Vacation rentals with a pool in Jeffersonville

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Top-rated rentals with a pool in Jeffersonville

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

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Top guest favorite

An inviting backyard area showcases a glistening pool surrounded by palm trees and vibrant lounge chairs. A gazebo can be seen in the background, with a round table and chairs set in the foreground, creating a perfect space for outdoor relaxation.

Guest suite in Jeffersonville

4.94 out of 5 average rating, 185 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 favorite

An inviting open kitchen showcases modern appliances and a spacious countertop, perfect for meal preparation. A cozy living room features a plush sofa, complemented by natural light from nearby windows and tasteful decor that enhances the comfort of the space.

Home in Prospect

5 out of 5 average rating, 114 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 favorite

A serene river view is captured at sunset, showcasing a vibrant sky with purple and orange hues reflected in the calm water. Lush green foliage borders the riverbank, creating a peaceful natural setting.

Home in Goshen

4.99 out of 5 average rating, 73 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. Please also note home is on 3 levels and requires going up and down stairs.

Guest favorite

An aerial view of a multi-story building showcasing well-maintained landscaping and a central pool area. The pool is surrounded by lounge chairs and neatly trimmed hedges, with lush green lawn areas nearby. This setting offers spacious outdoor leisure options.

Apartment in Jeffersonville

4.87 out of 5 average rating, 54 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 favorite

A spacious backyard is illuminated by string lights at dusk, featuring a hot tub and multiple seating areas around a fire pit. The well-maintained lawn and patio area create a welcoming outdoor space for relaxation and gatherings.

Home in Schnitzelburg

4.97 out of 5 average rating, 255 reviews

NEW Hot Tub, Expo, King Beds, Downtown, Churchill

*Kentucky Derby, Bourbon and Beyond and Louder than Life guests inquire first. A strict cancellation policy is required* Germantown is a unique blend of past and present. Restaurants and local attractions including Monnik Beer Company and historic Nords Bakery just blocks away from the home, there is something for everyone. Conveniently located within reach of several desirable destinations - The University of Louisville, Churchill Downs, downtown Louisville and the NuLu district nearby.

Guest favorite

An outdoor swimming pool is surrounded by lounge chairs and landscaped greenery. The pool features a clear blue surface, while nearby hedges and trees provide shaded areas. A building is visible in the background, creating a tranquil environment for relaxation.

Condo in Jeffersonville

4.85 out of 5 average rating, 109 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 favorite

A modern living area features a gray sofa adorned with navy blue and white cushions. A light coffee table sits on a patterned rug, complementing the space. Behind, a dining area with a table and chairs is visible, along with a well-equipped kitchen showcasing stainless steel appliances.

Apartment in Central Business District

4.94 out of 5 average rating, 141 reviews

Luxury Modern Apt – Hot Tub, Gym, Pool & Golf Sim!

Live in luxury while being in the heart of it all! This centrally located space has all of the amenities and ambiance for a lavish getaway! Enjoy a peaceful nights sleep on a king bed, and wake up to a complementary cup of coffee! Get a workout in at our state-of-the-art gym, or explore everything Louisville has to offer right from your doorstep! With tons of bars, restaurants, live music, and other activities within a block, you'll never be bored! Book your stay with us today!

Top guest favorite

A heated saltwater swimming pool is surrounded by a concrete patio and lush greenery. The area features a spacious cabana with seating, a chaise lounge, and colorful pool floats. Nearby, a small garden and manicured lawn enhance the outdoor setting.

Guest suite in Louisville

4.96 out of 5 average rating, 384 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.

Guest favorite

A refreshing outdoor pool is surrounded by neatly arranged green lounge chairs. Smooth concrete borders the pool, which reflects the buildings that enclose the area. Lush greenery is present throughout the space, creating a tranquil atmosphere for relaxation.

Apartment in Central Business District

4.91 out of 5 average rating, 275 reviews

4th Street Suites - Deluxe King Bed Suite

Wake up to the best of Louisville! Imagine starting your morning in a cozy king bed, strolling to 4th Street Live for brunch, and exploring nearby restaurants, bars, and theatres. Spend the afternoon lounging by the pool or soaking in the hot tub, then watch the city lights twinkle from the 7th‑floor terrace. This stylish suite is your launchpad for urban adventure—and a quiet, relaxing escape when it’s time to rest. Come make it yours and experience the heart of the city!

Superhost

Home in Louisville

4.91 out of 5 average rating, 159 reviews

Sleeps 16, Heated Pool , Hot tub, Close to Dwtn

5000 square foot house set on a beautiful lot backed to a nature reserve park. Total of six bedrooms, three and half bathrooms. 5 large bedrooms with 5 queen beds each, 3 singles on the second floor and a mother-in-law suite with a king size bed and a single bed on the first floor. pool and hot tub. Pool is open from May 15 to October 15 and will be heated from Sep 15 to Oct. 15. Inflatable Water Slide is upon request. Gas grill on the deck and propane tank is available.

Top guest favorite

A spacious living area features a large sectional sofa adorned with decorative pillows, a round coffee table, and a cozy armchair. A ceiling fan hangs above, and wooden wall decor adds character. The dining area is visible in the background, inviting communal gatherings.

Home in Prospect

5 out of 5 average rating, 37 reviews

Norton, PetFriendly, Bourbon, WiFi, Downtown, Shop

*Louder than Life guests inquire first. A strict cancellation policy is required.* Step into your fall retreat at Norton Commons! This home is your gateway to exploring downtown Louisville, Bourbon Trail, & rolling horse country. Enjoy autumn days with a stroll to local shops, dining, & community events. The location offers access to distilleries, scenic horse farms, golf courses, & seasonal activities like festivals & foliage tours. Book your Kentucky getaway today!

Top guest favorite

An open-concept living space showcases modern kitchen amenities, including stainless steel appliances and quartz countertops. A cozy seating area is arranged with a dark sofa and decorative rug, while sliding doors lead to a patio, enhancing the room's spacious feel.

Apartment in Prospect

5 out of 5 average rating, 46 reviews

The Lyric 185 - Norton Commons

Welcome the luxurious accommodations of the Lyric at Norton Commons. The Norton Commons neighborhood is an extremely walkable, mixed use development with shopping, restaurants, bars, and coffee shops. This unit is offered as a partnership with Watch Hill Proper, Louisville's premier bourbon destination. This unique partnership allows our guests the opportunity to participate in exclusive bourbon experiences, tastings, food pairings, and even private barrel selection.