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Vacation rentals with outdoor seating near Rupp Arena

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Popular amenities for outdoor seating rentals near Rupp Arena

Kitchen
Wifi
Pool
Free parking on premises
Air conditioning

House rentals with outdoor seating

Top guest favorite
A bright living area features a light-colored sofa and two beige armchairs arranged around a glass coffee table. Natural light enters through two large windows, complemented by white curtains. A green front door adds a pop of color to the welcoming space.
Home in Lexington
4.99 out of 5 average rating, 139 reviews

The Rosewood Cottage of Lexington I Elegant & Cozy

Superhost
A modern kitchen features light-colored cabinetry and a granite countertop, equipped with stainless steel appliances. A window with soft yellow curtains allows natural light to brighten the space. Decorative tile backsplashes add a subtle touch, while a rug enhances the floor area.
Home in Lexington
4.91 out of 5 average rating, 591 reviews

KY & Bourbon & Horses, Oh My! Close to Keeneland

Top guest favorite
A charming, two-story house is nestled between two large trees, with a wide lawn surrounding it. The home features a porch area and is partially shaded, while warm sunlight casts a long shadow across the grassy yard. A serene, rural setting is highlighted by a wooden fence in the background.
Home in Versailles
4.95 out of 5 average rating, 191 reviews

Quaint little farm house close to Keeneland/horses

Guest favorite
A private entrance is framed by trees displaying vibrant autumn foliage, adding bursts of red and orange. A gravel driveway leads toward a gated entrance, while fallen leaves create a colorful carpet along the pathway. Clear blue skies provide a bright backdrop.
Home in Lexington
4.95 out of 5 average rating, 357 reviews

Horse Farm Creekside Cabin- 6 min to KY Horse Park

Guest favorite
The exterior of a single-story bungalow is showcased, featuring a welcoming front porch with a green door. The front yard is bordered by a low stone wall and black railing, surrounded by lush greenery and trees, all set against a sunset sky.
Home in Lexington
4.89 out of 5 average rating, 202 reviews

Centrally Located Bungalow | Outdoor Fireplace

Top guest favorite
The living room features vaulted ceilings and an open layout. A sectional sofa and a reclining chair offer comfortable seating, while a coffee table sits centrally. Light hardwood flooring and soft wall decor contribute to a bright and airy ambiance. A large TV is mounted on a nearby wall.
Home in Lexington
4.99 out of 5 average rating, 112 reviews

Newly renovated upscale house with high ceilings

Top guest favorite
A brick house is showcased with a well-manicured lawn, surrounded by green shrubbery and a small red-leafed tree. A driveway leads to a parked blue vehicle, while trees in the background add natural beauty to the setting.
Home in Lexington
4.98 out of 5 average rating, 129 reviews

Quiet neighborhood close to everything!

Guest favorite
A cozy living area features a leather sofa adorned with colorful cushions, accompanied by a wooden coffee table. A decorative barn door with floral patterns separates the space from the adjacent bedrooms, while bright wall art complements the light-colored walls and wooden flooring.
Home in Lexington
4.91 out of 5 average rating, 116 reviews

Spring Specials - 1 Mi. to Rupp - Downtown -

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Apartment rentals with outdoor seating

Top guest favorite
The living area features a neutral-toned sofa with accent pillows, accompanied by a green armchair. A round coffee table is positioned at the center, with a fruit bowl adding a touch of color. Natural light fills the space through glass doors that lead to the outside.
Apartment in Lexington
5 out of 5 average rating, 55 reviews

Newly-Updated DT 2BR Apartment w/ Free Parking

Top guest favorite
A spacious living area features a light-colored sofa accompanied by decorative orange cushions. A coffee table with a woven texture sits on a textured area rug. Large sliding doors open to the patio, framed by a vibrant mural and greenery, enhancing the natural light.
Apartment in Lexington
4.98 out of 5 average rating, 203 reviews

"Uptown Retreat" - Cozy Fireplace & Sauna

Top guest favorite
A spacious living area is highlighted by a light-colored sofa adorned with decorative pillows. Artwork featuring playful horse designs decorates the gray walls. A glass coffee table sits atop a patterned rug, and a TV is positioned on a white media console, creating a cozy atmosphere.
Apartment in Lexington
5 out of 5 average rating, 40 reviews

Centrally Located Lex Apartment!

