Holiday rentals with outdoor seating in Downtown Kansas City

Unique 100 year old Apt in Downtown KC w/ parking

Discover the captivating allure of our 2 bed apartment, nestled in the heart of the historic Westside neighborhood in Kansas City. Bask in the old world charm of this 1900’s abode, boasting rustic floors and vintage style aesthetic, fused with lightning fast fiber optic internet for today's digital nomads. Our location is truly unbeatable – within minutes you can stroll to the bustling downtown, explore the trendy Crossroads area, or revel in the electric nightlife of the Power & Light district.

Historic, Industrial Flat in the Heart of KC

Live the true Kansas-Citian lifestyle during your stay at this sparkling clean, private, and completely renovated 120-year-old brick beauty! Gorgeous hardwood floors, exposed brick walls, 11' exposed wood ceilings, 2 private decks, large gourmet kitchen, luxurious full bathroom, spacious master bedroom, and cozy 2nd bedroom. Located in the historic Westside of Kansas City; Walk seconds to neighborhood hot spots & minutes to KC's highlights: Crossroads, Street Car, Downtown & Convention Center.

Lucky Kitty Tiki Lounge & Whimsical Summer Escape

A 125-year-old bungalow packed with personality. Inside you’ll find curated worldly décor, many lounge spaces, and the house’s most famous feature: the Lucky Kitty Tiki Lounge, a hidden bar built inside the old garage. Outside, relax in the barrel sauna, cold plunge, and stock tank pool, gather around the fire pit, and unwind under the string lights after a night exploring Kansas City. It’s a one-of-a-kind stay just minutes from downtown, the stadiums, and some of the city’s best restaurants.

The Black Walnut KC Pool House & Hot Tub

Beautiful pool house that sleeps up to 5 with two amazing king size beds, a queen pull out couch, and twin bed along with a beautiful full bathroom, kitchenette, laundry, and bar! Custom artificial turf, heated pool, and hot tub that are open year round make this a unique resort style stay in the heart of the favorite neighborhood of all of Kansas City - Brookside! We do not do parties or events, but love your furry family! @theblackwalnutkc Perfect for couples, families or friendscations!

Reach for the Sky - 21st floor

We invite our guests to stay a while and enjoy Kansas City from this Upscale 21st Floor Luxury Apartment overlooking Downtown Power & Light District. This top floor apartment is centrally located and within walking distance to Power and Light, T-Mobile Center, restaurants/bars, and much more. Street-Car outside front door provides free transportation for pickup/drop off from River Market to Historic Union Station. Free Parking is included along with 24/7 security. Stay a while and enjoy!

Historic House Kansas City

Nicknamed “The Real McCoy”, this historic 1879 home, originally owned by the founder of Kansas City; John McCoy. Enjoy the entire downstairs apartment which is 4 blocks from the free museums; Nelson Atkins art museum and Kemper Contemporary, as well as KCAI. 2 blocks to Gillham park playground ft. splash zone for kids, free tennis courts, jogging paths, dog walking. Walking distance to Westport area with great food and night life. Apt has 1 queen bed, 2 futons, and 1 sofa that pulls out.

Modern&Walkable-West Plaza/KUMed-WC 2026 Friendly

Beautifully decorated w/ a mid-century modern vibe throughout. The house will make you smile from the very beginning. The fun, flair & funk is carried throughout this updated house. Sleep is very imprt which means you will find quality mattresses & bedding here! This house is blocks from KU Med, Westport, West Plaza & 5 mins drive to T-Mobile Center, Crossroads & many popular attractions. Traeger Grill & Solo Stove recently added! - Ranch layout-no stairs to bedrooms or bathrooms!

Amazing House with Heated Pool & Rooftop Hot Tub!

Experience an exceptional stay at our Kansas City vacation rental. Whether it's the stunning views, the year-round heated saltwater pool and hot tub access, or the top-notch furnishings and bedding; We have everything to make your stay unforgettable. Our well-appointed furnishings, bedding, and mattresses ensure your comfort during your stay. Come and enjoy the best that Kansas City has to offer! **3-night minimum on weekends/ 2-night minimum on weekdays/strict no-party policy.**

Modern Urban Oasis with Fire Pit 3br Sleeps 7

Welcome to your modern urban retreat located in Kansas City's vibrant Rosedale neighborhood. This 2 bedroom plus loft (sleeps 7) and 2.5 bathroom home is designed to provide you with luxurious comfort and eco-friendly style, making your stay truly exceptional. Centrally located, close to the vibrant 39th street shops and restaurants, KU Medical Center, Downtown Kansas City, The Country Club Plaza, Westport and the KC Power & Light District. ⭑CONTACT US FOR SEASONAL DISCOUNTS⭑

Private Penthouse +Balcony Overlooking 39th Street

Located atop the Meshuggah Bagels along the iconic West 39th Street, this renovated 3rd level flat is truly an urban oasis. Guests are treated to comfortable accommodations with private access to your own balcony overlooking 39th Street! Get a glimpse of Kansas City through the eyes of a local! Be sure to check out the virtual guide book full of local restaurants, shops, and nightlife. There’s something for everyone. From global cuisine to barbecue, shopping and more!

The Prohibition -Uniquely Designed Midtown Stunner

👑 Luxe 1800’s glamour with chandeliers, gold accents & velvet drapery 👑 Upper level of historic duplex in MidtownKC 👑 Walkable to Uptown Theatre & new Main Street streetcar stop! 👑 Minutes from Westport & downtown KC nightlife 👑 Sleeps 4 with 2 king bedrooms & 1 full marble-tiled bathroom 👑 Fully stocked kitchen, dining for 6 & enhanced coffee bar 👑 Private office space with high-speed WiFi for remote work 👑 Washer/dryer in unit + luxury bath products included

Urban Tiny Home -Close to the Best of KC

Our cute little guesthouse above the garage offers comfort and quiet in this urban walk-able neighborhood. We are walking distance to the free Kansas City Street Car, Liberty Memorial, Crown Center, Union Station, and local restaurants. Enjoy all that Kansas City has to offer within a short uber ride or drive; Crossroads, Crown Center, Children's Mercy, Union Station, Liberty Memorial, Westport, River Market, and Power and Light, we are in the heart of it all!