
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.

Cozy KC Retreat with Hot Tub | Near Power & Light
✨This stylish apartment is the perfect place to call home on your next Kansas City vacation! It features soaring ceilings, stunning bedroom, full kitchen, & access to a pool, hot tub, gym, free Wi-Fi, & parking. Enjoy the central location, just a short walk f rom amazing restaurants, the Power and 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 ⚾ Experience Kansas City with Us & Learn More Below👇

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!

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!

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.

World Cup Stay | Sleeps 10 |Pool | Family-Friendly
World Cup–ready 4-bedroom home with a 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.

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.

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.

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.

Lux Condo w POOL & Parking
Experience luxury in our secure, pet-friendly 1BR/1BA apartment, featuring marble and hardwood floors, a king bed, and high-speed internet. The modern kitchen, complete with stainless steel appliances and granite countertops, is perfect for home-cooked meals. Enjoy community pool access, dedicated parking, in-unit laundry, and a private balcony. With central air and a Roku Smart TV, comfort meets convenience in the heart of the city. Small pets allowed with a $200 pet fee.

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.

The Nest Villa with Pool in Kansas City
This spacious, just updated home is located North of KCMO and minutes away from all major Shops and Restaurants. With 3 bedrooms, 3 beds & 2 baths, this home has plenty of space for families and friends. 15 mins to the Airport 15 mins to Downtown KC 15 mins to World of Fun/Ocean of Fun 15-20’ to T-Mobile Center, KC Convention Center. Short drive to KC Plaza, UMKC, Crown Center, National WWI Museum & so much more!
Popular amenities for Overland Park rentals with a pool
House rentals with a pool

Entertaining home with a view!

Sports house in Olathe

Modern Home with shipping Container Pool

World Cup Luxury in Lenexa w/hot tub Sleeps 10

Mimi's Place: 3BR Home Near KC Weddings + WC26

Kelz-Cute & comfy. DTLS & KC Chiefs/World Cup

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

Incredible beautiful home
Apartment rentals with a pool

Charming Suburban Condo

Overland Park Condo, Close to Lakes & Parks!

Lux Condo w POOL & Parking

Pet-Friendly Overland Park Condo with Pool Access!
Other holiday rentals with a pool

Resort-Style Retreat w/ Pool | Prime OP Location

Center location, easy access to shops, restaurants

Clean space needs you. Your comfort matters.

Heated All season pool Private Spacious King bed

Luxury Modern KC Home | Olathe | Overland Park

Private Pool Oasis. Stylish and Spacious.

Modern Luxury+great area! Fenced yard & kids beds!

Large pool house perfect for family gathering
When is the best time to visit Overland Park?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | € 149 | € 156 | € 142 | € 143 | € 118 | € 122 | € 126 | € 120 | € 101 | € 116 | € 126 | € 122 |
| Avg. temp | -2°C | 1°C | 7°C | 13°C | 18°C | 23°C | 26°C | 25°C | 20°C | 14°C | 6°C | 1°C |
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 € 34 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 & child-friendly amenities

Pet-friendly holiday rentals
Find 20 rentals that welcome pets

Rentals with dedicated workspaces
40 properties have a dedicated workspace

Wifi availability
70 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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- Rentals with pools Johnson County
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- Rentals with pools United States
- Arrowhead Stadium
- Oceans of Fun
- Kauffman Stadium
- Kansas City Zoo
- The Nelson-Atkins Museum of Art
- LEGOLAND Discovery Center Kansas City
- Snow Creek Ski Area - 2022 OPEN WEEKENDS
- Jacob L. Loose Park
- Negro Leagues Baseball Museum
- Legends Outlets Kansas City
- Kansas City Convention Center
- T-Mobile Center
- Uptown Theater
- Hyde Park
- Overland Park Arboretum & Botanical Gardens
- Bartle Hall
- University of Kansas - Lawrence Campus
- The Ewing And Muriel Kauffman Memorial Garden
- Crown Center
- National World War I Museum and Memorial
- Arabia Steamboat Museum
- Kansas City Power & Light District
- Kauffman Center for the Performing Arts
- Science City at Union Station