Superhost
The kitchen features modern white cabinetry and stainless-steel appliances, including a microwave and refrigerator. A double sink is positioned beneath a wall art piece, and a small decorative plant adds a touch of greenery to the countertop. Light reflects off the surfaces, enhancing the clean look.
Apartment in Lexington
4.83 out of 5 average rating, 158 reviews

*Luxury One Bedroom Apt| Downtown Lexington*

Guest favorite
A welcoming living area showcases soft wooden flooring and modern mid-century decor. A round dining table sits near large sliding glass doors, allowing natural light to fill the space. Colorful artwork and decorative pieces adorn the walls, enhancing the room's inviting ambiance.
Apartment in Lexington
4.93 out of 5 average rating, 81 reviews

Great for extended stays, near Keeneland, dogs ok

Guest favorite
An aerial view captures a two-story house with a dark roof and a white exterior, positioned next to a well-maintained lawn. A concrete driveway leads to the entrance, with paths of grass lining the edges. Surrounding buildings and greenery are also visible.
Apartment in Lexington
4.89 out of 5 average rating, 71 reviews

Victorian Apt Downtown Lexington

Guest favorite
A living area features a brown leather couch positioned on a light blue area rug, with a dark ottoman in front. Natural light enters through a nearby window. A white bookshelf displays a selection of items, while a dining area is visible in the background.
Apartment in Lexington
4.94 out of 5 average rating, 36 reviews

CentraLex Flat

Guest favorite
A charming blue house with a welcoming orange door features a covered front porch that is flanked by two supportive columns. A brick walkway leads through lush greenery and vibrant flowers, enhancing the inviting entrance to the home.
Apartment in Lexington
4.93 out of 5 average rating, 68 reviews

The Blue House & Gardens: Unit 1

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Condo rentals with outdoor seating

Top guest favorite
A welcoming bedroom features a spacious bed layered with neutral and earthy-toned bedding. A round mirror reflects natural light from the window, enhancing the room's brightness. A comfortable chair and a sleek dresser are positioned beside the bed, while an area rug adds warmth to the hardwood floor.
Condo in Lexington
4.98 out of 5 average rating, 45 reviews

Historic Downtown Condo

Top guest favorite
A cozy living room setting features a dark blue couch adorned with yellow cushions. A wooden coffee table is placed in front of a fireplace, creating a welcoming focal point. Large glass doors provide natural light, framing a view of the outdoor area.
Condo in Richmond
5 out of 5 average rating, 39 reviews

Robin’s Nest: Walk EKU/Downtown

Guest favorite
The exterior of a modern two-story building is presented, featuring a dark grey facade and multiple windows. A covered entry is visible, along with a staircase providing access to the second floor. Greenery from nearby bushes complements the urban setting.
Condo in Lexington
5 out of 5 average rating, 8 reviews

2BR/2BA Condo in Downtown LEX!

