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Compare 908 Vacation Homes in Webster with updated reviews, rates, and availability.

Beautiful 2 BR wGas Golf Cart in Duval. All 5 star reviews!
Open dining/living room

Beautiful 2 BR wGas Golf Cart in Duval. All 5 star reviews!

10.0 out of 10, Exceptional, (92)
"Property was well kept and was in an excellent location, near town squares, shopping and many restaurants. Highly recommend this rental"
Beautiful 2 BR wGas Golf Cart in Duval. All 5 star reviews!
The Villages Home w/ Golf Cart & Pool Access!
The Villages Vacation Rental | 3BR | 2BA | Step-Free Access | 2,000 Sq Ft

The Villages Home w/ Golf Cart & Pool Access!

2.0 star property
10.0 out of 10, Exceptional, (4)
"I had an amazing time at the beautiful house and location in The Villages for my short getaway. The accommodations were super clean and modern, and the bed was incredibly comfortable. Everything went smoothly during my stay, and I had a wonderful time! "
The Villages Home w/ Golf Cart & Pool Access!
• Pool home • Spacious yard •
Room

• Pool home • Spacious yard •

9.6 out of 10, Exceptional, (24)
"I loved everything about the property. Very clean, quiet, private, and really loved spending time in the pool"
• Pool home • Spacious yard •
Brand new pool house near Disney
1387

Brand new pool house near Disney

Brand new pool house near Disney
Cozy Retreat in The Villages.
Exterior detail

Cozy Retreat in The Villages.

Cozy Retreat in The Villages.
AWESOME HOUSE 5 bed/4 bath, south facing pool with spa & games room
Exterior

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

10.0 out of 10, Exceptional, (126)
"The property was fairly easy to locate and the appearance was true to the photographs. The villa was exceptionally clean and everything that we used worked to our expectations. My athletes really enjoyed the game room."
AWESOME HOUSE 5 bed/4 bath, south facing pool with spa & games room
12 Mi to Disney: Home w/ Pool & Spa in Clermont
Clermont Vacation Rental | 4BR | 2BA | 1,851 Sq Ft | Step-Free Access

12 Mi to Disney: Home w/ Pool & Spa in Clermont

9.8 out of 10, Exceptional, (40)
"Great house on great location! We enjoyed our stay, and the house was perfect!"
12 Mi to Disney: Home w/ Pool & Spa in Clermont
Village of Mallory, Close to Sumter Landing Sq. 3BD, 2Bath with Gas Golf Cart.
Exterior

Village of Mallory, Close to Sumter Landing Sq. 3BD, 2Bath with Gas Golf Cart.

9.2 out of 10, Wonderful, (40)
"Nice place , great location , good host .... i would stay again..."
Village of Mallory, Close to Sumter Landing Sq. 3BD, 2Bath with Gas Golf Cart.
The Villages Vacation Rental - Pets Welcome!
The Villages Vacation Rental | 2BR | 2BA | 1 Entry Step | 1,200 Sq Ft

The Villages Vacation Rental - Pets Welcome!

9.2 out of 10, Wonderful, (5)
"Spacious, light filled, nicely updated house in a contently located neighborhood. Would definitely stay in it again."
The Villages Vacation Rental - Pets Welcome!
Our Village Gem-5 Star- Elegant & Comfortable- Very Close to Sumter Squ.
2 Seater Yamaha Gas Cart for your enjoyment to discover The Villages.

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

10.0 out of 10, Exceptional, (104)
"This truly is a gem as listed. We have had various rentals in the past 7 years and this one ticks all the boxes for us as we consider ourselves seasoned renters … location✔️Communication✔️✔️✔️Bed/mattress comfort✔️Living room furniture comfort✔️Kitchen amenities✔️ Even hosted a complete Thanksgiving meal for 6! Golf cart( the best we’ve had)✔️Cleanliness(✔️even with it being pet friendly.. no odor) enclosed and private yard✔️Can’t say enough for this rental. "
Our Village Gem-5 Star- Elegant & Comfortable- Very Close to Sumter Squ.
Guest House with pool, boat parking
Private kitchen

Guest House with pool, boat parking

8.6 out of 10, Excellent, (19)
"The property was just as described. I was visiting my daughter at Beacon College for Parent's Weekend, and I was very happy with the ease of communication with the property manager, the comfort of the bedrooms, and the location in relation to the campus. I do intend to try and book this one next year. Thank you for the hospitality!"
The price is SAR 282
SAR 679 total
includes taxes & fees
2 Feb - 3 Feb
Guest House with pool, boat parking
Dog-Friendly Home in The Villages w/ Private Patio
The Villages Vacation Rental | 2BR | 2BA | 1,200 Sq Ft | Step-Free Access

