Holiday rentals with a pool in Cascais

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Top-rated rentals with a pool in Cascais

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Guest favourite

Home in Cascais

4.86 out of 5 average rating, 270 reviews

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

Observe the “blackbirds” in the morning, the sunset, enjoy the calm and tranquility. Enjoy the unique view of the sea and mountain from the private lounge, the infinity pool, the “Serra de Sintra”-the magical mountain, its enchanted woods, convents and palaces. Possibility to include a work desk. There is also the possibility of accepting wedding celebrations, if you are small groups, for an additional fee. For more information contact the host directly. A mountain villa built more than 100 years ago , implanted on an imposing rock with a unique surroundings and a breathtaking view over the sea the city , Cascais and the mountain where it is inserted . The house was recently refurbished and enlarged with a modern and design construction enjoying the view and surroundings . You can see it from the top of the Serra de Sintra, to Guincho to Cabo Espichel. A stone's throw from the pedestrian paths of the Serra de Sintra and its monuments and next to good restaurants , cafes with good atmosphere , the small village has a supermarket and pharmacy for your tranquility. Guests have at their disposal a house with 2 bedrooms, living room and kitchen, totally private and access to a large garden with an infinite pool where they can enjoy the wonderful view. I live on the property and am available to share stories and information about the region. I love cycling and know the Serra like the back of my hand. I can share the secrets of the mountains and advise the best restaurants in the region. Malveira da Serra, picturesque village next to Cascais and Lisbon (20 min), with hiking trails in Serra de Sintra and its monuments. Guincho Beach and its wild dunes with their unique beauty are a paradise for surfing/kite-surfing/windsurfing. I advise you to use your own car.

Guest favourite

Apartment in Cascais

4.97 out of 5 average rating, 176 reviews

SEA VIEW Boutique Penthouse w/ POOL & Parking

- SPECTACULAR SEA VIEWS - FREE STREET PARKING - SWIMMING POOL, SAUNA, GYM - LAUNDRY FACILITIES - FAST WIFI - WORK FROM HOME This beautiful apartment is on the top floor of a well run condominium in a quiet area of Cascais. Modern, bright & airy with a communal rooftop pool, terrace & gym plus wrap around views of the whole of Cascais. (1 floor above). Within 10 mins walking distance, one can cycle or walk along the stunning coast towards the famous Boca do Inferno to the centre of Cascais.

Top Guest favourite

Home in Cascais

4.98 out of 5 average rating, 144 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.

Guest favourite

Apartment in Cascais

4.93 out of 5 average rating, 162 reviews

Ocean View + Peaceful Nature +15 min Walk To Beach

Enjoy a T1 beachfront apartment with scenic Ocean & Mountain views from the comfort of the sofa. Set beside Sintra National Park, the Apt is surrounded by pristine nature and Guincho beach is just a 15 min walk away. Also included: - Underfloor Heating - Vegetable/herb garden - Private Patio w/ sea views - Fast wifi (200+ mbps)  - Free 24/7 Parking area  - Perfectly located: In peaceful nature yet still restaurants/shops only 2km away    - 25 min drive to Lisbon, 10 min drive to Cascais centre

Top Guest favourite

Villa in Sintra

4.94 out of 5 average rating, 218 reviews

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 Find out above who were the illustrious actors that filmed a romantic-mystery drama!

Guest favourite

Home in Lisbon

4.96 out of 5 average rating, 178 reviews

Casa da Amendoeira

Resulting from the recent rehabilitation of a small medieval building in Alfama, the Casa da Amendoeira is structured around a series of courtyards and sunny balconies, interspersed with cozy interior spaces. The sound of running water from a fountain and a hammock are enticing prospects on warm summer nights in Lisbon. One of the courtyards is flooded with water, forming a pool. On the last floor, a balcony overlooking the river and the rooftops of the city is the ideal spot for a glass.

Superhost

Condo in Cascais

4.89 out of 5 average rating, 131 reviews

Cascais Seaside: Relaxing home w/ large pool

Escape to a serene haven in the prestigious and peaceful Rosário neighborhood, just minutes from the heart of Cascais. Soak in stunning Atlantic Ocean views from your balcony and unwind with a refreshing swim in the pool. Relax in our cozy, home-away-from-home atmosphere, with ultra-comfy beds and a bright, spacious living room. Enjoy warm, attentive guest service that makes you feel pampered throughout your stay. Reserve your slice of paradise now and make unforgettable memories!

Superhost

Loft in Cascais

4.86 out of 5 average rating, 148 reviews

Charming flat with amazing sea line view

Modern studio, situated on the 11th floor, with incredible sea views and excellent sun exposure. Located a 20-minute walk from the sea, it is undoubtedly the ideal place to spend a weekend, a vacation or perhaps just relax for a few days. On the 13th floor of the building there is also a swimming pool with panoramic views over the city. Accommodates 4 people. There is a double bed and 2 sofa beds. Public transport 50 meters away and a mini-market in the building next door.

Guest favourite

Apartment in Cascais

4.92 out of 5 average rating, 133 reviews

Ananás 75 - a lifestyle experience in Cascais

Ananás 75 is inspired by its surroundings and created for the traveller in search of all that is unique and authentic. Surrounded by greenery, this is a spacious (80 sq. mt) 1 bedroom apartment with a shared swimming pool in a peaceful residential neighbourhood of Cascais surrounded by a quiet park and local shops (bakery, supermarket). Ideal for a couple's hideaway, a single traveller, a couple with 1 child seeking a relaxing and peaceful holiday or for a digital nomad.

Top Guest favourite

Apartment in Graça

4.99 out of 5 average rating, 168 reviews

LUXURIOUS, PRIVATE GARDEN & HEATED SWIMMING POOL

Luxurious and spacious apartment with two bedrooms (each with a private bathroom) and an amazing garden with a private heated and salted water swimming pool, belonging exclusively to the apartment. Located in a historic and charming building, totally refurbished in 2018. With a great location, between the viewpoint of Portas do Sol (Alfama) and Graça viewpoint, 2 minutes walk from the famous tram 28 and 5 minutes walk from the Castle. Great to discover the historic center.

Superhost

Home in Cascais

4.81 out of 5 average rating, 156 reviews

Unique beach Villa with ocean view, pool, tennis

Escape to this luxurious 4-bedroom villa near Guincho Beach, perfect for families and group getaways. Enjoy a swimming pool with breathtaking ocean views, a tennis court, playground, and lush green gardens. The master suite features a private bathroom, plus 3 more bedrooms & 2 bathrooms. Relax in the spacious living area, fully equipped kitchen, and BBQ garden. Close to Cascais, Sintra, top restaurants & wine tours. Book now for an unforgettable stay.

Guest favourite

Windmill in Caparica

4.96 out of 5 average rating, 609 reviews

Cozy 1850s Windmill with City and River Sunset Views

Discover the charm of staying in a 150-year-old windmill, fully renovated yet rich in original details. Ideal for romantic escapes, families or travelers seeking countryside peace just 10 min from Lisbon. Over 600 guests say we offer the best view of Lisbon — read the reviews! Enjoy sunsets over the Tagus, a pool to refresh in spring and summer, a treehouse, and a functional kitchen. Climb the historic stairs to reach the most stunning views.