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

November 6, 2023

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).

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.

The Lisboans - holiday apartments in Baixa, Lisbon.

The Lisboans
– Sé, Lisbon

These serviced stylish apartments are set in a stunning townhouse right in the heart of Downtown Lisbon's Baixa neighbourhood, a stone's throw away from the best historical sightings. All the accommodation types showcase their exclusive interior design, with a choice of one to two bedrooms, and every living room comes furnished with a sofa bed. Daily cleaning, laundry services and breakfast are included, which is a lovely touch.

Dona Graça Serviced Apartments

Dona Graça
– Graça, Lisbon

Dona Graça offers gorgeous boutique serviced apartments in the heart of Graça, an old and charming neighbourhood built on the hilltops of Lisbon. This elegant and intimate 19th-century house offers eight stunning independent apartments with a peaceful atmosphere. The well-kept secret here is the private orange tree garden with a swimming pool, perfect for recharging after a busy day walking up and down the hills of Lisbon. Breakfast is delivered daily to your door.

Look Living, Lisbon Design Apartments
– Near Cais do Sodré, Lisbon

The Look Living apartments in Lisbon are nestled between the Cais do Sodré and Santos neighbourhoods, renowned for their waterfront promenades, historic Time Out Market, bustling nightlife, and a mix of contemporary art galleries and antique shops. Renovated by Florêncio Pedro Arquitectos, The Look Living apartments are set in a 19th-century palacete with distinctively Lisbon interiors. The spacious apartments feature a blend of tiles, wood and minimalist décor with an emphasis on Portuguese brands.  Services include breakfast delivery and a personalised concierge.

Casa na Portuguesa holiday apartment in Bica-Chiado in Lisbon.

Casas na Portuguesa
– Bica-Chiado, 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.


Patio São Vicente

Patio São Vicente
– Alfama, Lisbon

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

Hermitage Castelo - Casa Chafariz - Serviced Apartments in Santos in Lisbon

Hermitage Castelo - Casa Chafariz
– Santos, Lisbon

Five fully serviced one and two-bedroom apartments set in a beautiful historical building facing a charming square near the waterfront. Santos is one of Lisbon's most typical neighbourhoods and is also viewed as the city’s design district.

Tejo Twilight is an holiday apartment in Príncipe Real, Lisbon.

Tejo Twilight
– Príncipe Real, Lisbon

Artfully designed to make the most out of Lisbon’s dazzling light and stunning skyline, this two-bedroom home in the city’s upscale Príncipe Real neighbourhood is an ideal base for those looking for a stylish, central stay.

Gallop is an holiday apartment in Sé in Lisbon.

– Sé, Lisbon

This characterful four-bedroom Lisbon apartment features high ceilings, large windows with original wooden shutters and solid walnut floorboards. There’s an eclectic collection of furniture that works well with the lavish bones of the place, creating an atmosphere that feels grand yet homely. Step outside, and you’ll find yourself right in the historic centre of Lisbon, between Baixa and Alfama.

Vogue - Holiday Apartment near Cais do Sodré in Lisbon.

– near Cais do Sodré, Lisbon

Located near the nightlife hotspot, Cais do Sodré and the iconic food Time Out Food Market, this contemporary two-bedroom apartment offers exposed walls and warm wood to create a luxe but inviting feel.

Casa R&R is an holiday apartment in Estrela in Lisbon.

Casa R & R
– Estrela, Lisbon

This two-bedroom apartment in Estrela offers boho decor, where rattan and wicker furniture blend in among earthy tones and flourishing indoor plants. There’s an inviting private terrace plus the building’s communal amenities such as an indoor swimming pool, a fitness room and a sauna.

SeaYa Villas

SeaYa Villas
– Cascais

Sea’Ya Villas 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.

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.

Princely Attire is an holiday villa in São João do Estoril, Lisbon.

Princely Attire
– São João do Estoril, Lisbon

Perched on the cliffs of Estoril, this remarkable eight-bedroom villa boasts sweeping ocean views. Recently the house was beautifully renovated by renowned Portuguese architect Manuel Aires Mateus, known for his minimalist yet elegant style.

