Sumter County Vacation Rentals

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Check prices for these dates

Next weekend
Aug 15 - Aug 17
In two weeks
Aug 22 - Aug 24
In one month
Sep 5 - Sep 7
In two months
Oct 3 - Oct 5

Top Cities in Sumter County

Vacation HomesVacation Homes

The Villages

The Villages

Featured Vacation Homes in Sumter County

Location! Our Village Gem-5 Star-3 min to Sumter Landing-Restaurants-Town Square
Enjoy casual dining and socializing in this kitchen with a central island, microwave, stove, and refrigerator.

Location! Our Village Gem-5 Star-3 min to Sumter Landing-Restaurants-Town Square

10.0 out of 10, Exceptional, (107)
"Great landlords, beautiful villa and great location "
Location! Our Village Gem-5 Star-3 min to Sumter Landing-Restaurants-Town Square
Private Pool, Golf Cart, & Pet Friendly. Close to Golf and Town Squares.
Kitchen area with refrigerator, coffee maker, and stove.

Private Pool, Golf Cart, & Pet Friendly. Close to Golf and Town Squares.

8.8 out of 10, Excellent, (3)
"Great place in a very convenient location "
Private Pool, Golf Cart, & Pet Friendly. Close to Golf and Town Squares.
Better Than A 5 Star Hotel IN THE VILLAGES 2 Bedroom house WiFi, AC, GOLF CART
Relax in this inviting room with a wicker sofa, side table, and ceiling fan.

Better Than A 5 Star Hotel IN THE VILLAGES 2 Bedroom house WiFi, AC, GOLF CART

2.0 star property
10.0 out of 10, Exceptional, (24)
"Very well managed"
The price is CA $122
CA $398 total
includes taxes & fees
Aug 14 - Aug 15
Better Than A 5 Star Hotel IN THE VILLAGES 2 Bedroom house WiFi, AC, GOLF CART
Sunset Cove In the Village of St. John
Exterior

Sunset Cove In the Village of St. John

10.0 out of 10, Exceptional, (36)
"We had a very nice stay here. The house was very comfortable and had all we needed, and we enjoyed using the golf cart to explore the Villages."
Sunset Cove In the Village of St. John
Village of Fernandina - free use of golf cart with liability waiver
Stunning single-story home with a central entrance, flanked by windows, surrounded by a white picket fence and lush greenery.

Village of Fernandina - free use of golf cart with liability waiver

10.0 out of 10, Exceptional, (20)
"We enjoyed our stay. Home was convenient to the town squares. Using the golf cart was a plus! We would stay here again. "
Village of Fernandina - free use of golf cart with liability waiver
Private Heated Pool & Hottub - Pet Friendly- Close to L Sumpter & Spanish Spring
Relax in this open-plan living space with a central island, comfortable seating area, and large window offering a view of the outdoors.

Private Heated Pool & Hottub - Pet Friendly- Close to L Sumpter & Spanish Spring

10.0 out of 10, Exceptional, (12)
"This stay is exactly as advertised ...Pool Hot Tub and golf cart are well looked after....Sue is an awesome communicator....looking forward to booking there next year !!"
Private Heated Pool & Hottub - Pet Friendly- Close to L Sumpter & Spanish Spring
Private Lanai & Pool Access: Home in the Villages!
Relax by the serene pool surrounded by palm trees and comfortable lounge chairs.

Private Lanai & Pool Access: Home in the Villages!

9.8 out of 10, Exceptional, (10)
"This home is exactly what we were looking for in a great location very very clean, well decorated and perfectly suited our needs. "
Private Lanai & Pool Access: Home in the Villages!
Beautiful 3/2 Designer Home, WiFi, golf cart and 40 executive golf courses
Enjoy outdoor dining or relaxation in this covered patio area with a glass-top table and four comfortable chairs.

Beautiful 3/2 Designer Home, WiFi, golf cart and 40 executive golf courses

9.6 out of 10, Exceptional, (67)
"Perfect accommodations. Thank you! Be back in the area in the fall. We'll definitely look this one up again."
Beautiful 3/2 Designer Home, WiFi, golf cart and 40 executive golf courses
Hot Tub House - Entire 3 Bedroom House in The Villages
Relax by the tranquil pool surrounded by palm trees and a beautiful stone wall with arches.

Hot Tub House - Entire 3 Bedroom House in The Villages

10.0 out of 10, Exceptional, (103)
"This house was perfect, had everything we needed and then some, communication was excellent. Will def stay here again! Thank you agai"
Hot Tub House - Entire 3 Bedroom House in The Villages
Nicest Location & Fully Equipped Charming Home in the “Heart” of The Villages.
Enjoy meals in this well-appointed kitchen and dining area, featuring an oven, microwave, and round table with four chairs.

Nicest Location & Fully Equipped Charming Home in the “Heart” of The Villages.

