Condo vacation rentals in Lexington

A cozy living room features a comfortable sofa and a decorative armchair. Two floor lamps provide soft lighting, while a coffee table occupies the center. A large television is positioned on a stand, and natural light filters through a window with closed blinds.

4.92 out of 5 average rating, 159 reviews

*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.

An open living area features large glass doors that provide views of the greenery outside. Industrial elements, such as exposed beams and metal accents, complement a cozy seating arrangement with a sectional sofa and wooden coffee table. A dining table with bar stools is visible in the background.

4.94 out of 5 average rating, 236 reviews

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

A spacious living room featuring a light-colored sectional sofa with ample seating, complemented by a dark wood coffee table. Large windows allow natural light to fill the space, framed by navy blue curtains. A ceiling fan enhances airflow in this modern area.

4.91 out of 5 average rating, 106 reviews

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

Offering unparalleled 270-degree views of Downtown Lexington on Main Street with a private balcony! The Penthouse is newly constructed featuring a full kitchen with quartz countertops & breakfast bar, dining table, balcony, 3 bedrooms each with queen-sized beds, two bathrooms, full living room with two sleeper sofas and private washer/dryer. Located in the heart of Lexington, walkable to Rupp Arena, Keeneland and Carson's, there isn't a more convenient spot to stay close to the action!

4.94 out of 5 average rating, 149 reviews

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!

4.95 out of 5 average rating, 229 reviews

A cozy living area features a comfortable gray sofa and two white armchairs arranged around a circular coffee table. A flat-screen TV is mounted above a stone fireplace, with built-in shelves displaying decorative items and framed photos.

Condo in Bell Court

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 *

4.9 out of 5 average rating, 235 reviews

A modern living area features a comfortable gray sofa with colorful accent pillows, complemented by an elegant coffee table. An artistic mural adorns the wall behind, creating a vibrant focal point. Ambient lighting is provided by stylish floor lamps, enhancing the contemporary decor.

Condo in Bell Court

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.

A modern kitchen features a central island with a light-colored countertop, surrounded by four wooden bar stools. Stainless steel appliances and sleek cabinetry are visible, complemented by pendant lighting above. The space is designed with a mix of tile and hardwood flooring.

4.95 out of 5 average rating, 20 reviews

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.

A living area features two dark couches adorned with decorative pillows, situated around a wooden coffee table. Soft lighting is provided by two table lamps. A small desk with an office chair is positioned in the corner, while a patterned rug anchors the space.

4.94 out of 5 average rating, 160 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

4.95 out of 5 average rating, 76 reviews

A living room is presented with a large brown couch and a bright red armchair. A wooden coffee table sits in front of the couch, and a television is mounted on a stand opposite the seating. Soft lighting is provided by a lamp.

Condo in Gardenside

Gardenside Apartment: Private and Spacious

7 minute drive to Railbird! Only 2 miles to commonwealth Stadium and 3 miles to Keeneland. You will enjoy easy access to everything from this centrally located place. This 1,200 square foot apartment has everything you need for a long term or quick getaway. 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!

The bedroom features a spacious bed dressed in white linens, accented by vibrant green pillows. Tall green curtains frame two windows, allowing natural light to enhance the room. A large artwork adorns the wall above the bed, while a plush bench sits at the foot of the bed.

4.98 out of 5 average rating, 126 reviews

2Mi to Downtown - Kroger Field - UK Amazing Locati

💸 Save 15% – We Waive Airbnb Service Fees! ★ 2 mi to Rupp Arena • 2 mi to Kroger Field ★ 1 mi to University of Kentucky • 1 mi to Downtown Lexington Nestled near Woodland Park in the coveted Chevy Chase neighborhood, our home blends urban convenience with serene park views. Stroll to top restaurants, local breweries, and coffee shops—all just minutes away. Enjoy the best of Lexington—perfect for exploring, dining, and entertainment!

