
Family-friendly holiday rentals in Estreito da Calheta
Find and book unique family-friendly homes on Airbnb
Quick stats about holiday rentals that are family-friendly in Estreito da Calheta

Total holiday rentals
Explore 220 holiday rentals in Estreito da Calheta

Nightly prices starting at
Estreito da Calheta holiday rentals start at $38 SGD per night before taxes and fees

Verified guest reviews
Over 6,440 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
220 of Estreito da Calheta holiday rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Estreito da Calheta rentals

4.8 Average rating
Estreito da Calheta stays are highly rated by guests – averaging 4.8 out of 5!
Top-rated family-friendly rentals in Estreito da Calheta
Guests agree: these family-friendly homes are highly rated for location, cleanliness and more.

Beatriz's little house
Hello! We are Sonia, Elio and our daughter Beatriz. Our goal is to make your vacation unforgettable!! Welcome to our home!! The "Casinha da Beatriz" is located in Santana, land of typical houses, ex-libris and tourist poster of the island of Madeira. They were houses composed of an attic, where agricultural products were kept, and a ground floor with the living area. We rebuilt one of these typical "little houses," dating back to 1950, with all the comforts of today. It overlooks the sea/mountains.

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)!

Be adventurous , something completely different
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 have neighbours.

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

Papaia Yurt ~ EcoGlamping 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

C Torre Bella Gardens
Welcome to Torre Bela Gardens – Your Perfect Holiday Escape! 🌴🌺 Nestled on a captivating historic estate, your cottage was once the country retreat of British Counts from the island’s earliest days. Surrounded by an exotic fruit farm, a beautifully restored manor house, tranquil gardens, and a charming chapel, there's so much to discover right here. Prepare to be enchanted by incredible viewpoints and a serene atmosphere that invites relaxation. 🌴🍹

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.

Meu Pé de Cacau - Pitanga Studio in Paúl do Mar
Meu Pé de Cacau is a tropical fruit garden and island retreat surrounded by dramatic cliffs to the northeast and the vast Atlantic Ocean to the southwest. 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 with walls hand crafted in basalt stone.

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.

Apartment in the heart of Funchal + Parking
1 Bedroom Apartment- sleeps up to 4 people Nice and confortable, this apartment with a bedroom,a sitting room with a sofa bed for 2 , a dinning area ,1 large bathroom ,a kitchen and a pleasant terrace is perfect for just a couple or a small family

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 Estreito da 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

Top View Calheta: Villa with Pool and Jacuzzi

Soul Glamping| jacuzzi| faraway| reconnect| luxury

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

Seixal nature house 1

Pebble Beach House- Casa da Fajã

Casa da Praia

Sofia's Place

House with stunning views surrounded by nature

Casa Jean - Wooden house with sea view

Sunny Studio Beach Side III

Hikers' paradise
Family-friendly home rentals with a pool

Casa Mar Azul 3

Villa Lara, sea views, heated Pool A/C

Casa BelleVue

The Sunset Avenue w/infinity pool(optional heated)

Pereira's Domus

Villa Acacia- Spectacular Ocean view & heated pool

Luxury Villa Pérola

Modern & New Studio w/ Pool & Oceanside View | G 🌟
Destinations to explore
- Funchal Holiday rentals
- Madeira Island Holiday rentals
- La Palma Holiday rentals
- Porto Santo Holiday rentals
- Ponta do Sol Holiday rentals
- Machico Holiday rentals
- Calheta Holiday rentals
- Santa Cruz de La Palma Holiday rentals
- Arco da Calheta Holiday rentals
- São Vicente Holiday rentals
- Ribeira Brava Holiday rentals
- Caniço Holiday rentals
- Rentals with pools Estreito da Calheta
- Rentals with a fireplace Estreito da Calheta
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- Cottage rentals Estreito da Calheta
- Rentals with a washing machine and dryer Estreito da Calheta
- Rentals with beach access Estreito da Calheta
- Rentals with a firepit Estreito da Calheta
- Pet-friendly rentals Estreito da Calheta
- Flat rentals Estreito da Calheta
- Rentals with a hot tub Estreito da Calheta
- Rentals with outdoor seating Estreito da Calheta
- Villa rentals Estreito da Calheta
- Beach house rentals Estreito da Calheta
- Waterfront rentals Estreito da Calheta
- House rentals Estreito da Calheta
- Rentals with a patio Estreito da Calheta
- Family-friendly rentals Madeira
- Family-friendly rentals Portugal
- 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
- Praia Machico
- Complexo Balnear do Lido
- Cabo Girão
- PR 11 - Vereda dos Balcões
- Pico Do Areeiroo
- Blandy's Wine Lodge
- Praia de Garajau
- Fish Market
- Ponta do Pargo
- Santa Catarina Park
- Casas Tipicas de Santana
- Clube de Golf Santo da Serra
- Madeira Whale Museum
- Funchal Cable Car
- Sé do Funchal
- Cascata Dos Anjos





