
Holiday rentals with a pool in Overland Park
Find and book unique homes with a pool on Airbnb
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
Top-rated rentals with a pool in Overland Park
Guests agree: These homes with a pool are highly rated for location, cleanliness and more.

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.

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.

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-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.

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.

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.

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.

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 ⚾

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!

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.

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
House rentals with a pool

Sports house in Olathe

Spacious Lenexa Townhouse w/ Pool/Ping-Pong Table

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

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

Stay at Whispering Pines

KC Group Retreat | Sport Court, Golf, Gym, SwimSpa

Incredible beautiful home

Olathe Pool & Hot Tub Retreat | Sleeps 16
Other holiday rentals with a pool

Resort-Style Retreat w/ Pool | Prime OP Location

Grandma’s Cozy Cottage: 20 Min World Cup

Bright & clean 2BR/1.5 bath Lenexa townhouse

KC Oasis - Pool~Hot Tub~Sauna~Theatre & More!

3,000-Sq-Ft Group Getaway w/ Pool Near Kansas City

Conveniently Located - Remodeled Apartment

1st floor Modern Apartment min from MCI

Luxury Modern KC Home | Olathe | Overland Park
When is the best time to visit Overland Park?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $299 NZD | $314 NZD | $285 NZD | $289 NZD | $238 NZD | $246 NZD | $253 NZD | $241 NZD | $204 NZD | $234 NZD | $253 NZD | $246 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 |
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- Rentals with a hot tub Overland Park
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- Rentals with a washing machine and dryer Overland Park
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- Rentals with a fire pit Overland Park
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- Rentals with an EV charger Overland Park
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- Rentals with breakfast Overland Park
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- Rentals with pools Johnson County
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- Rentals with pools United States
- GEHA Field at Arrowhead Stadium
- Oceans of Fun
- Kauffman Stadium
- Kansas City Zoo
- LEGOLAND Discovery Center Kansas City
- The Nelson-Atkins Museum of Art
- Snow Creek Ski Area - 2022 OPEN WEEKENDS
- Kansas City Convention Center
- Jacob L. Loose Park
- Negro Leagues Baseball Museum
- Union Station
- T-Mobile Center
- Legends Outlets Kansas City
- University of Kansas - Lawrence Campus
- Uptown Theater
- Midland Theatre
- Overland Park Arboretum & Botanical Gardens
- Kauffman Center for the Performing Arts
- National World War I Museum and Memorial
- Science City at Union Station
- Hyde Park
- Bartle Hall
- Kansas City Power & Light District
- Children's Mercy Park




