
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!

Luxury in Lenexa w/heated pool
The whole group will be comfortable in this spacious and unique space. If you are looking for a 10 out of 10, YOU HAVE FOUND IT! The formal Living Room has Beautiful Beams and Electric Fireplace w/ Sliding Glass Door walking out onto patio and pool. Upstairs you will find an amazing Master Suite, Two Closets, a spacious Master Bath w/ heated floors, and large Shower. Two additional bedrooms up w/ newly updated Baths. Step outside to an Oasis w/ Gorgeous Patio, heated Pool and Hot Springs Spa!!!

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.

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.

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

Quiet & Charming 2BR/1.5BA Townhome

Spacious Getaway Home for Families!

Modern Oasis-lots of amenities including a pool!

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

Tropical Hideaway: Hot Tub, Pool, Remodeled in PV

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

Sports house in Olathe

Momma's House

Heated All season pool Private Spacious King bed

A+ Nature Nest: King-size Bed!

Secluded•Hot Tub• Outdoor Cinema•Pool•The Spot

Spacious Lenexa Townhouse w/ Pool/Ping-Pong Table

Bright & modern home near KC

This home is ready Celebrate the holidays here!
When is the best time to visit Overland Park?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | £133 | £140 | £127 | £129 | £106 | £110 | £113 | £108 | £91 | £123 | £182 | £129 |
| 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 £23 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 & child-friendly amenities

Pet-friendly holiday rentals
Find 20 rentals that welcome pets

Rentals with dedicated workspaces
30 properties have a dedicated workspace

Wifi availability
60 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
Destinations to explore
- St. Louis Holiday rentals
- Branson Holiday rentals
- Kansas City Holiday rentals
- Oklahoma City Holiday rentals
- Lake of the Ozarks Holiday rentals
- Omaha Holiday rentals
- Tulsa Holiday rentals
- Central Illinois Holiday rentals
- Platte River Holiday rentals
- Bentonville Holiday rentals
- Wichita Holiday rentals
- Hollister Holiday rentals
- Rentals with a hot tub Overland Park
- Rentals with a washing machine and dryer Overland Park
- Townhouse rentals Overland Park
- Apartment rentals Overland Park
- Pet-friendly rentals Overland Park
- Flat rentals Overland Park
- Fitness-friendly rentals Overland Park
- Private suite rentals Overland Park
- Rentals with a firepit Overland Park
- Rentals with outdoor seating Overland Park
- Rentals with breakfast Overland Park
- Rentals with a patio Overland Park
- Rentals with a fireplace Overland Park
- House rentals Overland Park
- Rentals with pools Johnson County
- Rentals with pools Kansas
- Rentals with pools United States
- 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
- Mission Hills Country Club
- Rowe Ridge Vineyard & Winery
- Shadow Glen Golf Club
- Negro Leagues Baseball Museum
- Hillcrest Golf Course
- Wolf Creek Golf
- Swope Memorial Golf Course
- Indian Hills Country Club
- Milburn Golf & Country Club
- Bluejacket Crossing Vineyard & Winery
- PowerPlay Metro North Entertainment Center
- KC Wine Co
- Jowler Creek Vineyard & Winery
- Somerset Ridge Vineyard & Winery
- Stone Pillar Vineyard & Winery




