Family-friendly holiday rentals in Madalena

4.9 out of 5 average rating, 154 reviews

A cozy living space is shown, featuring a spacious bed and a small dining area with two black chairs and a round table. Large glass doors provide a view of the ocean, while two dark armchairs are positioned nearby. Soft natural light enhances the ambiance.

Apartment in Horta

Apartamento Avenida - AL 1798

The "Apartamento Avenida" is a modern T0, in an anti-seismic construction building of the year 2008, very welcoming, with a lot of light, located in the historical center of the city of Horta, island of Faial, Azores, in the middle of the marginal avenue, near bars, restaurants, banks, pharmacies, general commerce and areas of tourist interest, 10 minutes walk from the beach of Conceição, maritime terminal and beach of Porto Pim. It has a great view of the Atlantic Ocean and Mountain of the island of Pico.

4.95 out of 5 average rating, 204 reviews

A view of the sea framed by the open window, featuring two unique, bare trees on the shoreline. The calm water reflects the sky, while distant islands are visible on the horizon, creating a serene coastal scene.

Home in Madalena

Charming Beach House along the Ocean

Located minutes from downtown Madalena, “Casa da Barca” is a charming space granting guests picturesque views of the ocean and island of Faial from one side, and iconic Pico Mountain on the other. Walk only a few steps out the door and take a dip into natural pools or enjoy a refreshment at Pico’s award winning Cella Bar. Your host will welcome you with some cheese and wine, giving you a taste of the Acores and getting your palate ready for delicious island food.

Condo in Madalena (Areia Larga area)

An open living area is presented with a light-colored sofa facing a wall-mounted television. Circular woven art pieces adorn the white walls. A low coffee table is centered on a textured rug, flanked by two armchairs and a decorative floor lamp.

4.81 out of 5 average rating, 143 reviews

Casa do Cacto - 1-Bedroom Flat in Areia Larga

Our 1-Bedroom Flat is a stylish and comfortable accommodation for a couple or small group (3-4 people max) - it is located at one of the most beautiful seafront areas in Pico overlooking Faial island. Some of the best restaurants on the island are nearby, and the town centre is only 10mins away - all walking distance. The Landscape of the Vineyard Culture is only 15mins away (on foot), a beautiful walk especially at sunset! Find us on Instagram @casadocacto

4.96 out of 5 average rating, 162 reviews

A traditional wine house with red accents is framed by dark lava stones, set against the backdrop of Pico Mountain, topped with snow. A clear sky with a visible moon enhances the serene landscape, inviting guests to experience the uniqueness of the surroundings.

Holiday home in Madalena

Ocean view in UNESCO Heritage Site

Solar-powered wine house located in the Landscape of Pico Island Vineyard Culture - a UNESCO World Heritage Site. Just a couple of minutes driving from Madalena village, this traditional and remodeled wine house has its own vineyard on the backyard. A cozy space for two with a bedroom, kitchenette open to living room and a bathroom. The wine house is overlooking the ocean, Faial island and Pico mountain.

4.95 out of 5 average rating, 130 reviews

An open-plan living area is presented, featuring a wooden ceiling and earthy yellow flooring. A dining table with yellow chairs is visible, alongside a kitchenette equipped with essential appliances. Bright natural light filters through large windows, creating a warm and inviting space.

Home in Horta

Casinha Pim - Front of Beach/city house

Casinha em frente à praia de Porto Pim, com uma vista incrível e bem equipada. A 5 min. a pé do centro da cidade Tem TV cabo e Wi-Fi. Estacionamento gratuito perto de casa e espaço para guardar as suas bicicletas dentro de casa. Situa-se num antigo bairro de pescadores de frente para a baía e praia de Porto Pim e para o Forte de São Sebastião, muito agradável, tradicional e muito muito calmo.

4.72 out of 5 average rating, 148 reviews

Sunrise is captured over the water, casting a warm glow on the cobblestone pathway. A traditional boat, shaded by an umbrella, is positioned nearby, creating a serene outdoor space that invites relaxation. The distant hills add depth to the picturesque coastal scene.

Loft in Madalena

Deck

You will find this holiday home direct at the Porto Calhau. It´s a 10 minutes drive from Madalena. You couldn't be closer to the water's edge in our self-catering suite at the head of a slipway and old historic port, with amazing views,from sunrise to sunset. Whether your choice is bathing in the warm,fishing, diving or boating, it is all available right at your door.

Home in São Roque do Pico

A well-lit sleeping area features two beds with a light green throw at the foot. Soft pillows are arranged neatly. Two stylish lamps with round shades are positioned on side tables, while a modern chair sits nearby, adding to the inviting ambiance.

4.99 out of 5 average rating, 100 reviews

Casa da Furna D'Água II (House of Furna D'Água II)

Furna D’Água II is a house with views to Pico Mountain and the island of São Jorge. The house is inserted in an old vineyard in the center of the village in the place of Cais do Pico, where the green of the vines, the black of the basalt and the aroma of the sea stand out. The ideal location for your holidays.

