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Holiday houses in Messejana

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Top-rated holiday rentals in Messejana

Guests agree: these stays are highly rated for location, cleanliness and more.

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Guest favourite
A modest white house with a red-tiled roof is set against a backdrop of green hills covered in blooming wildflowers. The exterior features vibrant blue trim around the windows and door, while a satellite dish is mounted on the roof.
Cottage in Cercal do Alentejo
4.87 out of 5 average rating, 106 reviews

Monte do Canavial

Main house with three bedrooms (one single + drawer bed + one with two single beds + double with suite) 2 full bathrooms, living room with fireplace, equipped kitchen, outdoor terrace with access to a grassy garden, with flowers and swimming pool. Annex with 2 bedrooms (double bed + two single beds), full bathroom, kitchen and living room support. Terrace. Autonomy between the two houses. 5 minutes from the village center, 10/15 minutes from beautiful beaches and the entire Alentejo coast to discover. A must-see!

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Top Guest favourite
Guest suite in Alcarias
4.99 out of 5 average rating, 129 reviews

Alentejo Zen | Private Pool, Brunch & Retreat for2

Escape to a fully private retreat in the heart of the Alentejo 🌾, designed exclusively for two guests. As the only guest accommodation on the property, Alentejo Zen offers complete privacy, a private pool, a homemade brunch included every day, daily housekeeping and thoughtful hospitality throughout your stay. Nestled in a peaceful village surrounded by nature and birdsong, it’s a place to slow down, reconnect & truly relax. Ideally located halfway between Lisbon/Algarve & 50 mn west coast

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Top Guest favourite
A covered porch features a comfortable sofa and a small table, offering serene views of the lake and surrounding greenery. Palm trees sway gently in the breeze, while a rustic wooden ceiling adds warmth to the inviting outdoor space.
Guest suite in Barragem de Santa Clara-a-Velha
5.0 out of 5 average rating, 189 reviews

Cabin Lake View at Cabanas do Lago

Take a moment, come to a quiet place, let yourself wonder. Concealed in the majestic scenery of “Cabanas do Lago” making an honest claim to be a walk away from the pure waters of Santa Clara Dam where if one so chooses can lose themselves in the beauty of this place. Here nature dances with the senses. The sights and sounds that surround this lovely setting will be etched to your memory. To wake up here, can be an amazing experience. Where the soft light of the morning gently wakes you up.

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Top Guest favourite
A bright living space features large open doors, providing a panoramic view of the ocean and surrounding mountains. Natural light fills the room, which contains two rattan chairs positioned on a polished wooden floor, with lush greenery visible in the background.
Home in São Lourenço
5.0 out of 5 average rating, 49 reviews

Portinho da Arrábida Cabin

Mountain Chalet, crafted entirely from wood, presents a blend of mountain and seaside serenity with walking distance from the beach! Accessible by foot (181 steps) or via a vehicle operated by staff for check in and out, the house guarantees absolute privacy. Each bedroom offers panoramic ocean vistas, ensuring every awakening is as breathtaking as the view. With relaxation at its core, the chalet offers an escape, where the hustle of cars are replaced by the smoothing presence of nature.

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Guest favourite
Home in Melides
4.93 out of 5 average rating, 14 reviews

Melides Sierra Villa & Tennis with heated pool

New opening 2025! Nestled in a beautiful countryside area you will find Melides Sierra Villa, a perfect family retreat to enjoy in all seasons of the year. Conveniently located, it will take you 12 min. drive to the village of Melides and less than 20 min. to reach some of the most amazing beaches of Portugal. This unique property is inserted in the landscape and offers several ambiences and lounge areas created by its different outdoor levels and a private tennis court to our guests!

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Guest favourite
A circular swimming pool is nestled within a grassy landscape, surrounded by rolling hills and oak trees. Sun loungers are positioned around the pool, creating a relaxing outdoor space. The sky transitions to soft hues of pink as dusk approaches.
Cabin in Grândola
4.92 out of 5 average rating, 74 reviews

Casolas, a place to reconnect

Monte das Casolas is a rural retreat nestled amid an unspoiled oak forest (Montado) in the countryside near Grândola. Surrounded by rolling hills and lush green or yellow landscapes, this enchanting destination offers an authentic experience where you will immerse yourself in peace and nature. The houses have a kitchen and a spacious living room and a lounge area with a wood-burning stove. There are three ensuite bedrooms with double beds. You will have access to a common swimming pool.

