Vacation rentals in Cais do Pico

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Top-rated vacation rentals in Cais 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

5.0 out of 5 average rating, 43 reviews

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?

LocationValueIndoor spaces

Superhost

A relaxing outdoor patio area is shown, featuring a large umbrella providing shade. A patterned rug is laid on the white surface, complemented by colorful cushions. The ocean and green hills are visible in the background under a partly cloudy sky.

Home in Horta

4.83 out of 5 average rating, 40 reviews

Cliff House | Azores splendid Ocean View

A refurbished cottage with splendid views on the South of Faial Island, 2Km from Horta. A quiet and unique setting for some memorable vacations. Only 15 minutes walk from Horta city center, close enough to visit the marina or Peters Cafe Sport by foot but far away enough to have complete privacy and stunning ocean front views. An almost 100 year old sea front house turned in to a comfortable and picturesque cottage by the sea. If you have any questions, please feel free to contact us directly.

LocationFamilyDecor

Guest favorite

A well-appointed sleeping area features a spacious bed with crisp white bedding and decorative pillows. Bedside tables are positioned on either side, topped with softly glowing lamps. A floral artwork adorns the wall above the headboard, complemented by elegant drapes framing the window.

Farm stay in São Roque do Pico

4.88 out of 5 average rating, 73 reviews

Quinta Pereirinha Farm | Private 3 Bedroom House

The property is a small working family farm & is not in the city center. Madalena & Lajes are 15-20min. away & the point of the island is 25 minutes. There are no store fronts around, nature and rural lifestyle is our vibe. The home is a family run private vacation home, equipped w/modern conveniences. Perched on a hill with Northern views of the sparkling Atlantic & São Jorge island w/ East views encompassing sun dappled landscapes & redwood sprinkled hills. Trails are literally steps away.

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Guest favorite

An outdoor jacuzzi is positioned beneath a wooden pergola, offering panoramic views of the surrounding landscape, ocean, and distant village. The clear blue sky and scattered clouds create a tranquil atmosphere, enhancing the unique setting for relaxation.

Cabin in Madalena

4.94 out of 5 average rating, 103 reviews

Adega da Quinta - Casa do Camolas

Relax in this cottage with a unique and tranquil spot. Enjoy the fantastic view of Faial, the sea and the village of Madalena in the pool, Jacuzzi or sauna. Enjoy a beautiful wooden house in a unique and special place with a swimming pool, Jacuzzi and sauna. Benefit from the walking tours overlooking the wonderful Pico mountain. Our accommodations are located a 2-minute drive and a 20-minute walk from Vila da Madalena, and include a bedroom with a double bed and a living room with a sofa bed.

LocationQuietWalkability

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

4.93 out of 5 average rating, 30 reviews

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.

LocationFamilyOutdoor spaces

Guest favorite

Home in Canto da Areia

5.0 out of 5 average rating, 12 reviews

Casa Al Mare

Designed from the ground up with comfort and calm in mind. With clean lines, warm materials, and wide-open views, the house invites you to slow down and soak up Pico’s natural beauty — from the private jacuzzi under the stars to the soft silence of the mornings. Whether you’re here for a romantic escape or a laid-back family adventure, this space adapts to your pace. It’s intimate, spacious, and just far enough off the map to feel like your own private piece of the island.

FamilyLocationNearby

Guest favorite

The interior of a wooden tent features natural wood paneling and large windows allowing views of the surrounding greenery. A spacious bed is dressed in white linens, with a light yellow throw at the foot. A kitchenette and small workspace are visible, enhancing convenience.

Tent in Horta

4.99 out of 5 average rating, 74 reviews

Azul Singular - Couple Tent

Azul Singular - Rural Camping is the first Glamping park in the Azores. Situated in the heart of an ornamental plantation, on the island of Faial, this is our version of paradise that we want to share with those who like a retreat very connected to Nature. Our innovative tent accommodations combine the comfort of wood with the lightness of canvas. If you can't find availability in our Couple Tent, check out our other tents available in our profile - Singular Blue.

LocationValueGetting around

Guest favorite

Cabin in São Roque do Pico

5.0 out of 5 average rating, 7 reviews

Casa da Camélia

Charming country house overlooking the village of São Roque do Pico, the Canal between Pico and São Jorge and the neighboring island of São Jorge. This house is a haven of tranquility, simplicity. Enjoy quiet days in this charming country house surrounded by nature. Ideal for those seeking rest, silence and beautiful landscapes. The house offers a cozy atmosphere with simple decor, ample outdoor space and perfect areas to relax outdoors.

LocationCleanlinessCondition

Guest favorite

Home in São Roque do Pico

5.0 out of 5 average rating, 6 reviews

Pico Sereno - Casa Montanha | Mountain View

Casa Montanha is a cozy and private retreat on Pico Island, ideal for those seeking tranquility and contact with nature. With a privileged view of Pico Mountain, it combines comfort, privacy and Azorean charm. Surrounded by greenery, it offers a serene setting to relax after a day of hiking, whale watching or exploring the island. The perfect place to slow down, take a deep breath and create unforgettable memories.

LocationIndoor spacesQuiet

Superhost

A wooden interior features a large window showcasing a panoramic view of the landscape, including rolling hills and the distant mountain peak. A cozy seating area is found below the window, accompanied by two wooden tables and multiple chairs, all bathed in soft, natural light.

Home in São Roque do Pico

4.71 out of 5 average rating, 14 reviews

SKY MOUNTAIN & SEA - SMS Azores

Lots of light, amazing view over the sea and where you can see the island of São Jorge in its fullness. First line of the sea! View of Pico Mountain, the highest point in Portugal. Very comfortable house, we used wood from the island in its interior. A very good location between Madalena and São Roque and close to the Airport. Well-equipped kitchen. Relax, read, watch the sea, the boats and the Mountain too.

LocationFamilyNearby

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

4.99 out of 5 average rating, 71 reviews

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.

FamilyLocationQuiet

Guest favorite

A modern living area is presented with a flat-screen TV mounted on a white wall. A small potted plant adds a touch of greenery beside a minimalist shelf. Two light wood coffee tables accompany a comfortable gray sofa, creating a functional and inviting space.

Home in São Roque do Pico

4.91 out of 5 average rating, 74 reviews

Azores Black Mountain House/Pico Island

Black Mountain House is located in São Roque do Pico, capital of Rural Tourism and 10 minutes from the airport, in a quiet area 3 kilometers away from rent-a-car, gas station, cafes, restaurants, Hyper Market, convenience stores and natural pools. The house has stunning views of the island of São Jorge and the Pico Island Mountain.

LocationFamilySleep quality