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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 G$12,553 GYD per night before taxes and fees

  • Verified guest reviews

    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.

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Top guest favorite
An inviting outdoor terrace extends from the living area, featuring a mix of wooden chairs and a dining table. A modern stone fireplace is visible, softly illuminated by warm lighting beneath a high, wooden-beamed ceiling. Lush green grass surrounds this cozy outdoor space.
Chalet in São Lourenço

Stunning Countryside Chalet

Quinta da Arrabida – Stunning countryside retreat near magnificient beaches with small pool Quinta da Arrábida – Indoor surface area: 200m2 Quinta da Arrabida: Villa for 8 to 10 people 4 Bedrooms, 4 bathrooms Spectacular living areas, open plan design rooms 8,9ha of private grounds, large terraces, and a small pool for children Surface area: 200m2 – 8,9 hectare private estate Quinta da Arrabida is located near the village of Casais da Serra, the nearest village to the spectacular Portinho da Arrabida beach (7km), set deep within the Serra da Arrabida Nature Park, halfway between the towns of Sesimbra and Azeitão, boasting magnificent and unique views throughout. Daylight pours from every angle into this beautiful designer villa, built on a single floor. The large living room and most bedrooms are fitted with extra large all glass wide doors, so every guest enjoys the unique mountain and green views on every occasion. The open plan living room is exquisitely decorated: centered around a lovely encased fireplace, each piece of furniture has been carefully picked to create a very exclusive country-chic environment, with the unique backdrop of the Arrabida Mountain Range always in mind. The living room opens onto a large terrace fitted with an outdoor dining table next to a barbecue unit, two hammocks and a mattress, entertainment provided by satellite TV, hifi stereo system and wireless internet. All four bedrooms and the four bathrooms were designed and decorated with the same basic principle in mind: to make the most from the surrounding nature, and the pictures speak for themselves. The master suite has a lovely walk-in shower and a dressing area; and opens onto the gardens via the same large all glass doors from two different angles. The second and te third bedroom have two single beds. These two bedrooms share a bathroom. The fourth bedroom has two single beds and en-suite bathroom. A small swimming pool can be fitted within the gardens, providing refreshment for the elder and endless hours of fun for the younger ones. The private grounds of the Quinta are the ideal place to enjoy nature, bird watching and long walks in unspoiled surroundings, beneath historic vineyards, all in close proximity to spectacular beaches. SETTING : Large private grounds in Arrabida National Park – 40 km South of Lisbon Location : Quinta da Arrabida is set in a 8,9 hectare private property, located deep in the Serra da Arrabida Nature Park, 7 Km away from magnificent beaches. 5 Km away is Vila Nogueira de Azeitao – a small historic town surrounded by the national park – well known for its vineyards, local culture, and wine cellars open to the public. Arrabida beach is considered one of the most beautiful beaches in Portugal and Europe, and boasts a natural bay with calm waters, ideal for swimming and snorkeling. The Serra da Arrabida Nature Park was established to protect the beautiful landscape and rich variety of wild life, including eagles, wildcats and badgers. The surrounding mountains are the perfect place to go for a walk, and excursions can be organised with the local nature tour companies. Getting there and around : Two hours flight from most European cities and seven from New York, the villa is reached by car from Lisbon Airport in 45 minutes. A car is essential for this holiday as there is no public transport to the villa. ACTIVITIES AND ATRACTIONS : Gastronomy and Wine tasting : The region of Azeitão is famed for its gastronomy, and even the local supermarket, Intermarché, has a mix of gourmet and standard products. The local gastronomic festival is held from June to September. Fresh grilled fish is an inexpensive delight. Five formal wine routes have been devised in the Setubal peninsula by the ‘Rota de Vinhos’ association, combining wine tasting with sightseeing, arts and nature. The villa is ideally situated to take best advantage of these delights of the area. Local delights include cheeses, pastries, and obviously a very thorough wine culture. Beaches : The villa is located near many sandy beaches, all with different characteristics. Portinho da Arrabida (7km away) is among the most beautiful beaches in Europe. Praia das Bicas (a popular surf spot), Praia da Foz and Praia do Meco are all within a short drive, as well as the unique Troia Peninsula across the Sado Estuary. Golf Information : Quinta do Peru and Aroeira Clube de Campo are both a short drive (10km) from the villa. Tróia Golf (a short drive and a ferry ride) is a difficult course but one of the most beautiful in Portugal. Other options are available nearby such as Ribagolfe, Montado or Aldeia dos Capuchos.

