Condo holiday rentals in Lexington

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Top-rated condo rentals in Lexington

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Guest favourite

Condo in Lexington

5 out of 5 average rating, 17 reviews

Mary LeGrand's Penthouse - Downtown

Mary Legrand's Penthouse features two king bedrooms with ensuite full baths in a newly renovated and modernized 1860s Italianate home featuring original hardwood floors, a spacious private sipping porch, and more. Located in the childhood home of the University of Kentucky's first female valedictorian, Mary LeGrand Didlake, this 1550 square foot second story penthouse is just steps from everything Downtown Lexington has to offer, and is only a few feet off the campus of Transylvania University.

Guest favourite

Condo in Lexington

4.89 out of 5 average rating, 272 reviews

*New Downtown Apartment*

One Bedroom Apartment in Downtown Lexington. Enjoy a walk on the Legacy Trail or grab a bite to eat at one of the many restaurants in Downtown Lexington. Our One Bedroom Apartment is conveniently located near University of Kentucky, Transylvania, Legacy Trail, Restaurants, Fine Dining & Nightlife. Walkable to nearby yoga studio, Lyric Theatre, Cup of Commonwealth Coffee Shop & Carson's Steakhouse. Martine's Pastry next door is perfect for your morning wake up. Approximately, 5 miles to I75/64.

Guest favourite

Condo in Lexington

4.87 out of 5 average rating, 111 reviews

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!

Guest favourite

Condo in Lexington

4.95 out of 5 average rating, 201 reviews

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 *

Superhost

Condo in Lexington

4.91 out of 5 average rating, 212 reviews

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.

Guest favourite

Condo in Lexington

4.91 out of 5 average rating, 117 reviews

NEW! Private Apartment with Balcony

This apartment is the perfect location for catching a UK game, a weekend at Keeneland, business trips or clinical rotations. It 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, private balcony and convenient parking.

Superhost

Condo in Danville

4.86 out of 5 average rating, 14 reviews

Stylish Urban Escape in the Heart of Danville-20

Welcome to our cozy 2-bedroom, 1-bathroom apartment in the heart of Danville! This charming retreat offers a perfect blend of comfort and convenience, featuring a fully equipped kitchen ideal for cooking up your favorite meals. Enjoy the convenience of an in-unit washer and dryer, making your stay even more effortless. Whether you’re here for a weekend getaway or an extended stay, this apartment is the perfect home base for exploring all that Danville has to offer!

Guest favourite

Condo in Frankfort

4.97 out of 5 average rating, 141 reviews

Bourbon Trail R&R

Our condo is conveniently located in walking distance of the capital. Peaceful neighborhood with wide streets. PLEASE NOTE: The condo is located up two flights of stairs. Kitchen is completely equipped with everything you’ll need to enjoy your stay, including a K-cup coffee machine. (Just bring your K-cups) Frankfort is a vibrant town located in the heart of the Bourbon Trail. 1 small dog may be permitted with pre-approval - $75/stay

Guest favourite

Condo in Lexington

4.97 out of 5 average rating, 35 reviews

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.

Guest favourite

Condo in Paris

4.93 out of 5 average rating, 107 reviews

Paradise Inn B&B - Lover's Suite

The only B&B in Kentucky with an ‘Eiffel Tower’ view! Paradise Inn B&B is a unique penthouse suite atop "The World's Tallest Three Story Building" (from Ripley's Believe It or Not!) with exquisite oriental decor from the far East. The unbeatable hospitality is provided by your host and the owner, Lee Nguyen. This stay includes a $25 gift certificate for Paradise Cafe - Asian fusion and Pho restaurant located on the first floor.

Superhost

Condo in Lexington

4.85 out of 5 average rating, 67 reviews

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.

Guest favourite

Condo in Lexington

4.93 out of 5 average rating, 108 reviews

💙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