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Holiday houses in Calheta

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Quick stats about holiday rentals in Calheta

  • Total holiday rentals

    Explore 450 holiday rentals in Calheta

  • Nightly prices starting at

    Calheta holiday rentals start at $57 AUD per night before taxes and fees

  • Verified guest reviews

    Over 17,700 verified reviews to help you choose

  • Family-friendly holiday rentals

    250 properties offer extra space and kid-friendly amenities

  • Pet-friendly accommodation

    Find 40 rentals that welcome pets

  • Holiday rentals with a pool

    150 properties feature pools

  • Rentals with dedicated workspaces

    150 properties have a dedicated workspace

  • Wi-Fi availability

    450 of Calheta holiday rentals include Wi-Fi 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!

Top-rated holiday rentals in Calheta

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

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Top Guest favourite
A stunning hillside view captures the sparkling sea reflecting sunlight, framed by lush, green mountains. Palm trees are visible in the foreground, providing a sense of tranquility. The rooftops of nearby houses are dispersed throughout the landscape, enhancing the scenic coastal environment.
Villa
5.0 out of 5 average rating, 112 reviews

House with stunning views surrounded by nature

Countryside house, located on a hill with the best view over Madalena do mar. Recanto of the sea is located in the warm and sunny municipality of Ponta do Sol, in a privileged area with excellent sun exposure and sea views. The property has a stunning view from any room in the house. The house has 2 bedroom. One with a double bed and one with 2 single beds ; 2 bathroom; a fully equipped kitchen and a fully equipped indoor barbecue. The maximum capacity is 6 guests. Número de registo:152419/AL

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Top Guest favourite
A wooden terrace features a dining table set with glasses and a plate of grapes, overlooking lush greenery and the ocean. The evening sky is clear, enhancing the serene backdrop of the space, framed by tropical plants and a wooden pergola.
Apartment in Arco da Calheta
4.98 out of 5 average rating, 45 reviews

Apartment Infinity Horizon by Go2Madeira

Apartment Infinity by Go2Madeira More than 120 m² of stylish comfort Sandy beach only 5 minutes away Stunning ocean views No disruptive public roads Ultra-fast WiFi internet – 1Gbps / 500Mbps Fully equipped luxury kitchen Free parking included experience one of the best climates in Madeira in a quiet location without a public road. The Infinity apartment combines elegance with a meticulously designed interior and full of amenities to give you the perfect setting for a perfect relaxing stay.

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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.

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Top Guest favourite
Apartment in Arco da Calheta
5.0 out of 5 average rating, 22 reviews

Madeira Blue • Luxury Apt with Large Terrace& Pool

Madeira Blue is a spacious, south-facing luxury apartment at Casa Shambhala, a brand-new residence (2026) in sunny Arco da Calheta, Madeira. Surrounded by banana fields and overlooking the Atlantic, it features stunning ocean views, a large private terrace, shared pool (only 3 apartments), private parking and a fully equipped kitchen - just a 5 minute drive to Calheta Beach and Marina, within easy reach of levadas, waterfalls, paragliding spots and Madeira’s most beautiful coastal villages.

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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 modern tent structure is nestled among lush greenery, showcasing a geometric design. Natural vegetation surrounds the tent, with wooden steps leading up to the entrance. The clear blue sky complements the inviting atmosphere of this serene outdoor retreat.
Tent in Achadas da Cruz
4.83 out of 5 average rating, 834 reviews

Be adventurous , something completely different 2

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 neighbours.

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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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Top Guest favourite
A modern villa exterior showcases a large swimming pool surrounded by a spacious terrace. Light-colored outdoor furniture is arranged near the pool, with expansive glass doors providing views of the landscape beyond. The scene is bright and airy, enhanced by a clear blue sky.
Home in Arco da Calheta
5.0 out of 5 average rating, 36 reviews

Vila Cales e Chadas by YMR

Indulge in luxury at our expansive 3-bedroom, 3.5-bathroom villa in Arco de Calheta, Madeira. Revel in the grandeur of a big pool, complemented by panoramic sea and mountain views. This modern haven accommodates 6 guests, boasting spacious interiors flooded with natural light, a large outdoor area with a barbecue and shower, all topped with convenient parking. Your extraordinary Madeira retreat begins in this generously-sized, contemporary villa.

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Guest favourite
Villa in Arco da Calheta
4.97 out of 5 average rating, 31 reviews

Villa Nicuma by Escape to Madeira

Relax comfortably with incredible views of the Atlantic Ocean. This luxury villa is just a short walk from restaurants, bars, and the center of Villa da Calheta and its marina. The beach is nearby, and the house offers a rooftop pool overlooking the sea and marina, where you can enjoy water activities. Come enjoy an unforgettable vacation where the sea, sun, and comfort come together to offer you a unique experience.

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Top Guest favourite
A small round table is set on a terrace, featuring two glasses of orange juice, a plate with various fruits, and croissants. In the background, lounge chairs are visible, complemented by expansive ocean views under a clear blue sky.
Apartment in Arco da Calheta
4.99 out of 5 average rating, 149 reviews

Martinho Apartment View

Modern apartment with an extraordinary view over the Atlantic Ocean and over the coast of Calheta. Our apartment consists of 1 bedroom with a double bed, living room, 1 bathroom and kitchen equipped with all that´s necessary for your vacation, we include Wi-Fi and private parking. Outside there are sun loungers for sunbathing and a large balcony to relax and enjoy the wonderful sea view. Your dream vacation is here!

