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Compare 261 Villas in Webster with updated reviews, rates, and availability.

Fully Furnished Brand New Villa in Village of St. Catherine's with Cart

10.0 out of 10, Exceptional, (90)
"We have visited The Villages every March for the past 4 years. We’ve stayed in various homes in various “Villages” and this location and home has been our favorite. Wonderful location, lovely home and extremely efficient host. We booked this home again for March 2026, as soon as we unpacked for this year’s stay. "
Fully Furnished Brand New Villa in Village of St. Catherine's with Cart

Orlando Area 4 BR/3 BA Villa - Pool, Spa, Game Room, Wi-Fi, Gated Community

10.0 out of 10, Exceptional, (118)
"This house is in a great location just on the edge of Orlando in a quiet, secure neighborhood. It was easy to get in and out of and just a short trip to stores and restaurants. The house had everything we needed. The pool and hot tub were perfect for our family. It was very clean and comfortable and truly felt like a home away from home. We needed to reach out to the owner for a minor thing and she responded almost immediately to help us figure things out. We loved our stay here and would...
Orlando Area 4 BR/3 BA Villa - Pool, Spa, Game Room, Wi-Fi, Gated Community

Private 5 Bedroom Villa Near Disney, free WI-FI 10% OFF LONG TERM RENTALS

9.6 out of 10, Exceptional, (122)
"great place well laid out great for a family gathering. only draw back is it could have been better stocked with consumables toilet paper, paper towel, hand soap, shampoo, and clothes detergent for an extended stay we stayed 4 nights and had to restock all in day 2"
Private 5 Bedroom Villa Near Disney, free WI-FI 10% OFF LONG TERM RENTALS

NEW - Luxury decorated villa with amazing view, private pool and spa

10.0 out of 10, Exceptional, (240)
"We had a great stay. The house was perfect and the pool was nice and warm. The neighborhood was really quiet. We would definitely stay here again when back in the area. "
NEW - Luxury decorated villa with amazing view, private pool and spa

Charming 3 Bedroom, 2 Bath Courtyard Villa in The Villages, FL

2.0 star property
10.0 out of 10, Exceptional, (11)
"We really liked the house! Very clean and convenient to many Villages. We could have used more kitchen trash bags and dishwasher detergentdishwas"
The price is SAR 450
SAR 1,457 total
includes taxes & fees
4 Apr - 5 Apr
Charming 3 Bedroom, 2 Bath Courtyard Villa in The Villages, FL

Hidden Waterfront Oasis - 18 minutes to the Disney Entrance!

10.0 out of 10, Exceptional, (83)
"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!

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

9.8 out of 10, Exceptional, (97)
"Nice stay and location. Fenced in yard was a plus with a dog."
WOW.. ELEGANT Courtyard Villa, GOLF CART, Walk to Sumter Square & pool, sleep 6+

Water View 2 Bedroom Villa centrally located in The Village of Marsh Bend

10.0 out of 10, Exceptional, (5)
"Everything about this experience was A. I have stayed in VRBOs all over the world and this was by far the best. Every detail was upgraded more than expected. Communication with the host was excellent. I needed assistance with one aspect, and was able to FaceTime with them so that I could see what I was doing incorrectly. Wonderful hosts and the nicest people I have interacted with while using VRBO. "
Water View 2 Bedroom Villa centrally located in The Village of Marsh Bend

SUNSET COVE - Enjoy warm Florida sunsets in the Village of St Johns!

10.0 out of 10, Exceptional, (29)
"Dave and Sharon went above and beyond for our 4 night stay. Their place is well stocked with every household essential and a fully equipped kitchen. The 2 person golf cart was fun and nice! Great experience and they deserve 5 stars all the way!"
The price is SAR 371
SAR 1,361 total
includes taxes & fees
21 Apr - 22 Apr
SUNSET COVE - Enjoy warm Florida sunsets in the Village of St Johns!

