Vacation rentals with a pool in Lexington

Find and book unique homes with a pool on Airbnb

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Popular amenities for Lexington rentals with a pool

House rentals with a pool

An outdoor area features a shaded seating space with a large table and multiple chairs, positioned near a gleaming pool. A colorful mural adds vibrancy to the backdrop, while a ceiling fan is mounted above for comfort. The space is enveloped by a wooden pergola.
Home in Lexington
4.81 out of 5 average rating, 75 reviews

Southland Swim House

Mary CayeRating, 5 stars5 months ago
The house was very clean. The door lock box was very easy to use. The beds were comfortable. The house was tastefully decorated. If you have seniors looking to stay, getting in and out of the shower could be difficult. The neighborhood was convenient to many stores and restaurants. The outdoor space was beautiful however we did not get to enjoy it bc our weekend was full of activities. Elizabeth the host was easy to communicate with. I would definitely stay there again.
A spacious living area features high vaulted ceilings supported by exposed wooden beams. Large windows allow natural light to flood the room, showcasing views of the surrounding grounds. A plush area rug covers the floor, complementing ample seating options arranged comfortably around a rustic coffee table.
Home in Nicholasville
4.67 out of 5 average rating, 3 reviews

Granite State Collection's 9BR 7BA in Bourbon Coun

PeterRating, 5 stars2 months ago
From start to finish, this was a fantastic stay. Angela's team proactively reached out the day prior with details and was responsive to questions throughout. For as good as the team was, the accommodations were even better. There was more than enough room for our team to congregate and then go our own ways to have separate space. Lots of character in the house and it has everything you need.
The living area showcases a comfortable gray sofa facing a brick fireplace, with decorative candles arranged on the hearth. A ceiling fan provides ventilation, while natural light filters through the large windows, offering a view of the outdoor space. A wooden coffee table adds warmth to the setting.
Home in Nicholasville
5 out of 5 average rating, 9 reviews

Central to Horses, Bourbon & Fun. 10 Min to Lex

CindyRating, 5 stars1 week ago
Stephanie’s house was very spacious and clean. She was very responsive to my questions and answered promptly. The house was in a beautiful peaceful neighborhood and close to a lot of restaurants and shopping. Only 10 min drive to Lexington and close to many distilleries. Only thing I would say is if you are staying for an extended time and plan on eating in, there is not a lot of dishes or food prep stuff. Didn’t matter to us because we only stayed 2 days and ate out each night.
The exterior of a spacious residence is reflected, featuring a rich stone façade and multiple gabled roofs. A welcoming entryway is highlighted by a covered porch with wooden columns. Lush green lawns surround the home, accompanied by trees and landscaped shrubs.
Home in Lexington
5 out of 5 average rating, 3 reviews

Granite State Collection - 9BR, 9BA, 5 Acres, Pool

JonRating, 5 stars1 month ago
The house was absolutely amazing for our group of friends. Our initial booking elsewhere fell through and this place came up; we were all more than thrilled and delighted because this booking was 10x better than our previous booking. Perfect house for a getaway.
Superhost
Home in Lexington
4.88 out of 5 average rating, 68 reviews

The NightinGayle - Pool, Hot Tub

EmilyRating, 5 stars3 weeks ago
It was a wonderful place for us! Too bad it wasn’t right weather yet because the pool was beautiful also! Hot tub close to everything and everywhere you need and want to be! Enough space for everyone
Home in Versailles
4.92 out of 5 average rating, 13 reviews

Historic Sugar Hill with Pool! Acreage!

ClayreRating, 5 stars2 weeks ago
Our stay at Anne’s was perfect! She was very responsive and accommodating from the moment we booked, through check out. The property was exactly as described.; cozy and comfy! The location was ideal for our family to stay during opening weekend of Keenland. Short drive to the track and town. The country setting is gorgeous and very private. Overall, we couldn’t have asked for a better place to stay. Highly recommend! We will definitely return.
Home in Lexington
4.78 out of 5 average rating, 54 reviews

