
House holiday rentals in São Simão
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Top-rated house rentals in São Simão
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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.
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Boutique Design Loft in Fisherman's House
This typical fisherman's house, with 30m2, was rehabilitated in 2017, and now have: - Kitchen equipped with dishwasher, clothes and refrigerator, dining table and 2 chairs. - Living room with a comfortable sofa, TV, WI-FI. - WC with shower. - Mezzanine, with a access staircase, with double bed (160cmx180cm), writing desk and a charriot. Guests can access all areas except the storage area. Usually we will be present at the entrance and exit and available for any unforeseen situation. Stroll down to the water just a few steps away at the end of the road. Venture out and explore the neighbourhood filled with quaint houses, lovely restaurants, grocery stores, and coffee shops. Preferably walk as it your in the center of the village of Alcochete. Smoking is not allowed, nor bring pets. No parties or events allowed Children up to 1 year old for safety reasons, since there are no gates or doors on the stairs between the mezzanine / bedroom and the ground floor.
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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.
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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.
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Spacious Villa for Groups with Pool & Soccer field
A Quinta do Paraíso é uma ampla propriedade localizada a apenas 30 minutos de Lisboa e das deslumbrantes praias da Serra da Arrábida, ideal para estadias em grupo, famílias numerosas ou eventos especiais. A quinta tem capacidade para receber até 37 hóspedes, oferecendo conforto, espaço e privacidade. A casa é composta por 10 quartos com Ar Condicionado, 7 casas de banho, 3 salas de estar e 2 cozinhas totalmente equipadas, pensadas para proporcionar uma estadia confortável a grandes grupos.
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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.
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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.
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Comporta - small, simple and beautiful
If you love sand, sea and sunsets, this design beach villa for up to 6 guests with a small pool and within 3 km distance to one of Portugal’s best beaches, is just the place for your next holiday rental! L.66 is a 600 sqm plot, part of Herdade da Comporta, with a three bedroom house divided in two volumes, a main cement house and a wooden detached cabin and a small pool. This small house is an exercise on simplicity and reworking of traditional architectural elements.
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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.
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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.
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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.
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Heart of Sintra - Amazing Views, Pool & Garden
Heart of Sintra is an extraordinary house within an estate located a couple of minutes walking distance from the center of Sintra. The house has every amenity you could possibly need, and the gardens are a wonderful place to wander and feel inspired by Nature. On sunny days you can relax by the pool and enjoy the amazing views over Sintra's landmarks.
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Popular amenities for São Simão house rentals
House rentals with a pool

Serra da ursa
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Casinha da Tia Emília A4
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Blue Beach Villa - Coastal Escape
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Family house with pool & garden
LocationFamilyOutdoor spaces

Quiet luxury Arrábida escape: Pool & Views
LocationFamilyGetting around

Casas de Azeitão - Private Pool, By Home Match
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Casa Redonda by Villas Aura-Retreat 4-Private Pool
LocationQuietBathroom

Casa Amazónia, 27 min from Lisbon, Swimming Pool
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Weekly house rentals

Modern architecture villa
ValueFamilyAccess

Chalet do Eléctrico 92'
ValueFamilyComfort

Arrábida Getaway • Jacuzzi & Mountain Views
LocationHot tubCheck-in

Little house in the center of the village
LocationFamilyAmenities

Lisbon/Beaches: House with terrace
LocationAccuracyIndoor spaces

Portinho da Arrábida Cabin
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Charming Villa Golf & Beach
LocationFamilyQuiet

Heated pool, Azeitao, gym, 35 minutes from Lisbon
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Private house rentals

Luxury Designer Villa Caparica, Private Pool & BBQ
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Villa Seixal coast
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Charming house in an old fishing village.
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Quinta da Arrábida - Pinheiro House
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Stunning beach house on the cliff
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Cascais skyline house
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Casa Arbutus
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Casa da Arrábida | beaches, nature and tradition
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Destinations to explore
- Príncipe Real
- Praia Fonte da Telha
- Arrábida Natural Park
- Praia da Comporta
- Belém Tower
- MEO Arena
- Carcavelos Beach
- Badoca Safari Park
- Praia do Guincho
- Sesimbra Beach
- Praia de Santa Cruz
- Praia das Maçãs
- Sintra-Cascais Natural Park
- Figueirinha Beach
- Galapinhos Beach
- Praia da Adraga
- Oriente Station
- Parque Eduardo VII
- Lisbon Oceanarium
- Ribeiro do Cavalo Beach
- LX Factory
- Foz do Lizandro
- Saldanha
- Botanical Garden of Lisbon





