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Holiday rentals in Estreito da Calheta

Find and book unique accommodation on Airbnb

Quick stats about holiday rentals in Estreito da Calheta

  • Total holiday rentals

    Explore 320 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 11,780 verified reviews to help you choose

  • Family-friendly holiday rentals

    210 properties offer extra space & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 30 rentals that welcome pets

  • Holiday rentals with a pool

    140 properties feature pools

  • Rentals with dedicated workspaces

    100 properties have a dedicated workspace

  • Wifi availability

    320 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 holiday rentals in Estreito da Calheta

Guests agree: these stays are highly rated for location, cleanliness and more.

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Guest favourite
Home in Arco da Calheta
4.95 out of 5 average rating, 21 reviews

NEW Quinta da Luz - By Your Madeira Rentals

🌿 Quinta da Luz – A Sustainable Retreat Above the Atlantic 🌊 Welcome to **Quinta da Luz** – a special place for travelers who want to experience Madeira authentically, consciously, and surrounded by nature. Perched above the Atlantic Ocean, Quinta da Luz combines modern architecture, privacy, and comfort with a deep respect for the island's natural beauty and resources. More than just a holiday villa, it is a peaceful retreat designed for guests who value tranquility, breathtaking views, and a slower, more mindful way of living. ☀️ Wake up to panoramic ocean views, enjoy breakfast on the terrace, and spend your days immersed in Madeira's spectacular landscapes. Whether you're hiking the famous levadas, exploring hidden corners of the island, or simply unwinding with a book overlooking the sea, Quinta da Luz offers the perfect setting to reconnect and recharge. 🏡 The Space The villa comfortably accommodates up to four guests and features: ✨ Two bedrooms with king-size beds ✨ Two modern bathrooms with walk-in showers ✨ Spacious living area with floor-to-ceiling views ✨ Fully equipped open-plan kitchen and dining area ✨ High-speed Wi-Fi ✨ Private parking ✨ Baby cot available upon request 🌱 A Sustainable Philosophy At Quinta da Luz, sustainability is not just a feature, it's part of the experience. ☀️ Solar energy helps power the property 🍋 Seasonal fruits and vegetables grow in our garden ♻️ Composting and responsible resource management are part of daily life 🌿 The surrounding landscape has been designed to preserve Madeira's natural character Our goal is simple: to offer a comfortable and memorable stay while respecting the beauty and resources of this extraordinary island. 💙 The Infinity Pool One of the highlights of Quinta da Luz is the infinity pool overlooking the Atlantic Ocean. 🌞 In keeping with our sustainability philosophy, the pool is **not artificially heated**. Instead, it is naturally warmed by Madeira's sunshine, meaning water temperatures vary throughout the year depending on the season and weather conditions. We believe this creates a more authentic connection to the island while helping reduce energy consumption and environmental impact. 🌅 Why Guests Love Quinta da Luz ✔️ Spectacular panoramic ocean views ✔️ Peaceful and private location ✔️ Contemporary architecture and premium comfort ✔️ Sustainable living concept ✔️ Close connection to nature ✔️ Stunning sunsets from the terrace ✔️ Perfect for couples, remote workers, and nature lovers ✨ If you're looking for more than just a holiday home, if you're looking for a place where comfort, sustainability, and Madeira's natural beauty come together, Quinta da Luz is ready to welcome you. We look forward to sharing this special corner of Madeira with you. 💙🌿

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Top guest favourite
A spacious bedroom is shown, featuring a modern bed and a lamp positioned beside it. Large windows provide views of the ocean and a cliff-side pathway leading down toward the water. The coastline and bridge are visible in the background.
Apartment in Gaula
4.86 out of 5 average rating, 168 reviews

Magnificent Oceanfront Luxury | AC & Free Parking

Have you ever imagined waking up to the sound of the waves and feeling like you're on a luxury cruise? Here, the Atlantic is your only border and your only neighbor. ​What awaits you: 👉 Infinite views and a constant spectacle of ships on your horizon. 👉 Ultra-fast Wi-Fi 1 GB Wi-Fi 👉 Free garage. 👉 Located 10 min from Funchal and 7 min from the airport 👉 Direct access to the expressway that will take you anywhere on the island ​Book your place on the ocean's front line. Paradise is here!

