Family-friendly holiday rentals in Estreito da Calheta

4.95 out of 5 average rating, 275 reviews

The image captures a wooden-roofed structure situated beside a calm sea, with expansive views of the coastline and towering rocky cliffs under a clear blue sky. The serene waters glisten in the sunlight, providing a striking contrast to the natural landscape.

Place to stay

Uni WATER Studio

Wake up to absolute mind blowing scenery in this mezzanine featuring floor to ceiling high windows facing the island's stunning coastline, often requiring a second look to truly appreciate the beauty that this magnificent island has to offer. The mezzanine accommodates two people, has an ensuite bathroom, a fully equipped kitchen and also has access to its own private garden. Needless to say, our infinity pool is also there for you to enjoy and relax. Free parking is available in Jardim do Mar.

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, 250 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.

4.83 out of 5 average rating, 743 reviews

Tent

Be adventurous , something completely different 2

Located in the north-western part of the island ,its an amazing location protected by conservation laws that have kept the area free of over development. With epic mountain and sea-views (the photos don't do it justice) the tents are located 450m above the coastline. If a place to relax and unwind is what you after then this would be the place to come to. There are also some amazing levada walks to explore in the area.There are three tents on the property so you might neighbours.

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, 193 reviews

Casa Sol e Vista

Villa with a good view and good sunshine throughout the day. The house is located in one of the best places in the parish. It has two bedrooms, living room / kitchen and two bathrooms, with a capacity for 6 people. The house is situated at the top of a hill which makes the house have an extraordinary view. Outside there is a barbecue, a large garden and the swimming pool. Absolute tranquility. Come spend A pleasant vacation in the HOUSE SUN and VIEW. Contact Duarte Paulo

An outdoor area presents a heated saltwater pool framed by vibrant green grass and blooming shrubs. A single lounge chair is positioned beside the pool, with the expansive ocean visible in the background under a clear blue sky. Sunlight reflects off the water's surface.

4.99 out of 5 average rating, 134 reviews

☀️ Bright & Spacious w/ Pool & Oceanside View :D

Modern studio in the sunny and serene coastal village of Jardim do Mar, south west of Madeira Island. Studio D features an open plan design with kitchenette, lounging area, TV (with Netflix), a cozy queen size bed, a spacious bathroom with washing machine and a private balcony with ocean and pool view (24° to 26° Celsius). Guests have full access to the garden and heated saltwater pool. New Tourism Tax already included in the price, so we'll take care of that for you.

4.97 out of 5 average rating, 413 reviews

Yurt

Mango Yurt ~Eco-Glamping in a Hidden Paradise

Wake up in total privacy, surrounded by a lush permaculture garden where you can see, taste and smell nature’s abundance. At Canto das Fontes, in the sunny Sítio dos Anjos, it feels like eternal spring all year — even when other parts of Madeira are cooler. An award-winning regenerative eco-glamping where sustainability meets comfort and luxury, with a natural pool, Honesty Bar and stunning views of the sea and waterfall. 💧🌿 More pictures and vibes: @cantodasfontes

4.96 out of 5 average rating, 112 reviews

A serene sunset view is framed by silhouettes of trees and a hanging bird feeder. A small table and chairs are visible in the foreground, casting gentle shadows as the sun dips below the horizon, reflecting warm hues across the ocean.

Tiny home

Magro's House

This is an AL (local accommodation) studio, with about 36m2, modern, integrated in a centenary stone house – designated Casa Mãe – with a magnificent view to the Atlantic Ocean. Guests can access a beautiful garden with grass and indigenous/endemic plants as well a small garden with tropical fruits. You will enjoy magnificent sunsets and hear the sounds of nature – birds, frogs and butterflies in some seasons of the year.

An infinity pool stretches over a wooden deck, with views of the expansive Atlantic Ocean and dramatic cliffs. Sunlight reflects off the water's surface, enhancing the serene atmosphere. Surrounding greenery complements the natural setting, inviting relaxation and contemplation.

4.98 out of 5 average rating, 189 reviews

Meu Pé de Cacau - Studio Papaya in Paúl do Mar

Meu Pé de Cacau is a tropical fruit garden surrounded by dramatic cliffs to the north-east and the vast Atlantic Ocean to the south-west. Four beautifully designed and sustainably built studios share the property with an infinity pool, social areas and luxurious plantations hosting hundreds of different tropical fruits, planted on traditional agricultural terraces hand crafted in basalt stone.

