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 open living area features cozy furniture, including a sofa with a throw blanket and two blue chairs. A dining set is visible in the background. The game room showcases a pool table, while the outdoor area includes a Cowboy Pool and seating around a firepit.
Home in Kansas City
4.98 out of 5 average rating, 133 reviews

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!

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, 152 reviews

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.

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, 131 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.

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.

Top Guest favourite
The image showcases an outdoor sports area featuring a basketball hoop and pickleball courts, surrounded by a stone border. An expansive house with multiple levels is visible in the background, framed by autumn trees under a cloudy sky.
Home in Kansas City
4.97 out of 5 average rating, 91 reviews

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.

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.
Apartment in River Market
4.89 out of 5 average rating, 170 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.

Superhost
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 Downtown Kansas City
4.82 out of 5 average rating, 174 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.**

Superhost
A bright living area features a light-colored sectional sofa adorned with various cushions. A wooden coffee table sits on a textured rug, while a world map artwork adorns the wall above. Natural light streams in through large sliding glass doors, complemented by a ceiling fan.
Home in Lenexa
4.88 out of 5 average rating, 16 reviews

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

Top Guest favourite
Bungalow in Kansas City
4.96 out of 5 average rating, 405 reviews

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.

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, 195 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
4.88 out of 5 average rating, 48 reviews

Cozy KC Retreat with Hot Tub | Near Power & Light

✨This stylish Kansas City apartment is the perfect home base for your next trip! Featuring soaring ceilings, a beautiful bedroom, full kitchen, and access to a pool, hot tub, gym, free Wi-Fi, and parking. Enjoy a central location just a short walk from top restaurants, the Power & Light District, and more!✨ ⭐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, 37 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!

Popular amenities for Overland Park rentals with a pool

When is the best time to visit Overland Park?

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Avg. price$249 AUD$262 AUD$238 AUD$241 AUD$198 AUD$205 AUD$211 AUD$201 AUD$170 AUD$195 AUD$211 AUD$205 AUD
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Quick stats about holiday rentals with a pool in Overland Park

  • Total holiday rentals

    Explore 70 holiday rentals in Overland Park

  • Nightly prices starting at

    Overland Park holiday rentals start at $57 AUD per night before taxes and fees

  • Verified guest reviews

    Over 2,450 verified reviews to help you choose

  • Family-friendly holiday rentals

    40 properties offer extra space and kid-friendly amenities

  • Pet-friendly accommodation

    Find 20 rentals that welcome pets

  • Rentals with dedicated workspaces

    40 properties have a dedicated workspace

  • Wi-Fi availability

    70 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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