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Vacation rentals with a pool in Sesimbra (Santiago)

Find and book unique homes with a pool on Airbnb

Top-rated rentals with a pool in Sesimbra (Santiago)

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

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Top guest favorite
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 Alcabideche
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.

Superhost
A serene pool area is framed by lush palm trees and vibrant greenery. The inviting pool, set against a backdrop of a two-story house, reflects the clear blue sky. A wooden deck with seating is positioned beside the pool, enhancing the outdoor space.
Home in Sesimbra
4.92 out of 5 average rating, 122 reviews

Palms, pool and pet

This house is not for everyone. This is not your flawless and perfect design villa. This a house full of character and life. There is one cat living on the property who will ask for attention. You may or you may not engage but the cat will be around, as she lives both outside and inside the house. The house has a large living area with an open fire place, a terrace, a pool (6 m X 12 m) and a tropical garden. A car is needed to get there and around, as the house is disconnected from the village.

Guest favorite
A modern living area features large glass windows offering panoramic views of the surrounding landscape. Comfortable white sofas provide ample seating around a glass coffee table. A television is positioned on a white media console, contributing to an open and bright atmosphere.
Home in Sesimbra (Santiago)
4.91 out of 5 average rating, 44 reviews

Villa Blue Panorama, garage swimming pool

Villa Blue Panoramais located 39 km away from Lisbon. Sesimbra is a typical city where you can find a lot of shops, a bakery, a butcher, a bank, a post office, supermarkets and for those who like to cook their own fish/seafood, there are fish markets in Sesimbra. The region has excellent wine cellars that you can visit. Wine, cheese and the small Swiss rolls (tortas) are the region specialties.With 3 bedrooms, a fully equipped and modern kitchen, a living and dining area, and small swimmig pool

Guest favorite
A hanging chair with vibrant red cushions is positioned on a spacious balcony, overlooking the ocean. The glass railing offers unobstructed views of the water and sky, creating a serene outdoor space for relaxation.
Condo in Sesimbra (Santiago)
4.92 out of 5 average rating, 74 reviews

Breath taking View Beach Apartment in Sesimbra

Dream views in a luxury decor over the sesimbra bay, walking distance to the center, best beaches in the coast, restaurants, bars, hiking, wellness. The complex has pool, gardens, office space, private parking. T1 apartment for 4 pax, fully equipped to accommodate your dream stay. High speed internet, perfect for digital nomads, office space. Close to Lisbon, airport. Stays in Jul/Aug limited to 15 days max, June to 3 wks Now also in the North, close to Porto: airbnb.com/h/onthebeachatamorosa

Top guest favorite
Large patio doors open to reveal a cozy studio apartment with an orange-accented bed and a small wooden table. Lush greenery frames the entrance, blending the interior with the outdoor terrace.
Guest suite in União das freguesias de Cascais e Estoril
4.98 out of 5 average rating, 391 reviews

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.

Superhost
The exterior of the Quinta dos Pinheiros Mansos is characterized by a spacious cobblestone courtyard surrounded by lush greenery. The white house features a terracotta roof and multiple windows. Outdoor seating is arranged on the terrace, inviting guests to relax in the serene setting.
Home in União das freguesias de Azeitão (São Lourenço e São Simão)
4.8 out of 5 average rating, 5 reviews

Quinta dos Pinheiros Mansos - Serra d'Arrábida

Welcome to Quinta dos Pinheiros Mansos, an exceptional residence nestled in the heart of the Serra da Arrábida Natural Park. Step into a haven of peace where serenity and tranquility reign supreme.<br><br>The house, bright and functional, offers a pleasant living space with a fully equipped kitchen and a cozy living/dining area. Relax and unwind in the property’s peaceful setting, enjoy the refreshing pool, or host convivial meals with the outdoor barbecue.<br><br>

Guest favorite
Apartment in Sesimbra (Santiago)
4.83 out of 5 average rating, 6 reviews

Mivô | Sesimbra Above the Sea

This 90 sqm seaside apartment offers stunning Atlantic views, just steps from the town centre, restaurants, and shops. Located on the 8th floor with lift access, it features a bright living area with sofa bed, balcony, and sea views, a fully equipped kitchen, a queen bedroom, and a bathroom with essentials. Self check-in from 3 PM. No smoking (€250 fee). Basic supplies provided.

