
House holiday rentals in Sesimbra (Santiago)
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Total holiday rentals
Explore 30 holiday rentals in Sesimbra (Santiago)

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Sesimbra (Santiago) holiday rentals start at $90 SGD per night before taxes and fees

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Family-friendly holiday rentals
20 properties offer extra space & child-friendly amenities

Pet-friendly holiday rentals
Find 10 rentals that welcome pets

Wifi availability
30 of Sesimbra (Santiago) holiday rentals include wifi 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.

Villa Blue Panorama, garage swimming pool
Villa Blue Panoramais located 39 km away from Lisbon. Sesimbra is a typical city where you can find a lot of shops, a bakery, a butcher, a bank, a post office, supermarkets and for those who like to cook their own fish/seafood, there are fish markets in Sesimbra. The region has excellent wine cellars that you can visit. Wine, cheese and the small Swiss rolls (tortas) are the region specialties.With 3 bedrooms, a fully equipped and modern kitchen, a living and dining area, and small swimmig pool

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.

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.

Traditional Beach House a few minutes from Lisbon
This house has been completely renovated and it´s located on the beach, facing the Atlantic Ocean. The beach has its own lifeguards who watch the beach during the summer. We are 10 min away from the center on foot through the beach or 2 min by train. In the center you find laundries, supermarkets, pharmacies, health centers, restaurants, etc. You can rent a bicycle or a car and take a tour. We are about 20 min from Lisbon and from the airport and about 15 min from the Hospital by car.

Sesimbra White Lux Residence
Kick back and relax in this calm, stylish space. Beautifully decorated 3 bedroom house in a private condominium with a shared pool. Fully equipped kitchen where you will feel just at home. 10min drive to the amazing Sesimbra beach and 40min from Lisbon, close to all amenities, free street parking. All rooms with tv, Netflix and air conditioning for your comfort. You will sleep nicely in the finest mattresses. Perfect house for an amazing holiday in sunny Sesimbra. Enjoy your stay!

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.

Blue Beach Villa - Coastal Escape
Enjoy sunny days by the pool, breathe in the fresh ocean air, and relax to the sound of nearby waves. This fully renovated 4-bedroom villa combines contemporary comfort with a cozy beach-chic style, blending bright indoor spaces with inviting outdoor living areas. Located just 800m from the lagoons and beach of Lagoa de Albufeira, it offers the perfect mix of ocean, calm lagoon waters, and beautiful pine forests for an unforgettable coastal escape.

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.

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 house rentals in Sesimbra (Santiago)
House rentals with a pool

Tia Emília's House A3

Modern architecture villa

Beach house with private pool

Setúbal & Lisbon Dream Getaway — Villa do Sol

Quiet luxury Arrábida escape: Pool & Views

Heart of Sintra - Amazing Views, Pool & Garden

Luxury villa 4 suites, heated pool/ocean/beach

Villa Bali Lisbon
Weekly house rentals

Casa das Palmeiras

Apart in front the California Beach, With Wi-Fi

Happy house in Lagoa de Albufeira
Sintra Charming Country House

Eco-Luxe Villa Laranjeiras Comporta, Heatable Pool

Alto da Serra Sesimbra House

Casa dos Manos at Comporta [House of the Hands at Comporta]

Garden BBQ & Walk to Beach (10min) – Sesimbra
Private house rentals

Tropical Villa with Pool

Quinta da Arrábida - Pinheiro House

Little house in the center of the village

Outside Nature Chalet

Quinta das Acácias near the beaches of Meco

VillaTamar - Azenhas do Mar (Sea Mills)

Harbour View House - Terrace & Swimming Pool

Se7e Casinha by the sea - Portinho da Arrábida
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- House rentals Setúbal
- House rentals Portugal
- Arrábida Natural Park
- Príncipe Real
- Praia Fonte da Telha
- Belém Tower
- MEO Arena
- Praia do Guincho
- Sesimbra Beach
- Badoca Safari Park
- Carcavelos Beach
- Praia das Maçãs
- Praia da Adraga
- Estádio da Luz
- Lisbon Cathedral
- Galapinhos Beach
- Parque Eduardo VII
- Lisbon Zoo
- Figueirinha Beach
- Praia da Comporta
- Lisbon Oceanarium
- Foz do Lizandro
- Oriente Station
- LX Factory
- Botanical Garden of Lisbon
- Sintra-Cascais Natural Park
- Things to do Sesimbra (Santiago)
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- Entertainment Setúbal
- Food and drink Setúbal
- Sports activities Setúbal
- Things to do Portugal
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