Holiday rentals with a pool in Olathe

Kid-Friendly 4 Bedroom Home w/ Heated Private Pool

This 4 bedroom house is furnished perfectly for families & professionals. Plus, cool off in the relaxing private pool in the hot summer months! Located in a great neighborhood, walking distance and/or short drive to dining, shopping, and golf courses. Home features 4 bedrooms (2 en suite), 3.5 baths, fully equipped kitchen & large laundry/mud room. Two living spaces & tons of room for indoor and outdoor entertainment. Pool opens early April, closes late Sept to early Oct, weather dependent.

Luxe 1B • Pool/Gym/Free Parking • Heart of DT

You can stop your search now. You just found the perfect place to book for your trip to Kansas City. ➹ Clean. Modern Finishes. Blazing Fast WiFi. Quick Host Responses. ➹ You're going to be located at the CENTER of everything downtown Kansas City has to offer. ➹ Get a good night's sleep with our dreamy memory foam beds. ➹ Spend your daytime working from home at our private home office. Cook a meal for your group in our fully-stocked kitchen. Then spend your evenings relaxing with our 55" Smart T

Ranch Getaway w/ Pool, Game room, Fire pit

Welcome to Bar Dot Ranch, a peaceful retreat on 15 acres in Kansas City, Kansas. This charming 3-bedroom, 2 1/2 bathroom home sleeps up to 10 guests and offers modern comforts with a cozy ambiance. Enjoy wildlife sightings and relax with our new Cowboy Pool open May - Oct, or have fun indoors with the pool table and arcade games. Just a short drive to the Legends district and Kansas City Speedway, Bar Dot Ranch combines country tranquility with city convenience. Book now for the perfect getaway!

Cozy home, work/play, easy access to all things KC

The Harris House is a real gem nestled in the heart of Historic DT Lee’s Summit! Just steps away, enjoy shopping, restaurants/bars, coffee shops, Farmer’s Market, & much more! Across the street is Harris Park & Summit Waves water park! Catch a train ride on the Amtrak, or just enjoy the nostalgic sound of the trains as they travel thru this quaint little town! Perfect space for out of town work! Easy hi-way access to Chiefs & Royals stadiums, DT KC, The Plaza, about 20 min from everything KC!

Art-filled Retreat w/ King Beds & Private Patio

Unwind at this art-filled, newly renovated townhouse minutes from restaurants, shopping and entertainment. Two king bedrooms with smart TVs make for a great getaway for two couples or a small family. Enjoy the fully-equipped kitchen or grill on the private patio. The basement serves as a lounge and office space and is equipped with a TV, sofa, desk, laundry room and full bath. Walk to the community pool or hit the courts for a game of basketball, tennis, or pickleball with provided equipment.

MILO FARM-Sacred Kansas City Retreat

MILO FARM - SACRED LAND sits east of Kansas City & is a nature retreat w/ a cedar forest, a hardwood forest, 2 ponds, bohemian lodge, art studio, pool, barn, miles of trails & whimsical camping spots.  Pet and feed the farm animals while you are here! Guests have lower level of the lodge to themselves with 2 suites (with private baths), rec room, bar area, laundry, steam sauna & rock sauna, play room & patio.  Milo Farm is located just 30 minutes from KC. More info on MiloFarm.com

KC Apt River Market - 104

Clean and convenient 1 bedroom apartment. 20 minutes Airport & 8.7 miles to Stadium. Located in the vibrant, creative and diverse River Market community with access to many attractions and entertainment areas of Kansas City. Take the free streetcar to Union Station, Crossroads, Power & Light District/T-Mobile Center, Convention Center and more. Your stay includes pool and fitness center access, as well as a community rooftop courtyard with skyline views. Close the KC Current soccer.

Spacious & Updated Getaway! Pool & Hot Tub 10 Beds

*POOL IS OPEN FROM EARLY MAY THROUGH 10/31. HOT TUB IS OPEN ALL YEAR* The ultimate getaway for large groups or families! Perfect for relaxation with a large hot tub and pool! A fenced backyard, a family room in the basement, & plenty of sleeping space! Two master bedroom suites with private bathrooms & a king bed. Completely remodeled with modern mid-century décor & a fully stocked kitchen, will make you feel right at home. Conveniently located with quick access to major highways.

Barrel Sauna • Firepit • Tiki Bar • Near Downtown

Experience the best of Kansas City from this vibrant artist's bungalow in a lively central neighborhood - just minutes from top attractions, dining, and nightlife: Crossroads, River Market, Power & Light District and West Bottoms. The space is filled with colorful textiles, vintage finds, and global décor. Relax in the lush backyard with a barrel sauna, seasonal stock tank pool, cold plunge and firepit. Don’t miss out on the Lucky Kitty Tiki Lounge for late-night cocktails.

Vibrant remodeled 3 bedroom townhome

Newly remodeled vibrant and stylish townhome. Featuring 3 bedrooms and 1 bathroom. Fully equipped kitchen, onsite washer/dryer, smart TVs, high speed WiFi with streaming abilities, coffee bar, grill, outdoor patio with seating, and access to 4 neighborhood outdoor pools(seasonal - typically Memorial Day thru Labor Day), tennis courts, and other amenities. Located in a safe and quiet neighborhood in Lenexa with easy access to both interstate I35 and I435.

Elvis Retreat_Heated Pool_Mins from Arrowhead

This is a one-of-a-kind house with the ability to sleep 10 guests. . Our home features a heated indoor guitar shaped pool, which is open year-round for your entertainment. Follow us on IG for any updates at ELVISRETREATHOUSE. In the pool room, you will find a dining table, huge 6 burner grill, and many places to lounge around the pool. Additionally, we have a game room with pool/ping pong table, arcade games, wet bar, and a TV.

The Nest Villa with Pool in Kansas City

This spacious, just updated home is located North of KCMO and minutes away from all major Shops and Restaurants. With 3 bedrooms, 3 beds & 2 baths, this home has plenty of space for families and friends. 15 mins to the Airport 15 mins to Downtown KC 15 mins to World of Fun/Ocean of Fun 15-20’ to T-Mobile Center, KC Convention Center. Short drive to KC Plaza, UMKC, Crown Center, National WWI Museum & so much more!