Vacation rentals with a pool in Lexington

Find and book unique homes with a pool on Airbnb

Top-rated rentals with a pool in Lexington

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

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Top guest favorite
A cozy living area is presented with a television mounted on the wall. A black leather sofa faces a small wooden coffee table and two armchairs. Natural light filters through the windows, complemented by patterned curtains, creating a warm atmosphere.
Cottage in Salvisa
4.97 out of 5 average rating, 146 reviews

Cottage on the Bourbon Trail

Newly built cottage located in the country. Enjoy amazing views from a covered front porch as you rock in comfortable rocking chairs. Fully furnished and beautifully decorated to make your stay comfortable and delightful. Memory foam mattresses for wonderful sleep and a kitchen for cooking if desired. Pool is behind owners residence and is shared with owners family and possibly 2 additional people. We have recently also installed a Tesla High Powered Wall Charger w/60amps. We’d love to have you!

Top guest favorite
The farmhouse features a two-story structure with green siding and a welcoming front porch. Neatly trimmed grass surrounds the home, while flower beds add vibrant color near the entrance. Multiple windows provide natural light, enhancing the inviting facade of the property.
Farm stay in Versailles
4.95 out of 5 average rating, 59 reviews

Raven Fox Farm-nestled in the Kentucky Bluegrass

Raven Fox Farm-This cozy farmhouse sits on 5 acres surrounded by beautiful trees and fields. It is just a few miles from historic downtown Versailles, full of antique shops, sweet family restaurants, a bourbon bar and much more. A short drive will get you to Keeneland, the Bourbon Trail, the Bluegrass Trail, the Kentucky Horse Park, the Bluegrass Airport, only 15 minutes from Downtown Lexington and Rupp Arena and some of the most beautiful hiking and bike trails around!! No Parties or Events

Guest favorite
The exterior of the residence showcases a charming white façade surrounded by lush greenery and well-maintained gardens. Tall trees and flowering plants enhance the landscaping, while a covered porch offers a welcoming entry. A spacious yard extends around the home, contributing to the tranquil setting.
Home in Frankfort
4.8 out of 5 average rating, 10 reviews

Entire Home Near Bourbon Trail w/ Pool & Gym

Welcome to Bottled in Black Silver Lake Manor. A 3 level home with 4 bedrooms | 4.5 baths built in the 1830s. Experience a one-of-a-kind retreat in this unique historic home near downtown Frankfort & the Bourbon Trail. Enjoy the outdoor patio, pool, koi pond, private gym & basketball court. Ideal for groups & pet-friendly. Perfect for exploring the Capital city, historic landmarks, & bourbon culture. A peaceful getaway for those who love older homes with heritage & charm. Comfortably sleeps 8

Top guest favorite
A refreshing pool is surrounded by a wooden deck, featuring lounge chairs and a table with an umbrella. Floating toys are visible in the clear water, while lush greenery and trees provide a natural backdrop to the inviting outdoor space.
Home in Lexington
4.99 out of 5 average rating, 141 reviews

POOL/ game room! 6 beds 2 baths

POOL! Super convenient LOCATION!! home has 6 beds 2 full bath Gameroom Fully stocked kitchen 1 king bed , 1queen, 2 twin beds an 2 twin beds located in game room basement Pool doesn’t open till May 23( (Memorial Day weekend) an closes Sept 7th Labor Day) located 2 miles to Kroger field(commonwealth stadium) 4 miles Rupp arena 8 miles to keenland Less than 2 miles to Fayette mall Kroger , Trader Joe’s , many Restaurants Main Event, 1 mile away! Lex premises id 15078999

Superhost
Cottage in Winchester
4.88 out of 5 average rating, 114 reviews

Life is Better On The River

Make lasting memories at this unique and family-friendly cottage on the Kentucky River. Enjoy nature at its best, along with all the comforts of home. Guests return year after year. * WiFi is sometimes unreliable. It connects via satellite, as this is the only option available in our neighborhood. WIFI Riverstar, Pw 12345678 This property is located on the riverbank. You may encounter bugs while enjoying the outdoors. We conduct regular exterminations, but occasional cobwebs happen.

Top guest favorite
A collage showcases various outdoor and indoor entertainment areas. A blue pool is surrounded by sun loungers. A hot tub is visible nearby. Inside, a game room features a pool table, air hockey, and arcade machine, highlighting multiple recreational options.
Home in Lexington
4.97 out of 5 average rating, 132 reviews

Lex Family&Friends Paradise: Pool! HotTub! GameRm!

Your friends and family will be centrally located in a peaceful Cul-de-sac in Lexington with all the perks! Whether you are going to Keeneland, the University of Kentucky, or just looking for a fun getaway, we have all the entertainment you need! Featuring a POOL, HOT-TUB, ARCADE, pool table, ping pong, air hockey, and shuffleboard table! Looking to just relax? Help yourself to our complimentary FULLY STOCKED coffee bar and take in the cozy sounds by our fire pit in the back yard!

Top guest favorite
A spacious living area is furnished with a light-colored sectional sofa and an orange accent ottoman. A television is positioned on a media stand, with artwork adorning the walls. Ceiling fans provide a cooling option, while warm wooden flooring complements the overall design.
Guesthouse in Paris
5 out of 5 average rating, 9 reviews

Private Carriage house in KY

Kick back and relax in this calm, stylish space. Your own private retreat for you and your pets, a 2 Bedroom / 1 Bath carriage house, with an in-ground heated pool (Apr - Oct), firepit and plenty of space to unwind in the country! Convenient location in horse country that is within 20 miles from Lexington (LEX), Keeneland, UK, Kentucky Horse Park, Horse Farm Tours, Bourbon / Distillery tours, or enjoy the charm of Paris, KY. Come and let us show you Southern hospitality!

