
Vacation rentals with a pool in Sesimbra (Santiago)
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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$12,557 GYD per night before taxes and fees

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Over 2,430 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
80 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.

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

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!

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.

Luxury Villa with Private Pool +Jacuzzi Year-Round
Year-round hot jacuzzi + private solar-heated pool. A romantic and modern villa in Setúbal, only 25 minutes from Lisbon and beside Arrábida Natural Park. Ideal for couples or small families (up to 5 guests) seeking complete privacy, peace, and comfort all year round. • 5 minutes by car to the beaches and Arrábida Natural Park • 10 minutes walk to Setúbal city center and Livramento Market Come and enjoy the tranquility and beauty of Setúbal! 😊🌊

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.

Villa da Fonte - By Meco
WARNING: Parties and events are prohibited, as well as overnight stays beyond the Villa's capacity. Visits are allowed when previously authorized. Failure to comply with these rules will result in all guests being asked to leave. Welcome! Villa da Fonte is an exclusive, very quiet space with a classic decor inspired by tropical and ethnic environments. To guarantee your well-being and safety, we have surveillance cameras outside the Villa.

Outpost · Sea View Apartment · Direct Pool Access
The South Wing is an apartment for up to 4 guests at OUTPOST - Casa das Arribas, set on the cliffs just outside Azenhas do Mar, with direct access to the pool and unobstructed views over the Atlantic. Original terracotta floors, wooden ceilings and a corner fireplace give the space a warm, understated character, combined with a clean, minimal interior. A calm, design-led space that blends original charm with a contemporary coastal feel.

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.

Designed Retreat with Private Pool near Lisbon
Escape to a serene, family-friendly retreat with a private pool! This beautifully renovated home features seamless indoor-outdoor living with a sunny patio, BBQ, and a unique mezzanine lounge net. Located in a peaceful village just a 15-minute drive from stunning beaches and the Serra da Arrábida nature reserve. Perfect for families seeking comfort and relaxation.

One Bedroom Apartment with Private Pool
Beautiful Apartment in Lisbon Center, near from Alfama neighborhood and Feira da Ladra (Flea Market). The house is located in a condominium of houses and has independent entrance. It has one bedroom with bathroom and a living room with a kitchinet. Outside there are a small patio with a swimming pool ( particular).

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.
Popular amenities for Sesimbra (Santiago) rentals with a pool
House rentals with a pool

Serra da ursa

Meco Lodge Private Pool Full of Grace

House with private pool

Sesimbra White Lux Residence

Spacious Villa for Groups with Pool & Soccer field

Palms, pool and pet

VILLA PINHAL - Aldeia do Meco (Meco Village)

Beach home with sea view, garden & heated pool
Condo rentals with a pool

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

Pool · Garage · Eduardo VII Park · Central Lisbon

Heavenly Haven In Ancient Heart Of Lisbon

Super cosy apartment, best location - Cascais

3 room apartment, swimming-pool, garden, beach

Apartment Varandas do Mar

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

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

Tranquility so close to Lisbon.

Quinta da Luz, garden paradise with pool

Relax on the sunny pool deck. Children friendly

Cozy 1850s Windmill with City and River Sunset Views

Calm sea view pool & lawn. Family & children
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- Rentals with pools Setúbal
- Rentals with pools Portugal
- Príncipe Real
- Praia Fonte da Telha
- Arrábida Natural Park
- Belém Tower
- Praia da Comporta
- MEO Arena
- Praia do Guincho
- Carcavelos Beach
- Badoca Safari Park
- Estádio da Luz
- Praia das Maçãs
- Lisbon Cathedral
- Praia da Adraga
- Sintra-Cascais Natural Park
- Sesimbra Beach
- Parque Eduardo VII
- Galapinhos Beach
- Lisbon Zoo
- Figueirinha Beach
- Lisbon Oceanarium
- Oriente Station
- Foz do Lizandro
- LX Factory
- Botanical Garden of Lisbon
- Things to do Sesimbra (Santiago)
- Tours Sesimbra (Santiago)
- Nature and outdoors Sesimbra (Santiago)
- Sightseeing Sesimbra (Santiago)
- Things to do Setúbal
- Sightseeing Setúbal
- Entertainment Setúbal
- Nature and outdoors Setúbal
- Tours Setúbal
- Sports activities Setúbal
- Art and culture Setúbal
- Food and drink Setúbal
- Things to do Portugal
- Art and culture Portugal
- Sports activities Portugal
- Entertainment Portugal
- Tours Portugal
- Sightseeing Portugal
- Food and drink Portugal
- Nature and outdoors Portugal







