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
Fridge, microwave, oven, stovetop

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.
Fridge, microwave, oven, stovetop

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.
LUXURY ESCAPE-Better Than a 5-Star Hotel: 2 Bed/1 Bath/ Encl Lanai w/ Heat & A/C
Exterior

LUXURY ESCAPE-Better Than a 5-Star Hotel: 2 Bed/1 Bath/ Encl Lanai w/ Heat & A/C

2.0 star property
10.0 out of 10, Exceptional, (24)
"The property is in a great location for everything you need in the villages and the surrounding area. Very clean and comfortable with a nice sitting area in the patio outside. Communications with the owner is very helpful and also quick to respond. Very safe area to stay. "
The price is CA $95
CA $366 total
includes taxes & fees
Aug 21 - Aug 22
LUXURY ESCAPE-Better Than a 5-Star Hotel: 2 Bed/1 Bath/ Encl Lanai w/ Heat & A/C
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
Exterior

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
Smart TV

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

10.0 out of 10, Exceptional, (12)
"The home was accurately described in listing. Pool/Spa were hi light of our trip. Communication was excellent.Thank you Sue and Dave for a great vacation home rental."
Private Heated Pool & Hottub - Pet Friendly- Close to L Sumpter & Spanish Spring
Private Lanai & Pool Access: Home in the Villages!
Pool

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
Outdoor dining

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
Pool

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.
Fridge, microwave, oven, stovetop

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!
Fridge, microwave, oven, stovetop

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 $217
CA $595 total
includes taxes & fees
Aug 19 - Aug 20
Pool, golf cart, private Paradise!
3/2 with a POOL in The Village of Shady Brook !
Pool

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

9.8 out of 10, Exceptional, (9)
"We had a wonderful stay"
3/2 with a POOL in The Village of Shady Brook !
Walk To Brownwood Paddock Square, Restaurants & Nightly Entertainment
Interior

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
Fridge, microwave, stovetop, dishwasher

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
Terrace/patio

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.
Smart TV, fireplace

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
Exterior

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
Outdoor dining

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 $477 total
includes taxes & fees
Aug 11 - Aug 12
Heated Pool house in Lake Panasoffkee
Home in The Villages: Golf Cart & Amenity Access
Exterior

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
"Bed comfort"
Emma 1-night trip
Posted 15 hours ago
Hampton Inn & Suites Lady Lake/The Villages