Vacation rentals with a pool in Clarksville

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Top-rated rentals with a pool in Clarksville

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

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Guest favourite

Apartment in Central Business District

4.95 out of 5 average rating, 107 reviews

Stylish Urban Apt: King Bed, Gym, Pool & Hot Tub!

This stylish and luxurious apartment is perfect for couples, families, and small groups! Upon entering the apartment, you'll be greeted by modern appliances and renovations , stylish decor, and everything you would need for your stay! Enjoy a peaceful night's sleep on a comfortable bed before venturing out to see everything Louisville has to offer, most of which is right at your doorstep!Don't want to venture out? You'd have a gym,rooftop, and even a golf simulator to enjoy! Book with us today!

Guest favourite

Guest suite in Jeffersonville

4.93 out of 5 average rating, 183 reviews

Come Explore Jeffersonville & Louisville

The hot tub is available year round. Perfect for relaxing and de-stressing during your stay. The pool is open May 1 ~ Oct 1. You can stay in and binge watch movies from our collection of DVD's or your Apple TV app favorites on the 110 inch screen in the theater room. Please browse through our photos & read the descriptions under them. You’ll love our home because we are close to downtown Louisville & Jeffersonville but tucked away enough for a peaceful, relaxing stay. No early check ins allowed.

Top guest favourite

Home in Prospect

5 out of 5 average rating, 109 reviews

Stay@Peppermint Cottage Norton Commons w/breakfast

Step into Peppermint Cottage and find the perfect blend of convenience and charm! Just 20 minutes from SDF airport, Churchill Downs, and downtown Louisville's excitement, this trendy east end haven offers an irresistible walkable lifestyle. Stroll or bike to 18 mouth watering restaurants, 14 unique boutiques, and YMCA with pool. Enjoy lakeside fishing, Sunday farmers markets, summer concerts, parks and Friday food truck festivities. Your ideal Louisville adventure awaits at Peppermint Cottage!

Guest favourite

Apartment in Jeffersonville

4.86 out of 5 average rating, 49 reviews

Lux Riverfront Studio Louisville/Jeffersonville

Location! VIEW! LUXURY! POOL! This newly renovated Luxurious Water-front studio is your perfect home for your Family or Business trip. Great place for The Kentucky DERBY, Thunder, Bourbon & Beyond. Walking distance to restaurants, Big four station, walking bridge to Louisville Downtown, great Bars,and nightlife. It’s just a short drive to Concert Venues, KFC YUM Center, EXPO center, Amusement Parks, hiking trails and the Bourbon trail. Make this your home for an Amazing Stay in Kentuckiana!

Guest favourite

Apartment in Central Business District

4.9 out of 5 average rating, 248 reviews

4th Street Suites - Opulent King Bed Suite

Live the best of Louisville in this sleek 1‑bed, 1‑bath downtown retreat! Perfect for couples, families, or friends, it features a cozy king bed, pullout couch, a fully stocked kitchen, and a bright living area. Wake up to city sights, stroll to restaurants and bars, then relax by the pool or hot tub, play a round in the golf simulator, or unwind with a game of pool in the clubhouse. This is your launchpad for adventure—or a quiet, stylish escape when it’s time to rest. Come make it yours!

Top guest favourite

Home in Prospect

5 out of 5 average rating, 27 reviews

NEW Golf, Horse, Bourbon, Pool, Downtown, Pets

*Bourbon and Beyond and Louder than Life guests inquire first. A strict cancellation policy is required* Find your ultimate spring retreat at Norton Commons! This charming home connects you to downtown Louisville, Bourbon Trail, horse country, and nearby attractions. Great for families or groups, relish dining downstairs, walk around & browse boutique shops, & dive into community perks. Steps from distilleries, and stunning horse farms! Book today for a Kentucky trip you’ll treasure!

Guest favourite

Home in Deer Park

4.98 out of 5 average rating, 166 reviews

Farmers Market, Brewery, Bardstown 2 Decks & Porch

*Kentucky Derby, Bourbon and Beyond and Louder than Life guests inquire first. A strict cancellation policy is required* *All guests required to to sign a rental agreement* • 5 King Beds, 2 Queen pullout, 3 twin beds • 2 Fully equipped + stocked kitchens • Onsite, secured parking 6+ vehicles • 2 - 65" TV's + 5 smaller TV's • 5 Bathrooms • 1/2 acre backyard 12min drive to downtown Louisville 10min drive to Churchill downs and Kentucky Derby Strictly no outdoor deck use/noise after 10pm

Guest favourite

Condo in Jeffersonville

4.85 out of 5 average rating, 106 reviews

Spacious Riverfront Condo Minutes from Downtown!

Condo 12 minutes from Churchhill Downs, Perfect for Derby! 2-story townhome at The Harbours Condominiums directly across from Louisville overlooking downtown & the Ohio River! Indoor & outdoor pools & gym. Short walk to dozens of restaurants or take an easy stroll across the nearby walking bridge to downtown Louisville. 8.1 mi. to SDF Airport 6.7 mi. to Kentucky Expo Center 1.6 mi. to YUM Center 5.9 mi. Kentucky Fairgrounds/KY Kingdom 2.3 mi. to Louisville Bats Stadium 10 mi. to Zoo

Guest favourite

Home in Palmyra

5 out of 5 average rating, 17 reviews

Hummingbird Vine w/ Hot Tub

Minutes away from so many other cities, and so many cool things to do and see; Yet, you are far enough away to enjoy a bit of country style. Make sure to research the surrounding area if you like to partake in hiking, mountain biking, fishing, gaming, horse betting, shopping, wine tasting, caving, canoeing etc. There are many museums & numerous historical sites. Sit back and enjoy a bit of seclusion while watching the beautiful sunrises and sunsets in the relaxing hot tub that awaits.

Guest favourite

Guest suite in Louisville

4.96 out of 5 average rating, 377 reviews

Cherokee Park Oasis with Private Entrance

1 bdrm basement apartment with private entrance, bedroom, bathroom, and common area located adjacent to Cherokee Park. 3/4 mile walk to shops, restaurants, and entertainment on Bardstown Rd. Heated saltwater swimming pool and cabana with wet bar. Centrally located within 10 minutes from downtown, Churchill Downs, the Zoo, the airport, golf courses,and Kentucky Kingdom. Situated in a quiet, park-like neighborhood with ample parking. Owner occupies the main floor upstairs.

Top guest favourite

Home in Goshen

5 out of 5 average rating, 69 reviews

Relaxing River Retreat with Private Pool

Beautiful river front vacation-like home with sparkling private pool and gorgeous landscaping for enjoying Oldham County's natural beauty. Pool has plenty of space to splash while enjoying the river view (pool is open from April through October, and is not heated). NOTE: This is NOT a party house. Parties are not allowed. Home is protected with ring cameras. Must be 25 years old to rent, per Oldham County regulations.

Guest favourite

Condo in Jeffersonville

4.96 out of 5 average rating, 27 reviews

BEST View of Louisville

Sip on a glass of bourbon/wine while enjoying the scenic view of the Louisville skyline on the private outdoor balcony. This stylish 2 bedroom/2 bath condo offers accommodations for 6 with all the amenities of home. Minutes away from horse racing, bourbon distilleries, hiking/biking trails, and nightlife. Churchill Downs- 13mins Louisville Airport- 12mins KFC Yum Center- 5mins Big Four Bridge- 2mins