
Holiday rentals with a pool in Milan
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Top-rated rentals with a pool in Milan
Guests agree: these homes with a pool are highly rated for location, cleanliness and more.
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

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).

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.

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

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.

Milan Design Apt with SPA, Pool and Garage
Modern 40 sqm studio apartment in the Giax Tower, perfect for business and leisure stays. Fiber WiFi, smart TV and self check-in for maximum convenience. Includes covered garage, coworking and equipped gym. After a day in the city, relax in the pool or in the spa area with sauna and whirlpool. Just a 3-minute walk from the Dergano metro station, quickly connected to the center of Milan.
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EnjoyHoliday FranzHouse
When is the best time to visit Milan?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $159 SGD | $136 SGD | $140 SGD | $199 SGD | $166 SGD | $209 SGD | $196 SGD | $187 SGD | $189 SGD | $186 SGD | $171 SGD | $141 SGD |
| 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 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

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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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