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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Top guest favourite
A modern living area showcases a leather sofa and a wooden coffee table, with a large plant adding greenery. Large windows allow natural light to fill the space, and industrial-style light fixtures hang from the ceiling, enhancing the contemporary design.
Flat in Downtown Nashville
4.97 out of 5 average rating, 220 reviews

Amazing Industrial Suite|Near Brdwy|Guest Favorite

200+ 5🌟 Reviews! Free Parking in December 🎉 With a modern industrial design, our Hi-rise offers a spacious, stylish retreat in the heart of downtown. Enjoy fantastic amenities & experience THE Music City from our condo, steps away from all the thrills of Broadway St. Experience the 💙 and soul of NASH with your friends & family, then retreat to our Suite, relax & enjoy a peaceful sleep. - 2 Full Baths - Full kitchen - HD TV in every room - In-Unit W&D - Pool - 2 Queen + 2 Twin beds - Gym

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, 183 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
A comfortable living area features a neutral-colored sofa with decorative pillows. A wooden coffee table is placed centrally on a textured rug. Large glass doors open to a balcony, inviting natural light into the space, while a modern artwork hangs on the wall.
Flat in Downtown Nashville
4.92 out of 5 average rating, 115 reviews

New! #TheCozyCorner Courtyard Views, Modern Place

LOCATED IN THE HEART OF DOWNTOWN NASHVILLE Welcome to The Cozy Corner! Awesome NEW unit where style meets design and comfort to offer guest a 5-star experience. In the center of downtown Nash. 1 block from Bridgestone, and all the Hottest bars and restaurants. A Short walk to the Ryman, Johnny Cash Museum, etc. Literally walking distance to all the fun and excitement that Nashville is famous for. Also Enjoy our Fabulous pool, Fitness center and workspace if needed. STR Permit #2018069871

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, 259 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.

Guest favourite
A welcoming hallway features a plush red carpet leading towards a brightly lit living area. On either side, dark doors provide access to additional rooms, while artwork and light fixtures adorn the walls, creating an inviting atmosphere.
Serviced apartment in Downtown Nashville
4.95 out of 5 average rating, 234 reviews

Walk 2 Bway *KING beds*POOL&Gym (+Parking option)

DEBUTING our VIP suite! the ultimate indulgence—sumptuous beds and elevated style. Immerse yourself in the pulsating heart of SOBRO! ★ 7 mn walk to Bdway, 14 mn walk to Nissan Stadium bridge ★ 2 King beds + 2 Queen ★ Private balcony ★ Gym, with huge climbing wall ★ Secure, fun bldg ★ 3 LARGE Roku smart TVs ★ Free wifi ★ Resort outdoor POOL, year round ★ Option to reserve a garage Parking ★ Firepits & grill

Superhost
A stylish living area features a bright yellow sofa and a teal accent chair, complemented by a large area rug with geometric patterns. A modern coffee table sits in front, with decorative items arranged on top. The open kitchen, visible in the background, includes sleek cabinetry and bar seating.
Flat in Downtown Nashville
4.92 out of 5 average rating, 249 reviews

Walk to Downtown-Pool-FREE Park-Wild About Nash II

Relax in a bold, indulgent downtown escape featuring custom design and eclectic decor just 2 blocks from Broadway. The spacious residence features a KING bed and QUEEN pullout sofa bed, full kitchen, coffee bar, and free parking. Guests enjoy access to an outdoor pool, fitness center, climbing wall, and courtyard with grills and fire pits. Relax on your private city-view balcony with coffee or evening sip of wine! Brand new space-hosting additional properties in same building! STR2018073468

Top guest favourite
A comfortable seating area is highlighted by a dark gray sofa adorned with pillows in various textures and colors. A vibrant mural featuring bold colors and patterns acts as the backdrop. A wooden coffee table holds a small vase of fresh flowers, adding a touch of warmth to the space.
Flat in Downtown Nashville
4.99 out of 5 average rating, 152 reviews

KING, Rockn' Retreat, 4 Blocks 2 Broad, Cozy Stay!

<b>HELLO THERE, DARLIN'!</b> Welcome to SoBro Station, a vibrant urban retreat in the heart of Music City, and a short walk from iconic sites like Country Music Hall of Fame, the Ryman, Honky Tonk Hwy, Music City Center, Johnny Cash Museum, Nissan Stadium, & more! Sip flavored coffee on the sunlit balcony, lounge in the plush King Bed, enjoy 5-Star amenities. After a night on the town, chill in a romantically-lit space overlooking Nashville's downtown lights. Kick off those boots & relax!

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, 235 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 👰‍♀️🤵💍***

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
4.82 out of 5 average rating, 108 reviews

Family Lake house W/Pool minutes from downtown

Super Hosts invite you to reserve your stay at this beautiful ranch style lakefront home. Located just minutes from downtown Nashville. A perfect vacation for your family, multiple families, family reunions, celebrations or just relaxing and enjoying the best of both worlds. Enjoy the pool (open Memorial Day thru Labor Day, depending on weather) or lake, shopping, great dining and kick off your heels on Broadway. We do require the purchase of insurance offered by Airbnb.

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.
Flat in Downtown Nashville
4.84 out of 5 average rating, 365 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 favourite
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.
Apartment in Downtown Nashville
4.95 out of 5 average rating, 130 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.

Top 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, 272 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!

Popular amenities for Madison rentals with a pool

When is the best time to visit Madison?

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Avg. price$142 SGD$143 SGD$211 SGD$213 SGD$216 SGD$247 SGD$242 SGD$196 SGD$165 SGD$161 SGD$165 SGD$173 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 $64 SGD per night before taxes and fees

  • Verified guest reviews

    Over 2,970 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

    250 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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