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Holiday rentals with a pool in Milan

Find and book unique homes with a pool on Airbnb

Top-rated rentals with a pool in Milan

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

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Guest favourite
A spacious terrace features a jacuzzi surrounded by wooden decking and lounge chairs. A dining table with six chairs is positioned nearby. The skyline of Milan is visible in the background, bathed in warm sunset light.
Flat in Centrale
4.97 out of 5 average rating, 256 reviews

Skylinemilan com

Experience the Milanese spirit in this amazing penthouse with contemporary lines and fine materials, equipped with a STEAM ROOM and a huge terrace overlooking the Milan skyline 360 view. The penthouse has a living room, a kitchen, 2 double suites each with en suite bathroom and kingsize beds as well as 2 foldaway single beds in living room and a 3th bathroom. In the terrace there is jacuzzi tub, available from 4/1 to 10/31, on request (at least 24h before check in) with extra cost, paying garage

Guest favourite
A serene indoor pool area is featured, with several lounge chairs positioned along the edge. Large windows allow natural light to fill the space, while a dedicated check-in area is visible in the background.
Flat in Milan
5 out of 5 average rating, 9 reviews

Compagnoni12 Luxury penthouse

Splendido attico con terrazza privata con cucina esterna e vasca Jacuzzi, all'interno di un lussuoso complesso residenziale dotato di piscina, gym, SPA e parcheggio privato. L'appartamento modernissimo e dotato di tutti i confort, è composto da soggiorno, zona pranzo con cucina a vista, due camere da letto matrimoniali e due bagni con doccia, ed è arredato con mobili di design e quadri di pop art. La terrazza ad uso esclusivo è dotata di solarium, cucina all'aperto, vasca Jacuzzi e zona pranzo.

Guest favourite
A two-story house is surrounded by greenery, with a garden featuring a colorful flower bed in bloom. The exterior showcases large windows, and a sloping roof is accentuated by an overhang, contributing to a welcoming appearance. Tall trees frame the property.
Flat in Casorate Sempione
4.93 out of 5 average rating, 86 reviews

Apt. comfort Malpensa, check in 24/7 p. auto priv.

Questo moderno ed elegante appartamento open space di 80 mq circa con camere comunicanti, è perfetto per chi cerca un posto immerso nel verde e nel silenzio a due passi dall'Aeroporto di Malpensa e da Milano; dotato di cucina attrezzata, bagno con doccia, ottimo per chi viaggia per affari e chi transita da Malpensa. Posto auto privato nell'ampio giardino di proprietà. Ospita fino a quattro persone in due ampi e comodi sofa-bed. Raggiungibili a piedi ristoranti e pizzerie. Check in flessibile.

Top guest favourite
The image shows a wooden structure surrounded by green plants and a well-maintained garden. The terrace is adorned with white curtains billowing in the breeze. Lush greenery and trees provide shade in the garden area, emphasizing the outdoor natural setting.
Cottage in Cornate d'Adda
4.98 out of 5 average rating, 241 reviews

BLUE Cottage in "Bamboo Garden"

Luminoso e confortevole appartamento di 45 mq con ingresso indipendente e grande terrazzo. È composto da una camera da letto matrimoniale e da un soggiorno con un divano letto a due piazze. Dispone di angolo cottura ben attrezzato e del necessario per la colazione: pane, marmellata, caffè, tè e brioche, da gustare in casa o sul grande terrazzo. Bagno con doccia. Si affaccia su un grande giardino privato in condivisione con eventuali ospiti del Green Cottage. Dispone di aria condizionata.

Guest favourite
A hydro-massage pool is situated on a terrace, surrounded by lush greenery and exotic trees. The circular pool is black with light blue water, complementing the brick wall. Natural light enhances the outdoor space, providing a serene setting for relaxation.
Home in Milan
4.93 out of 5 average rating, 45 reviews

Design Penthouse & Rooftop • 10 min to Duomo

Experience urban luxury at our chic 200m2 penthouse, where Italian Style and Design await you. Located 2 min from metro, reach Duomo in 10 min. The master suite with en-suite bathroom is designed for your intimate nights. Two panoramic lounges, are designed for relax, dinner and events (on demand, with our full service). The fully equipped professional kitchen inspires culinary delights. This apartment offers a lush terrace with a hydro-massage pool (May to September) and exotic trees.

Guest favourite
A spacious living area features a soft sofa and a vibrant area rug with a geometric pattern. A dining table is set with chairs, and large windows allow natural light to fill the space. A television is visible, showcasing the Netflix logo.
Flat in Milan
4.88 out of 5 average rating, 26 reviews

[San Babila 20 min-M4-Linate] Wi-Fi and relaxation

Our bright designer apartment with a seasonal pool is located about a 6-minute walk from the M4 Tolstoy and Frattini metro stops. Ideal for comfortably accommodating 4 people, we offer a double bedroom with Queen size bed, a living room with comfortable sofa bed, an equipped kitchen, and a bathroom with shower and washing machine. Our apartment is perfect for those who want to experience Milan with style and maximum comfort. 20 minutes from San Babila (Duomo area) 30mins/Linate Airport

Top guest favourite
A modern multi-story building features multiple balconies and large windows. Below, a serene swimming pool reflects the surrounding landscape. Soft lighting enhances the outdoor area, creating a welcoming atmosphere during dusk. Lush greenery and elegant pathways complement the building's contemporary design.
Apartment in Villasanta
4.97 out of 5 average rating, 169 reviews

Modern Apartment with Pool - "Cara Brianza"

We are pleased to host you in our newly built modern apartment, "CARA BRIANZA", located in Villasanta, a few steps from the Monza Park. Our two-room apartment (living room with open space kitchen, double bedroom, sofa bed, bathroom and private garden with outdoor dining area) is equipped with all the necessary comforts to give you a unique stay. You can also enjoy the outdoor swimming pool, open in the summer months (01.06/15/.09). Contact us for any request or information!

