
Vacation rentals with a pool in Sesimbra (Santiago)
Find and book unique homes with a pool on Airbnb
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.

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.

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

Breath taking View Beach Apartment in Sesimbra
Dream views in a luxury decor over the sesimbra bay, walking distance to the center, best beaches in the coast, restaurants, bars, hiking, wellness. The complex has pool, gardens, office space, private parking. T1 apartment for 4 pax, fully equipped to accommodate your dream stay. High speed internet, perfect for digital nomads, office space. Close to Lisbon, airport. Stays in Jul/Aug limited to 15 days max, June to 3 wks Now also in the North, close to Porto: airbnb.com/h/onthebeachatamorosa

Cascais Amazing GardenHouse With Shared PlungePool
The Garden House is a cosy and secluded studio apartment for two people that overlooks our lush garden and is the ideal choice for a peaceful and relaxing getaway. Appointed to a high standard with natural materials, such as oak parquet ceiling and floors and linen curtains, and decorated in soothing natural colours, it blends harmoniously with its surroundings. Large patio doors lead out onto a spacious and private terrace with a dining table and chairs and a wooden sofa.

Quinta dos Pinheiros Mansos - Serra d'Arrábida
Welcome to Quinta dos Pinheiros Mansos, an exceptional residence nestled in the heart of the Serra da Arrábida Natural Park. Step into a haven of peace where serenity and tranquility reign supreme.<br><br>The house, bright and functional, offers a pleasant living space with a fully equipped kitchen and a cozy living/dining area. Relax and unwind in the property’s peaceful setting, enjoy the refreshing pool, or host convivial meals with the outdoor barbecue.<br><br>

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.

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.

Condominium in Sesimbra
Fantastic 2 bedroom apartment, fully furnished, with air-conditioning, 250 meters from California beach. Located in a reference condominium, with swimming pool, fitness center, parking space and security. Fantastic ocean view! Ideal for enjoying quality time with family.

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.

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

Serra da ursa

Modern architecture villa

Azóia Arrábida Dream

Villa Casalinho Meco, close to the beach and Lisbon

Holiday Villa with Infinity Pool

Setúbal & Lisbon Dream Getaway — Villa do Sol

Heart of Sintra - Amazing Views, Pool & Garden

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 apt seaside, pool, garden

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

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

Tróia Resort Apartment - Private Heated Pool
Home rentals with a private pool

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

Calm sea view pool & lawn. Family & children
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 G$12,548 GYD per night before taxes and fees

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