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Holiday rentals in Sesimbra (Santiago)

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Top-rated holiday rentals in Sesimbra (Santiago)

Guests agree: these stays are highly rated for location, cleanliness and more.

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Top guest favourite
A sunlit outdoor area is presented, featuring a calm infinity pool surrounded by green grass and tropical plants. The property includes modern architecture and a shaded seating area, offering expansive views of the mountains and ocean in the distance.
Home
4.86 out of 5 average rating, 296 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
Flat
4.97 out of 5 average rating, 192 reviews

Casa Mareante

This renovated apartment is a gem on the Sesimbra beach line, with a splendid view over beach, sea and in the distance the harbor. Surrounded by cafés, restaurants and small shops, it is ideal for people who want to integrate into the daily life of this fishing village. Enjoy sun, sand, sea and much more. There is no private terrace , but you can enjoy your meal on the street near the entrance (see first photo). Free parking in private garage at 5 min. walking distance (no climbing). READ MORE »

Top guest favourite
Flat
4.98 out of 5 average rating, 163 reviews

"Mar e Paraiso" Apartment

Fermez les yeux… Imaginez le murmure apaisant des vagues, la lumière dorée du coucher de soleil qui inonde la baie de Sesimbra, et la douce brise marine qui entre par les fenêtres. Ici, chaque instant se savoure lentement, porté par la beauté de la mer et la sérénité du lieu. Mar e Paraíso est bien plus qu’un appartement : c’est une parenthèse de calme et de lumière où seule la mer est votre horizon. Le soir, endormez vous au son des vagues ; le matin, réveillez vous avec la lumière de l’océan

Guest favourite
A balcony view is presented, featuring palm trees swaying gently alongside a sandy beach. The azure sea extends beyond, with sunbathers on the shore. Two outdoor tables are positioned for relaxation, offering a serene space to enjoy the coastal scenery.
Flat
4.88 out of 5 average rating, 365 reviews

Sesimbra's house

Apartamento em Sesimbra, a 5 metros da praia da Califórnia. Totalmente equipado, com tudo o que irá necessitar, desde roupa de cama e casa de banho, até a máquina de café! Inserido no centro desta Vila e com uma vista magnífica de toda a baía, será ideal para para uns dias de lazer, para descansar e desligar das rotinas. Encontrará na varanda o ponto alto. Estacione no nosso parque privado e desfrute a pé, da praia, paisagem e do comércio e serviços que Sesimbra lhe oferece. Até breve!

Superhost
A balcony table set for breakfast is visible, featuring two blue mugs and a plate with pastry. The surrounding railing offers a clear view of the ocean, reflecting soft light from the sky. Planters with greenery line the edge, enhancing the serene atmosphere.
Loft
4.85 out of 5 average rating, 206 reviews

Andorinha do Mar - Arrábida apartments

In the middle of the Arrábida mountains, where the mountains, the sea and the sky coexist in full harmony. Apartment with stunning views over the bay of Sesimbra and the infinite ocean, located in the Arrábida Natural Park and just a 5-minute drive from the beautiful beaches of Arrábida. Relax, have your meals with a breathtaking view, even inside the apartment. Construction has been underway since 5/23/2024 across the street. The noise is very low, according to feedback from our guests.

Guest favourite
A private terrace offers a view of the serene beach and turquoise waters. Two wooden chairs and a table are positioned to face the ocean, surrounded by a natural landscape of cliffs and greenery. The peaceful atmosphere invites relaxation.
Flat
4.9 out of 5 average rating, 122 reviews

Sea by the Rocks Sesimbra

Breathtaking view in Sesimbra! Overlooking the cliff and the gorgeous California beach, the building has a private beach access and is within a 5 to 10 minute walk into the restaurants / market / shops area in the center of town. A 15 minute drive takes you to the Arrábida Natural Park, a mountain range with incomparable beauty sliding onto white sand and turquoise water beaches, considered one of the natural wonders of Portugal. In 45 minutes you reach Lisbon as well as the airport. .

