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!

4.94 out of 5 average rating, 125 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, 195 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, 108 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.

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, 318 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.

Tiny homes 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.

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, 137 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, 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.

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.

4.98 out of 5 average rating, 120 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

Popular amenities for Calheta waterfront rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Waterfront apartment 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, 190 reviews

Stunning Ocean View Apartment

4.88 out of 5 average rating, 155 reviews

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.

Apartment in Funchal

Joy II

Apartment in São Martinho

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

4.94 out of 5 average rating, 155 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 House

Apartment in São Martinho

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

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.

Apartment in Caniço

Safe Haven Reis Magos

Apartment in Ponta do Sol

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.

4.86 out of 5 average rating, 128 reviews

Villa Apartment

Apartment in Ribeira Brava

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.

4.94 out of 5 average rating, 135 reviews

Renala I "With Jacuzzi" by PAUSA Holiday Rentals

Waterfront house rentals

4.9 out of 5 average rating, 336 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, 85 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)

4.95 out of 5 average rating, 150 reviews

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.

Home in Sao Vicente

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

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, 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

4.82 out of 5 average rating, 38 reviews

A modern living area features a wooden coffee table, surrounded by two contemporary armchairs. Large glass doors offer expansive views of the ocean and outdoor pool area, while soft curtains frame the scene. A minimalistic art piece adorns the wall, adding to the aesthetic.

Home in Ponta do Sol

The One Madeira

4.98 out of 5 average rating, 55 reviews

A large, inviting pool is surrounded by a wooden deck, bordered by a low stone wall. The vibrant house above features large glass doors and a balcony. Lush banana trees provide shade and a tropical feel in the background.

Home in Calheta

Zeza´s house

Waterfront condo rentals

4.88 out of 5 average rating, 179 reviews

Condo in Funchal

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

4.85 out of 5 average rating, 145 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

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.

Condo in Paul do Mar

Surfside apartment in the heart of Paúl do Mar

4.86 out of 5 average rating, 170 reviews

Monumental Apartment

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.

4.98 out of 5 average rating, 45 reviews

Ocean view and Infinity pool 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, 29 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

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.