Superhost
An indoor swimming pool is framed by a sleek stone deck, featuring adjustable lounge chairs arranged alongside. Large windows allow natural light to illuminate the serene water, while wooden paneling adds a touch of warmth to the modern, understated design.
Apartment in Milan
4.87 out of 5 average rating, 23 reviews

Compagnoni Luxury Retreat - Design & Wellness

Beautiful 60sqm flat built in 2024 with fine finishes and designer furnishings. Located in one of Milan's most prestigious and central areas, it offers a range of exclusive condominium services, including a heated swimming pool, gym, Turkish bath, sauna and garage for guest use. A stone's throw from the Dateo underground station and close to the city's main attractions such as the Duomo, the Galleria Vittorio Emanuele II and the shopping district of Via Montenapoleone.

Guest favourite
A serene bedroom features a spacious bed adorned with soft pillows. Sheer curtains frame a stunning view of the lake and distant mountains. An outdoor dining set is visible on the balcony, inviting guests to enjoy the tranquil surroundings.
Flat in Villaggi
5 out of 5 average rating, 9 reviews

Tania — Penthouse overlooking the lake with pool

Imagine sipping your morning coffee as the mountains reflect on the lake, or dining outdoors as the sky turns pink. Tania, an airy penthouse in the charming vacation rental complex Aquavista, is a peaceful, lovingly curated retreat with a view that soothes the soul and a pool where you can truly unwind. Inside and out, soft shades of blue echo gently — in the light, in the details — creating a seamless dialogue between lake, sky, pool and living space.

Superhost
A private swimming pool is set within a well-maintained garden, surrounded by lush greenery. Loungers are positioned along the pool's edge, providing a space for relaxation. The vibrant exterior of the building is visible in the background under a clear blue sky.
Apartment in Turate
4.93 out of 5 average rating, 269 reviews

Lovely apartment, swimming pool for exclusive use

This stylish apartment, in a small condominium context, is perfect for trips by small groups or families 400 meters from the center, 100 meters from the station. In 20 minutes you can easily reach both Milan and Como. Highway 800 meters away. Nearby there is a children's playground. The apartment is equipped with every comfort. Use of the pool will be allowed from 6/15 to 9/15. Pool hours 9:30 a.m. - 12 p.m. 3 p.m. - 8 p.m. CIN ITO13227C2T2 | ZTAFO

Superhost
A well-lit sleeping area features a spacious bed with a soft green coverlet. A decorative plant adds a natural touch, while shelves hold clothes and accessories. Large windows provide a view of the outside terrace, enhancing the room's brightness.
Flat in Sesto San Giovanni
4.9 out of 5 average rating, 175 reviews

Relax House with terrace and hydromassage ​

Splendido monolocale con ampio terrazzo e jacuzzi situato a Sesto San Giovanni, alle porte di Milano, nei pressi della stazione della metropolitana Rondò - linea rossa M1 - che in in soli 15 minuti ti porterà nel centro della città. L'appartamento è arredato finemente, dispone di tutti i comfort ed un'esclusiva terrazza con vasca idromassaggio. Se desideri un soggiorno unico e confortevole, questo è il posto giusto per te.

Superhost
A vibrant terrace area showcases lush greenery and flowering plants, bordered by neatly arranged outdoor seating. A small table and chairs provide a space for dining, while a shaded umbrella offers protection from the sun. The nearby entrance reveals a glimpse of the indoor living area.
Flat in Duomo
4.76 out of 5 average rating, 110 reviews

Penthouse

The apartment is located in the centre of Milan, the apartment. It is organized with a large living room and dining room and a long terrace. There are also 1 bedrooms and 1 bathrooms. The house is furnished with Persian rugs, works of art, original paintings, and fine antiques. It is the perfect place where to stay after a full immersion in the marvels of the city.

Popular amenities for Milan rentals with a pool

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Avg. price$159 SGD$136 SGD$140 SGD$199 SGD$166 SGD$209 SGD$196 SGD$187 SGD$189 SGD$185 SGD$171 SGD$141 SGD
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Quick stats about holiday rentals with a pool in Milan

  • Total holiday rentals

    Explore 160 holiday rentals in Milan

  • Nightly prices starting at

    Milan holiday rentals start at $13 SGD per night before taxes and fees

  • Verified guest reviews

    Over 4,000 verified reviews to help you choose

  • Family-friendly holiday rentals

    50 properties offer extra space & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 50 rentals that welcome pets

  • Rentals with dedicated workspaces

    100 properties have a dedicated workspace

  • Wifi availability

    150 of Milan holiday rentals include wifi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across Milan rentals

  • 4.8 Average rating

    Milan stays are highly rated by guests – averaging 4.8 out of 5!

  • Nearby attractions

    Milan’s top spots include San Siro Stadium, Galleria Vittorio Emanuele Ii and Corso Como

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