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House holiday rentals in Calheta

Find and book unique houses on Airbnb

Quick stats about house rentals in Calheta

  • Total holiday rentals

    Explore 170 holiday rentals in Calheta

  • Nightly prices starting at

    Calheta holiday rentals start at $98 AUD per night before taxes and fees

  • Verified guest reviews

    Over 6,450 verified reviews to help you choose

  • Family-friendly holiday rentals

    120 properties offer extra space and kid-friendly amenities

  • Pet-friendly accommodation

    Find 20 rentals that welcome pets

  • Holiday rentals with a pool

    50 properties feature pools

  • Rentals with dedicated workspaces

    60 properties have a dedicated workspace

  • Wi-Fi availability

    170 of Calheta holiday rentals include Wi-Fi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across Calheta rentals

  • 4.8 Average rating

    Calheta stays are highly rated by guests—averaging 4.8 out of 5!

Top-rated house rentals in Calheta

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

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Top Guest favourite
Home in Santana
5 out of 5 average rating, 261 reviews

Casinha da Beatriz

Olá! Somos a Sónia, Élio e a nossa filha Beatriz. O nosso objetivo é tornar as vossas férias inesquecíveis!! Sejam bem vindos à nossa casa!! A "casinha da Beatriz" está localizada em Santana, terra das casas típicas, ex-libris e cartaz turístico da ilha da Madeira. Eram casas compostas por um sotão, onde se guardavam os produtos agrícolas, e piso térreo com a área habitacional. Reconstruímos uma destas "casinhas"típicas, datada de 1950, com todo o conforto dos tempos atuais. Tem vista mar/serra.

Guest favourite
The exterior of Quinta das Rosas showcases a newly renovated two-story yellow building with a welcoming entrance. Surrounding greenery adds a refreshing touch, while a stone pathway leads to the door. A few pumpkins rest on the lawn, complementing the vibrant atmosphere during sunset.
Home in Estreito da Calheta
4.94 out of 5 average rating, 107 reviews

Quinta das Rosas 5 Amazing Seaview Trekking Beach

Quinta das Rosas has been completly renovated and open to guests in September 2022. The house first construction dates early 1930's and belonged to Mr. Manuel da Rosa who was my Grandmother's neighbour and the Village only store owner. My Grandmother Rosa and his wife Rosa were friends, reason I hounor the property by calling it "Quintas das Rosas". Its unbeatable location offers just 5 minutes from the best sandy beach of the island "Calheta Beach" and it is only 30 minutes from Funchal.

Superhost
A spacious living area features a comfortable sectional sofa and a large rug on the floor. Floor-to-ceiling glass doors provide unobstructed views of the sea. Two woven light fixtures hang from the ceiling, enhancing the bright atmosphere.
Home in Funchal
4.93 out of 5 average rating, 109 reviews

The View, Funchal

Newly renovated quiet 2 bedroomed house with fantastic panoramic views over the sea and Funchal harbour. This comfortable, light contemporary home opens through a wall of glass to a private south facing terrace with loungers and comfortable dining area under a tiled canopy. Cruise ships waft past the terrace, by night lit like Manhatten. Tiny squid fishing boats bob just offshore with their hanging lights. You can watch the boats come and go in the harbour which looks fabulous by night.

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 in Jardim do Mar
4.97 out of 5 average rating, 116 reviews

CasaMar

Procura um lugar para relaxar com conforto à beira mar, ou para continuar o seu trabalho de forma online? Este poderá ser o lugar que procura. Desfrute as suas férias numa casa moderna, localizada a 100m da praia em zona calma, soalheira e quente. Assim como moderna, é muito prática com um layout simples. Nela existe um bonito escritório, onde poderá concluir o seu trabalho num clima sossegado, e com excelente conecção á internet. Perfeito para quem tem intenções de trabalhar e relaxar.

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
4.97 out of 5 average rating, 111 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 in Madalena do Mar
4.97 out of 5 average rating, 218 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

Guest favourite
An outdoor dining area features a wooden table set with dishes and plants, surrounded by a few chairs. The rustic orange exterior of the adjacent building complements the lush greenery. The sea view can be seen in the background under an overcast sky.
Home in Arco da Calheta
4.93 out of 5 average rating, 118 reviews

Mango House

House with superb sun exposure, peaceful and stunning views over the sea and the mountain. Has 2 bedrooms (one with a double bed and the other with two single beds easily convertible into a double bed), a complete bathroom. On the ground floor open space with kitchen / living and dining room and toilet. Furniture and careful decoration. Outside enjoy the garden and the pleasant dining space with incredible views of the sea. The barbecue, mini-pool and shower complete your well-being.

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, 206 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

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 Calheta
4.99 out of 5 average rating, 272 reviews

Top View House

Top View House é uma casa com dois quartos de dormir, uma sala, uma cozinha, duas casas de banho, duas varandas e ar condicionado. Situada num bairro calmo em plena natureza com vistas exuberantes. Próxima da Levada Nova e de percursos pedonais (Rabaçal, 25 fontes, Lagoas da Dona Beja e do Vento), também a 10 minutos (de carro) de uma praia de areia amarela, Museu de arte contemporânea da Madeira – Mudas, supermercado, restaurantes, padarias, urgências, farmácia.

Guest favourite
A comfortable living area is displayed, featuring a sectional gray sofa and a coffee table with a decorative glass vase. A flat-screen television is mounted on the wall, and framed artwork adds a subtle touch to the contemporary space.
Home in Estreito da Calheta
4.93 out of 5 average rating, 107 reviews

Refúgio do Tibéu II

O Refúgio do Tibéu II, é uma casa privada, acabada de construir no ano de 2023, fica situada numa área muito tranquila e repleta de sol. É o local ideal para umas férias a dois ou até mesmo em família. Fica próximo de inúmeros lugares turísticos, incluindo a fantástica praia do concelho. A sua localização facilita os seus passeios pela ilha, seja ao mar ou às montanhas, e ou pelas levadas da ilha. Esperamos por si para visitar a nossa casa nesta bela ilha.

Guest favourite
An outdoor patio area features comfortable seating on light-colored cushions, alongside a coffee table. Potted plants add greenery against a backdrop of natural stone, creating a serene space. Steps lead up to additional levels, inviting exploration of the surrounding landscape.
Home in Lombo Do Doutor
4.93 out of 5 average rating, 111 reviews

2-Bedroom house by the sea with Patio

Enjoy yourself while staying in this newly built house located near Calheta's Beach, only a 2-minute walk. Our place offers 2 bedrooms, 3 bathrooms, kitchen, living room and a solarium. Perfect for small families or couples looking for a place to relax while close to the beach and mountains at the same time. Includes also private parking and proximity to supermarket, restaurants, cafés and to Calheta's Marina.

Top Guest favourite
A well-maintained outdoor area features a landscaped garden with bright flowers and a stone pathway. The exterior of the villa showcases a combination of white stucco and stone accents. Large windows contribute to a light and airy feel, enhancing the connection with the surrounding nature.
Home in Estreito da Calheta
4.99 out of 5 average rating, 118 reviews

Villa Nature and Sun

Na Villa Nature and Sun, relaxe em conjunto da sua familia e amigos aproveitando a calma das montanhas, do mar e da natureza! Villa Nature and Sun fica situado perto de percursos pedonais (Levada Nova, 25 Fontes) Café mais proximo a 5 minutos, supermercados e praia a 10 minutos, cidade do Funchal 30 minutos, Aeroporto Internacional Cristiano Ronaldo 45 minutos.

Popular amenities for Calheta house rentals