4.97 out of 5 average rating, 147 reviews

An infinity pool offers panoramic ocean views, bordered by a well-maintained garden featuring blooming flowers and lush greenery. Sun loungers are positioned nearby for relaxation, while a shaded terrace area can be seen in the background, enhancing the tranquil ambiance.

Villa

Villa Miradouro da Baleia by PAUSA Holiday Rentals

This magnificent, modern, private villa Miradouro da Baleia (Whale Watchtower) has some of the best ocean and mountains views on the island, with a infinity pool and located in a premium spot surrounded by spectacular cliffs, cropland, banana plantations and vineyards, it was carefully & tastefully restored/built in 2018 offering a unique experience of a Portuguese summer style accommodation!

4.83 out of 5 average rating, 168 reviews

Geremoise

Terrace with sea and mountain views. Rental located 5 minutes' drive to the beach and a supermarket. 15 minutes from levadas and hikes. Terrace with sea and mountain views. Rental located 5 minutes' drive from the beach and supermarket. 15 minutes from levadas and hiking.

A sunny space features a splash pool surrounded by well-maintained grass and tropical plants. White walls contrast with dark volcanic rock in the background. A covered outdoor dining area is visible, providing a shaded space for meals while enjoying the outdoors.

4.97 out of 5 average rating, 186 reviews

Villa Papaya

An Outstanding Location, with a Fabulous View. Splash Pool and a Table to do meals outside. Unforgetable Sunset, with the sea and the Marina View! Villa Papaya Address: Rua Serra D’Água - Vereda do Morgadinho N. º 24 9370-076 Arco da Calheta

4.82 out of 5 average rating, 190 reviews

An open living area features a dining table set for four, a sofa with a cozy blanket, and two casual chairs. The kitchen area, with wooden cabinetry and modern appliances, is visible in the background. A staircase leads to the upstairs loft.

Loft

Calheta Lofts I

The best place in Madeira to enjoy the sea and the sun, at a distance of three minutes walking you are at Calheta Beach. The appartment is ideal for couples with children, it is real safe, we have a parking área, a small balcony.

Popular amenities for Estreito da Calheta family-friendly rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Family-friendly home rentals with a hot tub

A charming outdoor space features a wooden pergola draped with sheer curtains, providing shade over a hot tub. Nearby, a seating area with dark wicker furniture is set against a backdrop of vibrant greenery and blooming flowers, along with a few white lounge chairs.

4.87 out of 5 average rating, 219 reviews

Beautiful Views - Apartment Fontes

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.

4.93 out of 5 average rating, 163 reviews

180º view over the West

4.86 out of 5 average rating, 174 reviews

A balcony scene features a table set with two plates of breakfast alongside a scenic view of the ocean. Two chairs are positioned around the table, and the horizon is visible under a clear blue sky, reflecting the sunlight.

Apartment

Family friendly apartment swimming pool ocean view

A pool area features a circular swimming pool surrounded by lounge chairs, with a view of the ocean in the background. The bright blue water contrasts with the light-colored tiles. Palm trees add a tropical touch to the serene atmosphere.

4.86 out of 5 average rating, 175 reviews

Swimming pool, balcony and sea view. Renovated studio.

A silhouette of a person practicing yoga is framed against a vibrant sunset, casting colorful reflections on the infinity pool. The expansive view includes ocean waves and distant mountains, enhancing the serene atmosphere of the outdoor area.

4.94 out of 5 average rating, 214 reviews

Atlantic Ocean View Apartment INFINITE POOL

4.84 out of 5 average rating, 161 reviews

A spacious outdoor area is presented with lush green grass and vibrant flowering plants. Sunbeds and umbrellas provide relaxation options, while scenic hills and trees create a tranquil backdrop under a clear blue sky.

Holiday home

Ocean views: Exclusive loft with terrace & Hot-Tub

A scenic view of rolling hills covered with banana trees and a distant mountain landscape can be seen. The coastline features calm waters, while a green lawn with a wooden pergola is visible in the foreground. A clear sky enhances the tranquil atmosphere.

4.92 out of 5 average rating, 178 reviews

Tropical Lovers - Levada & Bananas cliff

4.9 out of 5 average rating, 105 reviews

Dome

Soul Glamping - Luxury Dome with private jacuzzi

Family- and pet-friendly home rentals

4.88 out of 5 average rating, 113 reviews

A cozy room features wooden walls and flooring, creating a natural ambiance. A spacious bed is dressed in light linens, complemented by a decorative throw. A small window allows natural light to enter, while a dark blue armchair adds a seating option in the corner.