Guest favorite
An outdoor area is showcased, featuring a small pool and a lush olive tree. Two colorful hammocks are draped between the tree and the house, which has large sliding doors leading to the kitchen. A dining table and chairs are visible, creating a casual atmosphere.
Home in União das freguesias de Azeitão (São Lourenço e São Simão)
4.99 out of 5 average rating, 136 reviews

Designed Retreat with Private Pool near Lisbon

Escape to a serene, family-friendly retreat with a private pool! This beautifully renovated home features seamless indoor-outdoor living with a sunny patio, BBQ, and a unique mezzanine lounge net. Located in a peaceful village just a 15-minute drive from stunning beaches and the Serra da Arrábida nature reserve. Perfect for families seeking comfort and relaxation.

Guest favorite
The exterior of the house is framed by lush greenery and vibrant flowers. A circular pool is situated on the lawn, surrounded by sun loungers. The clear blue sky emphasizes the serene sea views, with the house's Mediterranean architecture complementing the landscape.
Villa in Sesimbra (Santiago)
4.9 out of 5 average rating, 235 reviews

Villa w/Pool and Panoramic Seaview

Just 40km away from Lisbon, Casa de Nossa Senhora (4577/AL) is located on the edge of Arrábida's National Park. Standing approximately 200 meters above the sea, it has amazing panoramic sea views across the bay of Sesimbra and towards South. Five of its six bedrooms are sea-facing.

Guest favorite
Apartment in Sesimbra (Santiago)
5 out of 5 average rating, 15 reviews

Condominium in Sesimbra

Fantastic 2 bedroom apartment, fully furnished, with air-conditioning, 250 meters from California beach. Located in a reference condominium, with swimming pool, fitness center, parking space and security. Fantastic ocean view! Ideal for enjoying quality time with family.

Top guest favorite
Condo in Sesimbra (Santiago)
4.97 out of 5 average rating, 61 reviews

Vacation home in Sesimbra

Two-bedroom apartment located in a private, highly regarded condominium, with swimming pool, fitness center, parking and security. Fully furnished, 250 meters from California beach, with good access to restaurants and services. Superb view of the bay.

Top guest favorite
The exterior of the cottage showcases a charming design with a terracotta roof and whitewashed walls. A vivid blue door leads into the home. Stone steps approach the entrance, surrounded by greenery and colorful flowers, creating a tranquil outdoor space with several inviting seating options.
Cottage in Sintra
4.99 out of 5 average rating, 578 reviews

Vintage chic romantic cosy cottage

"Bijou, cute, amazing, lovers' retreat, honeymoon hideaway" - these are just some of the words used by recent guests to describe our lovely stone cottage. Set in a private garden with access to a private pool, it's the perfect romantic setting.

Popular amenities for Sesimbra (Santiago) rentals with a pool

Quick stats about vacation rentals with a pool in Sesimbra (Santiago)

  • Total vacation rentals

    Explore 90 vacation rentals in Sesimbra (Santiago)

  • Nightly prices starting at

    Sesimbra (Santiago) vacation rentals start at G$12,548 GYD per night before taxes and fees

  • Verified guest reviews

    Over 2,430 verified reviews to help you choose

  • Family-friendly vacation rentals

    60 properties offer extra space & kid-friendly amenities

  • Rentals with dedicated workspaces

    40 properties have a dedicated workspace

  • Wi-Fi availability

    80 of Sesimbra (Santiago) vacation rentals include wi-fi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi, and Pool across Sesimbra (Santiago) rentals

  • 4.8 Average rating

    Sesimbra (Santiago) stays are highly rated by guests—averaging 4.8 out of 5!

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