
Family-friendly holiday rentals in Calheta
Find and book unique family-friendly homes on Airbnb
Top-rated family-friendly rentals in Calheta
Guests agree: these family-friendly homes are highly rated for location, cleanliness and more.

Casa Palheiro @ Casas Da Vereda [Thatched-Roof House]
Relax in class at 250 meters high on the sunny South West coast of Madeira, enjoying sunset and ocean views from the heated pool! The Casas Da Vereda are ideally located in a quiet countryside area with nothing but nature between you and the ocean. At 30 minutes drive from Funchal, 5 minutes drive to rock beaches in seaside villages / sand beaches by the marina of Calheta / “levada” walks. Please note that one can rent any combination of Casa Palheiro (T0), Casa Rural (T1), and (Casa Eco T2)!

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.

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.

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

☀️ 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.

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

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.

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.

Meu Pé de Cacau - Mango Studio in Paúl do Mar
Meu Pé de Cacau is a tropical fruit garden and island retreat 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.

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.

Belmont Charming Apartment
Belmont Charming with wonderful mountain and ocean view. Totally equipped, modern,cosy and with spacious terrace. Free wi-fi and car park. Stays 47km from the airport. It's a good starting point for many levada walks and for the natural swimming pools. The sea is 10 minutes away by car.

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.
Popular amenities for Calheta family-friendly rentals
Family-friendly home rentals with a hot tub

Beautiful Views - Apartment Fontes

180º view over the West

Swimming pool, balcony and sea view. Renovated studio.

Atlantic Ocean View Apartment INFINITE POOL

Ocean views: Exclusive loft with terrace & Hot-Tub

Tropical Lovers - Levada & Bananas cliff

Soul Glamping - Luxury Dome with private jacuzzi

Renala I "With Jacuzzi" by PAUSA Holiday Rentals
Family- and pet-friendly home rentals

Seixal nature house 1

Lovely apartment close to the beach

Organic Phenomena

Casa da Praia

Sofia's Place

Casa dos Anjos 9224/AL

BHF Residences Ying Yang

Little Escape Madeira
Family-friendly home rentals with a pool

A View For You 2

Cottage Tenda, studio suspended over the ocean

Casa Mar Azul 3

Luxury Villa Pérola

Casa Miradouro Loft - Pool by Stay Madeira Island

In peaceful Prazeres | Qta. Inace Hibiscus Studio

NEW Quinta da Luz - By Your Madeira Rentals

Villa with large pool and fantastic view
Quick stats about holiday rentals that are family-friendly in Calheta

Total holiday rentals
Explore 230 holiday rentals in Calheta

Nightly prices starting at
Calheta holiday rentals start at $92 SGD per night before taxes and fees

Verified guest reviews
Over 7,820 verified reviews to help you choose

Pet-friendly holiday rentals
Find 20 rentals that welcome pets

Holiday rentals with a pool
110 properties feature pools

Rentals with dedicated workspaces
70 properties have a dedicated workspace

Wifi availability
230 of Calheta holiday rentals include wifi 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!
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