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!

Luxury 4BR Oasis w/ Private Pool – Top Rated

World Cup–ready 4-bedroom home with heated private pool, ideal for families and professionals. Comfortably sleeps up to 10 guests and is a great home base for out-of-town visitors attending World Cup matches or watching the games during downtime. Located in a desirable neighborhood close to dining, shopping, and golf. Features 4 bedrooms (2 en suite), 3.5 baths, a fully equipped kitchen, large laundry room, and two living spaces. Pool open early April–late Sept/early Oct, weather permitting.

Secluded•Hot Tub• Outdoor Cinema•Pool•The Spot

Spacious 3600 sq ft Retreat w/ Pool, Game Room & 3 Acres of Privacy | Sleeps 14 Welcome to The Spot, your perfect group getaway! This newly updated 5-bedroom, 3.5-bath home sits on nearly 3 acres of peaceful land just 5 mins outside city limits—offering the perfect blend of privacy, space, and modern comfort. Whether you’re relaxing poolside, enjoying a game night, or escaping the noise of the city, this home is your spacious, stylish retreat for making unforgettable memories. Pool open Apr-Oct

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.

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.

Spacious KC Home - Sport Court, Golf, Gym, SwimSpa

This spacious house has three levels to enjoy and spread out in! You won't run out of space or things to do here. All bedrooms are spacious with several bonus rooms. Updated bathrooms and kitchen, patio, pickleball, basketball, 7-hole mini golf, corn hole, arcade, and tons of seating everywhere, perfect for a family or group get away! Amazing location down the street from the Speedway with a view of Sunflower Hills golf course and only two miles to the Legends, Sporting KC and much more.

KC Apt River Market-403

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.

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.**

Spacious Lenexa Townhouse w/ Pool/Ping-Pong Table

Dog-Friendly 3BR Lenexa Townhouse: Pools, Trails, Courts & More! Welcome to your cozy getaway in Lenexa! This 3-bedroom, 2.5-bath townhouse is centrally located, ideal for families, travel nurses, or business travelers. This fun & spacious home spans 4 levels! Amenities: 🏊‍♀️ 4 Pools (incl. one 21+) 🎾 Tennis & Pickleball Courts 🏀 Basketball Court 🏢 Meeting Rooms (upon request) 🐶 Dog-Friendly (with approval) 🅿️ Carport Parking 📍 8min to Lenexa City Center & 2min to Hwy

Near Stadiums & Downtown: Sauna, Pool, Tiki Lounge

Experience the best of Kansas City in this vibrant artist’s bungalow in a culturally diverse historic neighborhood. Central location and minutes from Downtown, Crossroads Art District, River Market, Power & Light, North KC, West Bottoms, and Arrowhead Stadium. Filled with vintage charm, colorful textiles, and global décor. Enjoy the lush backyard with barrel sauna, seasonal stock tank pool, cold plunge, and firepit. End the night with cocktails in the Lucky Kitty Tiki Lounge.

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.