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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
A living area features a comfortable sofa adorned with cushions, a coffee table, and a television on a shelf. Natural light enters through a window with a partially open shutter. Decorative elements include artwork on the wall and a light hanging above the seating area.
Home in Melides
4.96 out of 5 average rating, 212 reviews

Pinheiro da Chave Hill

Small, rustic Alentejo house, renovated, with the essential comforts to enjoy the tranquility of the countryside, but also close to the immensity of the sea. Private, fenced space, with 2 houses nearby, belonging to the owner, with little movement and absolute discretion. It has a barbecue and a covered space for outdoor dining. Access: 2.5 km from the village of Melides, where you can buy all the necessary consumer goods at the Market and Minimarkets, as well as shops, cafes and restaurants.

Top guest favorite
A contemporary villa exterior showcases clean lines and large glass windows. A private heated pool is framed by sun loungers, while a shaded outdoor dining area is positioned under a pergola. Lush greenery surrounds the property, enhancing the tranquil atmosphere.
Villa in Almancil
5.0 out of 5 average rating, 9 reviews

Brand-New Quinta do Lago Villa Heated Pool&Jacuzzi

Welcome to Villa Cielo, a Mediterranean-inspired retreat in Quinta do Lago. This luxurious villa features a private heated pool, rooftop jacuzzi with fire pit, and a fully equipped outdoor kitchen. With four en-suite bedrooms, a staff room, an elevator, and a playroom with ping-pong, pool table, big screen TV, perfect for families or groups. Located near The Campus sports complex, award-winning golf courses, fine dining, Villa Cielo offers the ultimate blend of luxury, comfort, and convenience.

Guest favorite
Tiny home in Porto Covo
5.0 out of 5 average rating, 5 reviews

Design Cabin with Private Outdoor Living

This design focused tiny home is on a 105ha farm 10 minutes from the beautiful beaches of Porto Covo, with a private lake. So close to the beach, and with all the charm of the Alentejo countryside. A large deck opens from the kitchen and living room, with outdoor seating, and another sunset deck with an outdoor bath. Inside you will find a fully functioning kitchen, bathroom, a double bed and a mezzanine up the ladder with another double bed. Perfect for a romantic weekend or a family getaway.

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, 187 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.

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
5.0 out of 5 average rating, 51 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

Superhost
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, 66 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
Tall cork and olive trees surround a treehouse, blending harmoniously with the natural landscape. Sunlight filters through the foliage, casting dappled shadows on the ground. The treehouse structure is partially visible, elevated above the underbrush.
Treehouse in São Martinho das Amoreiras
4.82 out of 5 average rating, 272 reviews

Silent Paradise in a Tree House - Monte Huam Hu

In the south Portugal, in the middle of the Alentejo, lies a powerful gem. In the midst of a forest that has been untouched for decades lies the tree house. Ancient cork oaks, olive trees and birds surround you. You sleep in the the pure nature and experience the power, silence and coolness of the forest. Up on the hill you have a wonderful view. There is an outdoor kitchen with a fireplace, and a shower. There is the possibility to rent a caravan and to put up your own tent or van.

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, 35 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
4.88 out of 5 average rating, 26 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
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
5.0 out of 5 average rating, 149 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
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
5.0 out of 5 average rating, 152 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
4.97 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.

Popular amenities for Vale de Santiago vacation rentals