
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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Vacation rentals for every style
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Popular amenities for Lexington rentals with a pool
House rentals with a pool

Home in Lexington
4.81 out of 5 average rating, 75 reviewsSouthland 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.

Home in Nicholasville
4.67 out of 5 average rating, 3 reviewsGranite 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.

Home in Nicholasville
5 out of 5 average rating, 9 reviewsCentral 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.

Home in Lexington
5 out of 5 average rating, 3 reviewsGranite 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 reviewsThe 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 reviewsHistoric 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 reviewsThe 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!

Home in Lexington
4.73 out of 5 average rating, 184 reviewsPicadome 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

Condo in Lexington
4.98 out of 5 average rating, 44 reviewsParadiso - 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

Condo in Lexington
5 out of 5 average rating, 102 reviewsLuxe - 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

Condo in Lexington
5 out of 5 average rating, 15 reviewsThe 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!

Condo in Lexington
4.98 out of 5 average rating, 91 reviewsThe 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

Condo in Lexington
5 out of 5 average rating, 19 reviewsCondo 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 reviewsCozy & 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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