Stunning 2/2 Villa in Creekside Landing adjacent to Lake Sumter Landing w/Cart

10.0 out of 10, Exceptional, (65)
"We really enjoyed our short stay here in The Villages. You cannot beat the access to Sumtner Landing, which you can easily walk, bike (two bikes available), drive, or our favorite, the very awesome golf cart that comes with the rental. Golf cart seats four and held a long charge for us. Plenty of kitchenware, linens, towels and very clean and tidy. Would definitely stay again!"
Stunning 2/2 Villa in Creekside Landing adjacent to Lake Sumter Landing w/Cart

Bob's place

Bob's place

Charming 2-Bedroom Courtyard Villa in The Villages

10.0 out of 10, Exceptional, (2)
"Everything was as expected. A very nice rental!"
Charming 2-Bedroom Courtyard Villa in The Villages

12 Miles to Disney: Clermont Villa w/ Heated Pool

9.6 out of 10, Exceptional, (25)
"Our host was very accomodating and did everything to make our stay enjoyable. "
12 Miles to Disney: Clermont Villa w/ Heated Pool

King-Sized Comfort – 2 King Beds in a Serene "Hideaway" in The Villages

9.4 out of 10, Exceptional, (6)
"Owner went out of his way to pickMe up from a different locationHouse has everything you need. A few extra spices/ condiments would be nice but that’s nitpicking"
The price is SAR 296
SAR 1,266 total
includes taxes & fees
20 Apr - 21 Apr
King-Sized Comfort – 2 King Beds in a Serene "Hideaway" in The Villages

Pick me! Pick me! 3/2, FREE golf & 4-seat cart, Resident passes, pets.

10.0 out of 10, Exceptional, (17)
"Lovely house perfect size for two couples (we were there alone). Clean and great fittings. Struggled with the cooker only because we're English! The golf kart is fabulous and the Villages has kart paths everywhere. Download the App and you'll get around easily. Joni was a great host and answered lots of random questions. Hopefully be back sometime."
Pick me! Pick me! 3/2, FREE golf & 4-seat cart, Resident passes, pets.

Most desirable location in The Villages With 4-Person Golf Cart, Caroline!

10.0 out of 10, Exceptional, (25)
"This place was comfortable and clean. My family of 4 adults and 1 three year old enjoyed our stay! The directions for check in and check out were easy to follow,"
Most desirable location in The Villages With 4-Person Golf Cart, Caroline!

Perfect Location Between Brownwood & Lake Sumter

10.0 out of 10, Exceptional, (99)
"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

Villages Winter Sunset View Private Patio Villa, Golf Cart, Brownwood

10.0 out of 10, Exceptional, (1)
"Our month stay was phenomenal because of the view complete with sand hill cranes, bluebirds and melodious mocking birds, lush tropical plantings on the private back patio with a sunsetter awning beautifully decorated home with IKEA , well appointed kitchen with a convection stove . Our owner insured our arrival and departure was seamless . The walking trail is a short skip away winding around the golf course, meeting up at marsh bend then water lily and back to our street entrance . The gas...
Villages Winter Sunset View Private Patio Villa, Golf Cart, Brownwood

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

10.0 out of 10, Exceptional, (13)
"Property was extremely clean and comfortable living in. The best location in the villages.The owners were very helpful when answering questions and they both went the extra mile to ensure we had whatever we needed. I did not want to leave and most certainly will be back even longerThank you for letting my wife and I stay here"
Sparkling! Walking distance to Sumter Landing,pools & more,or take our golf cart

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

9.4 out of 10, Exceptional, (76)
"Our trip was planned to get out of the cold weather and play a couple rounds of golf. We ordered the Lifestyle passes to let us get T times. As it turns out, you can’t make any arrangements until you’re physically there to pick up your passes. We were arriving Sunday evening and assumed we could set up for Monday. Additionally, through some snafu, they hadn’t received the owners request to reserve the passes for us. We weren’t able to reach the owners before the 6:00 pm deadline so had to...
WOW...ELEGANT... Courtyard VILLA + Golf CART, Steps to POOL, 3 Min to Sumter SQ
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

3.5 star property
9.8 out of 10, Exceptional, (64)
"It’s nice and beautiful place."
The price is SAR 1,321
SAR 1,467 total
includes taxes & fees
8 Apr - 9 Apr
Siena at Bella Collina

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

9.2 out of 10, Wonderful, (45)
"Bedroom carpets are very worn and appear soiled."
Village of Mallory, Close to Sumter Landing Sq. 3BD, 2Bath with Gas Golf Cart.

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

9.8 out of 10, Exceptional, (45)
"The property was great and location was great "
12 Mi to Disney: Home w/ Pool & Spa in Clermont
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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