
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
Observe the “blackbirds” in the morning, the sunset, enjoy the calm and tranquility. Enjoy the unique view of the sea and mountain from the private lounge, the infinity pool, the “Serra de Sintra”-the magical mountain, its enchanted woods, convents and palaces. Possibility to include a work desk. There is also the possibility of accepting wedding celebrations, if you are small groups, for an additional fee. For more information contact the host directly. A mountain villa built more than 100 years ago , implanted on an imposing rock with a unique surroundings and a breathtaking view over the sea the city , Cascais and the mountain where it is inserted . The house was recently refurbished and enlarged with a modern and design construction enjoying the view and surroundings . You can see it from the top of the Serra de Sintra, to Guincho to Cabo Espichel. A stone's throw from the pedestrian paths of the Serra de Sintra and its monuments and next to good restaurants , cafes with good atmosphere , the small village has a supermarket and pharmacy for your tranquility. Guests have at their disposal a house with 2 bedrooms, living room and kitchen, totally private and access to a large garden with an infinite pool where they can enjoy the wonderful view. I live on the property and am available to share stories and information about the region. I love cycling and know the Serra like the back of my hand. I can share the secrets of the mountains and advise the best restaurants in the region. Malveira da Serra, picturesque village next to Cascais and Lisbon (20 min), with hiking trails in Serra de Sintra and its monuments. Guincho Beach and its wild dunes with their unique beauty are a paradise for surfing/kite-surfing/windsurfing. I advise you to use your own car.

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.

Village of Light - Summer Edition (5/1 - 9/30)
Aldeia De Luz - a warm and friendly welcome awaits you in our unique home. Each bedroom has its own character and the outside space is a delight. Our pool is available to you along with a beautiful patio and bbq area. Aldeia De Luz is a short walk from typical Portuguese restaurants and a short drive from supermarkets. Public transport is infrequent, a car is preferable. Palmela Castle is close-by, as is the Arrábida Natural Park. Beaches, Setúbal, Lisbon and the airport are within easy reach.

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.

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.

Outdoor, modern, beach and tranquility
WINTER MONTHS The house has central heating. A very efficient floor heating system keeps the house warm. You will not be cold, we guarantee it! Modern small house with outdoors, small pool and a 15 minute ride to the beaches. Recently renovated, a sliding door from the kitchen to the outdoor to take full advantage of the country's beautiful weather. Located near walking and bike paths of the Serra da Arrabida. Out of the ordinary. No airbnb services are allowed in our house at any time.

Salty Soul Beach House – Bright Seaside Stay
Bright and airy beach house just steps from the sea in Fonte da Telha. Enjoy mornings with ocean breeze and outdoor breakfasts on the spacious private patio. The house features two double bedrooms, a cozy living room with sliding doors, and a fully equipped kitchen. Perfect for families or friends who love relaxed seaside living and want to stay close to the beach in Portugal’s beautiful Costa da Caparica — near surf spots, cafés, and beachside restaurants with ocean views and sunsets.

A Place in the Sun - Cliffside house ~ Azenhas do Mar
Discover the charm of one of Portugal’s most picturesque coastal villages: Azenhas do Mar. Located in the municipality of Sintra, just 40 minutes from Lisbon, this house offers a truly unique experience – perched on the cliffs, with the ocean right at your feet. Um Lugar ao Sol is more than just a place to stay – it’s your peaceful retreat between sea and mountains. Perfect for couples, solo travelers, or anyone looking for natural beauty, calm, and a touch of magic.

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.

Casa da Encosta - five terraces - stunning views
This old traditional house totally renewed in 2010 with a modern touch is located in Azenhas do Mar cliffs, with beautiful ocean views, the terraces are perfect for catching sun, having meals, relaxing or work (with hi speed internet connection) At a short distance from Sintra (10Km) and from the main beaches; Praia das Maçãs (2km), Praia Grande (4km). A short walk away from the best restaurants in the region.

Zé House
The house stands out for its modern architecture, integrated in the historic center of Palmela. Zé House was the name given by the architects. A simple house whose architecture sought to assert itself in a secular context due to its contemporary character, establishing not only a geometric relationship with the surroundings but also a chromatic relationship. The result was a surprising and welcoming space.

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.
Popular amenities for São Simão house rentals
House rentals with a pool

Villa Seixal coast

Casinha da Tia Emília A4

Quinta da Arrábida - Pinheiro House

Comporta - Wood & Blue

Pool House in Serra Arrábida, Azeitão

Beautiful family villa with swimming pool

Heart of Sintra - Amazing Views, Pool & Garden

Villa Bali Lisbon
Weekly house rentals

Azeitão House I

Casa Pátio Boa Vista 4 (House Patio Boa Vista 4)

NEW Blue Beach Villa

Casa de São Pedro

A House by the Sea - Azenhas do Mar WCDS

Casa das Oliveiras

Quiet luxury Arrábida escape: Pool & Views

Luxury villa 4 suites, heated pool/ocean/beach
Private house rentals

House with private pool

Casa do Anjo

Villa Pool & Resort
Sintra Charming Country House

house sesimbra near lisbon

Casa Arbutus

Villa do Sol — Dream Getaway in Lisbon & Setúbal

LUX Design Villa • Pool • Gym • Lisbon’s Gem
Quick stats about house rentals in São Simão

Total holiday rentals
Explore 70 holiday rentals in São Simão

Nightly prices starting at
São Simão holiday rentals start at $71 NZD per night before taxes and fees

Verified guest reviews
Over 1,050 verified reviews to help you choose

Family-friendly holiday rentals
50 properties offer extra space and kid-friendly amenities

Pet-friendly accommodation
Find 10 rentals that welcome pets

Holiday rentals with a pool
40 properties feature pools

Rentals with dedicated workspaces
20 properties have a dedicated workspace

Wi-Fi availability
70 of São Simão holiday rentals include Wi-Fi access

Popular amenities for guests
Guests love Kitchen, Wi-Fi and Pool across São Simão rentals

4.8 Average rating
São Simão stays are highly rated by guests—averaging 4.8 out of 5!
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- Arrábida Natural Park
- Príncipe Real
- Altice Arena
- Praia do Guincho
- Carcavelos Beach
- Belém Tower
- Praia da Adraga
- Badoca Safari Park
- Praia das Maçãs
- Praia da Comporta
- Praia de Carcavelos
- Galapinhos beach
- Lisbon Zoo
- Lisbon Cathedral
- Figueirinha Beach
- Penha Longa Golf Resort
- Lisbon Oceanarium
- Tamariz Beach
- Foz do Lizandro
- Praia Grande do Rodízio
- Ouro Beach
- Praia de Ribeira d'Ilhas
- Galápos Beach
- Sintra-Cascais Natural Park