Guest favorite
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.
Condo in Lexington
4.94 out of 5 average rating, 225 reviews

Top Shelf the only Airbnb in KY above a Distillery

Top guest favorite
An open living area features wooden ceilings, large windows dressed with patterned curtains, and stylish seating options. A mix of modern and vintage furniture creates a cozy space, complemented by decorative rugs and a dining area adorned with a chandelier.
Condo in Lexington
5 out of 5 average rating, 18 reviews

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

Top guest favorite
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.
Condo in Frankfort
4.96 out of 5 average rating, 154 reviews

Bourbon Trail R&R

Guest favorite
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.
Condo in Lexington
4.94 out of 5 average rating, 50 reviews

Federico's Historic Studio - Downtown

A light-colored sofa is adorned with decorative navy and yellow pillows, positioned in a bright living area. A yellow throw blanket is casually draped over one armrest. The background includes a kitchenette and large windows allowing natural light to fill the space.
Condo in Frankfort
4.64 out of 5 average rating, 183 reviews

Capital City Condo #8

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Other great vacation rentals near Rupp Arena

Superhost
A comfortable living area features a gray sofa positioned near a window. A round table sits in front of the sofa, accompanied by a decorative bowl. The walls display a multi-panel artwork depicting a tree branch with blossoms, complemented by a ceiling fan and natural light.
Apartment in Lexington
4.82 out of 5 average rating, 273 reviews

Heart of downtown.A block from court house.

Top guest favorite
A stylish living area features a spacious sofa adorned with decorative pillows, complemented by a glass coffee table. An ornate gold-framed mirror adds elegance to the wall, while a nearby lamp and art pieces create a cozy yet sophisticated ambiance.
Apartment in Lexington
4.98 out of 5 average rating, 121 reviews

The Guesthouse on Lime

Guest favorite
A modern kitchen features sleek dark cabinetry and stainless steel appliances, offering ample counter space. Natural light floods the room, highlighting the herringbone-patterned floor. A wooden dining table with white, upholstered chairs invites meals together, while decorative shelves accentuate the wall.
Home in Lexington
4.93 out of 5 average rating, 782 reviews

Restored charm! Walk to Rupp. Easy Keeneland drive

Guest favorite
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.
Condo in Lexington
4.91 out of 5 average rating, 132 reviews

đź’™The FLAT @ the LEX w/ Parking-Horse Park-Bourbon

Guest favorite
A spacious living area is highlighted by large windows draped with dark curtains, allowing natural light to filter in. A modern black sofa and glass coffee table create a comfortable seating arrangement, complemented by a decorative area rug and indoor plants, enhancing the room's ambiance.
Apartment in Lexington
4.9 out of 5 average rating, 152 reviews

Premium Downtown Apartment, Entire Space

Guest favorite
The exterior of a historic building features a muted beige facade and black shutters. A black awning extends over the entrance, and manicured shrubs are visible along the front. A white vehicle is parked in front of the decorative iron fence that surrounds the property.
Loft in Lexington
4.93 out of 5 average rating, 105 reviews

Downtown/UK, Private, Quiet (Local ID 15067121)

Guest favorite
A spacious living area features a blue sofa, a decorative wall art of an elephant, and a small dining table with two chairs. Natural light illuminates the room through several recessed lights, highlighting the warm wood flooring.
Apartment in Lexington
4.91 out of 5 average rating, 228 reviews

Lovely Downtown Apt 1 Block from Rupp!

Top guest favorite
A spacious bedroom features a king bed with a light-colored coverlet against a backdrop of eclectic wall decor and built-in shelving. Textured rugs cover the hardwood floor, while large windows with patterned drapes allow natural light to fill the room, creating a cozy atmosphere.
Apartment in Lexington
4.98 out of 5 average rating, 577 reviews

Haven on High Street Private Apt Historic Home

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Quick stats about vacation rentals with outdoor seating near Rupp Arena

  • Total rentals

    50 properties

  • Nightly prices starting at

    $80 before taxes and fees

  • Total number of reviews

    5.6K reviews

  • Family-friendly rentals

    40 properties are a good fit for families

  • Pet-friendly rentals

    10 properties allow pets

  • Rentals with dedicated workspaces

    30 properties have a dedicated workspace

Destinations to explore

  1. Airbnb
  2. United States
  3. Kentucky
  4. Fayette County
  5. Lexington
  6. Rupp Arena
  7. Rentals with outdoor seating