
Villa vacation 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.

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)!

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.

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≈≈≈ 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!

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 Calheta villa rentals
Private villa rentals

Villa Céu e Mar

Beautifully presented Villa in stunning location.

Garajau House - Sunrise to Sunset Ocean View Villa

Villa Sea - Rural Holiday Experience by SeaPearl

Sunset Villa with heated pool and a view

Casa Amarela (Stylish and Traditional Villa)

Blue Ocean Cottage, Private Heated Pool, Sea view

Raposeira 22 - Villa with pool
Luxury villa rentals

Luxuary Ocean Front Villa 3 bedrooms,heated pool

Ohana Ocean View by LovelyStay

Villa Arco-Iris, a Home in Madeira

Luxury villa with infinity pool

The Bay House.:full ocean and Funchal bay view

Villa Acacia- Spectacular Ocean view & heated pool

Islander - Funchal Seaside Villas

Villa Rhodella
Villa rentals with a pool

Lake House

Amazing villa FUNCHAL, panoramic sea view

Elysium · Heated Pool, Jacuzzi & Ocean 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

Number 15 Funchal Ocean & City View Villas Nº1
Quick stats about villa rentals in Calheta

Total vacation rentals
Explore 40 vacation rentals in Calheta

Nightly prices starting at
Calheta vacation rentals start at G$20,922 GYD per night before taxes and fees

Verified guest reviews
Over 1,700 verified reviews to help you choose

Family-friendly vacation rentals
40 properties offer extra space & kid-friendly amenities

Vacation rentals with a pool
30 properties feature pools

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wi-Fi availability
40 of Calheta vacation rentals include wi-fi 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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