Where to Stay in Portugal: Handpicked Holiday Homes, Apartments and Villas

February 15, 2022

Where to Stay in Portugal: Handpicked Holiday Homes, Apartments and Villas

Below is a mix of the Best Holiday Homes, Apartments and Villas in Portugal we have visited and love, plus those that have caught our eye - divided by the following regions:

So far we have mostly focused on bringing you our favourite boutique hotels and small guesthouses in Portugal. However we’ve had multiple requests for additional recommendations, specifically for holiday homes, apartments and villas (preferably with dreamy swimming pools) in Lisbon and on the Lisbon Coast, Porto and the Douro, Alentejo (including Comporta), the Azores and Madeira.

We have always been a bit torn about this. We think they can be brilliant options but it would be a monumental task for us to test all of them in the same way we do with the hotels and serviced apartments that we feature in our collection (and our Watchlist, which we are working our way through).

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When the pandemic hit the world, we used the lockdown time to pull together the holiday homes and villas (including Airbnbs) in Portugal we already knew and loved, plus those that we would definitely love to check out in the future.

These lists include a variety of options, from apartments for couples in the cities, to beautiful villas in the Portuguese countryside that are perfect for groups and families.

For us, a place to stay is not just about how it looks. It’s the vibe and most importantly - the location. Whenever we visit a place we ask ourselves two questions: Would we come back? Would we recommend it to a like-minded friend? We have to be honest about the answer to those questions, and both of us have to agree.

It’s important to bear in mind that there are some very special locations in Portugal that are yet to offer a wide range of accommodation options. In some instances, we may have to compromise a little on a place to stay in order to experience for a killer location.

We want to ensure that every place we recommend will create awesome memories for you. While preparing these selections of holiday homes, apartments and villas in Portugal, we continually refined our lists. If you are like us i.e a planner who likes to hunt down the absolute best places to stay on your trips, we hope these shortlists will save you a lot of time.

Keep scrolling to discover some of the best Holiday Homes, Apartments and Villas in Portugal.

Handpicked Holiday Homes, Apartments and Villas in Lisbon and on the Lisbon Coast

Our beautiful Portuguese capital offers a wide range of holiday rentals and serviced apartments all over the city, as well as some cosy beach houses. We've been researching it all so that you don't have to.

Scroll below to discover some of our tops picks for Holiday Homes, Apartments and Villas in Lisbon and on the Lisbon Coast.


Inside on of the apartments, at The Lisboans Apartments in Lisbon

The Lisboans
– Historical Centre, Lisbon

Serviced stylish apartments set in a stunning townhouse, right in the heart of historic Lisbon. All the accommodation types showcase their own exclusive interior design, with a choice of one or two bedrooms, and every living room comes furnished with a sofa bed.

View from above of the living room and kitchen at one of the apartments of Casas na Portuguesa, in the Bica neighbourhood of Lisbon

Casas na Portuguesa
– Bica, Lisbon

Casas na Portuguesa offers two and three-bedroom apartments housed in a recently renovated building, combining traditional Portuguese architecture with modern features. The apartments are located near Ribeira Market in Lisbon’s Bica neighbourhood, known for its highly-photographed funicular railway that connects the lower part of the city to Bairro Alto. It's also near to Chiado, Estrela and Cais do Sodré, making it a great starting point to discover Lisbon.


Courtyard at Patio São Vicente Guesthouses, holiday rental in Alfama, Lisbon

Patio São Vicente Guest Houses
– Alfama, Lisbon

Patio São Vicente offers cute cottages with equipped kitchens and a shared charming patio, located in Lisbon’s picturesque Alfama neighbourhood.

Living room at Bem Lembrados, an apartment to rent in Cascais. White sofa, hanging black and white photos, microcement flooring and wooden shelves with decorative objects

Bem Lembrados
– Cascais

This spacious two-bedroom apartment is located in the Bairro dos Bem Lembrados neighbourhood, in the coastal town of Cascais. The town centre and the main beaches are a 10-minute walk from the apartment.

