
Holiday rentals with a pool in Sesimbra
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Top-rated rentals with a pool in Sesimbra
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.

Ocean View - 10 min walk Beach - Vegetable Garden
Relax in a floor-heated T1 apartment with amazing ocean/mountain views, perfectly nestled in nature. Located by Sintra-Cascais Natural Park, the space offers peace, privacy, and a 12 minute walk to Guincho Beach Also included: - Large Organic Vegetable Garden - Beautiful hiking trails outside front door - Fast wifi (200+ mbps) - Ideal location: In nature yet restaurants/supermarkets only 2km away - Very Spacious Pool - Free parking onsite - 25 min drive to Lisbon, 10 min to Cascais centre

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.

Suite T1 Sea View Aqualuz Troia Mar & Rio 4****
Suite T1 Premium no 12º piso da Torre TroiaRio, parte do Aqualuz Suite Hotel Apartamentos 4*, com 83 m2 vistas deslumbrantes da península de Tróia, mesmos serviços do Hotel, serviço de limpeza, roupas de cama, toalhas, acesso ás piscinas, toalhas para piscinas, etc Nota: de 1.10.2025 até 1.05.2026, o Hotel Aqualuz Troia Mar & Rio 4* está encerrado Durante este período a sua reserva tem um upgrade gratuito para uma Suite T2 Premium Vista Mar nos últimos pisos do The Anchor Sea 4*.

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.

Luxury garden villa, pool, great views, near beach
This is a beautiful villa with many amenities and sleeps up to 6 guests. The property has lovely views, in a 3.5-hectares nature reserve of pine trees, orchards and gardens. The space is very romantic, quiet and gated. Have access to a large swimming pool that is well-maintained and heated (maximum 30º) with a removable roof. Playground for kids with swings, basketball, ping pong and football table areas. 7-min near Aldeia do Meco beaches and Cabo Espichel.

Cozy 1850s Windmill with City and River Sunset Views
Discover the charm of staying in a 150-year-old windmill, fully renovated yet rich in original details. Ideal for romantic escapes, families or travelers seeking countryside peace just 10 min from Lisbon. Over 600 guests say we offer the best view of Lisbon — read the reviews! Enjoy sunsets over the Tagus, a pool to refresh in spring and summer, a treehouse, and a functional kitchen. Climb the historic stairs to reach the most stunning views.

Troia Resort Beach Apartment
Em Portugal, na Costa Alentejana, a menos de uma hora de Lisboa, há um lugar perfeito para estar em família, onde poderá aproveitar toda a envolvência com a natureza e praticar inúmeras actividades ao ar livre. Faça passeios de barco ou observe os golfinhos, jogue golfe num dos melhores campos da Europa, visite o maior complexo de produção de salgas de peixe conhecido no mundo romano ou viva um pôr-do-sol numa praia deserta.

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.

SeaSimbra Apartment
Desfrute de Conforto e Elegância no SeaSimbra Apartment Bem-vindo ao SeaSimbra Apartment, localizado em um condomínio privado que oferece uma vista deslumbrante para o mar e diversas comodidades exclusivas, como sala de reuniões, ginásio e piscina. Este apartamento conta com um terraço amplo e uma vista panorâmica sobre a encantadora baía de Sesimbra, proporcionando o cenário perfeito para momentos inesquecíveis.

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
Popular amenities for Sesimbra rentals with a pool
House rentals with a pool

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Apartment rentals with a pool

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Home rentals with a private pool

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Quick stats about holiday rentals with a pool in Sesimbra

Total holiday rentals
Explore 90 holiday rentals in Sesimbra

Nightly prices starting at
Sesimbra holiday rentals start at $89 SGD per night before taxes and fees

Verified guest reviews
Over 2,470 verified reviews to help you choose

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

Rentals with dedicated workspaces
40 properties have a dedicated workspace

Wifi availability
90 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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- Ericeira Camping
- Príncipe Real
- Belém Tower
- Praia do Guincho
- MEO Arena
- Carcavelos Beach
- Praia da Adraga
- Arrábida Natural Park
- Badoca Safari Park
- Praia das Maçãs
- Lisbon Cathedral
- Galapinhos Beach
- Oriente Station
- Praia de Carcavelos
- Lisbon Zoo
- Parque Eduardo VII
- Praia da Comporta
- Lisbon Oceanarium
- Foz do Lizandro
- Figueirinha Beach
- Arco da Rua Augusta
- Botanical Garden of Lisbon
- Tamariz Beach
- LX Factory




