
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$12,550 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

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.

Casa da Amendoeira – Private Pool in Lisbon
Resulting from the rehabilitation of a small medieval building in Alfama, the Casa da Amendoeira is structured around a series of courtyards and sunny balconies, interspersed with cozy interior spaces. The sound of running water from a fountain and a hammock are enticing prospects on warm summer nights in Lisbon. One of the courtyards is flooded with water, forming a pool. On the last floor, a balcony overlooking the river and the rooftops of the city is the ideal spot for a glass.

2BR Villa with Stunning Views in Romantic Sintra
Casa da Lapa is the perfect retreat to disconnect and embrace the magic of Sintra’s mountains, palaces, history, and lush forests. With timeless charm and roots in the 1920s, when it was the summer house of the Governor of India, it blends comfort and authenticity. Set on the path to the Mouros Castle and Pena Palace, with views to the Mafra Convent, and surrounded by nature and the iconic round stones "lapas", it invites you to relax, explore, and feel Sintra’s unique spirit.

Vila São Francisco-Arrábida -swimming pool- 22 people
Relax in this unique and peaceful environment. It is the ideal place for a peaceful holiday, very close to the beaches of Arrábida and also to the city of Lisbon. The property with 50,000 m2 is located in the Arrábida Natural Park in Azeitao, with a unique view of the sea, the mountains, Lisbon and the Tagus River. Air conditioning in all 8 bedrooms and heating 4 suites 6 bathrooms - 2 with hot tub + 1 bathroom Outdoor jacuzzi for 6 people - additional cost is €500

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.

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.

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.

Perfect location with garden & pool
Cinco is a private home on the edge of the historic centre, set into the hillside with quiet gardens, pool and amazing views across the countryside to the sea. Breakfast and maid service are included. All Sintra attractions are within walking distance yet the location is quiet and secluded.

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

Villa Cintra - Two stunning houses

Modern architecture villa

Large Villa in Azeitão

Azóia Arrábida Dream

Holiday Villa with Infinity Pool

Setúbal & Lisbon Dream Getaway — Villa do Sol

Palms, pool and pet
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
Casa Parus, Stylish Villa With a Pool in Comporta

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
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- 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
- Tours Setúbal
- Nature and outdoors Setúbal
- Sightseeing Setúbal
- Art and culture Setúbal
- Entertainment Setúbal
- Food and drink Setúbal
- Sports activities Setúbal
- Things to do Portugal
- Sightseeing Portugal
- Art and culture Portugal
- Nature and outdoors Portugal
- Entertainment Portugal
- Tours Portugal
- Food and drink Portugal
- Sports activities Portugal