Outdoor terrace surrounded by a white wall at one of the villas of See'ya Family Surf Houses in Cascais. There's a hanging surfboard, green plants, a table with a berry juice and croissants.

Sea´ya Family Surf Houses
– Cascais

Sea’Ya Family Surf Houses consist of three totally independent villas, in the picturesque village of Charneca in Cascais, less than 2km from the famous Guincho beach. Surrounded by nature, these beach holiday homes are also a great option for those traveling with family.

Azenhas do Mar West Coast Design and Surf Villas

West Coast Design and Surf Villas
– Azenhas do Mar, Sintra

Azenhas do Mar is a picturesque village on the coast of Sintra, around a 40-minute drive from Lisbon’s centre. These well-equipped five charming one-bedroom apartments all come with a balcony and sea view, plus a shared terrace. Booking in advance is recommended.

Inside Casa da Cornelia, a beach hut available to rent in Costa da Caparica

Casa da Cornelia
– Costa da Caparica

This well-equipped three-bedroom cabin is located right on the beach, near beach bars, cafes and some amenities – although you’ll feel a world away. Oh and it’s only a 20-minute drive from Lisbon to Costa da Caparica.

<orange>Looking for more options in Lisbon & Lisbon Coast?<orange>
Buy the Full List: 35 Handpicked Holiday Homes, Apartments and Villas in Lisbon & Lisbon Coast

Handpicked Holiday Homes and Apartments in Porto

Our hometown has some really lovely boutique hotels and guesthouses, but if you’re looking for an apartment or home to rent in Porto, you will also be spoilt for choice. When visiting Porto, if you have time we highly recommend a 1-3 day trip to the wine region of Douro.

Scroll below to discover some of our tops picks for Holiday Homes and Apartments in Porto.

A wall filled with art prints, and a dining table at the stylish Flattered to be in Porto

Flattered to be in Porto
– Foz do Douro, Porto

We absolutely adore the Flattered to be in Porto apartments, situated in the residential neighbourhood Foz do Douro where we grew up. They are our top choice recommendation if you want to stay by the beach in Porto, with some of the apartments offering soothing sea views. The apartments are cleaned daily and a basket with an array of delicious fresh breakfast goods is delivered to you each morning. The kitchens are very well equipped which makes these apartments a great choice for longer stays or families.

Airy living room with filly open floor to ceiling windows with a beautiful city view, at B28 Apartments Porto

B28 Apartments
– Historical Centre, Porto

B28 are among some of the best serviced apartments in Porto, tucked away on the charming street Rua de Belomonte in the heart of the historical centre. The apartments are light and airy with minimalist decor, ornate ceilings and hardwood custom doors – not to mention the killer views some of the apartments offer. Accommodation options range from studios to two-bedroom apartments which are ideal for families. Fresh bread is delivered to your door each morning, and a daily cleaning service is also included in the price of your stay.

Local Tip: Nearby don’t miss Escovaria de Belomonte, a historical artisan shop selling brushes of all types – the store is one of Porto’s most precious gems.

Armazém Luxury Housing Apartments

Armazém Luxury Housing Apartments
– Historical Centre, Porto

These stylish apartments are run by Armazém Luxury Housing, one of our favourite boutique hotels in Porto (you can read more about the hotel here). The apartments are located just a few metres from the hotel, in the historic centre of the city.

The sleek living room and kitchen at Villa Almada by Canto de Luz, with floor to ceiling modern windows overlooking the garden

Villa Almada by Canto de Luz
– Downtown, Porto

This two-bedroom villa is housed in the grounds of the boutique hotel Canto de Luz. The villa is an oasis in the heart of the old town, featuring its own dining terrace, a private garden and a small but mighty swimming pool. Also worth mentioning is the homemade breakfast, the daily housekeeping, a 50” smart TV (inc. Netflix), an Xbox with games, a gas BBQ, a bean to cup coffee machine and a music smart speaker.

