Vacation rentals with a pool in Jeffersonville

Find and book unique homes with a pool on Airbnb

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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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

4.93 out of 5 average rating, 182 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.

Guest favorite

The exterior of a three-story brick condo is displayed, featuring a green front door and decorative stone accents. Two sets of windows are framed by elegant arches, flanked by shrubs and colorful flowers. A well-maintained lawn offers a neat, welcoming appearance.

Condo in New Albany

4.92 out of 5 average rating, 12 reviews

The Farmacy BnB

Located in historic downtown New Albany. These are the only condos located directly next to the Mighty Ohio River. Walking distance to restaurants, shops, and entertainment. Immediate access to Ohio River Greenway walking trails, boat ramp, ampitheatre, and skate park. Seven minutes from downtown Louisville, KY. Optional Private Chef Dinners by the owner Himself, who is a French Culinary Graduate out of NYC, who has helped opened multiple restaurants from Naples, FL to right here in New Albany.

Top guest favorite

An inviting outdoor space features a spacious in-ground pool surrounded by a decorative fence. Lush green trees provide shade, while the backdrop showcases a sunset sky with soft purple hues. Comfortable lounge chairs are positioned near the water, enhancing the area's relaxing ambiance.

Home in Mount Washington

5 out of 5 average rating, 37 reviews

Pool*Pickleball Bldg*HotTub*Speakeasy*BourbonTrail

Welcome to the "Bourbon Barrel Retreat" where this truly unique property offers a one-of-a-kind getaway. This newly renovated 5-bed, 3 full bath ranch boasts two additional buildings on the property to provide a Kentucky experience like no other. Immerse yourself in the ambiance of the Bourbon Speakeasy or spend time at the Pickleball Sports Lounge. Unwind and relax however you would like! An ideal location where you are a short drive to Bardstown, Louisville, Lexington, Mammoth Cave and more!

Guest favorite

A spacious outdoor pool area features a large swimming pool surrounded by lounge chairs. A hot tub is positioned at one end, while greenery lines the perimeter, providing a tranquil atmosphere. The surrounding building and pathway enhance accessibility for guests.

Apartment in Central Business District

4.99 out of 5 average rating, 99 reviews

Sleek Luxury Apt: King Bed, Coffee Bar & Pool!

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!

Guest favorite

An outdoor heated pool is surrounded by a paved area with lounge chairs for relaxation. Lush trees and planters add greenery to the space. In the background, a bridge and buildings are visible, complementing the inviting atmosphere of the pool area.

Apartment in Jeffersonville

4.84 out of 5 average rating, 31 reviews

Lux Riverfront Condo in Louisville/jeff (DERBY!)

Location ! Waterfront!! DERBY This newly renovated Luxurious River-front condo is your perfect venue 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!

Top guest favorite

Home in Prospect

5 out of 5 average rating, 102 reviews

Stay at Peppermint Cottage in Norton Commons!

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!

Top guest favorite

Aerial view of a luxurious retreat surrounded by lush greenery, showcasing a saltwater pool and an inviting outdoor space. The vibrant sunset casts warm hues over the property, which sits on 3.75 acres of serene surroundings.

Home in La Grange

4.98 out of 5 average rating, 48 reviews

Lux Heated Saltwater Pool + Games/Firepit/Hot Tub

🔥 MAY SPOTLIGHT The heated saltwater pool is OPEN! $75/night to heat—totally worth it. Rare May availability following a spring refresh (new pool steps & liner- pics coming soon!). 5500 sq ft of luxe space, 5 king beds, hot tub, firepit, chef’s kitchen, karaoke, game zones & speakeasy. Pool has 8-ft deep end + auto safety cover. Pet-friendly. 20 min to Louisville. Weekdays = best value all year. Book your pre-summer reset now and give your family the space to truly connect. 🏊‍♂️ 🎤 🐾 ✨

Guest favorite

A resort-style pool area is surrounded by lounge chairs, featuring a separate hot tub nearby. The pool is framed by landscaped greenery and a contemporary building exterior, with multiple balconies visible in the background.

Apartment in Central Business District

4.88 out of 5 average rating, 203 reviews

4th Street Suites - Luxury King Bed Suite

Embark! Your refuge boasts a regal King Bed, a kitchen of sheer beauty, and streaming delights. Yet, it's the spellbinding allure of the resort pool, hot tub tales, golf dreams, and the lofty 7th-floor haven that set this place ablaze. With free parking and the pulsating energy of 4th Street Live at your doorstep, don't miss out! Secure your slice of luxury—book now for an unforgettable escape! Pool/hot tub schedule subject to change at the discretion of the property management company.

Guest favorite

A welcoming exterior of a home features a covered front porch with two chairs and potted plants. Decorative shrubs and trees provide greenery, while the gray siding and white trim present a classic appearance. The front door is framed by large windows, enhancing natural light.

Home in Louisville

4.92 out of 5 average rating, 13 reviews

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! • 2 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

An aerial view reveals a rectangular pool surrounded by a spacious deck. Lounge chairs are arranged alongside, and an umbrella-covered table sits nearby. The area is bordered by greenery, providing a sense of privacy and connection to nature.

Home in Borden

4.87 out of 5 average rating, 38 reviews

Private Country Getaway 20min to Louisville w/Pool

Enjoy staying at this spacious modern home located in a private wooded country setting. Only 20 minutes from downtown Louisville this is a great spot if you are visiting for Derby, the Bourbon-Trail, concerts, sporting events, family reunions, work events, and so much more! Large open floor plan and a large fully finished basement with a full bar that opens up to the pool. There are 2 grills, large flat screen TV's, a hot tub, stocked kitchen, and plenty of space to relax and spread out.

Guest favorite

A cozy living room is featured, showcasing a large sectional couch and a flat-screen TV on a sleek stand. Built-in shelves with colorful items provide visual interest, while a fireplace offers warmth. Natural light illuminates the soft carpeted floor, enhancing the space's inviting feel.

Townhouse in Louisville

5 out of 5 average rating, 24 reviews

Safe, scenic, convenient. Bordering a State Park!

Located in one of the safest parts of Louisville, this place is conveniently located by shops, restaurants, parks, and a movie theater, and only a few minutes from a major highway. Walk right out to the beautiful Tom Sawyer Park. Park features free to use nationally recognized BMX bike track, 6 tennis courts, 16 pickleball courts, a playground, an archery range, walking trails, shelters, and even an Olympic size pool with a splash ground (small entrance fee for pool and splash ground.)

Superhost

A backyard features a heated inground pool surrounded by a spacious patio. Poolside loungers offer relaxation, while a net stands ready for games. A cozy seating area is positioned near the house, and a wooden fence provides privacy.

Home in New Albany

4.85 out of 5 average rating, 53 reviews

ꕥLuxꕥHeated* Pool/Hot Tub/Gamerooms/Firepit/

➤Your perfect stay awaits at our spacious pad that sleeps 14: 1 King, 8 Queens, and 3 baths ➤Dive into Relaxation: Unwind in the heated inground pool or slide into the 6 person hot tub. An outdoor shower offers a refreshing touch after a dip. ➤Endless Entertainment: Let the good times roll in the game room, equipped for hours of fun. Yard games and outdoor entertainment. Channel your inner master chef on the 8 burner Weber grill. ➤Conveniently located for easy access to distilleries.