Waterfront holiday rentals in Calheta

The charming stone property features a welcoming entrance with a terracotta roof and vibrant green doors. A small outdoor seating area with a table and chairs is set amidst lush plants and blooming flowers along the pathway, creating an inviting atmosphere.

4.91 out of 5 average rating, 170 reviews

Recanto das Florenças (2) – Great Views & Sunsets

This beautiful stone property, fully restored in 2019, sits in a peaceful rural location called Florenças, a small parish within Calheta, on the southwest region of the island, and has the most amazing panoramic ocean and mountains views. If you’re a nature lover and wish to get away from the noisy and stressful city life, Recanto das Florenças holiday houses offers you a great opportunity to relax and have a romantic or family holiday break, next to the mountains and the beach at the same time!

A charming outdoor space features a wooden pergola draped with sheer curtains, providing shade over a hot tub. Nearby, a seating area with dark wicker furniture is set against a backdrop of vibrant greenery and blooming flowers, along with a few white lounge chairs.

4.87 out of 5 average rating, 223 reviews

Beautiful Views - Apartment Fontes

“Beautiful Views – Apartment Fontes” is a peaceful retreat in the quiet hills of Calheta, created for travelers who value nature, comfort, and authentic island living. Surrounded by open views and fresh air, it’s the perfect base for levada walks, hiking, and exploring Madeira and close to the sea. Ideal for nature lovers seeking calm, space, and a true sense of the island. If you’re looking for more than just a place to sleep, a place to breathe, reset, and feel the island , you’ve found it!

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.

4.97 out of 5 average rating, 195 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

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.

4.93 out of 5 average rating, 108 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.

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.

4.97 out of 5 average rating, 109 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.

4.96 out of 5 average rating, 126 reviews

A private balcony features wooden flooring and modern furnishings, including a small table and chairs. A sliding glass door offers views into a comfortably furnished living area, while lush greenery enhances the outdoor space. The surrounding landscape is visible under a clear blue sky.

Cabin

Woodlovers Jardim® (Heated Pool Optional) - Unit 1

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.

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.

4.94 out of 5 average rating, 319 reviews

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.

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.

4.99 out of 5 average rating, 138 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.

4.97 out of 5 average rating, 151 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

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!

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.

4.95 out of 5 average rating, 123 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.

4.83 out of 5 average rating, 169 reviews

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.

4.97 out of 5 average rating, 191 reviews

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.

Cottage

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

A modern living area showcases a stylish dark couch and two accent chairs with striped patterns. A round dining table with four chairs is centered in the room, and decorative items, including an arrangement of flowers, add a touch of elegance. Natural light is provided by large windows leading to a garden view.

4.83 out of 5 average rating, 101 reviews

Manny Quinta Vitória by PAUSA Holiday Rentals

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.

4.99 out of 5 average rating, 191 reviews

Stunning Ocean View Apartment

A modern living and dining area is highlighted by large windows offering panoramic views of Funchal. The table is set with four chairs, and a soft gray sofa is placed adjacent. A geometric light fixture hangs from the ceiling, complementing the neutral-toned decor.

4.88 out of 5 average rating, 155 reviews

Joy II

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.

4.8 out of 5 average rating, 216 reviews

Amazing Ocean View

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.

4.94 out of 5 average rating, 156 reviews

Casa do Miradouro 2 - Romantic Seaview House

A cozy seating area is visible, featuring a comfortable sofa next to a small glass coffee table. The table is adorned with a vase containing flowers. Large glass doors lead to a balcony, framed by green foliage and partially covered with striped awnings.

4.75 out of 5 average rating, 139 reviews

Charming OLDTOWN Penthouse W Large Private Balcony

A bright bedroom features a spacious bed adorned with a neutral-colored blanket. A laptop sits on the bed, and a sliding glass door opens to a private balcony with two wooden chairs and a table, offering views of the surrounding hills and city.

4.9 out of 5 average rating, 143 reviews

Patio da Achada View Apartment

A large private terrace showcases two bright green loungers positioned to overlook the ocean. A small table is nearby, accompanied by a decorative plant. The expansive blue sky and calm sea create a serene backdrop, enhancing the space's potential for relaxation.

4.81 out of 5 average rating, 109 reviews

Great View Studio in Funchal

Waterfront house rentals

A charming exterior view of a pink house with stone accents is shown. A dark stone table is placed on a pebble pathway, surrounded by tropical plants. Large windows offer glimpses of the interior, and a sloped roof adds character to the structure.

4.98 out of 5 average rating, 101 reviews

CASA DA Lev NOVA - Paul do Mar

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.

4.9 out of 5 average rating, 336 reviews

Casa Abreu bright and stylish, sea, nature & relax

A spacious balcony offers two reclining lounge chairs adorned with a blue and white striped pattern, overlooking the ocean. The vibrant blue tiles reflect the clear blue sky, while gentle waves crash against the rocky shore nearby.

4.95 out of 5 average rating, 150 reviews

Sea House

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

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.

4.87 out of 5 average rating, 113 reviews

Little Escape Madeira

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.

4.95 out of 5 average rating, 171 reviews

Sweet Brava Home - Pool & Sea view

A dining area features a set table with plates, glasses, and bottles against a warm yellow wall. A cozy sleeping space is visible in the background, showcasing a spacious bed with a patterned blanket and soft lighting from wall-mounted fixtures. A comfortable sofa is also present.

4.94 out of 5 average rating, 147 reviews

Two Birds Place - Mar, Sol e Natureza!

A balcony is seen overlooking the vast ocean, with a wrought-iron railing. A cozy chair with an orange throw blanket is positioned next to potted plants. The bright blue water and rocky coastline are visible in the background, creating a serene atmosphere.

4.98 out of 5 average rating, 126 reviews

SeaBalcony Apartment

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, 180 reviews

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

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.

4.85 out of 5 average rating, 145 reviews

Couple’s Ocean Hideaway | AC & Quiet Luxury

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.

4.81 out of 5 average rating, 113 reviews

Surfside apartment in the heart of Paúl do Mar

The living area features a combination of modern and vintage furniture. A bright orange cabinet and a red sofa are present, along with a dining table surrounded by four chairs. Large windows allow natural light to illuminate the space, and decor accents include a woven rug and wall art.

4.89 out of 5 average rating, 119 reviews

Downtown as it can get

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

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.

5 out of 5 average rating, 31 reviews

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.