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Vacation rentals with a pool in Alentejo

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Top-rated rentals with a pool in Alentejo

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

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Top guest favorite
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 Cascais
4.86 out of 5 average rating, 302 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 favorite
An outdoor dining area is set with a table displaying plates and cups, accompanied by a bowl of oranges. Black chairs surround the table, while a small pool is visible in the background. The space is bordered by a wooden lattice, creating a private ambiance.
Home in Vimieiro
4.88 out of 5 average rating, 165 reviews

"Laranja Limão House - Alentejo"

private pool. On the route of castles and wineries , ideal for a few days in the Alentejo plains. Perto do Castelo de Estremoz, Evoramonte, Arraiolos e Évora, Museu do Tapete, Centro interpretativo do Mundo Rural e saborear a boa comida alentejana. with private pool. In the route of the castles and the route of the caves of the Alentejo wines, ideal to enjoy a few days well spent in the Alentejo plains. Close to Castles of Estremoz, Evoramonte, Arraiolos and Évora https://youtu.be/bQ2q_CAOMlg

Top guest favorite
Guest suite in Alcarias
4.99 out of 5 average rating, 127 reviews

Alentejo Zen | Private Pool, Brunch & Retreat for2

Escape to a fully private retreat in the heart of the Alentejo 🌾, designed exclusively for two guests. As the only guest accommodation on the property, Alentejo Zen offers complete privacy, a private pool, a homemade brunch included every day, daily housekeeping and thoughtful hospitality throughout your stay. Nestled in a peaceful village surrounded by nature and birdsong, it’s a place to slow down, reconnect & truly relax. Ideally located halfway between Lisbon/Algarve & 50 mn west coast

Top guest favorite
The three-story villa is illuminated against the night sky, showcasing a serene atmosphere. Its modern exterior features multiple windows and a terrace overlooking the pool, reflecting the structure's light. Lush greenery surrounds the property, adding to the tranquil setting.
Apartment in Salir de Matos
4.95 out of 5 average rating, 332 reviews

Torre Branca Apt, Caldas da Rainha, Costa Prateada

Torre Branca Apartment is situated in the small, quiet village of Torre, Salir de Matos, Silver Coast, only 50 minutes from Lisbon. It is a completely self contained, comfortable space with it's own entrance. Every window and both terraces have beautiful country views overlooking orchards and forest. It is quiet and serene and yet within walking distance to a lively cafe which serves excellent meals. It is 15 mins to the beach and 5 mins to the lovely town of Caldas da Rainha.

Guest favorite
A serene courtyard features a square wooden table surrounded by four white chairs, illuminated by natural light. A single tree stands in the center, with smooth white walls reflecting around a flooded area resembling a pool, enhancing the tranquil environment.
Villa in Lisbon
4.95 out of 5 average rating, 196 reviews

Casa da Amendoeira – Private Pool in Lisbon

Resulting from the rehabilitation of a small medieval building in Alfama, the Casa da Amendoeira is structured around a series of courtyards and sunny balconies, interspersed with cozy interior spaces. The sound of running water from a fountain and a hammock are enticing prospects on warm summer nights in Lisbon. One of the courtyards is flooded with water, forming a pool. On the last floor, a balcony overlooking the river and the rooftops of the city is the ideal spot for a glass.

Top guest favorite
A serene outdoor space features a heated plunge pool surrounded by lush greenery. Comfortable lounge chairs are positioned beneath a large umbrella, while a spacious seating area offers a cozy setting. Natural stone elements and wooden decking contribute to the inviting atmosphere.
Guesthouse in Cascais
4.99 out of 5 average rating, 398 reviews

Cascais Amazing Pool House With Shared Plunge Pool

The Pool House is located on my plot on the outskirts of Cascais Center, within walking distance to many restaurants, cafés, museums, beaches and a short 35-minute train ride to the center of Lisbon. In the plot there is the main house with direct entrance from the street, and three small Houses, each accessible from the street by the garden entrance: Pool House, Guest House and the Garden House Our 6 Guests in total are welcome to use the heated plunge pool all year round.

