Vacation rentals with a pool in Overland Park

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Top-rated rentals with a pool in Overland Park

Guests agree: these homes with a pool are highly rated for location, cleanliness, and more.

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Top guest favorite

Home in Overland Park

4.96 out of 5 average rating, 133 reviews

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.

Top guest favorite

Home in Kansas City

4.98 out of 5 average rating, 100 reviews

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!

Guest favorite

Bungalow in Kansas City

4.96 out of 5 average rating, 303 reviews

Near Downtown • Lucky Kitty Tiki Bar • Plunge Pool

Experience the best of Kansas City from this vibrant artist's bungalow in a lively urban neighborhood - just minutes from top attractions, dining, and nightlife. The space is filled with colorful textiles, vintage finds, and global décor. Relax in the lush backyard with a barrel sauna, seasonal stock tank pool, and firepit. Don’t miss the Lucky Kitty Tiki Lounge for late-night cocktails. Tip: Be sure to read the full listing, particularly the “Other details to note” section for important info!

Top guest favorite

Home in Lee's Summit

4.97 out of 5 average rating, 116 reviews

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!

Top guest favorite

Townhouse in Lenexa

5 out of 5 average rating, 115 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.

Guest favorite

Villa in Kansas City

4.87 out of 5 average rating, 124 reviews

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 *** Bring the whole family! *** 15-20 mins to T-Mobile Center, Midland Theater and KC Convention Center. Short drive to KC Plaza, UMKC, Crown Center, National WWI Museum and Memorial…..

Guest favorite

Tiny home in Bucyrus

4.89 out of 5 average rating, 28 reviews

Kevin's 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.

Guest favorite

Apartment in River Market

4.91 out of 5 average rating, 120 reviews

KC Apt River Market-403

Clean and convenient 1 bedroom apartment. 20 minutes from 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.

Top guest favorite

Farm stay in Blue Springs

4.98 out of 5 average rating, 122 reviews

Relax at Berdie's Nest and Overlook

Family-friendly home on acreage with a great view of the valley with access to the pool, playground, and baseball/softball field. The house sleeps up to 11, but we can accommodate larger groups with seasonal off-grid cabin stays, camping, and (1) RV connection (electric and water, no sewer) all for additional cost. Please contact us if interested in any of these options. The house is equipped with a central air scrubber that kills mold, bacteria, and viruses.

Superhost

Home in Lenexa

4.86 out of 5 average rating, 176 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.

Guest favorite

Condo in Overland Park

4.88 out of 5 average rating, 166 reviews

Private courtyard and pool

Kansas City has so much to offer for anyone visiting either for work or vacation! 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.

Guest favorite

Home in Linwood

4.87 out of 5 average rating, 218 reviews

Country House Retreat btw KU & KC

Our Country House is ideal for family fun, Kansas Speedway fans, KU & KC visitors, or just a simple private getaway! Guests have the entire lower level to themselves, and sole use of the rear entrance, swimming pool, and back yard! We live on the upper level with our own private entrance in the front. Complete privacy! When not exploring nearby sports, eating and shopping, you can relax in the quiet of our 26 acres.