Holiday rentals with a pool in Overland Park

Find and book unique homes with a pool on Airbnb

Top-rated rentals with a pool in Overland Park

Guests agree: these homes with a pool are highly rated for location, cleanliness and more.

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Top guest favourite
A single-story bungalow is surrounded by lush green grass and large shade trees. The light-colored exterior features a bold blue front door, and multiple windows showcase views of the well-maintained yard. A paved driveway leads to an adjoining garage.
Home in Lee's Summit
4.97 out of 5 average rating, 140 reviews

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!

Top guest favourite
A modern living room features a blue sofa and two wooden chairs arranged around a coffee table. A large wall-mounted TV is above a white fireplace. Natural light enters through sliding glass doors, revealing a private terrace beyond. Colorful wall art adds visual interest.
Townhouse in Lenexa
5 out of 5 average rating, 134 reviews

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.

Guest favourite
A vibrant backyard space is highlighted, featuring a colorful seasonal stock tank pool surrounded by lush greenery and cozy hammocks. The setting includes lounge chairs and a tiki bar area, all illuminated by soft lighting against a backdrop of trees and a colorful mural.
Bungalow in Kansas City
4.95 out of 5 average rating, 416 reviews

Pool Open • 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.

Top guest favourite
A private pool surrounded by a diamond cut concrete patio is visible. Lounge chairs and an umbrella provide shaded seating. The backyard is enclosed by a privacy fence, with the house in the background featuring multiple windows and a deck access.
Home in Overland Park
4.96 out of 5 average rating, 155 reviews

Top-Rated 4BR/Private Pool/Patio Perfect 4 Groups

World Cup oasis -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 April–late Sept/early Oct, weather permitting.

Top guest favourite
A modern tiny home is nestled among lush greenery, featuring a large deck with seating. Glass doors open to the deck, offering views of a gentle stream. A stone path leads over a small bridge, connecting the home to the natural surroundings.
Tiny home in Bucyrus
4.93 out of 5 average rating, 44 reviews

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.

Guest favourite
A rooftop social lounge is depicted, featuring a fire pit surrounded by comfortable outdoor seating. Large, shaded areas offer relief from the sun, while the Kansas City skyline serves as a backdrop, showcasing a blend of modern buildings and urban scenery.
Flat in River Market
4.9 out of 5 average rating, 177 reviews

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.

Guest favourite
A serene outdoor space is showcased with a heated saltwater pool surrounded by smooth concrete and lush greenery. Two lounge chairs are positioned near the pool, while a cozy structure is visible in an adjacent area, offering a shaded retreat.
Home in Westside North
4.83 out of 5 average rating, 180 reviews

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.**

Guest favourite
The living area features a vaulted ceiling with natural light streaming through large windows. A cozy sofa sits over a colorful rug, with a modern armchair nearby. A wall-mounted TV is positioned above a stylish fireplace, complemented by dining and seating areas in the background.
Home in Lenexa
4.87 out of 5 average rating, 198 reviews

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.

Guest favourite
An indoor heated pool shaped like a guitar is illuminated with soft lighting. The area features lounge chairs and palm plants surrounding the pool, with dining and lounge spaces visible in the background. Large windows offer natural light, creating an inviting atmosphere.
Home in Independence
4.92 out of 5 average rating, 121 reviews

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.

Superhost
A stylish living area features a plush teal sofa with decorative pillows, paired with a dark coffee table. A flat-screen TV is mounted on the wall opposite, and modern kitchen appliances are visible in the background, surrounded by sleek cabinetry. A light rug adds warmth to the wooden floor.
Flat in Overland Park
4.83 out of 5 average rating, 58 reviews

Cozy KC Stay + Pool & Hot Tub | 10 Min to Stadium

✨ This stylish Kansas City apartment is the perfect home base—ideal for World Cup 2026 visitors just 10 minutes from Arrowhead Stadium! Enjoy a beautiful bedroom, full kitchen, soaring ceilings, and access to a pool, hot tub, gym, free Wi-Fi, and parking. ⚽ World Cup 2026 – Just 10 Min to Arrowhead Stadium! ⭐5 min walk to Kansas City Convention Center 🏢 ⭐10 min walk to T-Mobile Center 🏟️ ⭐12 min drive to Kauffman Stadium ⚾

Top guest favourite
A serene outdoor space features a heated pool surrounded by lush greenery. Comfortable lounge chairs are positioned under a shaded umbrella. The landscaped yard includes low shrubs and decorative stones, creating a relaxed atmosphere for leisure.
Home in Lenexa
5 out of 5 average rating, 39 reviews

World Cup Luxury in Lenexa w/hot tub Sleeps 10

Enjoy comfort and style in this spacious, unique home in Lenexa, Kansas. If you're looking for a 10/10, you’ve found it! The living room features beautiful beams, an electric fireplace, and patio access to the heated pool(closed Nov1-March31). Upstairs is a stunning master suite with heated floors and two more updated bedrooms. Step outside to your private oasis with a heated pool and hot tub. Ask us about our special offer!

Top guest favourite
A small outdoor space features two black woven chairs facing a round black table, all set on green artificial grass. A door leads inside, while string lights create a soft glow along the wall. Decorative pillows add cozy touches to the seating.
Flat in Lenexa
4.97 out of 5 average rating, 107 reviews

Home Away

Kick back and relax in this calm, stylish space containing all you need to make your stay home away. Located close to shopping malls, various food restaurants, fun interesting places to visit & adventure while accommodating both corporate business and leisure. Fast internet, fully stocked kitchen, bathroom and a dedicated work space. Access to a swimming pool, free gym, free parking, nature walk and a fenced dog park.

Popular amenities for Overland Park rentals with a pool

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Quick stats about holiday rentals with a pool in Overland Park

  • Total holiday rentals

    Explore 90 holiday rentals in Overland Park

  • Nightly prices starting at

    Overland Park holiday rentals start at £30 per night before taxes and fees

  • Verified guest reviews

    Over 2,630 verified reviews to help you choose

  • Family-friendly holiday rentals

    60 properties offer extra space & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 20 rentals that welcome pets

  • Rentals with dedicated workspaces

    50 properties have a dedicated workspace

  • Wifi availability

    90 of Overland Park holiday rentals include wifi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across Overland Park rentals

  • 4.7 Average rating

    Overland Park stays receive an average rating of 4.7 out of 5 from guests

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