
Villa holiday rentals in Calheta
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Top-rated villa rentals in Calheta
Guests agree: these villas are highly rated for location, cleanliness and more.

Quinta Falcoes - A villa with an amazing view
Quinta Falcoes has some of the most amazing views on the island. With a 180 panoramic view of the sea, you can also watch the end of the island lighthouse at night and the falcons hunting by day in the ravine. Quinta Falcoes is a modern and well equipped villa with a private pool, outdoor eating and seating areas, large bbq and a playroom with table tennis table, book & dvd library and a cinema area. The house is perfect for groups of walkers, couples who want to relax and larger family groups.

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)!

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.

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.

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 ≈≈≈ Front House ≈≈≈
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!

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.

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.

Conceição House - Country Area
With a stunning sunset, Conceição House provides two bedrooms (plus a small/single one), two bathrooms, living room, kitchen, garage, and plenty of outdoor space with garden and sun areas. The area is calm and peaceful, with sea and mountain views. Rocha Vermelha PR 28, Levada Nova, 25 Fontes PR 6, Rabaçal, Risco PR 6.1, are some Levadas you can do from the house.

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
Private villa rentals

Isabel´s Villa - Funchal Seaside Villas

* Villa with heated pool *

Beautifully presented Villa in stunning location.

Villa Sea - Rural Holiday Experience by SeaPearl

Arbor Villa: Nature Retreat

Casa Amarela (Stylish and Traditional Villa)

Raposeira 22 - Villa with pool

Fajã Refuge
Luxury villa rentals

Villa Pinheira IV-Heated swimming pool

Luxury villa with infinity pool

Geo Calheta with Swimming Pool and Jacuzzi

The Bay House.:full ocean and Funchal bay view

Amazing villa FUNCHAL, panoramic sea view

Villa Acacia- Spectacular Ocean view & heated pool

Blue Sea Tower, Private Heated Pool. Ocean view

Heated Pool • Gym • BBQ • Breakfast • King Beds
Villa rentals with a pool

Lake House

Villa Rubydom

Elysium · Heated Pool, Jacuzzi & Ocean View

Sunset Villa with heated pool and a view

Maison Du Soleil: swimming pool, sea view, mountain and village

Luxury Haven: Heated Pool, AC & Sun

Villa das Neves by Ana Lodges

Villa Canavial
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 ₹8,991 per night before taxes and fees

Verified guest reviews
Over 1,700 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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