There’s a private path that leads directly down to the beach (Praia da Azarujinha) and a heated swimming pool, making this an excellent option for a family or large group looking for a seaside villa near Lisbon. 

Outpost Casa das Arribas in Sintra

Outpost Casa das Arribas
– Colares, Sintra

Casa das Arribas is perched on the cliffs just outside the picturesque village of Azenhas do Mar in Sintra, offering an unbeatable view of the coast from Cabo de Roca to Ericeira. It comprises seven apartments with fully equipped kitchens and a vast shared garden with a swimming pool, yoga studio, tennis court, spa, BBQ area and numerous sitting areas with views of the Atlantic Ocean.

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.

Areias do Seixo Villas in Santa Cruz

Areias do Seixo Villas
– Santa Cruz

Areias do Seixo Villas are located on the west coast of Portugal, only a 50-minutes drive north of Lisbon. Boutique hotel Areias do Seixo has created five unique three-bedroom villas, each with an outdoor terrace, a private pool, a fireplace and a fully equipped kitchen. Santa Cruz beach is only a 10 minute walk from the villas.

Bear in mind that while the villas are perfect for families, that Areias do Seixo Hotel’s main building (bedrooms, restaurant, spa and outdoor swimming pool) is designed for people over 16 years of age. However, children can access the reception, lobby, bar and terrace areas, between noon and 6pm, namely, for light meals service. Those seeking something more adventurous can also stay a the Shelter, a glamping experience by the lake.

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.

Living room at B28 Apartments, one of the best serviced apartments in the heart of the historical centre in Porto.

– Historic Centre, Porto

B28 Apartments are set in an authentic 17th-century Porto bourgeois building which has been renovated with extreme care to bring back its original splendour. The seven fully equipped apartments are flooded with light and are beautifully decorated. We love the minimalist decoration, intricate ornate ceilings and hardwood custom doors. These are among some of the best serviced apartments in the centre of Porto, and we highly recommend them.

Armazém Luxury Housing Apartments

Armazém Luxury Housing Apartments
– Historic Centre, Porto

These stylish apartments are run by Armazém Luxury Housing, one of our favourite boutique hotels in Porto. The apartments are located just a few metres from the hotel, in the historic centre of the city.

Village Aparthotel By BOA in Porto

Village Aparthotel By BOA
– Historic Centre, Porto

A 19th-century neighbourhood in Porto has been turned into 40 accommodation units across five restored buildings. Village by BOA features fully furnished apartments ranging from one to two bedrooms, designed with natural materials and a neutral colour scheme. The hotel's web app allows guests to manage reservations and book tours, while The Space, a penthouse venue atop the building, hosts exclusive boutique events.

Communal area at Torel 1884 Suites & Apartments, one of Porto's best boutique hotels

Torel 1884 Suites & Apartments
– Historic Centre, Porto

Torel 1884 Suites & Apartments is a luxury boutique hotel in the historic centre of Porto that caters to those who seek more than just a room key. With elegant rooms and suites in a former palace on Rua de Mouzinho de Silveira and exclusive apartments on Rua das Flores, the hotel offers a unique and historic accommodation experience. The 12 rooms and suites are themed after continents, while the 11 apartments are named after exotic materials brought back by explorers.

Condes de Azevedo Palace Apartments - Lovely serviced apartments are set in a unique renovated 13th-century palace in downtown Porto.

Condes de Azevedo Palace Apartments
– Historic Centre, Porto

These lovely 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 - a hotel unit in Porto offering 16 stylish fully-equipped apartments, each uniquely decorated.

S.Bento Residences
– Historic 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.

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.

Baumhaus Serviced Apartments
– Boavista, Porto

Designer apartments set in a gorgeous four-storey building in the centre of Porto. Guests can also enjoy a beautiful garden with an iconic pine tree, perfect for relaxing after a day exploring the city.

Super Naturals is an holiday apartment in Cedofeita in Porto.

Super Naturals
– Cedofeita, Porto

This pretty studio apartments is located in Cedofeita and offers a lovely outdoor terrace. Within walking distance to the historical centre and all the best sights.