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Top Guest favourite
An infinity-edge pool is illuminated at night, reflecting the starry sky and ocean beyond. Surrounding tropical plants provide a lush backdrop, while a wooden deck extends around the pool, enhancing the tranquil ambiance and offering comfortable seating areas nearby.
Apartment in Paul do Mar
4.99 out of 5 average rating, 238 reviews

Meu Pé de Cacau - Mango Studio in Paúl do Mar

Meu Pé de Cacau is a tropical fruit garden and island retreat 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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Top Guest favourite
The image shows a spacious infinity pool extending towards the ocean, with lounge chairs positioned on the deck. The serene blue water reflects the sky, creating a seamless visual. A seating area is visible in the background, enhancing the outdoor space.
Apartment in Arco da Calheta
4.95 out of 5 average rating, 142 reviews

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.

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Popular amenities for Calheta holiday rentals

Frequently Asked Questions

  • What are the best places to stay in Calheta?

    Travelers often choose the beachside area for easy access to swimming and dining, or hillside neighborhoods for panoramic ocean views and quieter settings. The marina zone has contemporary apartments and quick access to restaurants or boat tours.

  • What are the best things to do in Calheta with kids?

    Families can enjoy the soft sand beach, explore interactive art spaces, or join a guided levada walk with gentle terrain. The marina area often has boat rides suited to children interested in sea life and local views.

  • What are some of the best things to do in Calheta?

    Explore the golden sand beach, visit an art museum featuring contemporary works, or hike along scenic levadas through green hillsides. Guests also enjoy boat tours, sugar cane history sites, and local dining along the waterfront.

  • How is the weather in Calheta?

    Calheta generally has mild, sunny weather with temperatures often ranging from around 65–75°F (18–24°C), though it can be cooler in the hills. Breezes are common near the sea, while higher areas feel fresher after rainfall.

  • When is the best time to visit Calheta?

    Late spring and early fall are often recommended for milder weather and quieter sights around Calheta. Many guests also enjoy the town during seasonal festivals tied to local harvests and traditional parades.

  • What are the best places to visit in Calheta?

    Calheta Beach is popular for its golden sand and swimming, while the contemporary art museum showcases rotating exhibitions. The sugar cane mill offers insights into local history and traditional production methods.

  • What are some hiking trails in Calheta?

    Calheta has several levada trails, including Levada do Rabaçal, known for lush greenery and waterfalls, and Levada Nova, which winds through rural landscapes. These paths often feature scenic ocean and valley views.

  • What are some family activities we can do in Calheta?

    Families frequently enjoy beach outings, easy levada walks, and dolphin-spotting boat trips starting at the marina. Interactive workshops at art centers and visits to agricultural sites are also popular for those traveling with children.

  • What are some of the best day trip ideas from Calheta?

    From Calheta, explore lush nature walks in the Laurisilva Forest, unwind in local agricultural villages, or discover dramatic viewpoints and waterfalls around the western coast. Some guests also explore sea caves or art spaces near the marina.

  • Are there any pet friendly accommodations available in Calheta?

    Calheta has a range of pet-friendly stays, with many hosts welcoming dogs or cats in private homes and apartments. Parks and coastal areas around the town make it convenient for walks or outdoor time with pets.

  • What are some local tips for visiting Calheta?

    Bring comfortable shoes for levada walks, and pack layers to adjust to changing weather in the hills. Visiting local markets in the morning is frequently suggested for fresh produce and regional treats.

  • What is Calheta known for?

    Calheta is known for its golden sand beach, sugar cane traditions, and as a gateway to scenic levada hikes on Madeira's southwestern coast. Its marina, art spaces, and agricultural heritage are frequently highlighted.

  • What are the best hidden gems to explore in Calheta?

    Discover tucked-away viewpoints in rural hamlets, visit small local chapels with historic art, or explore gardens with unique subtropical plants. Creative workshops and artisan studios around the village often surprise guests with hands-on experiences.

  • What are the best foods to try in Calheta?

    Calheta has fresh fish dishes, grilled limpets, and bolo do caco, a local bread made with sweet potato. Locals often enjoy honey cake paired with Madeira wine, and sugarcane rum highlights the area’s agricultural traditions.

  • What should I bring for a trip to Calheta?

    Pack lightweight clothing, a sun hat, and comfortable shoes for walking in town or on levada trails. A light jacket is useful for cooler evenings, and sunscreen is recommended for days by the sea.

  • What is the nightlife in Calheta like?

    Calheta's nightlife centers around relaxed bars, cafes, and waterfront restaurants with occasional live music. Evenings are often enjoyed with local wine, seaside views, and conversation rather than late-night clubs.

  • What are the most popular events or festivals in Calheta?

    Calheta is known for agricultural festivals celebrating local crops, music events near the marina, and seasonal religious celebrations in the main village and surrounding areas. Harvest festivals and traditional parades are frequently suggested for those interested in local culture.

  • Are there family friendly vacation rentals in Calheta?

    Many vacation rentals in Calheta are family friendly, featuring spacious living spaces, private pools, and kitchens for easy meal preparation. Homes around the beach and hillside areas often include amenities suited for travelers with children.