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Holiday rentals with a pool in Cascais

Find and book unique homes with a pool on Airbnb

Top-rated rentals with a pool in Cascais

Guests agree: these homes with a pool are highly rated for location, cleanliness and more.

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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, 293 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.

Superhost
A light-filled living area is furnished with a blue sofa and two golden armchairs. A glass coffee table sits at the center, adorned with decorative items, while a bookshelf filled with books occupies one side. Light-colored walls create a fresh ambiance.
Townhouse
4.86 out of 5 average rating, 118 reviews

Estoril Luminous Villa Close to the Sea Heated Pool

Saboreie um delicioso pequeno-almoço na varanda enquanto contempla a vista e depois aproveite para mergulhar na piscina de agua aquecida desta casa de decoração elegante, soalheira e com um jardim refrescante. The heated pool option has an additional cost per week of 250 euros payable up to two days before check in The house in on a verdant and quiet hill, in one of the most elegant areas of Estoril, 15-minute walking distance from the beach. Near the beautiful city of Cascais, Guincho beach, and other famous beaches in the region, as well as, a very short drive from Lisbon If you come by car from the airport, take the A5. If you are not driving, you can take a taxi or an Uber for approximately 30 euros for 4 people.

Guest favourite
A large outdoor swimming pool is surrounded by wooden decking and well-maintained green landscaping. The modern building with multiple balconies is visible in the background, reflecting the clear sky. Comfortable lounge chairs are positioned nearby, inviting relaxation.
Apartment
4.89 out of 5 average rating, 44 reviews

Cascais Luxury

Apartment located in one of the best condominiums in Cascais, 2 outdoor swimming pools, 1 heated indoor swimming pool, fitness center, Turkish bath and sauna. Green and well-maintained garden, 24-hour security. The apartment has its own private outdoor space with a dining table and two lounge chairs. High-end apartment with an en-suite bathroom, a living room with a 55-inch Smart TV, well-kept furniture, and a kitchen with all appliances. Apartment with lots of natural light, all rooms have access to the private garden

Guest favourite
A panoramic view of the sea reveals several sailboats gracefully moving across the water. In the background, a lighthouse stands prominently by the coast, surrounded by a coastal landscape. The scene is enhanced by the soft sunlight illuminating the rooftops of nearby buildings.
Flat
4.97 out of 5 average rating, 194 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
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, 175 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
A modern villa is showcased with a well-maintained garden and a clear blue swimming pool. Outdoor seating areas, including sun loungers and a dining table, are featured on the patio, with striking wooden slats providing a unique architectural element above.
Home
5 out of 5 average rating, 16 reviews

Lilac Cascais Villa with Swimming Pool

This spacious and modern villa is located in a high-end neighbourhood in Cascais. Perfect for a family vacation or a friends gathering. It has a garden, swimming pool and outdoor sitting area. The villa accommodates up to 8 guests and is well-equipped with everything you need for a memorable vacation. Parking is free and easy to find right in front of the villa. It is within a short distance drive to Guincho beach, downtown, Cascais' main attractions and train station (Cascais - Lisbon).

Guest favourite
A spacious pool is surrounded by lush greenery, with a wooden deck enhancing its natural setting. The stunning sunset casts vibrant colors over the sky, creating a serene backdrop against the tranquil water.
Flat
4.94 out of 5 average rating, 184 reviews

Amazing Ocean view + 1km to Beach +Free Vegetables

Relax in a Beachfront apartment surrounded by peaceful nature with stunning Ocean/Mountain views. Why you’ll love it: - Ocean/sunset view - Spacious Pool set among lush greenery - Large organic garden with fresh vegetables, herbs, and tea leaves - 12 minute walk to Guincho Beach (1km away) - Private patio with outdoor dining table - Located by a nature reserve with scenic walking trails - Just 2 minutes from top-rated restaurants and authentic, affordable local cuisine - Fast 200Mbps wifi

Guest favourite
A modern villa is set within a well-maintained garden, featuring a clear swimming pool reflecting the blue sky. Comfortable outdoor seating is positioned beside the pool, alongside established greenery and a fruit tree, creating a serene and inviting atmosphere.
Guest house
4.86 out of 5 average rating, 197 reviews

Pool house in the coast north of Lisbon

Villa Zambujeiro is a modern guest house in the centre of Parede, in a charming Chalet next to the Estoril coast. Quiet and peaceful area. Overall 80 sqm, fully equipped with sleeping and living area, dining and kitchen, and bathroom. Outside lounge area by the pool with a barbecue and biological vegetable garden. Walking distance to all amenities, the beautiful and natural beaches of Cascais and 5 minutes away from the train station. Only 20 minutes from Lisbon, Sintra and Cascais.

Superhost
Apartment
4.84 out of 5 average rating, 140 reviews

Sun-Drenched Workspace + By the Sea & Fast Wi-Fi

Experience Cascais in Spring! 🌸 Swap gray skies for Atlantic blues in the prestigious Rosário district. Our sun-drenched sanctuary is perfect for a coastal reset or "workation." Why you’ll love it: • The View: 180° ocean vistas from your private balcony. • Work Ready: Fast Wi-Fi & bright, airy living spaces. • Total Comfort: Premium "cloud-like" beds for cozy nights. • Spring Perks: Quiet pool days & crowd-free walks to Boca do Inferno. Book your seaside slice of paradise today!

Superhost
A clear swimming pool is surrounded by a tiled deck, with steps leading into the water. Lush green trees are visible in the background, alongside a view of the ocean, creating a peaceful outdoor setting.
Home
4.82 out of 5 average rating, 163 reviews

Luxury Beach Villa | Ocean View | Pool & Tennis

Escape to this luxurious 4‑bedroom villa near Guincho Beach, ideal for families and group getaways. Enjoy a big condominum swimming pool with breathtaking ocean views, a tennis court and lush green gardens. The villa features a master suite with private bathroom, three additional bedrooms, a spacious living area, fully equipped kitchen, and BBQ garden. Ideally located near Cascais, Sintra, top restaurants, and wine tours. Book now for an unforgettable stay on the Portuguese coast.

Guest favourite
Villa
4.89 out of 5 average rating, 108 reviews

Noble Villa w/ Swimming Pool & co-work Space

An absolutely stunning Villa of modern build, wide terraces, with a modern co-working space and private pool, this property welcomes you to the Lisbon Riviera. All rooms are suites, and the Villa is exclusively for you and your group to enjoy. We're very close to the center of Lisbon, making this a great place ti use as a base while you explore the capital! Ask us about workations: we have a large, exclusive office space built inside the property you can use at any time.

Guest favourite
A spacious living area is illuminated by natural light, featuring light hardwood floors and white walls. Comfortable white sofas are arranged around a central coffee table, complemented by two lamps. Large windows offer views of the lush greenery outside.
Flat
4.92 out of 5 average rating, 138 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.

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