Superhost
A private heated salt-water pool is surrounded by a spacious concrete deck, featuring two black lounge chairs for relaxation. Lush green trees provide a natural backdrop, enhancing the tranquil outdoor space. The pool's clear blue water invites enjoyment and leisure.
Guesthouse in Lexington
4.86 out of 5 average rating, 331 reviews

Cozy studio with private pool and firepit

Welcome to our charming studio apartment located above our detached garage with a private pool. Whether you're looking for a relaxing getaway or a convenient base to explore the city, our cozy studio has everything you need. Close to the following locations: Fayette mall 1.9 miles Bluegrass airport 4.5 miles University of Kentucky 4.6 miles Keeneland 5.1 miles Manchester Music Hall 5.7 miles Rupp Arena 6.4 miles Lexington Opera House 6.5 Please no smoking in the room.

Guest favorite
An open kitchen and dining area features a large wooden dining table surrounded by black chairs. The kitchen is equipped with modern appliances and light cabinetry. To the right, a cozy living space is visible, furnished with leather couches and a stylish coffee table.
Home in Lexington
4.86 out of 5 average rating, 129 reviews

4 BR 3 Bath 9 beds! Hot Tub, Pool, Movie room!

Welcome to The Komi. This 4 bed, 3 bath home is an oasis in the middle of Lexington. This cozy getaway has SO much to offer; in ground pool, hot tub, stone fire pit, and thats just the outside! Inside boasts an open floor plan living area with a HUGE dining table. Three bedrooms upstairs along with two baths. Downstairs is the perfect place for the kids with bunk bed trundles that sleeps up to 8. Oh, and did I mention the home movie theater! The Komi has it all!

Top guest favorite
A spacious living and dining area features a full-sized, counter-height dining table with six chairs. A cozy seating area includes a sofa and a secondary sleeping area with a twin bed and trundle. Decorative shelving displays various kitchenware and the room is softly illuminated by natural light.
Farm stay in Georgetown
4.96 out of 5 average rating, 171 reviews

Beautiful farm stay apartment, rural Georgetown KY

Creekside Hideaway is your home away from home. Nestled in rural horse country, come for a relaxing stay with the whole family. Book this 1,100 sq ft full basement, 1-bedroom, 1-bath Georgetown vacation rental! (This is not a full home.) Tour the elite thoroughbred farms, take a trip on the Bourbon Trail, visit the KY Horse Park, have a day at the races during historic Keeneland (April & October), or drive a bit further for Churchill downs or the Ark Encounter.

Top guest favorite
Two horses are depicted, one dark brown and the other light chestnut, standing side by side. They are adorned with riding gear, their eyes focused on the landscape ahead, which features rolling hills blanketed in greenery and autumn foliage.
Farm stay in Harrodsburg
4.95 out of 5 average rating, 151 reviews

The Bunkhouse at Big Red Stables

There is no better way to experience Kentucky than horseback riding the rolling hills of the Bluegrass. Big Red Stables is happy to offer the Bunkhouse to visitors who want to ride horses, travel to nearby bourbon distilleries, go to the races or events at the Kentucky Horse Park, or just get away from it all on a third generation family farm. Horseback riding by appointment only as arranged with your hosts.

Guest favorite
A cozy living area features a light gray couch and a wooden loveseat with soft cushions. A coffee table sits between them, positioned in front of an electric fireplace. A small TV is placed on a stand nearby, and large windows allow natural light into the space.
Guest suite in Wilmore
4.92 out of 5 average rating, 303 reviews

The Roosting Place

Enjoy the comforts of home while visiting charming Wilmore! We are located on a quiet street within walking distance to Asbury University and Asbury Seminary. Our guest suite is located in the daylight basement of our family home and can accommodate up to 4 guests. We are a 20-minute drive from Blue Grass Airport and Keeneland. Only 15 minutes from Shaker Village of Pleasant Hill.

Popular amenities for Lexington rentals with a pool

When is the best time to visit Lexington?

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Avg. priceﺩ.ﺇ536ﺩ.ﺇ621ﺩ.ﺇ701ﺩ.ﺇ870ﺩ.ﺇ801ﺩ.ﺇ870ﺩ.ﺇ870ﺩ.ﺇ753ﺩ.ﺇ746ﺩ.ﺇ870ﺩ.ﺇ793ﺩ.ﺇ815
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Quick stats about vacation rentals with a pool in Lexington

  • Total vacation rentals

    Explore 80 vacation rentals in Lexington

  • Nightly prices starting at

    Lexington vacation rentals start at ﺩ.ﺇ73 per night before taxes and fees

  • Verified guest reviews

    Over 3,160 verified reviews to help you choose

  • Family-friendly vacation rentals

    50 properties offer extra space & kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 40 rentals that welcome pets

  • Rentals with dedicated workspaces

    40 properties have a dedicated workspace

  • Wi-Fi availability

    80 of Lexington vacation rentals include wi-fi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi, and Pool across Lexington rentals

  • 4.8 Average rating

    Lexington stays are highly rated by guests—averaging 4.8 out of 5!