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Family-friendly vacation 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.

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Villa in Estreito da Calheta

4.96 out of 5 average rating, 203 reviews

Casa Palheiro @ Casas Da Vereda

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)!

Home in Calheta

4.99 out of 5 average rating, 213 reviews

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.

Tent in Achadas da Cruz

4.83 out of 5 average rating, 586 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.

Home in Madeira

4.91 out of 5 average rating, 178 reviews

Tanky Refuge

Recently renovated, the Tiberian Refuge is a private house situated in a very quiet and sunny area. It is the ideal place for a vacation for two or even as a family. It is close to numerous tourist places, including the fantastic beach of the county. Its location makes it easy for you to walk around the island, whether to the sea or the mountains, as well as walking tours of the area and/or the island's levadas. We look forward to visiting our home on this beautiful island.

Home in Arco da Calheta

4.98 out of 5 average rating, 175 reviews

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

Home in Arco Da Calheta

4.92 out of 5 average rating, 236 reviews

Hikers Refuge

Located in Calheta this refuge is ideal for lovers of hiking, with an excellent view of the ocean, you can go 5 minutes walk to the starting point of the levada where you have two options east and west. You can go in 12 minutes by car the levadas of 25 Fontes one of the most beautiful and lovely levadas sought by the walkers. It is also 10 minutes from the beach of Calheta where you can find all that orecisa for your stay, supermarkets, bars, restaurants, etc ...

Cottage in Jardim Do Mar

4.98 out of 5 average rating, 163 reviews

Stonelovers® (Heated Pool Optional) - Unit3

Settled in a stunning organic green land, contemplating an amazing sea view, spectacular cliffs, surrounded by pieces of cropland, banana plantations and vineyards, we have found what today is WOODLOVERS. Combining this dream place with our engineering, sustainability, renewable energies and permaculture background, we were pioneers in the construction of the first contemporary 100% WoodHouse in Madeira Island respecting the nature and the natural environment.

Home in Jardim do Mar

4.95 out of 5 average rating, 204 reviews

Casa LG

Casa LG (Life's Good) is an airy and cozy holiday home built in 2016. Located in the heart of Jardim do Mar and in the most attractive and warm part of the Island. It offers all modern features inside and privacy outside with patio for relaxing, eating or kids playing. Small terrace great for admiring fabulous sunsets in a calm harmonious environment. Great place for a relaxing holiday in a lovely place with a fantastic climate and friendly people.

Loft in Jardim Do Mar

4.84 out of 5 average rating, 215 reviews

The Wave House - Oceanfront Honeymoon studio

THE OCEANFRONT HONEYMOON STUDIO is the fourth of four apartments at Wave House. T0 - Open floor plan - fully equipped kitchen, double bed, eating area, large balcony with commanding view of coastline and sea, bathroom with shower, WIFI, shared laundry and shared garden and in backyard.

Home in Jardim do Mar / Calheta / Madeira

4.94 out of 5 average rating, 126 reviews

Sofia's Place

In Sofia's Place (House of Sofia) breathes the spirit and the culture in a cosmopolitan and sophisticated accommodation in the heart of one of the most exclusive and romantic dream in the world. The contrast provides intense experiences. ATTENTION to : outras informações

Vacation rentals for every style

Get the amount of space that is right for you

Villas

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Houses

A space thats all yours, with room for everyone

Apartments

Convenient locations with everyday essentials

Popular amenities for Calheta family-friendly rentals

Free parking on premises

Air conditioning

Family-friendly home rentals with a hot tub

Villa in Sao Vicente

4.9 out of 5 average rating, 121 reviews

A Casa Estrelícia-Dourada Garcês

Home in Ponta Do Sol

4.97 out of 5 average rating, 77 reviews

Relax Over The Sea -12391/AL

Condo in Caniço

4.86 out of 5 average rating, 149 reviews

Family friendly apartment swimming pool ocean view

Rental unit in Funchal

4.9 out of 5 average rating, 39 reviews

Apartment Peaceful CC

Home in Madeira

4.81 out of 5 average rating, 47 reviews

Casa Leonor 21119/AL Vistas Deslumbrantes

Condo in Funchal

4.88 out of 5 average rating, 172 reviews

Central Garden,heart city,quiet square,marina, P

Rental unit in Funchal

4.94 out of 5 average rating, 209 reviews

Atlantic Ocean View Apartment INFINITE POOL

Rental unit in Funchal

4.98 out of 5 average rating, 135 reviews

Luxurious Apartment "Casa Francisco" - Rent2U, Lda

Family- and pet-friendly home rentals

Rental unit in Funchal

4.74 out of 5 average rating, 161 reviews

Nice & Cosy Flat

Rental unit in Funchal

4.88 out of 5 average rating, 152 reviews

This is Heaven in Funchal w/ private car parking

Townhouse in Ponta Do Sol

4.82 out of 5 average rating, 195 reviews

Organic Phenomena

Home in São Vicente

4.93 out of 5 average rating, 113 reviews

Pebble Beach House- Casa da Fajã

Home in Campanário

4.83 out of 5 average rating, 158 reviews

QuintaTormento do Ribeiro

Home in Faja Da Ovelha

4.8 out of 5 average rating, 136 reviews

Casa da Ovelha, your bright and quiet house

Cottage in Madeira

4.91 out of 5 average rating, 149 reviews

Casa dos Anjos 9224/AL)

Condo in Câmara de Lobos

4.89 out of 5 average rating, 194 reviews

Village Apartment

Family-friendly home rentals with a pool

Home in Estreito da Calheta

4.86 out of 5 average rating, 122 reviews

Casa do Penique ORGANIC

Home in Santa Cruz

4.93 out of 5 average rating, 235 reviews

Casa do Cristo Rei

Home in Ribeira Brava

4.97 out of 5 average rating, 109 reviews

Casa Velha D. Fernando

Home in Funchal

4.84 out of 5 average rating, 123 reviews

OceanView Villa Madeira

Villa in Arco da Calheta

4.93 out of 5 average rating, 196 reviews

Heated pool, hot & cold AC, BBQ, views & parking

Home in Ponta do Pargo

4.88 out of 5 average rating, 124 reviews

Casa da Cascata B&B | Casas da Levada

Home in Funchal

4.99 out of 5 average rating, 134 reviews

Casa dos Francelhos, the charming house of Funchal

Home in Porto da Cruz

4.87 out of 5 average rating, 119 reviews

House pc /private indoor pool

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

Total rentals
190 properties
Nightly prices starting at
$50 before taxes and fees
Total number of reviews
5.9K reviews
Pet-friendly rentals
20 properties allow pets
Rentals with a pool
90 properties have a pool
Rentals with dedicated workspaces
60 properties have a dedicated workspace

Destinations to explore