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Villa vacation rentals in Estreito da Calheta

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Top-rated villa rentals in Estreito da Calheta

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Villa in Estreito da Calheta

4.96 out of 5 average rating, 202 reviews

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)!

Villa in Estreito da Calheta

4.96 out of 5 average rating, 56 reviews

Grey Rock Villa

The Grey Rock Villa proposes 2 en-suite bedrooms for up to 4 guests, and great facilities such as its private heated infinity swimming pool, designer fireplace and kitchen islet and other luxurious pieces of equipment. It blends harmoniously in the cliffy landscape and with the neighbouring 1 bedroom Beige 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.

Villa in Arco da Calheta

4.93 out of 5 average rating, 196 reviews

Heated pool, hot & cold AC, BBQ, views & parking

This stunning home completed in September 2016, features a heated pool & outside shower & BBQ area, plus hot & cold AC. The Villa is located in Arco da Calheta, a village in the south west & is within walking distance to mini-supermarkets, cafes, bars and pharmacy. Approx. 10 minutes drive to Calheta Beach, 30 minutes drive to Funchal and 45 minutes to the airport. Hillside Villa is ideal for couples, solo adventurers, families (with kids (cot & highchair provided), and big groups.

Villa in Seixal

4.94 out of 5 average rating, 128 reviews

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.

Villa in Arco da Calheta

4.97 out of 5 average rating, 69 reviews

CASA SOL E VISTA 2

Casa Sol e Vista 2 is located in one of the best places in the parish, next to the house nr 1. it has 2 bedrooms, living room / kitchen and 3 bathrooms, with capacity for 6 people. The house is situated on top of a hill which makes the house have an extraordinary view. Outside there is a barbecue, a large garden and the swimming pool. Absolute tranquility. Come spend some pleasant days at Casa Sol and Vista 2. Contact Duarte Paulo

Villa in Calheta

4.98 out of 5 average rating, 51 reviews

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!

Villa in Ponta do Sol

4.98 out of 5 average rating, 116 reviews

Villa Miradouro da Baleia (Heated Pool optional)

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 in Ponta Do Sol

4.96 out of 5 average rating, 108 reviews

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 in Machico

4.86 out of 5 average rating, 118 reviews

Fernandes House - Apartment 2

A Fernandes House é uma casa nova (remodelada em maio de 2021) e esta localizada em Machico, na costa sul da ilha da Madeira, a 1,4 km da praia de areia amarela, a 5 minutos de carro do Aeroporto. O apartamento fica na parte inferior da moradia. Nós vivemos no piso superior e estamos sempre disponíveis para ajudar, mas dando toda a privacidade. Será um prazer recebe-los.

Villa in Funchal

4.98 out of 5 average rating, 120 reviews

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.

Villa in Santana

4.79 out of 5 average rating, 122 reviews

Grandfather's House

Grandfather's House, in the parish of São Roque do Faial, Santana county, offers rustic accommodation with mountain views in a beautiful and quiet space. Kitchenette, Refrigerator, Microwave, Electric Kettle, Kitchenware, Dining Table, Stove top, Toaster, Towels, Bed linen and private bathroom

Vacation rentals for every style

Get the amount of space that is right for you

Apartments

Convenient locations with everyday essentials

Houses

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Hotels

Stylish accommodations and amenities

Popular amenities for Estreito da Calheta villa rentals

Free parking on premises

Air conditioning

Private villa rentals

Villa in Calheta

4.88 out of 5 average rating, 85 reviews

Villa Fedra - A hidden paradise

Villa in Prazeres

5 out of 5 average rating, 18 reviews

Villa Céu e Mar

Villa in Arco da Calheta

4.86 out of 5 average rating, 7 reviews

Villa Camelia

Villa in Ponta do Sol

4.92 out of 5 average rating, 88 reviews

Secluded cottage w pool, oceanside view, 3BR, 3BA

Villa in Estreito da Calheta

5 out of 5 average rating, 6 reviews

Morning Glory

Villa in Paúl do Mar

4.95 out of 5 average rating, 42 reviews

Villa Sea - Rural Holiday Experience by SeaPearl

Villa in Madalena do Mar

4.79 out of 5 average rating, 63 reviews

"Miradouro" over the Atlantic with private pool

Villa in Faja Da Ovelha

4.78 out of 5 average rating, 203 reviews

Casa Amarela (Stylish and Traditional Villa)

Luxury villa rentals

Villa in Funchal

4.91 out of 5 average rating, 11 reviews

Allure Alannas Villa by LovelyStay

Villa in Arco da Calheta

5 out of 5 average rating, 9 reviews

Ohana Ocean View by LovelyStay

Villa in Estreito da Calheta

4.95 out of 5 average rating, 20 reviews

Villa de la Ponte by Atlantic Holiday

Villa in Ribeira Brava

4.81 out of 5 average rating, 26 reviews

Luxury villa for 6 to 8 people, full ocean view

Villa in Funchal

5 out of 5 average rating, 3 reviews

Islander - Funchal Seaside Villas

Villa in Santa Cruz

4.92 out of 5 average rating, 66 reviews

Santa Cruz Ocean Villa - sea access

Villa in Funchal

4.75 out of 5 average rating, 4 reviews

Heated Pool | King Beds | Private Gym | BBQ

Villa in Estreito da Calheta

4.82 out of 5 average rating, 22 reviews

Villa Hibiscus by An Island Apart

Villa rentals with a pool

Villa in Arco da Calheta

4.68 out of 5 average rating, 19 reviews

Arco da Calheta Villa

Villa in Canhas

5 out of 5 average rating, 10 reviews

Canhas Views Pool and Barbecue

Villa in Arco Da Calheta

4.75 out of 5 average rating, 60 reviews

Spacious property, fab views, big pool, tranquil

Villa in Madeira

4.96 out of 5 average rating, 24 reviews

Quinta do Feliz, a Home in Madeira

Villa in Calheta

4.98 out of 5 average rating, 56 reviews

Villa Casa das Orquídeas with superb sun exposure

Villa in Fajã da Ovelha

4.91 out of 5 average rating, 78 reviews

Blue Sea Villa. Private Heated Pool. Garden. Quiet

Villa in Campanario

4.94 out of 5 average rating, 17 reviews

Villa Calhau da Lapa 51

Villa in Estreito da Calheta

4.56 out of 5 average rating, 41 reviews

Calheta house, private pool, sea views, garden.

Quick stats about villa rentals in Estreito da Calheta

Total rentals
50 properties
Nightly prices starting at
$60 before taxes and fees
Total number of reviews
1.7K reviews
Family-friendly rentals
50 properties are a good fit for families
Rentals with a pool
40 properties have a pool
Rentals with dedicated workspaces
10 properties have a dedicated workspace

Destinations to explore