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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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Top 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, 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 Aldeia do Meco
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 favourite
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
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 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 in Cascais
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.

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 in Azeitão
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
A warm living space features a large red sofa and a small wooden chair. The room is enhanced by a light-colored wooden floor and natural light flooding in through tall windows. A low coffee table is placed on a green area rug, with a small vase at its center.
Home in Sintra
4.98 out of 5 average rating, 336 reviews

Beautiful apartment w/ fabulous views!Free Parking

This beautiful apartment is part of the charming house Cerrado dos Pinheiros. Located in an exclusive area close to the historical center of Sintra with only a short walk from everything you need and easy access to Lisbon, beautiful beaches and peaceful countryside. The house was recently renovated offering modern facilities, whilst maintaining the original historical aspect. It's a perfect retreat for families, couples and friends who are looking for a private and peaceful place to stay.

Guest favourite
A comfortable living area features a plush brown sofa adorned with vibrant green cushions. A unique wall art piece made of wood adds character to the white wall. A glass top coffee table sits on a light-colored rug, creating a cozy atmosphere.
Home in Sintra
4.94 out of 5 average rating, 343 reviews

Boutique Family Retreat: 2 suites+patio

“Sparrow Sintra Nest” is a refurbished design town house, right in the center of Sintra village. Located in a very quiet non-traffic street, just 250 m from the train station, that come directly from Lisbon and also the bus stops, all in a walking distance. It's a fully equipped nest, with all the kitchen amenities, 2 suites with private bathroom and a sofa bed in the living room. In the patio you can enjoy a breathtaking view to “Castelo dos Mouros” and enjoy the fantastic sun light.

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 in Costa da Caparica
4.95 out of 5 average rating, 188 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 in Sesimbra (Castelo)
5 out of 5 average rating, 34 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 in Praia das Maçãs
4.94 out of 5 average rating, 107 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
A serene private tank pool surrounded by white walls and lush greenery. Cactus plants and a terracotta pot with foliage add a natural touch to the space, offering a tranquil setting for relaxation under clear blue skies.
Home in Aldeia do Meco
4.94 out of 5 average rating, 65 reviews

Casa Sal - Aldeia do Meco (Meco Village)

Casa Sal is located in the heart of Aldeia do Meco, a small village in the Peninsula of Setúbal, south of Lisbon coast. Famous for it’s large wild beaches, beautiful landscapes with centuries-old pines trees, high cliffs and golden sunsets. A project by Casa Mua - Meco Casa Sal is a self-catering and non-serviced accommodation suitable for independent travelers. The cleaning of the house, bed linen and pool is made once a week.

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 in Setúbal
4.87 out of 5 average rating, 151 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.

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 $89 SGD 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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