House holiday rentals in Calheta

The charming stone property features a welcoming entrance with a terracotta roof and vibrant green doors. A small outdoor seating area with a table and chairs is set amidst lush plants and blooming flowers along the pathway, creating an inviting atmosphere.

4.91 out of 5 average rating, 172 reviews

Recanto das Florenças (2) - Great Views & Sunsets

This beautiful stone property, fully restored in 2019, sits in a peaceful rural location called Florenças, a small parish within Calheta, on the southwest region of the island, and has the most amazing panoramic ocean and mountains views. If you’re a nature lover and wish to get away from the noisy and stressful city life, Recanto das Florenças holiday houses offers you a great opportunity to relax and have a romantic or family holiday break, next to the mountains and the beach at the same time!

The outdoor area features a private infinity pool with steps leading in, surrounded by a spacious deck with sun loungers. Palm trees provide shade, while a cozy seating arrangement in vibrant blue invites relaxation. The modern structure showcases large glass windows reflecting the sunny ambiance.

4.94 out of 5 average rating, 103 reviews

Old Town Funchal Seafront villa Pool & garden

Beachfront design home featured in Conde Nast Traveller w private swimming pool & tropical garden in the Old Town of Funchal. Just 200m, 5min walk to the city center, beach & restaurants. Free street parking & fast internet. 2 bedroom villa w 2 bathrooms, living room & kitchen w unlimited sea views. Stylish interiors & lots of outside relaxing, sunbathing & dining space with BBQ. Tropical oasis in the city - feels like the countryside. Perfect base to explore Madeira´s hikes & beaches in style

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.

4.97 out of 5 average rating, 197 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

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.

4.99 out of 5 average rating, 253 reviews

Top View House

Top View House é uma casa nova (remodelada em novembro de 2017) com dois quartos de dormir, uma sala, uma cozinha, duas casas de banho e duas varandas. 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.

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.

4.93 out of 5 average rating, 108 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.

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.

4.98 out of 5 average rating, 195 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

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.

4.97 out of 5 average rating, 109 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.

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.

4.92 out of 5 average rating, 278 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 ...

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.

4.98 out of 5 average rating, 104 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.

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.

4.99 out of 5 average rating, 183 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

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.

5 out of 5 average rating, 100 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.

A modern living room is featured with a comfortable black sofa adorned with decorative pillows. A wooden coffee table, holding magazines and a small decorative item, is positioned on a soft rug. Large glass doors provide a stunning view of the ocean and lead to a balcony.

4.91 out of 5 average rating, 116 reviews

Casa Da Tenda Magnificent views ,Sea and Mountains

Casa Da tenda located in a quiet location, only 15 min drive to Calheta and shops, 30 minutes from Funchal and 40 minutes from the airport.The terrace of the house offers a fabulous panoramic and unobstructed view of the ocean. A true paradise where you get a views of the ocean and mountains.

Popular amenities for house rentals in Calheta

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

A modern villa features a rectangular swimming pool set against expansive glass doors, reflecting the vibrant colors of sunset. The surrounding patio offers a clear view of the inviting indoor living spaces, blending seamlessly with the outdoor area.

5 out of 5 average rating, 33 reviews

Vincents Place | Ocean View | Pool I Calheta

A modern villa with a sleek design features a spacious outdoor area and a private heated pool. Multiple lounge chairs are arranged alongside the pool, and large glass panels open to the living spaces, creating a seamless connection with the surrounding garden.

4.92 out of 5 average rating, 12 reviews

Villa Lunarenzo

The image showcases a charming stone house with a terracotta roof, surrounded by a wooden fence. A green umbrella sits on a small patio table, providing shade. Lush greenery and distant ocean views are visible in the background, creating a calming outdoor environment.

4.98 out of 5 average rating, 147 reviews

Casa Velha D. Fernando

A rustic stone building is situated amidst greenery, reflecting traditional architecture. The structure features wooden doors, and a stone pathway leads to staircases. Decorative flags are seen above the rooftop, contributing to the charming landscape.

4.88 out of 5 average rating, 134 reviews

Casa da Cascata B&B | Levada Houses

A rectangular pool is framed by a stone border, reflecting clear blue water. Lush green grass surrounds the area, with a smooth pathway of round stones leading to the pool. In the background, a red outdoor seating area and a modern house facade are visible.

4.94 out of 5 average rating, 18 reviews

Sales House

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.

