Smoking friendly vacation rentals in Cascais

A clear blue swimming pool is surrounded by a wooden deck and lush greenery, with three sun loungers positioned nearby. In the background, expansive ocean views are visible, framed by varied coastal vegetation under a bright, sunny sky.

4.93 out of 5 average rating, 157 reviews

BEACH/OCEAN View + Vegetable garden +Heated floors

Relax in a beachfront apartment, just a 15-minute walk to Guincho Beach. Take in breathtaking ocean/mountain views, lounge by the spacious pool, wander through the lush garden, and relish fresh-picked vegetables/fruit from the eco-friendly vegetable garden. Explore scenic hiking trails in the surrounding natural park, enjoy top local dining just minutes away, and reach Cascais centre in 10 min or Lisbon in 25min by car. Ideal for families, friends and couples seeking a peaceful stay by the sea

An outdoor terrace features a dining table with four chairs beneath a covered pergola. A built-in barbecue is visible, alongside a relaxing jacuzzi surrounded by greenery. Synthetic grass adds a comfortable touch, enhancing the inviting atmosphere of the space.

4.93 out of 5 average rating, 324 reviews

Yuka's Terrasse

Este encantador apartamento oferece um terraço privativo com jacuzzi aquecido até 40°C com garagem, ideal para relaxar o ano todo. O espaço conta com espreguiçadeira, mesa de refeições e relva sintética, criando um ambiente aconchegante. Plantas exuberantes de 2,5m de altura envolvem o local, proporcionando privacidade e bem-estar. Com exposição solar ao longo do dia, é o cenário perfeito para desfrutar de momentos inesquecíveis ao ar livre, seja sozinho ou em boa companhia. Remodelado em 2025.

4.79 out of 5 average rating, 216 reviews

A wooden bridge connects the property to the surrounding garden, emphasizing a rustic charm. The house features a white exterior with blue accents and is framed by olive trees and well-maintained landscaping. A serene atmosphere is created with natural elements and clear skies.

Cottage

Sintra River House

In the heart of Sintra-Cascais National Park, this property is a perfect place to enjoy a peacefull vacations. Sintra River House, a restored watermill with capacity up to 3 persons, features 1 double bedroom, 1 living room with sofa bed (Wi-Fi, AC, TV), 1 bathroom and 1 fully equipped kitchen. Fontanelas village is located in a 2min drive (1,2Km), where there are several restaurants, cafes, minimarket and pharmacy. The beach is located in a 3min (2,2Km) drive and Sintra center, 18min (10,9Km).

Superhost

A bright bedroom features a spacious bed adorned with a blue blanket. Large glass doors open to a garden area, enhancing natural light. Mirrors on the wall reflect the charming decor, while muted floral wallpaper adds a subtle touch to the ambiance.

Home

4.84 out of 5 average rating, 96 reviews

The Tennis House Remastered: Studio&Private Garden

More then just a studio, this refurbished and fully private annex becomes the ideal place for your stay. Not only the house is located a 5 to 10 minute walk from the center of Cascais, but it will also ensure you a fully relaxed, fun, and yet private stay with greens and gardens amongst fruit trees that surround the house, and of course not forgetting the tennis court. Even though it needs some love and care, it will sure provide enjoyment to you and the rest of the family (and dogs of course)

4.97 out of 5 average rating, 140 reviews

A modern living space is presented with a grey sofa accented by colorful cushions, paired with a yellow round table and chairs. A cozy area rug adds a soft touch to the floor. The kitchen area features light cabinetry and visible appliances, enhancing the functional design.

Loft

The House in the Corner

This charming bungalow is 1 km from the famous Guincho Beach in Areia. The House is the perfect place to relax. It is equipped with cable TV, wi-fi, stove, coffee maker, toaster, fridge, kettle and a microwave. It also has an outdoor shower. It is ideal for one person or a couple. The hosts live next door, which is a great advantage as they are always present to help with whatever the guests need. If you are planning to come to Cascais, this is where you must stay.

Superhost

The chalet features a charming facade with white walls and red brick detailing, surrounded by lush greenery. Tall plants and flowers enhance the garden space, while outdoor seating is visible on a shaded patio, providing a welcoming entrance to the home.

Cottage

4.86 out of 5 average rating, 182 reviews

Casa do Caseiro, Necklaces, Sintra

The “Casa do Caseiro” is a small cottage, located between the mountain and the sea, 35km away from Lisbon and 5 minutes to Sintra, in Colares Village. It's locatted in the heart of the natural park. It has a garden with plenty of space to rest or to have an enjoyable dinner “al fresco”. In the attic you can find the bedroom, and on the ground floor the living room and a small office with a sofa bed for extra guests. Here you can rest, relax, read or write.

Superhost

A private swimming pool is set within a spacious outdoor area, surrounded by lush greenery. Comfortable loungers are positioned along the pool's edge, providing ample space for relaxation. A large umbrella offers shade, enhancing the inviting atmosphere of the area.

Home

4.87 out of 5 average rating, 136 reviews

Villa Cintra - Two stunning houses

Villa Cintra is a set of Two Houses of the 19th century, restored, located in the historic center of Sintra. With beautiful gardens and a private swimming pool. The perfect place to relax and do long walks surrounded by luxuriant vegetation. Private Parking inside the property. Bus stop at the gate. All sorts of transports are available nearby. 10mn away from the beach by car, with a wide choice of bars and restaurants.

4.94 out of 5 average rating, 285 reviews

A dining area is presented with a large, decorative table surrounded by multiple wooden chairs. The walls feature original artwork and large windows allow natural light to fill the space. Elegant wooden details enhance the room's historical charm.

Condo

Authentic apartment with great terrace, Alfama

Located in Alfama, historical heart of Lisbon, on the route of the famous tram 28, an authentic Portuguese experience in an 18th century Pombaline home with magnificent "azulejos" (tiles) and incredible terrace. Four original rooms with ecological mattresses for maximum 5 people. We speak FR/NL/EN/PT You can drop off luggage as of 13:00, rooms ready at 16:00.

4.88 out of 5 average rating, 49 reviews

A cozy sleeping area is presented with a spacious bed covered in a colorful floral patterned blanket. Two pillows in pink and a smaller pillow are arranged at the head of the bed. A soft green towel is placed at the foot, with sunlight filtering through the fabric curtains.

Camper/RV

Ecology experience trailer | Permaculture Farm

A little trailer from the seventies parked in the middle of a permaculture garden, inside an organic farm. The trailer is parked next to the lake. When you make a reservation to stay with us, keep in mind that you're signing up for an experience in frugality, simple life, off-grid living. The toilets are dry compost toilets and there's a gas heated hot shower.

A modern living area features a large black sofa and a sleek television unit. A tall indoor plant adds a touch of greenery beside the window, which provides natural light. A standing lamp offers additional illumination, enhancing the inviting space.

4.97 out of 5 average rating, 59 reviews

CarcaBeach

Apartment 3 minutes from the beach. With everything you need for a peaceful and relaxing experience. Carcavelos center is just a few minutes away, and halfway between Lisbon, Cascais and Sintra. Wide variety of supermarkets, cafes, restaurants, pharmacies, etc. Very close to the college too! Apartment with modern decor, lots of light and spacious!

4.98 out of 5 average rating, 109 reviews

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.

Home

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.

A light-filled living area is presented, featuring large windows that offer views of the city. A wooden coffee table sits at the center, surrounded by comfortable seating options, including a sofa and chairs. A desk is positioned by the window, enhancing the space's functionality.