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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, 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!

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
Guest suite in Alcarias
4.99 out of 5 average rating, 128 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

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, 188 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.

Superhost
A natural swimming pool is visible in the foreground, reflecting clear blue water. The charming house features a traditional roof and a shaded outdoor seating area beside it. Surrounding greenery and a rustic stone wall create a serene atmosphere, inviting relaxation.
Villa in São Luís
5.0 out of 5 average rating, 54 reviews

Funky Porch Kitchen & Pool Countryside Style

Casa poldreirinhos de cima is a beautiful taipa house placed in a peaceful valley, located in the village of Lameiros. The House with a natural swimming pool (uv filtered) is on the edge of the small village, overseeing the valley. Although in the middle of the countryside of Alentejo, the access is easy accessible for all cars. Sao Luis, the charming village nearby (5 km), you can find markets, restaurants and other services. It is 20min drive to the beaches of Vila nova de Milfontes

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!

Top 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, 37 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.

Guest favorite
A modern villa is shown at twilight, featuring large glass doors that open to a spacious living area. A heated pool lies in front, reflecting the sky's pink and blue hues. A staircase leads to the rooftop, showcasing the seamless connection to outdoor spaces.
Condo in Santa Bárbara de Nexe
4.94 out of 5 average rating, 240 reviews

New Sea View Villa, Heated Pool, Rooftop Jacuzzi

Discover modern Mediterranean-inspired living at this exquisite villa in Santa Bárbara de Nexe. Minutes from Faro Airport and Almancil, this serene retreat offers a heated pool, rooftop jacuzzi, seamless indoor-outdoor living, an outdoor kitchen, and elegant Mediterranean-style interiors. Perfect for families, couples, or groups seeking a memorable getaway with hiking trails, countryside views, and access to beaches, golf courses, shopping, and dining. Send us a message!

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.

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, 111 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
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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