Condes de Azevedo Palace Apartments

Condes de Azevedo Palace Apartments
– Downtown, Porto

These serviced apartments are set in a unique renovated 13th-century palace in downtown Porto. There are ​​19 generously sized apartments and studios, with fully equipped kitchens and access to a shared garden. As a bonus, they offer a 24-hour front-desk service and breakfast is delivered straight to your door.

S.Bento Residences - Serviced Apartments in Porto

S.Bento Residences
– Historical Centre, Porto

S.Bento Residences offers 16 stylish fully-equipped apartments, each uniquely decorated. Renowned Porto architecture studio Pedra Líquida designed the building. Its origin was an old ruin located in a UNESCO World Heritage Site, and it rises as an extension of the cliff itself. The inside houses comfortable self-catered apartments and a 24-hour reception desk, with concierge service.

Skinny House - Holiday Home in Porto Handpicked by JO&SO

Skinny House
– Massarelos, Porto

Skinny House is an architect-designed building named after its striking slim facade. This gorgeous two-bedroom townhouse comes with a pretty cool rooftop terrace and two bikes that guests can use for free. It’s located in Massarelos, near the river and within walking distance of the historic centre of Porto.

<orange>Looking for more options in Porto?<orange>
Buy the full list: 31 Handpicked Holiday Homes and Apartments in Porto

Handpicked Holiday Homes, Apartments and Villas in the Algarve, including Costa Vicentina

The Algarve is Portugal’s most sought after destination and there are many good reasons why. The Algarve has gorgeous golden sandy beaches with a beautiful turquoise sea, delicious fish, world-class golf and friendly locals. It’s a region with an unforgettable scent of almonds, oranges and figs.⁠ There are still many secrets in the Algarve waiting to be discovered.

Scroll below to discover some of our tops picks for Holiday Homes, Apartments and Villas in the Algarve, including Costa Vicentina.

Casa 1876, a Traditional Algarve house,  with a swimming pool with floating toys and a clear blue sky

Casa 1876
– São Brás de Alportel, Algarve

Casa 1876 is a family holiday home in São Brás de Alportel, in southern Portugal. Rural and elegant, Casa 1876 is a modern farmhouse set in a beautiful olive grove area, with serene views over the valley and the sea in the distance. Its four bedrooms can comfortably host up to eight people. We think this is one of the most beautiful villas in the Algarve.


The Lemon Lodge - Holiday Homes in the Algarve Handpicked by JO&SO

The Lemon Lodge
– Aljezur, Algarve

Tucked away between the Monchique hills and endless beaches of Costa Vicentina, The Lemon Lodge is a small-scale organic farmstead. The renovated Algarvian Taipa farmhouse offers two unique lodgings, surrounded by a landscape of pine trees. If you wish, they can make your experience entirely off-grid so that you can properly switch off and be at one with nature.

The Modernist - Holiday Apartments Handpicked by JO&SO

The Modernist
– Faro, Algarve

What used to be known to locals as ‘the ugliest building in Faro’ has been brought back to life as a three-storey building with six apartments available to rent. Inspired by the 1970s everything has been impeccably renovated in full respect of its original Mid-Century Modern Design. Each apartment comes with a kitchenette, a private balcony, a shared garden patio and a rooftop to sunbathe and enjoy panoramic views of Faro (outdoor shower included). A truly unique place to stay in Faro.

Flattered to be in Algarve, a two-bedroom holiday apartments are housed in the multi-residential complex of Convento das Bernardas - a modern renovation undertaken by Eduardo Souto de Moura, one of Portugal’s most acclaimed architects.

Flattered to be in Algarve
– Tavira, Algarve

Facing the centuries-old Tavira saltpans, these two-bedroom holiday apartments are housed in the multi-residential complex of Convento das Bernardas - a modern renovation undertaken by Eduardo Souto de Moura, one of Portugal’s most acclaimed architects and 2011 Pritzker laureate. There are two saltwater swimming pools, a parking space for each unit and beautifully kept outdoor spaces and communal areas.

