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Villa holiday rentals in Calheta

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Top-rated villa rentals in Calheta

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Guest favourite
A large heated saltwater pool is set against a backdrop of ocean and mountain views, framed by modern glass doors. Sunlight reflects off the water, enhancing the tranquil atmosphere. Spacious terraces surrounding the pool provide ample space for relaxation.
Villa
4.96 out of 5 average rating, 103 reviews

Villa Lara, sea views, heated Pool A/C

Villa Lara is a fabulous modern single story three bedroom villa in the sought after area of Arco da Calheta. Lovely ocean and mountains views, sun terraces with a large private heated salt water pool and space for outside dining. There is an open plan fully fitted kitchen with a dining table for formal dining, leading to a comfortable sitting area with television with sliding doors leading outside. Facilities include aircon, heating, WIFI and parking. Approx. 10 minutes to Calheta beach. Fabulous spacious, light and modern 3 bedroom villa thoughtfully designed to maximize sun exposure and privacy. Fully fitted kitchen with all the required equipment to make you feel like you're at home. Large master bedroom with luxurious en-suite bathroom. Hot and cold air conditioning throughout, large heated swimming pool with ample sun terraces and garden area for relaxing or for children to run around. Alojamento Local License Number: 114112/AL We are at your disposal to help or answer your questions. We're contactable at any time via our mobile or by email. We will do our very best so you have a wonderful stay! Villa Lara is located centrally in Arco da Calheta with access to local amenities including various supermarkets, cafes, bars, restaurants and a pharmacy. Approx 10 minutes drive from the Villa and you'll be at Calheta Beach where you can enjoy the golden sand, several restaurants and book whale and dolphin watching tours. Villa Lara is ideal for couples, solo adventurers, families (with kids (cot & highchair can be provided)), and big groups. Villa Lara is set in a peaceful location ideal for walking the levadas (unmissable walks in Calheta include Paul da Serra, Rabacal (to Risco Waterall & 25 Fontes), Levada Nova and the Prazeres to Paul do Mar walk) and is close to a bus route. The property is approximately 30 minutes drive to Funchal and 45 minutes from the airport. A car is recommended so you can explore the island at your convenience. If you wish to book a private transfer with our local partners, please contact us in advance (which will be cheaper than taking a taxi direct from the airport).

Superhost
Villa
4.77 out of 5 average rating, 71 reviews

Sunshine Villa & Opt. Heated Pool 150m above Ocean

NOTE: Construction nearby in finishing stages & minimally disruptive to recent guests. 40% reduced rates still in force Naturalis Villas, one of the best platforms for Madeira Villa Holidays Rental presents: Villa Solar is a contemporary villa with a brand new optionally heated pool, located only 150m above the ocean and the sandy beach of Calheta. Positioned in a quiet neighbourhood of just a few villas near Casa Das Mudas (contemporary art cenre) offering unobstructed ocean and sunset views.

Guest favourite
A spacious bed is centered in the room, adorned with decorative pillows and a colorful blanket. Nightstands are positioned on either side, each featuring soft lighting. A decorative straw hat and a bright flower are placed on the bed, enhancing the serene atmosphere.
Villa
4.94 out of 5 average rating, 161 reviews

Country House @ Casas Da Vereda

Relax in class at 250 meters high on the sunny South West coast of Madeira, enjoying sunset and ocean views from the heated pool! The Casas Da Vereda are ideally located in a quiet countryside area with nothing but nature between you and the ocean. At 30 minutes drive from Funchal, 5 minutes drive to rock beaches in seaside villages / sand beaches by the marina of Calheta / “levada” walks. Please note that one can rent any combination of Casa Palheiro (T0), Casa Rural (T1), and (Casa Eco T2)!

Superhost
A balcony is framed by open French doors, featuring a wooden table with blue-topped chairs. The view expands over the landscape, highlighting the gentle hills of Madeira under a clear sky.
Villa
4.87 out of 5 average rating, 120 reviews

Calheta Escape with Sea & Mountain Views

Wake up to stunning sea and mountain views in the peaceful countryside of Calheta. Located in the peaceful countryside of Calheta, Orchid House offers an authentic Madeira escape surrounded by local vegetable gardens and beautiful nature. This cozy home accommodates up to 4 guests in two comfortable double bedrooms, both equipped with air conditioning. After a day exploring the island, unwind by the fireplace or relax on the spacious sofa in the warm and inviting living room.

Guest favourite
An outdoor dining area is set up under a wooden gazebo, featuring a large table surrounded by metal chairs. A picturesque view of the ocean and cliffs is visible in the background, illuminated by the warm glow of sunset. The space includes decorative lights strung overhead.
Villa
4.93 out of 5 average rating, 176 reviews

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.

