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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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Top 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, 294 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.

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, 177 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 serene view showcases a large swimming pool surrounded by lush greenery, overlooking the ocean. Bright blue water meets the horizon under a clear sky, creating a tranquil atmosphere. Pathways and gardens are visible along the coastline, enhancing the scenic landscape.
Apartment in Cascais
4.93 out of 5 average rating, 218 reviews

SEA VIEW w/POOL, Terrace & Parking

- HUGE POOL - FAST WIFI - LAUNDRY FACILITIES - WORK FROM HOME - FREE PARKING - SEA VIEWS - SPACIOUS & STYLISH INTERIOR This modern 2 bedroom apartment with sea views has 2 balconies and is steps away from the Atlantic Ocean. A huge swimming pool is available to cool down in hot Summers in Cascais. There are many outdoor activities available a stones throw away from the apartment, including a running and cycling track along the ocean, and outdoor gym . 20minute walk or 5 min drive to centre

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 in Cascais
5 out of 5 average rating, 17 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.
Apartment in Cascais
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.
Guesthouse in Parede
4.86 out of 5 average rating, 198 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
Condo in Cascais
4.85 out of 5 average rating, 142 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!

Guest favourite
Villa in Estoril
4.89 out of 5 average rating, 110 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.
Apartment in Cascais
4.92 out of 5 average rating, 139 reviews

Ananás 75: Cascais Pool & Garden Apt Spacious80m²

We created Ananás 75 as the place we always wished we could find on our own travels: spacious, comfortable and authentic, with everything you need to rest and explore Cascais. Surrounded by green spaces, spacious 80m² apartment with pool, set in a central residential neighbourhood of Cascais, opposite a park and with local shops nearby. Perfect for: · Couples seeking peace and nature · Families with 1 child · Digital nomads — 108 Mbps WiFi + dedicated workspace

Guest favourite
A private terrace garden is showcased with a plunge pool surrounded by greenery. A seating area with cushions is positioned alongside a small dining table, creating a tranquil outdoor space. Vibrant flowers and lush foliage add to the setting, enhancing the sense of privacy.
Apartment in Cascais
4.93 out of 5 average rating, 106 reviews

Casa Navegantes (Cascais house)

Location, location, location!! A unique and stylish holiday rental apartment in the historical centre of Cascais. Prime location only a short walk from the town beaches, train station, coastal path and a large selection of restaurants and cafes. Experience your very own slice of Portuguese life in the heart of Cascais. Light and bright space comprising of 2 ensuite bedrooms, living room, fully equipped kitchen, private terrace garden and plunge pool.

Guest favourite
Townhouse in Cascais
5 out of 5 average rating, 6 reviews

The Lumina Villa | Cascais | Rooftop Pool

Discover the best of Cascais and the surrounding areas in this luxury townhouse with stunning panoramic views from the terrace. Spacious, elegant, and fully equipped, it's ideal for families and large groups seeking comfort, privacy, and a sophisticated touch. Private rooftop pool, free parking with electric charging, and touring bikes are just some of the many reasons you'll love discovering this stunning gem in Cascais.

Guest favourite
A two-story house is seen from the backyard, showcasing a covered patio with outdoor seating. The pool in the foreground sparkles under soft light. Lush greenery surrounds the property, complemented by a hammock and flowering shrubs.
Home in Estoril
4.94 out of 5 average rating, 148 reviews

Beautiful family Villa with a pool

Since we moved to Colorado, we are offering our house to those who would like to enjoy it and take good care of it. The house is fully furnished. The garden has a beautiful pool, a pond and a huge deck for sun bathing and barbecues.

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