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Holiday rentals 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 €34 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 & child-friendly amenities

  • Pet-friendly holiday rentals

    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

  • Wifi availability

    450 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!

Top-rated holiday rentals in Calheta

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

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Superhost
Home in Arco da Calheta
4.89 out of 5 average rating, 18 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.

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.

Top guest favourite
A modern bedroom is presented with large glass doors that offer expansive sea and mountain views. A spacious bed is dressed with white linens, complemented by a decorative throw and a rolled towel. A pink accent chair adds a pop of color to the neutral decor.
Villa in Estreito da Calheta
4.92 out of 5 average rating, 53 reviews

King´s View (Heated Pool and Sea View)

King´s View is located in a tranquil area and provides beautiful sea and mountain views. Ideally located for a lovely holiday surrounded by the beautiful Madeira countryside. It is the best choice for those that wish to experience a little of Madeira tradition, tranquillity and privacy, and easy access to the mountains. Nearby: 5 minutes by car is the Vila da Calheta, with its man-made golden beaches, beautiful marina and a good choice of bars and restaurants.

Guest favourite
A modern exterior patio features a rectangular pool beside two lounge chairs, with expansive glass doors opening to the indoor area. The sunset casts warm tones across the horizon, enhancing the serene coastal view.
Villa in Arco da Calheta
5.0 out of 5 average rating, 12 reviews

Casa Joaquim by Rent2u, Lda

Brand new house, located in Arco da Calheta. It has 3 bedrooms, 3.5 bathrooms, a living room, and a kitchen. The outdoor Jacuzzi and pool are ideal for relaxing at the end of a day of sightseeing. It is located on the Arco da Calheta site, in a quiet and central area. It is 10 minutes from the Madeira mountains and 10 minutes from the beaches (Calheta or Madalena do Mar). General amenities: Jacuzzi, swimming pool, internet, covered parking on the property;

Top guest favourite
A modern villa is positioned on a cliff with a striking infinity pool reflecting the sky. Green loungers are arranged by the water's edge, and large glass doors provide access to the interior. Lush garden elements are observable alongside the villa's clean architectural lines.
Home in Arco da Calheta
5.0 out of 5 average rating, 28 reviews

Villa Althea by YMR

Welcome to our high-luxury, modern cliff Villa in Calheta, Madeira! This stunning retreat accommodates 8 guests with 4 spacious bedrooms and 5 bathrooms. Featuring an open-space concept, a large infinity pool, and a spacious sun terrace with lounges, it offers breathtaking views and complete tranquility. Enjoy the lush garden, barbecue area, and unique location for the ultimate getaway. Perfect for a luxurious escape in a serene, coastal setting.

Top guest favourite
Home in Arco da Calheta
5.0 out of 5 average rating, 11 reviews

Villa Ocean Wave Calheta, Oversized Pool

Modern villa with breathtaking ocean views, located in the warmest and sunniest part of Madeira. Featuring 3 stylish bedrooms, a bright panoramic living room, private pool and a spacious terrace surrounded by banana trees. Quiet dead-end street for total privacy. Just a short walk from the island’s only large golden sandy beach, the marina, cafés and restaurants. Ideal for sun, comfort and relaxation in a truly unique setting

Top guest favourite
A modern house with a vibrant red roof is positioned on a hillside, overlooking the ocean and surrounding landscape. The outdoor area includes a swimming pool and a spacious terrace, offering expansive views of both the coastline and lush greenery.
Villa in Arco da Calheta
4.98 out of 5 average rating, 103 reviews

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

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.
Flat 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!

Guest favourite
A spacious living room is featured with a soft brown sofa and a light-colored couch arranged around a coffee table. A textured stone wall adds character, while soft lighting from ceiling fixtures and a side lamp creates a warm ambiance.
Villa in Arco da Calheta
4.89 out of 5 average rating, 55 reviews

Calheta Beach House

Casa da Praia is located next to the yellow sand beach of Calheta, with a playground, a marina with several restaurants, a supermarket and other attractions nearby. The house has 2 bedrooms with private bathrooms, a large living room, a fully equipped kitchen and laundry. Outside there is a dining table, a small garden, a shower and sun loungers. The house also has a private garage for 2 vehicles.

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.
Flat in Arco da Calheta
4.95 out of 5 average rating, 143 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.

Guest favourite
A private heated pool reflects the serene colors of the sunset, set against a backdrop of the ocean. A wooden deck surrounds the pool, complemented by glass railings for an unobstructed view of the landscape.
Home in Arco da Calheta
5.0 out of 5 average rating, 51 reviews

A&M House II

A&M House II, the perfect place to enjoy your best vacation on Madeira Island. Located in a quiet area with a mild climate, it offers guests all the comfort they need to feel at home. Its stunning views make every evening unforgettable with its stunning sunsets. Come discover Madeira and enjoy the comfort that A&M House II has to offer.

Top guest favourite
A sunny space features a splash pool surrounded by well-maintained grass and tropical plants. White walls contrast with dark volcanic rock in the background. A covered outdoor dining area is visible, providing a shaded space for meals while enjoying the outdoors.
Cottage in Arco da Calheta
4.98 out of 5 average rating, 217 reviews

Villa Papaya

An Outstanding Location, with a Fabulous View. Splash Pool and a Table to do meals outside. Unforgetable Sunset, with the sea and the Marina View! Villa Papaya Address: Rua Serra D'Água - Vereda do Morgadinho No. 24 9370-076 Arco da Calheta

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.