Vacation rentals with a pool in Milan

Apartment in Cassano d'Adda

5 out of 5 average rating, 29 reviews

Villa 3

Incantevole IN VILLA 3 è un appartamento moderno al piano 1 , accogliente e super accessoriato, immerso nel verde e circondato da alberi e fiori, in un parco di 1800 mq che regala sapore di casa🏠 Mobili e accessori nuovi,completo di tutto (pentole, tostapane, bollitore, macchina caffè , lavatrice)per soggiorno breve o lungo. I BIMBI SONO I BENVENUTI -abbiamo giochi e libri! Contesto tranquillo🏡❤️ 5 m-🛒 30 m-Milano 20 m-Bergamo 10 m-LEOLANDIA 8 m-P. PREISTORIA 5 m-P. Aquaneva 30 m-P. Cornelle

4.97 out of 5 average rating, 256 reviews

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.

Apartment in Centrale

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

4.94 out of 5 average rating, 108 reviews

An indoor Olympic swimming pool is presented with a serene atmosphere, featuring clear blue water and a modern design. Natural greenery adorns one wall, adding a touch of nature. Comfortable loungers line the sides, providing a relaxing environment for guests.

Apartment in Milan

Luxury 11° level • 110m² • Pool • Gym e Parking

Welcome to "Torre Milano," the most modern and renowned skyscraper in Milan...Located on the 11th floor, this prestigious apartment offers a terrace with breathtaking views of the entire city, embracing the skyscrapers, the iconic San Siro Stadium, and the Duomo. Enjoy exclusive amenities: Olympic Pool, TechnoGym Gym, Sky Terrace, coworking space, party areas, games, and children's garden, 24/7 concierge. It’s a perfect blend of luxury, comfort, and style, an urban oasis in the heart of the city

5 out of 5 average rating, 9 reviews

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.

Apartment in Milan

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.

Apartment in Casorate Sempione

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.

4.93 out of 5 average rating, 83 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.

4.85 out of 5 average rating, 88 reviews

A terrace space features a Jacuzzi surrounded by wooden decking. Comfortable lounge chairs are positioned nearby, offering views of the surrounding cityscape. The area is bathed in natural light, contributing to a serene atmosphere.

Loft in Duomo

Luxury Attic with Rooftop Jacuzzi Navigli

Luxury attic with exclusive 50sqm rooftop terrace featuring private jacuzzi, BBQ & spacious dining area overlooking archaeological park - magical sunsets! 🌅 Prime location in Corso Genova: trendy Navigli on one side, iconic Duomo on the other - unbeatable position! Just 2min from De Amicis metro, 10min walk to Duomo. Designer interiors with king bed & rainfall double shower. Sophisticated area with refined restaurants & intimate wine bars. Self check-in available. Perfect romantic retreat!

Cottage in Cornate d'Adda

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.

4.98 out of 5 average rating, 240 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.

4.93 out of 5 average rating, 44 reviews

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

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.

4.79 out of 5 average rating, 29 reviews

A modern living area features a comfortable sofa with decorative cushions and a small side table. A flat-screen TV is situated against a white wall, complemented by soft, sheer curtains that allow natural light to brighten the space.

Apartment in Dergano

ArtStay - Luxury Apt 2 Gym and Pool

IN THE VIBRANT DISTRICT OF DERGANO, MILAN Located in the dynamic and well-connected Via Carlo Imbonati area, this sleek 13th-floor apartment offers a stylish escape with city views and premium amenities. Set in a modern building with on-site leisure facilities, the apartment promises a relaxing and convenient stay for business or leisure travelers. This is one of two identical apartments located in the same building, both designed to offer the same level of comfort and quality.

4.97 out of 5 average rating, 169 reviews

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.

Condo in Villasanta

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!

4.87 out of 5 average rating, 23 reviews

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.

Condo in Milan

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.

Apartment in Sesto San Giovanni

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.

4.89 out of 5 average rating, 169 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.

Popular amenities for Milan rentals with a pool

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

4.95 out of 5 average rating, 99 reviews

A modern kitchen and dining area is visible, featuring a wooden beam ceiling. A rectangular dining table with red placemats and six chairs is positioned near the window. Kitchen appliances, including a refrigerator and stove, are neatly arranged against the wall, with ample counter space throughout.

Home in Pombia

La Casetta... escape from the city!!

The villa is surrounded by well-maintained gardens, with a spacious heated salt-water swimming pool at the forefront. Sun loungers are arranged nearby, inviting relaxation under the clear blue sky. The three-story villa stands in the background, reflecting a welcoming, pleasant environment.

Home in Divignano

4.72 out of 5 average rating, 54 reviews

Villa near Milan with swimming pool

A spacious living area features a large sectional sofa with soft cushions and a decorative pillow. Natural light enters through two windows, illuminating the pastel-colored walls. A wooden chair is positioned beside the sofa, and three art pieces depicting urban scenes are mounted on the wall.

Home in Vanzago

4.83 out of 5 average rating, 6 reviews

Bambi's Villa

A spacious bedroom features a high, sloped wooden ceiling and a large window, allowing natural light to flood the room. The area includes a metal-framed bed, two bedside tables with lamps, and a dark wood dresser, enhancing the open and airy feel.

Home in Borgo Ticino

4.78 out of 5 average rating, 103 reviews

Lovely villa with pool and Sauna Lago Maggiore

The serene outdoor space features a well-maintained pool, surrounded by lush greenery and colorful flower beds. The villa, with its charming stone facade, is partially shaded by a covered pergola, providing a relaxing area adjacent to the water.

