Vacation Rentals in Sumter County

    calendar shield illustration

    Change your mind

    Book hotels with free cancellation
    deals illustration

    Treat yourself

    Sign in to save 10% or more on thousands of hotels
    bed illustration

    Be picky

    Search almost a million properties worldwide

Top Vacation Rentals in Sumter County

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

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.

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

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

Our Village Gem-5 Star- Elegant & Comfortable- Very Close to Sumter Squ.

10.0 out of 10, Exceptional, (115)
"Everything was very nice, no issues at all."
Our Village Gem-5 Star- Elegant & Comfortable- Very Close to Sumter Squ.

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!

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.

FREE Golf Cart! Fabulous Location! Classy Decor! Pet-friendly!

10.0 out of 10, Exceptional, (48)
"The property is very well kept and Brad was very great to deal with"
FREE Golf Cart! Fabulous Location! Classy Decor! Pet-friendly!

Golf Front Home, Solar Heat Pool! FREE golf cart, wifi, awesome view

10.0 out of 10, Exceptional, (213)
"We loved our stay! The house is spacious, well stocked, clean and great location. We enjoyed relaxing on the lanai with the beautiful view of the golf course and pool. David is an excellent host! "
Golf Front Home, Solar Heat Pool! FREE golf cart, wifi, awesome view

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

9.8 out of 10, Exceptional, (108)
"My wife and I visited for her birthday. Played pickleball, drove around on the golf cart and visited a lot of the rec centers. It was great to be able to bring our dog. "
WOW.. ELEGANT Courtyard Villa, GOLF CART, Walk to Sumter Square & pool, sleep 6+

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 ¥23,130
¥63,531 total
includes taxes & fees
Aug 19 - Aug 20
Pool, golf cart, private Paradise!

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

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

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

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

3 bed/ 2 bath house in The Villages! Pet friendly, pool, hot tub and internet!

9.4 out of 10, Exceptional, (3)
"Our stay was very accommodating! Very clean property and kind host! "
3 bed/ 2 bath house in The Villages! Pet friendly, pool, hot tub and internet!

Comfortable Cottage With A Golf Cart - NOT LISTED ON FACEBOOK

10.0 out of 10, Exceptional, (26)
"Great place to stay. Close to Lake Sumter and owner supplied all are needs. Do not hesitate to stay here you will be happy with the property. "
Comfortable Cottage With A Golf Cart - NOT LISTED ON FACEBOOK

Heated Pool house in Lake Panasoffkee

9.6 out of 10, Exceptional, (36)
"I like every room ,the pool, and everything "
The price is ¥18,514
¥50,991 total
includes taxes & fees
Aug 11 - Aug 12
Heated Pool house in Lake Panasoffkee

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

2 Golf Carts included! Close to Lake Sumter Landing! Newly Renovated!

10.0 out of 10, Exceptional, (71)
"Great trip, great house! "
2 Golf Carts included! Close to Lake Sumter Landing! Newly Renovated!
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.
Save an average of 15% on thousands of hotels when you're signed in

Top Sumter County Hotel Reviews