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
The living room features a spacious sectional sofa, a round coffee table, and a cozy armchair. Natural light fills the space from large windows, illuminating the neutral walls and plush carpet. A unique chandelier hangs above, enhancing the room's inviting atmosphere.
Townhouse in Lenexa
4.99 out of 5 average rating, 98 reviews

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.

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 highlighted, featuring a stone fire pit surrounded by comfortable seating. The space is adorned with large, light-colored couches and patterned cushions. An expansive view of the city skyline is visible in the background, complemented by a sun shade overhead.
Apartment in River Market
4.88 out of 5 average rating, 146 reviews

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.

Guest favourite
Home in Lenexa
4.86 out of 5 average rating, 49 reviews

Cozy Townhome In Lenexa:Sleeps 5:Community Pool

Welcome to our beautiful 2-bedroom, 1.5-bathroom townhome located in Lenexa! This spacious and thoughtfully designed home is perfect for couples, solo travelers, families and groups of up to 5. Located on a quaint street in a very desirable subdivision which has multiple pools, tennis courts, basketball courts and walking trails. Lenexa is located only minutes away from Downtown KC, Westport, Country Club Plaza and easily accessible to cities of Overland Park, Shawnee and Olathe.

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.

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.
Apartment 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.
Apartment 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.

Top Guest favourite
The living room features a warm, inviting color scheme with a seating arrangement that includes a spacious brown sofa, an armchair, and an ottoman. A television is mounted above a modern gas fireplace, complementing the cozy ambiance. Natural light filters in from a nearby window.
Apartment in Lee's Summit
4.97 out of 5 average rating, 219 reviews

Cozy apartment, private entrance, gas fireplace

Walkout basement apartment with private outside entrance, private queen bedroom, full kitchen, living room with gas fireplace, separate office room (single bed is in the office) , lots of comfortable seating and full private bath. Plenty of natural daylight with full size windows and glass door in the apartment. Please be sure to review our house rules. There are not many, but they are important to adhere to.

Popular amenities for Overland Park rentals with a pool

When is the best time to visit Overland Park?

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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 $68 NZD 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 and kid-friendly amenities

  • Pet-friendly accommodation

    Find 20 rentals that welcome pets

  • Rentals with dedicated workspaces

    50 properties have a dedicated workspace

  • Wi-Fi availability

    90 of Overland Park holiday rentals include Wi-Fi 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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