Cottage in Santo Amaro - S. Roque do Pico

An aerial view showcases a stone house surrounded by lush greenery and terraced gardens. A private heated pool is centrally located within a well-maintained lawn, complemented by outdoor seating and parking space along a circular driveway.

4.95 out of 5 average rating, 116 reviews

Casa do Caisinho Pico - Heated pool near sea

Stay in a dream lava home with a heated outdoor pool and an incredible sea view. Close to the sea, this lava house was fully restored from the ruins of a hundred-year-old lava house. We just installed the pool heating system so that, even in Winter, you can have a swim - Bliss!

4.8 out of 5 average rating, 123 reviews

A mountain rises majestically in the background, partially obscured by clouds, with a bright sun illuminating the scene. In the foreground, a simple structure, likely used for living, is surrounded by lush greenery and tall grass.

Cottage in Bandeiras

Boanova vineyard house is a rural romantic cottage

Kick back and relax in this calm, stylish space located in Bandeiras right on hiking trails. Enjoy the natural views to the ocean or of the mountain right from the patio and if you like a good walk there are plenty of trails to explore.

4.92 out of 5 average rating, 134 reviews

A light-filled living area features a spacious grey sofa accompanied by patterned cushions. A round dining table with white chairs sits on a striped rug, while wood-paneled sliding doors add rustic charm. Decor items and plants accentuate the inviting space.

Home in Horta

Casa Mar do Triângulo (House of the Triangle Sea)

Traditional 1937 house that was recovered while maintaining its rustic and welcoming appearance. It has a spectacular view of Pico Mountain, Horta Bay as well as Porto Pim Bay and the neighboring island of Sao Jorge.

4.96 out of 5 average rating, 185 reviews

A prominent volcanic mountain rises in the background, its peak capped with a slight cloud cover. Lush greenery surrounds the base, while a tranquil body of water reflects the mountain's silhouette. The image captures a serene natural landscape, inviting exploration and appreciation of the view.

Apartment in Horta

2 bedroom apartment on a Farm

Located on a Farm in Horta City, this 2 bedroom apartment with simple and modern lines, is ideal to enjoy the city and the silence of the country side. With a great view to the ocean, the city and Pico Island.

4.88 out of 5 average rating, 261 reviews

A traditional stone house is surrounded by green grass and decorative plants. A hammock is gently hung beneath a wooden pergola. Visible are the terracotta roof and wooden doors, providing a rustic charm to the exterior. Lush mountains can be seen in the background.

Home in Calheta

Refúgio dos Cúbres

Typical Casa de Fajã, located on the North Coast of the island of São Jorge, in the only place in the Azores with an award of the 7 Wonders of Portugal, in the category "Sea Villages".

Popular amenities for Madalena family-friendly rentals

Kitchen

Wi-Fi

Pool

Free parking on premises

Air conditioning

Family-friendly home rentals with a hot tub

A modern residence is depicted with a spacious terrace surrounding a pool. The white structure features a bright orange roof, large windows, and a multi-level design. The backdrop showcases a clear blue sky and distant ocean views, enhancing the peaceful atmosphere of the setting.

Apartment in Silveira

4.27 out of 5 average rating, 15 reviews

35th Atlantic View Ap#4

A bright sleeping area features a spacious bed adorned with a patterned blanket. Bedside tables are positioned on either side, along with contemporary lamps providing soft lighting. The room includes a television mounted on the wall and large glass doors that open to the outside.

Apartment in São Mateus

4.8 out of 5 average rating, 15 reviews

3 Bedroom Apartment, Ilhéu do Areeiro

5 out of 5 average rating, 3 reviews

A modern living space features sleek design elements with a sectional sofa and a light-colored accent chair. Large glass doors frame views of the outdoor landscape, while a round wooden coffee table is positioned in the center, enhancing the open and inviting atmosphere.

Home in Canto da Areia

Casa Al Mare

4.94 out of 5 average rating, 90 reviews

A panoramic view of a coastal village under a dramatic sunset sky. The horizon glows with shades of orange and gold, while the sea reflects the warm light. Lush greenery surrounds the village, with scattered houses featuring red roofs adding to the serene landscape.

Apartment in Prainha

Barrocas do Mar - Apt. T0 with balcony - sea view

4.83 out of 5 average rating, 41 reviews

A panoramic view of a coastal village is presented, showcasing white and red-roofed houses nestled among green fields. The calm sea reflects the overcast sky, with gentle hills rising in the background. The landscape emphasizes a serene environment near the ocean and surrounding nature.

Apartment in Prainha

Barrocas do Mar - Apart. T1 R/C - sea view

4.9 out of 5 average rating, 42 reviews

A wooden cottage is positioned beside a pool, featuring large glass windows that offer views of the surrounding greenery. A hot tub is situated on a stone patio adjacent to the pool, surrounded by lush vegetation and clear skies.

Home in Madalena

Quinta-Casa da ioio Wine Cellar

A Jacuzzi is shown with foam bubbles rising, overlooking a stunning ocean view. A glass of white wine is placed beside a book on the edge, reflecting the sunlight. The serene atmosphere is highlighted by the calm waters and clear sky.

