Holiday rentals with a pool in Madison

4.9 out of 5 average rating, 121 reviews

A stylish living area features exposed brick walls and wooden beams. A cozy seating arrangement includes a leather sofa and metal-framed chairs, centered around a circular, patterned rug. A modern chandelier and a mounted television complement the warm ambiance of the space.

Condo in Watkins Park

BRAND NEW! 1 mile to Broadway, 2 bdrs, pool, BAR!

This BRAND NEW condo is designed with YOU (our guest) in mind! Conveniently located just over 1 mile from downtown Nashville, this uniquely vibrant condo is one to experience; creative, cozy, historic, fabulous, & funky! Totem poles, local art, outdoor pool, grills, a speakeasy bar in the basement, and free gated parking 6 mins - Downtown Nash (Titans/Preds/Broadway/Ryman) 5 mins - Vandy/Belmont 3 mins - Publix Grocery Store 2 mins - food 1 min - Starbucks!!! Across the Street - Centennial Park

4.97 out of 5 average rating, 356 reviews

A brick mailbox stands at the edge of a well-kept yard, featuring the number '92' prominently displayed in silver. An anchor is affixed below the numbers, adding a nautical touch. The surrounding area is green and grassy, with a road visible in the background.

Home in Mt. Juliet

Quiet Home w/ Pool, Hot Tub, Fire Pit, Near Lake

Enjoy the best of city and country living in our SEPARATE Guest House . Swim in our saltwater pool and warm up in the hot tub. Walk 3 minutes to Percy Priest Lake to fish and enjoy water sports . Kids love Nashville Shores Water Park on the lake which featlures sand beaches, slides, a zip line, miniature golf and more. Providence Marketplace is only 2 miles away with amazing shopping and dining opportunities. Mt. Juliet is a safe, new boutique community with over 300 eating establishments.

4.98 out of 5 average rating, 265 reviews

An open living area features a spacious sectional sofa adorned with decorative pillows. A wooden coffee table is centered on a herringbone floor, while a dining table is positioned nearby. The kitchen, equipped with modern appliances, is visible in the background, enhancing the inviting layout.

Home in Mt. Juliet

Carriage House On Lake sleeps8

Kick back, relax, and enjoy your lake vacation or get some quiet time if here on work, in our custom Carriage House on our very private property Built completely separate from the main house next door. The 3 acre property is situated in a private deep water cove on Old Hickory Lake and has a large Saltwater Pool 50'x20' with shallow end 1' for 1st 10' , gazebo, Hot tub & gym access! Fully equipped kitchen, 100% cotton sheets + mattress/pillow protectors. **Open to Elopements 👰‍♀️🤵💍***

Two light-colored armchairs are positioned near large floor-to-ceiling windows, offering views of the city skyline. A round woven table sits between the chairs, accompanied by a decorative lamp and a small plant. Natural light fills the space, enhancing its modern design.

4.98 out of 5 average rating, 311 reviews

Broadway Bliss · Penthouse · Skyline Views · Pool

Some penthouses overlook a city. This one makes you feel like you own it. The skyline fills every window, shifting from morning gold to evening copper to the glittering black of Nashville at night. Mornings at the rooftop saltwater pool. The Ryman, Broadway, Bridgestone Arena, and the Convention Center all within walking distance. The rest of the world, temporarily irrelevant. Exclusively designed by a local Nashville artist for those who refuse to settle. Come once. Come back always.

Apartment in Downtown Nashville

The room features two spacious beds with green upholstered headboards. An artful wallpaper adorns the walls, complemented by stylish light fixtures. A modern television is mounted on the wall, and a decorative chessboard table adds charm to the space, creating a vibrant atmosphere.

4.99 out of 5 average rating, 154 reviews

TOP 1% Downtown Luxe Suite—Pool/Gym/SkyDeck/KingBd

DISCOUNTS FOR MOMS - because you deserve to be spoiled 💕 Imagine starting the day with coffee or tea in the sky lounge overlooking the Downtown skyline… After exploring Broadway, unwind in a plush king bed for the perfect night’s rest… Whether it’s a girls’ trip, romantic getaway, or workcation, this space offers comfort, style, and convenience in the heart of Nashville. Book now and let me help make your trip extra special! 🏆 Hosted by Burnham Nashville’s 2025 Host of the Year

4.96 out of 5 average rating, 192 reviews

An open concept living area features high ceilings and large windows providing natural light. A grey sofa is complemented by wooden armchairs and decorative pillows. A rug with a geometric pattern anchors the space, while a view of the spacious patio is framed by sliding glass doors.

