Villa vacation rentals in Estreito da Calheta

Find and book unique villas on Airbnb

Top-rated villa rentals in Estreito da Calheta

Guests agree: these villas are highly rated for location, cleanliness, and more.

0 of 0 items showing

1 of 3 pages

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

4.79 out of 5 average rating, 116 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

A spacious bed is centered in the room, adorned with decorative pillows and a colorful blanket. Nightstands are positioned on either side, each featuring soft lighting. A decorative straw hat and a bright flower are placed on the bed, enhancing the serene atmosphere.

Villa

4.94 out of 5 average rating, 156 reviews

Casa Rural @ 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, 50 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.

Guest favorite

A spacious dining area is highlighted by a round wooden table surrounded by stylish chairs. Floor-to-ceiling glass walls offer panoramic views of the Atlantic Ocean. A modern kitchen is partially visible, and a unique light fixture hangs above the table, providing ambient illumination.

Villa

4.96 out of 5 average rating, 69 reviews

Grey Rock Villa

The Grey Rock Villa proposes 2 en-suite bedrooms for up to 4 guests, and great facilities such as its private heated infinity swimming pool, designer fireplace and kitchen islet and other luxurious pieces of equipment. It blends harmoniously in the cliffy landscape and with the neighbouring 1 bedroom Beige Rock Villa while offering large views over the Atlantic ocean. The Rock Villas can also be rented together: a peaceful and stylish getaway on the South West coast of the island of Madeira.

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, 165 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, 167 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, 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 favorite

Villa

4.92 out of 5 average rating, 12 reviews

Villa Nicuma by Escape to Madeira

Relax comfortably with incredible views of the Atlantic Ocean. This luxury villa is just a short walk from restaurants, bars, and the center of Villa da Calheta and its marina. The beach is nearby, and the house offers a rooftop pool overlooking the sea and marina, where you can enjoy water activities. Come enjoy an unforgettable vacation where the sea, sun, and comfort come together to offer you a unique experience.

Top guest favorite

Two lounge chairs in vibrant yellow and orange are positioned on a lush green lawn, offering a view of the ocean. Surrounding plants and trees enhance the tranquil garden setting, which features a partially fenced area for added privacy.

Villa

4.97 out of 5 average rating, 144 reviews

Quinta São Lourenço ≈≈≈ Casa Lagar ≈≈≈

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, 145 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, 135 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.

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, 140 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.