Vacation rentals with a pool in Frankfort

Find and book unique homes with a pool on Airbnb

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Popular amenities for Frankfort rentals with a pool

House rentals with a pool

Top guest favorite
Home in La Grange
4.98 out of 5 average rating, 54 reviews

Where generations come to connect | Pool | Games

KimberlyRating, 5 stars1 day ago
Everything we hoped for and more! There are so many places to hang out and relax both inside and out. We had the perfect mix of togetherness for our party of 9, and the ability to spread out and enjoy smaller groups or solitude. Great location outside Louisville, with plenty to do in the area and nearby grocery options. The kitchen was great and the master bath was luxurious. We loved that each bedroom had king beds! Deb was incredibly responsive, flexible and helpful. Our young adults loved the converted garage (which we dubbed the man cave due to its TV, fridge, pool table and foosball table). All the fun activities in the basement were great. We would definitely stay here again!
Guest favorite
Home in Taylorsville
4.92 out of 5 average rating, 24 reviews

Bourbon Trail Lake Home w/ Hot tub & King Bed

SteveRating, 5 stars1 week ago
The place was everything we wanted ton our stay. Sarah was fantastic in responding to any of our questions. I would definitely stay here again!
Top guest favorite
Home in Mount Washington
5 out of 5 average rating, 47 reviews

Pool*Pickleball Bldg*HotTub*Speakeasy*BourbonTrail

KathyRating, 5 stars2 days ago
This home was fantastic. We especially loved the shed with pickleball, shuffleboard, bags, etc. and the pool and hot tub. The home had plenty of room, bedrooms and bathrooms for our family of 9. The well-stocked coffee bar, laundry facilities and the nice bathrooms especially stood out. We enjoyed having soap dispensers available at every sink including the kitchen. Dishwasher pods and laundry pods were provided, unlike many other air bnbs we’ve stayed in. The location was great as we did Churchill Downs, Louisville Slugger Museum, many distilleries and the Horse Park at Lexington. No issues whatsoever but Kaelie stayed in touch throughout our stay. We would highly recommend this property.
Top guest favorite
Home in Lexington
4.99 out of 5 average rating, 82 reviews

Close to Everything! Beautiful two-story home

BernardRating, 5 stars2 weeks ago
This home and it's surroundings are absolutely beautiful! We had a family vacation and had a wonderful time! The pool was amazing and each room of the house was modern and elegant at the same time. Our grandchildren also loved watching the ducks in the little creek. We usually go to the ocean but were looking for something a little closer to home this year (3 hours away) and we were certainly not disappointed! We highly recommend it and will be back some day! Thank you, Kathy! Benson & Diane Bedel & Family
Guest favorite
Home in Shelbyville
4.97 out of 5 average rating, 29 reviews

Pool is Open! + Hot Tub, 10 min to Bulleit

AngelaRating, 5 stars1 week ago
We had a wonderful stay. The family loved to pool and hot tub. We were close to many activities. Jill did an excellent job communicating with me and answering all my questions. We are looking forward to booking our next stay.
Top guest favorite
Home in Frankfort
4.98 out of 5 average rating, 61 reviews

MacAttie Acres

TriciaRating, 5 stars5 days ago
Well, our group of 9 had an enjoyable time in this home! It was as advertised and extremely clean, comfortable and quiet. Cindy was just the sweetest and most respectful host always available to answer questions or give recommendations. Close to great distilleries and downtown Frankfort with cute shops and dining. The pool and hot tub were clean and working and the home was well stocked with basic necessities. Highly recommended and can't wait to come back!
Top guest favorite
Home in Midway
4.99 out of 5 average rating, 88 reviews

The Bees Wing

JessieRating, 5 stars1 week ago
We went for a girls weekend it was the perfect get away! The screened on in porch was our save haven for the weekend . So peaceful and loved walked to downtown areas .
Top guest favorite
Home in Prospect
5 out of 5 average rating, 108 reviews

Stay@Peppermint Cottage Norton Commons w/breakfast

CarlaRating, 5 starstoday
Nicole was, without a doubt, the best host I’ve ever had. From the moment we arrived, we were greeted with thoughtful touches thoughtfully placed throughout the home—each one clearly personalized with our family in mind. It felt less like a rental and more like staying at a close friend’s house. The bed was incredibly comfortable, and the entire home was spotless. Nicole’s attention to detail and genuine hospitality made our stay truly special. I would wholeheartedly recommend this rental to anyone looking for a warm, welcoming, and memorable experience.

Condo rentals with a pool

Guest favorite
Condo in Crestwood
4.89 out of 5 average rating, 46 reviews

Luxury Apartment/Near Louisville/EV Charger

ElizabethRating, 5 stars2 weeks ago
Love the location, close to all the interstates. was very pleased with the host. got back to me within 10 minutes every time I had questions related to check in or travel didn’t have any issues while I was staying at the location. Very comfortable, quiet and peaceful. Was very pleased with all the amenities in the comfort of the beds in the TVs in every room, which was a very major plus in making my decision to stay with Toni. Would highly recommend stay with to anybody?
Condo in Lexington
4.98 out of 5 average rating, 44 reviews

Paradiso - Divine Condo, Perfect Downtown Location

SteveRating, 5 stars7 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, 103 reviews

Luxe - Your Bourbon Trail Adventure Starts Here

JaneRating, 5 stars1 month ago
John’s condo was gorgeous… beautiful furnishings, very spacious, comfy beds and bedding, plenty of kitchen and bath supplies. Great parking (nice that there were 2 spots for our use), easy access from condo to parking garage. The location could not have been better as we were in Lexington for our son’s UK graduation at Rupp arena. The only negative was the noise from the street but it wasn’t overly bothersome. Would highly recommend!
Top guest favorite
Condo in Lexington
5 out of 5 average rating, 17 reviews

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

PaulRating, 5 stars1 month ago
Can’t say enough good things about the hosts and their condo. It was perfect for the week! I didn’t care for the garage, but that was on me for bringing a large vehicle. Next time I will bring one of my smaller vehicles.
Condo in Lexington
4.98 out of 5 average rating, 93 reviews

The Retreat - Bluegrass Country Starts Here

CallieRating, 5 stars2 weeks ago
We stayed here for a weekend in Lexington for a music festival. Very walkable which was so helpful. The place was spotless and the bed was very comfortable. It is in the city so there were some siren/motorcycle noises - bring earplugs if you're a light sleeper. Would highly recommend this stay to be close to the Red Mile.
Condo in Lexington
4.69 out of 5 average rating, 54 reviews

Cozy & Classic Downtown Lexington Getaway

MollyRating, 5 stars2 months 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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