Home in Lessona

4.58 out of 5 average rating, 48 reviews

Villa La Colombera

A spacious sleeping area features an arched ceiling with exposed brick and is furnished with a large bed covered in a green bedspread. Soft yellow curtains frame the window, and two bedside tables with lamps are positioned next to the bed.

Home in Valdengo

5 out of 5 average rating, 4 reviews

Casa Biloba

A shaded outdoor dining area is set beneath a large canopy, with a table surrounded by several chairs. The backdrop features a multi-story building with balconies, framed by greenery and well-maintained landscaping.

Home in Castelletto sopra Ticino

4.88 out of 5 average rating, 16 reviews

La Casa di Felice

The guest house is surrounded by vibrant yellow flowers, providing a natural border to the space. A clear pool reflects the blue sky, and the three-story structure is framed by greenery, featuring multiple balconies that create an inviting outdoor atmosphere.

Home in Pombia

4.78 out of 5 average rating, 27 reviews

Guest House Cascina Mergozzo 13

Condo rentals with a pool

4.94 out of 5 average rating, 48 reviews

A modern kitchen space features a dining table with four chairs and is equipped with built-in appliances. Large windows allow natural light to illuminate the room, revealing sleek cabinetry and a gas stove. Neutral wall colors create a calm backdrop.

Condo in Lesmo

Greenery just a stone's throw from the city

5 out of 5 average rating, 6 reviews

A private garden area features a wooden deck with a hot tub, surrounded by lush greenery. Comfortable seating arrangements consist of a sectional sofa and lounge chairs, creating a relaxing environment. Soft lighting is provided by overhead fixtures, enhancing the tranquil setting.

Condo in Washington

Suite con Spa Privata e Jacuzzi a Milano

A refreshing swimming pool is surrounded by well-maintained grass and seating areas. Lounge chairs and modern white seating are positioned on the lawn, providing inviting spaces for relaxation. The pool features a short staircase for easy access, complementing the serene outdoor environment.

Condo in Milan

4.75 out of 5 average rating, 24 reviews

Prestige Boutique Homes - Garden Pool

4.83 out of 5 average rating, 18 reviews

A serene outdoor area features a glimmering swimming pool surrounded by lush greenery. Sun loungers rest beside the pool under large umbrellas, offering shaded relaxation. The well-maintained lawn is complemented by a pathway leading to the main house, which is visible in the background.

Condo in Oleggio

The Grace Place

4.97 out of 5 average rating, 61 reviews

A shaded seating area features a colorful woven bench against a wooden structure. Natural wood stools surround the space, with a view of a salt-water pool and green landscaping in the background. Sunlight filters through the open design, creating a serene outdoor setting.

Condo in Comignago

Cascina Boscarolo

4.78 out of 5 average rating, 37 reviews

A modern kitchen area is visible, featuring a round light fixture and a round dining table with four chairs. Large windows provide natural light and a view of the vibrant street below, while a cozy wood floor complements the sleek cabinetry.

Condo in Milan

Citylife 2 bedroom Apartment

4.94 out of 5 average rating, 54 reviews

A well-maintained garden area features neatly trimmed grass and vibrant flower beds. Pathways meander through the greenery, leading to a swimming pool surrounded by lounge chairs. Apartment buildings with balconies can be seen in the background, contributing to a tranquil atmosphere.

Condo in Porto d'Adda

"Casa Teresa" Apartment in the Green with Swimming Pool

An outdoor hot tub is positioned on a terrace, with a view of the city's historic skyline, including the Duomo. A small wooden table with two chairs is nearby, surrounded by a green lattice that provides privacy.

Condo in Brera

4.73 out of 5 average rating, 124 reviews

Luxury Penthouse | Jacuzzi & Rooftop w/ 360° View

Other vacation rentals with a pool

Apartment in Sesto San Giovanni

4.72 out of 5 average rating, 50 reviews

MUG7 [Sesto San Giovanni] • Prestige House •

A dining area is presented with a round table set for four, featuring plates and glasses. A modern television is mounted on the wall next to a wooden console, while a soft, flowing curtain partially frames a window. A polished floor complements the cozy color palette.

Apartment in Milan

4.73 out of 5 average rating, 11 reviews

Compagnoni Terrace Suite - Design & Wellness

A rooftop terrace is featured, showcasing a sunshade and two lounge chairs alongside a cozy seating area with dark furniture. A private heated jacuzzi is positioned nearby, surrounded by greenery. The sky overhead is clear, highlighting a spacious area for relaxation.

Apartment in Centrale

4.68 out of 5 average rating, 106 reviews

heated[HYDROMASSAGE•POOL]-Central Station1'+View

A stylish outdoor area features a refreshing swimming pool surrounded by a stone patio. A shaded gazebo with soft drapes offers a dining space, alongside comfortable seating in a lush garden setting filled with greenery.

Villa in Premenugo

4.89 out of 5 average rating, 18 reviews

Villa Schatz with a pool and private garden

A modern living space features a comfortable sofa adorned with patterned cushions. A minimalist kitchen, with dark cabinetry and modern appliances, is visible. A dining table for four is set nearby, with large windows providing natural light and views of the outdoor surroundings.

Apartment in Dergano

4.82 out of 5 average rating, 57 reviews

ArtStay - Luxury Apt 1 Gym and Pool

5 out of 5 average rating, 13 reviews

A living area is furnished with two bright orange sofas arranged around a low coffee table. A flat-screen television is set on a black stand in the corner. Natural light filters through partially closed sheer curtains, illuminating the hardwood flooring.

Apartment in Centrale

Guido's, in the heart of Milan, within reach of everything