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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 in Arco da Calheta
4.96 out of 5 average rating, 108 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).

Guest favourite
An aerial view captures the landscaped outdoor area featuring a serene infinity pool, sun loungers with vibrant striped cushions, and a cozy seating arrangement. Lush green grass surrounds the pool, with paved pathways leading to various lounging spots against a backdrop of terracotta roofs.
Villa in Funchal
5 out of 5 average rating, 11 reviews

Islander - Funchal Seaside Villas

Welcome to Islander, your luxurious retreat in Madeira boasting four bedrooms, each with an ensuite bathroom for utmost privacy and comfort. Step into the spacious living room and feel at home in our brand new thoughtfully designed villa. Islander features a terrace and garden area, inviting you to unwind amidst lush greenery and gentle sea breezes.Immerse yourself in the tranquility of your surroundings, or take a refreshing dip in the infinity pool that seemingly merges with the ocean horizon.

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 in Fajã da Ovelha
4.98 out of 5 average rating, 160 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.

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 in Madeira
5 out of 5 average rating, 103 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

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 in Estreito Calheta
4.94 out of 5 average rating, 163 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)!

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 in Fajã da Ovelha
4.85 out of 5 average rating, 108 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 in Seixal
4.92 out of 5 average rating, 182 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
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 in Ponta do Sol
4.97 out of 5 average rating, 159 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
Villa in Arco da Calheta
5 out of 5 average rating, 16 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.

Guest favourite
A serene outdoor area features modern lounge chairs arranged near a private pool. The expansive view showcases the ocean under a clear blue sky, with lush greenery surrounding the space. The inviting design encourages relaxation and enjoyment of the beautiful tropical surroundings.
Villa in Arco da Calheta
4.92 out of 5 average rating, 37 reviews

Ohana Ocean View by LovelyStay

Welcome to "Ohana Ocean View," a brand-new modern villa in Calheta. This three-bedroom retreat offers a perfect blend of luxury and comfort, designed for the ultimate relaxation. With a private pool and spacious balconies, you can bask in the breathtaking ocean views. The villa is elegantly decorated with contemporary furnishings and equipped with smart TVs for entertainment.

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 in Estreito da Calheta
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.

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 in Arco da Calheta
4.93 out of 5 average rating, 216 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.

Popular amenities for Estreito da Calheta villa rentals

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 $127 AUD per night before taxes and fees

  • Verified guest reviews

    Over 2,250 verified reviews to help you choose

  • Family-friendly holiday rentals

    50 properties offer extra space and kid-friendly amenities

  • Holiday rentals with a pool

    40 properties feature pools

  • Rentals with dedicated workspaces

    20 properties have a dedicated workspace

  • Wi-Fi availability

    60 of Estreito da Calheta holiday rentals include Wi-Fi 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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