Villa vacation rentals in Southern Indiana

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Top-rated villa rentals in Southern Indiana

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Villa in Indianapolis

Broad Ripple Villa (1 block to strip)

Welcome to the Broad Ripple Villa in the Village located in the HEART of Broad Ripple Village in Indianapolis; 1 block from some of the city's best pubs, restaurants, and local shops and 2 blocks to the Monon Trail. Plus with its central location you are less than 30 minutes from nearly all Indianapolis area events & attractions including the Convention Center, Lucas Oil Stadium, Gainsbridge Fieldhouse, The Children's Museum, & more. And don't miss the private swimming pool in the summer months!

Guest favorite

Villa in Indianapolis

4.95 out of 5 average rating, 238 reviews

Spacious Luxe Villa • Central • Up to 25 Guests

✨ Your Private Victorian Villa – Sleeps Up to 25 ✨ Renovated 1872 Villa on a quiet, tree-lined street in one of Indy’s top neighborhoods. 3 stories • 3 master bedrooms • 5 bedrooms • 4,000 sq ft • 4.5 baths • Chef’s kitchen Walk to Mass Ave, cafés & top-rated restaurants Perfect for family reunions, wedding stays, or retreats. Sip coffee on the porch, unwind in style—every corner crafted for comfort, space & peace. 🌟 Peaceful, central, and truly one of a kind—your perfect Indy stay begins here.

Guest favorite

Villa in Prospect

4.93 out of 5 average rating, 114 reviews

Bourbon Trail, Firepit

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 trails, 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.

Superhost

Villa in Lexington

4.92 out of 5 average rating, 64 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

Guest favorite

Villa in Aurora

4.95 out of 5 average rating, 57 reviews

The Harmony House Aurora

Harmony House is a historic Victorian villa in Aurora, Indiana where people can find lodging and gathering space for family trips, retreats, and special occasions. It is a place of peace, warmth and welcome where folks can come to experience rest, reflection and renewal where family, friends and neighbors can gather to enjoy time together and build community; where outoftown guests can come to explore the quaint river town of Aurora as well as attractions in Cincinnati, northern Kentucky area

Guest favorite

Villa in Brandenburg

5 out of 5 average rating, 14 reviews

Historic Estate, Pool, Hot Tub, Holiday Gatherings

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 picturesque acres near the Ohio River, this elegant historical home harmonizes classic charm & modern luxury. Its prime location, 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. Additionally,

Guest favorite

Villa in Bloomington

4.96 out of 5 average rating, 57 reviews

Secluded & Luxury Haven ~ Trails ~ Gym ~ Pets OK!

Indulge in this luxurious 4BR 2.5Bath villa nestled on a secluded 50+acre plot near Bloomington and Nashville, IN. This spacious property offers the perfect retreat from bustling crowds with its trendy design, high-end comforts, contemporary amenities, and scenic views from the magical pergola. ✔ 4 Comfortable Bedrooms ✔ Open Design Living ✔ Full Kitchen ✔ Movie/Game Room ✔ Gym ✔ Workspace ✔ Outdoors (Pergola, Fire Pit, Lawn) ✔ High-Speed Wi-Fi ✔ Washer/Dryer ✔ Parking Learn more below!

Superhost

Villa in Harrodsburg

4.89 out of 5 average rating, 75 reviews

Villa On the Bourbon Trail with HOT TUB-3

Escape to the rolling bluegrass hills and experience the magic of Kentucky's Bourbon Trail, nestled on a private farm, perfect for making memories that will last a lifetime. Featuring A king and queen bed Full kitchen for effortless in-cabin dining Private hot tubs to soak in after a day exploring distilleries Scenic views of the countryside from your private back porch Convenient location to Lexington, Louisville, Frankfort, and Danville and a short 20 minute drive to Bluegrass Airport.

Top guest favorite

Villa in Jeffersonville

5 out of 5 average rating, 81 reviews

Modern 3 BD/3.5 BA Newer Construction!

Enjoy a stylish experience at our modern new construction home. Every detail was masterfully thought out during construction to ensure each bedroom was accompanied with its own bathroom and spaces were maximized for comfort. Our beautiful home is just blocks away from some of the best bars, restaurants, and entertainment hubs in the city! Grab a scooter to jet around town or take a peaceful morning walk along the riverfront or across the walking bridge. Our Derby City Escape has it all!

Guest favorite

Villa in Spencer

4.93 out of 5 average rating, 102 reviews

Bridge-View Suite at Cataract Falls Lodge

Welcome to Cataract Falls Lodge at the entrance to the Cataract Falls State Recreation Area. A one minute walk from the lodge and you will be standing on the overlook of the most spectacular waterfall in the Midwest. The lodge has three private suits that can be rented individually or combination thereof. This unit, Bridge-View, sleeps 4 offering one bedroom, a great room with attached kitchenette, full bathroom and personal outdoor space overlooking the entrance to the park.

Villa in Shelbyville

New place to stay

Historic Briar Rose Estate | Sleeps 16 |

Briar Rose Estate: An Opulent Getaway in the Heart of Shelbyville, KY Welcome to Briar Rose Estate, where luxury, serenity, and timeless beauty converge. Nestled on 50 acres of Kentucky’s rolling green hills, our meticulously restored estate offers a peaceful escape from the ordinary. Whether you're seeking a relaxing retreat, a cozy family getaway, or a special place to celebrate life's moments, Briar Rose Estate provides the ideal backdrop for unforgettable memories.

Superhost

Villa in Greenwood

4.84 out of 5 average rating, 86 reviews

The Retreat - Private Pool-Spa-Firepit-Gameroom

The Retreat! Newly remodeled, peaceful and spacious place to unwind & create memories despite being amidst the city with families & friends. ✔ 17min to Indy downtown, 7min to Greenwood mall, 23min to Airport, 27min to Speedway ✔ Upscale, safe and quiet location ✔ Modern furnishings; one of a kind kids play room; Rec room for adults ✔ Resort living with private pool, hot tub, fire pit, BBQ ✔ 6 Smart TVs ✔ Fully stocked kitchen -baths ✔ Highchair, stroller, Pack N Play