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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
4.82 out of 5 average rating, 109 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
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
4.86 out of 5 average rating, 294 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.

Top guest favourite
Guest suite
4.99 out of 5 average rating, 120 reviews

100% Private : Suite+Sw pool+Brunch+Room service

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 brunch • Room cleaning On request (extra $): • Homemade meals with fresh ingredients for a gourmet stay & Movie Night 📽️🍿

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
5 out of 5 average rating, 255 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
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
5 out of 5 average rating, 147 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.

Top guest favourite
A wooden terrace is shown, featuring a small table with two chairs and a relaxing lounge chair. Surrounding the space, green trees are visible, offering a view of an open landscape with dry grass and distant trees under a clear sky.
Tiny home
4.95 out of 5 average rating, 312 reviews

Choupana ChicoZé, 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 favourite
Farm stay
4.93 out of 5 average rating, 165 reviews

Seaside cottage – Adventure Pack

House located on a very peaceful hill on the Vicentina Coast, with beautiful beaches nearby. Ground-floor apartments with open-plan living room and kitchen + WC. A well-lit and functional space, with areas 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 WC. Outside, there is a private, covered barbecue area with a table and chairs.

Guest favourite
An exterior view of a white stone house showcases a spacious covered patio, furnished with a wooden table and chairs. Natural stone flooring extends throughout the area, complemented by surrounding trees and a scenic landscape visible in the background.
Tiny home
4.91 out of 5 average rating, 213 reviews

Moinho Da Eira House

Casa Moinho Da Eira offers a unique experience for its construction details, with a super cozy interior space that recalls in many details, objects and amenities that only very old houses had and an extremely well located outdoor space where you can find privacy, tranquility, silence, peace, nature and an incredible view over the mountains of Serra Do Caldeirão. Undoubtedly the ideal place to rest on vacation or for a weekend.

Guest favourite
The image features a serene pool area, surrounded by lush greenery and wildflowers. The still water reflects the clear blue sky, while orange trees and olive groves provide a natural backdrop in the distance.
Farm stay
4.93 out of 5 average rating, 162 reviews

The Bread-Oven Cottage

Perched on a hill looking out to Spain on a quinta that was once a monastic farm, the cottage is a tranquil base for many delightful day-trip destinations or an experience in itself. Closer to home, relax by the pool, stroll among figs and oranges or in our enchanting organic olive grove, grill on the patio, or explore the nearby World Heritage town of Elvas, home to the world's largest preserved bastion fortifications.

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
4.89 out of 5 average rating, 140 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.

Guest favourite
A terrace overlooks the ocean, featuring a relaxing seating area with soft cushions and a round coffee table. A mini pool is integrated into the terrace design, surrounded by smooth white walls and a clear glass railing that enhances the coastal view.
Flat
4.97 out of 5 average rating, 274 reviews

SEA FRONT- Luxe & Private Pool- Villa Rossi Garden

Villa Rossi Garden Élégance en front de mer – panorama d’exception à Albufeira Suspendu au sommet d’une falaise, ce lieu rare offre un tête-à-tête inoubliable avec l’océan. Sa vaste terrasse, comme flottant au-dessus des flots, s’ouvre sur une piscine privée face à l’horizon. Un refuge intime, baigné de calme et de beauté, à 50m de la plage et du cœur historique.

Guest favourite
A single-story house is set against a verdant backdrop, featuring a smooth terrace and a large oak tree. A small outdoor seating area is visible, consisting of a round table and green chairs, while a clay pot adds a rustic touch to the space.
Cottage
4.96 out of 5 average rating, 179 reviews

Casa Sobreiros: Amazing House & View

Casa dos Sobreiros is 1 of 14 independent houses on the stunning 60 hectares estate Monte West Coast, with a big swimming pool, located in a valley only 5 km from the beach! Restored in 2013 using traditional methods combined with modern comfort. 66m2

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