Estreito da Calheta

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Staggering 360-degree panoramic views over the Atlantic Ocean will leave you awe-inspired from the moment you step out onto the dreamy terrace space here. Yet, the views can be enjoyed pretty much anywhere inside or outside the villa. 

Watch sailboats bobbing along from the infinity pool or while perched on one of the sun loungers during the daytime. And marvel in balmy evenings with a drink in hand from the stone outdoor dining area after spending fun-filled days exploring Madeira or relaxing on the beach. Combining contemporary furniture with antique pieces, the interiors offer a serene space that harmonises the natural surroundings with neutral hues and pops of turquoise blue in almost every room. 

Located just a three-minute drive from the resort town of Calheta, you'll find its golden beaches, bars, shops and restaurants within easy reach from here. Meanwhile, cultural excursions such as visiting Madeira's main art museum are encouraged as you'll find it just 800 metres away from the villa. Or why not visit the area's oldest sugar cane mill, which now stands as a museum open for visitors? A visit here is not complete without purchasing a bottle of quality local rum. 






Lazy Ocean 

This 4-bedroom villa is a modern and refined property, perfect for a family seeking a comfortable and peaceful holiday. It boasts a cozy atmosphere with all the necessary amenities for relaxation, including a semi-tropical garden, outdoor dining area, and small swimming pool. The villa has two floors, with the fully equipped kitchen, dining room, and living area on the ground floor. The first floor has 3 bedrooms and 1 shared bathroom. The property can accommodate up to 10 guests comfortably. The villa is located in Estreito da Calheta on the west side of Madeira Island, offering unobstructed sea views and serene sunsets. Essential services such as supermarkets, cafes, and pharmacies are available nearby. The property also provides Wi-Fi in all areas of the house and private parking for 2 cars. Guests are required to present a valid ID upon arrival, check-in hours must be scheduled in advance, and no parties or pets are allowed on the property.

Light Skies

Adorned in stunning natural daylight, this modern villa invites guests to soak up the Madeira sunshine in utmost luxury. With attention to detail and top-of-the-range finishings carefully selected across the space, prepare to live like royalty with this home as your holiday base. 

From the panoramic ocean blue views to the infinity swimming pool, terrace bar area and beautiful open-concept main living area – this spot will serve those looking to spend quality time together in a sociable environment. Relaxing here is a breeze as you'll find plenty of perching places on the terrace or inside the villa. And since each of the bedrooms features its own en-suite and direct access to the balcony boasting breathtaking views across the ocean – spending time here in solitude may be just as tempting. 

By hiring a car here, you'll be within easy reach of Madeira's magical natural beauty in the form of its volcanic caves, natural swimming pools and serene beaches. Or why not head into the capital city of Funchal, with an array of cultural and shopping attractions to discover? 



Bliss of Light 

Surrounded by luscious landscapes and that breathtaking ocean view – this spot dits perched in the sun-drenched hills above Calheta. Once an old barn, the newly transformed villa offers modern styles to an infrastructure packed with original character. 

Make the most of the sunshine with the indoor-outdoor living space that extends the open-concept living room and kitchen onto the large wrap-around terrace. Out here, you're given free rein to gaze at the dreamy vistas until you reach a meditative state at any minute of the day. Alternatively, you could go for a swim or rustle up something to eat on the barbecue – evening meals and drinks out here in front of the setting sun couldn't be more blissful. 

A nature lover's dream, there are many hiking trails around Calheta and easy access to the plateau of Paul da Serra, featuring levada walks and spectacular hidden landscapes. Making this spot – perfect for those looking to embrace the art of relaxation and reconnect with nature in the beautiful Madeira countryside.





