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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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Top guest favorite
Guest suite in Alcarias
4.99 out of 5 average rating, 121 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 outdoor seating area features a plush sofa with light-colored cushions, complemented by natural wood benches. Views of the lake and surrounding hills can be seen through wide openings, enhancing the connection to nature.
Guest suite in Barragem de Santa Clara-a-Velha
5 out of 5 average rating, 234 reviews

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.

Top guest favorite
The villa is set within lush greenery, featuring a spacious dark pool surrounded by lounge chairs and a shaded area. A solar panel roof is visible, and the surrounding landscape includes natural stone formations and trees, enhancing the sense of privacy and tranquility.
Villa in Faro District
4.94 out of 5 average rating, 53 reviews

Villa 'Luar do Algarve' | Nature and Relaxation

Villa with pool, jacuzzi and stunning views of the Algarve and the Atlantic Ocean! Located in a secluded natural setting surrounded by trees, Luar do Algarve is the perfect retreat for those seeking peace and privacy during their vacation. With a large dark-colored pool and spacious terrace, it offers an exclusive setting to enjoy the sun and the panoramic views that extend to the horizon. It is located only 35 minutes away from the best beaches in Europe, yet far from the hustle and bustle.

Top guest favorite
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 out of 5 average rating, 47 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

Top guest favorite
A single-story country house is set against a fading twilight sky. The structure features a tiled roof and light blue accents on the whitewashed walls. An outdoor patio area is surrounded by gravel and shaded by mature trees, offering a peaceful setting.
Home in Arieiro
4.97 out of 5 average rating, 118 reviews

Monte Da Rocha

Escape to a charming traditional Alentejo house in the middle of nature. Just 15 minutes from the beaches of Porto Covo, and 30 minutes from the golden sands of Vila Nova de Milfontes and Comporta, all known for their natural beauty and serenity. Although secluded, the house is only a 5-minute drive from Santiago do Cacém, where you’ll find supermarkets, restaurants, and a historic center with a castle. The perfect base for a relaxing getaway with easy access to the best of the Alentejo.

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
4.91 out of 5 average rating, 45 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
An outdoor fire pit is surrounded by a stone seating area, with flames creating a warm glow. The structure features beige walls and a terracotta roof, with two red doors visible in the background, framed by greenery and soft outdoor lighting.
Villa in Cercal do Alentejo
4.94 out of 5 average rating, 16 reviews

Eclectic Monte Laginha @ Alentejo (Surf & Beach)

Our home is an agricultural cottage renovated into an open plan loft with 3 bedrooms (2 in mezzanine open style/no privacy/no tall people) located in the traditional Alentejo hills and 30min drive from beaches and surf schools of the Vicentina Coast. The village of Cercal is 10 min drive away. We both grew up in the area since babies and therefore we love coming here throughout the year. Having this 'monte' is a refuge for us which we enjoy to connect with nature and the sea.

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
4.93 out of 5 average rating, 214 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!

Guest favorite
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
4.91 out of 5 average rating, 23 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
The modern tiny house features a cork façade and large glass windows, allowing abundant natural light to filter into the interior. A gentle slope of gravel leads up to the entrance, framed by lush greenery and trees, emphasizing the serene natural surroundings.
Tiny home in São Luís
5 out of 5 average rating, 149 reviews

MOBA vida - Eco Tiny House 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
4.96 out of 5 average rating, 54 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.

Guest favorite
A bright, modern tiny house features an open wooden deck with a private pool. The structure has a unique angular design with large glass doors, allowing sunlight to illuminate the interior. Outdoor seating is arranged beside the pool, creating a relaxing environment.
Camper/RV in Melides
4.97 out of 5 average rating, 100 reviews

Tinyhouse Hostage I - Melides

A wooden tiny house, located in Melides, where the magic of nature blends with modern and minimalist comfort. Our guests can count on a cozy room that includes an irresistible double bed, positioned under a window overlooking the sky, giving them the opportunity to gaze at the stars until they fall asleep. This accommodation has a private pool on the porch and is just a 5-minute drive from the stunning Melides Beach.

Popular amenities for Vale de Santiago vacation rentals

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