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Gardenside Apartment: Private and Spacious

7 minute drive to Railbird! You will enjoy easy access to everything Lexington from this centrally located place. This 1,200 square foot apartment has everything you need for a long term or quick getaway. Send us a message to request a 30 day or longer stay pricing and we will send you a special offer. It is the basement unit of our personal home where we live on the first floor. There is a private entrance and parking. Large rooms - kitchen, living room, full bath and bedroom are all yours!

Top Shelf the only Airbnb in KY above a Distillery

The Top Shelf is a space carefully crafted with amenities aplenty! Perched on top of the 90-year-old Pepper Bourbon Distillery, this condo is for the Lexington visitor who likes to be in the middle of the action. Soaring views, three balconies, and all the amenities to make your Bluegrass visit one of a kind. The Top Shelf is perfect for a discerning couple, an adventuring family, or for a group of fun-seekers. Large parties are not allowed. Maximum guests, per LFUCG code restrictions =10

175 LEX - Walkable Downtown Condo & Stunning View!

Offering unparalleled views of Downtown Lexington, immerse yourself into living like a local at 175 LEX! Condo 501 has recently been renovated featuring all the modern-day amenities a guest would desire when visiting Central KY. Residing on the 5th floor, this condo-hotel features one bedroom with a queen-sized bed, living room with sleeper sofa, full kitchen w/ quartz and private washer/dryer. Walkable to Rupp Arena, local restaurants like Carson's, coffee shops, retail shops, & more!

Thoroughbred Retreat Unit 803

Welcome to The Vine, Lexington’s premier destination for luxury living and unparalleled amenities. The Vine offers an exquisite blend of modern design and sophisticated comfort. Experience elevated living in this high-end, fully private condo with private parking and an unbeatable location. Whether you're in town for Keeneland, The University of Kentucky, Rupp Arena, or Lexington’s renowned restaurants and bourbon scene, this stunning retreat offers luxury, comfort, and convenience.

Graffiti Art Haus - Walk to Central Bank Arena

Industrial art haus just 3 blocks to Rupp Arena, a short walk to the Distillery District & only one block from Jefferson Street, with lots of dining & drinking options (West 6th Brewing)! Our guests will enjoy covered parking, luxury bedding, 2 smart TVs, a well-stocked kitchen & commercial laundry with sleeping arrangements for 4 people (1 king bed & 1 sofa bed). Whether you're in town for a concert, Keeneland, a wedding, graduation or work - this art haus is the ideal getaway!

The FLAT at Bell Place - Downtown/Horse Park

Welcome to the historic Bell Court community, a close-knit neighborhood w/ lots of children & discerning families. Parties & other activities that do not meet the standards of the community will not be tolerated. Beautifully appointed 1st floor flat w/ stylish decor, a super comfortable bed & fast WIFI. * Rupp - 2 miles * Keeneland - 9 miles * Horse Park - 11 miles * STR Reg #15071157-1 - Max occupants 4 - Guests are prohibited from allowing more than Max occupancy *

Lexington's Artistic Bunker / 1BR Downtown Condo

Lexington's Artistic Bunker is a space carefully crafted with amenities aplenty! Perfect for the traveling business, medical, or education professional, the guest visiting family/friends, or those experiencing the beauty of the Bluegrass, this modern condo is located in the heart of downtown Lexington. Featuring one bedroom, concrete floors, original murals, walk-in shower, and vaulted ceilings this high-end industrial condo will leave guests satisfied from every angle.

*New Cozy Apartment| 2 miles to downtown Lex*

This Beautiful Brand New Apartment is centrally located to all the Bluegrass has to offer. Great location for catching a UK game, a weekend at Keeneland or a quick business trip. This apartment features an open concept kitchen and living area. The bedroom looks onto the living room, simply pull the barn doors shut for privacy. Walking distance to shopping, restaurants, convenient stores, etc. 1.8 miles to Red Mile Casino, 2.5 miles to Rupp Arena, 5 miles to Kenneland!

HUGE 3BR Penthouse King bed. Walk 2 RUPP elevator

Welcome to your stylish and spacious penthouse retreat in the heart of downtown Lexington! This newly built, modern suite with one king bed, 2 queen beds and sofa bed, offers everything you need for an unforgettable stay in the Bluegrass State. Whether you're here for a game at Rupp Arena, visit to the distilleries, a business trip, or to explore all that downtown Lexington has to offer, our luxurious penthouse is the perfect place to call your home away from home.

Historic Downtown Condo

Enjoy a unique experience at this historic, centrally-located condo in downtown Lexington. This charming condo is two blocks from Rupp Arena and Gratz Park. Located at the end of our street is the local Stella's Diner, Wine + Market, and Villainous- a board game bar. This historic property was built in the early 1900s and was part of the Campbell-Hagerman Women’s College. Now, in the heart of the city, it is one of Lexington’s many treasures.

💙The FLAT @ the LEX w/ Parking-Horse Park-Bourbon

Historic charm w/ modern comforts in this immaculate downtown first floor flat. Positioned at the entrance to Town Brach Distillery, this beautiful home is walkable to incredible restaurants and bars downtown Lexington - Don’t park in the front of the house, they will issue a ticket. * Rupp Arena 0.5 miles * Keeneland Racetrack 5.5 miles * Kentucky Horse Park 8 miles * STR Reg #15062369-2 - Maximum occupants 4

Winter Special - 2 Mi. Downtown - Rupp - UK Campus

📍 Prime Chevy Chase / Ashland location • 1 mile to Downtown Lexington & University of Kentucky • 2 miles to Rupp Arena & Kroger Field Walk just 0.05 miles to restaurants, breweries, and coffee shops along Chevy Chase & National Ave. One block from Woodland Park. Stay in a beautifully renovated early-1900s home with a speakeasy-inspired flapper theme, blending historic charm with modern comfort.