Vacation rentals with a pool in Fayette County

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Top-rated rentals with a pool in Fayette County

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

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Guest favourite
A spacious living area features a comfortable sectional sofa arranged around a wooden coffee table. A stone fireplace serves as a focal point, complemented by subtle decorative elements. Modern light fixtures illuminate the room, creating a welcoming environment.
Home in Lexington
4.9 out of 5 average rating, 193 reviews

Pool | Hot Tub | Covered Porch | Patio | Game Room

Only minutes from Kroger field and 15 min to Keeneland. The warm and inviting floor plan offers plenty of room for entertainment. Home is equipped with new luxury Tempurpedic mattresses 4 king beds, 2 queens and 2 air mattresses. This house has a vaulted screen porch overlooking the park-like back yard which opens freely to Merrick Park . Patio is set up to BBQ and enjoy your favorite sports with an outdoor TV. Plenty of restaurants and entertainment nearby. The swimming pool is open from Apri

Top guest favourite
A rustic log cabin is partially visible through surrounding greenery. The cabin's wooden exterior is complemented by two windows and a centrally located door, which features a simple design. The natural landscape evokes a serene rural setting.
Cabin in Paris
4.96 out of 5 average rating, 95 reviews

1791 Cabin on Historic Horse Farm

This rare 1791 log cabin is located on Houstondale Farm, a working horse farm in the renowned Bluegrass region of Ky. You can stroll to the barn and visit the horses or enjoy the peace and quiet before relaxing at the pool, complete with a grill and outdoor dining area. It is a scenic 22 minute drive from the Ky Horse Park, 25 minutes from Lexington, and 30 minutes from Keeneland Race Track. Even with the remote feel of the farm you will only be a mile from Walmart, shops & downtown Paris.

Top guest favourite
An open-concept dining area and kitchen is presented, featuring a large wooden dining table surrounded by upholstered chairs. The modern kitchen showcases a dark island with seating and stainless appliances. Large windows allow for natural light, enhancing the overall space.
Home in Lexington
5 out of 5 average rating, 79 reviews

House w/private pool & hot tub, dogs ok

Exclusive access to incredible amenities including a heated in-ground pool, hot tub, BBQ grills, fire pit, playset, hammock, yard games, and surrounded by a fenced backyard. Located 3 miles from Keeneland Horse Race Course & Bluegrass Airport, 4.9-miles to downtown, and 10 minute walk to Lexington’s newest largest park (pickleball & basketball courts, playground, and 2 dog parks). Dogs welcome at house with written agreement with host and a pet fee. NOTE: The pool is CLOSED for the 2025 season.

Superhost
A two-story home is set in a serene outdoor space, featuring a spacious patio area by the pool. Lush greenery surrounds the space, and a flower pot with colorful blooms sits on a nearby table, enhancing the peaceful atmosphere.
Home in Lexington
4.63 out of 5 average rating, 56 reviews

Private for 4 No cleaning fee Discounts up to 20%

Renovated home, quiet, established neighborhood. Perfect for solo travelers, pairs of friends or couples- no pets, children or infants. Registered guests only on this property. Walk to grocery, drugstore, coffee, fast food and dine in restaurants, banks and gas. 3.5 miles from I-64/I-75; within 5 miles of Bluegrass airport, Keeneland, KY Horse Park, Rupp Arena/downtown, distillery district, hiking and biking trails. Guest space has own entrance, and is separate and independent of host's space.

Top guest favourite
A spacious stone and cedar lodge is set against a clear blue sky, surrounded by well-maintained green lawns and trees. The front porch features a welcoming railing and an American flag, showcasing a traditional architectural style.
Vacation home in Nicholasville
5 out of 5 average rating, 28 reviews

Stone & Cedar Lodge - pool, hot tub, fire pit, EV

Relax with the whole family at this peaceful country ranch in the heart of the Bluegrass. Sleeps 16 - 5 Bedrooms, 8 Beds, 3 Baths Located just outside of Lexington and only 12 miles from Keeneland. New 7 seat hot tub The solar heated pool is open from April until September. The tree house, swings and trampoline are big hit. Play a game of pool, basketball or corn hole. Enjoy quiet walks around the pond or roast marshmallows around a cozy campfire. Wheelchair access Level 2 EV charger.

