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Beachfront holiday rentals in Estreito da Calheta

Find and book unique beachfront homes on Airbnb

Quick stats about beachfront rentals in Estreito da Calheta

  • Total holiday rentals

    Explore 40 holiday rentals in Estreito da Calheta

  • Nightly prices starting at

    Estreito da Calheta holiday rentals start at $39 SGD per night before taxes and fees

  • Verified guest reviews

    Over 2,140 verified reviews to help you choose

  • Family-friendly holiday rentals

    20 properties offer extra space & child-friendly amenities

  • Holiday rentals with a pool

    20 properties feature pools

  • Rentals with dedicated workspaces

    10 properties have a dedicated workspace

  • Wifi availability

    40 of Estreito da Calheta holiday rentals include wifi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across Estreito da Calheta rentals

  • 4.8 Average rating

    Estreito da Calheta stays are highly rated by guests – averaging 4.8 out of 5!

Top-rated beachfront rentals in Estreito da Calheta

Guests agree: these beachfront homes are highly rated for location, cleanliness and more.

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Top guest favourite
An outdoor space is shown, featuring an infinity swimming pool with a clear blue surface. Surrounding the pool are sunbeds, a grassy area, and views of lush green hills under a partly cloudy sky. The villa's glass doors provide access to interior living areas.
Home in Arco da Calheta
4.97 out of 5 average rating, 100 reviews

Villa Palheiros - A Magnificent Ocean View

Perfect home to enjoy the nature and beauty the island of Madeira has to offer. This villa has a stunning ocean view, situated in a very quiet rural area, where you can enjoy a magnificent climate in a swimming pool with endless views. This villa was built and designed to offer the best comfort to its guests. Perfect housing for families, where you can also find all the necessary amenities in a maximum of 5 minutes by car. The air conditioner is a extra service (contact the owner for more info.)

Guest favourite
A scenic view of the coastline is presented through large glass doors, framed by a modern balcony. A hanging chair and a small table with chairs are visible, offering a relaxing spot to enjoy the ocean and landscape below.
Flat in Santa Cruz
4.94 out of 5 average rating, 149 reviews

YourHomeAtPlaza

YourHomeAtPlaza oferece uma magnifica vista mar. Situado num último andar, no centro da tranquila Cidade de Santa Cruz, é privilegiado pela proximidade ao aeroporto (2.8km) e à praia das Palmeiras, apenas a 600m. Com acesso Wi-Fi gratuito, estacionamento privado gratuito e acessibilidade fácil a todos os serviços, restaurantes e pontos turísticos. Encontra-se totalmente equipado e aloja com todas as comodidades até 3 pessoas (um quarto de casal com opção de berço e um confortável sofá cama).

Top guest favourite
A terrace area is presented, featuring a glass table accompanied by a chair. A colorful array of plates adorns the wall, with plants adding a touch of greenery. The ocean view is visible in the background, enhancing the outdoor experience.
Loft in Seixal
4.93 out of 5 average rating, 177 reviews

Lazy Lizard by the Ocean Seixal - Perfect Place

Lazy Lizard by the Ocean - Attic Studio with an area of 38 sqm and a terrace with ocean and mountain view of 17 sqm and offers a serene escape with breathtaking ocean views and a traditional atmosphere. This charming retreat is perfect for those looking to unwind and enjoy the natural beauty of Madeira. The studio have a equipped kitchen and bathroom, a double bed and a sofa, smart 101 cm TV, fiber optic internet 500/100. The access is on the separately stairs from the rest of the building.

Guest favourite
An outdoor dining area features a wooden table set with dishes and plants, surrounded by a few chairs. The rustic orange exterior of the adjacent building complements the lush greenery. The sea view can be seen in the background under an overcast sky.
Home in Arco da Calheta
4.93 out of 5 average rating, 113 reviews

Mango House

House with superb sun exposure, peaceful and stunning views over the sea and the mountain. Has 2 bedrooms (one with a double bed and the other with two single beds easily convertible into a double bed), a complete bathroom. On the ground floor open space with kitchen / living and dining room and toilet. Furniture and careful decoration. Outside enjoy the garden and the pleasant dining space with incredible views of the sea. The barbecue, mini-pool and shower complete your well-being.

Guest favourite
A dining area is highlighted by a large wooden table, illuminated by simple pendant lights. A panoramic window reveals a stunning sunset view over the ocean, while a stone barbecue and stacked wood are visible in the adjacent kitchen space.
Home in Arco da Calheta
4.92 out of 5 average rating, 288 reviews

Hikers Refuge

Located in Calheta this refuge is ideal for lovers of hiking, with an excellent view of the ocean, you can go 5 minutes walk to the starting point of the levada where you have two options east and west. You can go in 12 minutes by car the levadas of 25 Fontes one of the most beautiful and lovely levadas sought by the walkers. It is also 10 minutes from the beach of Calheta where you can find all that orecisa for your stay, supermarkets, bars, restaurants, etc ...