Rustic bathroom with vintage lamps at Casa da Oliveira in Bordeira in the Algarve.

Casa da Oliveira
– Bordeira, Algarve

This little one-bedroom house is situated in Bordeira, a small rural village in south-west Alentejo and the Costa Vicentina Nature Park. The house has been fully renovated by the owner, an interior architect. The whiteness of its walls, the irregular steps made of shale, the hand-painted wooden materials, all work together to make this house a very charming and cosy place to stay.


Holiday House in Aldeia da Pedralva in the Algarve, with an outdoor terrace, round dinning table under the shady terrace

Holiday House in Aldeia da Pedralva
– Vila do Bispo, Algarve

This four-bedroom holiday home is located in the countryside near beautiful wild beaches. It’s part of Aldeia da Pedralva, a resort that was built from the ruins of an abandoned Portuguese village. There’s a communal seasonal swimming pool, a couple of restaurants, and plenty of outdoor activities such as surfing, biking and bird watching. Expect to spot grazing sheep, donkeys and chickens roaming freely in the surroundings.

Red wooden open doors and a swimming pool at Casas da Serra in Tavira

Casas da Serra
– Tavira, Algarve

Casas da Serra Tavira are four beautifully renovated country houses located in the beautiful foothills of the Algarvian mountains, about 10 kilometres from Tavira and 8 kilometres from the sea. The traditional country houses named Serro da Volta, Casa do Troco, Monte do Cansado and Casa do Pátio are the perfect place for a holiday in the wild natural habitat of the eastern Algarve, away from the crowded hotels and holiday resorts.

<orange>Looking for more options in the Algarve?<orange>
Buy the full list: 41 Handpicked Holiday Homes, Apartments and Villas in the Algarve, which we have divided into three sections: Eastern Algarve (including Faro, Olhão and Tavira), Western Algarve Part I (Costa Vicentina) and Western Algarve Part II (incl. Lagos, Alvor, Silves)

Handpicked Holiday Homes, Apartments and Villas in Alentejo, including Comporta

The Alentejo region is home to some of the most beautiful villas in Portugal, from architect-designed holiday homes in Comporta overlooking pretty rice fields to authentic farmhouses in truly rural settings. Be ready to embrace the slow life and discover charming sleepy villages, spectacular wild beaches and fantastic regional cuisine.

Scroll below to discover some of our tops picks for Holiday Homes, Apartments and Villas in Alentejo, including Comporta.

Swimming pool with sun loungers at Casas de Arroz in Comporta

Casas de Arroz
– Comporta, Alentejo

These four architect-designed ‘huts’ (houses with thatched roofs inspired by local fishing huts) in Possanco can be rented independently or all together. There’s a shared infinity pool overlooking the neighbouring rice fields and wild meadows. Cabin rental in Comporta doesn’t get much better than this.


Outside view of Manos 114, a holiday home in Comporta with outdoor terrace, swimming pool and big windows showing the inside of the villa

Manos 114
– Comporta, Alentejo

Manos 114 is a cosy three-bedroom villa located in Comporta, just a five-minute drive from the beaches of Carvalhal and Pego. Surrounded by pine trees, this is the perfect place to relax and to enjoy morning and evening walks. The villa is a perfect retreat all year round, including in winter by the fireplace.


Campo de Arroz, white beach house with a swimming pool surrounded by the beautiful nature of Comporta

Campo de Arroz
– Comporta, Alentejo

Campo de Arroz is a beach house with an inviting swimming pool located in Comporta’s magnificent rice fields near the beautiful Carvalhal and Pego beaches. It features a house and a garden cabin, which can be rented either together or separately, and accommodate up to 10 people.

Precious Cabin in Comporta - Holiday Home Handpicked by JOSO

Cabin in Comporta
– Comporta, Alentejo

This stylish modern cabin in Comporta has spectacular views and is within walking distance to the beach and the village. The house has two bedrooms, one with a double bed and the other with a bunk bed - ideal for a family with kids or a couple. A swimming pool is a recent addition.

