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House holiday rentals in Estreito da Calheta

Find and book unique houses on Airbnb

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 $43 AUD per night before taxes and fees

  • Verified guest reviews

    Over 4,350 verified reviews to help you choose

  • Family-friendly holiday rentals

    90 properties offer extra space and kid-friendly amenities

  • Pet-friendly accommodation

    Find 10 rentals that welcome pets

  • Holiday rentals with a pool

    40 properties feature pools

  • Rentals with dedicated workspaces

    40 properties have a dedicated workspace

  • Wi-Fi availability

    120 of Estreito da Calheta holiday rentals include Wi-Fi 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!

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 in Santana
5.0 out of 5 average rating, 258 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.

Guest favourite
A private infinity pool is set against a backdrop of the ocean, surrounded by lush tropical plants. Comfortable seating, featuring blue cushions, faces the pool and ocean views, creating a relaxing outdoor space. The bright sky enhances the tranquil atmosphere.
Home in Funchal
4.95 out of 5 average rating, 114 reviews

Seafront Home in Old Town Funchal w Pool & Garden

Beachfront design home featured in Conde Nast Traveller w private pool & tropical garden in Old Town of Funchal. A stunning oasis just 5min walk to city center, beach & restaurants. Free street parking, fast internet & strong AC. 2 bedroom historic villa with 2 WC´s, living room & kitchen w sea views. Stylish interiors & lots of outside relaxing, sunbathing & dining area with BBQ. Tropical villa that feels like the countryside w amazing climate. Perfect base to explore Madeira´s hikes & beaches

Top Guest favourite
The image captures a scenic view of a cozy house surrounded by lush greenery, with rolling hills and mountains in the background. A vibrant landscape of various shades of green is visible, alongside a clear blue sky, creating a peaceful atmosphere in the natural environment.
Home in São Vicente
4.92 out of 5 average rating, 211 reviews

"Just Nature 1" Madeira Island -Boaventura

"Just nature 1" is located in Boaventura-S. Vicente An ideal place for walking wrapped in protected Laurisilva, where the only sound you can hear is the sound of the birds! Absorb the amazing views of the northen part of Madeira island, and meet the insides of the Laurissilva by going on walk in "Levada da Origem", located at 100 meters from the house. Near the house there is also a minimarket, where you can meet Mr. José, ask for the local drink, and get to know a bit more about Boaventura.

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 in Arco da Calheta
4.98 out of 5 average rating, 109 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
A modern kitchen is presented, featuring sleek black countertops and white cabinetry. Stainless steel appliances, including a refrigerator and microwave, are visible. A bowl of fresh fruit is placed on the counter, and large glass doors lead to a balcony with scenic views.
Home in Arco da Calheta
4.99 out of 5 average rating, 271 reviews

Top View House

Top View House is a house with two bedrooms, a living room, a kitchen, two bathrooms, two balconies and air conditioning. Located in a quiet neighbourhood surrounded by nature, with stunning views. Close to Levada Nova and walking trails (Rabaçal, 25 Fontes, Lagoas da Dona Beja and Lagoas do Vento), also 10 minutes (by car) from a yellow sand beach, the Mudas Museum of Contemporary Art of Madeira, a supermarket, restaurants, bakeries, emergency services and a pharmacy.

Top Guest favourite
A stone exterior of the house is shown, featuring red trim that contrasts against the grey walls. A small bistro table with two chairs is positioned on the stone patio. Lush green grass and flower beds, along with a railing, overlook a vast view of the Atlantic Ocean under a clear blue sky.
Home in Arco da Calheta
4.97 out of 5 average rating, 115 reviews

Endless Blue House

Endless Blue is a traditional stone house, with modern improvements. It has a panoramic view over the Atlantic Ocean. It stands in a popular location for people who like to spend time in a quiet and peaceful place. It offers a suite, with a very beautiful sea view. The property also has outdoor leisure areas with excellent sun exposure throughout the day. It benefits from a large salt water swimming pool (10mX4m), where you can enjoy a spectacular sunset.