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Top guest favourite
Home in Fajã da Ovelha
4.94 out of 5 average rating, 64 reviews

Casa do Terrāço - Quinta Falcões do Sol

Casa Terrãço is a restored stone house that combines the unique charm of a centuries-old structure with modern comfort. The house features an open floor plan on the first level with a fully equipped kitchen and living space that offers ocean views through a big glass door. The top floor contains a spacious bedroom that opens to a large private terrace, providing breathtaking views of the ocean. Outside you will have a private area with a fire pit and access to the shared heated saltwater pool.

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Guest favourite
A large swimming pool is positioned on a sunlit terrace, with loungers arranged beneath a spacious umbrella. The shimmering ocean and sky blend seamlessly in the background, while sunlight reflects off the water, creating a serene atmosphere.
Villa in Fajã da Ovelha
4.91 out of 5 average rating, 93 reviews

Secluded Sunset Villa on Cliff & 180° Ocean Views

Naturalis Villas, one of the best platforms for Madeira Villa Holidays Rental presents: Villa Miradouro is a secluded top of the cliff property with no direct neighbours, surrounded by extensive lush green gardens and a large 10 x 5 metre pool facing the ocean offering spectacular panoramic views and sunsets. Maid service is provided up to three days per week (subject to availability) to keep the property clean and spotless. The service includes cleaning, laundry, garden and pool maintenance.

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Guest favourite
Home in Arco da Calheta
4.94 out of 5 average rating, 17 reviews

Stunning 3BR Villa | Ocean-View, Private Pool

Atlantic View by Costa Living – a peaceful and spacious ocean-view villa in Arco da Calheta. This freshly renovated and newly furnished 3-bedroom home (sleeps 9) features a private pool, panoramic Atlantic and mountain views, balcony, and modern open-plan living. Enjoy fast Wi-Fi, Smart TV, fully equipped kitchen, laundry and private garage. Set among nature and hiking trails, just minutes from Calheta Beach, Madalena do Mar Beach, and cafés. Perfect for families and friends. Car required.

LocationFamilyPool

Guest favourite
Home in Estreito da Calheta
5.0 out of 5 average rating, 10 reviews

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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Guest favourite
A glimpse of the exterior of the unique dome tents is provided, surrounded by lush greenery and tropical plants. A wooden walkway leads through the garden area, offering access to the tents while showcasing the natural landscape nestled among the hills.
Tent in Achadas da Cruz
4.87 out of 5 average rating, 773 reviews

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.

LocationFamilySleep quality

Guest favourite
A yurt is positioned amidst vibrant yellow flowers, set against a backdrop of lush greenery. The coastline and a winding road are visible in the distance, with the ocean meeting a partly cloudy sky, creating a serene and natural landscape.
Yurt in Ponta do Sol
4.97 out of 5 average rating, 467 reviews

Mango Yurt ~Eco-Glamping 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 Ba,r and stunning views of the sea and waterfall. 💧🌿 More pictures and vibes: @cantodasfontes

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Guest favourite
A serene outdoor space is highlighted by a rectangular swimming pool surrounded by sun loungers. An umbrella provides shade nearby, while the picturesque sea views are visible in the distance. The villa features large glass doors that connect the interior with the terrace.
Villa in Prazeres
4.94 out of 5 average rating, 18 reviews

Amazing luxury villa, panoramic sea view | Adagio

Nestled in a peaceful and serene location, this luxury contemporary villa in Madeira offers breathtaking sea views and elegant living spaces. The spacious open plan dining and living room features large picture windows that flood the space with natural light, seamlessly connecting the indoors to the outdoors. These windows open to a generous outdoor terrace, where you will find the swimming pool and can relax and enjoy the surrounding beauty.

