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Vacation 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 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
4.87 out of 5 average rating, 143 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
A private pool area is highlighted by a turquoise pool surrounded by sun loungers. Colorful decorations, including hanging textiles, create a lively atmosphere. A covered terrace offers seating, while a playful flamingo float adds a whimsical touch to the inviting space.
Guest suite in Alcarias
4.99 out of 5 average rating, 118 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 favorite
Villa in Monte Corvo
4.97 out of 5 average rating, 118 reviews

Forest Getaway with Private Pool

Peaceful retreat in the Ribatejo forest, with a private pool and complete privacy, just one hour from Lisbon. Ideal for those seeking rest, nature, and a getaway away from the hustle and bustle of the city. A cozy space surrounded by forest, perfect for relaxing, enjoying the private pool, dining outdoors, walking in nature, and experiencing peaceful nights under a starry sky. The property is part of Terra das Abelhas, a project dedicated to nature, biodiversity, and beekeeping.

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, 246 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 favorite
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, 114 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 favorite
An outdoor seating area features wooden chairs and a coffee table under a large umbrella, overlooking a private pool. Lush plants add greenery, while a stunning view of the lake and surrounding nature is visible in the background under a clear blue sky.
Villa in Montargil
4.94 out of 5 average rating, 154 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 circular structure features a white exterior with large windows, surrounded by lush greenery. A stone pathway leads to the entrance, and a private swimming pool is visible to the side, framed by tropical plants and trees, creating a serene outdoor environment.
Windmill in São João das Lampas
4.95 out of 5 average rating, 101 reviews

La Galette - The Windmill

Located in the heart of Sintra-Cascais National Park, The Windmill features 1 double bedroom, 1 living area with television, 1 fully equipped kitchen, 1 bathroom and a garden with private swimming pool (3m x 2m), lounge area, barbecue, eating area & hammock. The beach is located in a 3 min drive, while Sintra historic center is reachable in a 12 min drive. Lisbon airport is located in a 35 min drive. The property was fully renovated, opening on May 2023

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, 134 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, 625 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 favorite
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, 467 reviews

Choupana Abilardo, all comfort and yet outdoors

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 favorite
Home in Melides
4.93 out of 5 average rating, 159 reviews

CASAVADIA melides II

CASAVADIA é um projeto de alojamento na natureza composto por 3 pequenas casas situadas no mesmo monte/propriedade. As casas distam 150 metros umas das outras garantindo total privacidade e exclusividade, não havendo espaços comuns ou partilhados. Adorarão o nosso espaço os hóspedes que procuram contacto com a natureza, privacidade, silêncio e uma paisagem idílica apenas a 15 minutos da praia. Será um prazer receber a sua visita.

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