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Villa vacation rentals in São Vicente

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Top-rated villa rentals in São Vicente

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Superhost
The image features a charming stone structure with an orange, sloped roof, reflected in the tranquil waters of a heated pool. Colorful stained glass elements adorn the entrance, complemented by planters and a palm tree nearby, all set against a serene blue sky.
Villa in Estreito da Calheta
4.95 out of 5 average rating, 215 reviews

Casa Palheiro @ Casas Da Vereda [Thatched-Roof House]

Relax in class at 250 meters high on the sunny South West coast of Madeira, enjoying sunset and ocean views from the heated pool! The Casas Da Vereda are ideally located in a quiet countryside area with nothing but nature between you and the ocean. At 30 minutes drive from Funchal, 5 minutes drive to rock beaches in seaside villages / sand beaches by the marina of Calheta / “levada” walks. Please note that one can rent any combination of Casa Palheiro (T0), Casa Rural (T1), and (Casa Eco T2)!

Guest favourite
An outdoor dining area is set up under a wooden gazebo, featuring a large table surrounded by metal chairs. A picturesque view of the ocean and cliffs is visible in the background, illuminated by the warm glow of sunset. The space includes decorative lights strung overhead.
Villa in Seixal
4.94 out of 5 average rating, 168 reviews

Madeira Black Sand House by Stay Madeira Island

Stay Madeira Island presents Madeira Black Sand Beach House! Set on the north coast of Seixal beach, Madeira Black Sand Beach House offers a dream view towards the black sand and the deep blue sea surrounded by green cliffs. This century old stone house has been with the same family for 30 years and was used as a weekend second home. The owners decided to share this unique spot with the world and the refurbished plan had the guest's comfort in mind.

Guest favourite
A dining area is presented on a spacious terrace, featuring a round table set with plates and utensils. A colorful umbrella provides shade, while potted plants decorate the space. The ocean view is visible beyond a glass railing, complemented by a statue positioned on the terrace.
Villa in Ribeira Brava
4.96 out of 5 average rating, 168 reviews

Panoramic Oceanview Penthouse

Penthouse with Stunning Sea View, Large Terrace & Private Elevator Access. Perched peacefully on a cliffside, this elegant penthouse offers the perfect blend of comfort and breathtaking views. Step out onto the spacious terrace and take in the panoramic view of the sea- ideal for morning coffee, sunset drinks or enjoying a relaxing BBQ . The only sound your can hear, are the ocean waves and some birds. Area, including veranda, 170 m2.

Guest favourite
A private heated swimming pool is set within a modern exterior. Clear blue water glistens under the sun, surrounded by sleek glass railing. Views of greenery and the distant sea can be seen beyond the pool, contributing to a serene outdoor environment.
Villa in Arco da Calheta
4.93 out of 5 average rating, 213 reviews

Heated pool, hot & cold AC, BBQ, views & parking

Modern 3-bedroom villa in Arco da Calheta with stunning sea & mountain views. Features a private heated pool, BBQ area, fully equipped kitchen, fast Wi-Fi, and secure garage. Walk to a handful of restaurants, cafés & pharmacy. Just 10 mins to Calheta Beach, 30 mins to Funchal. Ideal for couples, families (cot & highchair provided), or groups. Close to top Levada walks. Comfortable, spacious, and perfect for exploring Madeira.

Guest favourite
An infinity pool offers panoramic ocean views, bordered by a well-maintained garden featuring blooming flowers and lush greenery. Sun loungers are positioned nearby for relaxation, while a shaded terrace area can be seen in the background, enhancing the tranquil ambiance.
Villa in Ponta do Sol
4.97 out of 5 average rating, 146 reviews

Villa Miradouro da Baleia by PAUSA Holiday Rentals

This magnificent, modern, private villa Miradouro da Baleia (Whale Watchtower) has some of the best ocean and mountains views on the island, with a infinity pool and located in a premium spot surrounded by spectacular cliffs, cropland, banana plantations and vineyards, it was carefully & tastefully restored/built in 2018 offering a unique experience of a Portuguese summer style accommodation!

Superhost
A clear view of a serene salt-water pool surrounded by a sun terrace. A yellow umbrella provides shade for two lounge chairs positioned nearby. The ocean stretches into the horizon, with the sky bright and unobstructed.
Villa in Sao Vicente
4.76 out of 5 average rating, 104 reviews

House by the sea

The house is next to the sea, with fantastic views of the ocean and the mountains, with a saltwater pool (shared with the three houses on the property and private to the outside public), a sun terrace and an outdoor barbecue, very quiet and close to the center of São Vicente. (As this is a rural area and the weather is very hot, animals such as lafartichas and cockroaches may be present.)

