Villas in Sumter County

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Check prices for these dates

In two weeks
29 May - 31 May
In two months
10 Jul - 12 Jul
In three months
7 Aug - 9 Aug
In four months
4 Sep - 6 Sep

Top Cities in Sumter County

Madison Blue Springs at Sunset, Madison Blue Springs State Park, Florida
VillasVillas

Wildwood

Wildwood

Our top choices for Sumter County villas

Property grounds

Welcome Small DOGS.. ELEGANT Villa, GOLF CART, Walk to Sumter Square, sleep 6

Welcome Small DOGS.. ELEGANT Villa, GOLF CART, Walk to Sumter Square, sleep 6
Virginia Trace
9.6 out of 10, Exceptional, (129 reviews)
"The host was very responsive to my questions. The home was exactly as advertised. We had a great vacation there and would definitely rent again from this host. "
United States
Patrick H.
Welcome Small DOGS.. ELEGANT Villa, GOLF CART, Walk to Sumter Square, sleep 6
Property grounds

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

WOW...ELEGANT... Courtyard VILLA + Golf CART, Steps to POOL, 3 Min to Sumter SQ
Sabal Chase
9.4 out of 10, Exceptional, (92 reviews)
"Great location. Clean villa, nice yard."
United States
Bill S.
WOW...ELEGANT... Courtyard VILLA + Golf CART, Steps to POOL, 3 Min to Sumter SQ
Exterior

Long term pricing - Charming 2 bed Villa awaits for you.

Long term pricing - Charming 2 bed Villa awaits for you.
The Villages
10.0 out of 10, Exceptional, (7 reviews)
"The property is very well situated near Lake Sumter Landing, which is our favorite village. And our host was exceptional with his communication and care of his darling home. "
United States
Jill L.
Long term pricing - Charming 2 bed Villa awaits for you.
Exterior detail

Walk to Sumter Landing-New Listing-Golf Cart-Pet Friendly

Walk to Sumter Landing-New Listing-Golf Cart-Pet Friendly
Virginia Trace
10.0 out of 10, Exceptional, (8 reviews)
"Host was super responsive. Property was one of the cleanest, well stocked, best value we have stayed in! Highly recommend. Great location also! Quiet also. "
United States
Mike D.
Walk to Sumter Landing-New Listing-Golf Cart-Pet Friendly
Exterior

Perfect Location Between Brownwood & Lake Sumter

Perfect Location Between Brownwood & Lake Sumter
The Villages
9.8 out of 10, Exceptional, (111 reviews)
"Beautiful clean home, convenient location, we really enjoyed our stay."
United States
David K.
Perfect Location Between Brownwood & Lake Sumter
Exterior

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

Stunning 2/2 Villa in Creekside Landing adjacent to Lake Sumter Landing w/Cart
Lake Sumter Landing
10.0 out of 10, Exceptional, (79 reviews)
"Very nice beyond expectations and excellent location"
United States
Pamela L.
Stunning 2/2 Villa in Creekside Landing adjacent to Lake Sumter Landing w/Cart
Exterior

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

Fully Furnished Brand New Villa in Village of St. Catherine's with Cart
The Villages
10.0 out of 10, Exceptional, (105 reviews)
"Love our stay here great place!"
United States
Bill A.
Fully Furnished Brand New Villa in Village of St. Catherine's with Cart
Property grounds

2 BED/2BATH PLUS DEN COURTYARD VILLA

2 BED/2BATH PLUS DEN COURTYARD VILLA
The Villages
10.0 out of 10, Exceptional, (74 reviews)
"Excellent place to stay."
United States
Bob C.
2 BED/2BATH PLUS DEN COURTYARD VILLA
Exterior

Sunshine Stay a Creekside Villa at Lake Sumter Landing with Nature & Water Views

Sunshine Stay a Creekside Villa at Lake Sumter Landing with Nature & Water Views
Lake Sumter Landing
10.0 out of 10, Exceptional, (14 reviews)
"LOCATION, Clean & Comfortable, FANTASTIC HOSTS! I loved this place, its first class. "
United States
Brad C.
Sunshine Stay a Creekside Villa at Lake Sumter Landing with Nature & Water Views
Exterior

The Villages FL. Courtyard, Villa House, Golf Cart, Dogs Welcome, Fenced Yard.

