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Downtown Gallery House (Pet Friendly-Walk to Rupp)

Welcome to all that downtown Lexington has to offer without any of the parking and transportation hassles. With this charming historic apartment as your home base in Lexington, you can leave the car in the driveway as you easily walk to Rupp Arena (5 min), Lex Live (6 min), Manchester Music Hall (8 min), and a growing list of Lexington's best restaurants. You can literally see Rupp Arena from the kitchen window! Resident permit parking is in place. Please park in the driveway and not on-street.

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*Bluegrass Getaway*

This apartment is a perfect 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 connects to a master bath with beautiful counter tops and fixtures. Simply pull the barn doors shut for privacy from the living area. Also features new stainless steel appliances, granite countertops, cultured marble shower, washer/dryer and convenient parking. 1.8 miles to Red Mile Casino, 2.5 miles to Rupp.

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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!

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Federico's Historic Studio - Downtown

Stroll Downtown Lexington restaurants, shops, & events from a suite that pays homage to Italian painter Federico "Fred" Pizzurro, the unit's former resident. Unit 101 features local artwork, over 700 square feet of antique hardwood floors, a king memory foam Murphy bed, private sleeping nook with a single bed, another single pullout bed, full kitchen w/ stainless steel appliances, washer/dryer, shared patio, hi-speed internet, 55" Roku HDTV & skyline views from the fenced backyard.

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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 *

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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.

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The Oaks on Main.

Welcome to our spacious Airbnb located on Main Street in beautiful Georgetown, Kentucky—the heart of horse country and a prime stop along the Bourbon Trail! Nestled in a historic building brimming with character, our rental comfortably accommodates up to 8 guests. Book your stay today and get ready to create lasting memories in Georgetown, where Southern charm meets adventure! We look forward to welcoming you to our special retreat, where the best of Kentucky awaits you!

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Fall Special- 2 Mi. to Kroger Field - DT- Rupp

*We waive Airbnb Service Fees* 15% Savings compared to other listings * 2 Mi. To Rupp ¦ 1 Mi. To UK ¦ 1 Mi. Downtown ¦ 2 Mi to Kroger Field Nestled just steps away from Woodland Park, our home offers the perfect blend of urban convenience and serene park views. Situated in the coveted Chevy Chase area, you'll find yourself close to a vibrant array of local restaurants, breweries, and coffee shops. Experience the best of Lexington from this prime location.

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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.

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The Weekender

Curious what makes Lexington so great? Live like a local and find out for yourself in this spacious condo! This studio style condo is located 1 block from Rupp Arena in the historic South Hill district of the city. Boasting 2 breweries, a distillery, convention center, and a 24,000 seat arena all located within a 3 minute walk, you can experience the best Lexington has to offer in the comfort of this cozy home away from home.

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💙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

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*Gorgeous Hideout | Close to Everything*

Our New- One Bedroom Apartment is conveniently located near University of Kentucky, Transylvania, National Avenue Warehouse District, The Legacy Trail, Restaurants, Fine Dining & Nightlife. Martine's Pastry conveniently located two doors down. Walk-able to nearby yoga studios, Historic Lyric Theater, Cup of Commonwealth Coffee Shop & Carson's Steakhouse. Approximately, 5 miles from I-75\I-64.

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175 LEX - Spacious Two Bedroom - Near Rupp Arena!

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175 LEX - Walkable Downtown Lexington - Top Floor

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Lexington Vacation Rental 1 Mi to UK!

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The Bourbon Room Condo

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175 LEX - Walkable Downtown, Rupp Arena, Keeneland

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The Lexingtonian

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175 LEX - Walkable Downtown Lexington Condo

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175 LEX - Two Bedroom Condo, Walkable Downtown!

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175 LEX - Spacious Two Bedroom! Walkable Downtown!

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175 LEX - Walk to Rupp Arena Downtown Top Floor

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*New Downtown Apartment*

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NEW! Modern Downtown Apartment 2 BD/2 BA

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Penthouse @ 175 LEX -Walk to Rupp Arena on Main St

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NEW! Private Apartment with Balcony

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💙The Blue Room💙

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Attend UK Sports From a Downtown Condo With a Heated Pool

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Paradiso - Divine Condo, Perfect Downtown Location

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Luxe - Your Bourbon Trail Adventure Starts Here

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The Big Blue Wave - 2-Bedroom Condo by Rupp Arena

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The Retreat - Bluegrass Country Starts Here

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Condo downtown Lexington

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Cozy & Classic Downtown Lexington Getaway

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