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Vacation rentals with a pool in Sesimbra (Santiago)

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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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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 Cascais
4.86 out of 5 average rating, 287 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 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
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 Setúbal
4.99 out of 5 average rating, 135 reviews

Outdoor, modern, beach and tranquility.

WINTER MONTHS The house has central heating. A very efficient floor heating system keeps the house warm. You will not be cold, we guarantee it! Modern small house with outdoors, small pool and a 15 minute ride to the beaches. Recently renovated, a sliding door from the kitchen to the outdoor to take full advantage of the country's beautiful weather. Located near walking and bike paths of the Serra da Arrabida. Out of the ordinary. No airbnb services are allowed in our house at any time.

Superhost
Condo in Sesimbra (Santiago)
4.67 out of 5 average rating, 21 reviews

Casa Boa Vista

Welcome to Casa Boa Vista, your seaside retreat in the magnificent heights of Sesimbra. This apartment, located in a modern high-end building, offers you an exceptional seaside stay experience.<br><br>From the moment you enter, you will be captivated by the modernity and simplicity of this space. The decoration, inspired by the coastal atmosphere, perfectly harmonises with the housing context. The soothing blue and white tones instantly evoke a relaxing holiday atmosphere.<br><br>

Top guest favorite
An open-plan living area features a cozy sofa adorned with patterned throw pillows. A large piece of wall art adds character, while warm pendant lights hang above. Sliding glass doors lead to a bright outdoor space beyond. A lush green plant complements the inviting atmosphere.
Guesthouse in Cascais
4.97 out of 5 average rating, 308 reviews

Cascais Amazing Guest House With Shared PlungePool

This Guest House located on the outskirts of Cascais Center, within walking distance to many restaurants, cafés, museums, beaches and a short 35-minute train ride to the center of Lisbon. Open-plan space, with a meter tall wood divider separating the living area with kitchenette from the bedroom, walls and closet covered in natural jute wallpaper, white marble bathroom with steam shower cabin. Our Guests are welcome to use the heated plunge pool at 32ºC all year round.

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 favorite
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, 101 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 favorite
Villa in Setúbal
4.88 out of 5 average rating, 196 reviews

Romantic Retreat: Private Pool & Jacuzzi

Welcome to our modern and spacious villa in Setúbal! Relax in the private hot jacuzzi all year round (perfect for chilly winter days!) and in the private pool heated by solar panels (ideal in summer). Perfect for families or romantic getaways: • 5 min drive from the beaches and Arrábida Natural Park • 10 min walk from Setúbal city centre and Mercado do Livramento • Just 25 min from Lisbon! Come enjoy the peace and beauty of Setúbal in any season! 😊🌊"

Guest favorite
A private horizon pool is visible in the foreground, surrounded by tropical plants and wooden decking. The ocean is seen in the background, with a clear blue sky and distant hills enhancing the serene outdoor experience.
Condo in Carvalhal
4.9 out of 5 average rating, 233 reviews

Troia Resort Beach Apartment

Em Portugal, na Costa Alentejana, a menos de uma hora de Lisboa, há um lugar perfeito para estar em família, onde poderá aproveitar toda a envolvência com a natureza e praticar inúmeras actividades ao ar livre. Faça passeios de barco ou observe os golfinhos, jogue golfe num dos melhores campos da Europa, visite o maior complexo de produção de salgas de peixe conhecido no mundo romano ou viva um pôr-do-sol numa praia deserta.

Guest favorite
An outdoor space is shown with a heated swimming pool surrounded by a well-maintained lawn. Several lounge chairs are positioned near the pool, with a backdrop of rolling hills and a sunset casting a warm glow over the landscape.
Home in Setúbal
4.87 out of 5 average rating, 147 reviews

Beach home with sea view, garden & heated pool

Located in a nature reserve, our spacious house offers comfortable accommodation and wide ocean views. 5 Bedrooms, 5 WCs, 2 living rooms, fully equipped kitchen, exclusive outdoor area with BBQ, dinning area and heated swimming pool, make it a perfect place to relax. The location is also suited for outdoor activities or simply for spending the day at the beach (Foz, Meco, Sesimbra), all at just an hour distance from Lisbon.

Guest favorite
Two swimming pools are visible, one larger and another smaller, both surrounded by a spacious deck. The ocean stretches out in the background, contrasting with the clear blue sky. The modern building features multiple levels and balconies overlooking the water.
Condo in Sesimbra (Santiago)
4.97 out of 5 average rating, 39 reviews

SeaSimbra Apartment

Desfrute de Conforto e Elegância no SeaSimbra Apartment Bem-vindo ao SeaSimbra Apartment, localizado em um condomínio privado que oferece uma vista deslumbrante para o mar e diversas comodidades exclusivas, como sala de reuniões, ginásio e piscina. Este apartamento conta com um terraço amplo e uma vista panorâmica sobre a encantadora baía de Sesimbra, proporcionando o cenário perfeito para momentos inesquecíveis.

Top guest favorite
Cabin in Castelo
5 out of 5 average rating, 11 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.

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 ﺩ.ﺇ257 per night before taxes and fees

  • Verified guest reviews

    Over 2,470 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

    90 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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