Holiday rentals with a pool in Madison

A brightly lit living space features large windows offering city views. Unique net-style light fixtures hang above a custom-built oversized sofa and a dining table. Artworks are displayed on the walls, and a cozy area rug adds warmth to the wooden floor.

4.97 out of 5 average rating, 175 reviews

Artisan Retreat | Rooftop Pool + Views | Walkable

★ "Tastefully decorated, comfortable, clean, and offers balance and harmony." ➪ Breathtaking city views ➪ Resort-style rooftop saltwater pool* w/ fire pit + BBQ + dining ➪ Sky lounge w/ poker + pool table ➪ Walk Score 90 (Walk to cafes, dining, shopping) ➪ Custom-built oversized sofa bed ➪ Gym w/ yoga + cycling studio ➪ Secured parking → 1 car ($25 nightly) ➪ 520 Mbps wifi ➪ Private conference room available to reserve upon request 1 min → Music City Convention Center 5 mins → Broadway+Ryman

4.95 out of 5 average rating, 117 reviews

A spacious living area features a dark sectional sofa alongside two vibrant blue chairs. Natural light floods in through massive glass doors, connecting the space to an outdoor patio. A sleek gas fireplace and artistic wall decor add to the modern ambiance.

Home in West Nashville

Unique Modern Ranch w/ Pool, Hot Tub, Fireplace

Expansive & Stunning one-of-a-kind home in the heart of Nashville's Nations neighborhood. You won't find another house like this one! Only 10 minutes to downtown Nashville's Broadway area. Private Pool + Hot Tub. Fenced-in yard, outdoor patio furniture, floor to ceiling windows, massive outdoor & patio spaces, grill, fireplace, chef's kitchen & sleek finishes throughout. This modern ranch retreat has it all! Walk to restaurants, breweries, shopping, and coffee. The pool can be heated for a fee.

4.96 out of 5 average rating, 299 reviews

A spacious living area features a large green sectional sofa surrounding a modern coffee table, with a piece of artwork depicting a horse rider on the exposed brick wall. Large glass garage doors provide ample natural light and a view of the outdoor space, complemented by a stylish armchair.

Condo in Watkins Park

One-Of-A-Kind! Roll Up Garage Door, Pool,Speakeasy

STUNNING & Industrial 6 BEDS luxury condo with a huge glass garage door. This condo has been featured in numerous photo shoots! Located in a gated community called The 1865 – a converted 150-year-old tobacco barn. Enjoy FREE parking & a POOL with outdoor furniture, a grill and a bar area. Speakeasy Bar in the building as well! Use our fitness Gym & watch the stars on the observation deck. Washer/Dryer. Only 2 miles to Downtown Broadway bars & 1 mile from Vanderbilt. Walk 2 blocks to Starbucks!

4.86 out of 5 average rating, 255 reviews

A private pool area is surrounded by lush greenery and features a shimmering blue pool. Sun loungers sit along the edge, while a shaded seating area with an umbrella provides a space to relax. A hammock is visible in the background, inviting comfort.

Barn in Hendersonville

Hendersonville Homestead

After spending several years living in the heart of Nashville, we bought this nearly 3 acre property as newlyweds and have dreams of turning it into a mini-farm some day. We love having the space and quiet and want to share it with you! This AirBNB is a small, one-bedroom apartment attached to our workshop behind our main house. Our guests can enjoy the quiet space including a full kitchen, dining area, living room, and patio area. The pool is open from May-October with a few rules/hours.

4.99 out of 5 average rating, 226 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 👰‍♀️🤵💍***

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.

5 out of 5 average rating, 116 reviews

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

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

4.96 out of 5 average rating, 164 reviews

A cozy bedroom features a spacious bed adorned with a dark blue and white patterned blanket. Bright yellow pillows provide a pop of color against a backdrop of leafy wallpaper. Large windows are framed by dark green curtains, allowing natural light to illuminate the space.

Condo in Edgehill

Gulch Condo with Spacious Patio

Step into a one-of-a-kind urban retreat with this stylish loft, complete with a spacious patio and an unbeatable location just steps from everything you need. This industrial-chic space boasts soaring ceilings and a fully open layout, blending bold design with cozy comfort. Think textured crocodile wallpaper, vibrant green plants, and eclectic touches that spark creativity—perfect for an unforgettable escape. Luxury meets personality here, offering you a stay that’s as unique as you are.

