Holiday 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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Guest favourite
A cozy sleeping area features a four-poster bed dressed in soft blankets and decorative pillows. A unique light fixture hangs above, while natural light filters through a window adorned with patterned curtains. The exposed brick wall and modern art add character to the space.
Apartment in Watkins Park
4.89 out of 5 average rating, 528 reviews

BRAND NEW! Vibrant & Exquisite -1 Mile to Downtown

Everything in this BRAND NEW condo was designed with YOU (our guest) in mind! Conveniently and safely located just over 1 mile from downtown Nashville, this uniquely vibrant condo is an experience unto itself; creative, cozy, hip, historic, fabulous, and funky! Swing seats, coffee bar, outdoor pool, gated entry. 6 mins - Downtown Nash (Titans/Preds/Broadway/Ryman) 5 mins - Vandy/Belmont 3 mins - Publix Grocery Store 2 mins - Great food 1 min - Starbucks!!! Across the Street - Centennial Park

Top guest favourite
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.
Apartment in Downtown Nashville
4.97 out of 5 average rating, 174 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

Top guest favourite
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.
Apartment in Downtown Nashville
4.98 out of 5 average rating, 265 reviews

Broadway Bliss-Penthouse-Walkable-Pool-Lux Lounges

★"I have stayed at numerous Airbnbs and Abby was the most responsive and friendliest host I’ve ever had!" ~Penthouse w/breathtaking city views ~Prime location in the heart of Downtown Nashville ~Perfect for special occasions or small groups (sleeps 4) ~Secure, reserved parking* ($25 nightly) ~Rooftop pool ~Lux workspaces+lounges ~Modern fitness center, yoga, & cycling studio ~Fully equipped/stocked kitchen 1 min→Music City Convention Center 5 mins→Broadway+Ryman 10 min→Nashville Airport/BNA ✈

Top guest favourite
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
4.95 out of 5 average rating, 115 reviews

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.

Guest favourite
A spacious living area features a large, dark sectional sofa adorned with bright cushions. Artwork is displayed on the walls, and a mirrored accent piece adds depth. A coffee table sits in the center, while sliding glass doors open to a balcony overlooking serene views.
Apartment in Downtown Nashville
4.95 out of 5 average rating, 777 reviews

Relax on the River, Close to the Action, Downtown

Walk EVERYWHERE!!! Hip 1st Avenue with peaceful views of the Cumberland River in the heart of the city. Close to Broadway, Downtown, Nissan Stadium, Sounds Stadium, Historic Germantown, the Farmers Market and so much more! You’ll love my place because of the location, the coziness, and the views. My place is good for couples, solo adventurers, and business travelers. Check out my other condo below: Copy, paste & search the following title ⤵ The Rad Pad on 2nd Ave ✦ Downtown Nashville ✦ NEW!

Guest favourite
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, 255 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.

Top guest favourite
A vibrant living area features bold pink walls, large windows with city views, and a mix of eclectic furniture. A plush navy sofa and a bright red loveseat surround a circular glass coffee table. Colorful decor and artwork add a playful touch to the space.
Apartment in Edgehill
5 out of 5 average rating, 152 reviews

The Swiftie Shangri-La - Walk to Gulch & Music Row

Welcome to The Swiftie Shangri-La, a Taylor Swift-inspired oasis in the heart of Nashville! Chic loft featuring decor paying homage to Taylor Swift, a breathtaking outdoor terrace with city views, and pool. Situated in a prime location, a stroll away from The Gulch's best attractions. Comfortable accommodations for up to 6 guests, this is the ultimate destination for your unforgettable Nashville adventure. Book now and experience the enchantment of The Swiftie Shangri-La! Permit # 4336212

Top guest favourite
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
4.99 out of 5 average rating, 223 reviews

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 👰‍♀️🤵💍***

Top guest favourite
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 !

Guest favourite
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.
Flat in Downtown Nashville
4.96 out of 5 average rating, 253 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!

Superhost
A dining area is presented with a wooden table surrounded by chairs. A vibrant green wall features the word 'Nashville' in illuminated lettering. Natural light enters through sliding glass doors, enhancing the inviting atmosphere of the space.
Apartment in Downtown Nashville
4.87 out of 5 average rating, 196 reviews

2 Br / 2 Ba-Downtown | Pool | Walkable to Broadway

Great location! 2 Blocks from local Restaurants, Breweries, and shops. 1 mile from Broadway and the Nissan Stadium. High speed Internet, Smart TVs, Pool, Fitness Room, covered parking, shared laundry facilities onsite. 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

Top guest favourite
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.
Guest house 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?

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Avg. price$143 SGD$144 SGD$213 SGD$215 SGD$219 SGD$250 SGD$245 SGD$198 SGD$167 SGD$163 SGD$167 SGD$174 SGD
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Quick stats about holiday rentals with a pool in Madison

  • Total holiday rentals

    Explore 500 holiday rentals in Madison

  • Nightly prices starting at

    Madison holiday rentals start at $65 SGD per night before taxes and fees

  • Verified guest reviews

    Over 2,820 verified reviews to help you choose

  • Family-friendly holiday rentals

    260 properties offer extra space & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 10 rentals that welcome pets

  • Rentals with dedicated workspaces

    280 properties have a dedicated workspace

  • Wifi availability

    500 of Madison holiday rentals include wifi 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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