
Holiday rentals with a pool in Sesimbra (Santiago)
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Quick stats about holiday rentals with a pool in Sesimbra (Santiago)

Total holiday rentals
Explore 90 holiday rentals in Sesimbra (Santiago)

Nightly prices starting at
Sesimbra (Santiago) holiday rentals start at $86 AUD per night before taxes and fees

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Over 2,480 verified reviews to help you choose

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

Rentals with dedicated workspaces
40 properties have a dedicated workspace

Wi-Fi availability
90 of Sesimbra (Santiago) holiday rentals include Wi-Fi access

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

4.8 Average rating
Sesimbra (Santiago) stays are highly rated by guests—averaging 4.8 out of 5!
Top-rated rentals with a pool in Sesimbra (Santiago)
Guests agree: These homes with a pool 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.

Dream of Sesimbra
Imagine waking up to the sound of waves and the fresh sea breeze coming through the window. This magnificent house in Sesimbra, just a few steps from the sea, offers you a setting of incomparable beauty and a unique quality of life. With a stunning view of the sea, a balcony overlooking the beach for unforgettable ends of the day, this is the ideal house for those looking for peace, comfort and a relaxed lifestyle by the beach. Come and discover this paradise and let yourself fall in love!

Cascais Amazing GardenHouse With Shared PlungePool
The Garden House is a cosy and secluded studio apartment for two people that overlooks our lush garden and is the ideal choice for a peaceful and relaxing getaway. Appointed to a high standard with natural materials, such as oak parquet ceiling and floors and linen curtains, and decorated in soothing natural colours, it blends harmoniously with its surroundings. Large patio doors lead out onto a spacious and private terrace with a dining table and chairs and a wooden sofa.

LUXURIOUS, PRIVATE GARDEN & HEATED SWIMMING POOL
Luxurious and spacious apartment with two bedrooms (each with a private bathroom) and an amazing garden with a private heated and salted water swimming pool, belonging exclusively to the apartment. Located in a historic and charming building, totally refurbished in 2018. With a great location, between the viewpoint of Portas do Sol (Alfama) and Graça viewpoint, 2 minutes walk from the famous tram 28 and 5 minutes walk from the Castle. Great to discover the historic center.

Villa Zenith (heated swimming pool)
Kick back and relax in this calm and stylish villa. With an ocean oriented garden where you may enjoy the rays of sun all year along and an heated swimming pool (an addition of 30€ per day), this house can host up to 8 people in complete comfort. The large living room with a pleasant fireplace, a fully equipped kitchen, four bedrooms and four bathrooms and a 10 meters pool offer a very relaxing experience. Peaceful setting, no parties or loud noise.

Luxury Villa with Private Pool +Jacuzzi Year-Round
Year-round hot jacuzzi + private solar-heated pool. A romantic and modern villa in Setúbal, only 25 minutes from Lisbon and beside Arrábida Natural Park. Ideal for couples or small families (up to 5 guests) seeking complete privacy, peace, and comfort all year round. • 5 minutes by car to the beaches and Arrábida Natural Park • 10 minutes walk to Setúbal city center and Livramento Market Come and enjoy the tranquility and beauty of Setúbal! 😊🌊

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.

Father's House Beach House
Enjoy views out into the garden from the huge windows and spend the day sunbathing by the salt water pool Chemical-free that could be heated at an extra cost (please confirm not all date) From the home's peaceful location it's an easy 12-minute walk to the glistening beaches where surfing and other water activities await. License/registration number: 56045/AL - All house

Villa w/Pool and Panoramic Seaview
Just 40km away from Lisbon, Casa de Nossa Senhora (4577/AL) is located on the edge of Arrábida's National Park. Standing approximately 200 meters above the sea, it has amazing panoramic sea views across the bay of Sesimbra and towards South. Five of its six bedrooms are sea-facing.

Vintage chic romantic cosy cottage
"Bijou, cute, amazing, lovers' retreat, honeymoon hideaway" - these are just some of the words used by recent guests to describe our lovely stone cottage. Set in a private garden with access to a private pool, it's the perfect romantic setting.

Holiday Villa with Infinity Pool
This unique charming rustic villa was made to provide well-being in all senses and at all seasons: cosy inside atmosphere, relaxing outside spots, either in the balcony or by the pool, a romantic and inspiring view of the mountain…!
Popular amenities for Sesimbra (Santiago) rentals with a pool
House rentals with a pool

Meco Lodge Private Pool Full of Grace

Casinha da Tia Emília A4

Family house with pool & garden

Sesimbra White Lux Residence

Casa Redonda by Villas Aura-Retreat 4-Private Pool

Designed Retreat with Private Pool near Lisbon

Aroeira Paradise House

Villa Bali Lisbon
Condo rentals with a pool

Summer Fresh - Lux Studio with Pool, AC, Parking

Pool · Garage · Eduardo VII Park · Central Lisbon

Heavenly Haven In Ancient Heart Of Lisbon

Super cosy apartment, best location - Cascais

2 bedroom apartment, swimming-pool, garden, beach

Luxury, historic “Graça” with great view and pool

Costa Guia- Cascais -with Pool - 2BDR-Easy parking

Sun-Drenched Workspace + By the Sea & Fast Wi-Fi
Home rentals with a private pool

Estoril Luminous Villa Close to the Sea Heated Pool
Casa Parus, Stylish Villa With a Pool in Comporta

Family-Friendly Villa in Sintra Surrounded by Nature

Quinta da Luz, garden paradise with pool

Cozy 1850s Windmill with City and River Sunset Views

Calm sea view pool & lawn. Family & children

Relax on the sunny pool deck. Children friendly

House with Magnificent Sea View and Heated Pool
Destinations to explore
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- Rentals with pools Setúbal
- Rentals with pools Portugal
- Príncipe Real
- Praia Fonte da Telha
- Arrábida Natural Park
- Belém Tower
- Praia da Comporta
- MEO Arena
- Badoca Safari Park
- Carcavelos Beach
- Estádio da Luz
- Praia do Guincho
- Praia das Maçãs
- Lisbon Cathedral
- Sintra-Cascais Natural Park
- Figueirinha Beach
- Sesimbra Beach
- Praia da Adraga
- Galapinhos Beach
- Parque Eduardo VII
- Lisbon Zoo
- Oriente Station
- Lisbon Oceanarium
- Foz do Lizandro
- LX Factory
- Botanical Garden of Lisbon
- Things to do Sesimbra (Santiago)
- Nature and outdoors Sesimbra (Santiago)
- Sports activities Sesimbra (Santiago)
- Tours Sesimbra (Santiago)
- Sightseeing Sesimbra (Santiago)
- Things to do Setúbal
- Tours Setúbal
- Food and drink Setúbal
- Nature and outdoors Setúbal
- Sightseeing Setúbal
- Entertainment Setúbal
- Sports activities Setúbal
- Art and culture Setúbal
- Things to do Portugal
- Nature and outdoors Portugal
- Entertainment Portugal
- Art and culture Portugal
- Sightseeing Portugal
- Tours Portugal
- Wellness Portugal
- Sports activities Portugal
- Food and drink Portugal







