
Vacation rentals with a pool in Sesimbra (Santiago)
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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.

Villa Blue Panorama, garage swimming pool
Villa Blue Panoramais located 39 km away from Lisbon. Sesimbra is a typical city where you can find a lot of shops, a bakery, a butcher, a bank, a post office, supermarkets and for those who like to cook their own fish/seafood, there are fish markets in Sesimbra. The region has excellent wine cellars that you can visit. Wine, cheese and the small Swiss rolls (tortas) are the region specialties.With 3 bedrooms, a fully equipped and modern kitchen, a living and dining area, and small swimmig pool

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.

Casa Boa Vista
Welcome to Casa Boa Vista, your seaside retreat in the magnificent heights of Sesimbra. This apartment, located in a modern high-end building, offers you an exceptional seaside stay experience.<br><br>From the moment you enter, you will be captivated by the modernity and simplicity of this space. The decoration, inspired by the coastal atmosphere, perfectly harmonises with the housing context. The soothing blue and white tones instantly evoke a relaxing holiday atmosphere.<br><br>

Cascais Amazing Guest House With Shared PlungePool
This Guest House located on the outskirts of Cascais Center, within walking distance to many restaurants, cafés, museums, beaches and a short 35-minute train ride to the center of Lisbon. Open-plan space, with a meter tall wood divider separating the living area with kitchenette from the bedroom, walls and closet covered in natural jute wallpaper, white marble bathroom with steam shower cabin. Our Guests are welcome to use the heated plunge pool at 32ºC all year round.

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.

La Galette - The Windmill
Located in the heart of Sintra-Cascais National Park, The Windmill features 1 double bedroom, 1 living area with television, 1 fully equipped kitchen, 1 bathroom and a garden with private swimming pool (3m x 2m), lounge area, barbecue, eating area & hammock. The beach is located in a 3 min drive, while Sintra historic center is reachable in a 12 min drive. Lisbon airport is located in a 35 min drive. The property was fully renovated, opening on May 2023

Romantic Retreat: Private Pool & Jacuzzi
Welcome to our modern and spacious villa in Setúbal! Relax in the private hot jacuzzi all year round (perfect for chilly winter days!) and in the private pool heated by solar panels (ideal in summer). Perfect for families or romantic getaways: • 5 min drive from the beaches and Arrábida Natural Park • 10 min walk from Setúbal city centre and Mercado do Livramento • Just 25 min from Lisbon! Come enjoy the peace and beauty of Setúbal in any season! 😊🌊"

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.

Arrávida
Relax with the whole family in this wooden house surrounded by nature, just a 10-minute drive from Sesimbra beach. With 2 bedrooms, 1 bathroom, an equipped kitchen and outdoor space, it is the ideal retreat for those seeking tranquility between the mountains and the sea. Perfect for couples, families or friends. Discover this little paradise just 35 km from Lisbon.
Popular amenities for Sesimbra (Santiago) rentals with a pool
House rentals with a pool

Serra da ursa

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Family house with pool & garden

Villa Casalinho Meco, close to the beach and Lisbon

Holiday Villa with Infinity Pool

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Casa dos Manos at Comporta [House of the Hands at Comporta]
Condo rentals with a pool

New Lux Studio w/Pool, Parking, ideal for Congress

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Super cosy apartment, best location - Cascais

3 room apt seaside, pool, garden

Breath taking View Beach Apartment in Sesimbra

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

Charming Apartment inside a Luxury Condominium
Home rentals with a private pool

Silver Sea by Interhome

Colares by Interhome

Estoril Luminous Villa Close to the Sea Heated Pool

Family-Friendly Villa in Sintra Surrounded by Nature

Quinta da Luz, garden paradise with pool

Cozy 1850s Windmill with City and River Sunset Views

Relax on the sunny pool deck. Children friendly

House with Magnificent Sea View and Heated Pool
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 ﺩ.ﺇ257 per night before taxes and fees

Verified guest reviews
Over 2,470 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!
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- Rentals with pools Portugal
- Arrábida Natural Park
- Ericeira Camping
- Príncipe Real
- Belém Tower
- Praia do Guincho
- MEO Arena
- Carcavelos Beach
- Praia da Adraga
- Badoca Safari Park
- Praia das Maçãs
- Lisbon Cathedral
- Galapinhos Beach
- Lisbon Zoo
- Praia de Carcavelos
- Parque Eduardo VII
- Praia da Comporta
- Lisbon Oceanarium
- Foz do Lizandro
- Arco da Rua Augusta
- Figueirinha Beach
- Botanical Garden of Lisbon
- LX Factory
- Praia de Ribeira d'Ilhas
- Tamariz Beach
- Things to do Sesimbra (Santiago)
- Things to do Setúbal
- Entertainment Setúbal
- Sports activities Setúbal
- Nature and outdoors Setúbal
- Tours Setúbal
- Art and culture Setúbal
- Sightseeing Setúbal
- Food and drink Setúbal
- Things to do Portugal
- Art and culture Portugal
- Sightseeing Portugal
- Entertainment Portugal
- Food and drink Portugal
- Nature and outdoors Portugal
- Tours Portugal
- Sports activities Portugal






