
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.

CasaMar
Procura um lugar para relaxar com conforto à beira mar, ou para continuar o seu trabalho de forma online? Este poderá ser o lugar que procura. Desfrute as suas férias numa casa moderna, localizada a 100m da praia em zona calma, soalheira e quente. Assim como moderna, é muito prática com um layout simples. Nela existe um bonito escritório, onde poderá concluir o seu trabalho num clima sossegado, e com excelente conecção á internet. Perfeito para quem tem intenções de trabalhar e relaxar.

Casa da Venda
Antiga Venda Transformada em Apartamento com Piscina e Jardim Esta antiga venda, de família, que serviu como ponto de encontro para os que aqui passavam, foi agora recuperada para oferecer uma experiência única de alojamento. Alguns elementos tornam este espaço cheio de memórias, carisma e é perfeito para quem procura relaxar e aproveitar o melhor da vida rural. A simplicidade e a natureza envolvente oferece bem-estar e a área de churrasco convida a momentos de confraternização e lazer.

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 ...

Madeira Black Sand House by Stay Madeira Island
Stay Madeira Island presents Madeira Black Sand Beach House! Set on the north coast of Seixal beach, Madeira Black Sand Beach House offers a dream view towards the black sand and the deep blue sea surrounded by green cliffs. This century old stone house has been with the same family for 30 years and was used as a weekend second home. The owners decided to share this unique spot with the world and the refurbished plan had the guest's comfort in mind.

Adega Do Avô 1 Amazing Seaview Trekking Beach
Adega do Avo is a set of 2 cottages fully equipped WITH AN INCREDIBLE SEA VIEW to give you the best experience. Cottage1 offered in this publication has a historical significance for the locality. With more than 100 years it has been totaly restored to offer the best comfort you deserve. We offer "Free car Parking in Premises" (Peace of mind). Its unbeatable location makes this set just 5 minutes from the best sandy beach of the island.

Casa Da Fonte Dos Castanheiros with ocean/ seaview
Ideal home for families, and couples In my rustic house on the ground floor I offer a spacious one floor holiday apartment with a sun terrace for sunbathing and a excellent location for breakfast/dinner or an evening glass of wine while enjoying magnificent ocean view overlooking the pilloresque valley. The house is ideally situated for the sandy beach and levada walking and sight seeing. It is close to several tourist places.

A Casa Valentina – Fantástico estúdio vista mar
Bienvenue à Casa Valentina, votre refuge ensoleillé face à l’océan. Imaginée pour les voyageurs en quête de confort, de calme et de belles vues, cette petite oasis cosy offre 2 terrasses privées, un jardin, une vue mer à couper le souffle et un parking gratuit juste devant la porte. Réveillez-vous face à l’océan, profitez du soleil toute la journée et détendez-vous dans un espace pensé pour vous sentir immédiatement en vacances.

Meu Pé de Cacau - Studio Pitanga 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.

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!

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.

Nature Sunset
Escape to nature in this charming retreat nestled near Madeira’s famous levada trails. Wake up to breathtaking side sea views and unwind in total tranquility. Perfect for hikers, nature lovers, and anyone seeking a peaceful island getaway The lodge is located on the middle of the island with 45 minute drive to the city and 34 minute drive to the north of the Island.

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

Beautiful Views - Apartment Fontes

180º view over the West

A Casa Estrelícia-Dourada Garcês

Ocean views: Exclusive loft with terrace & Hot-Tub

Madeira Island

Ocean View Villa | Infinity Pool, Hot Tub, Sauna

Sunset Avenue | A Jacuzzi Retreat on the Coastline

Tropical Lovers - Levada & Bananas cliff
Family- and pet-friendly home rentals

Seixal nature house 1

NEW! Madeira's last hidden mountain paradise!

Papaia Yurt ~ EcoGlamping in a Hidden Paradise

Sofia's Place

House with stunning views surrounded by nature

Casa Jean - Holzhaus mit Meerblick

Soalheira Studio Beach Side III

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

Casa do Piquinho

Villa Céu e Mar

Villa Arco-Iris, a Home in Madeira

Casa Mar Azul 2

Villa Lara, sea views, heated Pool A/C

Zto Madeira Oceanfront Escape | Pool & Garden

Vi Naturae Glamping - Sea View Dome

Modern & New Studio w/ Pool & Oceanside View | G 🌟
Quick stats about holiday rentals that are family-friendly in Calheta

Total holiday rentals
Explore 250 holiday rentals in Calheta

Nightly prices starting at
Calheta holiday rentals start at $64 SGD per night before taxes and fees

Verified guest reviews
Over 8,560 verified reviews to help you choose

Pet-friendly holiday rentals
Find 20 rentals that welcome pets

Holiday rentals with a pool
100 properties feature pools

Rentals with dedicated workspaces
80 properties have a dedicated workspace

Wifi availability
250 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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- Family-friendly rentals Madeira
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- Praia do Porto do Seixal
- Madeira Botanical Garden
- Monte Palace Tropical Garden
- Casino da Madeira
- Zona Velha
- Ponta do Sol Beach
- Praia da Calheta
- Praia Machico
- Porto Moniz Natural Swimming Pools
- Complexo Balnear do Lido
- Praia de Garajau
- PR 11 - Vereda dos Balcões
- Sé do Funchal
- Cabo Girão
- Pico Do Areeiroo
- Fish Market
- Ponta do Pargo
- Blandy's Wine Lodge
- Casas Tipicas de Santana
- Santa Catarina Park
- Madeira Whale Museum
- CR7 Museum
- Funchal Cable Car
- Cristo Rei





