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House holiday rentals in Estreito da Calheta

Find and book unique houses on Airbnb

Top-rated house rentals in Estreito da Calheta

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

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Top guest favourite
Home
5 out of 5 average rating, 247 reviews

Beatriz's little house

Hello! We are Sonia, Elio and our daughter Beatriz. Our goal is to make your vacation unforgettable!! Welcome to our home!! The "Casinha da Beatriz" is located in Santana, land of typical houses, ex-libris and tourist poster of the island of Madeira. They were houses composed of an attic, where agricultural products were kept, and a ground floor with the living area. We rebuilt one of these typical "little houses," dating back to 1950, with all the comforts of today. It overlooks the sea/mountains.

Superhost
A traditional Madeiran house is set against a backdrop of dramatic mountains under a colorful sky. The stone structure is surrounded by lush greenery and features a spacious terrace, allowing for stunning views of the natural landscape.
Home in Serra de Água
4.84 out of 5 average rating, 75 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.

Superhost
A modern living area features a comfortable sofa and a sleek chair, positioned by large glass doors that open to a balcony. A round coffee table rests on a patterned area rug, with scenic views of the surrounding landscape visible through the windows.
Home
4.93 out of 5 average rating, 177 reviews

180º view over the West

House for rent in Ponta do Sol, in a quiet but not isolated area just 10 minutes from the beach and village of Ponta do Sol, 30 minutes from Funchal and 40 minutes from the airport. It is ideally located to visit the island, with easy access to the North and its fabulous scenery through the Ribeira Brava The terrace of the house offers a fabulous panoramic and unobstructed view of the ocean Property completely fenced, private parking House Rules Pets are not allowed The check-in is after 16:00

Top guest favourite
An outdoor space is shown, featuring an infinity swimming pool with a clear blue surface. Surrounding the pool are sunbeds, a grassy area, and views of lush green hills under a partly cloudy sky. The villa's glass doors provide access to interior living areas.
Home
4.97 out of 5 average rating, 101 reviews

Villa Palheiros - A Magnificent Ocean View

Perfect home to enjoy the nature and beauty the island of Madeira has to offer. This villa has a stunning ocean view, situated in a very quiet rural area, where you can enjoy a magnificent climate in a swimming pool with endless views. This villa was built and designed to offer the best comfort to its guests. Perfect housing for families, where you can also find all the necessary amenities in a maximum of 5 minutes by car. The air conditioner is a extra service (contact the owner for more info.)

Guest favourite
A modern villa is showcased with clean architectural lines and large glass windows, surrounded by a manicured lawn featuring palm trees. An outdoor dining table and chairs are arranged on a patio adjacent to the heated infinity pool, overlooking scenic views of the landscape.
Home
4.98 out of 5 average rating, 106 reviews

Panoramic View: Lux 3 bed w/ heated pool

Stunning modern villa with a private, heated infinity pool, 3 bedrooms and bathrooms, enjoying sea & mountain views. Located in one of the most sought-after areas with the best weather in the South West of Madeira island, the villa is unique in that it has a dedicated entertainment floor. Situated 5 mins away from Calheta Beach with its excellent restaurants on the marina & the same distance from Madalena do Mar beach. The house enjoys sun on the pool area from late morning until sunset.

Guest favourite
An aerial view reveals a tropical house surrounded by lush banana plantations, with the ocean and pebbled beach visible in the distance. Nearby houses are set against the backdrop of rugged cliffs, showcasing a blend of natural beauty and coastal charm.
Home
4.97 out of 5 average rating, 210 reviews

Tropical house :) 2 min to the sea, views, nature

Tropical house :) - renovada recentemente, tudo é novo e fresco - ar condicionado na sala - 2 minutos para a praia (50 metros) e estacionamento fácil - vista mar e sunsets deslumbrantes - varanda e pátio privados para refeições no exterior - cozinha totalmente equipada - (forno, máquina de lavar a loiça, microondas, máquina de lavar a roupa, etc) - Internet rápida, smart TV e coluna bluetooth - excelente localização (acesso fácil a toda a ilha, caminhadas e praias) - Check in autónomo

Superhost
Home
4.9 out of 5 average rating, 124 reviews

Casa Caboz

Casa Caboz is an elegant residence, ideal for those seeking comfort and tranquility. With a spacious backyard and a barbecue, it is the perfect place to enjoy outdoor moments while taking in the stunning views of the sea and sunset. The cozy atmosphere guarantees a unique and relaxing experience. Located in Canhas, Ponta do Sol, just 8 minutes from the village center, it is the perfect retreat for those who wish to explore the island or simply relax in a paradise-like setting.