Condo in Edgehill

Bright & Airy Loft Huge Patio, Gym, Pool, Parking

One-of-a-kind industrial-chic loft in Nashville’s prime spot. Soaring ceilings and an open layout create airy vibes, accented by bold textured crocodile wallpaper, lush green plants, and eclectic details that inspire. Relax on the spacious patio—your urban oasis steps from dining, music, and attractions. Blending luxury, personality, and cozy comfort, it’s the perfect creative escape for couples or solo travelers seeking something truly unique. The saltwater pool is open and heated!

4.86 out of 5 average rating, 236 reviews

A hot tub is positioned beneath soft lighting, creating a relaxing ambience. Surrounding plants and a decorative rug add warmth to the space. A vibrant wall tapestry showcases floral patterns, enhancing the inviting atmosphere of this enclosed area.

Apartment in Inglewood

Music City Hideout With Hot Tub and Giant Gazebo

Come Hideout in our cute little apartment with one large bedroom, one smaller bedroom (perfect for a second couple or kiddos), a kitchen and a HUGE backyard! This apartment is situated within walking distance to some great East Nashville bars, restaurants, coffee and brunch spots. Just five miles from downtown Nashville, this space makes a great home base for all of your Nashville adventures. Hot Tub is open year round! We also have a 19year old daughter available for babysitting!

4.9 out of 5 average rating, 335 reviews

Saltwater Pool & Brand New Hot Tub+Games

Nashville’s Best Backyard!🌟 📺 As Seen on CBS’ Emmy-Winning "STAYCATION" 🏡 Highly Desired Neighborhood – 10 Min to Broadway & Opry ✅ No Bunks – 12 Separate Beds! (Including sofas) 💦 Saltwater Pool & 7 person Hot Tub 🎮 Game Room: Ms. Pac-Man, Foosball, Ping Pong & SkeeBall! 🔥 Firepit + Outdoor Grill & Mini Fridge 🚗 Plentiful Parking & FAST Wi-Fi 🍳 Fully Stocked Kitchen ☕ Free Coffee & Free Oatmeal 🛁 5 Bath 📜 Permitted & Legal | Permit ID: 2OI7OO8453 JeTy Vacations

4.98 out of 5 average rating, 351 reviews

A tranquil outdoor area features a swimming pool lined with lounge chairs and umbrellas. Nearby, a hot tub is set against a backdrop of greenery, creating a serene space for relaxation. The property includes two separate buildings with inviting architectural details.

Guest suite in Nashville

Oasis in the East a Block From Five Points

DAVIDSON COUNTYSTRP#2018075308 Cozy up in the stone-lined hot tub or take an afternoon swim in the pool. Beautiful historic East Nashville neighborhood, 50+ eateries & bars within blocks. Walkable to Broadway, Nissan stadium, Bridgestone Arena, the riverfront and the Ryman. Come recreate Jessie and Deacon’s kiss from “Nashville”, Season 6, on the front porch where it was actually filmed. Feel free to reach out for any assistance, we hope you enjoy your stay !

Apartment in Downtown Nashville

4.96 out of 5 average rating, 123 reviews

Downtown condo w/ balcony & pool

Welcome to your downtown Nashville stay - a comfortable condo just steps from the city’s top attractions, with relaxing poolside views and a private balcony to unwind after a day out. - Sleeps 4 | 1 bedroom | 2 beds | 1 bath - Outdoor pool, shared gym & co-working space - Private balcony w/ city skyline views - Full kitchen, in-unit washer & dryer - Smart TV, Wifi & dedicated workspace - Paid parking on premises available

An inviting backyard space features a heated pool and hot tub, surrounded by sun loungers and a stone fire pit. A gas grill is positioned nearby, with a wooden fence providing privacy. The skyline is visible in the distance against a colorful sunset sky.