Setting Suns 

This stunning villa is perched on the cliffs of Madeira, and is waiting to offer you a luxurious and tranquil holiday by the sea. Go for a dip in the private infinity pool, heated if you so prefer, or lie back on the sun loungers and catch some sun under the clear blue skies. No matter where you are in this home, you'll be able to enjoy the breathtaking views of the Madeiran mountains and clear blue sea stretching into the distance, whether you're grilling up some dinner at the barbecue in the outdoor kitchen or getting some work done remotely at the dining table indoors. Large windows and glass doors let the sunlight reach its way throughout this home, so the first thing you'll see upon waking up will be the glittering sea. What better way to start your day?

For those who want to connect with the outdoors while maintaining that air of luxury about their holiday, you've come to the perfect place. Head up to the plateau of Paul da Serra and experience one of its many walking trails, perfect for exploring the island and enjoying a day surrounded by the Madeiran countryside. In the evening enjoy drinks on the patio, or go for a late-night swim in the warm water as the sunset paints the sky and the day comes to a close.

Coal Embers & Cliffsides

Located in a tranquil setting below Estreito da Calheta, the premium air-conditioned Calheta Pearl is a contemporary, 3 bedroom villa with breathtakingly beautiful views over the coast and sea. The open-plan living area features floor-to-ceiling picture windows that slide open to create an indoor/outdoor space with the enormous front terrace and infinity-style pool. Each of the three spacious bedrooms has an en-suite shower room and provides air conditioning. Within walking distance, you'll find a mini-market and café, while a short drive takes you to the resort of Calheta. With its panoramic sea view, this villa offers a serene coastal retreat for those seeking harmony, tranquility, and relaxation by the sea.

Tranquil Coast Villa

This is where time stands still. Where the pool, the sea, and the sky fold into one. Where the most you can hear is the gentle sea or the swaying of the leaves. This walled-off villa is privacy and tranquillity, with your neighbours being the adjacent mountains and the North Atlantic Ocean. 

Enjoy leisurely days spent by the pool, dipping in and out as you please. Catching up on a good book in the most spectacular setting. Occasionally taking a break from lounging for a quick game of ping pong on the lawn. When the mid-day sun is baking down and the kids need some time in the air conditioning, the PlayStation 4 is sure to keep them entertained. 

Although you feel far from civilisation, you're just a five-minute drive from Calheta Beach. Spend the afternoon on the gold sand and gliding through the aqua sea. Or, spend a day hiking across Maderia's rugged land. Calheta is known for its many levada walks, including the stunning 
Levada Calheta-Prazeres. You can get to the start in just eleven minutes by car, and the exhilarating hike will be a memory saved for a lifetime. 

It's a bit further out at a twenty-nine-minute drive, but Calhau da Lapa is unmissable. Considered one of Maderia's hidden gems – its crystal clear waters, volcanic cliffs and enchanting waterfall make it worth the trip. Always make it home for sunset, though. The panoramic views from your villa offer the very best vantage point for watching the sky turn from bright blue to hues of orange, pink, and purple. Come dinnertime, whip something up in your outdoor kitchen, complete with a sink, worktop space, and a barbecue. 

Sapphire Folds

It's amazing what a bit of architectural TLC can do. This building in the Calheta hills was once a farmer's cottage, but it has since been extended and renovated to make for a strikingly contemporary Madeiran getaway.

One thing that hasn't changed over the home's lifetime is just how mesmerising the view is from this elevated position. Here, you can gaze out at the Atlantic Ocean and the island's countryside, only today you can do this from the comfort of the swimming pool or while cooking dinner on the barbecue.

You can also admire this scenery through the home's floor-to-ceiling windows and glass doors, again, while making the most of some stellar amenities. Up on the top floor, for example, there's a large gym in which to work up a sweat, while you'll also find a billiards room a couple of levels below. All the basics are nailed here as well, including the super-sleek kitchen and black-and-white lounge.

When you want to see a little more of the locale, you can join some of the island's famous Levada walking routes quite easily from the home, while the golden sands of Calheta Beach are only 3 kilometres away, too.

Cherries & Bananas

Welcome to The property by Atlantic Holiday, a delightful 2-bedroom apartment located in the scenic area of Calheta on Madeira Island. With comfortable accommodations and convenient amenities, this apartment is perfect for families and friends looking to enjoy a memorable getaway.