The Villages FL. Courtyard, Villa House, Golf Cart, Dogs Welcome, Fenced Yard.
The Villages
10.0 out of 10, Exceptional, (3 reviews)
"Wonderful place to stay, gracious hosts, close to the pool and our dog loved the fenced backyard. "
United States
Mimi H.
The Villages FL. Courtyard, Villa House, Golf Cart, Dogs Welcome, Fenced Yard.
Exterior

Heart of The Villages, Near Sumter Landing! 2BR/2BA Golf Cart,Guest IDs included

Heart of The Villages, Near Sumter Landing! 2BR/2BA Golf Cart,Guest IDs included
The Villages
10.0 out of 10, Exceptional, (4 reviews)
"Host was very responsive and nice! Property was gorgeous neighborhood was beautiful the neighbors were friendly, and the town had so much to do!! "
United States
Grace W.
Heart of The Villages, Near Sumter Landing! 2BR/2BA Golf Cart,Guest IDs included
Smart TV, books

Paradise in The Villages!! Includes 4-seat Golf cart

Paradise in The Villages!! Includes 4-seat Golf cart
Bonita
10.0 out of 10, Exceptional, (6 reviews)
"We enjoyed our stay. The property had everything we needed"
United States
Pam B.
Paradise in The Villages!! Includes 4-seat Golf cart
Exterior

2/2 Courtyard Villa in Santiago

2/2 Courtyard Villa in Santiago
Santiago
2/2 Courtyard Villa in Santiago
Property grounds

VILLA 2 MASTER SUITES & 2 GOLF CARTS

VILLA 2 MASTER SUITES & 2 GOLF CARTS
The Villages
10.0 out of 10, Exceptional, (79 reviews)
"Great location, close to everything and have the golf carts is great fun."
United States
Vincent G.
VILLA 2 MASTER SUITES & 2 GOLF CARTS
Exterior

Beautiful Villa close to Lake Sumter Landing! WiFi Included!

Beautiful Villa close to Lake Sumter Landing! WiFi Included!
Sunset Pointe
9.0 out of 10, Wonderful, (18 reviews)
"Stay was great.location to cart path to Lake Sumpter."
United States
William R.
Beautiful Villa close to Lake Sumter Landing! WiFi Included!
Interior

Everything! 3/2, FREE golf & 4-seat cart, RESIDENT passes, pets, near Brownwood

Everything! 3/2, FREE golf & 4-seat cart, RESIDENT passes, pets, near Brownwood
Collier
10.0 out of 10, Exceptional, (61 reviews)
"Host was great to work with. Area was convenient and short drive to anything you need. House was beautiful! Would definitely stay there again!"
United States
ashlie e.
Everything! 3/2, FREE golf & 4-seat cart, RESIDENT passes, pets, near Brownwood
Exterior

3 bedroom villa in The Villages. Minutes from Brownwood and Sawgrass.

3 bedroom villa in The Villages. Minutes from Brownwood and Sawgrass.
The Villages
10.0 out of 10, Exceptional, (9 reviews)
"Andrea was very helpful! House was in a great location and perfect for our little vacay."
United States
Anonymous traveler
3 bedroom villa in The Villages. Minutes from Brownwood and Sawgrass.
Property grounds

Villa-Golf Cart-5 min to Lake Sumter Landing The Villages With All The Amenities

Villa-Golf Cart-5 min to Lake Sumter Landing The Villages With All The Amenities
The Villages
9.8 out of 10, Exceptional, (35 reviews)
"Location was fantastic! Host was extremely attentive and responsive. The house had everything we needed for a comfortable stay. "
United States
Karen W.
Villa-Golf Cart-5 min to Lake Sumter Landing The Villages With All The Amenities
Exterior

The Villages -AVAILABILITY- Near Eastport, Sawgrass, Brownwood. Bring your dog

The Villages -AVAILABILITY- Near Eastport, Sawgrass, Brownwood. Bring your dog
The Villages
9.8 out of 10, Exceptional, (31 reviews)
"Clean, quick response from hosts, and great location!"
United States
Kelly H.
The Villages -AVAILABILITY- Near Eastport, Sawgrass, Brownwood. Bring your dog
Exterior

Bright & Stylish 2/2 Courtyard Villa with Fenced Backyard Oasis – Prime Location

Bright & Stylish 2/2 Courtyard Villa with Fenced Backyard Oasis – Prime Location
The Villages
9.0 out of 10, Wonderful, (4 reviews)
"We enjoyed are stay very much! Had a great neighborhood and very nice people to interact with. We would do it again !!!"
United States
Troy L.
Bright & Stylish 2/2 Courtyard Villa with Fenced Backyard Oasis – Prime Location
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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Top Sumter County Hotel Reviews

Holiday Inn Express & Suites Wildwood The Villages by IHG

Holiday Inn Express & Suites Wildwood The Villages by IHG

10/10 Excellent
"Good breakfast comfortable rooms and friendly staff"
Tony 1-night trip
Posted 4 hours ago
Holiday Inn Express & Suites Wildwood The Villages by IHG