Dog-Friendly Home in The Villages w/ Private Patio

10.0 out of 10, Exceptional, (7)
"The house was great nice and clean, great location and communication was awesome "
Dog-Friendly Home in The Villages w/ Private Patio
Charming Dade City - Near Downtown - Convenient to Tampa amenities
Exterior

Charming Dade City - Near Downtown - Convenient to Tampa amenities

9.6 out of 10, Exceptional, (9)
"3 of our Women's Retreat Guests stayed in this location. It was fun with the backyard and easy to get to all the great things downtown. Perfect if you want to enjoy Dade City or other nearby locations. "
Charming Dade City - Near Downtown - Convenient to Tampa amenities
Lake View Retreat Loaded For Fun, with STUNNING Views!
Pool

Lake View Retreat Loaded For Fun, with STUNNING Views!

10.0 out of 10, Exceptional, (1)
"Awesome lake house with plenty to do with incredible views and location. The hosts were amazing, super kind, and quickly answered any questions that came up. Enjoyed using the deck boat and exploring the area. This home is great for a family getaway or vacation with friends. Amazing!"
Lake View Retreat Loaded For Fun, with STUNNING Views!
2/2 in The Village of Bonita
Front View with 2-Seater Golf Cart for Guest Use

2/2 in The Village of Bonita

2/2 in The Village of Bonita
4 BR / 3 BA orlando vacation pool home in Clermont, BBQ Grill, Free Wifi!!
Pool2.jpg

4 BR / 3 BA orlando vacation pool home in Clermont, BBQ Grill, Free Wifi!!

7.8 out of 10, Good, (35)
"Good"
4 BR / 3 BA orlando vacation pool home in Clermont, BBQ Grill, Free Wifi!!
Pool Access, Patio & Grill: Sunny Florida Escape!
Wildwood Vacation Rental | 2BR | 2BA | 1,257 Sq Ft | 1 Exterior Step

Pool Access, Patio & Grill: Sunny Florida Escape!

10.0 out of 10, Exceptional, (6)
"The place was clean, well appointed, and came with concise instructions and info from the owner. Excellent!"
Pool Access, Patio & Grill: Sunny Florida Escape!
Clermont Vacation Rental w/ Pool: 11 Mi to Disney
Clermont Vacation Rental | 4BR | 3BA | 2,024 Sq Ft | 2 Steps to Enter

Clermont Vacation Rental w/ Pool: 11 Mi to Disney

9.0 out of 10, Wonderful, (24)
"The home is nice, spacious, good amenities and in a great location. But, all we really want is a bed, shower, and a hot tub. After missing that you need to pay to have the hot tub heated, we got that situated. However we came home from the parks the second night and the hot tub was not hot. The manager talked me through how to turn it on, and got it figured out. Third night came home at 9pm, hot tub is not hot again, but they said it could not be turned on because of hoa rules? We could not...
Clermont Vacation Rental w/ Pool: 11 Mi to Disney
The Bungalow Getaway
Terrace/patio

The Bungalow Getaway

9.6 out of 10, Exceptional, (17)
"The property is exactly as the pictures. It’s nearby a lot of stores. We had no issues. "
The Bungalow Getaway
Zojo_ Lovely House Close TO Disney
Exterior

Zojo_ Lovely House Close TO Disney

9.6 out of 10, Exceptional, (4)
"Good location and place for visiting Orlando parks."
Zojo_ Lovely House Close TO Disney
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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Other property types 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, (62)
"Great place to stay for group going to wedding venue. "
The price is SAR 1,451
SAR 1,611 total
includes taxes & fees
21 Jan - 22 Jan
Siena at Bella Collina
Sparkling! Walking distance to Sumter Landing,pools & more,or take our golf cart
Miscellaneous

Sparkling! Walking distance to Sumter Landing,pools & more,or take our golf cart

10.0 out of 10, Exceptional, (11)
"We enjoyed the home very much! Very clean. The attention to detail was wonderful. Great location, too!"
Sparkling! Walking distance to Sumter Landing,pools & more,or take our golf cart
4 BR / 3 BA orlando vacation pool home in Clermont, BBQ Grill, Free Wifi!!
Pool2.jpg

4 BR / 3 BA orlando vacation pool home in Clermont, BBQ Grill, Free Wifi!!

7.8 out of 10, Good, (35)
"Good"
4 BR / 3 BA orlando vacation pool home in Clermont, BBQ Grill, Free Wifi!!
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.