4.94 out of 5 average rating, 122 reviews

The exterior of a historic three-story building is presented in warm yellow and brown tones. Large windows with white drapes adorn the upper floors. A colorful sign for Paradise Cafe is visible at street level, complemented by a few potted plants lining the entrance.

Condo in Paris

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.

Condo in Woodward Heights

A view from the balcony shows neighboring buildings and outdoor spaces. A modern brick structure and a historic building with a gazebo-style roof are visible. A landscaped area is presented, along with a parking lot, framed by a bright sky.

4.91 out of 5 average rating, 150 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

Popular amenities for Lexington condo rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Weekly condo rentals

A modern living area features a light-colored sectional sofa accompanied by decorative cushions. A large window offers natural light, framed by floor-length blue curtains. A ceiling fan enhances airflow, and a flat-screen TV is positioned on a low white media console opposite the seating.

4.91 out of 5 average rating, 44 reviews

175 LEX - Spacious Two Bedroom - Near Rupp Arena!

A modern living space is presented with a light-colored sectional sofa and neutral decor. Natural light enters through large windows, highlighting the open kitchen area with bar seating. A ceiling fan provides added comfort, while a tastefully arranged area rug adds texture to the floor.

4.92 out of 5 average rating, 49 reviews

175 LEX - Bon Voyage Condo

The living area features a modern design with a large flat-screen TV mounted on the wall. Two comfortable chairs and a sofa provide seating, complemented by a coffee table. Natural light fills the room through a large window, with decorative curtains on either side.

4.65 out of 5 average rating, 37 reviews

175 LEX - Walkable Downtown Lexington - Top Floor

4.94 out of 5 average rating, 89 reviews

The exterior of the Paradise Inn B&B showcases a charming three-story building with a vibrant yellow and red brick façade. Large windows are framed in white, allowing natural light to illuminate the interior. A sign for Paradise Cafe is prominently displayed at the entrance.

Condo in Paris

Paradise Inn B&B - Honeymoon Suite

An open living area is featured, showcasing a sectional sofa and a round dining table with chairs. The kitchen, equipped with modern appliances, includes a breakfast bar with tall stools. Natural light fills the space through large windows, creating a bright atmosphere.

4.79 out of 5 average rating, 98 reviews

175 LEX - Spacious Two Bedroom Downtown Lexington

A modern living area is highlighted by a comfortable gray sofa and stylish coffee table. A large flat-screen TV is mounted on the wall, and a dining area features white bar stools at the kitchen counter. Natural light fills the space through a window.

4.88 out of 5 average rating, 50 reviews

175 LEX - Walkable Downtown, Rupp Arena, Keeneland

A well-equipped kitchen features light grey cabinetry and a spacious countertop. Modern appliances in black and stainless steel are complemented by a stylish backsplash. Illuminated by recessed lighting, the area includes a variety of kitchen utensils and decorative elements, creating a functional cooking space.

4.97 out of 5 average rating, 108 reviews

Luxe - Your Bourbon Trail Adventure Starts Here

The kitchen area features a spacious countertop with three barstools and modern appliances, including a microwave and refrigerator. A dining table is visible in the foreground, while a door in the background leads to a bathroom.

4.85 out of 5 average rating, 47 reviews

Downtown LEX - Keeneland Condo

Pet-friendly condo rentals

A modern kitchen features sleek dark cabinetry and stainless steel appliances. A spacious island with seating for three is positioned in front of the cooking area, where a gas stove and microwave are visible. Bright lighting is provided by pendant fixtures hanging above.

4.73 out of 5 average rating, 92 reviews

175 LEX - Spacious Two Bedroom! Walkable Downtown!

A modern living room is presented with a light-colored sofa and a patterned area rug beneath a circular coffee table. A flat-screen TV is mounted on the wall, and a round mirror reflects natural light. A dining table with four blue chairs is set in the background.

