
Holiday rentals with a pool in Olathe
Find and book unique homes with a pool on Airbnb
Top-rated rentals with a pool in Olathe
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👇

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.

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!

Secluded•Hot Tub• Outdoor Cinema•Pool•The Spot
Spacious 3600 sq ft Retreat w/ Pool, Game Room & 3 Acres of Privacy | Sleeps 14 Welcome to The Spot, your perfect group getaway! This newly updated 5-bedroom, 3.5-bath home sits on nearly 3 acres of peaceful land just 5 mins outside city limits—offering the perfect blend of privacy, space, and modern comfort. Whether you’re relaxing poolside, enjoying a game night, or escaping the noise of the city, this home is your spacious, stylish retreat for making unforgettable memories. Pool open Apr-Oct

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-506
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.

Sonshine Ranch
Welcome to our cozy ranch-style home in the heart of Kansas City suburbs! This fully wheelchair-accessible retreat features 3 spacious bedrooms, 2 bathrooms and an open floor plan with no stairs, a dedicated workspace, and seasonal pool access. Perfect for easy mobility. Enjoy a peaceful neighborhood with quick access to shopping, dining, and highways. Whether you're her for work or play, comfort and convienience await! This single family home is 2000 square feet all on 1 level.

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

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.

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 Olathe rentals with a pool
House rentals with a pool

Amazing House with Heated Pool & Rooftop Hot Tub!

Entertaining home with a view!

Sports house in Olathe

Modern Home with shipping Container Pool

Eudoras Ultimate Pool Party-Heated pool until Nov1

Make Yourself at Home! Stadiums & Downtown Nearby!

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

Mimi’s Place: Walk downtown to shops/coffee/brew
Other holiday rentals with a pool

Center location, easy access to shops, restaurants

Quiet & Charming 2BR/1.5BA Townhome

Momma's House

Clean space needs you. Your comfort matters.

Heated All season pool Private Spacious King bed

Fabulous New House w/Golf Course Views

Luxury Modern KC Home | Olathe | Overland Park

Modern Luxury+great area! Fenced yard & kids beds!
When is the best time to visit Olathe?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | € 174 | € 230 | € 167 | € 250 | € 145 | € 133 | € 162 | € 168 | € 133 | € 243 | € 239 | € 216 |
| 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 Olathe

Total holiday rentals
Explore 30 holiday rentals in Olathe

Nightly prices starting at
Olathe holiday rentals start at € 33 per night before taxes and fees

Verified guest reviews
Over 1,230 verified reviews to help you choose

Family-friendly holiday rentals
20 properties offer extra space & child-friendly amenities

Pet-friendly holiday rentals
Find 10 rentals that welcome pets

Rentals with dedicated workspaces
30 properties have a dedicated workspace

Wifi availability
30 of Olathe holiday rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Olathe rentals

4.6 Average rating
Olathe stays receive an average rating of 4.6 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
- T-Mobile Center
- Legends Outlets Kansas City
- Uptown Theater
- Hyde Park
- The Ewing And Muriel Kauffman Memorial Garden
- Kansas City Convention Center
- Kansas City Power & Light District
- Children's Mercy Park
- University of Kansas - Lawrence Campus
- National World War I Museum and Memorial
- Arabia Steamboat Museum
- Midland Theatre
- Crown Center
- Overland Park Convention Center
- Kauffman Center for the Performing Arts




