
Vacation rentals with a pool in Sesimbra (Santiago)
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Quick stats about vacation rentals with a pool in Sesimbra (Santiago)

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

Nightly prices starting at
Sesimbra (Santiago) vacation rentals start at G$12,548 GYD per night before taxes and fees

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Over 2,480 verified reviews to help you choose

Family-friendly vacation rentals
60 properties offer extra space & kid-friendly amenities

Rentals with dedicated workspaces
40 properties have a dedicated workspace

Wi-Fi availability
90 of Sesimbra (Santiago) vacation 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.

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.

Sonho de 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!

Casa Redonda by Villas Aura-Retreat 4-Private Pool
Duplex bungalow with a private heated pool and south-facing garden, approximately 30 m², featuring a deck and outdoor space. The bungalow is fully equipped with a refrigerator, freezer, induction hob, and multifunction oven. It also includes air conditioning, an extractor fan, a Nespresso machine, a French press, an electric kettle, and a toaster for a comfortable and convenient stay. The surrounding gardens and the large heated swimming pool are shared.

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.

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.

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…!

Casa Sul Mar - Paradise over the sea
With an unmatched view over the ocean and surrounded by luxurious Mediterranean vegetation Casa Sul Mar is the best spot in the Lisbon/Setúbal coast to spend your holidays year round or simply get away for a relaxing week end.
Popular amenities for Sesimbra (Santiago) rentals with a pool
House rentals with a pool

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Sun-Drenched Workspace + By the Sea & Fast Wi-Fi

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Pool · Garage · Eduardo VII Park · Central Lisbon
Home rentals with a private pool

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