Guest favorite
A modern villa is shown at twilight, featuring large glass doors that open to a spacious living area. A heated pool lies in front, reflecting the sky's pink and blue hues. A staircase leads to the rooftop, showcasing the seamless connection to outdoor spaces.
Condo in Santa Bárbara de Nexe
4.94 out of 5 average rating, 237 reviews

New Sea View Villa, Heated Pool, Rooftop Jacuzzi

Discover modern Mediterranean-inspired living at this exquisite villa in Santa Bárbara de Nexe. Minutes from Faro Airport and Almancil, this serene retreat offers a heated pool, rooftop jacuzzi, seamless indoor-outdoor living, an outdoor kitchen, and elegant Mediterranean-style interiors. Perfect for families, couples, or groups seeking a memorable getaway with hiking trails, countryside views, and access to beaches, golf courses, shopping, and dining. Send us a message!

Top guest favorite
An inviting wooden deck surrounds a natural pool, reflecting the surrounding greenery. Two white lounge chairs with light green cushions are situated gracefully on the deck, offering a serene spot to relax and enjoy the tranquil environment.
Guest suite in Loulé
5 out of 5 average rating, 263 reviews

The Old Donkey – Terrace Suite, Garden View

CASA BRAVA is an eco Guest House set in an old farmhouse, 5 minutes from the historic center of Loulé and 20 minutes from the coast and Faro airport. A place where tranquility and accessibility meet. Three independent suites with private gardens and terraces. Stay in the former donkey dormitory, renovated in stone with private facilities. In 2026, breakfast is replaced by a gourmet welcome basket. Wild nature and a natural pool for a unique Algarve experience.

Guest favorite
The exterior features a modern structure with large glass windows, illuminated by soft interior lighting. A serene private pool is accentuated with glowing turquoise water. Comfortable seating arrangements and lounge cushions are placed on the wooden decking, surrounded by greenery in the evening light.
Villa in Montargil
4.93 out of 5 average rating, 167 reviews

Casa Chão de Ourém, Charm in Montargil.

Casa Chão de Ourém is located on the outskirts of the rural village of Montargil, offering exceptional views of the lake and its activities. Ideally positioned on 3 hectares of land for a quiet stay in the great outdoors. Total privacy offered not overlooked, no neighbors, surrounded by nature. The highlight... You have access to all the shops and restaurants in the village just a 3-minute walk from the house and a 5-minute drive you are on Lake Montargil.

Top guest favorite
The modern tiny house features a cork façade and large glass windows, allowing abundant natural light to filter into the interior. A gentle slope of gravel leads up to the entrance, framed by lush greenery and trees, emphasizing the serene natural surroundings.
Tiny home in São Luís
5 out of 5 average rating, 152 reviews

MOBA vida - Eco Tiny House in cork oak forest

Enjoy the tranquillity of nature, the fantastic views and the serenity for which the Alentejo is so well known. MOBA is a sustainable holiday accommodation surrounded by nature, yet within walking distance of the very traditional little village of São Luís – and only 15 km from the beautiful beaches of the Costa Vicentina. There is a pool and you will receive a breakfast basket every morning so that you can start the day relaxed on your terrace.

Guest favorite
The view from the windmill offers a panoramic perspective of the coastline, dotted with greenery. The city skyline stretches in the distance, with the river gently flowing nearby. Various trees and shrubs create a natural border, framing the serene landscape.
Windmill in Caparica
4.96 out of 5 average rating, 657 reviews

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.

Guest favorite
A bright, modern tiny house features an open wooden deck with a private pool. The structure has a unique angular design with large glass doors, allowing sunlight to illuminate the interior. Outdoor seating is arranged beside the pool, creating a relaxing environment.
Camper/RV in Melides
4.97 out of 5 average rating, 107 reviews

Tinyhouse Hostage I - Melides

A wooden tiny house, located in Melides, where the magic of nature blends with modern and minimalist comfort. Our guests can count on a cozy room that includes an irresistible double bed, positioned under a window overlooking the sky, giving them the opportunity to gaze at the stars until they fall asleep. This accommodation has a private pool on the porch and is just a 5-minute drive from the stunning Melides Beach.

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