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Villa holiday rentals in Estreito da Calheta

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Top-rated villa rentals in Estreito da Calheta

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

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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).

Top guest favourite
Two lounge chairs in vibrant yellow and orange are positioned on a lush green lawn, offering a view of the ocean. Surrounding plants and trees enhance the tranquil garden setting, which features a partially fenced area for added privacy.
Villa
4.97 out of 5 average rating, 150 reviews

Quinta São Lourenço - Casa Lagar | Sunset & Pool

Tourist tax included > no extra fees at arrival Free cancellation up to 5 days before your stay The « Quinta São Lourenço » is a traditional Madeiran property of 3 000 m² from the 19th century, renovated into independent houses. The Quinta is an ideal holiday destination and is well known for its dominant position on the Atlantic Ocean, its beautiful flower garden and its shared outdoor swimming pool. Let yourself be surprised by the majestic sunsets and take a break with the roar of the Ocean.

Superhost
The image features a charming stone structure with an orange, sloped roof, reflected in the tranquil waters of a heated pool. Colorful stained glass elements adorn the entrance, complemented by planters and a palm tree nearby, all set against a serene blue sky.
Villa
4.95 out of 5 average rating, 220 reviews

Casa Palheiro @ Casas Da Vereda [Thatched-Roof House]

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)!

Top guest favourite
An aerial view showcases the Garajau neighbourhood, featuring terracotta-roofed houses nestled on a hillside. The vast Atlantic Ocean extends in the background, with gentle waves reflecting the sky. Lush greenery and palm trees embellish the area, enhancing the tranquil coastal scenery.
Villa
5 out of 5 average rating, 37 reviews

Garajau House - Sunrise to Sunset Ocean View Villa

Experience breathtaking views at Garajau House - Sunrise to Sunset Ocean View House. Immerse yourself in local living as you enjoy this entire remarkable two-story villa in the Garajau neighbourhood of Caniço. With its enviable position at the end of a peaceful cul-de-sac, a stunning garden adorned with palm trees, sugar cane, and awe-inspiring 180 degree panoramic views of the ocean and Cristo Rei, this recently renovated house (Jan 2022) serves as the ideal home base for your Madeira stay.

Top guest favourite
Villa
4.98 out of 5 average rating, 58 reviews

Casa Escola da Bica, Infinity pool, lovely seaview

Casa Escola da Bica Living in the design villa "Escola da Bica" - a unique accommodation surrounded by bananas with 180 degree sea views, pool and outdoor kitchen. Same Arco da Calheta is famous for its particularly mild microclimate on the island of Madeira due to its sheltered location in the amphitheater of the high mountains. Warmer, sunnier and less wind - a balanced climate awaits you in both winter and summer. This particular spot on the south coast also has sandy beach.

Guest favourite
Villa
5 out of 5 average rating, 25 reviews

Maison Deluxe Madeira-Peace&Luxury beyond horizon

Disfruta el lujo en el corazón del paraíso! Despertar en las mañanas con el murmullo del océano Atlántico y la brisa cálida del sur de Madeira. Te presentamos una propiedad de lujo única, donde el confort, la elegancia y la naturaleza se funden en una experiencia inolvidable. Ubicada en la parte más soleada de la isla, esta residencia ofrece vistas panorámicas al mar, rodeada de exuberantes jardines tropicales y paisajes volcánicos que parecen sacados de un sueño.

Guest favourite
An inviting outdoor area features a heated swimming pool reflecting the sunset over the sea. Glass railings provide unobstructed views, while a stone feature complements the serene environment. The surrounding area is equipped with stylish tiles and ample space for relaxation.
Villa
4.86 out of 5 average rating, 102 reviews

Fajã Refuge

The property features 3 bedrooms, one of them an en-suite (all with air conditioning), 2 toilets, an open-space living room and kitchen, a barbecue, laundry, heated outdoor pool (extra cost), sports field, pool table, outdoor relaxation space and garage for 4 cars. The house has a security system and is equipped with all the appliances necessary for your comfort. You can also enjoy a wide and unobstructed sea view, incredible sunsets and unparalleled silence.

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, 173 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.

Top guest favourite
Two outdoor chairs with plush cushions face a long pool, offering a view of the Atlantic Ocean and the surrounding greenery. A small wooden table sits between the chairs, enhancing the inviting outdoor space.
Villa
5 out of 5 average rating, 54 reviews

Villa with large pool and fantastic view

NEW :-) Swim your laps in the long pool. Enjoy the view of the Atlantic Ocean and lush nature while sitting in the garden. A very stylish place that is located in a small quiet village. To relax - but also to be active. Jogging, hiking and swimming - all possible right by the house. Restaurants can be reached in a few minutes by car. For work, there is a study and fast internet. End the day with a glass of rosé and the sunset.

Superhost
The image captures a front terrace view with a palm tree, overlooking a private swimming pool and expansive sea views. Sun umbrellas provide shade on the pool deck, while outdoor furniture is arranged for leisure. A serene landscape complements the setting, with clear blue skies.
Villa
4.74 out of 5 average rating, 23 reviews

Quality tranquil villa with sea-view | OceanScape

With amazing panoramic sea-views and countryside tranquillity, yet close to facilities, the lovely Oceanscape is set in the sunny Ponta do Sol area, and the perfect villa with private pool for couples or families. Set over two floors, it features a spacious open-plan living area with a great front terrace benefit from panoramic sea-view, 2 bedrooms and two bathrooms and a lower leisure room, perfect for those quiet moments.

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, 153 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!

Popular amenities for villa rentals in Estreito da Calheta

Quick stats about villa rentals in Estreito da Calheta

  • Total holiday rentals

    Explore 60 holiday rentals in Estreito da Calheta

  • Nightly prices starting at

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

  • Verified guest reviews

    Over 2,150 verified reviews to help you choose

  • Family-friendly holiday rentals

    50 properties offer extra space & child-friendly amenities

  • Holiday rentals with a pool

    40 properties feature pools

  • Rentals with dedicated workspaces

    20 properties have a dedicated workspace

  • Wifi availability

    50 of Estreito da Calheta holiday rentals include wifi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across Estreito da Calheta rentals

  • 4.9 Average rating

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

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