Vacation 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.

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Guest favorite

Townhouse in Lenexa

5.0 out of 5 average rating, 20 reviews

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.

Oct 19 – 26

ﺩ.ﺇ576 per night

Guest favorite

Place to stay in Eudora

4.95 out of 5 average rating, 129 reviews

The Cottage Stay & Spa! 5 Star Luxury!

Sweet Possibilities! Escape and recharge in luxury. Private access to indoor 20 ft swim spa & 8 person jetted hot tub. Fenced patio and fire pit extends your space. Sleep 1, 2 or up to 10 people with 2 beds, air mattresses and convertible couch furniture. The spa areas are the things dreams are made of: -6 person sauna -Steam shower with Bluetooth and color changing LEDs Also provided: Robes. Slippers, face masks, mini fridge, microwave, Nespresso coffee machine, and specialty ice machine.

Dec 16 – 23

ﺩ.ﺇ1,822 per night

Guest favorite

Townhouse in Lenexa

5.0 out of 5 average rating, 65 reviews

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.

Mar 7 – 14

ﺩ.ﺇ614 per night

Guest favorite

Bungalow in Kansas City

4.96 out of 5 average rating, 165 reviews

Tiki Lounge ¤ Heated Pool ¤ Near Downtown

Featured in "Unique places to stay across the Kansas City Metro" in KC Today's "City Guide": Experience the best of Kansas City from this vibrant artist's bungalow, nestled in a thriving urban neighborhood. Colorful textiles, vintage treasures, and global artifacts fill this eclectic home, just minutes from the city's top attractions, restaurants, and nightlife. Unwind in the lush backyard and three-season pool or sip cocktails in the Tiki Lounge. Your one-of-a-kind KC adventure starts here.

Nov 3 – 10

ﺩ.ﺇ1,034 per night

Guest favorite

Home in Olathe

4.95 out of 5 average rating, 37 reviews

Spacious & Updated Getaway! Pool & Hot Tub 10 Beds

The ultimate getaway for large groups or families! Perfect for relaxation with a large hot tub and pool! A fenced backyard, a family room in the basement, & plenty of sleeping space! Two master bedroom suites with private bathrooms & a king bed. Completely remodeled with modern mid-century decor & a fully stocked kitchen, will make you feel right at home. Conveniently located with quick access to major highways. *The Hot tub is Open! The pool will be open in April dependent on whether*.

Dec 27 – Jan 3

ﺩ.ﺇ1,777 per night

Guest favorite

Guest suite in Buckner

4.94 out of 5 average rating, 127 reviews

MILO FARM-Sacred Kansas City Retreat

MILO FARM - SACRED LAND sits east of Kansas City & is a nature retreat w/ a cedar forest, a hardwood forest, 2 ponds, bohemian lodge, art studio, pool, barn, miles of trails & whimsical camping spots. Pet and feed the farm animals while you are here! Guests have lower level of the lodge to themselves with 2 suites (with private baths), rec room, bar area, laundry, steam sauna & rock sauna, play room & patio. Milo Farm is located just 30 minutes from KC. More info on MiloFarm.com

Aug 6 – 11

ﺩ.ﺇ706 per night

Guest favorite

Guest suite in Overland Park

4.94 out of 5 average rating, 77 reviews

Private DayLight Basement, Own Entrance, 1800 s/f

Spacious & beautiful 1800 sq ft apartment, sanitized, private entrance w/smart lock, Lg open floor plan, furnished kitchen - appliances, dishes, cookware, own Laundry, bath rm w/2 sinks, 55" smart HDTV, 2 queen beds, one private bedroom, one open bedroom with curtain surround, private lower level of home, Many sunny windows, cul de sac, many restaurants & shops, 2 min to hwy 69, Driveway parking. Pets welcome, Pet rules are under Booking Settings, then House Rules.

Apr 10 – 17

ﺩ.ﺇ303 per night

Guest favorite

Home in Lenexa

4.87 out of 5 average rating, 114 reviews

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.

Aug 20 – 27

ﺩ.ﺇ420 per night

Superhost

Home in Olathe

4.85 out of 5 average rating, 39 reviews

Large pool house perfect for family gathering

Meticulosly clean home to make yours during your stay and enjoy a dip in our 8feet pool that sits in heart of our BBQ equipped backyard. Our 4 bedroom spacious house accommodates 16people with living room out viewing the pool and hangout place out in the backyard. Perfect location distanced not too long from food and fun activities. Checkout our vistor guide setup in home to look for activities around. NOTE: The pool will be closed after Labor day

Oct 17 – 24

ﺩ.ﺇ1,376 per night

Guest favorite

Home in Olathe

4.89 out of 5 average rating, 19 reviews

Beautifull and comfortable home

Very beautiful updated, spacious and comfortable home with pool, jacuzz, large deck, screened porch with tv, large fenced yard, great neighborhood, close to shoppings, restaurants, gas station, gym, playground, Walmart, Aldi and a lot more. This house have 5 new smart TVs, 2 living rooms, 2 car garage and a lot of space for group, it can accommodate up t 16 guests. This house will leave you and your group with beautiful and unforgettable memories.

Nov 26 – Dec 3

ﺩ.ﺇ1,745 per night

Guest favorite

Condo in Overland Park

4.9 out of 5 average rating, 137 reviews

The perfect destination in Kansas City!

Kansas City is beautiful at Christmas with so much to offer!! The cottage is located in the heart of Overland Park and located 20 minutes from Arrowhead Stadium, Kauffman Stadium, downtown KC, NASCAR, Sporting KC and the beautiful Plaza Lights!! The complex offers a beautiful pool, tennis courts, basketball courts and a playground. The perfect location for your kid's sporting activities, family vacation or friend's getaway.

Oct 2 – 9

ﺩ.ﺇ448 per night

Guest favorite

Apartment in Lenexa

4.98 out of 5 average rating, 46 reviews

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.

Nov 20 – 27

ﺩ.ﺇ546 per night