Precious House in Comporta

Precious House in Comporta
– Comporta, Alentejo

Precious House in Comporta is a modern, well-designed three-bedroom villa in Comporta, surrounded by a natural landscape of pines and eucalyptus. The house comprises three bedrooms, two bathrooms, laundry space and an open plan kitchen to a 60sqm living room. There’s a 12-metre lap pool and a sun deck.

Monte do Pardieiro do Meio, holiday home in the Alentejo.

Monte do Pardieiro do Meio
– Grândola, Alentejo

This four-bedroom villa sleeps up to 10 and truly shows what the Alentejo region is about. This idyllic place is surrounded by nature and cattle, and the nearby village of Grandola with all its amenities is only a 10-minute drive away. Comporta and some of the spectacular wild beaches are less than a 30-minute drive.


Outdoor terrace, swimming pool and house, at Casas da Horta

Casas da Horta
– Alcácer do Sal, Alentejo

Casas da Horta comprises two two-bedroom villas which can be rented together or individually, each with a private outdoor patio, a swimming pool, a fireplace and a well-equipped kitchen. The estate has an inviting lake for swimming and the picturesque town of Alcácer do Sal is 8km away, while the pristine beaches of Comporta are a 30-minute drive. To top it all off Lisbon’s international airport is only an hours’ driving distance from these beautiful villas.

Casa no Montinho -  Holiday Home in Alentejo

Casa no Montinho
– Ourique, Alentejo

Casa no Montinho is located in Ourique, in the deep heart of the Alentejo countryside. The farm stay comprises two semi-detached buildings, which can be rented independently or as a whole. There are various spaces for relaxing, including a sundeck and saltwater swimming pool. Housekeeping is available on request.

<orange>Looking for more options in Alentejo?<orange>
Buy the full list: 34 Handpicked Holiday Homes, Apartments and Villas in Alentejo, including Comporta

Handpicked Holiday Homes and Villas in the North of Portugal

The Douro Valley is known as a wonderful haven for wine lovers. But the North of Portugal is also a haven for nature lovers. The awesome Passadiços de Paiva in Arouca is an 8 km walk on wooden stairs and suspended bridges, while in the Peneda-Gerês National Park you’ll find dozens of granite villages that haven’t changed much since the creation of Portugal in the 12th century.

Scroll below to discover some of our favourite Holiday Homes and Villas in the North of Portugal, including the Douro.

Charming living room and kitchen at Quinta do Cedro - a holiday home in the Douro, with eclectic colourful decor.

Quinta do Cedro
– Armamar, Douro

Quinta do Cedro is a small two-bedroom farmhouse located just an hour’s drive from Porto’s international airport. This charming holiday home features a swimming pool and is surrounded by vineyards, apple trees and fruit orchards. We really love the colourful eclectic decor 🙂

Quinta do Olival Loft Farmhouse, holiday home in the Douro

Quinta do Olival Loft Farmhouse
– Armamar, Douro

This authentic Douro farmhouse has been fully renovated and converted into an idyllic six-bedroom holiday home. At Quinta do Olival, you will feel the country vibes, as the farmhouse stands out with its artistic decor and its charming views of the valley and vines.

Quinta do Gato - Holiday Home in Douro Valley

Quinta do Gato
– Armamar, Douro

This four-bedroom villa with a beautiful swimming pool is set in a fully renovated rustic house in Armamar, in the Douro Valley. It has two double bedrooms, one twin room and another room with two bunk beds, sleeping up to 10 people in total. Restaurants and supermarkets are a 10-minute drive away.

Casa Soenga - Holiday Home in the North of Portugal Handpicked by JO&SO

Casa Soenga
– Vieira do Minho

This charming holiday home is an hours drive from Porto, and it’s a great choice for those seeking a relaxing, nature-infused break not far from the city. Surrounded by a lush forest and with views of the mountains and river, Casa Soenga has three bedrooms, three bathrooms, a fully equipped kitchen and a saltwater swimming pool. The nearby Peneda-Gerês is one of Portugal’s most incredible national parks, boasting hiking trails, waterfalls and untouched forests.

