Holiday rentals with a pool in Clarksville

Sugar Hill Retreats | Stories Told + Art Made

♛ Top Host ▔▔▔▔▔▔▔▔▔▔▔▔▔▔▔▔▔▔▔▔▔▔ Rebel Roots ★ Creative Spirit ★ Legendary Stays Sugar Hill is more than a getaway. Discover a hidden speakeasy lounge, soak in the hot tub, lounge by the pool, or enjoy the pickleball court and putting green. With 5 bedrooms, 5 bathrooms, two kitchens, a recording studio (must be reserved separately), game room, and room for 18 guests, it's ideal for family escapes, creative retreats, or unplugged weekends. Every detail reflects Nashville’s bold outlaw spirit.

FountaineBleau Max with POOL

Experience a VACATION-style stay in our pristine top-floor suite with a waterpark-inspired POOL and backyard. Located in a QUIET neighborhood. This FAMILY-FRIENDLY home offers a peaceful retreat central to several popular destinations. Few minutes drive to Clarksville’s shops and RESTAURANTS. 60-70 min. commute to downtown Nashville and the airport. PARTY PACKAGE!! PARTY PACKAGE!!! If planning a Birthday, Reunion, Get together, Honeymoon, or affordable backyard wedding. Ensure to ask host.

Historic Cedar Hill Mansion on Large Farm w/ Pool!

Leave your stresses behind and escape to this idyllic vacation rental in Cedar Hill, TN. The historic home, constructed in 1855, sits on a 178-acre farm and boasts ample space, including 5 bedrooms, 5 full bathrooms, and 2 half bathrooms. Your entire group can enjoy swimming in the seasonal pool, listening to the sounds of nature along the walking trails, touring the Bell Witch Cave, and spending days in Nashville. Take a trip back in time while enjoying the conveniences of modern amenities!

Tranquil TN Townhouse - King Bed - pool

Your family will be close to everything when you stay at this centrally-located place. Walking distance from the hospital as well as some restaurants. Everything you need is a short drive away, downtown Clarksville 15 min away, mall 5 min drive and Ft. Campbell at 25 min away. This tranquil townhouse has everything you need to stay for work or play, including a designated desk space. During the season, May through August, cool down by the pool just a short walk away.

Arte Luxury townhomes D7 Comfy 2 Bed 2.5 Bath

Welcome to Properties at Arte luxury Townhomes. Our luxurious, brand new townhomes are the epitome of A class living. With granite countertops, stainless steel appliances, and private patios, our homes offer the best in luxury and comfort. Our prime location only adds to the appeal, making Arte Luxury Townhomes the perfect place to call home. We also have an exclusive state-of-the-art fitness center and a beautiful clubhouse for our residents to enjoy.

Romantic Escape with Swim Spa/Hot Tub & Sauna

Escape to our luxurious country manor, just 25 minutes from Nashville! Relax in the indoor swim spa, soak in the hot tub, or unwind in the sauna and private gym. A grand spiral staircase leads to your secluded second-floor suite with a plush king bed and jacuzzi tub. Step onto the softly lit deck as deer and foxes wander the grounds. With three TVs throughout, every moment blends comfort, elegance, and serene countryside charm.

*Private 2 Acres!* | Hot Tub | 20 Min to Nash!

Imagine sipping your wine in the hot tub as the sun sets over the rustic Tennessee Tobacco barn on the horizon. Imagine enjoying 2 acres of the country all to yourself, then popping in your car and hitting Broadway in 25 min. Imagine having a private retreat to enjoy quality time with your significant other just outside the city. If you want a retreat that is convenient to the city, the Guest Barn is for you!

The Family Float at Autumn Ridge (311 Hawkins Rd)

This brand new 2-bedroom, 1-bathroom condo comes equipped with a full kitchen, TV in the living area, an outdoor patio, and in-unit washer/dryer. This layout is ideal for working professionals looking to each have their own space or two couples looking to enjoy the pool in the summer. Go for a walk around community and feel welcome in our comfortable, professional environment. We look forward to serving you!

4-Bed Clarksville Home|Near Downtown |Pool & Grill

Escape into the rolling hills of Clarksville in this spacious 4-bedroom, 3-bathroom retreat where every detail is designed for rest, connection, and memory-making. Whether you're gathering with family, celebrating with friends, or simply craving a change of scenery, this home offers the perfect blend of comfort and character — complete with a private pool, cozy fireplaces, and room for everyone to unwind.

Modern Townhome | Pool | Near Fort Campbell

Relax in this stylish and spacious townhome, perfectly located near the best shopping, restaurants, and Fort Campbell. Enjoy a fully equipped kitchen, comfortable bedrooms, fast Wi-Fi, free parking, and access to the community pool everything you need for a relaxing stay in Clarksville. No lifeguard community pool Must sign pool waiver. Please inquire about operation status before booking!

Spacious~Fun~85in TV~FT Camp~Pool~Arcade

Be our guest! Bring the whole family to “The Clarksville” with lots of room to maneuver, cook that family meal, get cozy & for fun. -Wi-Fi -Large TVs -Game Room -Pool -Basketball Goal -Bicycles -Board Games -Kids activities -Patio -Spacious Kitchen & Living area -On site laundry facility -Free parking -Jacuzzi Tub -Reclining seating w/USB & cup holders -Brochures

Rally Point Inn: pool, gym, hot tub, arcade

Bring the whole crew—this artsy 5-bedroom home sleeps 14 and was made for memory-making. Dive into the pool, soak in the hot tub, battle it out in the game room, or unwind in the spa-style master suite. Near Fort Campbell, cave-filled parks, and wedding venues, it’s your launchpad for family fun, celebration, and adventure.