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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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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.

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

Top guest favorite
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 União das freguesias de Cascais e Estoril
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.

Superhost
A serene courtyard features a square wooden table surrounded by four white chairs, illuminated by natural light. A single tree stands in the center, with smooth white walls reflecting around a flooded area resembling a pool, enhancing the tranquil environment.
Villa in Santa Maria Maior
4.95 out of 5 average rating, 188 reviews

Casa da Amendoeira – Private Pool in Lisbon

Resulting from the rehabilitation of a small medieval building in Alfama, the Casa da Amendoeira is structured around a series of courtyards and sunny balconies, interspersed with cozy interior spaces. The sound of running water from a fountain and a hammock are enticing prospects on warm summer nights in Lisbon. One of the courtyards is flooded with water, forming a pool. On the last floor, a balcony overlooking the river and the rooftops of the city is the ideal spot for a glass.

Superhost
Villa in Sintra
5 out of 5 average rating, 4 reviews

2BR Villa with Stunning Views in Romantic Sintra

Casa da Lapa is the perfect retreat to disconnect and embrace the magic of Sintra’s mountains, palaces, history, and lush forests. With timeless charm and roots in the 1920s, when it was the summer house of the Governor of India, it blends comfort and authenticity. Set on the path to the Mouros Castle and Pena Palace, with views to the Mafra Convent, and surrounded by nature and the iconic round stones "lapas", it invites you to relax, explore, and feel Sintra’s unique spirit.

Superhost
A spacious villa is nestled among lush greenery, with large windows offering views of the surroundings. A swimming pool is visible in the backyard, surrounded by well-maintained landscaping. The structure has multiple levels, allowing for ample natural light and open spaces.
Home in Sesimbra
4.6 out of 5 average rating, 5 reviews

Vila São Francisco-Arrábida -swimming pool- 22 people

Relax in this unique and peaceful environment. It is the ideal place for a peaceful holiday, very close to the beaches of Arrábida and also to the city of Lisbon. The property with 50,000 m2 is located in the Arrábida Natural Park in Azeitao, with a unique view of the sea, the mountains, Lisbon and the Tagus River. Air conditioning in all 8 bedrooms and heating 4 suites 6 bathrooms - 2 with hot tub + 1 bathroom Outdoor jacuzzi for 6 people - additional cost is €500

Superhost
Villa in Sesimbra
4.85 out of 5 average rating, 89 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.

Guest favorite
A serene outdoor area features a saltwater pool surrounded by comfortable sun loungers. Elegant parasols provide shade, enhancing the inviting atmosphere. The spacious surrounding lawn, accented by trees and shrubs, complements the contemporary villa in the background, creating a harmonious balance between relaxation and style.
Home in Sesimbra
4.96 out of 5 average rating, 28 reviews

Blue Beach Villa - Coastal Escape

Enjoy sunny days by the pool, breathe in the fresh ocean air, and relax to the sound of nearby waves. This fully renovated 4-bedroom villa combines contemporary comfort with a cozy beach-chic style, blending bright indoor spaces with inviting outdoor living areas. Located just 800m from the lagoons and beach of Lagoa de Albufeira, it offers the perfect mix of ocean, calm lagoon waters, and beautiful pine forests for an unforgettable coastal escape.

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.

Top guest favorite
A charming outdoor space includes a small table and a decorative chair, surrounded by vibrant flowers and greenery. Stone arches frame the view of the countryside and distant town, creating a serene atmosphere for relaxation.
Guest suite in Sintra
4.96 out of 5 average rating, 340 reviews

Perfect location with garden & pool

Cinco is a private home on the edge of the historic centre, set into the hillside with quiet gardens, pool and amazing views across the countryside to the sea. Breakfast and maid service are included. All Sintra attractions are within walking distance yet the location is quiet and secluded.

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.

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$12,550 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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