
Family-friendly holiday rentals in Sesimbra (Santiago)
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Top-rated family-friendly rentals in Sesimbra (Santiago)
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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.

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 »

"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

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!

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.

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.

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.

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.

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.

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.

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.

Penthouse Ocean View Sesimbra - W/ parking @center
Exclusive penthouse with sea view is a 3 bedroom modern duplex apartment suited in Sesimbra. The comfortable apartment features a spacious sunny balcony, and a big view over atlantic ocean. We also have a private parking spot at 30sec Sesimbra beach
Popular amenities for Sesimbra (Santiago) family-friendly rentals
Family-friendly home rentals with a hot tub

Noble Villa w/ Swimming Pool & co-work Space

THE miniPENTHOUSE terrace & SPA

Discover Secrets of a Kings Life

Cosy house in the valley & hottub -Casas Rio Verde

Yuka's Terrasse e Jacuzzi

Pool/Jacuzzi/Park | 35' to the airport | 30 km to Lisbon

Luxury Villa with Private Pool +Jacuzzi Year-Round

Villa Bali Lisbon
Family- and pet-friendly home rentals

Cabana Zojora

Cozy Private Cottage with Fireplace & Outdoor Tub

The Sea House - A Casa do Mar

Villa with pine forest and beach within 5 minutes, in Aroeira

Holiday Villa with Infinity Pool

Amazing Pool Pavilion with Private Heated Pool

Tróia Resort Apartment - Private Heated Pool

Ocean View + 10 min walk Beach + Peaceful Nature
Family-friendly home rentals with a pool

Moinho Novo Estate

Sesimbra White Lux Residence

Mivô | Sesimbra Above the Sea

Condominium in Sesimbra

Apartment Varandas do Mar

Panoramic Villa - Arrabida Beach - 30 min Lisbon - A/C

Sesimbra Cliffs - The Ocean at your feet

Luxury garden villa, pool, great views, near beach
Quick stats about holiday rentals that are family-friendly in Sesimbra (Santiago)

Total holiday rentals
Explore 290 holiday rentals in Sesimbra (Santiago)

Nightly prices starting at
Sesimbra (Santiago) holiday rentals start at £22 per night before taxes and fees

Verified guest reviews
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Pet-friendly holiday rentals
Find 50 rentals that welcome pets

Holiday rentals with a pool
60 properties feature pools

Rentals with dedicated workspaces
70 properties have a dedicated workspace

Wifi availability
280 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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- Family-friendly rentals Setúbal
- Family-friendly rentals Portugal
- Arrábida Natural Park
- Príncipe Real
- Praia Fonte da Telha
- Belém Tower
- MEO Arena
- Sesimbra Beach
- Praia do Guincho
- Badoca Safari Park
- Carcavelos Beach
- Praia das Maçãs
- Estádio da Luz
- Lisbon Cathedral
- Praia da Adraga
- Galapinhos Beach
- Parque Eduardo VII
- Figueirinha Beach
- Praia da Comporta
- Lisbon Zoo
- Lisbon Oceanarium
- Oriente Station
- Foz do Lizandro
- LX Factory
- Botanical Garden of Lisbon
- Sintra-Cascais Natural Park
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- Food and drink Setúbal
- Sports activities Setúbal
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- Entertainment Setúbal
- Tours Setúbal
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- Things to do Portugal
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