
House holiday rentals in Sesimbra
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Top-rated house rentals in Sesimbra
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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.

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.

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.

Boutique Family Retreat: 2 suites+patio
“Sparrow Sintra Nest” is a refurbished design town house, right in the center of Sintra village. Located in a very quiet non-traffic street, just 250 m from the train station, that come directly from Lisbon and also the bus stops, all in a walking distance. It's a fully equipped nest, with all the kitchen amenities, 2 suites with private bathroom and a sofa bed in the living room. In the patio you can enjoy a breathtaking view to “Castelo dos Mouros” and enjoy the fantastic sun light.

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.

Meco - patio
In the center of Aldeia do Meco, you'll find the Courtyard of Meco. A project to reflect the well-being of guests. The main building accommodates the common spaces (kitchen, dining room and living room), 4 fully independent suites with outdoor space make up the entire Courtyard. In the center, a swimming pool with a water mirror The entire space provides a unique privacy. The Pátio do Meco will be reserved exclusively for the number of guests specified in the reservation.

MY LX FLAT Charming in Cascais
This is a comfortable and bright 3 bedroom house located in the heart of Cascais, just 1 minute walking from the beach and 5 minutes walking from Marina de Cascais. Please note that there are stairs to reach the bedrooms! From here, you can easily access wonderful cafes, wine bars, restaurants and bakeries in just a few minutes walking. It is also just a few minutes away from several museums and other points of interest in Cascais, such as the Cidadela de Cascais.

Casa de Ar-Sesimbra
Welcome to Casas Amigavel where design and comfort meet nature. Casa de Ar, is located 10 minutes walk from the pretty Sesimbra beach lined with its bars, restaurants and shops, 5 minutes from hiking trails overlooking the Atlantic Ocean. You can also go to the many diving schools and windsurfing boards available within a 15-minute walk. We can offer you sea trips that offer unique access to the coves and you will surely have the chance to observe dolphins.

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.
Popular amenities for house rentals in Sesimbra
House rentals with a pool

Villa Seixal coast

Serra da ursa

Comporta - small, simple and beautiful

Villa Casalinho Meco, close to the beach and Lisbon

Holiday Villa with Infinity Pool

Setúbal & Lisbon Dream Getaway — Villa do Sol

Spacious Villa for Groups with Pool & Soccer field

Aroeira Paradise House
Weekly house rentals

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

Adega House, Azoia-Meco-Sesimbra

Apart in front the California Beach, With Wi-Fi

Casa do Poço - 3 Bedrooms, private Pool and Garden

Happy house in Lagoa de Albufeira

Villa by the woods & beach

Vila Rodrigues - Merchant's House

Tree House - Casa Limoeiro/2 People
Private house rentals

4BR Villa w/ Garden & BBQ | 5min from the beach

Arrábida Getaway • Jacuzzi & Mountain Views

Outside Nature Chalet
Sintra Charming Country House

Beach house with private pool

Welcome to Our Cherished Summer Home in Airoeira!

OPEN SPACE IN COSTA DA CAPARICA

Cliff-Front Ocean View Retreat – Casa Condessa
Quick stats about house rentals in Sesimbra

Total holiday rentals
Explore 430 holiday rentals in Sesimbra

Nightly prices starting at
Sesimbra holiday rentals start at $26 SGD per night before taxes and fees

Verified guest reviews
Over 8,680 verified reviews to help you choose

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

Pet-friendly holiday rentals
Find 140 rentals that welcome pets

Holiday rentals with a pool
240 properties feature pools

Rentals with dedicated workspaces
150 properties have a dedicated workspace

Wifi availability
420 of Sesimbra holiday rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Sesimbra rentals

4.8 Average rating
Sesimbra stays are highly rated by guests – averaging 4.8 out of 5!
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- 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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