Top guest favourite
Windmill
4.97 out of 5 average rating, 268 reviews

Moinho do Marco: the romantic windmill hideaway

Let yourself be carried away by the romanticism of the Moinho do Marco! Built in 1855, it is one of the few that still retains its original wooden gears. Enjoy the magic of sleeping comfortably in a mill full of history and charm. Located in the Serra da Arrábida, let yourself be conquered by the tranquillity of nature from the terrace, which offers the best view over the beautiful Bay of Setúbal. Enjoy this unusual, romantic and sustainable accommodation at any time of the year.

Superhost
A balcony is presented with two wooden chairs facing the sea, accompanied by a small table holding two glasses and a bottle. A magazine and a soft throw are laid on the floor, while the horizon is bathed in warm sunset hues.
Flat
4.9 out of 5 average rating, 235 reviews

Sesimbra Ocean Panorama Apartment

Stay in our Beach Studio, just 1.5 km from Sesimbra’s beach and village. The studio includes all the essentials for a pleasant stay, featuring a compact kitchen with dishwasher, air conditioning, Wi-Fi, and convenient self check-in. Relax on the balcony while enjoying the sunset, and return to a cozy space after exploring at your own pace. Ideal for beach lovers and seafood enthusiasts. Note: Limited pedestrian access and distance mean a car or scooter is recommended.

Guest favourite
A bright dining area is presented with a clear view of the sea and cliffs through large windows. A white table is surrounded by four metal chairs. Colorful towels hang on the balcony railing, enhancing the airy atmosphere.
Apartment
4.88 out of 5 average rating, 178 reviews

A cool place in East Sesimbra

Apartamento com vista fabulosa para o mar e acesso directo e privativo à melhor praia de Sesimbra. Acorde num ambiente soalheiro com uma vista deslumbrante e tranquila, e à noite relaxe na serenidade ao som das ondas. Apartment Studio with a fabulous view to the sea and direct, private access to the best beach in Sesimbra. Wake up in a sunny environment, enjoy the stunning, soothing view, and chill out in the evening savoring the gentle sound of the waves.

Guest favourite
Flat
4.89 out of 5 average rating, 268 reviews

Sesimbra Terrasse - Sea view Terrace A/C

Wake up looking at the sea, strech yourself at the terrace, and at night, just let yourself take by the sound of the waves while having a good wine, accompanied by the castle and harbour lights. Prepared for 4 guests, the apartment is 2 steps away from Praia da California Beach, the city center and its fabulous fish and seafood restaurants, and just far enough from the buzz to offer a relaxing stay.

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, 153 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.

Guest favourite
Loft
4.93 out of 5 average rating, 110 reviews

CASA AZULÉJOS: Duplex 15 meters from the sea!

The apartment is located 15 meters from Oro beach, in the second line, in the heart of the historic center of Sesimbra. You'll love this place because of its location, the quality of the place, its peaceful haven with all the amenities of shops and restaurants nearby.

Popular amenities for Sesimbra (Santiago) holiday rentals

Frequently Asked Questions

  • What are the best places to stay in Sesimbra?

    Sesimbra has neighborhoods near the beach, the historic center, and the hills around Serra da Arrábida, each with a welcoming atmosphere. Many travelers appreciate the coastal views and easy access to local restaurants and shops.

  • What are the best things to do in Sesimbra with kids?

    Families often explore Praia da Califórnia, visit the Sesimbra Castle, or enjoy boat rides around the harbor. Interactive visits to the Museu Marítimo de Sesimbra can engage children in local maritime traditions.

  • What are some of the best things to do in Sesimbra?

    Visitors frequently suggested walking along the beach promenade, exploring Sesimbra Castle, and hiking in the Arrábida Natural Park. Fresh seafood at local restaurants is a highlight for many.

  • How is the weather in Sesimbra?

    Sesimbra has mild, wet winters and warm, dry summers. Temperatures typically range from cool days around 52°F (11°C) in winter to balmy afternoons near 79°F (26°C) in summer.

