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Vacation rentals in Ilha do Pico

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Top-rated vacation rentals in Ilha do Pico

Guests agree: these stays are highly rated for location, cleanliness, and more.

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Guest favorite
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.
Villa in S.Roque do Pico

Casa da Canada

Would you like to live in a stone cottage, rustic, but with a modern ambiance and interior, comfortable, romantic, ideal for two with stunning views? You're in the right place, it's here. There is a deck with lounge chairs, a stone barbecue, the full view of the island of São Jorge and the canal. From its left side, the cliffs of the parishes of São Roque, Praínha and Santo Amaro do Pico, crashing waves and fluttering birds; a sunset to fall in love with… This house is part of a small family owned resort, where there is a restaurant called Magma, a grocery store, a yoga room and an heated swimming pool. The living room has glass sliding door that open the interior nature and the views. What are you waiting for?

ValueFamilyHeating

5.0 out of 5 average rating, 43 reviews
Guest favorite
Villa in São Roque do Pico

Casa do Alecrim

Beautiful and spacious house, ideal for holidays with family or friends. The breath-taking view allows you to see the entire island of São Jorge and the canal, as well as bays and parishes on the beautiful and jagged north coast of Pico, with its undulating sea waves. The song of birds and the Atlantic waves are heard. Dine indoors or on the balcony watching the sunset, relax in the lounge chairs with a wonderful drink. The living room has glass sliding doors which invite outdoors in. Come see what you have been missing - you won’t want to leave.

ValueLocationIndoor spaces

4.92 out of 5 average rating, 38 reviews
Top guest favorite
A spacious living area features large glass windows that offer views of the sea and mountains. A round wooden dining table is surrounded by four white chairs. A comfortable seating arrangement includes a grey sofa and a rocking chair, under a vaulted wooden ceiling.
Home in Prainha

Canto do Nemo

We are a Portuguese family that knows all the islands of the Azores, and completed in August 2018 this retreat, to get away from our busy lives in London. Until the day comes that we can enjoy it full time, we have decided to share the amazing space we have created with others that love the nature, mountain and sea that is always surrounding us. The house is within Prainha, the most beautiful parish of Pico Island, and within close proximity to the beach, restaurants, grocery store and bakery.

LocationFamilyBathroom

5.0 out of 5 average rating, 31 reviews
Top guest favorite
An outdoor dining area is presented under a covered terrace, featuring a wooden table surrounded by several chairs. The view reveals a scenic coastline leading to the Atlantic Ocean, framed by rolling hills and distant mountains, illuminated by soft evening light.
Home in Santo Amaro

AtlanticWindow - Modern House, Stunning View

Pico Island, and especially Santo Amaro, has always been the holiday’s spot of our family. Here we grew up, we saw ships being built, we learnt how to swim, to fish and to live around nature. The dream of having our own place here, where to revisit the past, to rest and to enjoy the local genuine environment, has come true years later. The houses, built in a modern style, but with both inside and outside local stone details, were designed to take full advantage of the outstanding location an

LocationFamilyCondition

4.99 out of 5 average rating, 87 reviews
Top guest favorite
A terrace is showcased with two sun beds positioned for relaxation, overlooking unobstructed ocean views under a clear blue sky. The modern structure features sliding glass doors that lead inside, complementing the natural coastal environment.
Home in Ribeira Grande

Casa Oceano Pico

Casa Oceano Pico is a new, modern house nestled in one of the most beautiful and serene parts of the island, offering peace, tranquility, and lush greenery. With fabulous, unobstructed views of the Atlantic Ocean, you’ll find yourself immersed in natural beauty. Located just a 12-minute drive from the picturesque town of Lajes do Pico, and close to some of the island's most stunning natural pools, this home is ideal for solo travelers, couples, friends, families, and remote workers alike.

FamilyLocationCheck-in

4.94 out of 5 average rating, 33 reviews
Top guest favorite
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.

LocationValueLaundry

4.96 out of 5 average rating, 224 reviews
Guest favorite
Villa in Madalena

Casa Baleia Laranja Ocean-Front

Experience up close the sea pounding against the volcanic rock of Pico Island. Located on the north coast amidst the UNESCO World Heritage Site, this sea-level, ocean-front property is located 5 minutes by car from Madalena, the largest town and center for shopping on Pico Island. The house, with plenty of parking. sits on a landscaped 5500 square meter (approximately 1.3 acres) property, that also supports a small vineyard.

LocationFamilyAmenities

4.94 out of 5 average rating, 18 reviews
Guest favorite
A kitchen area is presented with wooden cabinets and a dining table surrounded by four chairs. The geometric-patterned wallpaper adds a modern touch, while stainless steel appliances include a refrigerator. A staircase with wooden steps leads to the upper level.
Home in Madalena

Grandfather Francisco's House

Once a traditional wine cellar, built by Francisco Paulo in 1980, this villa served for many years as a production site and warehouse for the Paulo family's wine. The wine cellar has been remodeled and expanded, but it maintains the traditional elevations and the decoration and details of the times when it was used as a wine cellar. Next to the bathing area, it has a view that invites long nights of conversation.