4.98 out of 5 average rating, 209 reviews

The townhouse's exterior showcases a welcoming entrance with a vibrant red door flanked by two stylish chairs. Lush greenery and well-maintained shrubs frame the entryway, contributing to an inviting curb appeal. Natural light brightens the facade, enhancing its architectural features.

Home in Nashboro Village

Quiet/Luxury Townhouse on Golf Course!

1,216 square feet. Spacious, quiet, safe Townhouse located on The Nashboro Golf Course. Stunning view of hole #2 along with pool and access to course. Guests will have the entire house to themselves. Close proximity to: Nashville Airport, Opryland Hotel / Opry Mills Mall, Grand Ole Opry, and 20 mins to Downtown.. This location can accommodate business travelers as well as couples or individuals looking for a home away from home while in Nashville! 1 mile from Kroger and restaurants.

Guest suite in Edgefield Historic District

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.

4.98 out of 5 average rating, 338 reviews

Oasis in the East Just a Block From Five Points Area

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

A modern living space features a geometric accent wall with a large flat-screen TV. A comfortable chair and a round coffee table are positioned on a soft area rug. Large windows provide expansive views of the city, filled with natural light.

4.96 out of 5 average rating, 257 reviews

Private Downtown Penthouse with Rooftop Pool!

Unwind in this beautiful downtown Nashville penthouse suite! This complex is located walking distance from Broadway, the Bridgestone arena, and convention center. The complex offers amenities including a saltwater pool on an open rooftop deck, a lounge with panoramic views of the city, and a fully equipped gym! The unit is isolated on the top floor, so you can enjoy privacy to spend time with family and friends, or use our in unit workspace!

A modern living area is highlighted by a comfortable sofa paired with light gray armchairs, creating a relaxed seating arrangement. A round coffee table rests on a textured rug. Wall art featuring musical instruments is prominently displayed, complementing the stylish kitchen with bar seating.

4.87 out of 5 average rating, 172 reviews

Modern Loft | Walk to DT | Pool & Gym | Sleeps 4

Experience true Nashville living in this luxury riverfront condo, just minutes from Broadway, Honky Tonks, and live music hotspots. Sleeps 4 comfortably—ideal for couples or small groups. Enjoy top Nashville amenities: a refreshing pool, free parking, and a fully equipped kitchen. Unwind with city views, cozy nights by the outdoor fireplace, and complimentary coffee before exploring Nashville’s famous bars, shops, and restaurants.

4.98 out of 5 average rating, 208 reviews

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.

Home in Nashville

Skyline Stunner | Mins to Downtown, Pool & Hot Tub

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! 🤠

Popular amenities for Madison rentals with a pool

Kitchen

Wi-Fi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

4.95 out of 5 average rating, 172 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

4.82 out of 5 average rating, 107 reviews

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

Family Lake house W/Pool minutes from downtown

Home in Downtown Nashville

A cozy living area features a sectional sofa adorned with decorative pillows and a soft blanket. A round coffee table sits in front, displaying a tray and decorative items. Light filters in through a balcony door, framed with stylish blinds.

4.8 out of 5 average rating, 105 reviews

Luxury Studio in Downtown Nashville, TN

4.91 out of 5 average rating, 320 reviews

A spacious backyard features a private pool surrounded by manicured grass and a stone fire pit with blue adirondack chairs. A gazebo provides shaded seating, while modern lighting fixtures enhance the ambiance. Lush green trees line the area, contributing to a serene environment.

Home in East Nashville

Private Pool! Hot Tub! Fire Pit! 10 Beds

4.88 out of 5 average rating, 129 reviews

A serene outdoor space features a clear swimming pool and an inviting hot tub adjacent to it. Surrounding the area are white walls and potted plants, while comfortable seating is positioned nearby for relaxation. Large windows reflect natural light, adding to the tranquil environment.

Home in Music Row

Esperanza Resort walk 2 downtown

4.89 out of 5 average rating, 110 reviews

A private heated pool is set within a landscaped yard, surrounded by lounge chairs and vibrant cushions. The sleek exterior of the home is illuminated by exterior lighting, with large windows revealing the bright interior spaces.

