We have put together an exclusive selection of luxurious villas and particularly beautiful and stylish holiday homes and flats for you Pico

As a guide to authentic and especially beautiful places to stay, we have taken great care to select holiday homes and self-catering vacation rentals that stand out for their tasteful decoration, unique surroundings and location. You will find a choice that reaches from inexpensive, but beautifully decorated holiday apartments to elegant luxury villas that make all your dreams come true. You will find charming rural country houses, architecturally spectacular design villas with a modern flair or rustic and remote mountain chalets for people seeking peace and a connection with nature. Let us inspire you with our handpicked selection of exceptional holiday homes and villas for a truly special escape, without losing that homely feeling.


Our most recent list of cool holiday flats and luxury villas:

  • Cottages
    The Adegas do Pico are a group of thirteen traditional stone country houses located in Praínha, on the north coast of the island of Pico, where guests can enjoy the hospitality and traditional feel of Azorean life. Twelve wineries full of joy, good times, affection and eternal memories.
    • Seaside (ocean front)
    • |
    • 12 properties
    • |
    • from 75 EUR info
  • Holiday home villa
    This stunning, newly constructed luxurious villa by the sea boasts 4 en-suite bedrooms, a private outdoor heated infinity pool, Jacuzzi and an idyllic and tranquil location in the historic village of Criação Velha. Set in the natural beauty of the Azores the villa offers a romantic retreat, a family getaway, or a relaxing and meditative getaway that helps you unwind and forget the stresses of modern life.
    • Seaside (ocean front)
    • |
    • 8 people
    • |
    • from 400 EUR info
  • Cottage
    Casa da Nogueira is an old stone country house in S. Miguel Arcanjo, with indoor and outdoor living areas, overlooking the sea and the island of S. Jorge. Featuring two double bedrooms (double and twin), a bathroom with shower and separate kitchen. Casa da Nogueira is available from April to October.
    • Countryside
    • |
    • 6 people
    • |
    • from 80 EUR info
  • Holiday home villa
    Casa da Terralta is a beautiful and spacious house by the sea, great for a lovely family vacation or with friends of those with whom you want to share life's special moments. The large balcony has a breath-taking view over the island of São Jorge and the canal and also overlooks the bays on the north coast of Pico. You can see and hear the waves of the Atlantic Ocean and the birds from the balcony.
    • Seaside (ocean front)
    • |
    • 6 people
    • |
    • from 126 EUR info
  • Cottage
    Casa do Chorão is an old stone country house by the sea in S. Miguel Arcanjo, with a large living room with panoramic windows (views of the sea and the island of S. Jorge), one double bedroom, bathroom with shower and outdoor living space. This local accommodation is available from April to October.
    • Countryside
    • |
    • 4 people
    • |
    • from 100 EUR info
  • Holiday home villa
    Monte Branco is a holiday home offering excellent views of the Sea and Mountain and the Azores Green with the island of São Jorge as a backdrop. From the porches you see Pico Mountain on one side and the ocean on the other. The interior offers a cozy atmosphere with wooden elements.
    • Seaside (ocean front)
    • |
    • 4 people
    • |
    • from 115 EUR info
  • Holiday home villa
    The building of Art of Escape offers contemporary architecture with views of the sea. Located on the south coast of the Island, in the guardian shade of the mountain. This charming modern country home has 3 suites (2 pairs and 1 twin), large living rooms, terraces, barbecue and garden of orange trees and incense.
    • Countryside
    • |
    • 6 people
    • |
    • from 500 EUR info
  • Holiday Apartments
    Located on Pico Island in the Azores, this 4-star country hotel is part of the Ramal do Calhau Wine Tourism Project in the town of Madalena. With spacious apartments, a welcoming reception and breath-taking views, Vinhas do Calhau will be your home away from home in the Azores and is sure to bring the essence of Pico to its visitors: a starting point for exploring and discovering the island.
    • Seaside (ocean front)
    • |
    • 6 properties
    • |
    • from 110 EUR info
Our short listed lodgings
Below you will find some more lovely accommodations we have recently discovered and that we will publish soon. You can book them through booking.com in the meantime.
  • Holiday homes villas
    The cottages in Pontas Negras are a peaceful retreat surrounded by natural beauty and traditional Azorean architecture. The interiors of these small villas feature parquet floors, fireplaces and balconies with stunning mountain views that merge with the sea. Enjoy a delicious breakfast, relax by the pool with sun loungers and explore the natural wonders of the beautiful island of Pico.
    • Seaside (ocean front)
    • |
    • 8 rooms
    • |
    • from 220 EUR info

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