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
Flat in Downtown Nashville
4.96 out of 5 average rating, 183 reviews

Poolside Suite / Walk to Broadway / Parking Avail

Welcome to Poolside Suite @ The Burnham! ⭐️ "...a perfect distance from Broadway! 12/10!!" * Dec '25: BRAND NEW KING BED! +2 cozy queen beds *SAVE with garage parking for $30/night upon request *Luxurious sheets & WAY too many pillows & throws *High-speed WiFi *Smart TV in every room *Floor-length mirror *Fully-stocked Keurig ⭐️ "...will use this exact location for our next stay." Commons: *Pool & grills *Fitness Center w/ barbell power rack, yoga studio *...& more! Have questions? DM us!

Top guest favourite
A spacious living area features a large television mounted on the wall, with a sleek entertainment console below. Comfortable red seating is arranged around a modern electric fireplace. Two sets of glass doors provide access to the private balcony, framed by white blinds.
Flat in Downtown Nashville
4.96 out of 5 average rating, 119 reviews

SoBro Apartment~*Walk to Bridgestone & Broadway!*

☆ Give yourself the star treatment in the heart of Music City! Uniquely designed with a backstage experience in mind and sweet Tennessee whiskey accents. Welcome to JD_Backstage ☆ Walking distance from Broadway! ☆ Parking available upon request for a fee ☆ 1 King bed, 1 Queen Air Mattress. Sleeps up to 6 people ☆ 75" HDTV - FireTV ☆ Vanity Room with couch and Light up Mirror ☆ Coffee Maker with Frother for Cappuccinos and Latte's ☆ Balcony overlooking the courtyard! Permit #2018069906

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, 277 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 ✈

Guest favourite
A cozy bedroom features a wall adorned with a large cow portrait, accented by floral designs. The bed is layered with textured pillows and a quilt, flanked by two nightstands that hold decorative lamps. A small plant adds a touch of greenery to the serene space.
Apartment in Downtown Nashville
4.9 out of 5 average rating, 242 reviews

HUGE Corner💍GEM-walk to BROADWAY w/pool SLEEPS 8

Welcome to NASHVILLE & our 2nd unit in this building to host all your travel party sizes. This is the location you've been looking for! Right in the ♥️ of Nashville within walking distance to ALL the attractions with a pool and a gym. You'll love it here! Walk to Broadway Street (Honky Tonks & Live Music y’all!), Bridgestone Arena, Nissan Stadium, The Music City Center, Ryman Auditorium, The Convention Center, Honky-Tonks, Printer's Alley, Ole Smoky Moonshine & much more! Permit #2018072329

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.

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
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, 234 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
Apartment in Downtown Nashville
4.92 out of 5 average rating, 131 reviews

Steps 2 BWAY+ Honky Tonks/ FREE Wine- Balcony/ GYM

Welcome to our brand-new Music City Bliss Suite! Located in the lively SoBro (South of Broadway) district, right in the bustling heart of Nashville! Experience the essence of NashVegas with a unique touch of luxury, offering enticing amenities including a refreshing pool, outdoor grills, a private balcony, a Sky Lounge with city views, and a 24-hour two-story gym featuring a rock climbing wall. On-site PAID parking available in our secure gated garage for $40 per night.

Top guest favourite
A modern living space is highlighted by large windows offering ample natural light. A spacious sofa sits atop a patterned area rug, with gold accent tables positioned nearby. The kitchen features sleek stainless steel appliances, and stylish pendant lights hang above the dining area.
Flat in Downtown Nashville
4.97 out of 5 average rating, 185 reviews

Nash 2BR 2BA | Private Balcony | Free Parking

Nashville’s beautiful 2BR 2BA Airbnb in the heart of downtown will surely be your new favorite spot! Enjoy the amazing panoramic views of the city skyline from our private balcony, spend hot summer days at our saltwater pool, and take a quick walk to Broadway for a night out! This Airbnb is a large corner unit with all of the amenities, plenty of sleep space, and hosts that are dedicated to providing a great stay. We look forward to hosting you! Joseph & Lindsey

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, 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 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, 128 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.

Superhost
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.
Apartment in Downtown Nashville
4.82 out of 5 average rating, 376 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

Popular amenities for Madison rentals with a pool

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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 £37 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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