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Waterfront holiday rentals in Estreito da Calheta

Find and book unique waterfront accommodation on Airbnb

Quick stats about waterfront rentals in Estreito da Calheta

  • Total holiday rentals

    Explore 20 holiday rentals in Estreito da Calheta

  • Nightly prices starting at

    Estreito da Calheta holiday rentals start at $89 NZD per night before taxes and fees

  • Verified guest reviews

    Over 1,410 verified reviews to help you choose

  • Family-friendly holiday rentals

    20 properties offer extra space and kid-friendly amenities

  • Holiday rentals with a pool

    10 properties feature pools

  • Rentals with dedicated workspaces

    10 properties have a dedicated workspace

  • Wi-Fi availability

    20 of Estreito da Calheta holiday 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 waterfront accommodation in Estreito da Calheta

Guests agree: These waterfront accommodation options are highly rated for location, cleanliness and more.

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Top Guest favourite
A stunning hillside view captures the sparkling sea reflecting sunlight, framed by lush, green mountains. Palm trees are visible in the foreground, providing a sense of tranquility. The rooftops of nearby houses are dispersed throughout the landscape, enhancing the scenic coastal environment.
Villa in Madeira
5 out of 5 average rating, 105 reviews

House with stunning views surrounded by nature

Countryside house, located on a hill with the best view over Madalena do mar. Recanto of the sea is located in the warm and sunny municipality of Ponta do Sol, in a privileged area with excellent sun exposure and sea views. The property has a stunning view from any room in the house. The house has 2 bedroom. One with a double bed and one with 2 single beds ; 2 bathroom; a fully equipped kitchen and a fully equipped indoor barbecue. The maximum capacity is 6 guests. Número de registo:152419/AL

Guest favourite
A charming exterior view of the Cottage Pearl showcases a stone facade with blue window shutters. The landscaped garden features comfortable lounge chairs, a gazebo with draped fabric, and vibrant flowers, all framed by surrounding hills. Soft outdoor lighting enhances the inviting atmosphere.
Cottage in Paul do Mar
4.94 out of 5 average rating, 132 reviews

Cottage Pearl-Rural Holiday Experience by SeaPearl

Discover the "Cottage Pearl" in the warmest and most tropical region of Madeira. The accommodation is the result of a rural tourism project called "SeaPearl", inspired by the sea, in which a house and a haystack were rehabilitated, maintaining its rural aspect and original characteristic, with a touch of modernity, simplicity and all the comfort. This sublime cottage has a private jacuzzi, solarium with sea view, barbecue, vegetable garden, trees and garden.An authentic appeal to your senses!

Guest favourite
An aerial view reveals a tropical house surrounded by lush banana plantations, with the ocean and pebbled beach visible in the distance. Nearby houses are set against the backdrop of rugged cliffs, showcasing a blend of natural beauty and coastal charm.
Home in Madalena do Mar
4.97 out of 5 average rating, 210 reviews

Tropical house :) 2 min to the sea, views, nature

Tropical house :) - renovada recentemente, tudo é novo e fresco - ar condicionado na sala - 2 minutos para a praia (50 metros) e estacionamento fácil - vista mar e sunsets deslumbrantes - varanda e pátio privados para refeições no exterior - cozinha totalmente equipada - (forno, máquina de lavar a loiça, microondas, máquina de lavar a roupa, etc) - Internet rápida, smart TV e coluna bluetooth - excelente localização (acesso fácil a toda a ilha, caminhadas e praias) - Check in autónomo

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, 115 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.

Top Guest favourite
A private garden is adorned with vibrant flowers in pots, leading to a covered patio. The patio features large glass doors, revealing a bright, spacious interior with light curtains. Stone pathways meander through the lush green grass, creating an inviting outdoor space.
Home in Calheta
4.98 out of 5 average rating, 100 reviews

Zeza´s Garden

Zeza´s Garden located in a calm zone, next to the sea. Located 10 minutes from the beach and the Marina da Calheta. Possui a private garden, where you will be able to enjoy a panoramic view over the ocean, I sell the waves of the sea. I have a large sleeping room, with a king size bed. In a room with a sofa-bed. A fully equipped kitchen. Conditioned com ar space, very pleasant. With free parking next to room. Area sought in the visitors hairs, due to many offers in the area,

Top Guest favourite
Aerial view of the modern residence, showcasing its proximity to the coastline. The surrounding area features a mix of greenery and traditional homes, with the ocean visible in the background. The landscape highlights the tranquil setting by the sea, offering a serene environment.
Home in Jardim do Mar
4.97 out of 5 average rating, 115 reviews

CasaMar

Looking for a place to relax comfortably by the sea, or to continue your work online? This may be the place you're looking for. Enjoy your vacation in a modern house, located 100 meters from the beach in a quiet, sunny and warm area. As well as modern, it is very practical with a simple layout. It has a beautiful office, where you can complete your work in a quiet atmosphere, and with excellent internet connection. Perfect for those who intend to work and relax.

