Holiday rentals with a pool in Olathe

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!

KC themed 2 BR,1 BA townhome w/infinity game table

Welcome to our newly remodeled, fun, Kansas City themed, ranch layout townhome! Featuring 2 bedrooms, 1 bathroom and a TV/Game den with comfortable couch that can convert to a queen size bed. Fully equipped kitchen, washer/dryer, Smart TV's, WiFi with streaming capabilities, Infinity Game Table with multiple games to choose from, outdoor grill and patio set, tennis/basketball court in the neighborhood (equipt. in the shed) and 4 shared pools, available seasonally. Safe location, 5 min from I-35.

Cozy home, World Cup- walk to FIFA Fan Shuttle

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.

Plunge Pool • Tiki Lounge • Sauna • Near Downtown

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 Cabin

Escape to tranquility! This tiny modern home, sits on a slow moving stream. The perfect blend of nature and luxury. Nestled on 20 lush acres surrounded by trees. Enjoy a full kitchen, washer/dryer, dishwasher & an outdoor fire pit. Private access to pool (staying guests only) , basketball court & a regulation pickleball court. Just 5 miles from the Bourgmont Winery & minutes to the Overland Park Arboretum. Kid tent party option , additional cost per guest. Horses do roam the open field.

World Cup KC~ 8 Miles Stadium+FREE Transit+Pool U4

Clean and convenient 1 bedroom apartment. 20 minutes from 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.

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

Sonshine Ranch

Welcome to our cozy ranch-style home in the heart of Kansas City suburbs! This fully wheelchair-accessible retreat features 3 spacious bedrooms, 2 bathrooms and an open floor plan with no stairs, a dedicated workspace, and seasonal pool access. Perfect for easy mobility. Enjoy a peaceful neighborhood with quick access to shopping, dining, and highways. Whether you're her for work or play, comfort and convienience await! This single family home is 2000 square feet all on 1 level.

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.**

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.