Guest favourite
The villa is showcased from an elevated perspective, featuring a well-lit outdoor private pool surrounded by a garden. Sun loungers and umbrellas are arranged around the pool, with a separate annex visible in the background. The architecture blends harmoniously with the natural landscape.
Villa in Ponta do Sol
4.95 out of 5 average rating, 138 reviews

Anjos Paradise Eden

It is a new and luxurious property with an outdoor private pool and surrounding garden with breath taking views of the Atlantic, within walking distance of the spectacular waterfall Cascata dos Anjos. The energy around you allows you to let your mind walk away from the worries of daily life and welcomes you to simply enjoy the moment, sorrounded by Nature and with the ocean at your feet.

Guest favourite
An outdoor seating area is showcased with a wooden table featuring a laptop, a coffee cup, and a plate with a pastry. Lush green grass and a few decorative plants are visible in the background, contrasting with the neutral-toned wall and red rooftop.
Villa in Machico
4.84 out of 5 average rating, 151 reviews

Fernandes House - Apartment 2

A Fernandes House é uma casa nova (remodelada em maio de 2021) e esta localizada em Machico, na costa sul da ilha da Madeira, a 1,4 km da praia de areia amarela, a 5 minutos de carro do Aeroporto. O apartamento fica na parte inferior da moradia. Nós vivemos no piso superior e estamos sempre disponíveis para ajudar, mas dando toda a privacidade. Será um prazer recebe-los.

Top guest favourite
A private pool is set against a backdrop of lush greenery and a rustic yellow house with a tiled roof. The pool’s clear blue water is visible, complemented by the surrounding plant life that adds to the serene atmosphere.
Villa in Funchal
4.98 out of 5 average rating, 142 reviews

Quinta do Alto

Situated inside an old farmhouse of the island, and located on the outskirts of the capital Funchal, near the Botanical Garden, the villa is a one bedroom with one double bed, a toilet, common room and kitchenette. Outside the villa, guests have an exclusive use of the swimming pool, encased in a rich flora and varied fruit growing. Relax in this unique and tranquil spot.

Top guest favourite
An aerial view captures a spacious outdoor terrace with patterned tiles. Two lounge chairs are positioned under a straw umbrella, next to a wooden dining table set for several guests. Surrounding greenery adds a touch of nature to the relaxing space.
Villa in Ribeira Brava
5 out of 5 average rating, 121 reviews

Casa 112

Enjoy a elegante experience in this central and unique space, full of glamour and minimalism. Very close to the sea, two to three minutes walk in a quite and relax environment. You are super welcome to enjoy this little peace of heaven.

Guest favourite
The image captures a clear swimming pool reflecting the blue sky, surrounded by a well-maintained lawn and mountains in the background. Lounge chairs are positioned near the pool, offering a relaxed setting. A jacuzzi is visible, integrated within the pool area for leisurely enjoyment.
Villa in Sao Vicente
4.89 out of 5 average rating, 128 reviews

The Estrelícia-Dourada Garcês House

The accommodation (built in 1934, reformed in 2015) located on the Laurissilva Coast, in Sítio da Terra Chã, overlooking the village of São Vicente on Madeira Island (a 5-minute walk from the same village). It is 30 minutes away

Guest favourite
An outdoor terrace is shown with a dining table set for six, surrounded by wicker chairs. An umbrella provides shade over the table, while the ocean is visible in the background. Sunlight illuminates the tiled flooring and surrounding greenery.
Villa in Estreito da Calheta
4.92 out of 5 average rating, 132 reviews

Breathtaking views (Wi-Fi)

Passionate about Madeira, we wanted to find and share a corner of paradise in the heart of this fantastic island. We hope that this house will delight guests as it enchanted us with its location and exceptional view!

Popular amenities for São Vicente villa rentals

Quick stats about villa rentals in São Vicente

  • Nightly prices starting at

    São Vicente vacation rentals start at $224 CAD per night before taxes and fees

  • Verified guest reviews

    Over 140 verified reviews to help you choose

  • Popular amenities for guests

    Guests love Kitchen, Wifi, and Pool across São Vicente rentals

  • 4.8 Average rating

    São Vicente stays are highly rated by guests—averaging 4.8 out of 5!

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