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Holiday rentals with a pool in Sesimbra

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Top-rated rentals with a pool in Sesimbra

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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, 284 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.

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
4.94 out of 5 average rating, 207 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 serene outdoor space features a spacious swimming pool, surrounded by well-maintained grass and shrubbery. A modern, textured building stands in the background, contrasting with the clear blue sky. The pool area includes comfortably tiled flooring, enhancing the overall aesthetic.
Home in Sesimbra (Castelo)
5 out of 5 average rating, 33 reviews

Sesimbra White Lux Residence

Kick back and relax in this calm, stylish space. Beautifully decorated 3 bedroom house in a private condominium with a shared pool. Fully equipped kitchen where you will feel just at home. 10min drive to the amazing Sesimbra beach and 40min from Lisbon, close to all amenities, free street parking. All rooms with tv, Netflix and air conditioning for your comfort. You will sleep nicely in the finest mattresses. Perfect house for an amazing holiday in sunny Sesimbra. Enjoy your stay!

Top Guest favourite
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 Cascais
4.98 out of 5 average rating, 375 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
A serene outdoor space features a circular pool surrounded by lush green grass. A few sun loungers are positioned near the pool, while a large terrace at the rear showcases a spacious seating area with partially shaded areas provided by an awning and overhanging greenery.
Villa in Cascais
5 out of 5 average rating, 7 reviews

Villa Bicuda by NOOK

Villa Bicuda By NOOK is located in Bicuda, an exclusive and tranquil area adjacent to Quinta da Marinha, one of the most prestigious residential neighborhoods in Cascais. This prime location offers the perfect balance between privacy, nature, and proximity to the best that Cascais has to offer. Important note: Please be aware that there may be construction noise during MAR and APR in the surrounding area on weekdays, during legally permitted hours (8:00 am – 8:00 pm).

Superhost
Villa in Setúbal
4.85 out of 5 average rating, 85 reviews

Villa Zenith (heated swimming pool)

Kick back and relax in this calm and stylish villa. With an ocean oriented garden where you may enjoy the rays of sun all year along and an heated swimming pool (an addition of 30€ per day), this house can host up to 8 people in complete comfort. The large living room with a pleasant fireplace, a fully equipped kitchen, four bedrooms and four bathrooms and a 10 meters pool offer a very relaxing experience. Peaceful setting, no parties or loud noise.

Top Guest favourite
The circular structure features a white exterior with large windows, surrounded by lush greenery. A stone pathway leads to the entrance, and a private swimming pool is visible to the side, framed by tropical plants and trees, creating a serene outdoor environment.
Windmill in São João das Lampas
4.95 out of 5 average rating, 99 reviews

La Galette - The Windmill

Located in the heart of Sintra-Cascais National Park, The Windmill features 1 double bedroom, 1 living area with television, 1 fully equipped kitchen, 1 bathroom and a garden with private swimming pool (3m x 2m), lounge area, barbecue, eating area & hammock. The beach is located in a 3 min drive, while Sintra historic center is reachable in a 12 min drive. Lisbon airport is located in a 35 min drive. The property was fully renovated, opening on May 2023

Guest favourite
A private outdoor area features a wooden deck surrounding a turquoise pool. Two lounge chairs and a small table invite relaxation, framed by greenery and decorative plants. The pool includes built-in jets and is enhanced by a peaceful garden setting.
Villa in Lagoa de Albufeira
4.96 out of 5 average rating, 24 reviews

House of Happiness, a relaxing paradise!

Welcome to the "House of Happiness" in Lagoa de Albufeira, Sesimbra, your perfect escape far from your daily routine! Located in a serene coastal town, this stunning holiday home offers an unforgettable experience for anyone looking for relaxation and comfort. The setting is a true treasure, with many gorgeous beaches only a short distance away. For moments at the home, the pool with the jacuzzi is perfect for family fun and memorable moments.

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, 624 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.

Top Guest favourite
A serene salt-water pool is framed by lush greenery, with sunlight reflecting off the calm water surface. Wooden lounge chairs are positioned along the perimeter, inviting relaxation amidst the natural surroundings.
Guest suite in Aldeia do Meco
4.96 out of 5 average rating, 54 reviews

Connect with nature in this wonderfoul place

Suite do Meco is a hosting service aimed at nature lovers. In this unique and emblematic space, in the middle of the forest, you can see the different shades of blue of the sea, with an extensive beach of clear sands. Sometimes the sound of the waves of the sea are confused with the songs of the birds. Allow yourself to relax by the saltwater pool, contemplating the nature that surrounds you.

Guest favourite
A private heated pool is surrounded by well-maintained grass and sun loungers, offering space for relaxation. Towering pine trees and a modern villa serve as a backdrop, highlighting the serene outdoor environment. An umbrella provides shade over the dining area adjacent to the pool.
Home in Charneca de Caparica e Sobreda
4.84 out of 5 average rating, 25 reviews

BelArt Luxury Golf Villa

BelArt Golf Village is located on one of the main streets of Herdade da Aroeira, with a wonderful view of the golf courses and just a few meters from the shopping area. This villa is cozy, modern, peaceful and ideal for those looking to rest and have an incredible experience close to nature. It is located close to the beaches and is just 25km from the center of Lisbon.

Top Guest favourite
Cabin in Castelo
5 out of 5 average rating, 10 reviews

Arrávida

Relax with the whole family in this wooden house surrounded by nature, just a 10-minute drive from Sesimbra beach. With 2 bedrooms, 1 bathroom, an equipped kitchen and outdoor space, it is the ideal retreat for those seeking tranquility between the mountains and the sea. Perfect for couples, families or friends. Discover this little paradise just 35 km from Lisbon.

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