
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 $102 NZD 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.
ValueFamilyPets

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.
FamilyLocationAccuracy

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.
ValueFamilyBarbecue

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!
LocationFamilyAmenities

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.
FamilyValueHiking

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.
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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.
LocationFamilyHiking

Mivô | Exclusive Beach Retreat · Sesimbra
NEW LISTING Discover this exclusive premium studio in Sesimbra, now available for booking. Ideal for up to 4 guests, it is located in front of the beach and combines comfort, contemporary design, and a high-level experience. It features air conditioning, a fully equipped kitchen, fast Wi-Fi, and access to the pool. The perfect choice for a sophisticated stay by the sea, in one of the most privileged locations in Sesimbra.
LocationCleanlinessHospitality

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.
FamilyLocationShared spaces

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.
ValueLocationQuiet

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.
ValueLocationWi-Fi

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…!
LocationFamilyLaundry
Popular amenities for Sesimbra (Santiago) rentals with a pool
House rentals with a pool

Designed Retreat with Private Pool near Lisbon
ValueLocationSleep quality

Father's House Beach House
ValueLocationBathroom

Casinha da Tia Emília A4
LocationFamilyOutdoor spaces

Casa Pausa Holiday Home W/ pool and BBQ
FamilyLocationLong stay

Casa Redonda by Villas Aura- Retreat 7
Hospitality

Casa Sal - Aldeia do Meco (Meco Village)
LocationWalkabilityHeating

Meco Lodge Private Pool Full of Grace (2 adults)
LocationWi-FiBeach

Aroeira Paradise House
LocationFamilyBathroom
Condo rentals with a pool

3-bedroom/Luxury/Beaches/Lisbon Apartment
LocationValueIndoor spaces

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

Charming Apartment inside a Luxury Condominium
ValueLocationOutdoor spaces

Beloura Home: direct access to the pool & top view
LocationValueIndoor spaces

Luxury, historic “Graça” with great view and pool
FamilyLocationGetting around

Heavenly Haven In Ancient Heart Of Lisbon
FamilyLocationGetting around

Cascais Seaside: Fast Wi-Fi + Pool + Work Space
FamilyLocationBiking

AC, pool, garden & parking - Central Lisbon Apt.
FamilyValuePets
Home rentals with a private pool

House with Magnificent Sea View and Heated Pool
ValueFamilyView

Quinta da Luz, garden paradise with pool
ValueLocationParks

Family-Friendly Villa in Sintra Surrounded by Nature
FamilyLocationCondition

Estoril Luminous Villa Close to the Sea Heated Pool
LocationFamilyKitchen
Destinations to explore
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- 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)
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- Things to do Portugal
- Dining Portugal
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- Art and culture Portugal
- Workouts Portugal
- Water sports Portugal
- Art workshops Portugal
- Wildlife Portugal
- Tours Portugal
- Tastings Portugal
- Cultural tours Portugal
- Museums Portugal
- Architecture Portugal
- Food and drink Portugal
- Nature and outdoors Portugal
- Outdoors Portugal
- Entertainment Portugal
- Landmarks Portugal
- Sightseeing Portugal
- Sports activities Portugal
- Wellness Portugal
- Cooking Portugal
- Performances Portugal







