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Holiday rentals with a pool in Alentejo

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Top-rated rentals with a pool in Alentejo

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A charming entrance features a stone pathway leading to a white cottage framed by vibrant pink bougainvillea. The outdoor terrace includes a wooden table and chairs, with lush greenery providing a natural backdrop under clear blue skies.
Earthen home in Redondo
4.81 out of 5 average rating, 106 reviews

Cottage in Traditional Cork Forest

Converted Shepherds Cottage in Traditional Cork Forest, with 2 bedrooms, 2 bathrooms, living room, kitchen & private terrace and a family shared swimming pool is available. Situated in beautiful countryside of cork trees, olive groves and vineyards, on the foothills of the Serra D’ Ossa 20 km south of Estremoz. Ideal for sight seeing in a scenic and historic part of Portugal and within easy reach by motorway of Lisbon (2 hours) and Spain (1 hour). There are a myriad of activities to enjoy on the farm. For the walkers or mountain bikers there are kilometers of footpaths around the 540 hectare farm for you to explore and for those wishing to venture further afield, the nearby peaks offer unrivalled views of the surrounding countryside. Serra d’Ossa lies at 500 metres above sea level and boasting one of the driest climates in Europe. The absence of light pollution makes this an astronomers’ paradise. Twitchers can enjoy seeking out over 70 species of birds in the unique habitat provided by the cork forest, several of our past guests are members of the RSPB and have made lists of the birds they have seen / heard. Here is a list of a few: White Stork, Booted Eagle, Red Kite, Kestrel, Cuckoo, Tawny Owl, Hoopoe, Red-Rumped Swallow, Great Bustard, Little Bustard and Bee Eater. Visitors to the local damn include black winged stilts and the occasional avocet. Very occasionally, bustards can be seen in the lower plains. Within a one-hour drive from the farm, you can also explore nearby towns including Evora (a UNESCO World Heritage site), Estremoz famed for its Saturday morning market, Vila Viçosa with its two royal palaces, Reguengos and even neighbouring Spain. Historical tours of Evora can also be arranged through a private guide. Vineyards : While predominantly a hilly cork forest , a vineyard has recently been planted in an open valley producing Alicante Bouschet, Aragonêz, Touriga Nactional and Syrah quality grapes. Most of the grapes are sold; however a selection of the best quality grapes are retained for the production of a high quality red wine sold in Portugal under the Cem Reis label, and in the Netherlands under the Het Tientje name. This wine has been awarded silver medals in Wine Masters Challenge (Portugal), Mundus Vini (Germany), and Challenge Du Vin (France). Next year a white wine will also be produced from viognier grapes. Our wine and some products are available for purchase onsite.

Guest favourite
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
4.87 out of 5 average rating, 144 reviews

"Laranja Limão House - Alentejo"

private pool. On the route of castles and wineries , ideal for a few days on the Alentejo plains. Close to the Castle of Estremoz, Evoramonte, Arraiolos and Évora, Carpet Museum, Interpretive Center of the Rural World and taste the good Alentejo food. 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 favourite
The villa is depicted against a pastel sky, showcasing its white exterior and red-tiled roof. A stone pathway leads toward the entrance, bordered by grassy areas and small trees, creating a serene connection with the surrounding landscape.
Villa in Corval
5 out of 5 average rating, 124 reviews

Monte Mi Vida “ Villa” Secluded place to recharge

Monte Mi Vida Villa is nestled in the quiet country side of Alentejo. The perfect secluded place to relax and recharge.You can Spend your day exploring vineyards and wineries, local markets, Lake Alqueva for fishing, boating water sports or some beach fun, Some history of Portugal or Dark sky Alqueva for the indescribable feeling of stargazing. You can also just sit poolside and let your worries melt away. Look at west and you will forever remember the breathtaking sunsets with a glass of wine.

