House holiday rentals in Sumter County
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Top-rated house rentals in Sumter County
Guests agree: these houses are highly rated for location, cleanliness and more.
Holiday rentals for every style
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Popular amenities for house rentals in Sumter County
House rentals with a pool
Home in Dade City
4.88 out of 5 average rating, 130 reviews4 Bedroom Dade City Home
16–23 Oct
Home in Inverness
4.96 out of 5 average rating, 142 reviewsPrivate 40 Acre Waterfront Retreat on Nature Coast
22 Feb – 1 Mar
Home in The Villages
4.94 out of 5 average rating, 108 reviewsPool, golf cart, private backyard. Paradise!
19–26 Nov
Home in The Villages
4.98 out of 5 average rating, 57 reviewsHome away from home in The Villages
9–16 Oct
Home in Wildwood
4.98 out of 5 average rating, 49 reviewsNew home in the new part of the villages.
13–20 Jul
Home in The Villages
5.0 out of 5 average rating, 19 reviewsHaven Escape at the Village of Richmond
7–14 Jul
Home in The Villages
4.91 out of 5 average rating, 33 reviewsGrey Heron Patio Villa /Golf Cart
31 Jul – 7 Aug
Home in The Villages
5.0 out of 5 average rating, 8 reviewsCentral Villages w/ Golf Cart
11–18 Aug
Weekly house rentals
Home in Ridge Manor
5.0 out of 5 average rating, 17 reviewsOn The Greens Golf Course Villa
18–25 Sep
Home in Floral City
5.0 out of 5 average rating, 14 reviewsWaterfront Hideaway
24–31 Aug
Home in Floral City
5.0 out of 5 average rating, 9 reviewsCountry Getaway
25 Jul – 1 Aug
Home in Oxford
5.0 out of 5 average rating, 9 reviewsCountry Comfort Near it all: 3BR/2B, Pets Welcome
29 Jun – 6 Jul
Home in Inverness
4.95 out of 5 average rating, 42 reviewsJack & Jill’s clean & cute home on private lot.
22–29 Jul
Home in The Villages
5.0 out of 5 average rating, 8 reviewsCourtyard Villa
4–11 Aug
Home in The Villages
5.0 out of 5 average rating, 71 reviewsPrivate 2/2 Villa w/ New 4 Seat Gas Golf Cart
11–18 Jun
Home in Dade City
4.91 out of 5 average rating, 11 reviewsTranquility Treasures
31 Jan – 7 Feb
Private house rentals
Home in The Villages
5.0 out of 5 average rating, 19 reviewsBeautiful home in the heart of The Villages.
20–27 Sep
Home in Brooksville
4.88 out of 5 average rating, 51 reviewsFamily Home in Brooksville FL
19–26 Feb
Home in Floral City
5.0 out of 5 average rating, 8 reviewsRails to Trails, Lakes and More!
12–19 Aug
Home in The Villages
5.0 out of 5 average rating, 55 reviewsThe Villages Oasis (1 mile to SQ, walk to pool)
3–10 Jul
Home in Dade City
4.97 out of 5 average rating, 78 reviewsMoose Creek Retreat A Family Favorite
11–18 May
Home in Brooksville
5.0 out of 5 average rating, 7 reviewsBrooksville Retreat! 3 Bed, 2 Bath!
13–20 Aug
Home in Lake Panasoffkee
4.92 out of 5 average rating, 12 reviewsLake Panasoffkee - Come catch your BASS!
27 Dec – 3 Jan
Home in Inverness
4.91 out of 5 average rating, 57 reviewsDreamy River Cottage
8–15 Dec
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