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Beachfront vacation rentals in Estreito da Calheta

Find and book unique beachfront homes on Airbnb

Quick stats about beachfront rentals in Estreito da Calheta

  • Total vacation rentals

    Explore 40 vacation rentals in Estreito da Calheta

  • Nightly prices starting at

    Estreito da Calheta vacation rentals start at G$6,276 GYD per night before taxes and fees

  • Verified guest reviews

    Over 2,140 verified reviews to help you choose

  • Family-friendly vacation rentals

    20 properties offer extra space & kid-friendly amenities

  • Vacation rentals with a pool

    20 properties feature pools

  • Rentals with dedicated workspaces

    10 properties have a dedicated workspace

  • Wi-Fi availability

    40 of Estreito da Calheta vacation rentals include wi-fi 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 favorite
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 favorite
Home in Funchal
4.94 out of 5 average rating, 109 reviews

Seafront Villa in Old Town Funchal w Pool & Garden

Beachfront design home featured in Conde Nast Traveller w private pool & tropical garden in the Old Town of Funchal. A stunning oasis just 5min walk to city center, beach & restaurants. Free street parking, fast internet & strong AC. Two bedroom historic villa with 2 WC´s, living room & kitchen w unlimited sea views. Stylish interiors & lots of outside relaxing, sunbathing & dining area with BBQ. Tropical villa that feels like the countryside. Perfect base to explore Madeira´s hikes & beaches

Top guest favorite
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 favorite
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.

Superhost
A scenic view of rolling hills covered with banana trees and a distant mountain landscape can be seen. The coastline features calm waters, while a green lawn with a wooden pergola is visible in the foreground. A clear sky enhances the tranquil atmosphere.
Cottage in Ponta do Sol
4.9 out of 5 average rating, 196 reviews

Tropical Lovers - Levada & Bananas cliff

A magnificent place with a superb view over the sea. In a locality known for banana trees plantation. Very quiet and pleasant you can find the beaches within 5min and all the other services you need. Perfect for resting and recuperating energies during your visits to the island. Near the house you will find a levada walk with great view over the fabulous mountainous landscapes of the west. The house is full of sunshine, natural light and good energy for you. Jacuzzi (extra fee 50€)

Guest favorite
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 favorite
Condo in Madalena do Mar
4.97 out of 5 average rating, 144 reviews

Atlantic View I

If you are looking for the best the Madeira seaside and countryside has to offer, you have found the perfect place for your holiday. This recently ground floor, spacious refurbished apartment is located on the beautiful bay of Madalena do Mar, reputed to have the best climate on the island, and is close to cafés, restaurants and across the road from the promenade built alongside the beach. At the end of the promenade you will find a sandy beach.

Top guest favorite
The exterior of a stone house features a garden with green grass, bordered by flower beds and fruit trees. The building showcases multiple windows with red accents, surrounded by a hillside landscape under a clear blue sky.
Home in Corujeira
4.99 out of 5 average rating, 141 reviews

Quinta da Tabua

We prepare this house with your comfort and rest. The place is quiet with a great view of the sea and the mountains. It has a garden with some fruit trees and a porch that allows you to relax and feel the breeze, while reading a book. You can prepare meals on the barbecue or kitchen, relax and watch TV in the living room, enjoy the comfort of the bedrooms, equipped with high-quality mattresses and take a very hot and restful shower.

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.

Top guest favorite
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.
Apartment in Paul do Mar
4.99 out of 5 average rating, 213 reviews

Meu Pé de Cacau - Studio Papaya 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 favorite
Guesthouse 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 Estreito da Calheta beachfront rentals

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