
Villa vacation rentals in Calheta
Find and book unique villas on Airbnb
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.

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.

CasadaOvelha 2, modern & spacious villa in Calheta
Our new house is located in one of the sunniest and warmest corners of the south-west coast of Madeira. The new Casa da Ovelha 2 is surrounded by banana trees with a dramatic view mixed of mountains and sea. Just above the marina of Calheta, the location of our brand new holiday home is very quiet and yet so close to everything you need to spend an amazing time. Perfect for holidays or remote working!

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

SUNNYSIDE VILLA

Beautifully presented Villa in stunning location.

Luxury villa with infinity pool

Geo Calheta with Swimming Pool and Jacuzzi

The Bay House.:full ocean and Funchal bay view

Villa Sea - Rural Holiday Experience by SeaPearl

The Old Caboz House

Blue Sea Tower, Private Heated Pool. Ocean view
Luxury villa rentals

Quinta Marefe - On the stunning west coast

Villa Céu e Mar

Ohana Ocean View by LovelyStay

Amazing villa FUNCHAL, panoramic sea view

Villa Acacia- Spectacular Ocean view & heated pool

Islander - Funchal Seaside Villas

Villa Obra-Prima by LovelyStay

Arbor Villa: Nature Retreat
Villa rentals with a pool

Lake House

* Villa with heated pool *

Villa Rubydom

Elysium - Heated Pool, Jacuzzi, Sauna, Seaview

Villa OceanAIR by Lovelystay

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

Luxury Haven: Heated Pool, AC & Sun

Villa das Neves by Ana Lodges
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 R1,731 ZAR 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!
Destinations to explore
- Funchal Vacation rentals
- Madeira Island Vacation rentals
- La Palma Vacation rentals
- Santa Cruz de Tenerife Vacation rentals
- Porto Santo Vacation rentals
- Ponta do Sol Vacation rentals
- Machico Vacation rentals
- Santa Cruz de La Palma Vacation rentals
- São Vicente Vacation rentals
- Anaga Vacation rentals
- Ribeira Brava Vacation rentals
- Arco da Calheta Vacation rentals
- Rentals with a fire pit Calheta
- Beachfront rentals Calheta
- House rentals Calheta
- Smoking-friendly rentals Calheta
- Pet-friendly rentals Calheta
- Rentals with pools Calheta
- Waterfront rentals Calheta
- Rentals with beach access Calheta
- Rentals with a hot tub Calheta
- Rentals with a washer and dryer Calheta
- Rentals with outdoor seating Calheta
- Rentals with a fireplace Calheta
- Apartment rentals Calheta
- Family-friendly rentals Calheta
- Rentals with a patio Calheta
- Villa rentals Madeira
- Villa rentals Portugal




