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Holiday rentals in Santiago dos Velhos

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Top-rated holiday rentals in Santiago dos Velhos

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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
4.86 out of 5 average rating, 291 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.

Top guest favourite
A spacious living area features large windows offering expansive views of the sea and city. Soft natural light floods the room, highlighting a comfortable sofa and a contemporary television. A cozy armchair adds to the inviting atmosphere, while a wood-paneled accent wall provides texture.
Flat
5 out of 5 average rating, 225 reviews

THE miniPENTHOUSE terrace & SPA

Apartamento reconstruído por arquitecto, excelente privacidade, exposição solar, com wifi, e praia a 150m. 1 suite com SPA e banho turco com aromaterapia. 1 suíte com terraço com vista mar, tela de projeção de cinema. Sala com vista de mar, rio, e terraço, onde poderá disfrutar de uma zona de estar e de um barbecue com grelha em ferro forjado. Perto de restaurantes, cafés e supermercado, e estação de comboio. Ar condicionado e piso aquecido em todas as áreas, TV 4K e box independente por suíte.

Top guest favourite
An aerial view captures a heated plunge pool nestled in a wooden deck area, surrounded by lush greenery. Comfortable sun loungers and wicker chairs invite relaxation, while vibrant pink flowers enhance the serene atmosphere of the private space.
Home
4.98 out of 5 average rating, 174 reviews

Amazing Pool Pavilion with Private Heated Pool

The Pool Pavilion is a cosy and relaxed two suites and kitchen space that overlooks a lush garden and is the ideal choice for a joyful and relaxing getaway. Appointed to a high standard with simple yet sophisticated materials, such as micro cement flooring , stucco walls and linen curtains, and decorated in soothing natural colours, it blends harmoniously with its surroundings. Large patio doors lead out onto a spacious, private garden with wood decking, a heated pool, sun loungers and table.

Top guest favourite
A spacious living area features a large, soft sofa and colorful chairs, creating a comfortable seating arrangement. Floor-to-ceiling glass windows provide natural light and views of the garden. Decorative art pieces and plants add a touch of warmth to the modern design.
Loft
4.97 out of 5 average rating, 142 reviews

Sunny Garden Studio with Ocean View

Fully equipped, sunny (south-west location) and quiet Garden Loft of about 40 sqm with unobstructed ocean view. Located at the foothills of the Sintra mountain range right at the border of the Sintra National Parque. Driving distance of about 5 minutes to Gunicho beach which is one of the most popular and spectacular beaches in the region. Walking distance to the centre of Malveria da Serra with Supermarket etc. and some restaurants. 10 minutes drive to the charming harbour town of Cascais.

Guest favourite
Shipping container
4.98 out of 5 average rating, 109 reviews

Quinta Maresia Tiny House 2

Reconnect with nature at this unforgettable escape. Our 2 tiny houses are in the midst of agricultural landscapes on a horse farm 400 meters from one of the best surf beaches around. The container unit is private only for you. Its entrance is via the the subroom. This sunroom, as well as laundry space, garden and backoffice / storage space is shared with the other unit (2pax) Our local community also offers a small local beach bar, a pizza place and a micro brewery & hamburger restaurant.

Top guest favourite
A warm living space features a large red sofa and a small wooden chair. The room is enhanced by a light-colored wooden floor and natural light flooding in through tall windows. A low coffee table is placed on a green area rug, with a small vase at its center.
Home
4.98 out of 5 average rating, 331 reviews

Beautiful apartment w/ fabulous views!Free Parking

This beautiful apartment is part of the charming house Cerrado dos Pinheiros. Located in an exclusive area close to the historical center of Sintra with only a short walk from everything you need and easy access to Lisbon, beautiful beaches and peaceful countryside. The house was recently renovated offering modern facilities, whilst maintaining the original historical aspect. It's a perfect retreat for families, couples and friends who are looking for a private and peaceful place to stay.

Guest favourite
A bright window frame painted in turquoise is open, revealing a stunning view of the ocean and rugged coastline. The sunlight reflects off the water, creating a serene atmosphere. The interior walls feature natural textures, complementing the coastal landscape.
Flat
4.94 out of 5 average rating, 325 reviews

Life is better with a beachfront - Azenhas do Mar

The West Coast Design and Surf Villas (WCDS n10) allow the visitor to be part of the unique setting of the place, located in the central area of ​​Azenhas do Mar with easy access and front sea views. The houses have been rehabilitated using traditional materials and ancient techniques to provide a unique and memorable experience for the guests. A unique location like Azenhas do Mar deserves unique accommodations like Azenhas do Mar WCDS Villas , where the past meets the future.

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
5 out of 5 average rating, 34 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
A windmill structure is captured at sunset, surrounded by open fields and trees. The soft hues of the sunset blend with the white exterior of the building, creating a serene atmosphere. The landscape features rolling hills that are gently illuminated by the fading light.
Windmill
4.91 out of 5 average rating, 155 reviews

The Mill 98 - A cozy getaway by the coast

Come and enjoy our cozy two bedroom windmill located 45 minutes from Lisbon and 10 minutes from Peniche. Being less than 10 minutes from the beaches of Peralta and Areia Branca, and 15 minutes from the famous beach of Súpertubos. Perched on top of a mountain overlooking the sea, this romantic lodge is perfect for couples looking for a peaceful country getaway. Moinho 98 is also an ideal base for surfers looking to catch the best waves in the world!

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
5 out of 5 average rating, 43 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

Top 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
4.95 out of 5 average rating, 111 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
4.98 out of 5 average rating, 229 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