10.0 out of 10, Exceptional, (115)
"Best VBRO that I have ever stayed at. "
Nicest Location & Fully Equipped Charming Home in the “Heart” of The Villages.
Pool, golf cart, private Paradise!
Enjoy meals in this well-equipped kitchen with a dishwasher, coffee machine, and dining area.

Pool, golf cart, private Paradise!

10.0 out of 10, Exceptional, (36)
"Our stay at this home was absolutely fantastic! The property is stunning and equipped with every amenity we could have possibly needed for a comfortable and relaxing stay. We had a wonderful weekend and really appreciated the prime location—close to several pools, beautiful golf courses, and great shopping. The golf cart was a great added bonus, making it easy to get around and explore the area. We truly couldn't have asked for a better experience and would 100% stay here again. Highly...
The price is CA $216
CA $594 total
includes taxes & fees
Aug 19 - Aug 20
Pool, golf cart, private Paradise!
3/2 with a POOL in The Village of Shady Brook !
Relax by the pool surrounded by a covered patio with seating and a pergola overhead.

3/2 with a POOL in The Village of Shady Brook !

9.8 out of 10, Exceptional, (9)
"We enjoyed our stay in this lovely neighborhood with access to walking paths and pools. The house was nicely furnished and the covered lanai was a great way to enjoy the outdoor space. "
3/2 with a POOL in The Village of Shady Brook !
Walk To Brownwood Paddock Square, Restaurants & Nightly Entertainment
Relax in this serene sunroom with expansive views of the lush landscape and distant mountains.

Walk To Brownwood Paddock Square, Restaurants & Nightly Entertainment

10.0 out of 10, Exceptional, (84)
"The place was perfect. Location was perfect and the host was pleasant to work with. We were so relaxed it felt like home."
Walk To Brownwood Paddock Square, Restaurants & Nightly Entertainment
King-Sized Comfort in The Village of Deluna
Microwave, oven, stovetop, dishwasher

King-Sized Comfort in The Village of Deluna

9.8 out of 10, Exceptional, (13)
"Very nice place enjoyed ourselves. Good location would stay there again."
King-Sized Comfort in The Village of Deluna
Private Pool & Lake Views: Family Home in Oxford
Enjoy cooking in this well-lit kitchen with a large island, sink, and ample counter space.

Private Pool & Lake Views: Family Home in Oxford

8.8 out of 10, Excellent, (3)
"Great location. Visiting our parents in the Villages. Plenty of space for our family. Spacious rooms. Would rent again."
Private Pool & Lake Views: Family Home in Oxford
Charming and spacious three-bed, three-bath brand new house in The Villages
Relax in style with wicker sofas and armchairs, surrounded by palm trees and a clear sky.

Charming and spacious three-bed, three-bath brand new house in The Villages

10.0 out of 10, Exceptional, (64)
"Very enjoyable visit. House was sparkling clean and the host went out of his way to accommodate our needs. Highly recommended!!"
Charming and spacious three-bed, three-bath brand new house in The Villages
The Villages FL Community w/ Elec. Golf Cart. Restaurants, Shopping & Hospitals.
Relax in this open-plan living space with a kitchen, dining area, and cozy seating nook.

The Villages FL Community w/ Elec. Golf Cart. Restaurants, Shopping & Hospitals.

10.0 out of 10, Exceptional, (21)
"We were in town visiting family. The house met our needs and enjoyed the golf cart to explore the villages on our down time."
The Villages FL Community w/ Elec. Golf Cart. Restaurants, Shopping & Hospitals.
Escape to Luxury: Designer Pool Home in Harmswood of Belle Aire, The Villages
Stately building with a central entrance, flanked by columns, surrounded by a beautifully maintained garden.

Escape to Luxury: Designer Pool Home in Harmswood of Belle Aire, The Villages

2.5 star property
10.0 out of 10, Exceptional, (7)
"Was the perfect location for a big family gathering (some of our family were in the Villages, so this was so convienient)"
Escape to Luxury: Designer Pool Home in Harmswood of Belle Aire, The Villages
Heated Pool house in Lake Panasoffkee
Guests can dine al fresco at this outdoor space, surrounded by trees and umbrellas for shade.

Heated Pool house in Lake Panasoffkee

9.6 out of 10, Exceptional, (36)
"I like every room ,the pool, and everything "
The price is CA $173
CA $475 total
includes taxes & fees
Aug 12 - Aug 13
Heated Pool house in Lake Panasoffkee
Home in The Villages: Golf Cart & Amenity Access
Welcome to a beautifully landscaped home with a clean, contemporary design and a prominent garage door.

Home in The Villages: Golf Cart & Amenity Access

10.0 out of 10, Exceptional, (36)
"Great"
Home in The Villages: Golf Cart & Amenity Access
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

Hampton Inn & Suites Lady Lake/The Villages

Hampton Inn & Suites Lady Lake/The Villages

10/10 Excellent
"Breakfast was good and the staff was very friendly "
Patrick 5-night trip
Posted 1 day ago
Hampton Inn & Suites Lady Lake/The Villages