Sumter County

Boutique Hotels in Sumter County

Enter your dates to find boutique hotels in Sumter County that offer unique style and charm.

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Top Boutique Hotels Sumter County

Discover the best boutique hotels in Sumter County, celebrated for their unique style and personality.
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Historic home away from home
Historic home away from homeHistoric home away from homeHistoric home away from homeHistoric home away from homeHistoric home away from homeHistoric home away from home
25
Hotels in Sumter County
Featured facilities: Pool
Outstanding
16 reviews
10.0/10
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Designer home minutes from Eastport area, near 7 golf courses, & pet friendly!
Designer home minutes from Eastport area, near 7 golf courses, & pet friendly!Designer home minutes from Eastport area, near 7 golf courses, & pet friendly!Designer home minutes from Eastport area, near 7 golf courses, & pet friendly!Designer home minutes from Eastport area, near 7 golf courses, & pet friendly!Designer home minutes from Eastport area, near 7 golf courses, & pet friendly!Designer home minutes from Eastport area, near 7 golf courses, & pet friendly!
23
Outstanding
9.8/10
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LAST MINUTE OPENINGS, in The Villages, dog-friendly home with golf cart!
LAST MINUTE OPENINGS, in The Villages, dog-friendly home with golf cart!LAST MINUTE OPENINGS, in The Villages, dog-friendly home with golf cart!LAST MINUTE OPENINGS, in The Villages, dog-friendly home with golf cart!LAST MINUTE OPENINGS, in The Villages, dog-friendly home with golf cart!LAST MINUTE OPENINGS, in The Villages, dog-friendly home with golf cart!LAST MINUTE OPENINGS, in The Villages, dog-friendly home with golf cart!
35
Hotels in Sumter County
Tucked in the exclusive island community of Linden, you're minutes from the best of the villages. Enjoy the private screened lanai and light the fireplace on cozy evenings. Large gourmet kitchen too!!About pets:Pets allowed: dogs (limit 2 total).Pick up after pet and keep on a leash outdoors.About checkOut:Check out before 10:00 AM.About children:Children allowed: ages 3-17.Children under 18 allowed for 28 days maximum..About customRules:No trailer parking per villages rules. They will ticket and tow..No smoking of any substance allowed inside our home.,Dogs only - no other pets allowed..About checkIn:Check in after 3:00 PM.About smoking:Smoking is not permitted.About minBookingAge:Minimum age to rent: 55.About events:No events allowed.
Outstanding
7 reviews
9.8/10
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Sumter County
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Don’t miss! Fun 1bed villa with golf cart and lanai. Bring your puppy.
Don’t miss! Fun 1bed villa with golf cart and lanai. Bring your puppy.Don’t miss! Fun 1bed villa with golf cart and lanai. Bring your puppy.Don’t miss! Fun 1bed villa with golf cart and lanai. Bring your puppy.Don’t miss! Fun 1bed villa with golf cart and lanai. Bring your puppy.Don’t miss! Fun 1bed villa with golf cart and lanai. Bring your puppy.Don’t miss! Fun 1bed villa with golf cart and lanai. Bring your puppy.
30
Hotels in Sumter County
Vacation vibes at their best in ‘Penny Lane’, a stylish new dog-friendly villa with a private screened patio! Quick golf cart ride (cart included!) to shopping, dancing, dining & golf. Our groovy décor will make you smile, and its outfitted with everything you need. Trust us, you won't want to leave.Penny Lane is a spacious 1 bedroom villa that includes plenty of space to entertain the new friends you’re sure to make. The screened lanai provides a relaxing environment for entertaining with a dining table for six, as well as overstuffed outdoor sofas and chairs. Plus it’s situated in a way that feels like a private oasis. Inside you'll feel yourself relax amongst the designer furnishings in the spacious, light filled, open concept living room. Sit back, enjoy a beverage and take a stroll down memory lane as you listen to our carefully curated selection of vinyl records. Or perhaps cook a gourmet meal in the fully outfitted kitchen that has everything you may need. Stainless steel appliances, gas range, Keurig coffee maker - and we always try to leave farm fresh eggs when our hens are laying. You'll find enough cleaning supplies under the sink to get you started.Need to work? No problem! There is a large desk and comfortable chair you can easily accomplish your tasks from. In the generous master suite, you'll find only the highest quality bedding and linens, ensuring you a quality nights sleep. Again, the attention to detail was top-notch when designing the atmosphere for the suite - fun meets elegance. Touting a large walk-in closet, dresser and night-stand, you can easily organize your belongings and feel right at home. The Jack-and-Jill en-suite is bright, crisp and clean, with the ability to keep your sleeping space private from guests. The shower over tub has integrated storage, keeping the space clutter-free. There's also several drawers, cabinets and a large linen closet. We provide plenty of fluffy white towels, fun striped beach-towels and even quick-drying gray towels in case your puppy needs a bath, too. Speaking of Rover, we offer a few items like dishes and leashes to make your baby feel at home. There are several nice