Holiday rentals with a pool in Central Business District

Guest suite in Louisville

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.

4.96 out of 5 average rating, 388 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 (seasonal) and cabana with wet bar. Hot tub. 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.

A well-lit bedroom features a spacious bed covered with a white duvet and flanked by two bedside tables with lamps. A modern mirror stands nearby, and a window allows natural light to illuminate the room, framed by white blinds.

Apartment in East Market District

4.71 out of 5 average rating, 7 reviews

Modern Nulu 1BR CozySuites 08

CozySuites is thrilled to offer our stunning condos in Louisville's premier neighborhood! Perfect for business & leisure travelers, our units place you close to everything the city has to offer. Enjoy spacious living w/ soaring 9ft ceilings, sleek stainless steel appliances, custom cabinetry, elegant tiling, & chic modern decor. Your stay includes access to top-notch amenities like a gym, pool, pet park, clubhouse & lounge. For an authentic Louisville experience, don’t wait—book your stay today!

Guest suite in Jeffersonville

A gazebo encloses a hot tub, softly illuminated by string lights. The warm, inviting glow contrasts with the evening sky. Beyond the gazebo, the outdoor area is visible with a paved path and a landscaped garden, promoting a serene atmosphere.

4.94 out of 5 average rating, 186 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.

A modern living area features a light gray sofa adorned with decorative pillows and a plaid throw blanket. Two red armchairs complement the space, which is anchored by a dark coffee table. A colorful piece of wall art and large windows allow natural light to fill the room.

4.98 out of 5 average rating, 149 reviews

Downtown Apt – King Bed, Hot Tub, Pool & Parking!

Stay in splendor as you enjoy the endless amenities and stylish touches this apartment has to offer! Enjoy a peaceful night's sleep on a comfortable mattress, and start your day with a complementary cup of coffee. Get a workout in the gym, hang out at the rooftop or walk around downtown. Being in the heart of downtown, the opportunities and activities are endless! To end the night, relax with a glass of wine and watch a movie on Hulu or Disney plus! Don't wait! Book your stay with us today!

Apartment in Jeffersonville

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.

4.88 out of 5 average rating, 59 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!

4.97 out of 5 average rating, 116 reviews

Louisville Getaway. Memories made here!

Unique Historic private home & guest house, perfect for the upcoming holidays! Main house is graciously appointed with plenty of room to spread out. Guest house has private entrance and it's own kitchen & laundry. Over 3800 sq ft in total! Fantastic covered outside porch area for eating & relaxing - very private. Comfortable beds with fine linens. Youtube TV & wifi. Photos don't do it justice! Located 6 miles from Downtown Louisville off River Road in an upscale area! Pool open seasonally.

4.97 out of 5 average rating, 260 reviews

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

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.

4.95 out of 5 average rating, 21 reviews

Home in Schnitzelburg

Germantown Gem - 3BR/2BA Home with Stock Tank Pool

This 3BR/2BA fully renovated home is in the heart of Germantown and close to the Highlands, KY Expo Center, Churchill Downs, UL, and Downtown Louisville! Ask about monthly discounts! • 3 Queen Beds • 2 Full Baths • Office with Monitor/Printer • Smart TV in Living Room and Projector with Apple TV in Primary Suite • Stock Tank Pool and Fire Pit in Backyard • Walk/Bike Score 75 ('Very Walkable/Bike able') • Fully Equipped Kitchen • Washer/Dryer • Coffee Shops, Restaurants, and Bars Walkable

Superhost

Home in Cherokee Triangle

Stable #6 ~ Fire Pits, Mini Golf, Games, Walkable

Welcome to The Stables On Baxter: a 140+ yr old converted horse livery & grocery store. Stable #6 is bright and fun with games, unique features and is only minutes from Nulu & Downtown! The Bardstown Rd/Baxter Ave corridor is a 1/2 blk away. The shared courtyard offers our guests mini golf, two grills & fire pits, abundant seating and an umbrellaed table. **This unit is in a commercial building with Airbnbs & businesses. The neighbordhood is busy and exciting. Noise should be expected.**

Superhost

A view of the Ohio River is captured, featuring the downtown Louisville skyline in the background. A bridge spans the river, while a scenic waterfront area is visible with well-maintained greenery and a line of parked vehicles along the street.

Condo in Jeffersonville

4.82 out of 5 average rating, 111 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

A modern studio apartment features a cozy king bed with vibrant red and black bedding. A stylish sofa adorned with decorative pillows is positioned in front of the bed. A fully equipped kitchenette is visible in the background, along with warm overhead lighting that enhances the inviting atmosphere.

4.91 out of 5 average rating, 272 reviews

4th Street Suites - Ali 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

An aerial view showcases a spacious, rectangular in-ground pool surrounded by a stone deck. Adjacent to the pool, an inflatable water slide is positioned, featuring vibrant colors of blue, orange, and yellow, inviting fun and enjoyment.

4.91 out of 5 average rating, 161 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.

Popular amenities for Central Business District rentals with a pool

Kitchen

Wi-Fi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

A serene backyard features a sparkling pool surrounded by landscaped gardens, including various shrubs and decorative stones. The house, characterized by a brick facade and a sloped roof, provides a welcoming backdrop under a clear blue sky.