4.98 out of 5 average rating, 224 reviews

Skyline Stunner | Pool, Hot Tub, Rooftop, Close2DT

Meet your new Nashville vibe. Dip in the year-round heated pool, soak in the hot tub, lounge by the fire pit, and catch skyline views from the rooftop that totally deliver. Just minutes from Broadway, this multi-level pad is your own private city oasis—made for good energy, great photos, and even better memories! Book your stay and discover why we’re one of Nashville’s top-rated Airbnbs—trust us, the hype is real! 🤠

Apartment in Downtown Nashville

The living room showcases a light-colored sofa adorned with decorative throw pillows, set against a blue accent wall. Large windows with flowy orange drapes allow ample natural light. A bold checkered rug anchors two stylish armchairs, creating an inviting atmosphere for relaxation.

4.96 out of 5 average rating, 256 reviews

Walk To Broadway From The Downtown Disco Apt!

A 10 minute walk to Broadway, Bridgestone Arena & Music City Center, this spacious apartment is host to luxury amenities, curated retro designs & killer sunset views. Both bedrooms boast king sized beds & walk-in closets with a queen sleeper sofa in the living room for extra guests! Guests have full access to the heated pool, game room & gym! Pool Towels & Cooler provided! Paid Parking available ONSITE!

Popular amenities for Madison rentals with a pool

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

4.95 out of 5 average rating, 193 reviews

The living area features a comfortable gray sofa, two accent chairs, and a smart TV mounted on the wall, all set against a modern, dark-painted backdrop. The bedroom showcases a king bed with neutral bedding and a decorative accent pillow. The kitchen includes sleek cabinetry and an island with seating.

Home in Edgehill

New Downtown Mid-Rise Condo with Heated Pool

Superhost

A cozy living area is equipped with a fireplace and a flat-screen television on a light-colored cabinet. Open shelving displays decorative items, with a painting of a city skyline above the mantel. Comfortable seating arrangements invite relaxation.

Home in Hendersonville

4.83 out of 5 average rating, 114 reviews

Family Lake house W/Pool minutes from downtown

4.97 out of 5 average rating, 176 reviews

The Oasis *Walk to Downtown Nashville* Pool/Spa!

Superhost

A rooftop hot tub with glowing blue water is centrally positioned, surrounded by wooden decking. Comfortable seating options, including wicker chairs, are visible nearby. Soft lighting enhances the space, while the night sky is illuminated by distant city lights.

4.84 out of 5 average rating, 244 reviews

Huge Lux Home Rooftop Views + Hot Tub, Pool+Sauna!

The outdoor area features a clear blue pool surrounded by a textured patio. Comfortable seating arrangements include a lounge chair and a seating area with cushions, all framed by greenery and a white railing, providing a serene setting for relaxation.

4.96 out of 5 average rating, 112 reviews

Goodwin Oasis

4.98 out of 5 average rating, 109 reviews

An outdoor fire pit area is framed by a wooden structure with string lights overhead, casting a warm glow. Two swings hang from the structure, while the surrounding green space adds to the inviting atmosphere. The home is visible in the background.

Home in Joelton

Solitude of Music City- Heated Pool-HotTub-FirePit

A two-story brick home is showcased against a clear blue sky. The exterior features evenly spaced windows with dark shutters and a welcoming front staircase leading to the entrance. Lush green grass surrounds the house, enhancing its inviting curb appeal.

4.97 out of 5 average rating, 176 reviews

Home Away from Home (w/Theater Room, Pool & Spa)

4.95 out of 5 average rating, 583 reviews

The charming exterior of a historic two-story home is presented, featuring white siding and a welcoming front porch. Lush greenery surrounds the property, and a landscaped yard offers defined hedges and manicured bushes. Large windows allow natural light to fill the interior, enhancing the inviting entry.

Home in East End

Historic Gem: 4 BR with POOL, walk to all hotspots

Condo rentals with a pool

A round wooden dining table is surrounded by white chairs, creating a welcoming eating area. A floor lamp stands beside the table, and a gallery wall features framed black-and-white photographs. A decorative plant adds a touch of greenery to the space.

4.95 out of 5 average rating, 352 reviews

Sunny Riverfront Condo Downtown near Broadway

A spacious living area features a large window overlooking the river. Comfortable seating includes a dark couch and armchair, paired with a glass coffee table. A television is positioned in front of the seating area, and a small dining space with bar stools is visible.

