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Family-friendly vacation rentals in Calheta

Find and book unique family-friendly homes on Airbnb

Quick stats about vacation rentals that are family-friendly in Calheta

  • Total vacation rentals

    Explore 250 vacation rentals in Calheta

  • Nightly prices starting at

    Calheta vacation rentals start at G$12,522 GYD per night before taxes and fees

  • Verified guest reviews

    Over 9,240 verified reviews to help you choose

  • Pet-friendly vacation rentals

    Find 20 rentals that welcome pets

  • Vacation rentals with a pool

    100 properties feature pools

  • Rentals with dedicated workspaces

    80 properties have a dedicated workspace

  • Wi-Fi availability

    250 of Calheta vacation 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 family-friendly rentals in Calheta

Guests agree: these family-friendly homes are highly rated for location, cleanliness, and more.

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Guest favorite
A large heated saltwater pool is set against a backdrop of ocean and mountain views, framed by modern glass doors. Sunlight reflects off the water, enhancing the tranquil atmosphere. Spacious terraces surrounding the pool provide ample space for relaxation.
Villa in Arco da Calheta
4.96 out of 5 average rating, 112 reviews

Villa Lara, sea views, heated Pool A/C

Villa Lara is a fabulous modern single story three bedroom villa in the sought after area of Arco da Calheta. Lovely ocean and mountains views, sun terraces with a large private heated salt water pool and space for outside dining. There is an open plan fully fitted kitchen with a dining table for formal dining, leading to a comfortable sitting area with television with sliding doors leading outside. Facilities include aircon, heating, WIFI and parking. Approx. 10 minutes to Calheta beach. Fabulous spacious, light and modern 3 bedroom villa thoughtfully designed to maximize sun exposure and privacy. Fully fitted kitchen with all the required equipment to make you feel like you're at home. Large master bedroom with luxurious en-suite bathroom. Hot and cold air conditioning throughout, large heated swimming pool with ample sun terraces and garden area for relaxing or for children to run around. Alojamento Local License Number: 114112/AL We are at your disposal to help or answer your questions. We're contactable at any time via our mobile or by email. We will do our very best so you have a wonderful stay! Villa Lara is located centrally in Arco da Calheta with access to local amenities including various supermarkets, cafes, bars, restaurants and a pharmacy. Approx 10 minutes drive from the Villa and you'll be at Calheta Beach where you can enjoy the golden sand, several restaurants and book whale and dolphin watching tours. Villa Lara is ideal for couples, solo adventurers, families (with kids (cot & highchair can be provided)), and big groups. Villa Lara is set in a peaceful location ideal for walking the levadas (unmissable walks in Calheta include Paul da Serra, Rabacal (to Risco Waterall & 25 Fontes), Levada Nova and the Prazeres to Paul do Mar walk) and is close to a bus route. The property is approximately 30 minutes drive to Funchal and 45 minutes from the airport. A car is recommended so you can explore the island at your convenience. If you wish to book a private transfer with our local partners, please contact us in advance (which will be cheaper than taking a taxi direct from the airport).

Top guest favorite
A stunning hillside view captures the sparkling sea reflecting sunlight, framed by lush, green mountains. Palm trees are visible in the foreground, providing a sense of tranquility. The rooftops of nearby houses are dispersed throughout the landscape, enhancing the scenic coastal environment.
Villa
5.0 out of 5 average rating, 112 reviews

House with stunning views surrounded by nature

Countryside house, located on a hill with the best view over Madalena do mar. Recanto of the sea is located in the warm and sunny municipality of Ponta do Sol, in a privileged area with excellent sun exposure and sea views. The property has a stunning view from any room in the house. The house has 2 bedroom. One with a double bed and one with 2 single beds ; 2 bathroom; a fully equipped kitchen and a fully equipped indoor barbecue. The maximum capacity is 6 guests. Número de registo:152419/AL

Guest favorite
A modern tent structure is nestled among lush greenery, showcasing a geometric design. Natural vegetation surrounds the tent, with wooden steps leading up to the entrance. The clear blue sky complements the inviting atmosphere of this serene outdoor retreat.
Tent in Achadas da Cruz
4.83 out of 5 average rating, 837 reviews

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.

