Sumter County Holiday Rentals
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Discover these top cities with holiday rentals

The Villages

Wildwood
Top Holiday Rentals in Sumter County

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

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

Heated Pool house in Lake Panasoffkee

Perfect Location Between Brownwood & Lake Sumter

Pool, golf cart, private Paradise!

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

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

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

5 Minute Golf Cart Ride To Brownwood, Restaurants, Entertainment

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

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

WOW CLOSED IN COURTYARD VILLA, GOLF CART, 2 BEDROOMS AND WALK TO 5 LOCAL POOLS.

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

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

Home in The Villages: Golf Cart & Amenity Access

Our Village Gem-5 Star- Elegant & Comfortable- Very Close to Sumter Squ.
Holiday Accommodation Sumter County
You’re the type of person who wants to be right in the middle of it all, but still have your own space. You want to be able to take care of everything yourself, but also get plenty of R&R. Well, holiday rentals in Sumter County are ready to roll out the welcome mat. We mean that literally—they probably do have a welcome mat. It’s all those little things that will make you fall in love with this type of accommodation, and with Sumter County itself. Once you’ve stayed in a holiday rental, you’ll wonder why you ever stayed anywhere else.
Sumter County holiday houses have everything you could need in a place to stay, along with several things you probably never even thought you needed. Towels and linens? Check. Cooking utensils? Check. Dog treats for the pupper? Well, you might want to bring your own to your pet-friendly holiday house, just in case. (He’s a picky little prince anyway, right?) But otherwise you’re good to go. You might even find some games for the little ones, if you’re bringing the family along.
If you are bringing the kids, don’t let that dissuade you from looking for the finer things. Luxury is the name of the game in Sumter County, and house accommodation is no different. Sure, it should feel like a home away from home—but more like a really fancy home, where you don’t have to worry about cleaning or mowing the lawn. Yes, it’s as great as it sounds.
Make your next getaway truly your own. We’ve got plenty of holiday accommodation in Sumter County with your name on it, so pack up your favourite books, wine and that playlist of summer hits from 2003. It’s your time to shine.