Villa vacation rentals in Kentucky

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Top-rated villa rentals in Kentucky

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A spacious kitchen island is highlighted with a wooden tray holding a glass vase filled with vibrant roses. A stainless-steel sink and decorative soap dispensers are visible, while a flat-screen TV displays scenic imagery in the background. Soft natural light brightens the area.

Villa in Slade

5.0 out of 5 average rating, 67 reviews

New Ultra Luxury Modern Villa near Red River Gorge

Welcome to Skyvilla @ Red River Gorge! Brand New Ultra Luxury Cabin/Villa within 5 minutes from Red River Gorge and Natural Bridge State Park. Property consist of 3 BRs, 3 1/2 Baths. Each BR consist of an attached bath suite with fully tiled rain shower baths, double vanity sinks, quartz tops. Bedrooms include 2 King suites and 1 Queen Bed suite ( 2 queen beds). One King suite also includes a soaker tub. High volume ceilings throughout the foyer and living / dining area with open gourmet kit

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Villa in Brandenburg

5.0 out of 5 average rating, 24 reviews

Historic Estate Pool/Hot Tub, 45 mins 2 Louisville

Explore the renowned KY Bourbon Trail or the excitement of the Louisville KY Derby, only 45 minutes away. An ideal retreat for adventure & relaxation. Nestled on 2.1 acres near the Ohio River, this elegant historical home harmonizes classic charm & modern luxury. Adjacent to the River Walk boat launch, offers convenient access to water activities. Outdoor enthusiast will appreciate nearby hiking & biking trails at Buttermilk Falls & Otter Creek. Private Pool/Hot Tub. AIRBNB TAKES 15.5% OF TOTAL

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A grand brick structure with a prominent front facade featuring large white pillars and a central entrance. The property is surrounded by well-maintained green landscaping and a spacious lawn. A hint of historical charm is evident in the architectural design, set against a clear blue sky.

Villa in Paris

4.84 out of 5 average rating, 89 reviews

Barr House Inn-historic 18 miles to LexKY/HorsePK

Be prepared to drive up to a beautiful antebellum home that was built approximately 1859 as an impressive Gothic Revival dwelling but after a fire in 1971, the front exterior was remodeled with huge pillars in the antebellum style. The Inn is approximately 18 miles from Lexington and 18 miles from the Kentucky Horse Park. Enjoy the experience of being in a quaint, small town with some of the most famous horse farms nearby. These include Claiborne, Runnymede, Stone and Adena Springs and more.

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Guest favorite

A cozy outdoor firepit area is surrounded by Adirondack chairs, arranged in a circle on a gravel surface. Soft, warm lights hang overhead, illuminating the space against a serene, wooded backdrop, creating an inviting atmosphere for gatherings.

Villa in Prospect

4.94 out of 5 average rating, 148 reviews

Bourbon Trail Firepit Hot Tub River Road Picnic

After a beautiful drive along a tree-lined-canopied road, you will find Mint Julep Villa, located on a private 1.3 acre lot and just one street over from the Ohio River. Mint Julep Villa, is tastefully decorated for you and your family to enjoy your stay in the Louisville and Prospect KY area. No matter if it's the Bourbon trail, the Kentucky Derby, the numerous concerts and the many other attractions to draw you to Kentucky, Mint Julep Villa will be a place you'd be attracted to as well.

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A richly appointed living area features dark wood paneling and a coffered ceiling. A plush green sectional sofa surrounds a soft circular ottoman. A vintage chandelier hangs above a wooden dining table, while a decorative fireplace adds warmth to the space. Natural light filters through patterned curtains.

Villa in Lexington

4.88 out of 5 average rating, 76 reviews

National historical home in the Heart of Lexington

Timeless Elegance in the Heart of Lexington Stunning 5bdrm, 3ba historical home located in downtown Lexington, Ky. Perfect for large groups, families, or friends looking for a memorable stay in this luxurious property combines charming historical details with modern amenities for the ultimate getaway. Just steps away from the iconic Rupp Arena. Whether you're attending an event, enjoying a day at Keeneland, or exploring distilleries, you’ll be in the ideal spot for it all. Listing ID15068130-1

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Top guest favorite

Villa in Stanton

4.96 out of 5 average rating, 135 reviews

Red River Gorge. Indoor Pool. Game room. Pets.

Nestled in the quiet town of Stanton, Kentucky; 10-15 minutes away from all that Red River Gorge has to offer. 45 min to Lexington. Our house is whimsical and spacious. Perfect for families! We have a huge kitchen to cook a meal and relax by the fire pit in our private courtyard that overlooks the mountains. Also our Private pool is available March-Nov. Pet friendly (3 pet max) with a fully fenced in back yard. Please add pets to the reservation and pay the pet fee.

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Guest favorite

A row of cabins is showcased under a clear night sky. The wooden porches feature rocking chairs, and the warmly lit entries provide an inviting ambiance. Shadows are softly cast on the manicured lawn, enhancing the rustic charm of the cabin exteriors.

Villa in Harrodsburg

4.92 out of 5 average rating, 104 reviews

Bourbon Villa at Daynabrook Farm, Hot Tub-2

Keep it simple and escape to the rolling bluegrass hills and experience the magic of Kentucky's Bourbon Trail with an unforgettable stay at Daynabrook Farms. A full kitchen makes for effortless in-cabin dining, Private hot tub, scenic views of the countryside from your private back porch, convenient location to Lexington (20 min. to Airport), Louisville, Frankfort, and Danville. Areas around Hot tub, pools, and shower are wet, please exercise caution when in use.

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