
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

Luxury Penthouse & Jacuzzi • Car parking + Metro
Luxury Penthouse with panoramic windows, designed by a world-class archistar inspired by minimalist elegance. Extensive living spaces, refined dining area, private green terraces with outdoor hot tub (May to Sept.) to pamper you and your beloved. Luxury suite with Lago® floating bed, en-suite bathroom with Gessi® equipment and walk-in closet. Ideal for couples and executives seeking comfort, privacy and unique Italian Experience, near the city center. All kinds of extra services available.
Skylinemilan com
Experience the Milanese spirit in an amazing penthouse with contemporary lines and fine materials, equipped with A/C, STEAM ROOM and 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

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.
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

Apt. comfort Malpensa, check in 24/7 p. auto priv.
Elegante open space di 80mq con giardino e piscina, oasi di relax a 10’ da Malpensa. Ideale per soggiorni di 2+ notti: goditi il camino, il WiFi veloce e il parcheggio interno gratuito. Posizione strategica per esplorare il Lago Maggiore o Milano, senza rinunciare alla quiete. Cucina attrezzata e self check-in 24/7 per la massima indipendenza. Spese di pulizia sempre incluse: prenota più notti per sbloccare lo sconto speciale! Il comfort di casa, la libertà della vacanza.

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!

Ca' del Maharajà (house of the great king)
Accogliente e indipendente, questa casa al piano terra è perfetta per coppie o piccoli gruppi che desiderano vivere un soggiorno rilassante, lontano dal caos ma vicino alle principali attrazioni della zona. La presenza della piscina, immersa in un contesto riservato, rende l’esperienza ancora più piacevole. Qui puoi rallentare, goderti il silenzio e partire ogni giorno alla scoperta di laghi, montagne e borghi autentici, vivendo un’esperienza completa tra natura e comfort.

Villa Lucini 1886 "La Dolcevita" - Lake Como-Milan
Near Lake Como and Milan, this exclusive apartment occupies the entire second floor of the historic nineteenth-century residence Villa Lucini 1886. Spanning 200 sqm, it offers breathtaking panoramic views over the large, fully fenced private park. The Tank Pool is the perfect place to enjoy a playful and relaxing moment in the water. Villa Lucini has been ranked among the 10 most fascinating villas in the area (search: LECCOTODAY – “10 ville della provincia di Lecco”).

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 di pane, marmellata, caffè, tè, 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.

Luxury app. W Spa and swimming pool
Raffinato bilocale di charme per 2 persone, situato in un elegante complesso di nuova costruzione in classe A con piscina, palestra,bagno turco e sauna. A soli 600 metri dalla metro M4, che collega rapidamente l’aeroporto di Linate e San Babila, l’appartamento offre una terrazza privata, ampia zona living con cucina attrezzata, camera matrimoniale e bagno moderno. Comfort, stile e relax nel cuore autentico di Milano.

Penthouse with super terrace
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!!

Villa Gaga

Aria di Casa: Relaxing Retreat with Pool & Garden

Lovely villa with pool and Sauna Lago Maggiore

[Casale delle stelle] 2 km from Castelconturbia Golf

Villa La Colombera

Guest House Cascina Mergozzo 13

Summer-House with pool nearby Milano - Design Wk
Condo rentals with a pool

Greenery just a stone's throw from the city

Modigliani Golden House

Lovely apartment, swimming pool for exclusive use

Apartment with terrace in SAN SIRO – CityLife

Cascina Boscarolo – Private pool in nature

Spacious apartment in historic villa with swimming pool

Villa Marcella 705, Casatenovo.

Amazing 2 bedrooms San Siro Stadio
Other vacation rentals with a pool

La Corte Del Gallo (MXP) - Superior Apartment

Corte Mafalda - cozy & connected

Villa 3

Casa Ena on Lake Viverone - Room 05

Rho Fiera beautiful villa in Arese

Lakeview Apartment Lago Maggiore

La Dodicesima Luna Apartment

3 bedrooms flat fully equipped with pool & tennis
When is the best time to visit Milan?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $170 CAD | $241 CAD | $197 CAD | $212 CAD | $177 CAD | $223 CAD | $209 CAD | $199 CAD | $202 CAD | $201 CAD | $177 CAD | $183 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 220 vacation rentals in Milan

Nightly prices starting at
Milan vacation rentals start at $28 CAD per night before taxes and fees

Verified guest reviews
Over 6,410 verified reviews to help you choose

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

Pet-friendly vacation rentals
Find 90 rentals that welcome pets

Rentals with dedicated workspaces
130 properties have a dedicated workspace

Wifi availability
210 of Milan vacation rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi, and Pool across Milan rentals

4.7 Average rating
Milan stays receive an average rating of 4.7 out of 5 from guests

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