FamilyLocationView

4.95 out of 5 average rating, 121 reviews
Superhost
A serene pool area is framed by lush palm trees and vibrant greenery. The inviting pool, set against a backdrop of a two-story house, reflects the clear blue sky. A wooden deck with seating is positioned beside the pool, enhancing the outdoor space.
Home in Sesimbra (Castelo)

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.

LocationFamilyWalkability

4.92 out of 5 average rating, 131 reviews
Top guest favorite
Apartment in Sesimbra (Santiago)

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!

FamilyLocationIndoor spaces

5.0 out of 5 average rating, 31 reviews
Top guest favorite
A view of the outdoor pool area is presented, featuring two wooden lounge chairs positioned by the edge of the pool. A vibrant tropical plant is prominently in the foreground, and the sparkling water reflects the clear sky.
Condo in Sesimbra (Santiago)

Sonhos do Mar/Ocean Dreams Sesimbra. Sea View

Sonhos do Mar/Ocean Dreams Sesimbra, is located in a reference condominium on the highest hill of Sesimbra. It has a swimming pool, gym, co-working room, garage and maintenance sports circuit. Security and surveillance cameras. Building of contemporary architecture that privileges clarity, light tones, balconies and terraces in permanent contact with the exterior from where it´s possible to have a breathtaking view of the Arrábida mountain, from the Atlantic Ocean and the bay of Sesimbra.

LocationValueAccess

4.95 out of 5 average rating, 80 reviews
Superhost
Condo in Sesimbra (Santiago)

Sesimbra Cliffs - The Ocean at your feet

Brand new apartment by the beach of Sesimbra with an outstanding ocean view. Equipped with high quality furniture and air conditioning in every room. The apartment is part of a luxury condominium called Sesimbra Cliffs, with a beautiful pool, gym, gardens and security. Beach access is at a short walking distance, the condominium is at the third sea line, you need to use the stairs to the second sea line then you have a public elevator that will take you to the beach (10 minute walk).

ValueLocationParking

4.87 out of 5 average rating, 47 reviews
Superhost
Villa in Sesimbra (Castelo)

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.

FamilyValueCondition

4.86 out of 5 average rating, 96 reviews
Guest favorite
An outdoor space is shown with a heated swimming pool surrounded by a well-maintained lawn. Several lounge chairs are positioned near the pool, with a backdrop of rolling hills and a sunset casting a warm glow over the landscape.
Home in Sesimbra (Castelo)

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.

ValueFamilyGetting around

4.88 out of 5 average rating, 160 reviews
Guest favorite
Apartment in Sesimbra (Santiago)

Mivô | Sesimbra Above the Sea

This 90 sqm seaside apartment offers stunning Atlantic views, just steps from the town centre, restaurants, and shops. Located on the 8th floor with lift access, it features a bright living area with sofa bed, balcony, and sea views, a fully equipped kitchen, a queen bedroom, and a bathroom with essentials. Self check-in from 3 PM. No smoking (€250 fee). Basic supplies provided.

FamilyLocationAccess

4.88 out of 5 average rating, 16 reviews
Top guest favorite
A peaceful beach scene is depicted with the sun setting over calm waters. Soft golden hues reflect off the surface, while gentle waves lapping at the shore create a tranquil ambiance. Palm trees line the pathway, offering a glimpse of the serene landscape.
Condo in Sesimbra (Santiago)

Sea you Sesimbra fantástica vista mar com piscina.

Fantastic luxury apartment, with a privileged location and sea view, in a very quiet area. Sea... you Sesimbra, the coordinates of Paradise. Located in a private condominium with outdoor terrace and rooftop pool. Ideal apartment for families, 400 meters walk to the beach, restaurants and shops. Private parking.

