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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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Guest favourite
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
4.82 out of 5 average rating, 111 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.

Top Guest favourite
An aerial view captures a heated plunge pool nestled in a wooden deck area, surrounded by lush greenery. Comfortable sun loungers and wicker chairs invite relaxation, while vibrant pink flowers enhance the serene atmosphere of the private space.
Home in Cascais
4.98 out of 5 average rating, 179 reviews

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.

Top Guest favourite
Guest suite in Alcarias
4.99 out of 5 average rating, 121 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 favourite
A private garden is featured with a heated swimming pool, surrounded by lush greenery and blooming flowers. Outdoor seating areas with lounge chairs and a small table are positioned near the pool, providing a serene space for relaxation and enjoying the warm Lisbon sun.
Apartment in Lisbon
4.99 out of 5 average rating, 198 reviews

LUXURIOUS, PRIVATE GARDEN & HEATED SWIMMING POOL

Luxurious and spacious apartment with two bedrooms (each with a private bathroom) and an amazing garden with a private heated and salted water swimming pool, belonging exclusively to the apartment. Located in a historic and charming building, totally refurbished in 2018. With a great location, between the viewpoint of Portas do Sol (Alfama) and Graça viewpoint, 2 minutes walk from the famous tram 28 and 5 minutes walk from the Castle. Great to discover the historic center.

Top Guest favourite
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, 221 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 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, 261 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 favourite
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, 165 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 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, 149 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, 648 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 favourite
Farm stay in Odemira
4.93 out of 5 average rating, 168 reviews

Country house near the sea – Adventure Pack

House located on a very quiet hill on the Vicentina Coast, with beautiful beaches nearby. First floor with open-plan living room and kitchen + half bath. Well-lit and functional space with an area for relaxing, cooking, and dining. The first floor is also an open-plan space (with a bed, a sofa, a desk for working, and a shower cubicle) + a half bath. Outside, there is a private, covered barbecue area with a table and chairs.

Guest favourite
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.
Campervan/RV in Melides
4.97 out of 5 average rating, 100 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.

Superhost
A serene view of rolling hills unfolds outside a large window. The natural landscape displays vibrant greenery with distant mountains. Soft curtains frame the window, while a cozy bed is positioned in the foreground, inviting relaxation and connection with the scenery.
Dome in Alenquer
4.89 out of 5 average rating, 141 reviews

Couple Dome-SÓIS Montejunto Eco Lodge

Os nossos DOMOS CASAL têm todas as condições para proporcionar umas férias relaxadas no meio da natureza. São constituídos por uma cama de casal, com uma pequena kitchenette equipada, mesa de refeições, casa de banho e terraço panorâmico. Tendo ainda acesso livre a todos os espaços comuns: - Bar - Piscina - Sauna - Yoga dome. Desfrute do cenário encantador deste espaço romântico na natureza.

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