<orange>Looking for more options in The North of Portugal and the Douro Valley?<orange>
Buy the full list: 11 Handpicked Holiday Homes and Villas in The North of Portugal, including the Douro Valley

Holiday Homes, Apartments and Villas in the Azores and Madeira

The Portuguese islands of the Azores and Madeira are small groups of beautiful volcanic islands located in the middle of the Atlantic Ocean.

Madeira is a four-island archipelago while the Azores is composed of nine smaller islands, offering a more rugged nature-based experience. Even though Madeira has a larger tourism infrastructure than the Azores, we actually think that the Azores offers a wider choice when it comes to boutique small hotels and holiday homes.

Scroll below to discover some of our tops picks for Holiday Homes, Apartments and Villas in the Azores and Madeira.

Quinta dos Peixes Falantes in Ribeira Grande, Azores

Quinta dos Peixes Falantes
– São Miguel, Azores

Two beautiful and well-equipped studios and a couple of one-bedroom houses in Ribeira Grande, with access to a private garden and swimming pool. The holiday homes are surrounded by a garden that guarantees silence and total privacy for an immersive experience in the Azores.

Rear view of the outside of Pink House Azores, a boutique guesthouse in São Miguel.

Pink House Azores
– São Miguel, Azores

We love the look of this restored old barn turned into designer boutique accommodation, just a 7-minute drive from the historical centre of São Miguel in the Azores. There’s a seasonal outdoor pool.

La Maison by White Exclusive Suites & Villas in São Miguel in the Azores.

La Maison
– São Miguel, Azores

Surrounded by gardens, La Maison is a spacious four-bedroom villa in Lagoa, on the island of São Miguel in the Azores. It offers a private heated pool, and it’s only a five-minute walk to the beach. La Maison is owned by boutique hotel White Exclusive Suites & Villas, just 50 metres away.

Aerial view of Lava Homes, a special resort on the island of Pico in the Azores.

Lava Homes
– Pico, Azores

This special resort on the island of Pico has a small village feel, offering panoramic sea views and an incredible heated swimming pool (14x5m). There are fourteen accommodation units, from one to three bedrooms, all with kitchenettes and breathtaking views of the north Atlantic. There’s also a grocery store and a restaurant, offering both dine-in and take-away options.


Three House Hotel - Holiday Apartments in Madeira Handpicked by JO&SO

Three House Hotel Apartments
– Funchal, Madeira

The Three House Hotel in the heart of Funchal offers various studios to two bedrooms apartments with kitchenettes and access to the hotel’s amenities, including the swimming pool. The roof terrace boasts one of the most beautiful views of Funchal.


Apartments Praça Amarela - Holiday Apartments in Madeira Handpicked by JO&SO

Apartments Praça Amarela
– Funchal, Madeira

These well-designed apartments all face one of the most picturesque squares in Funchal. Some nice touches include the artisan ceramics, original artworks, cotton bed linen and the complimentary bathroom amenities.

<orange>Looking for more options in the Azores and Madeira?<orange>
Buy the full list: 17 Handpicked Holiday Homes, Apartments and Villas in the Azores and Madeira

The Bundle - All of our Handpicked Lists of Holiday Homes, Apartments and Villas all over Portugal

Buy all the full lists: 150 Handpicked Holiday Homes, Apartments and Villas in Portugal

Click here to save 50% when you purchase our special bundle. For €15 you will receive all of our Handpicked Lists of Holiday Homes, Apartments and Villas all over Portugal + our bespoke Lisbon and Porto TipMaps + an exclusive bonus list of 40 sites for Glamping, Huts, Windmills, Tents and Tipis in Portugal for Outdoor Lovers.

Here's hoping you create new memories here in Portugal. Tag us on Instagram (we would love it if you do!) and let us know how it goes. 🤗

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Joana and Sofia

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© Photos by JO&SO and by each of the mentioned places.

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