
Vacation rentals with a pool in São Simão
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Top-rated rentals with a pool in São Simão
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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 with pool and Jacuzzi, 30 km from Lisbon
Welcome to Quinta do Conde, located 30 km from Lisbon, 18 km from Sesimbra Beach and Portinho da Arrábida! Located minutes from the Highway to access Lisbon, Coina Train Station, Shopping, Green spaces and easy access to the Quinta do Perú Golf Course. A 2-minute drive away is the Lidl Supermarket, among others, and a Pharmacy. A 25-minute drive away, you have Setúbal, with access to Tróia by ferry boat, and beaches such as Caparica, Lagoa de Albufeira, Sesimbra and the Cabo Espichel Lighthouse!

SEA VIEW Boutique Penthouse w/ POOL & Parking
- SPECTACULAR SEA VIEWS - FREE STREET PARKING - SWIMMING POOL, SAUNA, GYM - LAUNDRY FACILITIES - FAST WIFI - WORK FROM HOME This beautiful apartment is on the top floor of a well run condominium in a quiet area of Cascais. Modern, bright & airy with a communal rooftop pool, terrace & gym plus wrap around views of the whole of Cascais. (1 floor above). Within 10 mins walking distance, one can cycle or walk along the stunning coast towards the famous Boca do Inferno to the centre of Cascais.

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.

Charming Apartment inside a Luxury Condominium
Charming apartment inside a luxury condominium, with private parking, security and a rooftop pool, very small . basically its just for the view, not for swimming . Located in Amoreiras, one of the city’s most upscale neighborhoods, and adjacent to Marques de Pombal. In addition to its master bedroom, this magnificent flat features a sunny living area with views of the city and its raging river, Rio Tejo. The apartment also offers one full and one half bathroom such as a fully equipped kitchen.

Floor heated Apt - Vegetable Garden - 1km to Beach
Escape to this bright and cozy T1 apartment with amazing ocean and mountain views, perfectly nestled in nature. Located by Sintra-Cascais Natural Park, the apartment offers peace, privacy, and easy access to Guincho Beach (15-minute walk). Also included: - Underfloor Heating in all rooms - Fast wifi (200+ mbps) - Perfectly located: In nature yet restaurants/supermarkets only 2km away - Large Pool and garden area - Free parking onsite - 25 min drive to Lisbon, 10 min drive to Cascais centre

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.

Suite T1 Sea View Aqualuz Troia Mar & Rio 4****
Suite T1 Premium no 12º piso da Torre TroiaRio, parte do Aqualuz Suite Hotel Apartamentos 4*, com 83 m2 vistas deslumbrantes da península de Tróia, mesmos serviços do Hotel, serviço de limpeza, roupas de cama, toalhas, acesso ás piscinas, toalhas para piscinas, etc Nota: de 1.10.2025 até 1.05.2026, o Hotel Aqualuz Troia Mar & Rio 4* está encerrado Durante este período a sua reserva tem um upgrade gratuito para uma Suite T2 Premium Vista Mar nos últimos pisos do The Anchor Sea 4*.

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.

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.

Lapa garden III @ Pool / Balcony / Elevator / AC
Welcome to Lapa Garden! This stylish apartment is located in a noble neighbourhood of Lisbon, surrounded by parks, local cafes and cosy restaurants. Here you can easily experience the city as a “Lisboeta” (Lisboner) in a charming and calm atmosphere, while still having the Time Out Market, the marina docks, along with many other attractions at walking distance!

perfect for families, near lisbon and beaches
With a fantastic garden and view, in a natural park, near a small village, where you can find, markets, pharmacies, cafes, restaurants, cellars, etc The house embraces a spacious sunny green lawn and pool. Just a few minutes to Lisbon,beach or golf.
Popular amenities for São Simão rentals with a pool
House rentals with a pool

Marisol Pool & Beach Villa

Village of Light - Summer Edition (5/1 - 9/30)

Oasis Studio • Tropical Garden & Pool near beaches

Villa Pool & Resort

Father's House Beach House

Palms, pool and pet

Charming Villa w/pool & Soccer field @30min Lisbon

Aroeira Paradise House
Condo rentals with a pool

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

Lisbon Relax Pool Apartment: Garage / AC / Garden

Heavenly Haven In Ancient Heart Of Lisbon

Super cosy apartment, best location - Cascais

3 room apt seaside, pool, garden

3-bedroom/Luxury/Beaches/Lisbon Apartment

Cascais Seaside: Relaxing home w/ large pool

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

Silver Sea by Interhome

Colares by Interhome

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
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- Príncipe Real
- Ericeira Camping
- Belém Tower
- Praia do Guincho
- Carcavelos Beach
- MEO Arena
- Praia da Adraga
- Arrábida Natural Park
- Praia das Maçãs
- Badoca Safari Park
- Lisbon Cathedral
- Praia de Carcavelos
- Galapinhos Beach
- Lisbon Zoo
- Parque Eduardo VII
- Foz do Lizandro
- Lisbon Oceanarium
- Praia da Comporta
- Figueirinha Beach
- Arco da Rua Augusta
- Tamariz Beach
- LX Factory
- Botanical Garden of Lisbon
- Praia de Ribeira d'Ilhas




