Waterfront holiday rentals in Calheta

4.94 out of 5 average rating, 124 reviews

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

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!

4.97 out of 5 average rating, 194 reviews

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

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

4.97 out of 5 average rating, 107 reviews

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

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.

4.96 out of 5 average rating, 191 reviews

A modern stone-walled pool area features a turquoise water surface with a gentle waterfall. Sun loungers are positioned neatly alongside the pool, surrounded by lush greenery and ornamental grasses, creating a serene outdoor environment.

Cottage in Jardim do Mar

Stonelovers® (Heated Pool Optional) - Unit3

Settled in a stunning organic green land, contemplating an amazing sea view, spectacular cliffs, surrounded by pieces of cropland, banana plantations and vineyards, we have found what today is WOODLOVERS. Combining this dream place with our engineering, sustainability, renewable energies and permaculture background, we were pioneers in the construction of the first contemporary 100% WoodHouse in Madeira Island respecting the nature and the natural environment.

4.94 out of 5 average rating, 317 reviews

A modern wooden structure is featured, showcasing a private terrace that offers views of the ocean. The natural wood siding complements the serene surroundings, while a stone pathway leads up to the entrance. Clear skies enhance the tranquil coastal atmosphere.

Flat in Jardim do Mar

Uni AIR Studio

Uni AIR is our top floor studio with a balcony that directly overlooks the horizon and the island's shore. Decorated with a bohemian feel, with a bamboo arch holding a dreamcatcher above the bed, this studio has a double bed,a fully equipped kitchen and an ensuite bathroom ensuring all the privacy and tranquility one is seeking. Feel like being on top of it all? Follow the steps up to Uni AIR's private terrace and let yourself enjoy the surroundings.

Tiny home in Arco da Calheta

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.

4.96 out of 5 average rating, 112 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.

4.99 out of 5 average rating, 137 reviews

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

☀️ 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.

4.97 out of 5 average rating, 150 reviews

An infinity pool offers panoramic ocean views, bordered by a well-maintained garden featuring blooming flowers and lush greenery. Sun loungers are positioned nearby for relaxation, while a shaded terrace area can be seen in the background, enhancing the tranquil ambiance.

Villa in Ponta do Sol

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!

4.95 out of 5 average rating, 122 reviews

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.

Flat in Calheta

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.

4.98 out of 5 average rating, 119 reviews

A dining table is set for four, overlooking a serene ocean view. Glassware and dinnerware are arranged neatly, while a jacuzzi is visible in the foreground. The sunset creates a warm ambiance, enhancing the overall tranquil setting.

Hut in Tábua

Glamping Maracujá: Oasis Paradise

*Wi-Fi rápido! Download: 78.3 Mbps, Upload: 91.6 Mbps *Varanda ampla: 30m² *Área de churrasco *Jacuzzi quente a 38°C *Cozinha totalmente equipada *Estacionamento gratuito a 10 metros *Café e chá gratuito *Ar condicionado *Shampoo e Gel de banho *Roupões *Coluna de som bluetooth *Secador para cabelo

4.83 out of 5 average rating, 169 reviews

Flat in Calheta

Geremoise

Terrace with sea and mountain views. Rental located 5 minutes' drive to the beach and a supermarket. 15 minutes from levadas and hikes. Terrace with sea and mountain views. Rental located 5 minutes' drive from the beach and supermarket. 15 minutes from levadas and hiking.

Cottage in Arco da Calheta

A sunny space features a splash pool surrounded by well-maintained grass and tropical plants. White walls contrast with dark volcanic rock in the background. A covered outdoor dining area is visible, providing a shaded space for meals while enjoying the outdoors.

4.97 out of 5 average rating, 188 reviews

Villa Papaya

An Outstanding Location, with a Fabulous View. Splash Pool and a Table to do meals outside. Unforgetable Sunset, with the sea and the Marina View! Villa Papaya Address: Rua Serra D’Água - Vereda do Morgadinho N. º 24 9370-076 Arco da Calheta

Popular amenities for waterfront rentals in Calheta

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Waterfront apartment rentals

4.99 out of 5 average rating, 189 reviews

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.

Flat in Câmara de Lobos

Stunning Ocean View Apartment

4.88 out of 5 average rating, 112 reviews

A terrace table is set for dining, featuring ornate metal chairs around a round table. A bowl of bananas and a glass of red wine sit atop the table, overlooking a panoramic view of the ocean under a clear blue sky.

Flat in São Martinho

Top Floor with Terrace in Funchal

4.8 out of 5 average rating, 215 reviews

A panoramic sea view is observed from a balcony, capturing the deep blue ocean and a distant shoreline. Several boats are seen navigating the water, with rocky formations and a swimming pool visible below. Lush palm trees enhance the coastal scenery.

Flat in São Martinho

Amazing Ocean View

4.94 out of 5 average rating, 154 reviews

A spacious terrace offers stunning views of the ocean and mountains. Rattan chairs surround a dining table adorned with a colorful assortment of fruits and drinks. Sun loungers are positioned for relaxation, while light floods the area through open spaces.

Flat in Santa Cruz

Casa do Miradouro 2 - Romantic Seaview House

4.9 out of 5 average rating, 148 reviews

A shelf displays a welcoming sign featuring the word 'welcome' in lowercase letters, flanked by small potted succulents. The pots are arranged on a light-colored background, and clear glasses are positioned nearby on the shelf.

Flat in Funchal

The House in the heart of the city

4.9 out of 5 average rating, 108 reviews

A dining table is set with two elegant glasses filled with a refreshingly light beverage, accompanied by a pitcher. A plate is displayed with an assortment of pastries, including sweet and savory options. In the background, a sweeping view of the ocean and coastal landscape can be seen.

