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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
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

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!

LocationValueBeach

4.98 out of 5 average rating, 122 reviews
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

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

ValueFamilyCondition

4.95 out of 5 average rating, 247 reviews
Superhost
Home in São Lourenço

Villa Vintage: Vineyards & Historic Center Azeitão

Discover this charming villa, a haven of soul and character in the heart of Azeitão. Surrounded by winemaking tradition and the serenity of the Arrábida Mountains, it invites you to slow down and savor each moment. Just 5 min. from the iconic Bacalhôa and José Maria Fonseca wineries and 18 min. from the stunning beaches of Galapinhos and Portinho, it’s ideal for sharing meals, peaceful swims, and genuine moments. Spacious, full of light, and perfect for those who value comfort with personality.

FamilyLocationLayout

4.8 out of 5 average rating, 25 reviews
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

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.

LocationValueLayout

4.98 out of 5 average rating, 102 reviews
Guest favourite
Villa in Setúbal

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! 😊🌊

FamilyValueBarbecue

4.88 out of 5 average rating, 208 reviews
Guest favourite
An aerial view of the property highlights a spacious lawn with a covered pool and a synthetic grass sports field. The surrounding landscape features greenery, and the layout of the buildings offers ample outdoor space for relaxation and recreation.
Home in Palmela

Spacious Villa for Groups with Pool & Soccer field

Quinta do Paraíso is a large property located just 30 minutes from Lisbon and the stunning beaches of Serra da Arrábida, ideal for group stays, large families or special events. The farm can accommodate up to 37 guests, offering comfort, space and privacy. The house consists of 10 rooms with Air Conditioning, 7 bathrooms, 3 living rooms and 2 fully equipped kitchens, designed to provide a comfortable stay for large groups.

ValueFamilyPool

4.94 out of 5 average rating, 146 reviews
Guest favourite
Home in São Lourenço

Serra da ursa

Exclusive retreat among 6 hectares of vineyards, ideal for relaxing and reconnecting with nature. Unique villa with a year-round heated pool, panoramic views, and breathtaking sunsets. Just minutes from the stunning beaches of Arrábida and in the heart of the route of the best wines of Setúbal. A magical place, where every detail invites tranquility. Experience unforgettable moments in a movie-like setting.

FamilyLocationComfort

4.97 out of 5 average rating, 31 reviews
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

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.

ValueLocationBeach

4.98 out of 5 average rating, 106 reviews
Guest favourite
Bungalow in São Lourenço

Casa Alzaitun, Azeitão with Heated Pool

Escape to this stunning 4-bedroom vacation home, perfect for families or groups looking for comfort and relaxation. Featuring an open-concept kitchen with modern appliances and a spacious living area, this home is designed for entertaining and unwinding.<br><br>Step outside to a private heated pool, ideal for year-round enjoyment, and a beautifully landscaped yard with space to relax or play.

FamilyLocationKitchen

5.0 out of 5 average rating, 9 reviews
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

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.

ValueFamilyAmenities

4.98 out of 5 average rating, 147 reviews
Guest favourite
A view of the serene house framed by lush greenery and large pine trees. The pool glistens in the foreground, complemented by a stone pathway leading to a spacious lawn, featuring a hammock and lounge chairs for relaxation.
Villa in São Lourenço

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.

LocationFamilyGetting around

4.94 out of 5 average rating, 112 reviews
Superhost
A covered outdoor seating area features a woven chair adorned with colorful cushions. A small table sits nearby, while a tranquil dipping pool gleams under natural light. Lush greenery and potted plants surround the space, creating a serene atmosphere for relaxation.
Cottage in São Lourenço

Cosy Country House

This house is inserted in a private villa and the place is calm and secure. The house is fully equiped with all kitchen facilities for 2 or 3 people. You can enjoy the country side air, take a bike walk, go to beach, or just relax.

FamilyLocationGetting around

4.67 out of 5 average rating, 73 reviews

Popular amenities for São Simão rentals with a pool

Condo rentals with a pool

Guest favourite
A spacious living area is highlighted by large windows allowing ample natural light. A light grey sectional sofa is complemented by a glass coffee table. A dining area with a sleek table and multiple chairs is visible in the background, enhancing the open layout.
Condo in Amora

3-bedroom/Luxury/Beaches/Lisbon Apartment

FamilyValueIndoor spaces

4.9 out of 5 average rating, 109 reviews
Top Guest favourite
Condo in Graça

Luxury, historic “Graça” with great view and pool

FamilyLocationWalkability

4.94 out of 5 average rating, 105 reviews
Guest favourite
A bright living space features a modern dining table accompanied by four chairs. Large glass doors allow ample natural light and provide views of the outdoors. A stylish coffee table sits on a hardwood floor, complemented by a cozy sofa and decorative accents.
Condo in Sintra

Beloura Home: direct access to the pool & top view

FamilyLocationView

4.92 out of 5 average rating, 105 reviews
Guest favourite
A balcony is depicted with a wooden dining table set for four, complemented by colorful dishware. Lush greenery surrounds a swimming pool, reflecting the blue sky. The area is bathed in warm sunlight, highlighting the terracotta flooring and inviting outdoor space.
Condo in Union of the parishes of Cascais and Estoril

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

LocationFamilyComfort

4.92 out of 5 average rating, 116 reviews
Guest favourite
A bright living area features a plush gray sofa adorned with decorative cushions. A round coffee table is positioned centrally, with a television mounted on a white media unit against a wall. Large glass doors open to a balcony, allowing natural light and city views.
Condo in Santo António

Charming Apartment inside a Luxury Condominium

LocationValueParking

4.96 out of 5 average rating, 116 reviews
Guest favourite
A tranquil view of the shared swimming pool is framed by a well-kept garden. Palm trees and neatly trimmed hedges dot the landscape, while sun loungers are arranged beside the pool. Pathways guide guests through the greenery, enhancing the inviting outdoor space.
Condo in Union of the parishes of Cascais and Estoril

Super cosy apartment, best location - Cascais

FamilyLocationKitchen

4.87 out of 5 average rating, 173 reviews
Superhost
Condo in Union of the parishes of Cascais and Estoril

Cascais Seaside: Fast Wi-Fi + Pool + Work Space

LocationFamilyHeating

4.83 out of 5 average rating, 151 reviews
Guest favourite
An outdoor pool area is surrounded by greenery and sun loungers. The pool is set against a clear blue sky, with modern buildings visible in the background. Sunlight reflects off the water, offering a calm and inviting space for relaxation.
Condo in Campolide

Pool · Garage · Eduardo VII Park · Central Lisbon

LocationValueSolo travel

4.95 out of 5 average rating, 240 reviews