Guest favourite
A dining area is presented on a spacious terrace, featuring a round table set with plates and utensils. A colorful umbrella provides shade, while potted plants decorate the space. The ocean view is visible beyond a glass railing, complemented by a statue positioned on the terrace.
Villa
4.95 out of 5 average rating, 174 reviews

Panoramic Oceanview Penthouse

Penthouse with Stunning Sea View, Large Terrace & Private Elevator Access. Perched peacefully on a cliffside, this elegant penthouse offers the perfect blend of comfort and breathtaking views. Step out onto the spacious terrace and take in the panoramic view of the sea- ideal for morning coffee, sunset drinks or enjoying a relaxing BBQ . The only sound your can hear, are the ocean waves and some birds. Area, including veranda, 170 m2.

Guest favourite
An infinity pool offers panoramic ocean views, bordered by a well-maintained garden featuring blooming flowers and lush greenery. Sun loungers are positioned nearby for relaxation, while a shaded terrace area can be seen in the background, enhancing the tranquil ambiance.
Villa
4.97 out of 5 average rating, 154 reviews

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!

Guest favourite
The villa is positioned on a hillside, displaying a modern architectural design with expansive glass walls. An infinity pool extends over the edge, reflecting the striking landscape. Surrounding greenery and distant mountains create a serene backdrop, offering a sense of tranquility.
Villa
4.93 out of 5 average rating, 15 reviews

Villa Gia: Your Home Away from Home

Villa Gia is a stylish retreat in Calheta with breathtaking ocean and mountain views. It features two en-suite bedrooms, an open-plan living area, full kitchen, Wi-Fi, and workspace—ideal for relaxation or remote work. Please note: Pool heating is an extra charge. Onsite parking may not suit low-profile or compact cars, but free on-street parking is available just outside the property.

Superhost
An aerial view reveals two modern villas set within well-maintained gardens, featuring a private heated swimming pool and sun loungers. The terraced layout showcases a mix of greenery and stone pathways, seamlessly integrated into the surrounding landscape.
Villa
5 out of 5 average rating, 7 reviews

The Rock Villas

The Rock Villas proposes 3 bedrooms for up to 6 guests, and great facilities such as its private heated swimming pools and other luxurious pieces of equipment. The 2 recent constructions blend harmoniously in the cliffy landscape while offering large views over the Atlantic ocean: a peaceful and stylish getaway on the South West coast of the island of Madeira.

Top guest favourite
A private heated swimming pool is set within a modern exterior. Clear blue water glistens under the sun, surrounded by sleek glass railing. Views of greenery and the distant sea can be seen beyond the pool, contributing to a serene outdoor environment.
Villa
4.93 out of 5 average rating, 215 reviews

Stylish 3BR Villa with Heated Pool & Views

Modern 3-bedroom villa in sunny Arco da Calheta with sea & mountain views. Enjoy a private heated pool, BBQ terrace, fast Wi-Fi, and secure garage. Walk to restaurants and cafés, 10 minutes by car to Calheta Beach and 30 minutes to Funchal. Ideal for couples, families, or groups — the perfect base to explore Madeira.

Superhost
The outdoor space features a private pool with a rounded shape, surrounded by a deck. Comfortable sun loungers are positioned around the pool, with scenic views of the ocean and hillside in the background. Lush plantings and a bright orange flotation device add to the serene ambience.
Villa
5 out of 5 average rating, 7 reviews

Ocean escape with private pool

This charming three-bedroom home is ideal for a comfortable stay in the city. Close to stunning beaches, great restaurants, and shops, it offers everything you need. Enjoy breathtaking ocean views and a private pool, making it the perfect place to enjoy your time away.

Top guest favourite
An aerial view captures a spacious outdoor terrace with patterned tiles. Two lounge chairs are positioned under a straw umbrella, next to a wooden dining table set for several guests. Surrounding greenery adds a touch of nature to the relaxing space.
Villa
5 out of 5 average rating, 130 reviews

Casa 112

Enjoy a elegante experience in this central and unique space, full of glamour and minimalism. Very close to the sea, two to three minutes walk in a quite and relax environment. You are super welcome to enjoy this little peace of heaven.

Popular amenities for villa rentals in Calheta

Quick stats about villa rentals in Calheta

  • Total holiday rentals

    Explore 40 holiday rentals in Calheta

  • Nightly prices starting at

    Calheta holiday rentals start at £60 per night before taxes and fees

  • Verified guest reviews

    Over 1,840 verified reviews to help you choose

  • Family-friendly holiday rentals

    40 properties offer extra space & child-friendly amenities

  • Holiday rentals with a pool

    30 properties feature pools

  • Rentals with dedicated workspaces

    10 properties have a dedicated workspace

  • Wifi availability

    40 of Calheta holiday rentals include wifi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across Calheta rentals

  • 4.9 Average rating

    Calheta stays are highly rated by guests – averaging 4.9 out of 5!

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