4.83 out of 5 average rating, 510 reviews

Downtown Riverfront View with Pool!

4.87 out of 5 average rating, 113 reviews

A stylish living area showcases a blend of modern and rustic design. A deep brown sofa curves comfortably around a round coffee table, with a light rug beneath. Large windows are adorned with rich green curtains, and a TV is mounted on a textured black feature wall.

Condo in Nashville

The Western Wing Music Row Condo with Pool Access

4.96 out of 5 average rating, 173 reviews

A modern living area features a light grey sofa and blue velvet armchair, arranged around a glass coffee table. A flat-screen TV is mounted on a white wall, and large windows overlook a green outdoor space. Soft lighting from a table lamp adds to the ambiance.

Condo in Edgehill

1 BR Gulch Retreat Pool, Parking, Private Patio

4.96 out of 5 average rating, 306 reviews

Condo in Nashville

Steps to Broadway, Free Parkin, Pool, Pets Welcome

4.9 out of 5 average rating, 223 reviews

The modern living area includes a dark sofa with orange and gray pillows, a flat-screen TV mounted on a white wall, and a round table for dining. A sliding black barn door leads to a bedroom with two twin bunk beds, while natural light filters through large windows with soft curtains.

Condo in Edgehill

GULCH Condo with Pool, Gym, Private Patio & Garage

A spacious living area features sleek wooden furnishings and comfortable seating. A dining table accommodates six. The kitchen, equipped with stainless steel appliances, is positioned in the background. A large television is mounted near a cozy coffee table, with light flooding the room through large windows.

4.9 out of 5 average rating, 192 reviews

Luxury Downtown 2 bed 2 bath corner unit- #304

4.96 out of 5 average rating, 414 reviews

A cozy sleeping area features a spacious bed adorned with soft gray and neutral bedding. Flanking the bed are two bedside lamps, providing warm lighting. An image of classic Hollywood decorates the wall above. A kitchenette is visible in the background, and a bathroom door is partially shown.

Condo in Melrose

Minutes From Downtown - Newly Remodeled Studio

Other holiday rentals with a pool

4.93 out of 5 average rating, 55 reviews

A modern living area features a comfortable sofa with plush pillows, a wooden coffee table, and a stylish armchair. A mirror and decorative artwork adorn the wall, while a dining area with high stools and a fully equipped kitchen is visible in the background.

Apartment in Nashville

Luxury DT Nashville | Gym + View + Rooftop Pool!

4.95 out of 5 average rating, 62 reviews

The classic colonial house features a symmetrical façade with tall white columns and a central entrance. Black shutters frame the windows, and a well-maintained lawn surrounds the property, providing a welcoming atmosphere. A pendant light hangs above the front door, enhancing the entryway.

Home in Madison

Hilltop Colonial with views, hot tub & pool

4.94 out of 5 average rating, 63 reviews

A vibrant dining area features a circular bar with three colorful stools, set against a backdrop of bright blue and retro-patterned walls. A potted plant adds a touch of greenery, while an archway leads to the well-equipped kitchen visible in the background.

Home in Madison

The Atomic Inn * Country Escape w/ Pool

4.99 out of 5 average rating, 71 reviews

Apartment in Germantown

Near Broadway | Gated Parking, 1 Gbps WIFI, & Gym

Superhost

An indoor heated pool is prominently displayed with crystal-clear blue water, surrounded by a gleaming tile edge. A large flat-screen TV is mounted on the wall, while green textured panels create a vibrant backdrop. Exercise equipment is visible in the corner.

4.91 out of 5 average rating, 66 reviews

Private Heated Indoor Pool & Roofdeck Fire pit!

4.96 out of 5 average rating, 24 reviews

Cabin in Hendersonville

The Caramel Cabin – Getaway with Pool & Hot Tub!

A cozy living area showcases a floral-patterned sofa and two neutral chairs, arranged around a circular table. A side table holds a decorative plant, while artwork adorns the walls. Natural light enters through a glass door, enhancing the welcoming feel of the space.

4.98 out of 5 average rating, 91 reviews

Homey country studio

A charming bungalow welcomes guests with a front porch, featuring two seating chairs and decorative wooden shutters flanking the entrance. Lush greenery and low-maintenance landscaping surround the pathway leading to the door, providing an inviting entrance to the home.