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Guest favourite
A private outdoor balcony is featured, showcasing a hot tub surrounded by natural wooden decking. Comfy seating options, with soft cushions, are positioned nearby. The view beyond includes expansive ocean horizons and a bright blue sky with scattered clouds.
Tent in Prazeres
4.89 out of 5 average rating, 88 reviews

Soul Glamping |Luxury | Ocean | jacuzzi | nature

Soul Glamping is a luxury eco-retreat - unique in Madeira island - where 5 state-of-the-art domes are to be found in absolute harmony with the surrounding nature. Purposefully located in the island southwest, this Glamping Resort is home to the most beautiful sunsets of the planet. Secluded in nature with breathtaking views, Soul Glamping is tailored to nature loving individuals who seek pure magic, relaxation and absolute privacy.

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Top guest favourite
An infinity pool stretches over a wooden deck, with views of the expansive Atlantic Ocean and dramatic cliffs. Sunlight reflects off the water's surface, enhancing the serene atmosphere. Surrounding greenery complements the natural setting, inviting relaxation and contemplation.
Flat in Paul do Mar
4.99 out of 5 average rating, 224 reviews

Meu Pé de Cacau - Studio Papaya in Paúl do Mar

Meu Pé de Cacau is a tropical fruit garden surrounded by dramatic cliffs to the north-east and the vast Atlantic Ocean to the south-west. 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 hand crafted in basalt stone.

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Guest favourite
Villa in Arco da Calheta
4.95 out of 5 average rating, 19 reviews

Villa Arco-Iris, a Home in Madeira

Villa Arco-iris is a spacious, modern house with a wide sea view, ideal for families and groups of up to four people. It is located in a sunny and quiet area in Calheta, in the southwestern part of Madeira, which has the most favourable climate on the island.<br>This villa stands out for its modern architecture, air conditioning and various amenities and details for comfort and leisure.

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Popular amenities for Estreito da Calheta holiday rentals

Frequently Asked Questions

  • Are there family-friendly villa rentals in Estreito da Calheta?

    Estreito da Calheta has more than 50 family-friendly villa rentals. Amenities on the property may include high chairs, travel cribs, or strollers.

  • How much does it cost to stay in apartment rentals in Estreito da Calheta?

    Experience the best of Estreito da Calheta with our apartment rentals, starting at about $40 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.

  • Are there pet-friendly house rentals in Estreito da Calheta?

    Four-legged friends are welcome in Estreito da Calheta. Choose from more than 10 house rentals for guests traveling with pets.

  • Are there house rentals with a dedicated workspace in Estreito da Calheta?

    Yes! Work meets play with ease at over 40 house rentals in Estreito da Calheta featuring dedicated workspaces. Stay connected and productive in your home away from home.

  • Are there Estreito da Calheta vacation rentals on Airbnb with pools?

    Yes! Dive into the perfect getaway at one of over 140 vacation homes with pools in Estreito da Calheta, available on Airbnb. Make a splash and soak up the sun in style!

  • Do house rentals in Estreito da Calheta have air conditioning?

    Absolutely! We offer over 40 house rentals with air conditioning in Estreito da Calheta. Enjoy a tailored experience with all the comforts you desire.

  • Do villa rentals in Estreito da Calheta have a kitchen?

    Absolutely! We offer over 50 villa rentals with a kitchen in Estreito da Calheta. Enjoy a tailored experience with all the comforts you desire.

  • Do apartment rentals in Estreito da Calheta have wifi?

    Absolutely! We offer over 90 apartment rentals with wifi in Estreito da Calheta. Enjoy a tailored experience with all the comforts you desire.

  • Do house rentals in Estreito da Calheta have free parking?

    Absolutely! We offer over 110 house rentals with free parking in Estreito da Calheta. Enjoy a tailored experience with all the comforts you desire.

  • What are the most popular amenities for House Rentals in Estreito da Calheta?

    Enhance your stay in our House Rentals with the most popular amenities: over 40 homes with air conditioning, over 110 homes with free parking, over 120 homes with wifi, over 120 homes with a kitchen, and more. Indulge in the ultimate retreat, tailored to your preferences.