
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.

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

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

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 ✈

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.

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!

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.

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

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 👰♀️🤵💍***

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 !

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!

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

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
House rentals with a pool

Family Lake house W/Pool minutes from downtown

New Downtown Mid-Rise Condo with Heated Pool

The Oasis *Walk to Downtown Nashville* Pool/Spa!

Luxury Studio in Downtown Nashville, TN

Private Pool! Hot Tub! Fire Pit! 10 Beds

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

Nashville Home w/ Pool Near Downtown & Airport

Luxury Space with Heated Pool/Walk to Broadway
Apartment rentals with a pool

WALK TO BROADWAY-DOWNTOWN-KING BED-GYM-PARKING

Game Changer: Condo with Stadium Views!

Nashville Condo | Walkable Area

The Bluebird Studio in Music City! Writing Retreat

Prime Gulch Escape: Resort-Style Living

Minutes From Downtown - Newly Remodeled Studio

The 1865 Nash Experience|Speakeasy, Pool & Parking

Rolling on the River in Nashville (Near Broadway)
Other holiday rentals with a pool

Lakeshore Living- guest studio

The Atomic Inn * Country Escape w/ Pool

Writer’s Retreat | Near Broadway | Acoustic Vibes

Omnia - Modern Luxe unit at The Odyssey!

Luxury Azul Getaway 2BR | Gym + Rooftop Pool

Elegant Midtown Corner Penthouse w/Huge Views

Music City Getaway

Music Row, Pool, Rooftop Deck, Balcony, Gym
When is the best time to visit Madison?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| 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 |
| Avg. temp | 4°C | 6°C | 11°C | 16°C | 21°C | 25°C | 27°C | 27°C | 23°C | 17°C | 10°C | 6°C |
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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- Rentals with pools Nashville
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- Music Row
- Bridgestone Arena
- Nissan Stadium
- Vanderbilt University
- Nashville Shores Lakeside Resort
- Ascend Amphitheater
- Nashville Zoo at Grassmere
- Radnor Lake State Park
- Country Music Hall of Fame and Museum
- Bicentennial Capitol Mall State Park
- The Parthenon
- First Tennessee Park
- Percy Warner Park
- Shelby Golf Course
- Tennessee Performing Arts Center
- Old Fort Golf Course
- Arrington Vineyards
- Golf Club of Tennessee
- Frist Art Museum
- Adventure Science Center
- The Club at Olde Stone
- John Seigenthaler Pedestrian Bridge
- Cedar Crest Golf Club
- Cumberland Park