4.92 out of 5 average rating, 49 reviews

175 LEX - Walk to Rupp Arena Downtown Top Floor

A welcoming living area features a spacious gray sofa adorned with decorative pillows, positioned on a soft area rug. The open layout reveals a modern kitchen in the background, with wooden cabinetry and appliances visible. Natural light streams in from the adjoining hallway.

4.88 out of 5 average rating, 317 reviews

*One Bedroom Apt | One Mile to Downtown Lex*

A spacious living and dining area features a circular dining table with a marble top and decorative bowl of fruit. Soft seating arranged around a large wall-mounted television is visible, along with colorful artwork along the walls. Natural light enters through multiple windows.

4.98 out of 5 average rating, 100 reviews

The Retreat - Bluegrass Country Starts Here

A modern living area is presented with a brown sofa and a round coffee table. Two high stools are positioned at a kitchen counter with sleek cabinetry in the background. Natural light streams through tall windows, highlighting the minimalist decor.

4.87 out of 5 average rating, 84 reviews

175 LEX - Walkable Downtown Lexington Condo

The bedroom features a spacious bed with a decorative bedspread, flanked by two bedside tables topped with lamps. Light grey walls and soft carpeting create a calming environment, while decorative wall elements enhance the overall appeal.

4.93 out of 5 average rating, 149 reviews

*Private Apartment with Balcony | W/D inside apt*

A cozy living area is visible, featuring a dark sofa flanked by two tall lamps on stylish stands. A coffee table is centered in front of the sofa, with a textured area rug beneath. A television is mounted on the wall, and a window allows natural light to fill the space.

4.94 out of 5 average rating, 204 reviews

*New Cozy Apartment| 2 miles to downtown Lex*

A bright living area features large windows offering views of the surrounding cityscape. A circular dining table with white chairs is positioned next to a modern couch. The room is complemented by a ceiling fan and stylish light fixtures, enhancing the contemporary atmosphere.

4.82 out of 5 average rating, 156 reviews

175 LEX - Walkable Downtown Condo & Stunning View!

Private condo rentals

New place to stay

Thoroughbred Retreat Unit 803

A gray couch is positioned against a light-colored wall, complemented by three decorative pillows in soft turquoise. Above the couch, a colorful painting of a cow adds a whimsical touch to the space.

4.6 out of 5 average rating, 149 reviews

Capital City Condo #3

A dark gray sofa with decorative pillows sits against a light wall. A round wall clock is positioned above the sofa, displaying an elegant design. A patterned area rug in muted tones lies beneath the furniture, complementing the overall decor.

4.74 out of 5 average rating, 115 reviews

Capital City Condo #2

A dark-hued sofa is positioned against a neutral wall, adorned with decorative pillows featuring geometric patterns. Above the sofa, a framed wall art piece with the text 'DAYDREAM BELIEVER' is displayed. Soft lighting highlights the textures of the fabric and the surrounding area.

4.66 out of 5 average rating, 132 reviews

Capital City Condo #4

New place to stay

Rye'd Away Unit 505

A sitting area features a gray couch, a secretary's desk with a padded chair, and a flat-screen TV mounted on the wall. An artwork titled 'The Nude' hangs beside a window, allowing natural light to fill the space. Antique hardwood floors are visible.

4.95 out of 5 average rating, 56 reviews

Federico's Historic Studio - Downtown

A light gray sofa is positioned against a pale wall, featuring blue and patterned decorative pillows. A round wall clock above the sofa displays natural wood tones. A coffee table with a dark wood finish rests in front, accompanied by a woven basket and a small decorative item.

4.59 out of 5 average rating, 242 reviews

Capital City Condo #6

A spacious living area is highlighted by a large sectional sofa, complemented by a glass coffee table. Natural light filters through multiple windows, and decorative lighting fixtures adorn the ceiling. A cozy armchair and elegant accents add to the inviting atmosphere.