4.67 out of 5 average rating, 58 reviews

Louisville KY Home w/Hot Tub & Pool

A vibrant pool scene features illuminated water streams cascading into the tranquil water. A playful rubber duck wearing sunglasses is positioned centrally, adding a lighthearted touch to the evening atmosphere. Subtle lighting enhances the calming ambiance around the pool area.

Home in Jeffersonville

5 out of 5 average rating, 4 reviews

4 bedrooms/3 baths

5 out of 5 average rating, 5 reviews

The exterior of a single-story brick house is displayed under a bright blue sky. Lush green grass surrounds the home, with contrasting shaped hedges and a nearby tree adding visual interest. The entrance is framed by a stone accent and adorned with two large windows.

Home in Jeffersonville

Beautiful house in suburban neighborhood

The exterior of the two-story home presents a wooden deck with stairs leading to a grassy yard. The light-colored siding and large windows create an inviting appearance. Red outdoor chairs are positioned nearby, contributing to the outdoor space's usability and charm.

Home in Beechmont

4.5 out of 5 average rating, 6 reviews

Rye Retreat | Churchill | Expo

The exterior of a two-story brick house is displayed, featuring white shutters and a welcoming entrance. A manicured lawn stretches in front, complemented by landscaped shrubs and trees. Blue skies with scattered clouds provide a bright backdrop to the home.

5 out of 5 average rating, 10 reviews

Home Baby Home

An open living space features a comfortable sofa and a coffee table, complemented by a dining area with a circular table for six. A kitchen island with seating for three is present, along with a gas fireplace set into a stone wall, adding a cozy element.

4.98 out of 5 average rating, 41 reviews

Highlands Oasis- Summer and Winter Retreat

Home in Cherokee Triangle

A private outdoor area includes a heated pool surrounded by a concrete deck. Multiple lounge chairs are positioned around the pool, and an umbrella provides shade. Lush greenery and a wooden fence create a secluded atmosphere, enhancing the outdoor experience.

5 out of 5 average rating, 33 reviews

Entire House in The Highlands. Private Pool.

5 out of 5 average rating, 7 reviews

A serene backyard features a chemical-free pool bordered by lush greenery and walking paths. Two lounge chairs provide seating areas for relaxation. The home’s exterior is visible in the background, complemented by a cloudy blue sky and clear sunlight.

Home in Jeffersonville

Urban Lakeside 3BR Retreat w/ Private Pool

Other holiday rentals with a pool

A comfortable living room features a dark leather sofa with accent pillows, a coffee table positioned at its center, and a medium-sized television mounted on the wall. Natural light filters in through large windows covered by patterned curtains, while a door leads to a small balcony.

4.91 out of 5 average rating, 135 reviews

4th Street Suites - Comfortable King Bed Suite

Apartment in Jeffersonville

An aerial view captures the modern multi-story building with large windows, surrounded by well-maintained landscaping. A clear blue pool is visible at ground level, complemented by lounge chairs and greenery. The nearby outdoor lawn offers ample space for relaxation.

4.85 out of 5 average rating, 46 reviews

Lux Riverfront Condo in Louisville/jeff

A living area features a dark leather sofa and two tufted chairs positioned around a circular wooden coffee table. A large piece of wall art and patterned curtains add visual interest. Natural light enters through the window and door leading to a small balcony.

4.95 out of 5 average rating, 132 reviews

4th Street Suites - Stunning King Bed Suite

A rooftop terrace is shown featuring wooden bar-height tables accompanied by matching stools. A large sectional sofa is positioned along the edge, offering city views of downtown buildings under a partially cloudy sky. The space is designed for relaxation and social gatherings.

4.91 out of 5 average rating, 35 reviews

4th Street Suites - Jack ‘n Jill King Bed Suites

A light-filled living area features a comfortable sofa adorned with soft throw pillows and a cozy blanket. A modern coffee table displays a decorative arrangement of flowers, while a colorful artwork of a tree enhances the inviting atmosphere. Large windows provide views of the surrounding buildings.

4.96 out of 5 average rating, 129 reviews

Downtown Chic Apt – King Bed, Gym, Pool & Hot Tub

An outdoor courtyard space features colorful murals on a black brick wall. Comfortable seating areas with modern benches surround fire pits. A cowboy pool and hot tub are positioned alongside a basketball court, with vibrant green grass completing the inviting, communal atmosphere.

4.98 out of 5 average rating, 63 reviews

ꕥEntire Triple CrownꕥSlps 18, HOT TUB, POOL, firpt

A spacious rooftop terrace features outdoor seating arrangements and tables, offering panoramic views of downtown Louisville's skyline. The surrounding buildings contribute to the urban atmosphere, with a mix of modern and historical architecture under a partly cloudy sky.

4.84 out of 5 average rating, 31 reviews

4th Street Suites - Side-by-side King Bed Suites!

A cozy living area is featured with a large light-colored sofa adorned with various decorative cushions. Two lamps sit on either side of a wooden coffee table, which displays a decorative "hello" sign. Three wall art pieces showcasing plant designs are displayed above the sofa.