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House holiday rentals in Sesimbra (Santiago)

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Top-rated house rentals in Sesimbra (Santiago)

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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
4.86 out of 5 average rating, 291 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
4.98 out of 5 average rating, 174 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
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
4.99 out of 5 average rating, 135 reviews

Designed Retreat with Private Pool near Arrábida

Escape to this beautifully renovated house, where indoor comfort meets outdoor living. A full-width sliding door connects the kitchen directly to your private outdoor space, making it effortless to enjoy Portugal's weather from morning to night. Relax by your own private pool, surrounded by a serene setting just 15 minutes from some of the most stunning beaches on the Setúbal Peninsula. Walking and cycling paths through the protected Serra da Arrábida nature reserve are right on your doorstep.

Top guest favourite
A bright living space features large open doors, providing a panoramic view of the ocean and surrounding mountains. Natural light fills the room, which contains two rattan chairs positioned on a polished wooden floor, with lush greenery visible in the background.
Home
5 out of 5 average rating, 42 reviews

Portinho da Arrábida Cabin

Mountain Chalet, crafted entirely from wood, presents a blend of mountain and seaside serenity with walking distance from the beach! Accessible by foot (181 steps) or via a vehicle operated by staff for check in and out, the house guarantees absolute privacy. Each bedroom offers panoramic ocean vistas, ensuring every awakening is as breathtaking as the view. With relaxation at its core, the chalet offers an escape, where the hustle of cars are replaced by the smoothing presence of nature.

Top guest favourite
The exterior of a beach house is shown, featuring white walls and a red-tiled roof. A sandy pathway leads to the house, with outdoor seating visible under a shaded area. The ocean can be seen in the distance, contributing to a serene coastal environment.
Home
4.97 out of 5 average rating, 159 reviews

Salty Soul Beach House – Steps from the Sand

Cozy beach retreat right on the sand in Fonte da Telha. Wake up to the sound of the waves and enjoy coffee steps from the ocean. This bright seaside house has two double bedrooms, an open living room with a full kitchen and dining area, and a private patio with BBQ for outdoor meals. Perfect for couples or small families looking for comfort, simplicity, and a true beachfront stay in Portugal’s beautiful Costa da Caparica — close to surf spots, restaurants, and sunset bars by the beach.

Top guest favourite
A charming beach house features a blue exterior with white shutters and a welcoming front deck. Unique seating options include two vibrant yellow bean bags and a woven chair, inviting relaxation. A canopy provides shade above a small outdoor table and chairs, enhancing the coastal atmosphere.
Home
4.95 out of 5 average rating, 184 reviews

Traditional Beach House a few minutes from Lisbon

This house has been completely renovated and it´s located on the beach, facing the Atlantic Ocean. The beach has its own lifeguards who watch the beach during the summer. We are 10 min away from the center on foot through the beach or 2 min by train. In the center you find laundries, supermarkets, pharmacies, health centers, restaurants, etc. You can rent a bicycle or a car and take a tour. We are about 20 min from Lisbon and from the airport and about 15 min from the Hospital by car.

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
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
A private terrace is showcased with a small blue table and matching chairs, overlooking the ocean. Lush greenery surrounds the seating area, highlighting a well-kept outdoor space. The bright blue sea contrasts with the clear sky, creating a serene atmosphere.
Home
4.94 out of 5 average rating, 105 reviews

Cliffside Casita (1BR) · Breathtaking Ocean Views

OUTPOST - Ocean Casitas One of the four Ocean Casitas, at the very top of the whitewashed fishermen's village of Azenhas do Mar with a large private terrace right to the edge of the cliff. 

 Originally traditional fishermen’s homes, the casitas have been carefully rebuilt to combine their original charm with contemporary design, including open layouts, micro-cement floors and ceilings up to 5 meters high. A calm, stylish space designed for a relaxed coastal stay.

Guest favourite
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
4.87 out of 5 average rating, 149 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.

Top guest favourite
A sunset casts warm orange and yellow hues over the ocean, with rooftops of white houses framed against the sky. The tranquil waves gently touch the shoreline, and the rolling landscape in the background adds depth to the serene coastal scene.
Home
4.99 out of 5 average rating, 203 reviews

Sintra Apples Beach View

Rated one of "The Best Airbnbs in Sintra" by Time Out, this very comfortable 3-bedroom house by the sea that fits up to 6 people is located at the charming little town of Praia das Maçãs, and only 70 meters from the Atlantic Ocean or a 3-minute walk the beach. Ideal for families, friends or couples who wish to enjoy the tranquility of a genuine Portuguese small beach town!.

Guest favourite
A covered outdoor seating area features comfortable white couches arranged around a coffee table. Lush vegetation lines the property, creating privacy. A saltwater pool is visible in the background, surrounded by landscaping that includes grassy areas and potted plants.
Home
4.83 out of 5 average rating, 146 reviews

Father's House Beach House

Enjoy views out into the garden from the huge windows and spend the day sunbathing by the salt water pool Chemical-free that could be heated at an extra cost (please confirm not all date) From the home's peaceful location it's an easy 12-minute walk to the glistening beaches where surfing and other water activities await. License/registration number: 56045/AL - All house

Top guest favourite
A coastal terrace is viewed from the stone-paved area, showcasing lush greenery, terracotta planters, and an expansive view of the ocean. A red sailboat can be seen gently moving across the water, while the sky above is clear and bright.
Home
4.96 out of 5 average rating, 147 reviews

Restored winery on the Atlantic.

Historic late 17th century winery newly restored into home. Situated on the Atlantic Ocean with views of the beautiful Coastal village of Azenhas do Mar, Cabo da Roca and Ericeira. Walking distance to Praia das maçãs and Azenhas do Mar beach. Breathtaking views from either window of the home. More information available upon request. A rare property in a unique location.

Popular amenities for house rentals in Sesimbra (Santiago)

Quick stats about house rentals in Sesimbra (Santiago)

  • Total holiday rentals

    Explore 30 holiday rentals in Sesimbra (Santiago)

  • Nightly prices starting at

    Sesimbra (Santiago) holiday rentals start at £52 per night before taxes and fees

  • Verified guest reviews

    Over 710 verified reviews to help you choose

  • Family-friendly holiday rentals

    20 properties offer extra space & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 10 rentals that welcome pets

  • Wifi availability

    30 of Sesimbra (Santiago) holiday rentals include wifi access

  • Popular amenities for guests

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

  • 4.7 Average rating

    Sesimbra (Santiago) stays receive an average rating of 4.7 out of 5 from guests

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