
Vacation rentals with a pool in Cascais
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Top-rated rentals with a pool in Cascais
Guests agree: these homes with a pool are highly rated for location, cleanliness, and more.

Charm & Design in a House with a Pool and Magnificent View of the Sea and Mountains
Observe the “melros” in the morning, the sunset, enjoy the calm and tranquility. Enjoy the unique sea and mountain view of the private lounge, the infinity pool, the “Serra de Sintra”-a magical mountain, its enchanted woods, convents and palaces. Possibility to include a work desk. There is also the possibility of accepting wedding celebrations, if it is small groups, for additional payment. For more information contact the host directly. A mountain villa built more than 100 years ago , built on an imposing rock with a unique enveloping and breathtaking view over the sea to the city , Cascais and the mountain where it is located . The house has been recently renovated and enlarged with a modern and design building enjoying the view and surroundings . You can see from the top of the Serra de Sintra, to the Guincho to Cabo Espichel. Two steps from the footpaths of the Serra de Sintra and its monuments, and next to good restaurants , from cafes with good surroundings , the small village has a supermarket and pharmacy for its tranquility. 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 region. I love cycling and I know Serra like the back of my hand. I can share the secrets of the mountain and advise the best restaurants in the region. Malveira da Serra, a picturesque village near Cascais and Lisbon (20 min), with walking paths in the Serra de Sintra and its monuments. Guincho Beach and its wild dunes with its unique beauty, are a paradise for Surf/Kite-surf/Windsurf. I advise you to use your own car.

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.

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

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!

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!

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.

Cascais Amazing GardenHouse With Shared PlungePool
The Garden House is a cosy and secluded studio apartment for two people that overlooks our lush garden and is the ideal choice for a peaceful and relaxing getaway. Appointed to a high standard with natural materials, such as oak parquet ceiling and floors and linen curtains, and decorated in soothing natural colours, it blends harmoniously with its surroundings. Large patio doors lead out onto a spacious and private terrace with a dining table and chairs and a wooden sofa.

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.

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.

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.

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.

Super cosy apartment, best location - Cascais
The apartment is nice and cosy, very spacious and confortable for couples, a family or a group of friends. Five minutes away there are several points of interest such as: Boca do Inferno, Casa Paula Rego, Cascais Marina, Cascais bay. The apartment is very close to the sea as well as to the city centre, and only 10 minutes walk from the bus and train station to Lisbon and other main places such as Sintra, Estoril, Guincho, etc.
Popular amenities for Cascais rentals with a pool
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Quick stats about vacation rentals with a pool in Cascais
Total rentals
330 properties
Nightly prices starting at
€ 34 before taxes and fees
Total number of reviews
10K reviews
Family-friendly rentals
190 properties are a good fit for families
Pet-friendly rentals
50 properties allow pets
Rentals with dedicated workspaces
150 properties have a dedicated workspace
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- Arrábida Natural Park
- Príncipe Real
- Praia da Area Branca
- Carcavelos Beach
- Praia do Guincho
- Altice Arena
- Baleal
- Praia da Adraga
- Belém Tower
- Praia D'El Rey Golf Course
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- Baleal Island
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- Beach of São Bernardino - Portugal
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- Lisbon Zoo
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