Monthly Rentals in Água de Pena, Santa Cruz

Discover long-term rentals that feel like home, for stays of a month or longer.

Nearby monthly rentals

Enter dates and number of guests to see the total trip price including additional fees and taxes, and rounded up to the nearest integer.

Superhost

Chalet in Santa Cruz

4.76 out of 5 average rating, 54 reviews

Villas Madalena - Excellent 1-bedroom house with Sea View and Wi-Fi

PascalRating, 5 stars3 weeks ago

Very nice rental, nothing to complain about, everything is very good and clean. We would recommend it. We were only able to communicate with the owner via the internet and key boxes. The proximity to the airport is well understood from 8am to 11pm.

Top Guest favourite

Apartment in Santa Cruz

4.93 out of 5 average rating, 102 reviews

YourHomeAtPlaza

MartynaRating, 5 stars3 days ago

Highly recommend! We are very happy with the stay, great place, close to pub and sea, amazing view ☺️

Guest favourite

Home in Machico

4.93 out of 5 average rating, 14 reviews

Charming Machico Retreat B

VeronikaRating, 5 stars6 days ago

Thank you for having us !

Guest favourite

Cottage in Santa Cruz

4.76 out of 5 average rating, 252 reviews

Casa do Pico Panoramic View 1950 AL

TawnyRating, 5 stars1 month ago

Absolutely LOVED! Humberto was a super host, greeted us, showed us around and shared a shot of Madeira wine with us. My 15 mo old daughter was smitten with him as he carried her around the house(she doesn’t like strangers). She enjoyed the yard and all the toys Humberto left for her to play with! The restaurant he recommended 100/10 was delicious. The overall experience here was amazing and I can’t wait to come back(:

Explore all

The comforts of home and great monthly rates

Fully furnished rentals

From peaceful mountain cabins to convenient urban apartments these furnished rentals have all the amenities of home.

Digital nomads & travelling professionals

Comfortable accommodation for nomadic and remote working professionals, with Wi-Fi and dedicated workspaces.

Delight included

Sometimes the destination is the accommodation. From cliffside cabins to tranquil houseboats, these rentals are full of unique features.

Pets welcome

Discover places to stay that accommodate pets, so you can bring your four-legged friend along.

Amenities and perks for longer stays

Furnished rentals

Fully furnished rentals include a kitchen and the amenities you need to live comfortably for a month or longer. It’s the perfect alternative to a sublet.

Flexibility you need

Choose your exact move-in and move-out dates and easily book online, without any additional commitment or paperwork.*

Simple monthly prices

Special rates for long-term holiday rentals and a single monthly payment without additional charges.*

Book with confidence

Reviewed by our trusted community of guests and 24/7 support during your extended stay.

Work-friendly spaces for digital nomads

Travelling professional? Find a long-term stay with high-speed Wi-Fi and dedicated working spaces.

Looking for serviced apartments?

Airbnb has fully furnished apartment homes ideal for staffing, corporate housing and relocation needs.

Popular amenities for monthly rentals

Kitchen

Wi-Fi

Pet friendly

Laptop-friendly workspace

Free parking on premises

Gym

Serviced Apartment

Destinations to explore

*Some exclusions may apply in certain geographies and for some properties.