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House holiday rentals in Sesimbra (Santiago)

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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 $86 NZD 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 and kid-friendly amenities

  • Wi-Fi availability

    30 of Sesimbra (Santiago) holiday rentals include Wi-Fi 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

Top-rated house rentals in Sesimbra (Santiago)

Guests agree: These houses are highly rated for location, cleanliness and more.

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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 Alcabideche
4.86 out of 5 average rating, 300 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 Sesimbra (Castelo)
4.92 out of 5 average rating, 126 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.

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 Union of the parishes of Cascais and Estoril
4.98 out of 5 average rating, 183 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 spacious terrace reveals panoramic views of the Atlantic Ocean and the Tróia peninsula. A wooden table is centered beneath a bamboo awning, with potted plants adding a touch of greenery. Seaside vistas create a serene atmosphere for relaxation.
Home in Setúbal
4.99 out of 5 average rating, 99 reviews

Panoramic views of ocean, city & São Filipe castle

Arriving at Olival de São Filipe means first stopping to take in the view. The high location of the seven-hectare estate provides rich vistas. “Even more beautiful than in the pictures”, is a frequently heard response. The panorama is varied and changes constantly under the influence of the sun, clouds and water. You look out over the Atlantic Ocean, the Tróia peninsula - with a sandy beach as far as the eye can see - the Fort of São Filipe, the mouth of the Sado river and the city of Setúbal.

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 São Lourenço
5.0 out of 5 average rating, 45 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, 344 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 charming white structure features large arched windows, bringing natural light into the space. Two inviting chairs are positioned on the wooden deck outside, surrounded by lush greenery and rustic stone paths. The sloping roof is accented by traditional tiles, enhancing the home’s character.
Home in Setúbal
4.95 out of 5 average rating, 20 reviews

Arrábida Getaway • Jacuzzi & Mountain Views

Once a charming tea house, this cozy studio is a peaceful retreat on a private family farm in the heart of Arrábida Natural Park — with total privacy, yet just minutes from Setúbal’s historic centre and stunning beaches like Portinho da Arrábida and Galápagos. Outside, hike or bike limestone trails with Atlantic views, kayak and snorkel in crystal-clear waters, sip Moscatel at local wine quintas, or browse the iconic Mercado do Livramento for fresh fish and regional produce.

Top Guest favourite
A small beach house is visible, featuring a white exterior and red-tiled roof. An outdoor seating area is shaded by an umbrella, and a wooden gate marks the entrance, leading to sandy surroundings. Nearby, a small planter holds yellow flowers, adding a touch of greenery.
Home in Costa da Caparica
4.96 out of 5 average rating, 337 reviews

Salty Soul Beach House – Spacious Beach Retreat

Bright and airy beach house in Fonte da Telha, perfect for relaxed stays by the coast. Enjoy outdoor breakfasts on the spacious private patio and comfortable interiors with a cozy living room and fully equipped kitchen. The house features two double bedrooms and a functional layout ideal for families or friends who value comfort and privacy near the beach in Portugal’s beautiful Costa da Caparica — close to surf spots, cafés, and beachside restaurants with sunset views.

Guest favourite
The exterior of a charming house is enveloped by lush greenery and vibrant plants. A wrought iron gate opens to a garden area, complemented by stone walls and colorful pots. Bright blue skies provide a picturesque backdrop to the home.
Home in Sintra
4.93 out of 5 average rating, 107 reviews

Casinha das Vinhas in Sintra's Old Town

Tucked away in the quiet neighborhood of old Sintra is our little house of vines. With original finishes from the 1890s and views of the Moorish castle from the bedroom’s south-facing balcony, you’ll be immersed in Sintra's idyllic village. Centrally located, we’re just around the corner from some of the best restaurants and cafes in town, and only a 3 minute walk from the train station to Lisbon. There is also free parking on the street in front of the house.

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 Sesimbra (Castelo)
4.94 out of 5 average rating, 71 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.

Top 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 Sesimbra (Castelo)
4.88 out of 5 average rating, 156 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 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 in Sesimbra (Castelo)
4.83 out of 5 average rating, 149 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

Popular amenities for Sesimbra (Santiago) house rentals

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