paths outside our door for a nice stroll together. We never charge a fee for your dog, as we find most dogs are better behaved than their owners :) We simply ask that you clean all poo from the lawn and in the rare instance there is an accident inside, you'll find a pet cleaning spray under the kitchen sink. Time for laundry? You'll find a large capacity washer and dryer inside the home so no need to lug everything out to the hot garage. Easy to use and out of sight and sound by simply shutting the door. Ready to explore? Our gas Yamaha golf cart makes checking out all the villages has to offer even more fun! Easy to use with instructions in the cart in case this is your first rodeo.Located near the elite Sawgrass Grove, the newest Villages Square, that features live entertainment, a marketplace, dining, McGrady's Scottish Pub, pickleball courts, swimming, rec centers, putting course, Southern Oaks Championship golf, or multiple executive golf courses. Take a quick ride to the exclusive Village of Finney, enjoy the food trucks at Edna's on the Green, or scoot on down to Brownwood Square. About pets:Pets allowed: dogs (limit 2 total).Be respectful of our home and neighbors..About checkOut:Check out before 10:00 AM.About children:Children allowed: ages 0-17.The Villages allows kids a MAXIMUM of 28 nights.About customRules:Must have valid drivers license to operate golf cart and be a registered guest. Must leave cart FULL of gas..Pet owners should be well behaved by cleaning all messes from pet inside and out, and don’t let your buddy bark excessively.,No smoking or vaping of ANY substance inside our home..About checkIn:Check in after 3:00 PM.About smoking:Smoking is not permitted.About minBookingAge:Minimum age to rent: 25.About events:No events allowed.
Outstanding
10.0/10
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The Log Cabin
The Log CabinThe Log CabinThe Log CabinThe Log CabinThe Log CabinThe Log Cabin
41
Hotels in Sumter County
This amazing log cabin is located on a beautiful riverfront property. The large loft bedroom has a king size bed, trundle bed (2 twins) and full bath. There is a Murphy Bed and couch on main living area for additional guest. Living room with wood burning fireplace overlooks the water. Full kitchen and dining room. Outside you will enjoy a multi level deck that puts you right at the waters edge. Cabin is supplied with kayaks, life jackets and paddles for your water enjoyment. Relax and enjoy the view on the multi level decks which is equipped with a gas grilling station.About pets:No pets allowed.About checkOut:Check out before 11:00 AM.About children:Children allowed: ages 0-17.About checkIn:Check in after 4:00 PM.About smoking:Smoking is not permitted.About minBookingAge:Minimum age to rent: 25.About events:No events allowed.
Outstanding
10.0/10
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Brand New Designer Home Close to Brownwood! Golf Cart Included!!
Brand New Designer Home Close to Brownwood! Golf Cart Included!!Brand New Designer Home Close to Brownwood! Golf Cart Included!!Brand New Designer Home Close to Brownwood! Golf Cart Included!!Brand New Designer Home Close to Brownwood! Golf Cart Included!!Brand New Designer Home Close to Brownwood! Golf Cart Included!!Brand New Designer Home Close to Brownwood! Golf Cart Included!!
23
Hotels in Sumter County
Featured facilities: Pool
Outstanding
10.0/10
Check Availability
Vacation Home with luxurious pool in The Villages, Florida!
Vacation Home with luxurious pool in The Villages, Florida!Vacation Home with luxurious pool in The Villages, Florida!Vacation Home with luxurious pool in The Villages, Florida!Vacation Home with luxurious pool in The Villages, Florida!Vacation Home with luxurious pool in The Villages, Florida!Vacation Home with luxurious pool in The Villages, Florida!
29
Hotels in Sumter County
Featured facilities: Pool
Outstanding
10.0/10
Check Availability
Courtyard Villa in the Villages – Private Yard, Free Golf Cart & Access to Pools
Courtyard Villa in the Villages – Private Yard, Free Golf Cart & Access to PoolsCourtyard Villa in the Villages – Private Yard, Free Golf Cart & Access to PoolsCourtyard Villa in the Villages – Private Yard, Free Golf Cart & Access to PoolsCourtyard Villa in the Villages – Private Yard, Free Golf Cart & Access to PoolsCourtyard Villa in the Villages – Private Yard, Free Golf Cart & Access to PoolsCourtyard Villa in the Villages – Private Yard, Free Golf Cart & Access to Pools
49
Outstanding
2 reviews
10.0/10
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2,000 Square ft on Golf Course Beautiful View of Large Pond, Centrally Located.
0
Outstanding
4 reviews
10.0/10
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Beautifully Renovated k2B/2B  home The Villages Florida w/gas golf cart included
Beautifully Renovated k2B/2B  home The Villages Florida w/gas golf cart includedBeautifully Renovated k2B/2B  home The Villages Florida w/gas golf cart includedBeautifully Renovated k2B/2B  home The Villages Florida w/gas golf cart includedBeautifully Renovated k2B/2B  home The Villages Florida w/gas golf cart includedBeautifully Renovated k2B/2B  home The Villages Florida w/gas golf cart includedBeautifully Renovated k2B/2B  home The Villages Florida w/gas golf cart included
10
Outstanding
2 reviews
10.0/10
Check Availability
See All Boutique Hotels in Sumter County

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