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Holiday houses in Santiago dos Velhos

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Top-rated holiday rentals in Santiago dos Velhos

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

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Top Guest favourite
A spacious garden area is visible, featuring a serene infinity pool bordered by sun loungers and palm trees. Lush greenery surrounds the pool, while ocean views extend in the background under a clear sky.
Home in Alcabideche
4.86 out of 5 average rating, 296 reviews

Charm & Design in a House with a Pool and Magnificent View of the Sea and Mountains

Watch the “blackbirds” in the morning, the sunset, enjoy the calm and tranquility. Enjoy the unique sea and mountain view from the private lounge, the infinity pool, the “Serra de Sintra” - the magical mountain, its enchanted forests, convents and palaces. Possibility to include a work desk. There is also the possibility of accepting wedding celebrations, if it is for small groups, for an additional fee. For more information, contact the host directly. A mountain Villa built over 100 years ago, set on an imposing rock with a unique setting and a breathtaking view over the sea, the city, Cascais and the mountain where it is located. The house has been recently remodeled and expanded with a modern and design construction enjoying the view and the surroundings. You can see from the top of the Sintra Mountains, to Guincho to Cabo Espichel. A stone's throw from the hiking trails of the Sintra Mountains and its monuments, and next to good restaurants and cafés with a good atmosphere, the small village has a supermarket and pharmacy for your peace of mind. Guests have at their disposal a house with 2 bedrooms, living room and kitchen, fully private and access to a large garden with an infinity pool where they can enjoy the wonderful view. I live on the property and am available to share stories and information about the area. I love cycling and I know the Serra like the back of my hand. I can share the secrets of the mountains and advise on the best restaurants in the region. Malveira da Serra, a picturesque village near Cascais and Lisbon (20 min), with hiking trails in the Sintra Mountains and its monuments. Guincho Beach and its wild dunes with their unique beauty are a paradise for Surf/Kite-surf/Windsurf. I advise using your own car.

Guest favourite
An open space accommodation features a natural stone wall alongside a spacious bed. A large potted plant adds greenery, while a comfortable sofa and a rustic wooden coffee table complete the area. Framed artwork is displayed on the wall, enhancing the overall aesthetic.
Place to stay in Mafra
4.92 out of 5 average rating, 84 reviews

Suites D'aldeia, Suite 16

Surrounded by gardens and vineyards, the Suites D'aldeia are houses transformed into large open spaces with double-height ceilings that make the Suites d'aldeia a unique project, respecting the history of this village with little more than 20 houses. With a focus on recycling materials for the reconstruction of these old, long-uninhabited dwellings, a unique, fresh concept with a lot of soul and affection was born, with the expectation of creating experiences and excellent moments for all guests.

Top Guest favourite
A charming house is nestled among greenery, featuring a well-maintained lawn and a variety of outdoor seating options. The exterior showcases a blend of stone and modern architecture, complemented by a shaded area adorned with a sun umbrella. The backdrop includes gently sloping hills and vibrant blue sky.
Cottage in Cheleiros
4.99 out of 5 average rating, 107 reviews

Cosy house in the valley & hottub -Casas Rio Verde

A cosy house set in a beautiful valley. Enjoy the home comfort while in the beauty of nature trees and stars.Fully-equipped with everything you need for a romantic getaway, it's the perfect little nest for nature lovers. A pellet stove warms your winter. It has a private outdoor space with dining table and bbq with direct access to the house. You can relax in our big shared garden with jacuzzi and daybed. Close to Lisbon (40 minutes),Sintra (15 minutes), Ericeira (20 minutes), Mafra (10 minutes)

Guest favourite
The exterior of the cottage showcases a rustic facade with a terracotta roof, framed by vibrant green plants. A pathway leads to an open door, inviting guests into a serene space surrounded by natural beauty.
Farm stay in Colares
4.95 out of 5 average rating, 58 reviews

Stunning Home w/Private Gardens & Beach Access

Caso no Campo is an entirely unique oceanside farm cottage set within Quinta Kismet, located by the beach in Sintra’s National Park. Overlooking the Atlantic Ocean, this stunning coastal property is sited within Portugal’s most picturesque cliff top village, Azenhas Do Mar, yet boasts 2 acres of expansive private gardens, organic vegetable plots, stunning sea views, a steaming hot tub and a kids organic play area, all just a moments walk from Azenhas do Mar beach and its famous sea pool.

Guest favourite
A spacious living area features wooden flooring, highlighted by a sectional sofa and various modern furnishings. An upper loft space is visible, equipped with exercise equipment. Large windows allow natural light to illuminate the room, creating a bright and open atmosphere.
Home in Lisbon
5 out of 5 average rating, 76 reviews

Design & Open Spaces | Luxury 5BR Architect Loft

Relax in this calm and elegant Loft. Just 10 mins from the city center, this architect-designed luxury Loft offers absolute tranquility in a traditional Lisbon neighborhood still largely undiscovered by tourists. In this up-and-coming area, you’ll find a variety of cultural venues and art galleries. With two charming interior patios, 5 bedrooms, a spacious living room, a gym, 3.5 bathrooms, and a fully equipped kitchen, the Loft provides all the comfort you need for an exceptional stay.