  • What are the best places to visit in Sesimbra?

    Sesimbra Castle, Praia do Ouro, and the Arrábida Natural Park are often recommended for discovering local history, scenic views, and natural beauty. The Maritime Museum explores the town's fishing heritage.

  • What are some hiking trails in Sesimbra?

    Sesimbra has trails winding through Arrábida Natural Park, coastal paths near Cabo Espichel, and routes around Serra do Risco. These areas showcase panoramic sea views and Mediterranean vegetation.

  • What are some family activities we can do in Sesimbra?

    Families explore beaches like Praia da Califórnia, visit castles, or join dolphin-watching boat trips. Many spend time at maritime museums or join safe kayaking tours along the coast.

  • What are some of the best day trip ideas from Sesimbra?

    Near Sesimbra, you can explore the whitewashed village of Azeitão, wander through the hilltop town of Palmela, or take a scenic tour of Arrábida Natural Park. These areas are known for unique wines, historical sites, and natural views.

  • Are there any pet friendly accommodations available in Sesimbra?

    Several rental options in central Sesimbra, the beach area, or the hills are pet-friendly and often have outdoor spaces. Local parks and coastal trails make it easy to enjoy activities with pets.

  • What are some local tips for visiting Sesimbra?

    Visit popular beaches early during summer and check out smaller coves for a quieter experience. Booking restaurants in advance is suggested, especially on weekends, and packing comfortable footwear for hill walks helps explore the historic center.

  • What is Sesimbra known for?

    Sesimbra is known for its fishing heritage, fresh seafood cuisine, and scenic coastline bordered by cliffs and beaches. The town also has well-preserved castles and vibrant maritime traditions.

  • What are the best hidden gems to explore in Sesimbra?

    Travelers often mention Praia do Ribeiro do Cavalo for its dramatic landscape, quiet coves near Cabo Espichel, and trails around Serra do Risco. Smaller local fishing harbors give insight into daily life.

  • What are the best foods to try in Sesimbra?

    Sesimbra has fresh seafood dishes like caldeirada, grilled swordfish, and local choco frito. Bakeries serve tortas de Azeitão and other regional sweets, reflecting the area's culinary traditions.

  • What should I bring for a trip to Sesimbra?

    Pack layers for mild coastal weather, sun protection, and comfortable walking shoes for exploring historic streets or trails. Water shoes can help when swimming in rocky coves.

  • What is the nightlife in Sesimbra like?

    Sesimbra has a laid-back nightlife scene centered around beachfront bars, music cafés, and restaurants with sea views. Some venues host live music, especially during weekends and festival periods.

  • What are the most popular events or festivals in Sesimbra?

    Sesimbra often celebrates its fishing traditions with maritime festivals, summer music events, and vibrant Carnival parades. Late spring and summer months feature local food fairs and outdoor concerts.

  • Are there family friendly vacation rentals in Sesimbra?

    Sesimbra has many family-friendly rentals near beaches, parks, and the historic center. These areas are popular for access to outdoor activities, local eateries, and family attractions.

  • When is the best time to visit Sesimbra?

    Late spring and early autumn are frequently suggested for comfortable weather and fewer crowds. Summers attract visitors for swimming, festivals, and beach activities.

Quick stats about holiday rentals in Sesimbra (Santiago)

  • Total holiday rentals

    Explore 580 holiday rentals in Sesimbra (Santiago)

  • Nightly prices starting at

    Sesimbra (Santiago) holiday rentals start at £15 per night before taxes and fees

  • Verified guest reviews

    Over 18,140 verified reviews to help you choose

  • Family-friendly holiday rentals

    290 properties offer extra space & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 70 rentals that welcome pets

  • Holiday rentals with a pool

    90 properties feature pools

  • Rentals with dedicated workspaces

    140 properties have a dedicated workspace

  • Wifi availability

    560 of Sesimbra (Santiago) holiday rentals include wifi 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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