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Vacation rentals in Sumter County

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Top-rated vacation rentals in Sumter County

Guests agree: these stays are highly rated for location, cleanliness, and more.

Home in The Villages
Warm & Cozy 2 BR/2 BA Paradise Villa Awaits You!
Welcome to the Paradise Villa! This charming 2 BR/2Bath Villa is located in the Village of Monarch Grove in The Villages. Beautifully furnished & fully equipped with simply everything you will need for your relaxing get-a-way! Exquisitely decorated with vaulted ceilings & welcoming living space, large kitchen; dining & living rooms, master & guest bedrooms beautifully landscaped outdoor patio area, private lanai, connected garage & golf cart garage, 2 bicycles, & a spotless 2 seater golf cart.
$106 per night
Private room in Wildwood
Barb’s Beach House
Corner lot courtyard Villa with beautiful patio area that includes outdoor dining under an evening-lit pergola, a waterfall, a gas fireplace and a chiminea for a real bonfire. (S’mores anyone?) Four blocks to The Fenney Grill and family pool and Rec center. Less than a mile to pickleball courts, shuffleboard, bocce ball,lawn bowling, putt ‘n play, archery & several more pools. A few miles from “Edna’s” food trucks & music. You’ll love it here! Couples or women preferred.
$76 per night
Home in Webster
Peaceful Country Retreat
Escape the city noise and hear the birds chirp and the cows moo. Enjoy rocking on the front porch swing on the covered deck. Bike ride or walk the Van Fleet State Trail, located just a 4 minute bike ride from the home. Property borders the Withlacoochee State Forest for all the hikers and nature lovers. Enjoy views of the large oaks, wildlife and neighboring cow fields. You can even feed the cows if you happen to catch them grazing the fence line nearby.
$99 per night

Other great vacation rentals in Sumter County

Tiny home in Floral City
Rural Retreat
$105 per night
Villa in Wildwood
New Florida chic 3 bd, 2 BA w/4 person golfcart
$97 per night
Villa in Wildwood
The Villages, The Village of Fenney 2Bd/2Ba Villa
$130 per night
Home in Wildwood
NEW RENTAL Sunrise Villa in The Village of Fenney
$116 per night
Rental unit in Dade City
Duck Haven - Farm Stay - 7 miles from I-75
$58 per night
Cabin in Bushnell
Cabin in the Country
$119 per night
Home in Wildwood
2/2 Courtyard Villa With Hot tub & Golf Cart
$135 per night
Cabin in Center Hill
Woodsy cabin close to major theme parks
$110 per night
Home in Coleman
Cheerful 3 bedroom on wooded land by The Villages
$129 per night
Home in Wildwood
Entire house in The Villages, Florida
$134 per night
Home in Brooksville
Family Home in Brooksville FL
$92 per night
Home in The Villages
3 Bedroom home with Golf Cart in The Villages.
$110 per night
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