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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, (91)
"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, (120)
"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

9.4 out of 10, Exceptional, (124)
"The house is lovely and spacious. Great neighborhood. Great communication with host and very quick response tones. The only issue - the wifi was terrible. We used hot spot the entire two weeks. "
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, (242)
"Just wanted to say thank you for sharing your beautiful home with us "
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, (14)
"Very clean and cared for property! The furnishings are tasteful and everything is practically brand new. We had a very pleasant stay, and would definitely book again. Communication with the owner was excellent."
The price is AED 514
AED 1,516 total
includes taxes & fees
5 May - 6 May
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, (85)
"A very nice five bedroom home in a very quiet and well cared for neighborhood."
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, (99)
"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, (8)
"Great location, clean, everything you need, host incredibly responsive. "
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, (33)
"Wonderful condo in a great location. We were very pleased with the whole experience at the Villages."
The price is AED 389
AED 1,364 total
includes taxes & fees
5 May - 6 May
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, (3)
"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

9.8 out of 10, Exceptional, (27)
"Great home. Rented a car and never filled the tank. Everything you need is 15 - 20. Parks, grocery, restaurants. Host is very responsive. They were in South America and responded like they were next door. Next door neighbor was nice and even helped with a minor pool issue. "
12 Miles to Disney: Clermont Villa w/ Heated Pool

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

9.6 out of 10, Exceptional, (9)
"Very nice place enjoyed ourselves. Good location would stay there again."
The price is AED 419
AED 1,399 total
includes taxes & fees
5 May - 6 May
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, (19)
"Joni responded quickly to our questions. The house was clean and had everything we needed.The kitchen was well stocked. The King bed was very comfortable. The golf cart was a lot of fun. Very nice neighbors!"
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!

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

10.0 out of 10, Exceptional, (2)
"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, (14)
"We had a great stay at this home. The owners were so wonderful to work with. Home is in a perfect location. It was well equipped, we had everything we needed. Every detail, large or small, was thought of by the owners. A wonderful experience."
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, (77)
"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

‘Super spacious’ Pool villa. 400Mb wifi, 4K TV, Roku,Fully Licensed & Insured.

9.8 out of 10, Exceptional, (102)
"House was very clean! Space and bedrooms were perfect for our group! "
‘Super spacious’ Pool villa. 400Mb wifi, 4K TV, Roku,Fully Licensed & Insured.
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 AED 1,203
AED 1,335 total
includes taxes & fees
4 May - 5 May
Siena at Bella Collina

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

9.2 out of 10, Wonderful, (46)
"We had a great time again. Looking forward to next year"
Village of Mallory, Close to Sumter Landing Sq. 3BD, 2Bath with Gas Golf Cart.

Charming 3-bedroom house with Golfcart and WiFi in The Villages

Charming 3-bedroom house with Golfcart and WiFi in The Villages
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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