
Vacation 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.

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

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.

Villa Lucini 1886 "La Dolcevita" - Lake Como-Milan
Near Como and Milan, entire second floor of the historic nineteenth-century residence “Villa Lucini”, a splendid 200 sqm apartment with a panoramic view over the large fenced private park which is entirely accessible, located within the Regional Park. At the Tiki bar & pool you can relax with a refreshing cocktail or enjoy a space where you can splash around! Villa Lucini has been listed among the 10 most fascinating villas in the area (search: LECCOTODAY 10 ville della provincia di Lecco).

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.

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.

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.
New open space pool & sauna
Entra in un open space moderno immerso nel verde, dove relax e convivialità nascono spontanei. Goditi piscina e sauna privata, ampi spazi esterni con barbecue e tavolo per cene all’aperto. Design minimale, atmosfera giovane e accogliente. Wi-Fi in fibra. Casa eco-sostenibile con pannelli solari, fotovoltaico e colonnina di ricarica elettrica (tipo 2, 3KW). Posizione perfetta, a metà fra Milano e il lago di Como. Un rifugio green dove sentirti subito a casa! CIR 097058 - CNI 00001

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!

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.

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.

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.

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
House rentals with a pool

La Casetta... escape from the city!!

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Incredible view at the 15° floor

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Easylife - Milan - Compagnoni 12 - Argonne

Fairytale getaway between Lake Como and Milan

comfortable 1

Lakeview Apartment Lago Maggiore

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Andrea's home
When is the best time to visit Milan?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $171 CAD | $146 CAD | $150 CAD | $213 CAD | $178 CAD | $224 CAD | $165 CAD | $171 CAD | $190 CAD | $199 CAD | $183 CAD | $151 CAD |
| Avg. temp | 3 °C | 5 °C | 10 °C | 14 °C | 18 °C | 23 °C | 25 °C | 24 °C | 20 °C | 15 °C | 9 °C | 4 °C |
Quick stats about vacation rentals with a pool in Milan

Total vacation rentals
Explore 160 vacation rentals in Milan

Nightly prices starting at
Milan vacation rentals start at $14 CAD per night before taxes and fees

Verified guest reviews
Over 4,000 verified reviews to help you choose

Family-friendly vacation rentals
50 properties offer extra space and kid-friendly amenities

Pet-friendly vacation rentals
Find 50 rentals that welcome pets

Rentals with dedicated workspaces
100 properties have a dedicated workspace

Wifi availability
150 of Milan vacation 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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