
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.

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)!

Villa Santos
Amazing view from modern house, sleeps up to 8 people, 1 mile away from the sandy Calheta beach. Southern west located meaning you get the best weather of the island and as centrally located, ideally base to go on discover the island. Free internet cable Broadband and wi-fi available with speed up to 500MBps. 2 Double Bedrooms and a huge Loft with 3 beds. Very comfy beds. Garage. From the balcony enjoy great seaviews of this beatiful island. tourist tax not included on price rental.

Beige Rock Villa
The Beige Rock Villa proposes one bedroom, for up to 2 guests, and a large living room opening to a comfortable outdoor area, including a private heated infinity swimming pool. Its stylish design blends harmoniously in the cliffy landscape and with the neighbouring 2 bedrooms Grey Rock Villa, while offering large views over the Atlantic ocean. The Rock Villas can also be rented together: a peaceful and stylish getaway on the South West coast of the island of Madeira.

Fajã Refuge
The property has 3 bedrooms, one in a suite (all with air conditioning), 2 toilets, OpenSpace living room and kitchen, barbecue, laundry room, heated outdoor pool (extra charge), sports field, pool table, outdoor relaxation space and a garage for 4 cars. The house has a security system and is equipped with all the appliances necessary for your comfort. You'll also be able to enjoy a wide and unobstructed sea view, amazing Sunsets, and unmatched silence.

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.

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.

Heated pool, hot & cold AC, BBQ, views & parking
Modern 3-bedroom villa in Arco da Calheta with stunning sea & mountain views. Features a private heated pool, BBQ area, fully equipped kitchen, fast Wi-Fi, and secure garage. Walk to a handful of restaurants, cafés & pharmacy. Just 10 mins to Calheta Beach, 30 mins to Funchal. Ideal for couples, families (cot & highchair provided), or groups. Close to top Levada walks. Comfortable, spacious, and perfect for exploring Madeira.

Quinta São Lourenço≈≈≈ Casa Lagar≈≈≈
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.

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!

Anjos Paradise Eden
It is a new and luxurious property with an outdoor private pool and surrounding garden with breath taking views of the Atlantic, within walking distance of the spectacular waterfall Cascata dos Anjos. The energy around you allows you to let your mind walk away from the worries of daily life and welcomes you to simply enjoy the moment, sorrounded by Nature and with the ocean at your feet.

Quinta do Alto
Situated inside an old farmhouse of the island, and located on the outskirts of the capital Funchal, near the Botanical Garden, the villa is a one bedroom with one double bed, a toilet, common room and kitchenette. Outside the villa, guests have an exclusive use of the swimming pool, encased in a rich flora and varied fruit growing. Relax in this unique and tranquil spot.

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 Estreito da Calheta villa rentals
Private villa rentals

Isabel´s Villa - Funchal Seaside Villas

SUNNYSIDE VILLA

* Villa with heated pool *

Villa Limoeira 3:3 heated pool/gym/office/sunsets

Beautifully presented Villa in stunning location.

Villa in Porto Moniz | Porto Moniz Atlantic View

Myrtus - House with sea view and garden

Villa Sea - Rural Holiday Experience by SeaPearl
Luxury villa rentals

Villa Pinheira IV-Heated swimming pool

Ohana Ocean View by LovelyStay

Luxury villa with infinity pool

Quinta do Feliz, a Home in Madeira

The Bay House.:full ocean and Funchal bay view

Villa Acacia- Spectacular Ocean view & heated pool

Blue Sea Tower, Private Heated Pool. Ocean view

Luxury Haven: Heated Pool, AC & Sun
Villa rentals with a pool

Allure Alannas Villa by LovelyStay

Lake House

Elysium · Heated Pool, Jacuzzi & Ocean View

Villa Primavera by Atlantic Holiday

House by the sea

Villa das Neves by AnaLodges

Villa Canavial

Casa da Ladeira - House
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 $120 NZD per night before taxes and fees

Verified guest reviews
Over 2,060 verified reviews to help you choose

Family-friendly holiday rentals
50 properties offer extra space and kid-friendly amenities

Holiday rentals with a pool
50 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, Wi-Fi 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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