Villa vacation rentals in Calheta

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Top-rated villa rentals in Calheta

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Superhost

An outdoor area features a private pool surrounded by lounge chairs, all overlooking expansive sea views. A shaded dining area is positioned nearby, creating an inviting space for relaxation. Lush greenery lines the perimeter, enhancing the serene atmosphere.

Villa

4.8 out of 5 average rating, 113 reviews

Quinta Falcoes - A villa with an amazing view

Quinta Falcoes has some of the most amazing views on the island. With a 180 panoramic view of the sea, you can also watch the end of the island lighthouse at night and the falcons hunting by day in the ravine. Quinta Falcoes is a modern and well equipped villa with a private pool, outdoor eating and seating areas, large bbq and a playroom with table tennis table, book & dvd library and a cinema area. The house is perfect for groups of walkers, couples who want to relax and larger family groups.

Guest favorite

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

4.95 out of 5 average rating, 214 reviews

Casa Palheiro @ Casas Da Vereda

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)!

Top guest favorite

Two outdoor chairs with plush cushions face a long pool, offering a view of the Atlantic Ocean and the surrounding greenery. A small wooden table sits between the chairs, enhancing the inviting outdoor space.

Villa

5 out of 5 average rating, 47 reviews

Villa mit großem Pool und fantastischem Blick

NEU :-)Ziehe Deine Bahnen im langen Pool. Geniesse beim Sitzen im Garten den Blick auf den Atlantik und die üppige Natur. Eine sehr stilvolle Unterkunft, die sich in einem kleinen ruhigen Dorf befindet. Zum Entspannen -aber auch um Aktiv zu sein. Joggen, Wandern und Schwimmen - alles direkt am Haus möglich. Restaurants sind mit dem Auto in wenigen Minuten erreichbar. Zum Arbeiten gibt es ein Arbeitszimmer und schnelles Internet. Beschließe den Tag mit einem Glas Rosé und dem Sonnenuntergang.

Top guest favorite

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

4.94 out of 5 average rating, 162 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 favorite

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

4.96 out of 5 average rating, 166 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 favorite

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

4.93 out of 5 average rating, 212 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.

Top guest favorite

A balcony offers a sweeping view of the sea and Paul do Mar, with a wrought iron railing framing the scene. The sunlight casts a warm glow over the landscape, creating a serene atmosphere. Lush greenery surrounds the area, enhancing the natural beauty.

Villa

4.98 out of 5 average rating, 174 reviews

Quinta São Lourenço ≈≈≈ Casa Palheiro ≈≈≈

The « Quinta São Lourenço » is a traditional Madeiran property of 3 000 m² from the 19th century, renovated into independent houses. The Quinta is an ideal holiday destination and is well known for its dominant position on the Atlantic Ocean, its beautiful flower garden and its shared outdoor swimming pool. Let yourself be surprised by the majestic sunsets and take a break with the roar of the Ocean.

Guest favorite

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

4.97 out of 5 average rating, 144 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!

Guest favorite

Villa

4.96 out of 5 average rating, 134 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.

Superhost

Villa

5 out of 5 average rating, 5 reviews

Villa Arco-Iris, a Home in Madeira

Villa Arco-iris is a spacious, modern house with a wide sea view, ideal for families and groups of up to four people. It is located in a sunny and quiet area in Calheta, in the southwestern part of Madeira, which has the most favourable climate on the island.<br>This villa stands out for its modern architecture, air conditioning and various amenities and details for comfort and leisure.

Guest favorite

Villa

4.92 out of 5 average rating, 12 reviews

Villa Gia: Your Home Away from Home

Villa Gia is a stylish retreat in Calheta with breathtaking ocean and mountain views. It features two en-suite bedrooms, an open-plan living area, full kitchen, Wi-Fi, and workspace—ideal for relaxation or remote work. Please note: Pool heating is an extra charge. Onsite parking may not suit low-profile or compact cars, but free on-street parking is available just outside the property.

Top guest favorite

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

4.98 out of 5 average rating, 139 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.