
Vacation 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.

Villa na Comporta
Located in the village of Possanco, in the heart of Herdade da Comporta, Casa do Largo is a four-bedroom villa with contemporary architecture and two floors. Downstairs is an open-plan living area and upstairs are two suites, two twin bedrooms, balconies in each room and an additional bathroom. With a magnificent view over the natural landscape, it is ideal for sharing days with nature, enjoying the wild beaches of Comporta. Set in a quiet area, it has an equipped kitchen, garden and swimming pool.

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.

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.

Modern oasis minutes from beach and Comporta
Modern luxury villa designed by renowned architect has pool and fully integrated indoor-outdoor spaces overlooking preserve land. Located between the villages of Comporta and Carvalhal with easy access to Comporta, Pego and Carvalhal beaches. The villa is suitable for groups wishing to experience the 'Comporta' lifestyle with its magnificent beaches and restaurants. Surrounded by nature and situated in exclusive Brejos, the 4-suite villa is private but only minutes from the best of Comporta.

Cafofos da Zeta, Cozy Pool House
Ligue-se à natureza nesta escapadela inesquecível. Perto da serra perto do mar. Vai adorar este espaço único com uma bela piscina (aquecida de Maio a Outubro ) privada e exclusiva. No telheiro pode fazer as suas refeições ou simplesmente relaxar numa rede brasileira a ler um bom livro ao som dos passarinhos. Temos um BBQ a gás para os seus grelhados com os utensílios necessários. Existe um recanto muito acolhedor com um fire pit (braseira) para momentos únicos e especiais de lazer.

The Fence House. Swimming pool.
Located in the village of Azeitão, with panoramic views over Arrábida Natural Park and Lisbon city, the Fence House is located in a quiet area, between the vineyards of Bacalhoa and the horse ridding hall of the Convent of S. Domingos. With both distinguished and modern architecture, this house was designed to have spacious and vivid interior spaces captured by natural light. Whether for two days or two weeks, come and experience the renewed Fence House, garden and swimming pool.

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! 😊🌊

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.

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.

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.

House with private pool
Just 35 minutes from Lisbon, but in perfect harmony with the calm and beauty of nature, here you will find a unique peace and quiet that does not exist in the city. Our country houses have different decorations for all tastes! The house with a private pool has a setting that ensures maximum privacy.

Charming windmill between nature and sea
🌄 Stay in a house next to a historic windmill in the heart of Arrábida Natural Park. Large garden, quiet terrace, pool and stunning views over the valley, Lisbon and Palmela Castle. Beaches 20 minutes away, Lisbon 40 minutes. Perfect for a quiet getaway.
Popular amenities for São Simão rentals with a pool
House rentals with a pool

Luxury Designer Villa Caparica, Private Pool & BBQ

Single-story house in Azeitão

Modern architecture villa

Blue Beach Villa - Coastal Escape

Family house with pool & garden

Casa Arbutus

Setúbal & Lisbon Dream Getaway — Villa do Sol

CasaRica Retreat
Condo rentals with a pool

My Summer Home - Aroeira Golf & Beach

Summer Fresh - Lux Studio with Pool, AC, Parking

Pool · Garage · Eduardo VII Park · Central Lisbon

Heavenly Haven In Ancient Heart Of Lisbon

Super cosy apartment, best location - Cascais

2 bedroom apartment, swimming-pool, garden, beach

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

Sun-Drenched Workspace + By the Sea & Fast Wi-Fi
Home rentals with a private pool

Estoril Luminous Villa Close to the Sea Heated Pool

Charm & Design in a House with a Pool and Magnificent View of the Sea and Mountains
Casa Parus, Stylish Villa With a Pool in Comporta

Family-Friendly Villa in Sintra Surrounded by Nature

Quinta da Luz, garden paradise with pool

Calm sea view pool & lawn. Family & children

Relax on the sunny pool deck. Children friendly

House with Magnificent Sea View and Heated Pool
Destinations to explore
- Rentals with outdoor seating São Simão
- Smoking-friendly rentals São Simão
- Rentals with a fire pit São Simão
- Rentals with a fireplace São Simão
- House rentals São Simão
- Pet-friendly rentals São Simão
- Rentals with a patio São Simão
- Villa rentals São Simão
- Rentals with a washer and dryer São Simão
- Family-friendly rentals São Simão
- Rentals with pools Setúbal
- Rentals with pools Setúbal
- Rentals with pools Portugal
- Príncipe Real
- Praia Fonte da Telha
- Arrábida Natural Park
- Belém Tower
- Praia da Comporta
- MEO Arena
- Praia do Guincho
- Badoca Safari Park
- Carcavelos Beach
- Estádio da Luz
- Praia das Maçãs
- Lisbon Cathedral
- Praia da Adraga
- Sintra-Cascais Natural Park
- Galapinhos Beach
- Figueirinha Beach
- Parque Eduardo VII
- Sesimbra Beach
- Lisbon Zoo
- Praia de Santa Cruz
- Lisbon Oceanarium
- Oriente Station
- Foz do Lizandro
- LX Factory





