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Family-friendly holiday rentals in Calheta

Find and book unique family-friendly homes on Airbnb

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

  • Total holiday rentals

    Explore 250 holiday rentals in Calheta

  • Nightly prices starting at

    Calheta holiday rentals start at $89 NZD per night before taxes and fees

  • Verified guest reviews

    Over 8,560 verified reviews to help you choose

  • Pet-friendly accommodation

    Find 20 rentals that welcome pets

  • Holiday rentals with a pool

    100 properties feature pools

  • Rentals with dedicated workspaces

    80 properties have a dedicated workspace

  • Wi-Fi availability

    250 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 family-friendly rentals in Calheta

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

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Guest favourite
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, 108 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 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, 101 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 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.
Home in Calheta
4.98 out of 5 average rating, 100 reviews

Zeza´s Garden

Zeza´s Garden located in a calm zone, next to the sea. Located 10 minutes from the beach and the Marina da Calheta. Possui a private garden, where you will be able to enjoy a panoramic view over the ocean, I sell the waves of the sea. I have a large sleeping room, with a king size bed. In a room with a sofa-bed. A fully equipped kitchen. Conditioned com ar space, very pleasant. With free parking next to room. Area sought in the visitors hairs, due to many offers in the area,

Guest favourite
The villa is surrounded by lush gardens and features an expansive infinity pool. Lounge chairs are arranged alongside the pool, offering a space for relaxation. The architecture showcases traditional elements, with a terracotta roof and white exterior walls framed by views of the ocean.
Villa in Faja da Ovelha
4.96 out of 5 average rating, 78 reviews

Blue Sea Tower, Private Heated Pool. Ocean view

Maximum Occupancy 6 Adults. We do not accept Groups of students or single sex groups. This CHARMING Villa commands an enviable location with stunning views over the Ocean. Traditional character combines with contemporary facilities, to offer luxury spacious accommodation. From the sweeping marble staircase to the full length upper Balcony, the property exudes space to relax, breathe and to enjoy the serenity of this peaceful village. The Private Pool is Heated all year.

Top Guest favourite
A secluded orange tent is positioned against a stunning sunset over the ocean. Vibrant colors fill the sky, with clouds gently illuminated. Lush greenery surrounds the tent, providing a sense of intimacy with nature in a tranquil, elevated setting.
Yurt in Ponta do Sol
4.97 out of 5 average rating, 682 reviews

Papaia Yurt ~ EcoGlamping 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

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, 115 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
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, 154 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.

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, 192 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, 106 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
The image shows a spacious infinity pool extending towards the ocean, with lounge chairs positioned on the deck. The serene blue water reflects the sky, creating a seamless visual. A seating area is visible in the background, enhancing the outdoor space.
Apartment in Calheta
4.95 out of 5 average rating, 140 reviews

Marina View Apartment - Pool, Aircon & Ocean View

Welcome to Marina View Apartment! A fantastic 2 bedroom apartment set in a peaceful location of Calheta, the South Coast of the island where not only the sun shines almost every day but a fantastic location to explore the island. What truly makes this place special is the generous private outside space and infinity pool with spectacular views of the Atlantic ocean and Calheta Marina.

Top Guest favourite
Condo in Madalena do Mar Madalena do Mar
4.95 out of 5 average rating, 104 reviews

Penthouse Marina Sol 20785/AL

You'll love it! Sleep/Relax to the sound of the waves/Atlantic Ocean Private! Ecological, one of the best Penthouses with a garage. Private, sunny, complete with balcony, good sea and mountain views. Overlooking the sea, with sun loungers and a small barbecue, accommodating 4 adults and a child. Natural light, Wi-Fi (high speed) and lots of sun Fantastic Sunset

Guest favourite
A well-equipped kitchenette features wooden cabinetry and a microwave, accompanied by a basket of fresh fruit and glasses of juice arranged on a table. A large window offers a view of the greenery and sea beyond, allowing natural light to fill the space.
Farm stay in Lombo Do Doutor
4.96 out of 5 average rating, 46 reviews

Socalco Nature Calheta - Hall House

No Socalco Nature Hotel, combinamos turismo rural, atelier gastronómico e farming numa única experiência. Aqui, os nossos hóspedes entram em contacto com a natureza e metem a “mão na massa”. As plantas, as flores, as árvores de frutos, os cursos de água, as grutas e as vistas deslumbrantes sobre o mar fazem da sua estadia no Socalco uma experiência inesquecível.

Popular amenities for Calheta family-friendly rentals

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  3. Madeira
  4. Calheta
  5. Family-friendly rentals