The Bungalow at 2nd St / Saltwater Pool & Hot Tub

ValerieRating, 5 stars3 weeks ago
Loved our stay! The house was clean, comfy and had every thing we needed. The location was great and communication with the host was easy. We loved ending our evenings in the hot tub. I'd come back again and would recommend this home to any of my friends. Thanks for a great experience!
A living room is presented with warm green walls and hardwood flooring. A large window framed by dark curtains allows natural light to fill the space. Comfortable seating includes two armchairs and a sofa, arranged around a central coffee table. A dining area with a table and chairs, along with a wooden cabinet, is visible in the background.
Home in Lexington
4.73 out of 5 average rating, 184 reviews

Picadome Pool Getaway

AlbertoRating, 5 stars11 months ago
If you're looking for a nice place with a pool in the Lexington area, Anthony's place is the place to be. Comfortable and peaceful neighborhood. Great location and easy access.

Condo rentals with a pool

A rooftop pool area is illuminated by soft blue lighting, set against a vibrant sunset sky that transitions from orange to purple. Several lounge chairs are arranged around the pool, offering a space for relaxation while enjoying expansive views of the surrounding city.
Condo in Lexington
4.98 out of 5 average rating, 44 reviews

Paradiso - Divine Condo, Perfect Downtown Location

SteveRating, 5 stars5 months ago
Central location for downtown, UK, and Transy. Clean and comfortable stay in a well decorated condo. A number of restaurants nearby. Enjoyed our stay.
Guest favorite
A well-equipped kitchen features light grey cabinetry and a spacious countertop. Modern appliances in black and stainless steel are complemented by a stylish backsplash. Illuminated by recessed lighting, the area includes a variety of kitchen utensils and decorative elements, creating a functional cooking space.
Condo in Lexington
5 out of 5 average rating, 102 reviews

Luxe - Your Bourbon Trail Adventure Starts Here

LanaRating, 5 stars3 days ago
The beds were extremely comfortable and so were the pillows- the bed linens were all new as well. The living room TV was a bonus!
Top guest favorite
An outdoor pool is set against a backdrop of a colorful sunset. Lounge chairs are arranged around the water. The deck features a smooth surface, and a small table is positioned nearby, creating a space for relaxation and enjoyment.
Condo in Lexington
5 out of 5 average rating, 15 reviews

The Big Blue Wave - 2-Bedroom Condo by Rupp Arena

WilliamRating, 5 stars1 month ago
Clean, comfortable, perfect location for downtown Lexington/Rupp arena. Excellent stay!
A spacious living area is furnished with a large, plush sofa and stylish armchairs. An artistic rug lies beneath a central coffee table. Vibrant artwork adorns the walls, and a flat-screen television is mounted for entertainment.
Condo in Lexington
4.98 out of 5 average rating, 91 reviews

The Retreat - Bluegrass Country Starts Here

BarryRating, 5 stars3 weeks ago
A great place to stay if you want to be close to Rupp and/or downtown. The place is just as it shows in the pictures. I only have two small complaints/suggestions. The lobby of the complex seems to be in a state of disrepair and is very poorly lit at night. Not a very welcoming entry at night. Secondly, I was not able to adjust the thermostat. Seemed to be a problem with the nest control. Other than these small things, the place is great and I would definitely stay here again.
Top guest favorite
A rooftop pool is featured, surrounded by several lounge chairs and offering expansive views of the skyline. The pool's clear, blue water reflects the sky, while a wooden deck surrounds the pool area, providing ample sunbathing space.
Condo in Lexington
5 out of 5 average rating, 19 reviews

Condo downtown Lexington

AlanRating, 5 stars1 month ago
Great place and super convenient to Rupp arena as well as local restaurants. Super clean and quiet and hosts were very responsive. Would highly recommend to anyone going to Lexington.
Condo in Lexington
4.68 out of 5 average rating, 53 reviews

Cozy & Classic Downtown Lexington Getaway

MollyRating, 5 stars4 days ago
Great place to stay in Lexington! Super convenient location - so close to downtown and were able to easily get to Keeneland (purpose of the stay). Ran into a small hiccup when checking in as the code to the door lock didn't work, but David was super responsive and got us in within seconds! Enjoyed the rooftop terrace too. One thing to note, the place has its own parking garage in the building which is very convenient because you get two spots to park in, but the garage is really small so I'd recommend planning to park a sedan/small car in the space. We were very close to not being able to park our truck in the garage due to tight squeeze. Great stay in the city though!

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