A tranquil outdoor pool is surrounded by a smooth deck, featuring blue planters at each corner. Lush greenery and trees create a natural backdrop, while the Kentucky River is visible beyond the pool area. The setting offers a relaxing ambiance for outdoor enjoyment.
Cottage in Winchester
4.87 out of 5 average rating, 108 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.

Superhost
A rectangular pool is set within a concrete deck, surrounded by colorful murals depicting 'Southland Swim House.' Lounge chairs are positioned along one side, with a shaded area created by an umbrella. Lush greenery is visible in the background, complementing the outdoor space.
Home in Lexington
4.8 out of 5 average rating, 87 reviews

Southland Swim House

Welcome to the Southland Swimhouse—your dreamy Lexington escape with a private pool + hot tub! This 2BR gem sleeps 7 and sits just 10 mins from downtown, Keeneland, Rupp Arena, Kroger Field & more. Stroll to Southland’s eats, shops & farmers market. Enjoy the new outdoor bar—perfect for chill nights! (Note: pool isn’t heated, fireplace is decorative, no pets, shower has step-up entry, and grill/TV were removed for safety.) Pool will be closing September 15th 2025 for the off season.

Guest favourite
A large, in-ground pool reflects the surroundings, framed by lush greenery. Comfortable lounge chairs are positioned around the pool, complemented by a spacious deck attached to the house. The inviting outdoor space is ideal for relaxation and enjoyment.
Home in Lexington
4.86 out of 5 average rating, 125 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, basketball court, 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!

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
4.88 out of 5 average rating, 298 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.

Top guest favourite
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, 128 reviews

Lexington Holiday FUN-ZONE! 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, a sporting event, or just looking for a fun getaway, we have all the entertainment you need! Featuring a pool, hot tub, arcade machine, pool table, ping pong, air hockey, and shuffleboard table! Looking to just relax? Help yourself to our complimentary coffee bar and take in the cozy sounds by our fire pit in the back yard!

Top guest favourite
A large, heated swimming pool is visible at the center, surrounded by comfortable lounge chairs. Umbrellas provide shade for relaxation. A spacious outdoor area features a deck and is bordered by a lush green lawn, enhancing the inviting atmosphere for entertaining.
Home in Lexington
4.99 out of 5 average rating, 93 reviews

Close to Everything! Beautiful two-story home

Beautiful home in a great location. Less than 10 minutes to Bluegrass Airport, Keeneland, Restaurants, Downtown & Shopping. Three bedrooms and three full baths. Open concept with large, fully equiped kitchen with two dining areas and wet bar. Fireplaces in living area and master bedroom. This awesome two-story home has a fenced yard with heated pool, fire pit and outdoor area for entertaining and relaxing. Contact owner for extra charge for pool heater.

Top guest favourite
A spacious family room features a dark leather sectional sofa arranged around a wooden coffee table. A large television unit is positioned against the wall, complemented by decorative elements. Soft lighting is provided by recessed ceiling lights and a standing lamp, creating a welcoming environment.
Guest suite in Lexington
4.95 out of 5 average rating, 253 reviews

Equestrian, Sports Fans, Bourbon Trailers

Convenient to airport, downtown, UK, great stayover point for Red River Gorge, Keeneland Racecourse. Great for business travelers. Onsite parking. No children under 12 years old. Enjoy the pool! Pool rules: 1) adult must accompany under 18 yr old when outside. 3) No addit'l guest without getting approval . 2) No glass allowed in pool area 3) Hours 11:00 a.m to 9:00 pm.

Popular amenities for Fayette County rentals with a pool