Vacation rentals in Santa Cruz

Madeira's last hidden mountain paradise!

Welcome to On the Rocks, your off-grid retreat where serenity meets full seclusion. Surrounded by the soothing sounds of cascading waterfalls, unwind with panoramic views that stretch across the horizon. Nestled in the heart of the island (15 min to both coasts), with hiking trails at your doorstep, you’re perfectly positioned to explore or relax. Whether seeking adventure or sun-soaked relaxation, this peaceful sanctuary offers the perfect balance—a home base to discover or a haven to recharge.

Be adventurous , something completely different

Located in the north-western part of the island ,its an amazing location protected by conservation laws that have kept the area free of over development. With epic mountain and sea-views (the photos don't do it justice) the tents are located 450m above the coastline. If a place to relax and unwind is what you after then this would be the place to come to. There are also some amazing levada walks to explore in the area.There are three tents on the property so you might have neighbours.

Al-Solares

This is a 1 bedroom apartment located in santa cruz, it's 8 minute walk down hill with steps right to the center of santa cruz, ocean- beach, a great way to get ready to Levada and trails of Madeira :) where there is public transport available to the East and West of the island. Its a 4 minute drive to the airport or a 25 minute walk and a 20 drive to the center of funchal. There is free parking available on the road near the accommodation.

Villa Julia: Mountain Getaway

Feel at home and enjoy a unique experience. Tucked away in a remote valley on the stunning island of Madeira, this small farm is a peaceful retreat surrounded by nature. Surrounded by fruit trees and pastures where sheep roam freely, the property offers an experience of connection with rural life and the serenity of the forest. It's the perfect place to relax, explore charming trails, and admire the untouched landscape of this island paradise.

Endemic Yurt Eco-Glamping in a Hidden Paradise

Wake up in total privacy, surrounded by a lush permaculture garden where you can see, taste and smell nature’s abundance. At Canto das Fontes, in the sunny Sítio dos Anjos, it feels like eternal spring all year — even when other parts of Madeira are cooler. An award-winning regenerative eco-glamping where sustainability meets comfort and luxury, with natural pool, Honesty Bar and stunning views of the sea and waterfall. 💧🌿

Beach House - By WeHostMadeira

Welcome to our luxurious 4-bedroom beach house, located in the charming city of Santa Cruz, on the picturesque Island of Madeira. Situated just minutes from the vibrant city center, this stunning villa offers an incomparable seaside retreat, with a private pool and exclusive access to the mesmerizing ocean. Upon entering this refined vacation home, you will be greeted by a spacious and tastefully decorated living area.

The Artist Villa -101 750/AL

Relax in this classy villa with stunning views, and private access to the beach. Enjoy the local delicacies in the bars and restaurants, all in walking distance. Here you can choose between having breakfast sitting by the modern kitchen, or outside in a balcony over the sea, enjoying the sunshine. This villa boasts open-plan living, with exposed brickwork and stunning artwork. An ideal base to explore Madeira.

A balcony over Funchal and sea | Monte White House

At the Monte White House Villa you will constantly be amazed by the fabulous panoramic views of Funchal bay and the sea. In the daytime, enjoy watching the cruise ships arrive and depart, and in those lovely warm evenings, marvel at the twinkling lights of Funchal. Without hesitation, the best view from any of the villas in Madeira – and the perfect vantage point for the famous New Years Eve firework display.

The Ocean Waves

The closest condo to the ocean in the entire complex, this luxurious top-floor 2-bedroom apartment offers unmatched direct ocean views and fresh sea air that other units simply cannot provide. Privately managed by the owners for a truly personalized experience, the condo is located just 15 minutes from Funchal and designed for guests who want a quieter, more exclusive stay away from city noise.

Laurinda's Cottage

Laurinda's Cottage is ideal due to its proximity to various amenities in a central location. Transportation options, such as buses from the airport and a 10-minute taxi ride, make it easily accessible. Within a short walking distance, you'll find a bakery, supermarket, beach, restaurants, and cafes. Buses to Funchal run every 20 minutes close by (5min walk).

Sky Loft: 180° Ocean View Balcony + Fireplace

Top-floor open-plan loft for two with a wood-burning fireplace and a large balcony with 180° panoramic views over Funchal, the ocean and the mountains. Spacious living area, full kitchen, dining table + bar table, washing machine, A/C, and shared pool & garden. Quiet hillside location, ~10 minutes by car to Funchal center.

House by the Sea - Madeira Island

Our charming two-bedroom house is perched above Santa Cruz Marina Beach, offering mesmerizing views of the sea and the Desert Islands. Its enchanting setting provides the perfect retreat for relaxation and savoring your vacation, creating memories that will last a lifetime.