Flat in Caniço

Safe Haven Reis Magos

4.86 out of 5 average rating, 128 reviews

A panoramic view of a coastal village is captured, showcasing terraced homes with red roofs nestled on green hills. The azure sea glistens in the background, enhancing the serene landscape and providing a picturesque backdrop to the peaceful surroundings.

Flat in Ponta do Sol

Villa Apartment

4.94 out of 5 average rating, 135 reviews

A private jacuzzi is positioned outdoors, offering scenic views of the sea and surrounding greenery. Bright blue skies enhance the tranquil atmosphere, while the clean lines and modern design of the jacuzzi contribute to a serene outdoor retreat.

Flat in Ribeira Brava

Renala I "With Jacuzzi" by PAUSA Holiday Rentals

Waterfront house rentals

5 out of 5 average rating, 41 reviews

A modern outdoor pool reflects the warm hues of a sunset, creating a serene atmosphere. The sleek design of the house is visible in the background, with large glass doors opening to a beautiful view of the landscape.

Home in Ponta do Sol

Oak tree / Ocean view

4.9 out of 5 average rating, 335 reviews

A wooden lounge chair is positioned on a balcony, overlooking a scenic view of the Atlantic Ocean. The landscape features a charming church with a bell tower, surrounded by coastal architecture and hills in the distance, under a partly cloudy sky.

Home in Ponta Delgada

Casa Abreu bright and stylish, sea, nature & relax

5 out of 5 average rating, 84 reviews

An expansive view of the Atlantic Ocean is presented from the edge of a private infinity pool. The tranquil waters reflect the clear blue sky above, while rolling hills and the coastline of Camara de Lobos are visible in the background.

Home in Câmara de Lobos

Peak A Boo (Private Heated Pool & Private Parking)

5 out of 5 average rating, 31 reviews

A view showcases a vibrant array of flowers, including hydrangeas in shades of purple and white, along a garden railing. Below, the landscape of Câmara de Lobos is visible, with ocean views and buildings nestled among lush greenery under a clear blue sky.

Home in Câmara de Lobos

Cota 140

Home in Ribeira da Janela

A charming cabana is set against a mountainous backdrop, featuring natural stone exterior with black metal accents. The house is surrounded by lush greenery, and a pathway leads to the entrance. A simple wooden fence complements the inviting exterior.

4.81 out of 5 average rating, 160 reviews

North Coast Cabana

4.87 out of 5 average rating, 113 reviews

An expansive terrace with a tiled floor offers unobstructed views of the coastline and lush green mountains. Railings outline the space, enhancing the connection with the natural surroundings. The sky above is bright, with a few clouds adding depth to the landscape.

Home in Ponta Delgada

Little Escape Madeira

4.95 out of 5 average rating, 170 reviews

An elevated view captures a serene coastline with a winding road and lush green hills. The blue swimming pool is visible alongside a seating area with outdoor furniture. Bright sunlight enhances the panoramic scenery of the ocean and nearby town.

Home in Ribeira Brava

Sweet Brava Home - Pool & Sea view

Home in Estreito da Calheta

A spacious outdoor dining area is presented, featuring a large table surrounded by six chairs. Glass doors lead into a modern kitchen, showcasing sleek cabinetry and a countertop. The backdrop includes panoramic views of the ocean, enhancing the inviting atmosphere.

4.95 out of 5 average rating, 21 reviews

Casa do Paulinhos•vista•wi-fi rápido•caminhadas

Waterfront apartment rentals

A view from the balcony showcases a spacious swimming pool surrounded by palm trees and lounge chairs. Ocean views extend beyond the pool, complementing the serene landscape. The apartment building is visible in the background against a partly cloudy sky.

4.95 out of 5 average rating, 37 reviews

Madeira Palace Ocean View

4.88 out of 5 average rating, 177 reviews

Apartment in Funchal

360° Sea & City views, in the heart of Funchal

4.85 out of 5 average rating, 143 reviews

A spacious bedroom is shown, featuring a modern bed and a lamp positioned beside it. Large windows provide views of the ocean and a cliff-side pathway leading down toward the water. The coastline and bridge are visible in the background.

Apartment in Gaula

Apt. M.-Madeira Ocean Front by Leo (200 Mb net/AC)

4.81 out of 5 average rating, 113 reviews

A balcony area features two wicker chairs and a matching coffee table, overlooking the ocean. The sun rises above the horizon, reflecting on the water and creating a warm glow. The railing provides an unobstructed view of the serene seaside and sky.

Apartment in Paul do Mar

Surfside apartment in the heart of Paúl do Mar

4.86 out of 5 average rating, 170 reviews

Monumental Apartment

A spacious bedroom is illuminated by natural light through large windows. A comfortable, well-made bed with soft linens is central to the space, accompanied by two bedside lamps. A wooden dresser and sliding closet doors add functionality to the tranquil environment.

4.88 out of 5 average rating, 172 reviews

Whitehouse408 Sw.Pool & Pvt. Parking

5 out of 5 average rating, 28 reviews

A spacious Jacuzzi is shown in the foreground, its bubbling water reflecting sunlight. In the background, a panoramic view of the ocean is visible, framed by a dining area set with chairs and a large table under a shaded canopy.

Apartment in Paul do Mar

The Paradise - Ocean-Mountains-Jacuzzi-Air Con

A spacious terrace features a glass railing with views of the ocean and surrounding landscape. Lush greenery is visible below, along with a pool area. Mountains frame the horizon, adding depth to the serene coastal scenery.