
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 184 per night before taxes and fees

Verified guest reviews
Over 8,560 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.

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)!

Casa Sol e Vista
Moradia com boa vista e bom sol durante todo o dia. A casa está localizada num dos melhores locais da freguesia. Dispoe de dois quartos de dormir, sala / cozinha e duas casas de banho, com lotaçao para 6 pessoas. A casa esta situada no cimo de uma colina o que faz com que a casa tenha uma vista extraordinaria. No exterior tem um churrasco, um grande jardim e a piscina. Absoluta tranquilidade. Venha passar umas férias agradaveis na CASA SOL E VISTA. Contactar Duarte Paulo

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 Ba,r 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.

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.

Boutique Chalet
Perfect romantic home with amazing views to relax and unwind. Nestled in the beautiful mountains of Calheta, this tranquil paradise is perfect for that chilled, Romantic holiday. Close to 2 Levadas and waterfalls, for a leasurely walk in nature. Sandy Beach is 10 minutes away. Lovely view of the the Atlantic Ocean and mountains. NOW WITH PLUNGE POOL WITH HYDROMASSAGE AND TWO EQUIPPED PATIOS. Supermarkets/Restaurants are nearby.

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.

Meu Pé de Cacau - Acerola Studio in Paúl do Mar
Meu Pé de Cacau is a tropical fruit garden 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 handcrafted 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.

Casa Valentina – Fantastic studio with sea view
Welcome to Casa Valentina, your sunny oceanfront retreat. Designed for travelers looking for comfort, tranquility and beautiful views, this cozy little oasis offers 2 private terraces, a garden, breathtaking sea views and free parking right outside the door. Wake up facing the ocean, enjoy the sun all day and relax in a space designed to make you feel immediately on vacation.

Stylish 3BR Villa with Heated Pool & Views
Modern 3-bedroom villa in sunny Arco da Calheta with sea & mountain views. Enjoy a private heated pool, BBQ terrace, fast Wi-Fi, and secure garage. Walk to restaurants and cafés, 10 minutes by car to Calheta Beach and 30 minutes to Funchal. Ideal for couples, families, or groups — the perfect base to explore Madeira.

Atlantic View II
É um alojamento com uma fantástica vista para o mar! Muito agradável, com todas as comodidades, localizado numa zona privilegiada da ilha, com clima temperado todo o ano, tudo para ter umas ferias maravilhosas e inesquecíveis.
Popular amenities for Calheta family-friendly rentals
Family-friendly home rentals with a hot tub

Beautiful Views - Apartment Fontes

180º view over the West

Mystique Brown

A LOJA, a cosy rural home

Ocean views: Exclusive loft with terrace & Hot-Tub

Tropical Lovers - Levada & Bananas cliff

Soul Glamping| jacuzzi| faraway| reconnect| luxury

Casa Joaquim by Rent2u, Lda
Family- and pet-friendly home rentals

Pebble Beach House- Casa da Fajã

Apartment in the heart of Funchal + Parking

Sofia's Place

BHF Residences Ying Yang

House with stunning views surrounded by nature

Casa Jean - Wooden house with sea view

Sunny Studio Beach Side III

Woodlovers Jardim® (Heated Pool Optional) - Unit 1
Family-friendly home rentals with a pool

Villa Arco-Iris, a Home in Madeira

Villa Lara, sea views, heated Pool A/C

Zto Madeira Oceanfront Escape | Pool & Garden

Casa Cro | Ocean View

Villa Acacia- Spectacular Ocean view & heated pool

Villa Wiktoria, by Pausa Holiday Rentals

Cottage Levada, rural retreat with ocean view

Unique Tropical Style Penthouse with a Dreamy View
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- Praia do Porto do Seixal
- Madeira Botanical Garden
- Monte Palace Tropical Garden
- Casino da Madeira
- Ponta do Sol Beach
- Zona Velha
- Praia da Calheta
- Porto Moniz Natural Swimming Pools
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- Complexo Balnear do Lido
- Cabo Girão
- PR 11 - Vereda dos Balcões
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- Blandy's Wine Lodge
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- Fish Market
- Ponta do Pargo
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- Madeira Whale Museum
- Funchal Cable Car
- Sé do Funchal
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