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House holiday rentals in Calheta

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Top-rated house rentals in Calheta

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Top guest favourite
Home in Santana
5 out of 5 average rating, 240 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.

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 in Arco da Calheta
4.97 out of 5 average rating, 100 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.)

Top 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, 104 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
Home in Madeira
4.9 out of 5 average rating, 220 reviews

Refúgio do Tibéu

Recently renovated, Refúgio do Tibéu is a private house located in a very quiet and sunny area. It is the ideal place for a vacation for two or even a family. It is close to numerous tourist attractions, including the fantastic beach of the municipality. Its location makes it easy to tour the island, whether by sea or mountains, as well as walking tours of the area and/or the island's "levadas" (irrigation channels). We look forward to seeing you visit our home on this beautiful island.

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, 205 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, 112 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, 202 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 in Jardim do Mar
4.97 out of 5 average rating, 113 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.

Top 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, 264 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.

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
4.98 out of 5 average rating, 110 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.

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 in Estreito da Calheta
4.88 out of 5 average rating, 190 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.

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, 101 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.

Popular amenities for house rentals in Calheta

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 $77 SGD per night before taxes and fees

  • Verified guest reviews

    Over 6,020 verified reviews to help you choose

  • Family-friendly holiday rentals

    120 properties offer extra space & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 10 rentals that welcome pets

  • Holiday rentals with a pool

    50 properties feature pools

  • Rentals with dedicated workspaces

    50 properties have a dedicated workspace

  • Wifi availability

    170 of Calheta holiday rentals include wifi 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!

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