Tiny home

Seixal nature house 1

4.82 out of 5 average rating, 217 reviews

A panoramic view of a lush hillside is presented, showcasing a collection of colorful homes with terracotta roofs nestled among verdant banana trees. The sky features a mix of clouds and sunlight, enhancing the vibrant landscape of Ponta do Sol.

Townhouse

Organic Phenomena

An outdoor dining area is visible with wooden tables and chairs positioned against a stone wall. The ocean stretches out in the background with gentle waves, and a coastal rock formation creates a picturesque horizon under a clear blue sky among swaying trees.

4.89 out of 5 average rating, 267 reviews

Casa da Praia

The image features a bright yellow house surrounded by palm trees and blooming foliage. A staircase leads to the entrance, which is illuminated by natural light. The upper balcony can be seen with decorative railing, enhancing the overall welcoming appearance of the property.

4.95 out of 5 average rating, 146 reviews

Sofia's Place

4.9 out of 5 average rating, 154 reviews

Casa dos Anjos 9224/AL

A well-maintained garden is highlighted by two turquoise lounge chairs positioned on vibrant green grass, accompanied by a large umbrella for shade. The stone exterior of the house is visible in the background, creating a harmonious blend with the outdoor seating area.

4.93 out of 5 average rating, 115 reviews

BHF Residences Ying Yang

An expansive terrace with a tiled floor offers unobstructed views of the coastline and lush green mountains. Railings outline the space, enhancing the connection with the natural surroundings. The sky above is bright, with a few clouds adding depth to the landscape.

4.87 out of 5 average rating, 112 reviews

Little Escape Madeira

A bright living area is shown, featuring a spacious sofa and a dining table surrounded by light chairs. Natural light fills the room through large windows, with decorative plants adding a touch of greenery. A television is positioned on a shelf, complementing the open space.

4.93 out of 5 average rating, 102 reviews

Casa Amarela - Apartment

Family-friendly home rentals with a pool

4.94 out of 5 average rating, 116 reviews

A serene sunset is captured over the horizon, viewed from an infinity pool that blends into the ocean. A palm tree silhouette adds a natural element, while the warm colors of the sky reflect softly on the water's surface.

Guest suite

A View For You 2

The image captures a serene view from inside the house, showcasing a large infinity-edge swimming pool that merges with the Atlantic Ocean. Lush greenery lines the poolside, and expansive glass doors open to the outdoor area, allowing natural light to fill the space.

5 out of 5 average rating, 15 reviews

Vila Ladeira dos Zimbreiros

A well-lit bedroom features a spacious bed adorned with decorative pillows. Large windows provide natural light and a view of palm trees and distant water, while a wooden ladder leans against the wall. Two rolled towels are neatly arranged on the bed.

4.94 out of 5 average rating, 181 reviews

Cork House By Fernandes’s Cottage - Madeira island

An infinity pool stretches across the scene, seamlessly merging with the horizon of the ocean. Surrounding greenery adds a touch of nature. Sun loungers are positioned on a terrace, offering a peaceful space for relaxation, with stunning views visible in all directions.

4.97 out of 5 average rating, 32 reviews

Luxury Villa Pérola

An infinity pool reflects the sunset, with the coastline visible in the background. The modern villa is framed by transparent railings and lush palm trees, exhibiting large glass doors that invite natural light and panoramic views into the interior.

4.96 out of 5 average rating, 91 reviews

Villa Panorama - Luxury Villa with Jacuzzi-Calheta

The image captures the exterior of Quinta Inácia, showcasing a well-maintained garden with green grass and white flowering plants. The building features a covered outdoor area with a table and chairs, offering a peaceful space to enjoy the surroundings and views of the countryside and sea.

4.98 out of 5 average rating, 158 reviews

In peaceful Prazeres | Qta. Inace Hibiscus Studio

4.97 out of 5 average rating, 102 reviews

A vibrant sunset is observed over the ocean, casting warm hues across the water. The horizon is lined with distant landforms, while the natural light creates a peaceful atmosphere. The view captures the serenity of the location, providing a sense of tranquility.

Villa

Quinta São Lourenço ≈≈≈ Front House ≈≈≈

A charming stone house features a warm exterior with a pink trim. Wooden chairs are positioned near the entrance, while a staircase leads to the upper level. The surrounding area includes a garden that adds to the natural setting.