Top Guest favourite
A dining area features a set table with plates, glasses, and bottles against a warm yellow wall. A cozy sleeping space is visible in the background, showcasing a spacious bed with a patterned blanket and soft lighting from wall-mounted fixtures. A comfortable sofa is also present.
Home in Ribeira Brava
4.94 out of 5 average rating, 172 reviews

Two Birds Place - Mar, Sol e Natureza!

Sunny house, sea view, located in the south (center of the island). Quick access to any part of the island. Close to the sea and nature walks. Ample space for 2 people with the possibility of 1 more. All the amenities for a great rest, including air-conditioning, a "Take a book, return a book" library, and free parking in front of the AL. Also benefit from the sun lounger, shower, barbecue or outdoor table. You can also wash your hiking gear or even the vehicle.

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 in Arco da Calheta
4.98 out of 5 average rating, 204 reviews

Casa Sol e Vista

Villa with a good view and plenty of sunshine throughout the day. The house is located in one of the best spots in the parish. Dispoe with two bedrooms, living room / kitchen and two bathrooms, with lot for 6 people. The house is located on top of a hill, which gives it an extraordinary view. Outside there is a barbecue, a large garden and a swimming pool. Absolute tranquillity. Come and spend a pleasant holiday at CASA SOL E VISTA. Contact Duarte Paulo

Top Guest favourite
An outdoor dining area is displayed, featuring a table set with orange cloth and breakfast items including fruits and pastries. Behind the table, chairs are arranged neatly. A hammock is visible in the backdrop, with a panoramic view of the ocean and hills beyond.
Home in Arco da Calheta
4.97 out of 5 average rating, 156 reviews

Villa Bisa Atlantic View ,heated pool

A 2 bedroom villa located in Arco da Calheta. the property has 2 modern style bedrooms, 2 and a half luxurious modern bathrooms,outdoor shower ,new modern kitchen, living room, etc... The property has just been renovated,modern decorated with high quality furniture which is extremely comfortable. The villa also includes cable ,Satellite TV and internet. The property on the outside has BBQ ,pool with a panoramic Seaview ,a nice eating area.

Top Guest favourite
The image captures a view of Casa Nambebe, with a terracotta roof and surrounded by lush banana trees. An inviting infinity pool reflects the blue ocean, while the rugged coastline and greenery enhance the tranquil setting. The house is positioned on a hillside overlooking the sea.
Home in Ponta do Sol
4.99 out of 5 average rating, 197 reviews

Typical house above the sea

"Casa Nambebe" is a typical Madeiran house. Situated on the south slope of Madeira island, it is a great place to relax and enjoy a beautiful view of the sea. The house is placed in the middle of a land of banana trees where the contact with nature is immediate and the infinite pool will have you feel like you're in the ocean. Every sunset is unique. Número de licença ou registo 38381/AL

Guest favourite
A private heated pool reflects the serene colors of the sunset, set against a backdrop of the ocean. A wooden deck surrounds the pool, complemented by glass railings for an unobstructed view of the landscape.
Home in Arco da Calheta
5.0 out of 5 average rating, 51 reviews

A&M House II

A&M House II, the perfect place to enjoy your best vacation on Madeira Island. Located in a quiet area with a mild climate, it offers guests all the comfort they need to feel at home. Its stunning views make every evening unforgettable with its stunning sunsets. Come discover Madeira and enjoy the comfort that A&M House II has to offer.

Top Guest favourite
An infinity pool reflects the vibrant hues of a sunset over the ocean. The surrounding terrace features minimalistic railings, emphasizing unobstructed views of the coastal landscape and the sky's dramatic colors.
Home in Arco da Calheta
4.95 out of 5 average rating, 131 reviews

Syso House

House of modern architecture designed to offer a sense of freedom and connection with nature. You can relax in the pool designed to offer a sensational view of the ocean. This villa is located in a rural area, where you will have access to pharmacy, grocery stores with local products, post office and health center a few meters.

Popular amenities for Estreito da Calheta house rentals