Top guest favourite
Guest suite in Alcarias
4.99 out of 5 average rating, 119 reviews

100% Private : Suite+Sw pool-Breakfast-Room servic

Escape to your own little paradise 100% Private (suite & terrace with pool & fire pit) in a lovely village, 📍Half way between Lisbon & Faro. Whether you’re itching to explore or just want to chill , this is the perfect spot! ☺️ Ideal for any season, whether you’re looking for a romantic getaway or a relaxing retreat with your bff 😎 Included : • Daily homemade breakfast • Room cleaning On request (extra $): • Homemade meals with fresh ingredients for a gourmet stay & Movie Night 📽️🍿

Top guest favourite
Villa in Monte Corvo
4.98 out of 5 average rating, 121 reviews

Forest Retreat with Private Pool

Refúgio tranquilo na floresta do Ribatejo, com piscina privada e total privacidade, a apenas uma hora de Lisboa. Ideal para quem procura descanso, natureza e uma escapadinha longe do ritmo da cidade. Um espaço acolhedor rodeado de floresta, perfeito para relaxar, desfrutar da piscina privada, fazer refeições ao ar livre, caminhar na natureza e viver noites tranquilas sob um céu estrelado. A propriedade integra a Terra das Abelhas, um projeto dedicado à natureza, biodiversidade e apicultura.

Top guest favourite
A shared outdoor pool is framed by a landscaped garden featuring green grass and trees. Sun loungers are arranged beside the pool, inviting relaxation. A shaded area is provided for comfort, enhancing the tranquil ambiance of the rural setting.
Home in
4.9 out of 5 average rating, 207 reviews

Holiday house in Alentejo

A casa é rústica, típica alentejana com paredes grossas. Está mobilada com móveis de família. Tem 1 quarto de pé direito alto e uma pequena mezzanine com duas camas individuais. Em baixo duas camas de solteiro. Bom para um casal com filhos ou 4 amigos. Janela "velux" no tecto com rede mosquiteira . Sala pequena, acolhedora com lareira. Wi-Fi, televisão de ecrã plano, canais MEO. Jardim , mesas e cadeiras de jardim e grelhador para fazer um churrasco. Boa piscina.

Top guest favourite
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, 248 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.

Top guest favourite
A rustic stone house is framed by lush greenery and shaded by a large tree. A patio area features several outdoor chairs and small tables, surrounded by potted plants. A hammock is visible, inviting relaxation in the tranquil outdoor space.
Cottage in Aracena
4.96 out of 5 average rating, 115 reviews

Comfortable restored stone house

Disconnect from the routine, from stress, come to our little house and you will find tranquility and connection with nature! Adapted so guests can enjoy all the amenities. Located in the natural park, in an environment where you can walk with family or friends through a forest of century-old chestnut trees, breathe fresh air, sunbathe or hike. Built with stone, hydraulic floors and chestnut wood beam ceilings, all restored while maintaining the rural essence!

Top guest favourite
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, 136 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 favourite
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, 627 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.

Top guest favourite
A wooden eco-friendly hut is nestled among greenery, featuring large sliding doors that open to a spacious terrace. Two blue chairs and a small table are positioned outside, inviting relaxation. The interior is visible, showcasing a cozy bed and shelf, harmonizing with the natural surroundings.
Tiny home in Aldeia do Rouquenho
4.94 out of 5 average rating, 469 reviews

Choupana Abilardo, alle comfort en toch buiten

Escape the hustle and bustle of everyday life and enjoy our eco-friendly cabin, built with wood and cork. Comfortable year-round, it's the perfect base to explore the surrounding area. The wooden terrace is a lovely spot to relax, read a book, or enjoy the stunning starry sky at night. Located on our o-vale-da-mudança estate, you'll have a view of a valley. After a day of exploring, you can cool off in the shared pool with a cabana.

Guest favourite
A private horizon pool is visible in the foreground, surrounded by tropical plants and wooden decking. The ocean is seen in the background, with a clear blue sky and distant hills enhancing the serene outdoor experience.
Apartment in Tróia
4.9 out of 5 average rating, 233 reviews

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.

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