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Holiday rentals with a pool in São Simão

Find and book unique homes with a pool on Airbnb

Top-rated rentals with a pool in São Simão

Guests agree: These homes with a pool are highly rated for location, cleanliness and more.

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Guest favourite
A spacious garden area is visible, featuring a serene infinity pool bordered by sun loungers and palm trees. Lush greenery surrounds the pool, while ocean views extend in the background under a clear sky.
Home in Alcabideche
4.86 out of 5 average rating, 309 reviews

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.

Guest favourite
An outdoor patio area features a private pool surrounded by a stone terrace. A spacious dining table with six chairs is positioned adjacent to a barbecue area. Comfortable seating is provided by two lounge chairs and a shaded corner sofa.
Villa in Quinta do Conde
4.98 out of 5 average rating, 123 reviews

Pool/Jacuzzi/Park | 35' to the airport | 30 km to 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!

Top Guest favourite
A spacious swimming pool is surrounded by a lawn with several sun loungers arranged neatly along its edge. Tall trees provide shade in the background, creating a serene outdoor setting. The villa is visible in the distance, complementing the lush greenery.
Villa in Colares
4.95 out of 5 average rating, 248 reviews

Villa with Luxury Garden in Sintra

Come to our Villa and have the best time of your life with your family, friends or work colleagues! Located in one of the most iconic places of Sintra-Cascais Natural Park, our Amazing Villa with a Pool is surrounded by an astonishing Garden to make your stay truly memorable! YOU WILL LOVE: - The comfort of the house - The authenticity of nature - The local gastronomy - The unbelievable aromas of the sea American writer Paul Auster stay four months at our Villa filming Inner Life Martin Frost

Top Guest favourite
An aerial view captures a heated plunge pool nestled in a wooden deck area, surrounded by lush greenery. Comfortable sun loungers and wicker chairs invite relaxation, while vibrant pink flowers enhance the serene atmosphere of the private space.
Home in Union of the parishes of Cascais and Estoril
4.98 out of 5 average rating, 193 reviews

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.

Guest favourite
The outdoor area features a well-maintained swimming pool surrounded by lush greenery and tropical plants. Sun loungers are positioned next to the pool, providing a serene spot for relaxation. A gravel pathway leads through the garden, enhancing the tranquil atmosphere.
Villa in Quinta do Anjo
4.98 out of 5 average rating, 103 reviews

Charming place, beach + countryside, full privacy

Lovely and magical place, fully equipped and recently renovated. Big property, 1.100 m², with fantastic green areas and a very special and unique ambience at the swimming pool area. 100% privacy and very quiet. 15 km away from some of the most beautiful beaches of Portugal and breathtaking sceneries where nature reigns. Great gastronomy, top quality local products like fish, wine, cheese + many others. Small football pitch, table football + ping-pong. Distances: Lisbon 30 m. Airport 35 m.

Guest favourite
A modern villa is depicted beside a sparkling pool, showcasing sleek architectural lines and a blend of white and stone accents. The outdoor seating area is visible, providing an inviting space for relaxation. Clear blue skies reflect on the water's surface.
Home in Corroios
4.88 out of 5 average rating, 250 reviews

Marisol Pool & Beach Villa

Marisol Pool & Beach Villa is located in a very quiet neighborhood and close to excellent white sand beaches. The Fonte da Telha beaches are about 3 km away and the Costa da Caparica beaches are about 4 km distant. You can also enjoy golf at Herdade da Aroeira, 1.5 km away. This accommodation is a great choice as it is only 20 minutes from Lisbon, one of Europe's best destinations. You only need to travel 13 km to be on the emblematic 25 de Abril bridge that connects Almada to Lisbon.

Guest favourite
A multi-level building is surrounded by lush greenery and a well-kept garden, featuring a shimmering swimming pool at the center. Sunlight illuminates the outdoor space, highlighting verdant trees and flowering plants, while a gravel pathway leads to the entrance.
Home in Palmela
4.88 out of 5 average rating, 125 reviews

Private Villa with Pool near Lisbon & Setúbal

Solar de Santo António is a magnificent estate located in Palmela, ideal for family vacations, group getaways, special events, or weekends with friends. With a prime location, it combines the tranquility of the countryside with the proximity of the beaches, the mountains, and the city. Located just 30 minutes from Lisbon and very close to the beaches of the Setúbal region and the stunning Serra da Arrábida, Solar de Santo António is the perfect starting point for exploring the region.

Guest favourite
Villa in Setúbal
4.88 out of 5 average rating, 208 reviews

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! 😊🌊

Guest favourite
An outdoor space is shown with a heated swimming pool surrounded by a well-maintained lawn. Several lounge chairs are positioned near the pool, with a backdrop of rolling hills and a sunset casting a warm glow over the landscape.
Home in Sesimbra (Castelo)
4.88 out of 5 average rating, 159 reviews

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.

Top Guest favourite
A modern two-story villa features a sleek exterior with a private swimming pool at the forefront. Two white lounge chairs are placed beside the pool, and a smooth green lawn surrounds the area. The building includes expansive balconies and large windows, enhancing the outdoor views.
Villa in Sobreda
4.98 out of 5 average rating, 107 reviews

South Bay Pool House

Have fun with the whole family and friends in this stylish space close to everything (Lisbon, Beaches, Shopping, Transportation). New space (2023), with an infinity pool available year-round (but heated between April/May and October), depending on the outside temperature), an outdoor space for socializing and a barbecue area. Fully equipped home with Air-Conditioning, Fireplace and Central Vacuum.

Guest favourite
An outdoor area is showcased, featuring a small pool and a lush olive tree. Two colorful hammocks are draped between the tree and the house, which has large sliding doors leading to the kitchen. A dining table and chairs are visible, creating a casual atmosphere.
Home in São Lourenço
4.98 out of 5 average rating, 148 reviews

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.

Guest favourite
The exterior of the house is framed by lush greenery and vibrant flowers. A circular pool is situated on the lawn, surrounded by sun loungers. The clear blue sky emphasizes the serene sea views, with the house's Mediterranean architecture complementing the landscape.
Villa in Sesimbra (Santiago)
4.89 out of 5 average rating, 244 reviews

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.

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