LocationQuietLaundry

4.95 out of 5 average rating, 120 reviews
Top guest favorite
Home in Santo António

Pico Sereno · Sea Balcony | Sea View & Balcony

Fully private 2-bedroom house with balcony and sea view of the Atlantic, set in a quiet environment on Pico Island. Ideal for couples or small families looking for comfort, silence and a good location. It has comfortable bedrooms, an equipped kitchen, a private bathroom, Wi-Fi and free parking. Excellent base for exploring trails, beaches, vineyards and viewpoints, always returning to a quiet space to rest.

LocationHospitalityView

5.0 out of 5 average rating, 21 reviews
Top guest favorite
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.
Vacation 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.

LocationValueWalkability

4.95 out of 5 average rating, 170 reviews
Top guest favorite
A historic house is depicted with white walls and a red-tiled roof, surrounded by lush greenery. Steps lead up to the entrance, and several windows allow natural light into the space. The backdrop features a mountainous landscape.
Home in São Roque do Pico

Casa da Latada | Historic Azorean Home in Pico

Casa da Latada is a historic family home in Cais do Pico, São Roque do Pico. Spacious, cozy, and renovated, it offers a comfortable stay with a warm, authentic atmosphere. Preserving original details and generations of family history, the house blends traditional character with modern comfort — ideal for enjoying Pico Island in a genuine and welcoming setting.

FamilyLocationBathroom

4.99 out of 5 average rating, 73 reviews
Top guest favorite
An outdoor terrace showcases a wooden dining table surrounded by four chairs. A vase filled with dried flowers sits at the center, with a backdrop of lush green hills under a clear blue sky.
Home in Ribeiras

House of the Two Rivers

Casa das Duas Ribeiras is a cozy Azorean house made of local lava stone, ideal for relaxing in the heart of nature on Pico Island. It offers peaceful accommodation with modern amenities, a garden and ocean views. The house is suitable for couples looking for privacy, style and the authentic atmosphere of Pico Island.

LocationQuietDecor

5.0 out of 5 average rating, 33 reviews

Popular amenities for Ilha do Pico vacation rentals

KitchenWifiPoolFree parking on premisesAir conditioning

Other great vacation rentals in Ilha do Pico

Superhost
Home in Santo Amaro

Casa do Atalho

LocationDecorAccuracy

5.0 out of 5 average rating, 4 reviews
Guest favorite
A dining area is set by the sea, featuring a wooden table with elegant glassware and plates arranged neatly. Comfortable chairs are positioned around the table, offering a scenic view of the ocean and distant land. The calm water reflects a serene atmosphere.
Home in Prainha

Janela do Porto - the Atlantic Ocean inside the house

FamilyLocationGrill

4.99 out of 5 average rating, 68 reviews
Top guest favorite
A rustic structure with a tiled roof is framed by lush greenery, situated near the base of a towering mountain. The building features large windows, allowing natural light to fill the interior, while the distinctive mountain peak rises prominently in the background.
Home

Adega Fraga - Cabrito Ilha do Pico Açores

LocationHikingBathroom

5.0 out of 5 average rating, 68 reviews
Top guest favorite
Home in Ribeiras

Views, peace, and quiet

LocationBathroomQuiet

5.0 out of 5 average rating, 38 reviews
Superhost
A waterfront view captures the tranquil harbor, featuring a small boat prominently displayed in the foreground. The tiled area is adorned with potted plants, while the distant landscape showcases rolling hills beneath a soft sunset sky.
Home in Madalena

Casa do Guardião

LocationValueAccess

4.83 out of 5 average rating, 88 reviewsThe exterior of the house is constructed with dark basalt stone, harmonizing with the surrounding landscape. A central entrance is flanked by windows that allow natural light to enter. Lush greenery is present around the property, with a backdrop of rolling hills under a blue sky.
Home in Ribeiras

Trees, Vineyards and Sea - Casa da Antiga Vinha

FamilyValueLaundry

4.82 out of 5 average rating, 117 reviews
Guest favorite
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.
Cottage in Santo Amaro - S. Roque do Pico

Casa do Caisinho Pico - Heated pool near sea

FamilyLocationSleep quality

4.94 out of 5 average rating, 124 reviews
Guest favorite
A dining table is set for breakfast, showcasing plates with yellow napkins and glasses of juice. The pool and ocean views are clearly visible in the background, while green hills frame the serene landscape. Sunlight brightens the scene, enhancing the inviting space.
Home in Prainha

Vacation House Prainha de Baixo

LocationNearbyPool

5.0 out of 5 average rating, 15 reviews

Frequently Asked Questions

  • Where is Pico Island located?

    Pico Island is found in the Azores archipelago, a region of Portugal in the North Atlantic Ocean. It is known for volcanic landscapes and sits among the group’s central islands.

  • When is the best time to visit Pico Island?

    Many travelers prefer visiting Pico Island during late spring and summer when weather tends to be milder and outdoor activities are frequently suggested. Autumn offers quieter surroundings and opportunities to explore local traditions.

  • What are some things to do near Pico Island?

    You can explore Pico Island’s locally rooted wine vineyards, hike Mount Pico, or visit traditional whaling heritage sites. Outdoor activities, nature tours, and sampling local cuisine are frequently suggested around the island.

  • How is the weather near Pico Island?

    Pico Island usually experiences a temperate oceanic climate, with mild winters and comfortably warm summers. Occasional rainfall and cool breezes are common, so packing a light waterproof layer is often recommended.

Destinations to explore