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Vacation rentals in Vale de Santiago

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Top-rated vacation rentals in Vale de Santiago

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

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Guest favorite
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, 107 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!

Top guest favorite
Villa in Cercal do Alentejo
4.97 out of 5 average rating, 59 reviews

Sesmarias MEL Twin house for large families

Sesmarias Mel is a traditional “Alentejana” style home located amongst the gorgeous rolling hills of the Alentejo region. The 90 ha property is situated just outside the quaint village of Cercal do Alentejo and is surrounded by the meadows and ancient cork-oak trees that are iconic to this part of Portugal. The tracks that pass the property and lead into the scenic surroundings provide ample opportunities for hiking/biking, and the beautiful beaches of the Alentejan Coast are a short drive away.

Top guest favorite
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.

Guest favorite
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!

Guest favorite
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.

Guest favorite
A tranquil outdoor space features a salt-water pool surrounded by landscaped grass. Sunlight casts a warm glow, highlighting a blue pool wall and a pathway of stepping stones leading to the water's edge. Olive trees provide a natural border, enhancing the serene environment.
Home in Monte Novo
4.97 out of 5 average rating, 38 reviews

Monte Alentejano with private pool

Monte Novo do Locário is the result of the restoration of a ruin and translates into a small paradise in the heart of Alentejo. The house consists of 2 bedrooms, one with a double bed, a living room, a dining room, a kitchen, a toilet, a porch and a barbecue. It also has a saltwater pool. The Monte is rented in its entirety, being for the exclusive use of the guests. Monte Novo is ideal for a vacation in the tranquility of the countryside with family or a group of friends.

Superhost
A charming white house is reflected in the calm waters of a nearby lake, framed by lush greenery and a blooming pink bush. The clear blue sky enhances the serene atmosphere, while a well-maintained pathway leads to the property.
Farm stay in Odemira
4.89 out of 5 average rating, 28 reviews

Monte do Belga

Enjoy nature in this unique location, in the heart of the Alentejo Coast. Renovated 2 years ago, it offers a serene atmosphere with a swimming pool, deck and porch, perfect for relaxing. Fruit trees, palm trees, a lake, woods and the harvest, give it its unique charm Located about 20 minutes by car from Vila Nova de Milfontes and Malhão Beach With comfortable indoor areas and a variety of outdoor environments, it is perfect for a family vacation or a quiet getaway.

Guest favorite
A terracotta pot filled with various succulents rests on a wooden table. In the background, lush green hills extend into the distance, showcasing a serene natural landscape under a clear blue sky.
Home in Odeceixe
4.99 out of 5 average rating, 150 reviews

Ahua Portugal: Relax in Comfort- Underfloorheating

Take a deep breath at Ahua Portugal. The house is located in the middle of hillside with spectacular views over the Seixe Valley and only 5km from Odeceixe Beach. The house is brand-new build with all the comforts, including: floor heating, high-speed fibre internet, comfy boxspring mattresses and generous outdoor patios. On the 180.000m2 property you will be completely private with acces to the Seixe river and beautiful walks while looking out on Serra de Monchique.

Top guest favorite
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.

Top guest favorite
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.
Vacation 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.

Guest favorite
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 saltwater 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 to all vehicles.

Top guest favorite
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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