
Vacation rentals with a pool in Sesimbra (Santiago)
Find and book unique homes with a pool on Airbnb
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 $84 CAD 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 and kid-friendly amenities

Rentals with dedicated workspaces
40 properties have a dedicated workspace

Wifi availability
90 of Sesimbra (Santiago) vacation rentals include wifi 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.

Charme & Design em Casa com Piscina e Vista Magnífica de Mar e Montanha
Observe os “melros” pela manhã, o pôr do sol, desfrute da calma e tranquilidade. Aproveite a vista única de mar e montanha do lounge privado, a piscina infinita, a “Serra de Sintra”-a montanha mágica, os seus bosques encantados, conventos e palácios. Possibilidade de incluir uma mesa de trabalho. Existe também a possibilidade de aceitar celebrações de casamentos, caso seja de pequenos grupos, mediante pagamento suplementar. Para mais informações contatar diretamente com o anfitrião. Uma Villa de montanha construída à mais de 100 anos , implantada sobre uma imponente rocha com uma envolvente única e uma vista de cortar a respiração sobre o mar a cidade , Cascais e a montanha onde está inserida . A casa foi remodelada recentemente e ampliada com uma construção moderna e de design desfrutando da vista e da envolvente . Vê-se desde o topo da Serra de Sintra, ao Guincho ao Cabo Espichel. A dois passos dos percursos pedestres da Serra de Sintra e dos seus monumentos e junto de bons restaurantes , de cafés com bom ambiente , a pequena aldeia tem supermercado e farmácia para sua tranquilidade. Os hóspedes têm à sua disposição uma casa com 2 quartos, sala e cozinha, totalmente privativa e acesso a um grande jardim com uma piscina infinita onde podem desfrutar da maravilhosa vista. Moro na propriedade e estou disponível para partilhar histórias e informações sobre a região. Adoro ciclismo e conheço a Serra como a palma da minha mão. Posso partilhar os segredos da serra e aconselhar os melhores restaurantes da região. Malveira da Serra, aldeia pitoresca junto a Cascais e Lisboa (20 min), com percursos pedestres na Serra de Sintra e seus monumentos. A Praia do Guincho e as suas dunas selvagens com a sua beleza única, são um paraíso para o Surf/Kite-surf/Windsurf. Aconselho o uso de carro próprio.

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!

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.

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.

Mivô | Exclusive Beach Retreat · Sesimbra
NOVO ANÚNCIO Descubra este exclusivo estúdio premium em Sesimbra, agora disponível para reserva. Ideal para até 4 hóspedes, está localizado em frente à praia e combina conforto, design contemporâneo e uma experiência de elevado nível. Dispõe de ar condicionado, cozinha totalmente equipada, Wi-Fi rápido e acesso a piscina. A escolha perfeita para uma estadia sofisticada junto ao mar, numa das localizações mais privilegiadas de Sesimbra.

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.

Sea you Sesimbra fantástica vista mar com piscina.
Fantástico apartamento de luxo, com localização e vista mar privilegiada, em zona muito tranquila. Sea... you Sesimbra as coordenadas do Paraíso. Localizado num condomínio privado com terraço exterior e piscina no rooftop. Apartamento ideal para famílias a 400m a pé da praia, restaurantes e comércio. Estacionamento privado.

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

Luxury Designer Villa Caparica, Private Pool & BBQ

Meco Lodge Private Pool Full of Grace (2 adults)

Comporta - small, simple and beautiful

Family house with pool & garden

Casa do Pai Beach House

Casa Redonda by Villas Aura-Retreat 4-Private Pool

Spacious Villa for Groups with Pool & Soccer field

Heart of Sintra - Amazing Views, Pool & Garden
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

ApartamentoT3/Luxo/Praias/Lisbon

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

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







