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The best houses and villas for group holidays in Portugal

April 30th, 2026 / Updated on June 9th, 2026 • 3 min of reading
Varanda no Pestana Alvor Beach Villas

Between villas, apartments and historical houses here are some options for a memorable getaway among friends.

Whether it’s for a long weekend or something longer, there’s a wide range of options designed for those who want to share the travel experience without sacrificing comfort. Choosing accommodation with plenty of space that mixes private and communal areas can make all the difference, especially if the destination happens to be somewhere like the Algarve, Madeira, or the Alentejo, which help create that relaxed vibe for a group vacation.

One of the best things about travelling with friends is using the hotel as a gathering point. It becomes a place of conversations, where things are planned around the table, and a spot where every evening you can open a bottle, listen to music, or just relax. Having a kitchen, a spacious living room, or a terrace with a view helps create that “home away from home” feel.

Pestana Alvor Beach Villas

In the Algarve, this hotel near the beach with pool boasts villas designed for groups that want to use the same space with autonomy. A matter of minutes from Alvor beach, the villas allow guests to work out schedules, cook, relax and use the swimming pool at will. The surrounding area is ideal for days at the beach, followed by comfortable dinners or drinks at the villa.

Pestana Quinta do Arco

The natural setting of these villas with garden in Madeira wins you over from the off. Surrounded by gardens and dramatic landscapes of the northern part of the island, this accommodation is a great choice for groups looking for peace and quiet, as well as a connection with nature. Being close to trails and levadas (man-made irrigation channels) allows you to combine days of rest with light hikes.

Pestana Porto Covo Village

Located on the Costa Vicentina, the new hotel in Porto Covo provides a practical option for groups. Here, the apartments are roomy, functional, and perfect for sharing, while maintaining privacy. Mere minutes away we find beaches like Praia Grande and Ilha do Pessegueiro, which are ideal for long days of swimming and sunbathing.

Casa do Lidador – Óbidos

From inside the city walls, this hotel in the medieval village of Óbidos offers an unforgettable experience: the luxury of staying in a historic house with a pool, at the very heart of the village’s historic centre. There are only 11 rooms and a shared kitchen, but once ten rooms are booked, the house becomes private. It’s an interesting option for small groups who want to soak up the medieval atmosphere, with the best location, without having to drive for days on end. At night, when the village is very quiet, enjoy the place with a different kind of calm and sense of exclusivity. 

Pestana Tróia

For those seeking idyllic beaches just a short distance from Lisbon, the villas and apartments in Tróia with pool are an absolute must try. The different properties offer group stays with access to a pool, beach, gym, sports fields, and a number of restaurants featuring delicious dining options. The ferry to Setúbal also makes it easier to explore the surrounding region.

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