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Compare 923 Vacation Homes in Webster with updated reviews, rates, and availability.

Clermont Vacation Rental | 4BR | 3BA | 2,024 Sq Ft | 2 Steps to Enter

"My family and I recently stayed here for the week on a Disney trip, and we loved it. The pool fee was 100% worth it, and the hot tub was amazing! After long days at the park, this was a great place to come back to."

2 Seater Yamaha Gas Cart for your enjoyment to discover The Villages.

"Centrally located in the Villages, this house was the perfect distance to activities and shopping. The house layout is great for family gathering and relaxing in the yard or on the back porch. The equipment at the recreation centers is well maintained and the pools, grounds are all kept clean and tidy."

Groveland Vacation Rental | 5BR | 6BA | 6,300 Sq Ft | 2 Steps to Enter

"This place is absolutely stunning! There’s so much to do here. You can play foosball, billiards, watch a movie in the home theater, and even try your luck at poker. I went there with my friends for a fun getaway. In the winter, the wind can be chilly across the lake, but the hot tub was a lifesaver. It was the perfect addition to the place. The only thing I wish is that there were some seats down by the dock so people could enjoy the views after the short walk it takes to get there. "

Front View with 2-Seater Golf Cart for Guest Use

Clermont Vacation Rental | 4BR | 2BA | 1,851 Sq Ft | Step-Free Access

"Beautiful home/yard/pool. Especially liked the open backyard (no neighbors behind) and pool/jacuzzi. Definitely pay for the pool heating, very worth it! Beds were comfortable, all the cable channels on TV, games in garage. Not too far from WDW, we drove there 4x in our one week stay. The contact person was very easy to contact and responded quickly. Highly recommend!"

The Villages Vacation Rental | 2BR | 2BA | 1 Entry Step | 1,200 Sq Ft

"Spacious, light filled, nicely updated house in a contently located neighborhood. Would definitely stay in it again."

"A few days before our arrival I contacted the Host to confirm our reservation. Sharon confirmed said we were ready to go. We drove 5 hrs and had a Golf cart delivered for our stay. We found that someone else was already staying there host was not able to be reached. Neighbors called Todd and Sharon too. VRBO couldn’t reach them either. We were forced to make other accommodations and take a loss on the golf cart. Do not use this host never apologized for double booking. VRBO management was...

"The house is comfortable and cozy, nicely decorated to reflect its Florida location, and it’s situated in a quiet neighborhood very convenient to Buena Vista Blvd and to the rest of The Villages. Don and Lynn were welcoming and good communicators. I highly recommend this home to future visitors!"

Front View with Golf Cart for Guest Use!

"Loved the house. Perfect location. "

"Lovely place. Convenient location. "

"Very nice place property manager was a great guy enjoy it so much we extended the extra week"

"We enjoyed our stay and felt very much at home, it's all we need to relax and enjoy time with family in the area. Love this home, comfortable, clean and great location! "

Enjoy the large deck where you can watch amazing sunrises and wildlife.

"the house was clean and the access to the lake was good. Parked my small boat next to the dock on the canal. the wind blew 15-20 knots each day making fishing on the lake tough. I did catch a nice few fish from the edge of the yard. great bass lake and good bream as well. played golf each day at courses within and hour drive. the neighborhood is very old and in poor repair which was the only negative."

Oxford Vacation Rental | 3BR | 3BA | 2,900 Sq Ft | Stairs Required

"Great location - central - for family visiting grandparents in The Villages. Large, spacious home and property. Nice neighbors. Would do it again"

"Confort and great locations "

The Villages Vacation Rental | 2BR | 2BA | 1,200 Sq Ft | Step-Free Access

"The house was great nice and clean, great location and communication was awesome "

Private, Screened-in Pool in the Backyard!

"The property is beautiful. It’s just a few eye sores around it due to hurricanes. Small town cute shops close by downtown. "

The Villages Vacation Rental | 3BR | 2BA | Step-Free Access | 2,000 Sq Ft

"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! "