Holiday rentals in Estreito da Calheta

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Top-rated holiday rentals in Estreito da Calheta

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Superhost

Home in Serra de Água

4.93 out of 5 average rating, 27 reviews

NEW! 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.

Guest favourite

Place to stay in Jardim do Mar

4.95 out of 5 average rating, 260 reviews

Uni WATER Studio

Wake up to absolute mind blowing scenery in this mezzanine featuring floor to ceiling high windows facing the island's stunning coastline, often requiring a second look to truly appreciate the beauty that this magnificent island has to offer. The mezzanine accommodates two people, has an ensuite bathroom, a fully equipped kitchen and also has access to its own private garden. Needless to say, our infinity pool is also there for you to enjoy and relax. Free parking is available in Jardim do Mar.

Guest favourite

Flat in Arco da Calheta

5 out of 5 average rating, 13 reviews

The Loft at Casa Serena

Experience the stunning View from our sunny loft! Our cozy, open plan Loft features a fully equipped kitchenette, dining table with stunning ocean views, comfortable double bed, walk-in shower in the bathroom, WiFi, desk for work or leisure and cozy balcony for relaxation. Just a little heads-up: This delightful loft embraces the beauty of the sunrise, so you’ll awaken each morning bathed in natural light—curtains are not part of the charm! Enjoy those enchanting sunrises and sunsets!

Guest favourite

Tent in Achadas da Cruz

4.88 out of 5 average rating, 632 reviews

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.

Guest favourite

Home in Estreito da Calheta

4.91 out of 5 average rating, 225 reviews

Adega Do Avô 2 Amazing Seaview Trekking Beach

Adega do Avo is a set of 2 cottages fully equipped WITH AN INCREDIBLE SEA VIEW to give you the best experience. Cottage 2 is modern completly new in a cozy and well lit living space. We offer "Free car Parking in Premises" (Peace of mind). It has been built to offer the best comfort you deserve. Its unbeatable location offers you the best romantic sea view and makes this set just 5 minutes from the best sandy beach of the island and it is only 30 minutes from the city of Funchal.

Guest favourite

Villa in Estreito da Calheta

4.94 out of 5 average rating, 65 reviews

Beige Rock Villa

The Beige Rock Villa proposes one bedroom, for up to 2 guests, and a large living room opening to a comfortable outdoor area, including a private heated infinity swimming pool. Its stylish design blends harmoniously in the cliffy landscape and with the neighbouring 2 bedrooms Grey 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 favourite

Tiny home in Fajã da Ovelha

4.93 out of 5 average rating, 29 reviews

Casa das Moirinhas

A dream come true. An old thatched house completely transformed into a beach house with stunning views of the ocean and Vila do Paúl do Mar. Located on a real path, this retreat is intended for those who simultaneously seek peace and luxury, the serenity of the ocean and the deep green of the mountains. Ideal for couples in love, for those in love with nature, the sea, surfing and tranquility. Get away from it all when you stay under the stars and relax, relax…

Top guest favourite

Home in Jardim do Mar

4.97 out of 5 average rating, 99 reviews

CasaMar

Looking for a place to relax comfortably by the sea, or to continue your work online? This may be the place you're looking for. Enjoy your vacation in a modern house, located 100 meters from the beach in a quiet, sunny and warm area. As well as modern, it is very practical with a simple layout. It has a beautiful office, where you can complete your work in a quiet atmosphere, and with excellent internet connection. Perfect for those who intend to work and relax.

Guest favourite

Home in Arco Da Calheta

4.92 out of 5 average rating, 260 reviews

Hikers Refuge

Located in Calheta this refuge is ideal for lovers of hiking, with an excellent view of the ocean, you can go 5 minutes walk to the starting point of the levada where you have two options east and west. You can go in 12 minutes by car the levadas of 25 Fontes one of the most beautiful and lovely levadas sought by the walkers. It is also 10 minutes from the beach of Calheta where you can find all that orecisa for your stay, supermarkets, bars, restaurants, etc ...

Guest favourite

Flat in Madeira

4.8 out of 5 average rating, 137 reviews

Beira Mar 2C | Ocean View

The apartment is located in the picturesque village of Calheta, a few meters from the best yellow sand beach in Madeira, right next to the Calheta marina where you can enjoy a shopping area, a wide range of excellent restaurants, a large supermarket and other shops at your disposal. Not to be missed will be the suggestion of a walk through the Levadas das 25 Fontes. A visit that will certainly be unforgettable. Visit us. We're waiting for you.

Superhost

Dome in Prazeres

4.89 out of 5 average rating, 101 reviews

Soul Glamping - Luxury Dome with private jacuzzi

Soul Glamping is a luxury eco-retreat - unique in Madeira island - where 5 state-of-the-art domes are to be found in absolute harmony with the surrounding nature. Purposefully located in the island southwest, with the most beautiful coast line and ocean views. Secluded in nature with breathtaking views, Soul Glamping is tailored to nature loving individuals who seek pure magic, relaxation and absolute privacy.

Top guest favourite

Flat in Paul do Mar

4.98 out of 5 average rating, 173 reviews

Meu Pé de Cacau - Studio Papaya in Paúl do Mar

Meu Pé de Cacau is a tropical fruit garden surrounded by dramatic cliffs to the north-east and the vast Atlantic Ocean to the south-west. Four beautifully designed and sustainably built studios share the property with an infinity pool, social areas and luxurious plantations hosting hundreds of different tropical fruits, planted on traditional agricultural terraces hand crafted in basalt stone.