Home in East Nashville

Swanky Lux Home!•Private Pool! •11 Beds

4.79 out of 5 average rating, 223 reviews

A refreshing in-ground pool is set within a spacious backyard area, accompanied by several blue lounge chairs for relaxation. A brick chimney and rear porch are visible on the house, framed by a manicured lawn and a wooden privacy fence.

Home in Nashville

Nashville Home w/ Pool Near Downtown & Airport

Home in Whites Creek Historic District

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, 167 reviews

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

Condo rentals with a pool

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, 478 reviews

Downtown Riverfront View with Pool!

A cozy seating area features two purple armchairs and a modern sofa. The wall displays vibrant art inspired by Tootsies Orchid Lounge. Large windows provide ample natural light and showcase city views, while decorative pillows add a touch of comfort.

4.98 out of 5 average rating, 124 reviews

Walk to Broadway-Rooftop Pool-Views-Secure Parking

4.76 out of 5 average rating, 334 reviews

Condo in Melrose

The Bluebird Studio in Music City! Writing Retreat

The rooftop pool area is featured, surrounded by sun loungers and umbrellas. The backdrop showcases a modern building with multiple balconies, and the sky transitions to dusk, illuminating the scene with a soft glow.

4.85 out of 5 average rating, 158 reviews

Stay Downtown | Walk to Broadway | Rooftop Pool

A spacious living area features a large blue sectional sofa complemented by decorative pillows. A circular dining table sits beside a window draped in patterned curtains. Artwork adorns the walls, while a lamp provides soft illumination.

4.94 out of 5 average rating, 462 reviews

River & Blues-Downtown, Parking, Pool, River Front

A resort-style outdoor pool is surrounded by modern buildings, with lounge chairs arranged neatly around its perimeter. A wooden structure with decorative elements is positioned near the pool, accompanied by pathways that invite relaxation and leisure activities.

4.9 out of 5 average rating, 190 reviews

Downtown/Walk to Broadway/King Bd/Gym/Free Parking

4.97 out of 5 average rating, 401 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

A bright living area features light hardwood flooring and large windows with sheer curtains. A comfortable sofa and armchair are positioned around a low coffee table. A TV is mounted above a decorative fireplace, and a small table is set near the balcony door.

4.83 out of 5 average rating, 383 reviews

Cozy Riverfront Condo - Perfect Location

Other holiday rentals with a pool

4.89 out of 5 average rating, 93 reviews

A spacious single-story home is set against a backdrop of trees displaying autumn foliage. The front yard features well-maintained landscaping with a variety of shrubs and grass, while large windows allow ample natural light into the interior.

Guesthouse in Gallatin

Lakeshore Living- guest studio

5 out of 5 average rating, 10 reviews

Apartment in Nashville

*NEW* Lux Loft | 1000+ sqft | Minutes to Broadway

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

4.86 out of 5 average rating, 7 reviews

An expansive outdoor area features a sparkling saltwater pool surrounded by lounge chairs in vibrant colors. The house’s brick facade and covered patio are visible, along with outdoor cooking facilities. Lush greenery from tall trees provides a private ambiance.

Home in Mt. Juliet

!NEW! Pool, Pizza Oven, Movie Theater

Apartment in North Nashville

A modern bedroom showcases a spacious bed with a vibrant red frame and decorative pillows. Two bedside lamps emit a warm glow, while a large piece of cityscape artwork hangs above. Natural light filters through two windows adorned with light gray curtains, complementing the neutral tones of the decor.

4.88 out of 5 average rating, 52 reviews

Gym, Pool | Minutes to Broadway, Vanderbilt

Apartment in Downtown Nashville

A cozy living room features a large leather sofa, accent chairs, and a stylish entertainment unit with a flat-screen TV displaying a digital fireplace. A chalkboard wall showcases Nashville-related artwork, while floor-to-ceiling windows offer access to a private balcony with city skyline views.

5 out of 5 average rating, 47 reviews

3 Blocks to Broadway, FREE Parking, Pool & King Bd

5 out of 5 average rating, 50 reviews

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.

Home in East Nashville

Elegant Interior + Private Pool + Foodie Paradise