Waterfront vacation rentals in Calheta

4.91 out of 5 average rating, 170 reviews

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.

Home in Arco da Calheta

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!

4.97 out of 5 average rating, 197 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

4.93 out of 5 average rating, 108 reviews

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

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.

4.97 out of 5 average rating, 109 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, 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 in Jardim do Mar

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.

Apartment in Jardim do Mar

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.

Apartment in Jardim do Mar

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, 139 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.

4.95 out of 5 average rating, 124 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.

Apartment 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.

4.83 out of 5 average rating, 170 reviews

Apartment 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, 193 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

Guest suite in Ponta do Sol

A serene sunset is captured over the horizon, viewed from an infinity pool that blends into the ocean. A palm tree silhouette adds a natural element, while the warm colors of the sky reflect softly on the water's surface.

4.94 out of 5 average rating, 119 reviews

A View For You 2

O apartamento "A view for You 2 " oferece uma vista fantástica, relaxante, na zona com melhor clima no sul da ilha da Madeira, com todas as comodidades e uma piscina infinita de água salgada, aquecida, partilhada com outros hóspedes.

4.96 out of 5 average rating, 124 reviews

A view from above showcases a sandy beach below, surrounded by a curved stone breakwater. Sunbathers and beach umbrellas dot the shoreline, while the blue ocean shimmers under the sunlight, reflecting the clear sky overhead.

Cottage in Calheta

Cliff House

Casa situada sobre a vila e a praia/mar da Calheta, ilha da Madeira. Possui dois quartos, duas casas de banho, sala, cozinha e BBQ. Possui ainda amplo terraço e acesso a áreas comuns; piscina, amplos jardins e miradouro privado.

Popular amenities for Calheta waterfront rentals

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

Apartment in Câmara de Lobos

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, 193 reviews

Stunning Ocean View Apartment

Apartment in São Martinho

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.

4.88 out of 5 average rating, 114 reviews

Top Floor with Terrace in Funchal

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.

4.89 out of 5 average rating, 157 reviews

Joy II

The living area features a blue sectional sofa and a dining table for four, with a large window offering a panoramic view of the sea and hillside. Natural light enhances the modern decor, complemented by a wall with a decorative green element.

4.97 out of 5 average rating, 170 reviews

SUPER Central - Deep Blue

4.94 out of 5 average rating, 156 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.

Apartment in Santa Cruz

Casa do Miradouro 2 - Romantic Seaview

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, 144 reviews

Patio da Achada View Apartment

Waterfront house rentals

Home in Ribeira da Janela

A dining area features a wooden table surrounded by black chairs, with a decorative runner enhancing the setting. The original stone walls add texture and character to the space. Soft lighting from pendant fixtures creates a warm ambiance, while a view into the living area is visible.

5 out of 5 average rating, 24 reviews

Casa do Bisa | Cozy House • Private • 1000Mbps Net

4.98 out of 5 average rating, 102 reviews

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.

Home in Paul do Mar

CASA DA Lev NOVA - Paul do Mar

4.91 out of 5 average rating, 337 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

4.83 out of 5 average rating, 58 reviews

An expansive view showcases the coastline at sunset, with the ocean reflecting warm hues. Clear glass railing provides an unobstructed sight of the landscape, including hills and scattered houses. The serene atmosphere is enhanced by the soft light of the setting sun.

Home in Madeira

Maison Blanche:spectacular view over sea,mountains

4.94 out of 5 average rating, 35 reviews

An infinity pool stretches across the scene, seamlessly merging with the horizon of the ocean. Surrounding greenery adds a touch of nature. Sun loungers are positioned on a terrace, offering a peaceful space for relaxation, with stunning views visible in all directions.

Home in Calheta

Luxury Villa Pérola

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 Cabin

4.87 out of 5 average rating, 115 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, 171 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

Waterfront condo rentals

4.88 out of 5 average rating, 181 reviews

Condo in Funchal

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

4.84 out of 5 average rating, 146 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.

Condo in Gaula

Magnificent Oceanfront Luxury | AC & Sunset Views

4.82 out of 5 average rating, 114 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.

Condo in Paul do Mar

Surfside apartment in the heart of Paúl do Mar

4.89 out of 5 average rating, 119 reviews

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.

Condo in Funchal

Downtown as it can get

4.98 out of 5 average rating, 45 reviews

An expansive infinity pool extends towards the ocean, reflecting bright blue waters under the sun. Lush greenery, including palm leaves, frames the pool area, contrasting with the scenic coastline and hills in the background.

Condo in São Martinho

Ocean view and Infinity pool Apartment

4.88 out of 5 average rating, 172 reviews

Condo in São Martinho

Whitehouse408 Sw.Pool & Pvt. Parking

5 out of 5 average rating, 32 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.

Condo in Paul do Mar

The Paradise - Ocean-Mountains-Jacuzzi-Air Con