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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$12,549 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

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).

4.95 out of 5 average rating, 114 reviews
Guest favorite
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

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.

4.93 out of 5 average rating, 118 reviews
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

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.

4.99 out of 5 average rating, 272 reviews
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

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

4.98 out of 5 average rating, 103 reviews
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

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!

4.99 out of 5 average rating, 149 reviews
Guest favorite
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

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.

4.93 out of 5 average rating, 111 reviews
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

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!

4.97 out of 5 average rating, 161 reviews
Top guest favorite
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 Arco da Calheta

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.

4.95 out of 5 average rating, 144 reviews
Guest favorite
A tranquil scene captures the reflection of vibrant greenery in a serene pond. Surrounding the water, various tropical plants and flowers provide a lush backdrop to the recently restored house, characterized by its stone structure and warm red exterior. Sunshine enhances the inviting atmosphere.
Home in Estreito da Calheta

Casa do Penique ORGANIC

Casa do Penique Organic can be found on a dead end road, in a quiet Madeiran village, only 400 minutes from Funchal. It has been carefully restorated and now offers a spacious and relaxing space where you can enjoy an ocean view while sitting by the pond.

4.85 out of 5 average rating, 168 reviews
Top guest favorite
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.
Home in Arco da Calheta

STONE HOUSE

Esta casa é a simbiose entre o passado tradicional das gentes e da ilha e a reconstrução actual e versátil. Acomoda 4 pessoas. Situada sobre a praia e a vila, goza de tranquilidade e bons acessos a "Levadas", "veredas" e à Floresta Laurissilva.

4.94 out of 5 average rating, 116 reviews
Top guest favorite
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.
Cottage in Arco da Calheta

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

4.98 out of 5 average rating, 218 reviews
Superhost
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 in Calheta

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.

4.82 out of 5 average rating, 206 reviews

Popular amenities for Calheta family-friendly rentals