Flattered to be in Porto - Serviced Apartments situated in the residential neighbourhood Foz do Douro in Porto.

Flattered to be in Porto
– Foz do Douro, Porto

Flattered to be in Porto offers beautifully designed serviced apartments located by the beach in the seaside district of Foz do Douro. The five uniquely decorated apartments were renovated by local architects Barbosa & Guimarães. Design lovers will admire the bespoke bookcases, vintage furniture, designer lighting, and sumptuous fabrics. The kitchens are very well equipped which makes these apartments a great choice for longer stays or families. Some of the apartments enjoy lots of natural light and sea views.

Casa Castanha - Holiday Home in Porto Handpicked by JO&SO

Casa Castanha
– Massarelos, Porto

Casa Castanha 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.

Home Waters is an holiday apartment in Foz do Douro in Porto.

Home Waters
– Foz do Douro, Porto

With its feet right in the sand, this modern one-bedroom apartment couldn’t be closer to the beach. Windows perfectly frame the Atlantic, while the interior takes inspiration from its surroundings. The apartment is within walking distance to many great restaurants and bars, and it’s only a 15-minute ride to Porto’s centre on the bus or tram (Uber, Bolt etc. widely available).

Starboard Waters in an holiday apartment in Foz do Douro in Porto.

Starboard Waters
– Foz do Douro, Porto

This contemporary two-bedroom apartment sleeps up to five people each and are a two-minute walk from Praia do Carneiro, in the neighbourhood of Foz do the Douro. After a busy day exploring the city or chilling at the beach, relax on the big L-shaped sofa.

Leeward Waters in an holiday apartment in Foz do Douro in Porto.

Leeward Waters
– Foz do Douro, Porto

In the same building and similar design-wise to our previous pick. 

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 Modernist - Holiday Apartments in the Algarve

The Modernist
– Faro

The Modernist offers six minimalist apartment-style suites in the centre of Faro. Set in a genuine 1970s modernist building, each suite has been restored with full respect for the original mid-century modern design. There's a shared garden patio, a rooftop where you can enjoy panoramic views of the Ria Formosa Natural Park, and an outdoor shower. Discover Faro's architectural gems with the self-walking tour created for guests.

Casa da Oliveira, Monte Branco. An holiday home in Aljezur in the Algarve.

Casa da Oliveira - Monte Branco
– Aljezur, Algarve

Casa da Oliveira - Monte Branco is a whitewashed traditional home that has been meticulously restored by its owner, an interior architect.
Located in rural Aljezur, in the western Algarve, the house showcases a harmonious blend of natural materials, such as solid wood and cosy wool rugs, which pay homage to the traditional charm of both the building and the Portuguese village it resides in.

Flattered to be in Algarve – Holiday Apartment in Tavira, Algarve

Flattered to be in Algarve
– Tavira, Algarve

Located just a short walk from the picturesque Tavira's Old Town, these two beautifully designed minimalist apartments are set within the beautifully renovated Convento das Bernardas building - a former monastery transformed by the acclaimed Portuguese architect Eduardo Souto de Moura.

These serviced apartments feature two bedrooms, a living room, a fully-equipped kitchen, designer furniture,  100% Egyptian cotton Percale bed linen, and Oliófora toiletries - plus a breakfast basket is delivered to your door each morning. With breathtaking views of the Tavira saltpans and access to secluded beaches, the two apartments at Flattered to be in Algarve accommodate up to six guests each. The complex has two saltwater swimming pools.

The Lemon Lodge - Holiday Homes in Aljezur in the Algarve

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.

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.

Under Canvas - Holiday Home in Portimão in the Algarve.

Under Canvas
– Portimão, Algarve

This fantastic six-bedroom home in the city of Portimão belongs to Dutch artist Eric de Bruijn. The riad-inspired courtyard offers a black swimming pool and dusty pink walls with beautiful tall cacti. Sleeps up to 14 people.

Portimão is not the prettiest city in the Algarve, but it has its charm. The famous sandy beach Praia da Rocha beach is a 15-minute walk away, and there are plenty of beautiful beaches a short drive away. The holiday home is also within walking distance to many good casual eateries, plus one of Algarve’s best Michelin-starred restaurants, Vista.

