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

Quinta São Lourenço – Casa Lagar | Sunset & Pool
Tourist tax included > no extra fees at arrival Free cancellation up to 5 days before your stay The « Quinta São Lourenço » is a traditional Madeiran property of 3 000 m² from the 19th century, renovated into independent houses. The Quinta is an ideal holiday destination and is well known for its dominant position on the Atlantic Ocean, its beautiful flower garden and its shared outdoor swimming pool. Let yourself be surprised by the majestic sunsets and take a break with the roar of the Ocean.

Mountain Eco Shelter 4
O nosso conceito é a natureza no seu estado mais puro, desligando das tecnologias e do stress do dia a dia. Para poder desfrutar e interagir com a natureza na sua plenitude, retiramos dos abrigos todas as tecnologias, nomeadamente Wi-Fi e televisão. Apenas a receção tem Wi-fi. Os nossos abrigos ficam situados dentro do Parque Ecológico do Funchal, com uma área de 8 km2. O Parque possui vários percursos pedestres recomendados, Canyoning, um percurso de Enduro BTT, entre outras atividades.

Panoramic View: Lux 3 bed w/ heated pool
Stunning modern villa with a private, heated infinity pool, 3 bedrooms and bathrooms, enjoying sea & mountain views. Located in one of the most sought-after areas with the best weather in the South West of Madeira island, the villa is unique in that it has a dedicated entertainment floor. Situated 5 mins away from Calheta Beach with its excellent restaurants on the marina & the same distance from Madalena do Mar beach. The house enjoys sun on the pool area from late morning until sunset.

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

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 ...

Ocean views: Exclusive loft with terrace & Hot-Tub
Welcome to your unique getaway, a modern designer loft surrounded by 1,000-year-old eucalyptus trees, set directly on the scenic Levada Nova! 🌺🌴 ✅ Breathtaking ocean views for a serene escape ✅ High-speed internet for remote work ✅ Relaxing Hot-Tub & grill ✅ Big garden for sunbathing ✅ Surrounded by lush banana plants & stunning landscapes ✅ Direct access to Levada Nova for scenic hikes Discover adventure & tranquility in the southwest of Madeira!

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.

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 SOL E VISTA 2
Casa Sol e Vista 2 is located in one of the best locations in the parish, next to house no. 1. It has 2 bedrooms, a living room/kitchen and 3 bathrooms, accommodating 6 people. The house is located on top of a hill, which gives the house an extraordinary view. Outside, there is a barbecue, a large garden and a swimming pool. Absolute tranquility. Come spend a few pleasant days at Casa Sol e Vista 2. Contact Duarte Paulo

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!

Domingos & Matilde Grandparents' House
The holiday rental is located in the sunny southwest of Madeira (Estreito da Calheta) surrounded by breathtaking sea views and remarkable mountain scenery. This house has 3 bedrooms, 1 bathroom with a shower , a cosy living room, a fully equipped kitchen, a beautiful garden and a terrace for sunbathing. In this outdoor space, you will also find a barbecue area.
Popular amenities for Estreito da Calheta family-friendly rentals
Family-friendly home rentals with a hot tub

Panorama

Beautiful Views - Apartment Fontes

180º view over the West

The Estrelícia-Dourada Garcês House

Madeira Island

Ocean View Villa | Infinity Pool, Hot Tub, Sauna

Tropical Lovers - Levada & Bananas cliff

Soul Glamping| jacuzzi| faraway| reconnect| luxury
Family- and pet-friendly home rentals

Seixal nature house 1

NEW! Madeira's last hidden mountain paradise!

Sofia's Place

House with stunning views surrounded by nature

Sunny Studio Beach Side III

Casa Jean - Wooden house with sea view

Woodlovers Jardim® (Heated Pool Optional) - Unit 1

Penthouse Marina Sol 20785/AL
Family-friendly home rentals with a pool

Blue Ocean Villa, Private Heated Pool, Quiet

Quinta do Feliz, a Home in Madeira

Zto Madeira Oceanfront Escape | Pool & Garden

Ocean View Villa Madeira

Sales House

Villas Calhau da Lapa 10

Casas Da Vereda

Luxury-House-Sea view-Casa Frangipani
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!
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- Family-friendly rentals Portugal
- 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





