Family-friendly holiday rentals in Sintra

4.87 out of 5 average rating, 305 reviews

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

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.

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4.95 out of 5 average rating, 245 reviews

A spacious swimming pool is surrounded by a lawn with several sun loungers arranged neatly along its edge. Tall trees provide shade in the background, creating a serene outdoor setting. The villa is visible in the distance, complementing the lush greenery.

Villa in Colares

Villa with Luxury Garden in Sintra

Come to our Villa and have the best time of your life with your family, friends or work colleagues! Located in one of the most iconic places of Sintra-Cascais Natural Park, our Amazing Villa with a Pool is surrounded by an astonishing Garden to make your stay truly memorable! YOU WILL LOVE: - The comfort of the house - The authenticity of nature - The local gastronomy - The unbelievable aromas of the sea American writer Paul Auster stay four months at our Villa filming Inner Life Martin Frost

Indoor spacesFamilyPool

4.93 out of 5 average rating, 357 reviews

Place to stay in Sintra

A Capela - Converted 18th Century Chapel

Please see our House Rules before enquiries. Unfortunately no outside visitors or events or celebrations are allowed. Thank you. Stay in a beautifully renovated chapel, built in 1789. A Capela offers a private outdoor lounge area for guests’ exclusive use with mountain views of the Moorish Castle. 3 - 5 minutes walk to Sintra Station which is also the main meeting point for most sightseeing tours. We are within easy walking distance to all the beautiful quaint cafes, shops and restaurants.

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4.94 out of 5 average rating, 110 reviews

A two-story house is set against a backdrop of lush greenery. The entrance is framed by stone walls, with a pathway leading to the front door. A patio features black outdoor furniture on grassy grounds, providing an inviting space for relaxation.

Tiny home in Sintra

Romantic Vintage Cottage with garden

The house has two floors. On the lower floor, there is a living room and dining area. We have a fully equipped kitchen with an oven, induction stovetop, microwave, kettle, toaster, and Nespresso coffee maker. There is also an adjoining room with an American-style refrigerator, dishwasher, washing machine, and dryer. There is also a toilet on this floor. On the upper floor, there are three bedrooms and one full bathroom with a shower. The house has 90m2 (45m2 per floor) and a 340m2 garden.

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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.

4.98 out of 5 average rating, 347 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.

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A comfortable living area features a plush brown sofa adorned with vibrant green cushions. A unique wall art piece made of wood adds character to the white wall. A glass top coffee table sits on a light-colored rug, creating a cozy atmosphere.

4.94 out of 5 average rating, 350 reviews

Boutique Family Retreat: 2 suites+patio

“Sparrow Sintra Nest” is a refurbished design town house, right in the center of Sintra village. Located in a very quiet non-traffic street, just 250 m from the train station, that come directly from Lisbon and also the bus stops, all in a walking distance. It's a fully equipped nest, with all the kitchen amenities, 2 suites with private bathroom and a sofa bed in the living room. In the patio you can enjoy a breathtaking view to “Castelo dos Mouros” and enjoy the fantastic sun light.

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The exterior of a charming house is enveloped by lush greenery and vibrant plants. A wrought iron gate opens to a garden area, complemented by stone walls and colorful pots. Bright blue skies provide a picturesque backdrop to the home.

4.94 out of 5 average rating, 108 reviews

Casinha das Vinhas in Sintra's Old Town

Tucked away in the quiet neighborhood of old Sintra is our little house of vines. With original finishes from the 1890s and views of the Moorish castle from the bedroom’s south-facing balcony, you’ll be immersed in Sintra's idyllic village. Centrally located, we’re just around the corner from some of the best restaurants and cafes in town, and only a 3 minute walk from the train station to Lisbon. There is also free parking on the street in front of the house.

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4.92 out of 5 average rating, 153 reviews

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

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.

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4.98 out of 5 average rating, 244 reviews

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

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.

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Superhost

Apartment in Sintra

4.88 out of 5 average rating, 155 reviews

Charming Home in Sintra Village

Charming apartment in the heart of Sintra, surrounded by a beautiful natural environment, just a few walking minutes from the main hot points of Sintra - You will definitely feel part of Sintra's mystic life. The front street is full of typical portuguese commerce, nice restaurants and some pubs to enjoy a drink facing the astonishing view of the Mourish Castle.

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A lush green landscape unfolds under a clear blue sky, dotted with historic buildings, including a prominent structure atop a hill. Verdant trees create a beautiful backdrop, enhancing the picturesque aura of the surroundings.

4.97 out of 5 average rating, 121 reviews

Heart of Sintra - Amazing Views, Pool & Garden

Heart of Sintra is an extraordinary house within an estate located a couple of minutes walking distance from the center of Sintra. The house has every amenity you could possibly need, and the gardens are a wonderful place to wander and feel inspired by Nature. On sunny days you can relax by the pool and enjoy the amazing views over Sintra's landmarks.

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