Guest favorite
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.
Home in Arco da Calheta
4.96 out of 5 average rating, 94 reviews

Villa Panorama - Luxury Villa with Jacuzzi-Calheta

Welcome to Villa Panorama. Video URL: https://youtu. be/ne-2B5Xo39I This NEW villa was built with the aim of creating a unique space that would allow rediscovering the concept of physical and mental well-being with magnificent landscapes in a modern architectural environment! The villa, completed in 2018, is located in the parish of Arco da Calheta – Calheta, one of the most sought-after areas by tourists, characterized by being one of the sunniest areas of Madeira Island!

Top guest favorite
A yurt is positioned amidst vibrant yellow flowers, set against a backdrop of lush greenery. The coastline and a winding road are visible in the distance, with the ocean meeting a partly cloudy sky, creating a serene and natural landscape.
Yurt in Ponta do Sol
4.97 out of 5 average rating, 467 reviews

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 Ba,r and stunning views of the sea and waterfall. 💧🌿 More pictures and vibes: @cantodasfontes

Guest favorite
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, 272 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 neighborhood in the middle of nature with lush views. Close to Levada Nova and walking trails (Rabaçal, 25 fountains, Lagoas da Dona Beja and Vento), also 10 minutes (by car) from a yellow sand beach, Madeira Contemporary Art Museum – Mudas, supermarket, restaurants, bakeries, emergency services, pharmacy.

Top guest favorite
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 favorite
A modern house with a vibrant red roof is positioned on a hillside, overlooking the ocean and surrounding landscape. The outdoor area includes a swimming pool and a spacious terrace, offering expansive views of both the coastline and lush greenery.
Villa in Arco da Calheta
4.98 out of 5 average rating, 103 reviews

CASA SOL E VISTA 2

Casa Sol e Vista 2 is located in one of the best locations in the parish, next to house no. 1. It has 2 bedrooms, a living room/kitchen and 3 bathrooms, accommodating 6 people. The house is located on top of a hill, which gives the house an extraordinary view. Outside, there is a barbecue, a large garden and a swimming pool. Absolute tranquility. Come spend a few pleasant days at Casa Sol e Vista 2. Contact Duarte Paulo

Top guest favorite
A small round table is set on a terrace, featuring two glasses of orange juice, a plate with various fruits, and croissants. In the background, lounge chairs are visible, complemented by expansive ocean views under a clear blue sky.
Apartment in Arco da Calheta
4.99 out of 5 average rating, 149 reviews

Martinho Apartment View

Modern apartment with an extraordinary view over the Atlantic Ocean and over the coast of Calheta. Our apartment consists of 1 bedroom with a double bed, living room, 1 bathroom and kitchen equipped with all that´s necessary for your vacation, we include Wi-Fi and private parking. Outside there are sun loungers for sunbathing and a large balcony to relax and enjoy the wonderful sea view. Your dream vacation is here!

Superhost
A modern geodesic dome stands on a wooden deck, featuring expansive transparent panels that provide panoramic views of the surrounding landscape. A private jacuzzi is visible in the foreground, accompanied by yellow lounge chairs and a small dining set, enhancing the outdoor relaxation space.
Dome in Prazeres
4.9 out of 5 average rating, 109 reviews

Soul Glamping| jacuzzi| faraway| reconnect| luxury

Soul Glamping is a luxury eco-retreat - unique in Madeira island - where 5 state-of-the-art domes are to be found in absolute harmony with the surrounding nature. Purposefully located in the island southwest, with the most beautiful coast line and ocean views. Secluded in nature with breathtaking views, Soul Glamping is tailored to nature loving individuals who seek pure magic, relaxation and absolute privacy.

Guest favorite
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 in Ponta do Sol
4.97 out of 5 average rating, 160 reviews

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!

Top guest favorite
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

Popular amenities for Calheta family-friendly rentals