Vacation rentals with a pool in Madison

Find and book unique homes with a pool on Airbnb

Top-rated rentals with a pool in Madison

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

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Top guest favorite
A spacious bedroom features a large bed with white linens, complemented by elegant wood furniture. A decorative brick wall adds texture, while two windows allow natural light to illuminate the room. Recessed lighting and a ceiling fan provide a comfortable ambiance.
Guest suite in Franklin
4.99 out of 5 average rating, 415 reviews

The Music Inn - Entire Private Guest Suite

The Music Inn is a former recording studio and now features our new Pool, Putting Green, Bocce Court and Year Round Hot Tub. We live upstairs and love hosting our guests, who are welcome to share our new backyard! Relax in a completely private walkout basement guest suite. Includes: theater room, Gigafast wifi, Kichenette with Keurig coffee & nice variety of snacks. We are 3 mi from grocery store, 7 mi from a mall, 5 mi from downtown Franklin & 20 mi to Nashville. We can't wait to host you!

Guest favorite
A modern living space features a dark leather sectional sofa and a glass coffee table situated on a patterned rug. Recessed lighting and pendant lamps provide illumination, while large windows offer a view of the city at night, enhancing the sleek ambiance.
Apartment in Downtown Nashville
4.87 out of 5 average rating, 327 reviews

Stunning Downtown Nashville City View Apartment

Beautiful Apt in the Heart of Downtown Nashville. Bridge Stone Arena & Broadway only 2 blocks away! Embrace the excitement that Nashville has to offer...Music city, Restaurants, shopping, museums, nightlife & more all in walking distance. Enjoy luxurious amenities, a resort-style pool and courtyard with gas grills & fire pits. Amazing areas to relax with friends and enjoy a drink. The building is well-equipped with professional work space areas & a modern 2 story gym. STR PERMIT #201807236

Guest favorite
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
4.86 out of 5 average rating, 258 reviews

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.

Superhost
Apartment in Antioch
4.92 out of 5 average rating, 142 reviews

BOHO Studio. Private/Cozy 10 m airport/15 downtown

Convenient to ALL of Nashville's Attractions: Basement studio with self check-in, plus hot tub, outdoor swimming pool, fire pit patio and yard perfect for family retreat or friend's getaway. This apartment features: -Independant entrance. - Independent patio. -Studio type, 1 queen bed, 1 Day-bed, 1 full bathroom, and kitchenette, -Smart TV with Netflix, Amazon Prime, and Roku. **Swimming pool is seasonal. (memorial day-Labor day) -Hot tub available for this listing all year long.

Top guest favorite
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 Edgefield Historic District
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 !

Superhost
A modern living area features a spacious green sofa and a comfortable blue accent chair. A mid-century styled coffee table is positioned in front of the sofa. Natural light enters through large windows with blinds, illuminating a flat-screen TV displaying the Netflix logo.
Apartment in Downtown Nashville
4.84 out of 5 average rating, 364 reviews

Downtown Nashville, TN / 3 Blocks Off Broadway!

Just a block to Bridgestone Arena and Broadway bars and restaurants! Can walk to everything Nashville has to offer! Country Music Hall of Fame, The Ryman Auditorium, The Johnny Cash Museum, all of the honky tonks, Enjoy our resort-style pool with grills, fire-pits, a gazebo and yard games in our courtyard. You're also free to enjoy our gym, sky lounge with patio and a collective/quiet workspace that is located off the lobby. STR Permit#2018071745

Guest favorite
A spacious living area features an oversized sectional sofa with light blue accent pillows. A wooden coffee table is positioned at the center, holding two white cups on a teal placemat. A colorful patterned rug covers the floor, and a wooden wall with 'Nashville' decor adds character.
Condo in Downtown Nashville
4.94 out of 5 average rating, 125 reviews

The Drift | Downtown | Views | Free Parking | New!

Walk EVERYWHERE!!! Hip 1st Avenue with peaceful views of the Cumberland River in the heart of the city. Located in downtown Nashville, this condo is close to the Broadway Strip, Nissan Stadium, Sounds Stadium, Historic Germantown, Brooklyn Bowl, the Farmers Market and so much more! You’ll love my place because of the location, the coziness, and the beautiful views of the water. My place is good for couples, solo adventurers, and business travelers.

