Vacation rentals with a pool in Jessamine County
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Top-rated rentals with a pool in Jessamine County
Guests agree: these homes with a pool are highly rated for location, cleanliness, and more.
Vacation rentals for every style
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Popular amenities for Jessamine County rentals with a pool
House rentals with a pool
Home in Lexington
4.84 out of 5 average rating, 51 reviewsSouthland Swim House
Oct 20 – 27
Home in Lexington
5.0 out of 5 average rating, 50 reviewsPOOL! Game room! 5 beds an 4 bedrooms
Nov 30 – Dec 7
Home in Midway
5.0 out of 5 average rating, 64 reviewsMidway Cottage, Keeneland, Distilleries, Pool
Jul 13 – 20
Home in Lexington
4.86 out of 5 average rating, 51 reviewsThe NightinGayle - Pool, Hot Tub
Oct 23 – 30
Home in Midway
4.99 out of 5 average rating, 68 reviewsThe Bees Wing
Apr 13 – 20
Home in Lexington
5.0 out of 5 average rating, 54 reviewsHouse w/private pool & hot tub, dogs ok
Sep 13 – 20
Home in Lancaster
4.76 out of 5 average rating, 42 reviewsThe Herrington
Nov 3 – 10
Home in Harrodsburg
5.0 out of 5 average rating, 3 reviewsBluegrass Charm
Jul 23 – 30
Condo rentals with a pool
Condo in Lexington
5.0 out of 5 average rating, 14 reviewsCondo downtown Lexington
Aug 16 – 23
Condo in Lexington
4.81 out of 5 average rating, 97 reviewsAttend UK Sports From a Downtown Condo With a Heated Pool
Nov 4 – 11
Condo in Lexington
4.97 out of 5 average rating, 39 reviewsParadiso - Divine Condo, Perfect Downtown Location
Apr 8 – 15
Condo in Lexington
5.0 out of 5 average rating, 8 reviewsThe Big Blue Wave - 2-Bedroom Condo by Rupp Arena
Mar 28 – Apr 4
Condo in Lexington
5.0 out of 5 average rating, 90 reviewsLuxe - Your Bourbon Trail Adventure Starts Here
Dec 11 – 18
Condo in Lexington
4.71 out of 5 average rating, 48 reviewsCozy & Classic Downtown Lexington Getaway
May 11 – 18
Destinations to explore
- Rentals with pools United States
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