Home in Ginjeira

4.81 out of 5 average rating, 27 reviews

Laranja-pool, jacuzzi, BBQ

4.87 out of 5 average rating, 60 reviews

A panoramic view of a coastal village featuring rows of white buildings with orange rooftops. Lush green fields and tree lines are visible, leading to the water's edge, where the ocean meets a serene shoreline. The distant silhouette of an island can be observed on the horizon.

Apartment in Prainha

Barrocas do Mar - Apt. T2 - 1st floor - sea view

Family- and pet-friendly home rentals

Tiny home in São Roque do Pico

The outer area of the house features a stone pathway leading to a front entrance. A terrace is visible with natural vegetation surrounding the property, and the facade includes large glass windows. Rolling green hills provide a backdrop, reflecting the home's location in nature.

5 out of 5 average rating, 46 reviews

Casa do Caramba - The Dream House

4.81 out of 5 average rating, 36 reviews

Home in Açores

Welcome to Casa Fitz with Ocean Views & AC

4.73 out of 5 average rating, 132 reviews

A sunny terrace is shown with a round table and white plastic chairs beneath a blue umbrella. The landscape features lush greenery, distant coastal views, and a charming village with white buildings. The ocean sparkles under a clear blue sky.

Home in Norte Grande

House Cellar, Fajã do Ouvidor

4.92 out of 5 average rating, 50 reviews

A traditional stone house with a red-tiled roof overlooks the ocean at sunset. The sky is filled with soft hues of pink and orange, while dark volcanic soil surrounds the home. A small deck is visible, offering a peaceful vantage point toward the water.

Home in Manadas

Quinta do Caminho da Igreja TER1 (Farmhouse)

4.8 out of 5 average rating, 100 reviews

A large window offers a panoramic view of the ocean and surrounding greenery. The seating area below features a cushioned bench, and soft curtains frame the view, allowing natural light to fill the space. Decorative elements are subtly placed around the area.

Home in Prainha de Cima

Fish House 3

5 out of 5 average rating, 6 reviews

A scenic view of Casinha Kevin's exterior is presented, showcasing its intimate setting within a landscaped yard. The tiny home is framed by vibrant greenery, with seating arranged around a central fire pit on the stone patio, creating an inviting outdoor space.

Home in Santana

Casinha Kevin

4.93 out of 5 average rating, 73 reviews

A spacious living area is highlighted by large glass doors that invite natural light. A cozy sofa with a colorful accent cushion faces a low, wooden media console. A rug covers the floor, and a decorative lamp stands beside a wooden side table, adding to the welcoming environment.

Home in Santo Amaro

Casa da Archinha

4.83 out of 5 average rating, 81 reviews

A vibrant red and white striped lighthouse stands near the water's edge, overlooking a calm sea. A small boat, secured on land, faces the horizon. Lush green hills can be seen in the background under a partly cloudy sky.

Home in Prainha de Baixo

The Lighthouse-Oceanfront Home in Pico Paradise

Family-friendly home rentals with a pool

Villa in São Roque do Pico

A stone cottage is framed by lush greenery, overlooking the ocean. The structure features a wooden roof and expansive glass walls that provide panoramic views. The landscape includes a mix of native plants and stones, enhancing the natural setting.

5 out of 5 average rating, 37 reviews

Casa da Canada

5 out of 5 average rating, 4 reviews

A modern structure with angular lines stands against a backdrop of lush hills and a cloudy sky. An infinity pool is visible in the foreground, framed by a stone perimeter, while landscaped greenery surrounds the property.

Home in Açores

Casas da Prainha D

Home in São Roque do Pico

A private pool area is featured, surrounded by lounge chairs arranged neatly on the tiled patio. A shaded area with a bar is visible in the background, while the ocean and lush greenery are seen beyond the white walls.

4.57 out of 5 average rating, 23 reviews

2 bedroom apartment - Pico Dreams, Sportfish, Pico

5 out of 5 average rating, 20 reviews

A private outdoor pool reflects the sky, surrounded by a well-maintained area with lush greenery. In the background, the scenic view of the island of Faial is visible, with rocky formations and the ocean extending towards the horizon.

Home in Madalena

Villa Valverde

A small swimming pool is visible in the foreground, surrounded by a clean white wall. Two striped lounge chairs are positioned to one side, with a backdrop of lush green hills under a clear blue sky.

Home in São Mateus

4.8 out of 5 average rating, 172 reviews

Valsa House, Pico Island, Azores

4.71 out of 5 average rating, 35 reviews

A serene bedroom features a spacious bed with textured white bedding and patterned black and white pillows. A neutral rug is placed on the floor, and a dresser with multiple drawers is visible in the background. Natural light enters through a nearby window.

Apartment in Horta

Refuge - Apartment T4

4.89 out of 5 average rating, 27 reviews

A red wooden sign featuring the text 'CASA DO CAMPO' is mounted against a textured stone wall. The vibrant color of the sign contrasts with the neutral tones of the stone, surrounded by greenery in the background.

Home in Cedros

Casa do Campo