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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 in Cascais
4.86 out of 5 average rating, 280 reviews

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

Watch the “blacks” in the morning, the sunset, enjoy the calm and tranquility. Enjoy the unique view of sea and mountain from the private lounge, the infinity pool, the “Serra de Sintra”- the magical mountain, its enchanted woods, convents and palaces. Ability to include a desk. There is also the possibility of accepting wedding celebrations, if small groups, for an additional payment. 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 has been recently renovated and enlarged with a modern and design construction enjoying the view and the surroundings . You can see it from the top of the Sintra Mountains, to the Guincho to Cabo Espichel. A stone's throw from the hiking trails of the Sintra Mountains and its monuments and close to good restaurants , 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, 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 mountains like the back of my hand. I can share the secrets of the mountains and advise on the best restaurants in the area. Malveira da Serra, a picturesque village next to Cascais and Lisbon (20 min), with hiking routes in the 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 recommend using your own car.

Top guest favourite
A warm living area features a wooden bookshelf display filled with books and decorative items, alongside a modern fireplace. Soft sofas are positioned for comfort, with a neutral colour palette that complements the natural wood accents throughout the room.
Villa in Praia das Maçãs
4.99 out of 5 average rating, 163 reviews

Relax on the sunny pool deck. Children friendly

-Start the day with family breakfasts alfresco on the patio overlooking the sea at this stylish, white-walled hideaway with sleek wooden furniture. - Alternate between happy evening barbecues and taking relaxed strolls to local eateries. - The Villa is children safe and the pool is fenced for kids safety. -Trails through the hills, castles, and stunning landscapes are waiting for you! We have 1 more room (king bed and en suite bathroom). If you want to rent this 5th room, the price is €45/night

Superhost
A sunlit living area features a comfortable sofa adorned with colorful cushions. Two yellow accent chairs provide additional seating, while a stylish coffee table sits in front. A large TV is positioned on a media console, with shelves showcasing books and decorative items.
Apartment in Cascais
4.86 out of 5 average rating, 134 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! Book now!

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 in Cascais
4.97 out of 5 average rating, 184 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 in Cascais
4.98 out of 5 average rating, 161 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.

Top guest favourite
A bright living area features a plush gray sofa adorned with decorative cushions. A round coffee table is positioned centrally, with a television mounted on a white media unit against a wall. Large glass doors open to a balcony, allowing natural light and city views.
Apartment in Lisbon
4.95 out of 5 average rating, 101 reviews

Charming Apartment inside a Luxury Condominium

Charming apartment inside a luxury condominium, with private parking, security and a rooftop pool, very small . basically its just for the view, not for swimming . Located in Amoreiras, one of the city’s most upscale neighborhoods, and adjacent to Marques de Pombal. In addition to its master bedroom, this magnificent flat features a sunny living area with views of the city and its raging river, Rio Tejo. The apartment also offers one full and one half bathroom such as a fully equipped kitchen.

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 in Cascais
4.94 out of 5 average rating, 173 reviews

Floor heated Apt - Vegetable Garden - 1km to Beach

Escape to this bright and cozy T1 apartment with amazing ocean and mountain views, perfectly nestled in nature. Located by Sintra-Cascais Natural Park, the apartment offers peace, privacy, and easy access to Guincho Beach (15-minute walk). Also included: - Underfloor Heating in all rooms - Fast wifi (200+ mbps)
 - Perfectly located: In nature yet restaurants/supermarkets only 2km away - Large Pool and garden area - Free parking onsite
 - 25 min drive to Lisbon, 10 min drive to Cascais centre

Superhost
A modern villa is showcased at twilight, featuring large glass windows that reflect ambient lighting. A swimming pool is oriented in front, surrounded by lush greenery and lounge chairs. Decorative umbrellas and a cozy seating area enhance the outdoor living space.
Home in Caxias
4.91 out of 5 average rating, 112 reviews

Villa Bali Lisbon

Relaxe com toda a família neste alojamento Tranquilo e Silencioso 🌴 Yoga Classes 🙏🧘 Reiki Massage 💆‍♀️🙏 5 Minutes Car to Caxias Beach 🏖️ We Provide Beach Towels 20 Minutes Lisbon Center 🏢 Uber allways arround 12€ to Center No Noise Afther 23:00 ⛔️ Police Fine is 400€ No Smoking Inside 🚭 We Charge 190€ From Airbnb Secure Deposit if Not Respect That Rule Unwashed Dishes 🍽️ We Charge 90€ From Airbnb Secure Deposit If Not Respect That Rule 🚷Only For Guests

Superhost
A modern sleeping area features a spacious bed dressed in white linens, complemented by a green throw. Lush plants enhance the decor. Large sliding doors open to a balcony with a small dining table and chairs, inviting natural light and outdoor views.
Loft in Cascais
4.87 out of 5 average rating, 151 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.

Top guest favourite
A spacious rooftop terrace features inviting seating arrangements, including comfortable sofas surrounding a glass-top table. Lush greenery adds a sense of nature, while a jacuzzi glimmers in the background under a dusky sky. Soft lighting creates a serene ambiance for relaxation.
Apartment in Cascais
5 out of 5 average rating, 77 reviews

Penthouse Duplex Rooftop Jacuzzi 4 Room 6 bed 8ppl

Cascais Penthouse lies in a Private Gated Condominium with 40m Pool for young children & adults, gym, dry sauna and steam sauna, large 80+ sq meters private rooftop with jacuzzi, new 2025 is a professional ice-bath area, parking. The apartment is a lovely private home newly renovated and in a lovely setting. The Penthouse has recently been further upgraded with Smart Home Features: Sonos Music, Smart Lighting, Smart Lock, Smart Fridge, some central home controls.

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 in Cascais
4.82 out of 5 average rating, 158 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
The view from the windmill offers a panoramic perspective of the coastline, dotted with greenery. The city skyline stretches in the distance, with the river gently flowing nearby. Various trees and shrubs create a natural border, framing the serene landscape.
Windmill in Caparica
4.96 out of 5 average rating, 621 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.

Popular amenities for Cascais rentals with a pool

Quick stats about holiday rentals with a pool in Cascais

  • Total holiday rentals

    Explore 320 holiday rentals in Cascais

  • Nightly prices starting at

    Cascais holiday rentals start at $52 SGD per night before taxes and fees

  • Verified guest reviews

    Over 10,240 verified reviews to help you choose

  • Family-friendly holiday rentals

    190 properties offer extra space & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 50 rentals that welcome pets

  • Rentals with dedicated workspaces

    150 properties have a dedicated workspace

  • Wifi availability

    320 of Cascais holiday rentals include wifi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across Cascais rentals

  • 4.8 Average rating

    Cascais stays are highly rated by guests – averaging 4.8 out of 5!

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