Top guest favourite
A bright exterior space is shown with a round pool surrounded by a wooden deck. Sun loungers in green and umbrellas provide shaded areas. Colorful gardens with tropical plants encircle the house, which features large glass doors leading into an indoor living area.
Home
4.98 out of 5 average rating, 203 reviews

Casa Sol e Vista

Moradia com boa vista e bom sol durante todo o dia. A casa está localizada num dos melhores locais da freguesia. Dispoe de dois quartos de dormir, sala / cozinha e duas casas de banho, com lotaçao para 6 pessoas. A casa esta situada no cimo de uma colina o que faz com que a casa tenha uma vista extraordinaria. No exterior tem um churrasco, um grande jardim e a piscina. Absoluta tranquilidade. Venha passar umas férias agradaveis na CASA SOL E VISTA. Contactar Duarte Paulo

Top guest favourite
Aerial view of the modern residence, showcasing its proximity to the coastline. The surrounding area features a mix of greenery and traditional homes, with the ocean visible in the background. The landscape highlights the tranquil setting by the sea, offering a serene environment.
Home
4.97 out of 5 average rating, 115 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
A dining area is highlighted by a large wooden table, illuminated by simple pendant lights. A panoramic window reveals a stunning sunset view over the ocean, while a stone barbecue and stacked wood are visible in the adjacent kitchen space.
Home
4.92 out of 5 average rating, 289 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
A serene outdoor space features a rectangular pool surrounded by tiled decking. Sun loungers are positioned nearby, offering views of the ocean and hilly landscape in the distance. A 'Clean & Safe' badge from the Tourism of Portugal is displayed, emphasizing commitment to hygiene and safety.
Home
4.85 out of 5 average rating, 157 reviews

Ocean View Villa Madeira

Located in an exclusive and privileged location you can enjoy simultaneously the advantages of privacy along with the proximity to the the capital's city centre. Merely 10 minutes away from the historical centre and the gorgeous marina and promenade that you can see while relaxing in the pool. A breathtaking ocean view and mountainous surroundings make this a very special and unique place to stay. You will find out why we are called the "Pearl Of The Atlantic".

Guest favourite
A two-story stone cottage features a traditional roof and vibrant red accents. A cozy outdoor seating area is seen in front, surrounded by a gravel courtyard. The structure is framed by scenic mountain views and has large windows allowing natural light to enter.
Home
4.88 out of 5 average rating, 191 reviews

Adega Do Avô 1 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. Cottage1 offered in this publication has a historical significance for the locality. With more than 100 years it has been totaly restored to offer the best comfort you deserve. We offer "Free car Parking in Premises" (Peace of mind). Its unbeatable location makes this set just 5 minutes from the best sandy beach of the island.

Popular amenities for house rentals in Estreito da Calheta

Quick stats about house rentals in Estreito da Calheta

  • Total holiday rentals

    Explore 120 holiday rentals in Estreito da Calheta

  • Nightly prices starting at

    Estreito da Calheta holiday rentals start at £22 per night before taxes and fees

  • Verified guest reviews

    Over 4,170 verified reviews to help you choose

  • Family-friendly holiday rentals

    90 properties offer extra space & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 10 rentals that welcome pets

  • Holiday rentals with a pool

    40 properties feature pools

  • Rentals with dedicated workspaces

    30 properties have a dedicated workspace

  • Wifi availability

    110 of Estreito da Calheta holiday rentals include wifi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across Estreito da Calheta rentals

  • 4.8 Average rating

    Estreito da Calheta stays are highly rated by guests – averaging 4.8 out of 5!

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