Superhost
An outdoor dining area is set up under a wooden gazebo, featuring a large table surrounded by metal chairs. A picturesque view of the ocean and cliffs is visible in the background, illuminated by the warm glow of sunset. The space includes decorative lights strung overhead.
Villa in Seixal
4.92 out of 5 average rating, 182 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.

Guest favourite
The sunny terrace features two loungers positioned for optimal ocean views, showcasing the Atlantic Ocean and Desertas Islands in the distance. A table is present for dining or relaxation, with smooth, neutral surfaces and glass railings offering a clear perspective of the serene landscape.
Flat in Caniço
4.92 out of 5 average rating, 223 reviews

Vista Mar – Apartment with Terrace & Sea View

Experience Madeira in our Vista Mar apartment in Caniço, with a sunny terrace and beautiful sea views. Perfect for two guests: start the day with breakfast in the sun or unwind in the evening with a view of the Atlantic. Near the Reis Magos promenade, just 10 minutes from the airport and 15 from Funchal, this apartment is ideally located for relaxation and adventure. Fully equipped, including your own washing machine, for maximum comfort

Guest favourite
An outdoor area presents a heated saltwater pool framed by vibrant green grass and blooming shrubs. A single lounge chair is positioned beside the pool, with the expansive ocean visible in the background under a clear blue sky. Sunlight reflects off the water's surface.
Flat in Jardim do Mar
4.98 out of 5 average rating, 151 reviews

☀️ Bright & Spacious w/ Pool & Oceanside View :D

Modern studio in the sunny and serene coastal village of Jardim do Mar, south west of Madeira Island. Studio D features an open plan design with kitchenette, lounging area, TV (with Netflix), a cozy queen size bed, a spacious bathroom with washing machine and a private, south facing balcony with ocean and pool view (24° to 26° Celsius). Guests have full access to the garden and heated saltwater pool. Note: AC available after July 1st.

Superhost
A modern geodesic dome stands on a wooden deck, featuring expansive transparent panels that provide panoramic views of the surrounding landscape. A private jacuzzi is visible in the foreground, accompanied by yellow lounge chairs and a small dining set, enhancing the outdoor relaxation space.
Dome in Prazeres
4.9 out of 5 average rating, 109 reviews

Soul Glamping| jacuzzi| faraway| reconnect| luxury

Soul Glamping is a luxury eco-retreat - unique in Madeira island - where 5 state-of-the-art domes are to be found in absolute harmony with the surrounding nature. Purposefully located in the island southwest, with the most beautiful coast line and ocean views. Secluded in nature with breathtaking views, Soul Glamping is tailored to nature loving individuals who seek pure magic, relaxation and absolute privacy.

Guest favourite
An outdoor dining area is set near the water's edge, featuring a large umbrella over a table with several chairs. Potted plants are positioned around the patio, which overlooks clear blue waters, providing a serene setting for meals.
Townhouse in Santa Cruz
4.87 out of 5 average rating, 114 reviews

The-Artist-Villa -101 750/AL

Relax in this classy villa with stunning views, and private access to the beach. Enjoy the local delicacies in the bars and restaurants, all in walking distance. Here you can choose between having breakfast sitting by the modern kitchen, or outside in a balcony over the sea, enjoying the sunshine. This villa boasts open-plan living, with exposed brickwork and stunning artwork. An ideal base to explore Madeira.

Top guest favourite
An infinity pool stretches over a wooden deck, with views of the expansive Atlantic Ocean and dramatic cliffs. Sunlight reflects off the water's surface, enhancing the serene atmosphere. Surrounding greenery complements the natural setting, inviting relaxation and contemplation.
Flat in Paul do Mar
4.99 out of 5 average rating, 213 reviews

Meu Pé de Cacau - Studio Papaia in Paúl do Mar

Meu Pé de Cacau is a tropical fruit garden surrounded by dramatic cliffs to the north-east and the vast Atlantic Ocean to the south-west. Four beautifully designed and sustainably built studios share the property with an infinity pool, social areas and luxurious plantations hosting hundreds of different tropical fruits, planted on traditional agricultural terraces hand crafted in basalt stone.

Top guest favourite
Guest house in Ponta Delgada
4.93 out of 5 average rating, 100 reviews

Dhamma House

We are a cozy Guest House, situate at the North Coast of Madeira Island, Portugal. You have your own floor, 100% privacy! We have a paddle board and 2 snorkeling kits available for your stay (check out last pictures, are from Ponta Delgada bay.. 2minutes walking from the Guest House) Book now and get a full experience of Madeira Island!

Popular amenities for beachfront rentals in Estreito da Calheta

Destinations to explore