Our top pick of the best small boutique hotels in Alentejo, luxury hotels, holiday homes and villas in Alentejo
Our collection of unique accommodations in Alentejo is as diverse as the region. Some of the most beautiful country guest houses in Alentejo are located in the north-eastern part. You can also experience the authenticity of the province in a stylish holiday flat and small boutique hotels. Known for its excellent wines, Alentejo is a great place to stay in a luxurious wine estate or hotel. Our handpicked selection also includes villas and luxury hotels along the Alentejo coast.
Our most recent list of charming small hotels, romantic bed & breakfasts and beautiful holiday homes in Alentejo:
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Herdade da Malhadinha Nova
Hotel & Self-CateringBlend of tradition and modernity in this Alentejo farmhouse. You can find comfortable rooms, a spa, pool, gourmet restaurant, and wine experiences. Unforgettable stay, activities, and beautiful surroundings await you.- Countryside
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- 30 rooms
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- from 400.00 EUR
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Herdade da Matinha
Country HotelNestled along the Alentejo coast, Herdade da Matinha fascinates with its intimate ambiance and proximity to nature. Delight in beach picnics, horse riding, and gourmet dinners. The perfect place to enjoy the simplicity of life.- Countryside
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- 35 rooms
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- from 123 EUR
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Aljana Guest House
Design HotelCome discover the calmness typical of the Alentejo at this small boutique guest house. With seven unique rooms, a garden patio with a pool, and a blend of modern comfort and traditional style, it's an oasis of calm. Delight in a fresh breakfast before exploring the historic town.- Countryside
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- 7 rooms
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- from 150 EUR
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Herdade do Touril
Hotel & Self-CateringDiscover an idyllic retreat on Portugal's southwest coast at Herdade do Touril. With 365 hectares of serene landscapes, this country hotel offers an authentic Alentejo experience. Imagine private terraces, leisure activities, and the charm of nearby Zambujeira do Mar.- Seaside (ocean front)
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- 12 rooms
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- from 130 EUR
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BomBom
Holiday home villaEscape to the hills above Melides at BomBom holiday home. This lovingly restored "Monte Alentejano" offers an authentic escape with charming architecture, vintage touches, a fireplace and a lush garden. Relax by the pool, enjoy the stars from the roof, or explore nearby Comporta's untouched beaches.- Village
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- 6 people
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- from 180 EUR
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Casas da Lupa
Country HotelUnveil the country hotel of “Casas da Lupa” in the “Parque Natural do Sudoeste Alentejano”. Embrace rustic elegance with well-appointed Master Suites, Suites, and Double Rooms, surrounded by nature, gardens, and a pool.- Coast
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- 11 rooms
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- from 130 EUR
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Sublime Comporta Country Retreat & Restaurant
Luxury HotelSublime Comporta Country Retreat & Restaurant, amid pine forests, offers 14 spacious rooms adorned with Italian furniture. Enjoy outdoor and indoor pools, spa, and exquisite dining in Alentejo’s beautiful landscapes.- Seaside (ocean front)
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- 90 rooms
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- from 225 EUR
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Imani Country House
Boutique Hotel"Imani," meaning belief in Swahili, transformed this boutique hotel into a sophisticated Alentejo escape. Rustic charm blends with elegance, offering suites, pools, gardens, and easy access to Évora and Lisbon.- Wine Country
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- 7 rooms
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- from 145 EUR
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Monte da bela Raposa
Bed and Breakfast or whole Villa"Monte da Bela Raposa" is a rural hotel and B & B in Alentejo. Experience tastefully designed rooms, a pool, and an amazing typical breakfast served in a huge antique kitchen. Discover the taste of the region and its natural beauty.- Countryside
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- 6 rooms
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- from 190 EUR
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The Red Door
Bed and Breakfast"The Red Door" suite in Alentejo offers a private entrance, terrace, and pool. Luisella, the owner, created a beautiful Bed and Breakfast which blends traditional charm with modern comfort, and embodies the traditional Alentejo architectural style.- Countryside
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- 1 rooms
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- from 92 EUR
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Três Marias
Country HotelTrês Marias is a small country hotel nestled between Porto Covo and Vila Nova de Milfontes and close to the beaches of Aivados and Malhão . Discover 10 unique rooms decorated with North African-inspired touches. Get ready to live starlit nights, independent accommodations, and amazing landscapes for a truly relaxing holiday.- Countryside
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- 10 rooms
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- from 110 EUR
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Monte da Casa do João
Holiday home villaEscape to Alentejo's beauty at Monte da Casa do João. Enjoy suites, bedrooms, and local cuisine. Embrace farm life, eat the local fresh food, relax by the pool, and cherish the fragrant garden.- Countryside
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- 12 people
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- from 750 EUR
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Quinta da Comporta - Wellness Boutique Resort
Hotel & Self-CateringDesigned by the Portuguese architect Miguel Câncio Martins this eco-hotel offers guests an original and exceptional getaway, as it was built in regard to sustainable aspects. Solar panels, water reutilization, the use of bikes and electrical buggies are only a few of the exceptional characteristics.- Seaside (ocean front)
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- 73 rooms
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- from 235 EUR
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Casa do Côvo
Holiday home villaEnjoy a family beach holiday at the beach house Casa do Côvo. Modern design meets cosiness with ocean views, a pool, and nearby water sports in vibrant Porto Covo. Perfect for a sunny vacation.- Seaside (ocean front)
