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

Villa Lara, sea views, heated Pool A/C
Villa Lara is a fabulous modern single story three bedroom villa in the sought after area of Arco da Calheta. Lovely ocean and mountains views, sun terraces with a large private heated salt water pool and space for outside dining. There is an open plan fully fitted kitchen with a dining table for formal dining, leading to a comfortable sitting area with television with sliding doors leading outside. Facilities include aircon, heating, WIFI and parking. Approx. 10 minutes to Calheta beach. Fabulous spacious, light and modern 3 bedroom villa thoughtfully designed to maximize sun exposure and privacy. Fully fitted kitchen with all the required equipment to make you feel like you're at home. Large master bedroom with luxurious en-suite bathroom. Hot and cold air conditioning throughout, large heated swimming pool with ample sun terraces and garden area for relaxing or for children to run around. Alojamento Local License Number: 114112/AL We are at your disposal to help or answer your questions. We're contactable at any time via our mobile or by email. We will do our very best so you have a wonderful stay! Villa Lara is located centrally in Arco da Calheta with access to local amenities including various supermarkets, cafes, bars, restaurants and a pharmacy. Approx 10 minutes drive from the Villa and you'll be at Calheta Beach where you can enjoy the golden sand, several restaurants and book whale and dolphin watching tours. Villa Lara is ideal for couples, solo adventurers, families (with kids (cot & highchair can be provided)), and big groups. Villa Lara is set in a peaceful location ideal for walking the levadas (unmissable walks in Calheta include Paul da Serra, Rabacal (to Risco Waterall & 25 Fontes), Levada Nova and the Prazeres to Paul do Mar walk) and is close to a bus route. The property is approximately 30 minutes drive to Funchal and 45 minutes from the airport. A car is recommended so you can explore the island at your convenience. If you wish to book a private transfer with our local partners, please contact us in advance (which will be cheaper than taking a taxi direct from the airport).

Old Town Funchal Seafront villa Pool & garden
Beachfront design home featured in Conde Nast Traveller w private swimming pool & tropical garden in the Old Town of Funchal. Just 200m, 5min walk to the city center, beach & restaurants. Free street parking & fast internet. 2 bedroom villa w 2 bathrooms, living room & kitchen w unlimited sea views. Stylish interiors & lots of outside relaxing, sunbathing & dining space with BBQ. Tropical oasis in the city - feels like the countryside. Perfect base to explore Madeira´s hikes & beaches in style

Old Wine Villa
Welcome to Paradise! Come stay at our cozy Villa with a splendid Atlantic ocean view by the infinity pool! This house was first built in 1932 and since then it has been know as "Casa do Vinho Velho", "The Old Wine House". My great-grand mother used to tell stories about the old man "Vinho Velho" and his passion for his wine and agriculture. The house has been updated but we have kept old features, like an old brick oven in the kitchen and 3 stone rocks for vine hanging in the living room!

Jardim do Mar, Sunset Bougainvillea House
130m² Wohnfläche verteilt auf zwei Ebenen, zwei Schlafzimmer (jeweils Doppelbetten im EG und im OG) mit separatem Dusch-/Wannen-Bad je mit Regendusche laden bis zu vier Personen zum Wohlfühlen in idyllischen Ort in direkter Nähe zum Meer ein. Die attraktive Lage des Hauses und des Ortes, das klare Design, hochwertige Materialien sowie eine raffinierte Aufteilung der Räume schaffen ein ganz besonderes Urlaubserlebnis. Das großzügige Haus wurde komplett renoviert und liebevoll eingerichtet.

Refúgio do Tibéu
Recently renovated, Refúgio do Tibéu is a private house located in a very quiet and sunny area. It is the ideal place for a vacation for two or even a family. It is close to numerous tourist attractions, including the fantastic beach of the municipality. Its location makes it easy to tour the island, whether by sea or mountains, as well as walking tours of the area and/or the island's "levadas" (irrigation channels). We look forward to seeing you visit our home on this beautiful island.

Mango House
House with superb sun exposure, peaceful and stunning views over the sea and the mountain. Has 2 bedrooms (one with a double bed and the other with two single beds easily convertible into a double bed), a complete bathroom. On the ground floor open space with kitchen / living and dining room and toilet. Furniture and careful decoration. Outside enjoy the garden and the pleasant dining space with incredible views of the sea. The barbecue, mini-pool and shower complete your well-being.

Stunning Ocean View Apartment
- Superb view over the sea - Queen size bed - 5 minutes by foot to café and bakery, 10min walking down to Câmara de Lobos (historical fisherman village with nice restaurants, supermarkets etc) -15 min by car to Funchal - 10 min by car to Cabo Girão viewpoint - Can advice guests about the weather and choose hikings in the mountains - I am very happy to give all the support and information to the guests.

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!

Typical house above the sea
"Casa Nambebe" is a typical Madeiran house. Situated on the south slope of Madeira island, it is a great place to relax and enjoy a beautiful view of the sea. The house is placed in the middle of a land of banana trees where the contact with nature is immediate and the infinite pool will have you feel like you're in the ocean. Every sunset is unique. Número de licença ou registo 38381/AL

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.

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

Tropical Honeymoon Suite

Beautiful Views - Apartment Fontes

Rodrigues House - Private Jacuzzi

180º view over the West

Lombo Cesteiro Guesthouse

The Estrelícia-Dourada Garcês House

Ocean views: Exclusive loft with terrace & Hot-Tub

Sunset Avenue | A Jacuzzi Retreat on the Coastline
Family- and pet-friendly home rentals

Seixal nature house 1

NEW! Madeira's last hidden mountain paradise!

Papaia Yurt ~ EcoGlamping in a Hidden Paradise

Rochinha house with pool and fabulous view

Sunset House

Pebble Beach House- Casa da Fajã

Secluded cottage w pool, oceanside view, 3BR, 3BA

Casa da Praia
Family-friendly home rentals with a pool

Oak tree / Ocean view

Casa Mar Azul 2

Villa Acacia- Spectacular Ocean view & heated pool

Meu Pé de Cacau - Pitanga Studio in Paúl do Mar

Kombi Studio(private pool) by STAY Madeira Island

Cottage Levada, rural retreat with ocean view

The Rock Villas

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 £37 per night before taxes and fees

Verified guest reviews
Over 8,320 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
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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- Praia do Porto do Seixal
- Madeira Botanical Garden
- Monte Palace Tropical Garden
- Casino da Madeira
- Praia da Madalena do Mar
- Praia da Calheta
- Ponta do Sol Beach
- Clube de Golf Santo da Serra
- Zona Velha
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- Fish Market
- PR 11 - Vereda dos Balcões
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- CR7 Museum
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- Cabo Girão




