
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.

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.

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.

Authentic country house
Authentic family house set in a beautiful estate in the Setubal wine region and by Arrabida National Park. This character home is the place to enjoy tranquility & nature in style. The charming big pool has its separate grounds. Enjoy walking by the vineyards, the fruit forest or by the centennial olive trees. A spacious, comfortable and owner-managed hidden gem, 35km south of Lisbon. From the house, you'll be a 10-20 min drive away to a lively village centre or prestine Atlantic beaches.

Amazing Ocean view + 1km to Beach +Free Vegetables
Relax in a Beachfront apartment surrounded by peaceful nature with stunning Ocean/Mountain views. Why you’ll love it: - Ocean/sunset view - Spacious Pool set among lush greenery - Large organic garden with fresh vegetables, herbs, and tea leaves - 12 minute walk to Guincho Beach (1km away) - Private patio with outdoor dining table - Located by a nature reserve with scenic walking trails - Just 2 minutes from top-rated restaurants and authentic, affordable local cuisine - Fast 200Mbps wifi

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*.

Romantic Retreat: Private Pool & Jacuzzi
Welcome to our modern and spacious villa in Setúbal! Relax in the private hot jacuzzi all year round (perfect for chilly winter days!) and in the private pool heated by solar panels (ideal in summer). Perfect for families or romantic getaways: • 5 min drive from the beaches and Arrábida Natural Park • 10 min walk from Setúbal city centre and Mercado do Livramento • Just 25 min from Lisbon! Come enjoy the peace and beauty of Setúbal in any season! 😊🌊"

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.

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.

Former Wine Press Turned Country House with Pool
With great views of the surrounding valley, this fab, fully kitted-out four bedroom country home benefits from a well kept garden and a private salt pool. The house is close to some of Portugal's best attractions such as Lisbon (35 minutes) and Sintra (30 minutes), perfect for recharging your batteries.

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.

Vintage chic romantic cosy cottage
"Bijou, cute, amazing, lovers' retreat, honeymoon hideaway" - these are just some of the words used by recent guests to describe our lovely stone cottage. Set in a private garden with access to a private pool, it's the perfect romantic setting.
Popular amenities for São Simão rentals with a pool
House rentals with a pool

Modern architecture villa

Sesimbra White Lux Residence

Bleisured I Luxurious & Spacious Villa in Palmela

Casa Arbutus

Quiet luxury Arrábida escape: Pool & Views

House with pool in Serra Arrábida, Azeitão

Casa das Pérgolas Summer/Winter Retreat, Comporta

Casa dos Manos at Comporta [House of the Hands at Comporta]
Apartment 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

Oceanview 4 U - Close to Lisbon!

3 room apt seaside, pool, garden

3-bedroom/Luxury/Beaches/Lisbon Apartment

Apartment Varandas do Mar
Home rentals with a private pool

Silver Sea by Interhome

Colares by Interhome

Estoril Luminous Villa Close to the Sea Heated Pool

UA 2- Vista Panorâmica by Interhome
Casa Parus, Stylish Villa With a Pool in Comporta

Family-Friendly Villa in Sintra Surrounded by Nature

Quinta da Luz, garden paradise with pool

Relax on the sunny pool deck. Children friendly
Destinations to explore
- Rentals with outdoor seating São Simão
- Rentals with a washing machine and dryer São Simão
- House rentals São Simão
- Rentals with a firepit São Simão
- Rentals with a patio São Simão
- Villa rentals São Simão
- Pet-friendly rentals São Simão
- Rentals with a fireplace São Simão
- Smoking-friendly rentals São Simão
- Family-friendly rentals São Simão
- Rentals with pools Setúbal
- Rentals with pools Setúbal
- Rentals with pools Portugal
- Dom Pedro IV Square
- Ericeira Camping
- Arrábida Natural Park
- Príncipe Real
- Praia Fonte da Telha
- Belém Tower
- Praia do Guincho
- MEO Arena
- Carcavelos Beach
- Praia da Adraga
- Badoca Safari Park
- Praia das Maçãs
- Lisbon Cathedral
- Galapinhos Beach
- Praia de Carcavelos
- Lisbon Zoo
- Parque Eduardo VII
- Praia da Comporta
- Lisbon Oceanarium
- Figueirinha Beach
- Foz do Lizandro
- CascaiShopping
- Botanical Garden of Lisbon
- LX Factory