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- 8 people
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- from 250 EUR
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A Casa de Estremoz
Holiday home villaTake in the charm of Alentejo at "A Casa de Estremoz". This renovated villa offers modern comfort and authentic design, accommodating 6 adults and 6 children. Enjoy spacious living, outdoor pool, and tranquil surroundings.- Countryside
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- 12 people
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- from 400 EUR
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Alfazema
Holiday home villaEmbrace the tranquillity of the Alentejo at the holiday villa Casa Alfazema. This modern 4-bedroom house in Carvalhal offers beautiful sunset views over rice fields, a pool, and outdoor spaces for relaxation.- Countryside
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- 10 people
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- from 395 EUR
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Blue House
Holiday home villa"Blue House" in the Alentejo, embraced by nature, offers escapes from everyday life. Renovated with care, it features secluded comfort, beach proximity, and rustic elegance. Perfect for families, friends, and pets.- Coast
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- 10 people
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- from 214.28 EUR
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Casa Azul do Olival
Holiday ApartmentThis peaceful self-catering apartment in the Alentejo is inspired by sea and sky and includes cosy decor, one-bedroom with a spacious kitchen, a living room and a dining room. You can discover the beauty of Casa Azul all year-round.- Village
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- 3 people
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- from 120 EUR
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Casa Branca do Olival
Holiday ApartmentCasa Branca do Olival is a small self-catering apartment in the Alentejo, which includes two roomy bedrooms, near the river Sado and the castle, radiating harmony and comfort. Discover the beauty of Alentejo during the four seasons.- Village
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- 4 people
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- from 130 EUR
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Casa d’Olivença
Boutique HotelCasa de Olivença is an elegant boutique hotel in Elvas, and blends neoclassical architecture with minimalist style. Explore historic streets of the town and delve into relaxation.- Historic Quarters
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- 5 rooms
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- from 140 EUR
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Casa da Ermida da Santa Catarina
Country HotelCasa Ermida de Santa Catarina is a spectacular country hotel in the Alentejo. A transformed farmhouse, modern rustic charm, and stunning views create a serene escape amidst nature's beauty.- Countryside
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- 7 rooms
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- from 100 EUR
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Casa de Santiago
Bed and Breakfast or whole VillaCasa de Santiago, nestled in the Alentejo, captivates with rustic charm. Its sun-kissed vineyards, historic aura, and serene landscapes offer an idyllic escape, inviting guests to savor Portugal's rich culture.- City
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- 10 rooms
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- from 165 EUR
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Casa do Terreiro do Poço
Hotel & Self-CateringCasa do Terreiro do Poço, a hidden gem in the Alentejo, enchants with authentic flair. Its traditional architecture, cobblestone courtyard, and relaxed atmosphere provide the perfect backdrop to experience rural Portuguese life.- Historic Quarters
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- 12 rooms
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- from 85 EUR
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Casas Caiadas
Holiday homes villasThe Casas Caiadas, nestled in the heart of the Alentejo, are a sight to behold. These whitewashed houses exude timeless charm against the sun-drenched landscape, offering an enchanting retreat to experience the tranquility of Portugal.- Countryside
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- 5 properties
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- from 140 EUR
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Casas do Sal
Holiday home villaCasas do Sal, an oasis in the Alentejo, offers a truly unique experience. These Castro Marim salt-inspired houses combine modern comfort with the region's heritage, providing a serene escape to explore the natural and cultural wonders of Portugal.- Countryside
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- 28 people
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- from 990 EUR
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Cerro da Fontinha
CottagesCerro da Fontinha, nestled in the picturesque Alentejo, promises an unforgettable retreat. With its charming accommodation, breathtaking views of the countryside, and the opportunity to explore the rural beauty of Portugal, it invites a rejuvenating experience.- Countryside
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- 6 properties
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- from 100 EUR
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Craveiral
Holiday homes villasCraveiral Farmhouse, located in the heart of the Alentejo, offers a serene escape. Its stylish cottages, tranquil surroundings, and emphasis on sustainable living create a harmonious haven, inviting guests to immerse themselves in the natural beauty and cultural richness of Portugal.- Countryside
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- 38 properties
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- from 208 EUR
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Espaço Fataca
Holiday home villaEspaço Fátaca, nestled in the beauty of the Alentejo, offers an inspiring environment. With its versatile spaces that foster creativity and community, it invites to experience moments of connection amidst the Portuguese splendor.- Countryside
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- 6 people
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- from 71 EUR
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Herdade da Cortesia
Design Hotel"Herdade da Cortesia", located in the Alentejos heart, promises an enriching escape. Its big estate, serene lake, and dedication to nature and relaxation create an inviting haven for guests to indulge in the beauty and tranquility of rural Portugal.- Countryside
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- 30 rooms
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- from 220 EUR
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Herdade das Barradas da Serra