4.98 out of 5 average rating, 144 reviews

Villa Bisa Atlantic View ,heated pool

A vintage VW T2 Caravan is positioned prominently in a spacious living area, surrounded by a neutral-toned rug. A wooden sofa and chair complement the retro design, while colorful wall decor adds a lively touch to the ambiance.

4.9 out of 5 average rating, 153 reviews

Kombi Studio(private pool) by STAY Madeira Island

An elevated view captures a serene coastline with a winding road and lush green hills. The blue swimming pool is visible alongside a seating area with outdoor furniture. Bright sunlight enhances the panoramic scenery of the ocean and nearby town.

4.95 out of 5 average rating, 171 reviews

Sweet Brava Home - Pool & Sea view

Weekly house rentals

A private terrace offers sweeping views of the ocean and lush landscape, framed by a rustic wooden railing and vibrant greenery.

4.94 out of 5 average rating, 63 reviews

Welcome to Little Hawaii!

4.86 out of 5 average rating, 57 reviews

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

NEW! Madeira's last hidden mountain paradise!

5 out of 5 average rating, 20 reviews

Sun&Salt | Ocean view

A traditional stone house with a tiled roof is positioned amidst vibrant greenery. The foreground features colorful flowers, while the view extends across the serene ocean, meeting the horizon under a clear blue sky. The landscape reflects a tranquil coastal setting.

4.88 out of 5 average rating, 49 reviews

The Haystack

A modern jacuzzi is shown with bubbling water, surrounded by sleek stone walls. The design features ergonomic seating and built-in jets, creating a relaxing space for enjoyment throughout the year.

4.98 out of 5 average rating, 40 reviews

The Star House -Jacuzzi & Aircon

A private garden is adorned with vibrant flowers in pots, leading to a covered patio. The patio features large glass doors, revealing a bright, spacious interior with light curtains. Stone pathways meander through the lush green grass, creating an inviting outdoor space.

4.98 out of 5 average rating, 91 reviews

Zeza´s Garden

An expansive view of the Atlantic Ocean is presented from the edge of a private infinity pool. The tranquil waters reflect the clear blue sky above, while rolling hills and the coastline of Camara de Lobos are visible in the background.

5 out of 5 average rating, 86 reviews

Peak A Boo (Private Heated Pool & Private Parking)

A modern kitchen area features a round glass dining table, surrounded by four patterned chairs. A sleek stainless steel refrigerator and a built-in oven are visible, alongside a washing machine. A decorative arrangement of yellow flowers and fresh fruits adds a welcoming touch to the space.

4.96 out of 5 average rating, 56 reviews

Casa Sol & Maré 1

Private house rentals

A covered walkway extends alongside the property, featuring wooden beams and a smooth tile floor. A red lounge chair is positioned against the wall, with lush tropical plants visible in the background, filtered sunlight creating shadows on the ground.

4.96 out of 5 average rating, 74 reviews

21Bananas

5 out of 5 average rating, 7 reviews

Adults-only suite with heated tub & sea view

A balcony with two green chairs sits alongside a railing, offering unobstructed views of the ocean and surrounding hills. Bright sunshine fills the scene, highlighting the vibrant colors of the landscape and creating a serene outdoor space. A yellow towel is casually draped over one chair.

4.85 out of 5 average rating, 41 reviews

Casa Menezes,Sunrise & Sunset Every Day.

An inviting terrace features a small pool with a green carpet surrounding it. The living room incorporates large windows that offer stunning ocean views. A cozy seating area includes a sofa and decorative cushions. The modern kitchen is well-equipped, ensuring convenience for guests.

4.87 out of 5 average rating, 30 reviews

Casa Sienna Calheta-A Spectacular Ocean View Place

4.92 out of 5 average rating, 13 reviews

Casa Avós / Netas Fantastic view, near the Nature

A tranquil outdoor space features a rectangular swimming pool surrounded by well-maintained grass and palm trees. Lounge chairs are positioned nearby, with a stone wall bordering the property and the ocean visible beyond, creating a serene coastal atmosphere.

4.98 out of 5 average rating, 46 reviews

Casa de Pedra - Casas do Calhau Kids

5 out of 5 average rating, 46 reviews

Plantation´s Villa - Funchal Seaside Villas

A modern living area features a spacious sectional sofa adorned with decorative pillows. Natural light floods the room through large glass doors, revealing a glimpse of the outdoor space. A sleek kitchen is visible in the background, complemented by contemporary cabinetry.