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Top Guest favourite
Villa in São Bartolomeu da Serra
5.0 out of 5 average rating, 33 reviews

Herdade Vicentina - modern home set in nature

Escape and unwind in this calm, stylish space. With large glass sliding doors enjoy the indoor-outdoor living spaces, loads of natural light, surrounded by the views of Alentejo nature. Take a dip in the infinity pool, bask in the sunshine, and gaze at the stars in the clear night sky. The house is situated on 9 hectares of land, a 12 minute drive from supermarkets in Santiago do Cacem, 30 mins to beaches, or 40 mins to Porto Covo a small quaint seaside town.

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Top Guest favourite
The exterior of the eco-friendly tiny villa is revealed at dusk, showcasing a large glass front that reflects warm interior lighting. A wooden deck features a small dining table with chairs, accompanied by an umbrella, while surrounding greenery adds to the natural setting.
Holiday home in São Luís
4.99 out of 5 average rating, 112 reviews

MOBA sol - Eco Tiny Villa in cork oak forest

Enjoy the tranquillity of nature, the fantastic views and the serenity for which the Alentejo is so well known. MOBA is a sustainable holiday accommodation surrounded by nature, yet within walking distance of the very traditional little village of São Luís – and only 15 km from the beautiful beaches of the Costa Vicentina. There is a pool and you will receive a breakfast basket every morning so that you can start the day relaxed on your terrace.

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Guest favourite
Home in Ervidel
4.9 out of 5 average rating, 73 reviews

Ervid'AL Xico do Moinho House

An authentic Alentejo House completely renovated with all the amenities and comfort. Located in a quite location, near to the Roxo Lake, Praia dos 5 Reis and Beja. The house consists of a main house (bedroom, living room, bathroom and kitchen); an outside terrace and dining area) and an annexe with a bedroom and bathroom. All with absolute privacy. A fantastic place to relax, recharge and enjoy simple thinks of life with family and friends.

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Guest favourite
A serene exterior view showcases a charming villa with a spacious terrace and a blue-tiled swimming pool. Lush greenery and yellow flowers frame the scene, while white walls and blue shutters complement the inviting space under a partly cloudy sky.
Villa in Messejana
4.97 out of 5 average rating, 59 reviews

Casa Da Fonte Nova, Messejana, Portugal

A little paradise in the typical Alentejo countryside, surrounded by olive and fruit trees, with a swimming pool open from April to November. As it’s an extremely quiet spot, the WiFi isn’t very powerful, but it works (a great opportunity to disconnect!). Ideal for nature lovers, with stunning sunrises, sunsets and wildlife all around. Access to the property is via a rural dirt road, typical for the area and accessible by standard vehicles.

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Top Guest favourite
Home in Garvão
5.0 out of 5 average rating, 17 reviews

O Montinho

It is in Montinho that we find three very important things in life: tranquility, nature and freedom. A perfect place to relax, with privacy, and recharge with family or friends. It is located 1 km from Garvão and 12 km from Ourique. Montinho offers you good dives, sunbathing, a beautiful sunset reading and a breathtaking view of Alentejo's nature. Finally, enjoy a barbecue with drinks and laughter and a magnificent view of a starry sky.

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Guest favourite
A modern house is depicted with a sloped roof and white walls, framed by greenery and a lawn. Large windows provide natural light, while a swimming pool in the foreground reflects the clear blue sky. Outdoor seating is visible on the terrace.
Cottage in Garvão
4.99 out of 5 average rating, 106 reviews

Monte Carpe Diem

Monte Carpe Diem is a property with 2.5 hectares (6 acres) located in Baixo Alentejo with a distance of 1km (0.6 miles) from Garvão and 13km (8 miles) from Ourique. As the name implies, we seize the day by enjoying the calmness of the countryside, the landscape, superb sunsets and amazing starry skies. To the west you can enjoy the Alentejo coast, and to the south the Algarve where we find the most magnificent beaches.

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