 4 BR/3 BA Villa - Pool, Spa, Game Room, Wi-Fi, Gated Community
Clermont Home 12 Mi to Disney - Private Pool & Spa
Property grounds
Clermont Home 12 Mi to Disney - Private Pool & Spa
9.8 out of 10, Exceptional, (29)
"Positive Aspects: 1. Safe and Family-Friendly Neighborhood: Located in a safe, quiet, and family-friendly neighbourhood. 2. Amenities: Proximity to food, grocery, and pharmacy locations was convenient. The games room and the Mickey Mouse room were great. Night lights in the Mickey room were appreciated. 3. Layout and Accessibility: Loved the bungalow layout and the access to the bathroom right from the pool deck. 4. Well-Equipped Kitchen: The kitchen was spacious and easy to cook in. Newer BBQ...
Clermont Home 12 Mi to Disney - Private Pool & Spa
A perfect place to watch the Sunset
Pool | A heated pool
A perfect place to watch the Sunset
9.8 out of 10, Exceptional, (82)
"Very nice"
A perfect place to watch the Sunset
Upto 45 Guests Sleep At This Unique Private Island 62 Acre Estate!
Pool | Outdoor pool, a heated pool
Upto 45 Guests Sleep At This Unique Private Island 62 Acre Estate!
10.0 out of 10, Exceptional, (21)
"Great place with wonderful ownership and the most helpful staff. Definitely a place everyone should stay!!!"
Upto 45 Guests Sleep At This Unique Private Island 62 Acre Estate!
New 3/2 Patio Villa, BEST VALUE, Golf Cart Included!
3 bedrooms, iron/ironing board, free WiFi, bed sheets
New 3/2 Patio Villa, BEST VALUE, Golf Cart Included!
9.8 out of 10, Exceptional, (6)
"Awesome place to stay, would definitely stay again very clean and loved the garage for keeping the motorcycles in"
New 3/2 Patio Villa, BEST VALUE, Golf Cart Included!
☀️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, (191)
"We enjoyed our stay in clermont. The house was inviting from the moment we walked in. The heated pool and hot tub was a hit for everyone. We spent lots of time outside just enjoying the quiet and watching the birds and sounds. There is a Publix right down the street if you need to pick up groceries. If I find myself in this area again I certainly will try and book this house."
☀️Waterfront Villa on Quiet Cul-De-Sac–Beautiful, Spacious & Private, Games Rm🐠
Clermont Vacation Rental w/ Pool: 11 Mi to Disney
View from property
Clermont Vacation Rental w/ Pool: 11 Mi to Disney
9.4 out of 10, Exceptional, (14)
"The house was in a beautiful community and was very clean and organized. We enjoyed the pool and jacuzzi along with the games in the game room. Would stay here again!"
Clermont Vacation Rental w/ Pool: 11 Mi to Disney
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
9.8 out of 10, Exceptional, (115)
"As always a wonderful time spent enjoying the pool and family time, We will be back for a fifth time soon."
AWESOME HOUSE 5 bed/4 bath, south facing pool with spa & games room
Private 3Bed/3Bath Heated Pool Outdoor Entertainment
Terrace/patio
Private 3Bed/3Bath Heated Pool Outdoor Entertainment
10.0 out of 10, Exceptional, (2)
"This house was the perfect place for my family and I to stay in while visiting family in Zephyrhills! It can be a bit tricky getting out of the driveway since this house sits on a busier road, but it’s completely doable. The pool in the back was just icing on the cake! My kids enjoyed it immensely! The entire pool area is enclosed in a screened porch making it so nice to enjoy in the evenings. We will definitely look to stay here again!"
Private 3Bed/3Bath Heated Pool Outdoor Entertainment
Luxury and Comfort with game room
Fridge, microwave, oven, stovetop
Luxury and Comfort with game room
9.2 out of 10, Wonderful, (14)
"For this stay it was my mom, dad, fiance and my dog. We all absolutely loved this home and its amenities! The home was very clean and felt welcoming. We especially loved the beautiful open kitchen and patio/backyard area. My dog felt very comfortable as well and enjoyed roaming abiut in the home. The neighborhood is beautiful and very quiet. All of the neighbors were friendly and greeted you as you walked by. We went on walks every morning and evening and felt welcomed and safe. We absolutely...
The price is 3 787 kr
includes taxes & fees
4 Jun - 5 Jun
Luxury and Comfort with game room
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See all available properties in Webster
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.

Other types of properties in Webster you may be interested in

Spot X Hotel Tampa Bay by The Red Collection
Outdoor pool, pool umbrellas, pool loungers
Spot X Hotel Tampa Bay by The Red Collection
3.0 star property
9.0 out of 10, Wonderful, (1007)
"Loved the staff!! Very sweet and accommodating. It is under construction but it wasn't a bother at all. Would definitely stay here again "
The price is 1 100 kr
includes taxes & fees
9 Jun - 10 Jun
Spot X Hotel Tampa Bay by The Red Collection
Saddlebrook Golf Resort & Spa Tampa North - Wesley Chapel
2 outdoor pools, pool cabanas (surcharge), pool umbrellas
Saddlebrook Golf Resort & Spa Tampa North - Wesley Chapel
4.0 star property
6.8 out of 10, (1005)
"Beautiful grounds. Rooms were clean and spacious. Would stay here again "
The price is 1 696 kr
includes taxes & fees
1 Jul - 2 Jul
Saddlebrook Golf Resort & Spa Tampa North - Wesley Chapel
Brownwood Hotel & Spa
Suite, 1 King Bed with Sofa bed | Private kitchenette | Mini-fridge, coffee/tea maker
Brownwood Hotel & Spa
3.0 star property
9.6 out of 10, Exceptional, (1013)
"We had a Fantastic room. The lounge was a great environment as well. "
The price is 1 786 kr
includes taxes & fees
4 Jun - 5 Jun
Brownwood Hotel & Spa
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.

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’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.

Recent reviews of Webster properties
Expedia verified reviews

Spot X Hotel Tampa Bay by The Red Collection

Spot X Hotel Tampa Bay by The Red Collection

5/5 Excellent
"Loved the staff!! Very sweet and accommodating. It is under construction but it wasn't a bother at all. Would definitely stay here again "
A verified traveller stayed at Spot X Hotel Tampa Bay by The Red Collection
Posted 14 hours ago
Spot X Hotel Tampa Bay by The Red Collection