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.

Casa Maritima is an holiday villa in Carvalhal, in Comporta.

Casa Marítima
– Comporta, Alentejo

This stunning five-bedroom villa near Pego and Carvalhal beaches in Comporta boasts a dreamy infinity pool and lush garden. Walk along the sensory path lined with fragrant rosemary, lavender, and more. The spacious villa features Comporta-style architecture, three double-bedroom suites, and an open-plan living room and kitchen that leads to an outdoor terrace. Decorated by Barracuda Interiors with a mix of Portuguese crafts and late-20th-century furniture, it also showcases a collection of ocean-related objects reflecting the owner's passion for the sea.

Cabana Lavanda, a holiday home in Comporta.

Cabana Lavanda

Cabana Lavanda is a boutique villa in Comporta, surrounded by fragrant lavender fields. It boasts four bedrooms: three en-suites on the ground floor and one on the upper floor, complete with its own living area. With the capacity to comfortably accommodate ten people, it serves as an ideal retreat for family gatherings or groups of friends. Some of the highlights include a spacious kitchen that opens up to the living room, with exposed wooden beams, large windows, cosy sofas, plus heated floors and an indoor fireplace. Outside, a boomerang-shaped 18-metre length infinity pool, poolside cabin, dual porches, and a terrace provide a variety of spaces to savour the holiday.

Swimming pool and sun loungers at Casa de Arroz villa in Comporta

Casas de Arroz
– Comporta, Alentejo

Casas de Arroz offers a peaceful refuge in the village of Possanco, just a few minutes from Comporta's famous beach and picturesque port. Casas de Arroz consists of four independent cabins that overlook the rice fields and meadows, with an infinity pool and a white sand garden. The cabins are made of traditional masonry, thatch, and local wood, paying tribute to the fishing huts of Comporta. The rooms are sunny, comfortable, and open to the outside, with individual terraces.

Campo de Arroz, a white beach house with a swimming pool in Comporta surrounded by foresto

Campo de Arroz
– Comporta, Alentejo

Campo de Arroz is a holiday villa with an inviting swimming pool located in Comporta’s magnificent rice fields near the beaches of Carvalhal and Pego. With the capacity to accommodate up to 10 people, the house comprises a main house and an independent cabin set in a beautifully landscaped garden. You can rent the home and the cabin together or separately, and in the latter case, the swimming pool area is exclusively reserved for the main house guests.

Swimming pool and sun loungers at Flor de Arroz, a holiday villa in Comporta

Flor de Arroz
– Comporta, Alentejo

This gorgeous boutique stay offers a two-bedroom villa with an adjacent two room cabin, accommodating up to eight people in total. Flor de Arroz is located at the foot of the magnificent rice fields of Comporta in Lagoa Formosa.

Outdoor terrace and swimming pool at Manos 114, a three-bedroom villa in Comporta

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.

Casa de Cantoneiros, holiday villa in Comporta.

Casa de Cantoneiros
– Comporta, Alentejo

This pretty holiday home in Comporta has six en-suite bedrooms, a fully equipped kitchen, a garden and a heated salt-water swimming pool. The villa is a ten-minute drive from the beaches of Comporta, Pêgo, Carvalhal and Aberta-a-Nova, and a five-minute walk from the village of Muda.

Casa Branca na Muda is an holiday villa in Comporta

Casa Branca na Muda
– Comporta, Alentejo

An industrial-style six-bedroom villa nestled in the peaceful village of Muda, minutes from the best beaches in Comporta. Enjoy spectacular views in a stylish space, with wall-to-wall open views of the countryside. This home was custom built and furnished with great attention to detail.

Casa dos Brejos is an holiday villa n Comporta.

Casa dos Brejos
– Comporta, Alentejo

This luxurious six-bedroom villa comprises handcrafted wooden structures that sit atop shimmering sand, with a beautiful pool at its foot. The kitchen offers original, striking touches with its black cabinets, glossy tiles, and an angular island.