Guest favourite
Villa in Sintra
5 out of 5 average rating, 5 reviews

2BR Villa with Stunning Views in Romantic Sintra

Casa da Lapa is the perfect retreat to disconnect and embrace the magic of Sintra’s mountains, palaces, history, and lush forests. With timeless charm and roots in the 1920s, when it was the summer house of the Governor of India, it blends comfort and authenticity. Set on the path to the Mouros Castle and Pena Palace, with views to the Mafra Convent, and surrounded by nature and the iconic round stones "lapas", it invites you to relax, explore, and feel Sintra’s unique spirit.

Top Guest favourite
The modern house features an outdoor pool surrounded by sun loungers, framed by expansive views of the countryside. A large tree and rolling hills can be seen beyond the pool, suggesting a peaceful, natural setting.
Villa in Dois Portos
5 out of 5 average rating, 35 reviews

Quinta da Estima | House & Farm

Quinta da Estima House & Farm is a vacation home located in Folgorosa, a small village near Lisbon, in the wine circuit. Contemporary villa with wonderful pool and fantastic views. There is internet and quiet to work or rest. The Quinta is perfect for strolling and breathing fresh air. You can pick ripe fruit directly from the trees and shrubs to savor at the moment. Enjoy incredible scenery, leisure, sustainable agriculture and traditional Portuguese cuisine.

Guest favourite
An individual is seen relaxing in an infinity pool, with clear blue water reflecting the sunlight. The backdrop features lush green hills that provide a serene natural setting, enhancing the sense of tranquility.
Home in Mafra
4.93 out of 5 average rating, 95 reviews

Casas Tia Alice - Country Houses | Mafra | 2 Bedrooms

Between Mafra and the beaches of Ericeira you will find this magical place. Casas da Tia Alice are located in a very peaceful place, it has an amazing view to Tapada de Mafra and offers you the opportunity to relax and enjoy the countryside. The property has two houses and a common area with summer kitchen with barbecue, children playground and an infinity swimming pool. It's located in a 40 min from LISBON, 5 min from MAFRA and 15 min from ERICEIRA.

Guest favourite
A bright living area is presented with a gray sofa adorned with patterned cushions. A cozy daybed complements the space, featuring colorful decorations. Natural light filters through a sheer curtain, highlighting the wooden furniture and decorative plant on the table.
Home in Sobral de Monte Agraço
4.95 out of 5 average rating, 252 reviews

Almargem Hillside

Located 3.5 km from the village of Sobral de Monte Agraço, Encosta do Almargem offers a 1-bedroom villa for 4 people and a Studio for 3 people, both private in a family and quiet space 500 meters from the Church of Santo Quintino (built in Manueline style from 1520 and classified as a National Monument). Each accommodation has an exclusive space for sunbathing. The pool is shared between both, and is closed between November and mid-March.

Top Guest favourite
A serene sleeping area features a spacious bed dressed in neutral tones with decorative pillows. Natural light filters through large windows that frame a green landscape outside. A bedside table holds a book and soft towels are neatly arranged nearby.
Farm stay in Santiago dos Velhos
5 out of 5 average rating, 49 reviews

Country house - nature and horses

Quintinha dos Cavalos is located in Arruda dos Vinhos, 30 minutes from Lisbon. A retreat for a getaway for two, ideal for relaxing It is a little house in the countryside, with a breathtaking view, which provides a unique experience of rest and vitality, ideal for lovers of horses and nature The accommodation has a double bed, bathroom, kitchenette, air conditioning, television, Wi-Fi, barbecue facilities, saltwater pool and parking

Guest favourite
The exterior of Moinho das Longas is illuminated at dusk, showcasing its round, white structure and traditional windmill features. A softly glowing sign at the base presents the name 'Moinho das Longas,' complemented by a subtle backdrop of natural foliage.
Windmill in Montelavar
4.93 out of 5 average rating, 135 reviews

Moinho das Longas

In the heart of the rural area of the Sintra municipality, in the picturesque village of Anços, the Moinho das Longas is reborn — a traditional Portuguese windmill carefully renovated in 2025 to offer you a unique local accommodation experience. Perfect for unplugging, breathing fresh air, and enjoying special moments, book your stay now at Moinho das Longas in Anços — where tradition meets tranquility.

Top Guest favourite
A charming cottage exterior is surrounded by lush greenery, with a terracotta facade and arched doorways. A patio area is visible, featuring a small table and a parasol, providing a shaded spot to enjoy the serene environment.
Cottage in Sintra
4.98 out of 5 average rating, 237 reviews

Cozy Private Cottage with Fireplace & Outdoor Tub

Tranquil and secluded cottage in the hills of Sintra, set within a private historic estate once home to Sir Arthur Conan Doyle. Casa Bohemia offers absolute privacy, a light-filled living room with wood-beamed ceiling and fireplace, a queen bedroom with en-suite bathroom, and a private courtyard with an antique stone bath for romantic outdoor bathing. Garden, terrace, parking, and nature all around.

Popular amenities for Santiago dos Velhos holiday rentals