
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👇

Kid-Friendly 4 Bedroom Home w/ Heated Private Pool
This 4 bedroom house is furnished perfectly for families & professionals. Plus, cool off in the relaxing private pool in the hot summer months! Located in a great neighborhood, walking distance and/or short drive to dining, shopping, and golf courses. Home features 4 bedrooms (2 en suite), 3.5 baths, fully equipped kitchen & large laundry/mud room. Two living spaces & tons of room for indoor and outdoor entertainment. Pool opens early April, closes late Sept to early Oct, weather dependent.

Luxe 1B • Pool/Gym/Free Parking • Heart of DT
You can stop your search now. You just found the perfect place to book for your trip to Kansas City. ➹ Clean. Modern Finishes. Blazing Fast WiFi. Quick Host Responses. ➹ You're going to be located at the CENTER of everything downtown Kansas City has to offer. ➹ Get a good night's sleep with our dreamy memory foam beds. ➹ Spend your daytime working from home at our private home office. Cook a meal for your group in our fully-stocked kitchen. Then spend your evenings relaxing with our 55" Smart T

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.

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.

Modern Oasis-lots of amenities including a pool!
The design and function in this home has been a labor of love. Inspired by our family we've created a space that accommodates many and welcomes larger families or groups of friends that are seeking an all inclusive getaway. Peaceful being on an acre surrounded by nature where the nighttime stars light up the sky. A shipping container pool keeps you cool on hot summer nights, activities for young and old to include grilling, ping pong, shuffleboard, basketball goal and a trampoline.

Spa Retreat • Firepit • Tiki Bar • Near Downtown
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.

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
House rentals with a pool

Quiet & Charming 2BR/1.5BA Townhome

Spacious Getaway Home for Families!

Big Pool, Hot Tub & Gym at Spacious 5 Bedroom Home

Tropical Hideaway: Hot Tub, Pool, Remodeled in PV

3BDRM Townhouse in KC

Kelz-Cute & comfy. DTLS & KC Chiefs/Royals Stadium

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

Incredible beautiful home
Other holiday rentals with a pool

Resort-Style Retreat w/ Pool | Prime OP Location

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Luxury Apartment In OverlandPark

Bright & modern home near KC

This home is ready for your stay!

Large pool house perfect for family gathering

Olathe Hide Away

Rosehill Pointe 122 I Comfy 2 Bed 1 Bath
When is the best time to visit Overland Park?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $312 NZD | $327 NZD | $297 NZD | $301 NZD | $248 NZD | $257 NZD | $264 NZD | $251 NZD | $212 NZD | $289 NZD | $425 NZD | $301 NZD |
| 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 60 holiday rentals in Overland Park

Nightly prices starting at
Overland Park holiday rentals start at $53 NZD per night before taxes and fees

Verified guest reviews
Over 2,250 verified reviews to help you choose

Family-friendly holiday rentals
30 properties offer extra space and kid-friendly amenities

Pet-friendly accommodation
Find 20 rentals that welcome pets

Rentals with dedicated workspaces
30 properties have a dedicated workspace

Wi-Fi availability
60 of Overland Park holiday rentals include Wi-Fi access

Popular amenities for guests
Guests love Kitchen, Wi-Fi 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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- Arrowhead Stadium
- Oceans of Fun
- Kauffman Stadium
- Kansas City Zoo
- Nelson-Atkins Museum of Art
- LEGOLAND Discovery Center Kansas City
- Snow Creek Ski Area - 2022 OPEN WEEKENDS
- Jacob L. Loose Park
- St. Andrews Golf Club
- Rowe Ridge Vineyard & Winery
- Mission Hills Country Club
- Shadow Glen Golf Club
- Negro Leagues Baseball Museum
- Hillcrest Golf Course
- Wolf Creek Golf
- Swope Memorial Golf Course
- Indian Hills Country Club
- Bluejacket Crossing Vineyard & Winery
- Milburn Golf & Country Club
- PowerPlay Metro North Entertainment Center
- KC Wine Co
- Hallbrook Country Club
- Jowler Creek Vineyard & Winery
- Holy Field Vineyard & Winery