Precious Cabin in Comporta - Holiday Home

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.

Living room with floor to ceiling windows overlooking the garden, at 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.

Pateos, holiday home in Melides

– Melides, Alentejo

Pa.te.os is a collection of four stunning holiday homes in Melides designed by the well-known Portuguese architect Manuel Aires Mateus. Be surrounded by the gorgeous landscape of Alentejo at one of these four stunning architect-designed houses, available to rent individually or as a complete set. There’s a shared infinity swimming pool, serene courtyards, on-demand massages, and private yoga classes. Wake up to a delicious breakfast prepared in the comfort of your own house.

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.

Herdade do Frei Cuco is an holiday home in Santiago do Cacém in Alentejo.

Herdade do Frei Cuco
– Santiago do Cacém, Alentejo

A three-bedroom holiday home with a swimming pool located in Santiago do Cacém’s countryside but also only 7km from the beach. Perfect for those seeking silence, nature and relaxation.

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.

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.

Modern Talking is an holiday villa in Braga.

Modern Talking
– Santa Leocádia, Braga

This striking three-bedroom holiday home is located in the village of Briteiros, near Braga and also Guimarães, two of Portugal’s oldest and most charming small cities. Highlights include the walls of glass, the impressive collection of Mid-century furniture, the glass windows, a home library, a movie projector and a refreshing lap pool.

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

Casa Soenga
– Caniçada, 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.

Casa dos Cabeçudos, holiday villa in Afife in Viana do Castelo.

Casa dos Cabeçudos
– Afife, Viana do Castelo

This four-bedroom villa features a patio with garden views, an outdoor swimming pool and a terrace. Casa dos Cabeçudos is located in Afife, near the beach of Praia da Arda.

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.

Two beautiful and well-equipped studios and a couple of one-bedroom houses at Quinta dos Peixes Falantes in Ribeira Grande, in São Miguel in the Azores.

Quinta dos Peixes Falantes
– São Miguel, Azores

Quinta dos Peixes Falantes is a rural retreat nestled on the idyllic north coast of São Miguel Island. The estate offers two beautifully furnished studios and two cosy one-bedroom houses surrounded by a garden with a swimming pool. Breakfast is not included in the price, but it can be served upon request.

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

Pink House Azores
– São Miguel, Azores

We love the look of this restored old barn turned into design boutique accommodation, a seven-minute drive from the historical centre of São Miguel. The property comprises two units: a three-bedroom house and a studio with garden views, both featuring well-equipped kitchens. There’s a communal seasonal outdoor pool, daily cleaning, and a delicious seasonal breakfast served each morning.


La Maison, an holiday home in Sao Miguel in 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.

Azores Wine Company in Pico

Azores Wine Company
– Pico, Azores

Azores Wine Company is a winery offering architect-designed serviced apartments on scenic Pico Island in the Azores. This winery pays homage to Azorean wine, capturing the tradition of old Pico wineries where people would drink, eat, and sleep. There's a tasting room, a restaurant, plus five stunning apartments, including four studios and a two-bedroom apartment. Savour rare wines in your own room with climate-controlled mini-wineries.

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 to it, offering panoramic sea views and an incredible heated swimming pool (5x14m). There are fourteen accommodation units, from one to three-bedrooms, all with kitchenettes and breathtaking sea views. 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.


Set on the Sea is an holiday apartment in Ponta do Sol in Funchal, Madeira.

Set On The Sea
– Ponta do Sol, Funchal, Madeira

Perched above the town of Ponta do Sol on Madeira’s south coast, this one-bedroom apartment embraces minimalist modern architecture. An inviting infinity pool is shared with one other apartment, along with the hillside hot tub. It’s a six-minute walk into the centre of Ponta do Sol, where there’s a handful of cafés, bars and restaurants and a local grocery shop. The larger town of Ribeira Brava is a 10-minute drive away.


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.

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

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

Please note that sometimes we use affiliate links and receive a small referral commission from sales, at no additional cost to you. Everything we recommend in our website is handpicked by ourselves and 100% because we like it. By booking through JO&SO you are supporting what we are doing, helping us to keep running the website.

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