Guest favourite
An inviting outdoor area features a heated swimming pool reflecting the sunset over the sea. Glass railings provide unobstructed views, while a stone feature complements the serene environment. The surrounding area is equipped with stylish tiles and ample space for relaxation.
Villa in Fajã da Ovelha
4.85 out of 5 average rating, 108 reviews

Fajã Refuge

The property features 3 bedrooms, one of them an en-suite (all with air conditioning), 2 toilets, an open-space living room and kitchen, a barbecue, laundry, heated outdoor pool (extra cost), sports field, pool table, outdoor relaxation space and garage for 4 cars. The house has a security system and is equipped with all the appliances necessary for your comfort. You can also enjoy a wide and unobstructed sea view, incredible sunsets and unparalleled silence.

Guest favourite
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, 183 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
A small balcony offers a view of the sea, framed by greenery and a decorative nature-inspired wall piece. A comfortable blue sofa is situated nearby, inviting relaxation while enjoying the surroundings.
Apartment in Funchal
4.94 out of 5 average rating, 191 reviews

Blue

Excelente localização / Great location Excelente vista / Great view PT: Elegante e confortável apartamento no coração do Funchal (Praça da Autonomia). Vista panorâmica para o mar e para a encosta do Funchal. Muito próximo de todas as comodidades e pontos de interesse. EN: Elegant and comfortable apartment in Funchal’s heart (Praça da Autonomia). Panoramic view of the sea and Funchal's hillside. Very close to all amenities and points of interest.

Top Guest favourite
A serene sunset view is framed by silhouettes of trees and a hanging bird feeder. A small table and chairs are visible in the foreground, casting gentle shadows as the sun dips below the horizon, reflecting warm hues across the ocean.
Tiny home in Arco da Calheta
4.96 out of 5 average rating, 120 reviews

Magro's House

This is an AL (local accommodation) studio, with about 36m2, modern, integrated in a centenary stone house – designated Casa Mãe – with a magnificent view to the Atlantic Ocean. Guests can access a beautiful garden with grass and indigenous/endemic plants as well a small garden with tropical fruits. You will enjoy magnificent sunsets and hear the sounds of nature – birds, frogs and butterflies in some seasons of the year.

Top Guest favourite
A balcony with a circular table and two metal chairs overlooks the sea. A bottle of sparkling wine rests in an ice bucket, accompanied by two glasses and a plate of strawberries. The vibrant blue water stretches into the distance beneath a clear sky.
Apartment in Câmara de Lobos
4.99 out of 5 average rating, 208 reviews

Stunning Ocean View Apartment

- Superb view over the sea - Queen size bed - 5 minutes by foot to café and bakery, 10min walking down to Câmara de Lobos (historical fisherman village with nice restaurants, supermarkets etc) -15 min by car to Funchal - 10 min by car to Cabo Girão viewpoint - Can advice guests about the weather and choose hikings in the mountains - I am very happy to give all the support and information to the guests.

Top Guest favourite
The image shows a spacious infinity pool extending towards the ocean, with lounge chairs positioned on the deck. The serene blue water reflects the sky, creating a seamless visual. A seating area is visible in the background, enhancing the outdoor space.
Apartment in Calheta
4.95 out of 5 average rating, 140 reviews

Marina View Apartment - Pool, Aircon & Ocean View

Welcome to Marina View Apartment! A fantastic 2 bedroom apartment set in a peaceful location of Calheta, the South Coast of the island where not only the sun shines almost every day but a fantastic location to explore the island. What truly makes this place special is the generous private outside space and infinity pool with spectacular views of the Atlantic ocean and Calheta Marina.

Popular amenities for Estreito da Calheta waterfront rentals

Destinations to explore