
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
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.

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 Palheiro ≈≈≈
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.

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.

Une vue à couper le souffle (Wi fi)
Passionnés de Madère,nous avons voulu trouver et faire partager un coin de paradis au cœur de cette île fantastique.Nous espérons que cette maison ravira les hôtes comme elle nous a enchantés avec son emplacement et sa vue exceptionnelle !
Popular amenities for villa rentals in Calheta
Private villa rentals

* Villa com piscina aquecida *

Luxury villa with infinity pool

Beautifully presented Villa in stunning location.

Amazing villa FUNCHAL, panoramic sea view

Sunset Villa with heated pool and a view

Blue Sea Tower, Private Heated Pool. Ocean view

Maison Du Soleil: piscina, vista mar, serra e vila

Luxury Haven: Heated Pool, AC & Sun
Luxury villa rentals

Luxuary Ocean Front Villa 3 bedrooms,heated pool

Villa Céu e Mar

Ohana Ocean View by LovelyStay

Geo Calheta with Swimming Pool and Jacuzzi

The Bay House.:full ocean and Funchal bay view

Villa Acacia- Spectacular Ocean view & heated pool

Islander - Funchal Seaside Villas

Heated Pool • Gym • BBQ • Luxury • Outdoor Dining
Villa rentals with a pool

Luxury Villa Bianca by Holiday Rental Madeira

Lake House

Morning Glory - Penthouse

Villa Calhau da Lapa 51

Villa das Neves by AnaLodges

Villa Canavial

Raposeira 22 - Moradia com piscina

Casa da Ladeira - Moradia
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 $130 SGD 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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