Sumter County Holiday Rentals

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Top Cities in Sumter County

Top Holiday Rentals Destinations in Sumter County

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

9.6 out of 10, Exceptional, (105)
"We had a great stay in the Villages. The villa was perfect for us. Close to Sumter Landing. Dogs enjoyed the back yard. We look forward to coming back!"
WOW.. ELEGANT Courtyard Villa, GOLF CART, Walk to Sumter Square & pool, sleep 6+

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

10.0 out of 10, Exceptional, (209)
"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

Heated Pool house in Lake Panasoffkee

9.6 out of 10, Exceptional, (31)
"I like every room ,the pool, and everything "
The price is NZ$608
includes taxes & fees
2 July - 3 July
Heated Pool house in Lake Panasoffkee

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

9.2 out of 10, Wonderful, (47)
"Centrally located to where we needed to be. Owner very quick to respond to our needs"
Village of Mallory, Close to Sumter Landing Sq. 3BD, 2Bath with Gas Golf Cart.

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

9.4 out of 10, Exceptional, (81)
"This worked out great for us and would stay again next time we visit The Villages "
WOW...ELEGANT... Courtyard VILLA + Golf CART, Steps to POOL, 3 Min to Sumter SQ

The Villages FL Golfing Community. Close to restaurants, beaches and shopping.

9.8 out of 10, Exceptional, (19)
"We only visited overnight but enjoyed our stay. Beds are super comfortable and house met our needs. Lora was great to work with and made our trip seamless start to finish. "
The price is NZ$689
includes taxes & fees
8 July - 9 July
The Villages FL Golfing Community. Close to restaurants, beaches and shopping.

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

10.0 out of 10, Exceptional, (104)
"Second time we’ve stayed here. Love the location. The owners are responsive; saw us through hurricane Milton. Clean and comfortable. "
Location! Our Village Gem-5 Star-3 min to Sumter Landing-Restaurants-Town Square

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

10.0 out of 10, Exceptional, (5)
Villages Winter Sunset View Private Patio Villa, Golf Cart, Brownwood

Jan 2026 Available! Beautiful 2 BR wGas Golf Cart in Duval. All 5 star reviews!

10.0 out of 10, Exceptional, (103)
"We had a great stay. Property was just as described and close to everything! "
Jan 2026 Available! Beautiful 2 BR wGas Golf Cart in Duval. All 5 star reviews!

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

10.0 out of 10, Exceptional, (92)
"Loved The Villages!! This villa was great! Cant wait to come back. "
Fully Furnished Brand New Villa in Village of St. Catherine's with Cart

Perfect Location Between Brownwood & Lake Sumter

9.8 out of 10, Exceptional, (103)
"Property was very nice! A few minor issues that were corrected. The location and neighborhood were great. Would recommend!"
Perfect Location Between Brownwood & Lake Sumter

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

2.5 star property
10.0 out of 10, Exceptional, (6)
"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

Pool, golf cart, private Paradise!

10.0 out of 10, Exceptional, (33)
"This property did not disappoint! Great location.Well appointed with everything we needed. The patio and pool area looked so nice, didn’t get to use the pool or the patio much, because of the cold during our stay. Would definitely come back again, and recommend to anyone."
Pool, golf cart, private Paradise!

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

9.6 out of 10, Exceptional, (65)
"This is our second time staying here, and it is the perfect place to stay! Great location, great beds, great kitchen, great everything!! "
Beautiful 3/2 Designer Home, WiFi, golf cart and 40 executive golf courses

Luxury living minutes away from Brownwood Paddock Square, an ideal location.

10.0 out of 10, Exceptional, (20)
"The house was clean and great location "
Luxury living minutes away from Brownwood Paddock Square, an ideal location.

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!

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

9.8 out of 10, Exceptional, (7)
"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 !

Large 3 bdm home close to Lake Sumpter pet friendly golf cart and WIFi included

9.8 out of 10, Exceptional, (66)
"My husband and I along with another couple stayed for three weeks in January. We found the home to be spacious and comfortable. Our host, Charlotte, went above and beyond to provide everything we needed to enjoy our stay. We love to cook and found the large kitchen to be well stocked with cooking utensils, pots and pans, dishes etc..The location was excellent as it is close to Sumpter Landing and Brownwood Square. We would not hesitate to book again. "
Large 3 bdm home close to Lake Sumpter pet friendly golf cart and WIFi included

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

10.0 out of 10, Exceptional, (113)
"Great spot and beautiful home will definitely be back!"
Our Village Gem-5 Star- Elegant & Comfortable- Very Close to Sumter Squ.

Charming 3/2 Virginia Trace Villa, next to Lake Sumter Landing, with golf cart

10.0 out of 10, Exceptional, (84)
"I highly recommend this property. The house is in a great location near to Lake Sumter Landing Square. The property owners were very helpful in providing all the information we needed. The house is very clean and well equipped. "
Charming 3/2 Virginia Trace Villa, next to Lake Sumter Landing, with golf cart
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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