Guest favorite
A living area features a light green couch with decorative pillows and two rustic coffee tables. A dining area with a small table is positioned by large windows that allow natural light to filter in. Soft curtains frame the windows, and a fireplace is present for added comfort.
Condo in Downtown Nashville
4.82 out of 5 average rating, 374 reviews

Riverfront Downtown | Pool & Walkable to Broadway

Downtown Nashville Riverfront Condo located on the Cumberland River between Germantown and Downtown. 1 mile from Broadway and Nissan Stadium 2 blocks from several of the new Germantown restaurants, Breweries, and hot spots! Pool, Covered Parking, and fitness center on site. Restaurants 2 blocks from the condo: Retrograde Coffee Social Cantina Tailgate Brewery Third and Home Kyuramen Jonathan's Grille Von Elrod's Neighbors Desano Pizzeria

Guest favorite
Two queen beds are presented with neutral bedding and decorative pillows in shades of pink and gold. A nightstand with a lamp stands between the beds, complemented by colorful abstract art pieces on the wall above.
Apartment in Downtown Nashville
4.86 out of 5 average rating, 123 reviews

Resort-Style Living - Blocks From Broadway!

Welcome to Honky-Tonk Haven "Poolside", your cozy retreat in the heart of downtown Nashville! This charming apartment comfortably sleeps six guests and offers the convenience of no checkout cleaning list. Located in a resort-style building, it blends stylish decor with all the amenities you need for an unforgettable stay. Whether you're here for work or play, you'll be steps away from the excitement of Music City—your perfect getaway awaits!

Top guest favorite
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.
Apartment in Downtown Nashville
4.96 out of 5 average rating, 264 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!

Top guest favorite
A comfortable sleeping area features a spacious bed with crisp white linens. Above the headboard, a western-themed painting is framed, surrounded by a collection of hats in various styles. A lamp and a round mirror add functional touches to the space.
Condo in Melrose
4.98 out of 5 average rating, 357 reviews

Nashville Condo Close to Downtown

Stay at Lonestar, a stylish studio condo in Melrose/ 8th Ave South, just 2.5 miles from Downtown Nashville and minutes from 12 South. Walk to restaurants, bars, and shops, then unwind in your top-floor condo with a private balcony, DreamCloud queen bed, and smart amenities. Enjoy seasonal pool access, free parking, and dog-friendly comfort. 💲SAVE ON WEEKLY & MONTHLY STAYS (auto applied)💲 👇 Full description below👇

Top guest favorite
The entrance features a brick facade, complemented by a wooden deck and several steps leading up to the door. A small seating area with white chairs is set beside the entrance, and a welcoming sign adds a friendly touch. Surrounding greenery provides a natural ambiance.
Guesthouse in Mt. Juliet
4.96 out of 5 average rating, 314 reviews

Hidden Haven - comfy, cozy, & close to Nashville

Our guesthouse provides not only a place for rest and relaxation, but bikes for the trail, an outdoor fireplace, hammocks, a pool in season, and so much more. We are five minutes from Providence shopping/dinning, just 20 minutes from downtown Nashville and 20 minutes from the Opryland Hotel/Grand Ole Opry and two minutes from the best apple fritters in Tennessee!

Popular amenities for Madison rentals with a pool

When is the best time to visit Madison?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. priceG$23,005 GYDG$23,214 GYDG$34,298 GYDG$34,507 GYDG$35,134 GYDG$40,154 GYDG$39,317 GYDG$31,788 GYDG$26,769 GYDG$26,142 GYDG$26,769 GYDG$28,024 GYD
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Quick stats about vacation rentals with a pool in Madison

  • Total vacation rentals

    Explore 500 vacation rentals in Madison

  • Nightly prices starting at

    Madison vacation rentals start at G$10,457 GYD per night before taxes and fees

  • Verified guest reviews

    Over 2,820 verified reviews to help you choose

  • Family-friendly vacation rentals

    260 properties offer extra space & kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 10 rentals that welcome pets

  • Rentals with dedicated workspaces

    280 properties have a dedicated workspace

  • Wi-Fi availability

    500 of Madison vacation rentals include wi-fi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi, and Pool across Madison rentals

  • 4.7 Average rating

    Madison stays receive an average rating of 4.7 out of 5 from guests

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