LocationFamilyAir conditioning

5.0 out of 5 average rating, 25 reviews
Guest favorite
The exterior of the house is framed by lush greenery and vibrant flowers. A circular pool is situated on the lawn, surrounded by sun loungers. The clear blue sky emphasizes the serene sea views, with the house's Mediterranean architecture complementing the landscape.
Villa in Sesimbra (Santiago)

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.

FamilyLocationLaundry

4.89 out of 5 average rating, 244 reviews
Guest favorite
A spacious balcony is featured, with a white table and chairs set against a backdrop of the sea and coastal views. The clear blue sky enhances the scenery, providing a sense of openness. The beach and town are visible in the distance.
Condo in Sesimbra (Santiago)

Apartment Varandas do Mar

Two-bedroom apartment, in gated community, with swimming pool and two parking spaces, great sun exposure, with fantastic views of the sea and the bay of Sesimbra, a 5-minute walk from California beach and close to the center of the village, restaurants and bars.

LocationValueDecor

4.9 out of 5 average rating, 81 reviews
Guest favorite
Condo in Sesimbra (Santiago)

Vacation home in Sesimbra

Two-bedroom apartment located in a private, highly regarded condominium, with swimming pool, fitness center, parking and security. Fully furnished, 250 meters from California beach, with good access to restaurants and services. Superb view of the bay.

ValueLocationCheckout

4.96 out of 5 average rating, 72 reviews

Popular amenities for Sesimbra (Santiago) rentals with a pool

Condo rentals with a pool

Guest favorite
A spacious living area is highlighted by large windows allowing ample natural light. A light grey sectional sofa is complemented by a glass coffee table. A dining area with a sleek table and multiple chairs is visible in the background, enhancing the open layout.
Condo in Amora

3-bedroom/Luxury/Beaches/Lisbon Apartment

ValueFamilyNearby

4.9 out of 5 average rating, 109 reviews
Top guest favorite
A bright living space features a modern dining table accompanied by four chairs. Large glass doors allow ample natural light and provide views of the outdoors. A stylish coffee table sits on a hardwood floor, complemented by a cozy sofa and decorative accents.
Condo in Sintra

Beloura Home: direct access to the pool & top view

ValueFamilyKitchen

4.93 out of 5 average rating, 109 reviews
Top guest favorite
Condo in Graça

Luxury, historic “Graça” with great view and pool

LocationFamilyAir conditioning

4.94 out of 5 average rating, 108 reviews
Superhost
Condo in Union of the parishes of Cascais and Estoril

Cascais Seaside | Pool | Work Space | Oceanside

FamilyLocationDecor

4.83 out of 5 average rating, 154 reviews
Guest favorite
A bright living area features a plush gray sofa adorned with decorative cushions. A round coffee table is positioned centrally, with a television mounted on a white media unit against a wall. Large glass doors open to a balcony, allowing natural light and city views.
Condo in Santo António

Charming Apartment inside a Luxury Condominium

FamilyValueRiver

4.96 out of 5 average rating, 117 reviews
Guest favorite
A balcony is depicted with a wooden dining table set for four, complemented by colorful dishware. Lush greenery surrounds a swimming pool, reflecting the blue sky. The area is bathed in warm sunlight, highlighting the terracotta flooring and inviting outdoor space.
Condo in Union of the parishes of Cascais and Estoril

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

ValueLocationWalkability

4.92 out of 5 average rating, 119 reviews
Guest favorite
A tranquil view of the shared swimming pool is framed by a well-kept garden. Palm trees and neatly trimmed hedges dot the landscape, while sun loungers are arranged beside the pool. Pathways guide guests through the greenery, enhancing the inviting outdoor space.
Condo in Union of the parishes of Cascais and Estoril

Super cosy apartment, best location - Cascais

FamilyLocationParking

4.87 out of 5 average rating, 176 reviews
Superhost
A spacious living area is visible, featuring a comfortable dark sofa adorned with pastel cushions. A dining table with wooden chairs is situated nearby, surrounded by pendant lighting. The kitchen area is equipped with modern appliances, and a cozy seating nook with a mirror enhances the space.
Condo in Graça

Heavenly Haven In Ancient Heart Of Lisbon

FamilyLocationCleanliness

4.94 out of 5 average rating, 164 reviews

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