
House holiday rentals in Estreito da Calheta
Find and book unique houses on Airbnb
Quick stats about house rentals in Estreito da Calheta

Total holiday rentals
Explore 120 holiday rentals in Estreito da Calheta

Nightly prices starting at
Estreito da Calheta holiday rentals start at $52 NZD per night before taxes and fees

Verified guest reviews
Over 4,350 verified reviews to help you choose

Family-friendly holiday rentals
90 properties offer extra space and kid-friendly amenities

Pet-friendly accommodation
Find 10 rentals that welcome pets

Holiday rentals with a pool
40 properties feature pools

Rentals with dedicated workspaces
40 properties have a dedicated workspace

Wi-Fi availability
120 of Estreito da Calheta holiday rentals include Wi-Fi access

Popular amenities for guests
Guests love Kitchen, Wi-Fi 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 house rentals in Estreito da Calheta
Guests agree: These houses are highly rated for location, cleanliness and more.

View Sun & Serenity Studio • Ocean View & Terrace
Welcome to View Sun & Serenity Studio, a peaceful studio in Arco da Calheta with breathtaking Atlantic Ocean views. Relax on the sunny terrace, enjoy outdoor dining, and unwind in one of Madeira's sunniest locations. Ideal for couples looking for comfort, space, privacy and unforgettable moments together. An ideal base for exploring Madeira, with Calheta Beach, the marina, restaurants and supermarkets just a short drive away, while the island's main express road is only one minute away.
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Villa Rada, by Pausa Holiday Rentals
This stylish two-level villa features three bedrooms, each with its own private bathroom, plus an additional guest WC. The open-plan interior offers a bright, welcoming atmosphere with air conditioning and contemporary design. Outside, enjoy a private pool, barbecue area, comfortable sun loungers, and an outdoor dining area, all set against stunning sea and mountain views. Located in a peaceful area of the island, it’s the perfect place to relax and experience Madeira in comfort and style.
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Quinta das Rosas 5 Amazing Seaview Trekking Beach
Quinta das Rosas has been completly renovated and open to guests in September 2022. The house first construction dates early 1930's and belonged to Mr. Manuel da Rosa who was my Grandmother's neighbour and the Village only store owner. My Grandmother Rosa and his wife Rosa were friends, reason I hounor the property by calling it "Quintas das Rosas". Its unbeatable location offers just 5 minutes from the best sandy beach of the island "Calheta Beach" and it is only 30 minutes from Funchal.
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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.
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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.
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Top View House
Top View House is a house with two bedrooms, a living room, a kitchen, two bathrooms, two balconies, and air conditioning. Located in a quiet neighborhood surrounded by nature with breathtaking views. Close to Levada Nova and hiking trails (Rabaçal, 25 Fontes, Lagoas da Dona Beja and Lagoas do Vento), also 10 minutes (by car) from a yellow sand beach, the Mudas Museum of Contemporary Art of Madeira, a supermarket, restaurants, bakeries, emergency services, and a pharmacy.
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Refúgio do Lourinho 2 - Relax in Nature
Casa Refúgio do Lourinho 2 is the ideal home for those who love nature and love hiking. Nestled in the mountains, this house has excellent sun exposure, comfort, tranquility, a modern style inside and everything you need for an unforgettable vacation. The location of the house is a few meters from one of our famous "levadas" (irrigation channels) and that allows you to discover our island. Our yellow sand beach is 6 km away and the nearest supermarket is 2 km away.
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Casa Sol e Vista
Villa with a nice view and good sunshine throughout the day. The house is located in one of the best areas of the parish. Dispoe with two bedrooms, living room / kitchen and two bathrooms, with lot for 6 people. The house is located on top of a hill, which gives it an extraordinary view. Outside there is a barbecue, a large garden and the swimming pool. Absolute tranquility. Come spend a pleasant vacation at CASA SOL E VISTA. Contact Duarte Paulo
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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.
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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
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Syso House
House of modern architecture designed to offer a sense of freedom and connection with nature. You can relax in the pool designed to offer a sensational view of the ocean. This villa is located in a rural area, where you will have access to pharmacy, grocery stores with local products, post office and health center a few meters.
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STONE HOUSE
This house is the symbiosis between the traditional past of the people and the island and the current and versatile reconstruction. It sleeps 4 people. Situated on the beach and village, it enjoys tranquility and good access to "Levadas", "veredas" and the Laurissilva Forest.
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Popular amenities for Estreito da Calheta house rentals
House rentals with a pool

Relax Over The Sea -12391/AL
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Casa do Penique ORGANIC
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Villa Bisa Atlantic View ,heated pool
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Endless Blue House
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Luxury Villa Pérola
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A&M House II
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Eco Fajã Villas - Deluxe - 60m above sea level
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Luxury Ocean View Villa | Pool I Calheta I Madeira
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Weekly house rentals

Hilltop Hideaway by Escape to Madeira
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Beautiful Villa With Panoramic Ocean Views
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2BR Villa, Hot Tub, Sea Views, garden & Office/BR
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NEW Quinta da Luz - By Your Madeira Rentals
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Casa dos Reis 2
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Bella Vista (Heated Pool & Private Parking)
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Abreu's House
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Amazing views, saltwater pool, and BBQ
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Private house rentals

Madeira's last hidden mountain paradise!
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The Star House -Jacuzzi & Aircon
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Rosas House, Views to the ocean.
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Quinta do Perdigão Peace. Nature. Retreat.
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Beachfront Home w Pool & Rooftop Old Town Funchal
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Mouras House, Lovely place!
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Casa Bela Vista - Breathtaking sunset
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Casa da Lombada
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