
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 $85 NZD per night before taxes and fees

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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.

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.

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.

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.

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.

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.

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.

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.

Casa Redonda by Villas Aura- Retreat 7
The house is spread over two floors, with an entrance on the first floor, which features a living room with an open-plan kitchen, one bedroom, a bathroom, and two balconies- one facing north and the other east. On the second floor, there are two additional bedrooms and a shared bathroom. There is one queen bed and three single beds, which can be arranged as one queen and one single—please let us know your preference. The swimming pool and gardens are shared.

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.

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.

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!

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.
Popular amenities for Sesimbra (Santiago) house rentals
House rentals with a pool

Father's House Beach House

Casinha da Tia Emília A4

Meco Lodge Private Pool Full of Grace (2 adults)

Aroeira Paradise House

Luxury Designer Villa Caparica, Private Pool & BBQ

Family house with pool & garden

Casa das Pérgolas Summer/Winter Retreat, Comporta

Sesimbra White Lux Residence
Weekly house rentals

Arrábida Getaway • Jacuzzi & Mountain Views

Portinho da Arrábida - New Couple

Portinho's House

Beachside retreat

Lisbon Cottage/Luxury Villa 1BR garden

Charming Villa Golf & Beach

Casa Azuloia - relax play love eat sleep...and sea

Apart in front the California Beach, With Wi-Fi
Private house rentals

The Refuge

Quiet luxury Arrábida escape: Pool & Views

Linda s Guest House alj 2 (HotTub) 3min from beach

Beach Bungalow with Heated Pool

Village House in Sintra hills

Casa de Ar-Sesimbra

Beautiful House With Sea View

Sesimbra Oasis • Private Pool & Garden
Destinations to explore
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- Príncipe Real
- Praia Fonte da Telha
- Arrábida Natural Park
- Praia da Comporta
- Belém Tower
- Estádio da Luz
- Carcavelos Beach
- MEO Arena
- Praia do Guincho
- Badoca Safari Park
- Sesimbra Beach
- Sintra-Cascais Natural Park
- Praia das Maçãs
- Lisbon Cathedral
- Figueirinha Beach
- Galapinhos Beach
- Oriente Station
- Praia da Adraga
- Lisbon Zoo
- Parque Eduardo VII
- Lisbon Oceanarium
- Ribeiro do Cavalo Beach
- LX Factory
- Foz do Lizandro
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- Things to do Setúbal
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- Things to do Portugal
- Dining Portugal
- Food tours Portugal
- Art and culture Portugal
- Workouts Portugal
- Art workshops Portugal
- Water sports Portugal
- Wildlife Portugal
- Tours Portugal
- Tastings Portugal
- Cultural tours Portugal
- Museums Portugal
- Architecture Portugal
- Food and drink Portugal
- Nature and outdoors Portugal
- Entertainment Portugal
- Outdoors Portugal
- Landmarks Portugal
- Sightseeing Portugal
- Sports activities Portugal
- Wellness Portugal
- Performances Portugal
- Cooking Portugal