Situated in the peaceful neighborhood of Estreito da Calheta, The property offers a serene escape while being just a 5-minute drive away from Calheta Beach, supermarkets, and great restaurants. Explore the beauty of Madeira Island, with the lively city of Funchal only 40 minutes away by car.

Parking is available on the street right in front of the accommodation, free of charge and at any time. The apartment features two cozy queen-size bedrooms, a bathroom with a shower, a balcony with a lovely sea view, a BBQ area, and a refreshing pool. We provide all the necessary bed linen and towels for your convenience.

Inside, you'll find a well-equipped kitchen complete with a fridge, freezer, oven, microwave, hob, and all the essential cooking utensils, plates, and cutlery. There's also a washing machine and a hairdryer available for your use.

The property offers a comfortable and inviting atmosphere, making it the perfect place for families and friends to enjoy their time in Madeira. Please note that smoking is strictly prohibited inside the apartment.

Book your stay at The property today and experience the beauty and tranquility of Calheta on Madeira Island.

Sea Breeze Bliss

Located in the Catinha hills in southwest Madeira, this villa's elevated position offers guests some rather special views of the island's countryside and the Atlantic Ocean stretching on into the distance.

As you would hope, there are plenty of vantage points at this renovated farmhouse cottage, whether that's standing on one of the balconies, dining alfresco in the covered barbecue area or taking a refreshing dip in the swimming pool.

However, there's more to this home than the stunning landscape that surrounds it. The billiards table is sure to stoke up some rivalries among guests — friendly, of course — while the rooftop gym means that it's possible to keep up your fitness regimen during a stay. The clean design throughout, particularly in the minimalist kitchen, is well worthy of a mention, too.

When it comes to filling up the itinerary, there are hiking routes further inland and some of the island's beaches lie a short drive away in the opposite direction, including Praia da Calheta taking just over five minutes. The island's Museum of Contemporary Art is a similar amount of time away, as well.

Cake & Wine

We absolutely love this sublime holiday home. Nestled on the south coast of the archipelago of Madeira, this villa lets you spend a blissful holiday gazing out at stunningly blue ocean views while you rest and rejuvenate. We absolutely love the outdoor areas, with a beautiful private outdoor pool where you can enjoy a cooling dip when the heat turns up, plus many sitting and lounging areas where you can enjoy your superb surroundings in peace.

Inside, you’ll find a modern and stylish home that has all you need for an effortless stay. We love the dining area where you can tuck into delicious Piri-Piri chicken all together, as well as the playroom where you can challenge your loved ones to a game on the football table, or a round of ping pong.

When you want to venture out, you’re just a five-minute drive to Calheta beach where you can find golden sand and warm seas – and the fun-filled city of Funchal is great for a day trip when you want to explore further.

Sapphire Seabird

Perched in a tranquil setting below Estreito da Calheta, you’ll find this magical home. With panoramic views across the picturesque coastline, you’ll find it hard to believe that the interiors are equally spectacular. With floor-to-ceiling windows welcoming the sunlight inside, the ambience is tranquil, and as an invisible barrier to the outdoors, you’ll feel as though you’re breathing in the fresh sea air even when you’re settled on the sofa.

Start your day swimming through the incredible infinity pool – it even has the luxury of a tanning ledge for keeping cool. When breakfast is served, do so alfresco on the delightful terrace – sipping that coffee with endless horizon views will make it taste oh so sweet. For a quiet, lazy day at the villa, you’ll be entertained by the games area – spot of pool, anyone? For those wanting to continue the relaxation, sink into the deep sofa, put on a movie and feel your eyes grow heavy with the wonder of the day. As the day drifts quietly towards night, watch the sky glow amber outside the sprawling windows. With contemporary beauty at its core, this house is a Madeira wonder – the most elegant of backdrops for a memorable stay. 

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Book a stay in one of the best homes in Estreito da Calheta

We selected the 12 homes worth renting in this location

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