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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 ﺩ.ﺇ 220 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
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
4.93 out of 5 average rating, 118 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.

KitchenFamilyOutdoor spaces

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.

Indoor spacesFamilyAmenities

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

Indoor spacesKitchenQuiet

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!

Indoor spacesKitchenHeating

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
4.93 out of 5 average rating, 111 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.

KitchenFamilyAmenities

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, 162 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!

KitchenIndoor spacesCondition

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
4.95 out of 5 average rating, 144 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.

KitchenFamilyBathroom

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
4.85 out of 5 average rating, 169 reviews

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.

Indoor spacesFamilyBackyard

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
4.94 out of 5 average rating, 116 reviews

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.

KitchenIndoor spacesComfort

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
4.98 out of 5 average rating, 218 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

FamilyKitchenHospitality

Superhost
An open-plan living and dining area features a wooden staircase leading to the mezzanine. A dining table with four chairs is positioned beside a comfortable sofa, while the kitchenette is equipped with modern appliances. Natural light floods the space through the skylight.
Loft in Calheta
4.75 out of 5 average rating, 178 reviews

Calheta Lofts II

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.

FamilyIndoor spacesLayout

Superhost
Cave in Arco da Calheta
4.75 out of 5 average rating, 110 reviews

Sunny Studio Beach Side III

Premium suite to enjoy the natural beauty around this historic getaway in one of the oldest areas of the village of Calheta, next to the sea, with a beach just a few meters away, a supermarket, gardens and much more to discover!

KitchenIndoor spacesAir conditioning

Popular amenities for Calheta family-friendly rentals