Country HotelHerdade das Barradas da Serra enjoys a quiet location in the countryside, 4 km from Grândola and offers a seasonal outdoor pool with sun loungers, free Wi-Fi in all areas, a snack bar and a bar at the accommodation.- Countryside
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- 12 rooms
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- from 110 EUR
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Herdade do Reguenguinho
Bed and BreakfastAt a short distance from Cercal, lost in the undulating landscape of the Alentejos south-west, the irreverent Herdade do Reguenguinho is a spot of color in the chromatic monotony that characterizes this region. Its strong and intense colors result from the creativity and imagination of Susana and Ricardo, the owners of the accommodation.- Coast
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- 8 rooms
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- from 120 EUR
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Herdade Ribeira de Borba
Hotel & Self-CateringHerdade Ribeira de Borba is a working farm, offering rural tourism in a traditional countryside retreat. You can enjoy Montado’s beautiful scenery from the spacious terrace and 2 outdoor pools. As part of the experience, you can join in farming activities. Bikes can be borrowed from the farm free of charge, allowing you to explore the countryside.- Countryside
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- 15 rooms
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- from 100 EUR
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Herdade Vale do Manantio
Manor HouseLocated in a 19th-century estate, this 1000-hectare property offers a covered porch with Alentejo landscape views, a private hunting area, and rooms furnished with antiques. A full-service spa is on site. The spacious rooms at Vale Do Manantio each have a private balcony. All rooms are air conditioned, and some include a fireplace.- Lake
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- 12 rooms
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- from 250 EUR
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Horta Redonda
Holiday home villaGrounded in the most magnificent views of the Alentejo, Horta Redonda, is tailored for leisure. A place of tradition embedded in a fabulous landscape of vineyards , framed by the far mountains, Evora Monte, Estremoz village and its iconic castle.- Countryside
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- 6 people
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- from 300 EUR
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Hortacasa Portugal
Holiday ApartmentsThe holiday home HORTACASA with a terrace and pool views features 1 bedroom, a living room, a flat-screen TV, an equipped kitchenette with a fridge and kitchenware, and 1 bathroom with a bath or shower. Guests can take in the ambience of the surroundings from an outdoor dining area.- Countryside
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- 2 properties
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- from 140.00 EUR
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Hotel Convento de São Paulo
Manor HouseSurrounded by extensive tree-lined gardens, the charming Convento São Paulo offers 2 outdoor pools, a tennis court, and 4 padel courts. It's set in a 12th-century former Alentejo monastery, and covers a land area of 750 ha. This eco-sustainable accommodation produces 70% of the energy it needs with solar panels.- Countryside
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- 41 rooms
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- from 98 EUR
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L'AND Vineyards Resort
Luxury HotelL'AND offers award-winning accommodation amidst vineyards in the scenic countryside of Alentejo. Its unique architecture includes suites with retractable ceilings for sleeping under the stars. Built with local stone and wood, some feature a private pool.- Wine Country
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- 1 rooms
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- from 400 EUR
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Mar D'Ar Aqueduto
Boutique HotelHoused in a 16th-century palace, this 5-star boutique hotel features a beautiful chapel and dome ceilings. Overlooking the aqueducts of Évora, it has an extensive spa with an outdoor pool. The elegantly designed rooms include a work desk and a comfortable seating area.- City
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- 64 rooms
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- from 123 EUR
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Monte Alerta
Country HotelThe country hotel Monte Alerta in Alentejo offers picturesque hills, olive groves, and historic farmhouses. A place of tranquility to savor local wines and relish sunsets. Ideal for everyone seeking relaxation.- Countryside
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- 10 rooms
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- from 95 EUR
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Monte das Casolas
Holiday homes villasThe Monte das Casolas Apartment - Comporta Carvalhal Melides is an accommodation located in Grândola, Alentejo. It is situated 21 km away from the Flour Museum and offers a garden as well as free private parking on the property.- Countryside
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- 5 properties
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- from 100 EUR
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Monte do Cardal
Hotel & Self-CateringMonte do Cardal offers accommodations in Odeceixe, nestled in nature, and surrounded by olive trees. Enjoy a year-round outdoor pool and terrace. Private parking on-site is complimentary.- Countryside
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- 9 rooms
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- from 100 EUR
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Monte do Cortiço Santana do Campo
Holiday home villaLocated in Arraiolos, Holiday home MONTE DO CORTIÇO offers a shared lounge, a terrace, free WIFI and garden views. This vacation rental features a private pool, a garden and free private parking.- Countryside
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- 12 people
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- from 350 EUR
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Monte do Olival
Holiday ApartmentsMonte do Olival is a picturesque place in Portugal, known for its idyllic olive groves and charming surroundings. Here you can enjoy the tranquility of nature and experience traditional Portuguese hospitality.- Countryside
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- 4 rooms
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- from 150 EUR
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Monte do Vale
Bed and BreakfastThis rural retreat amid the idyll of the Alentejo offers modern amenities and breathtaking views of the surrounding countryside. Discover traditional Portuguese hospitality.- Countryside
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- 8 rooms
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- from 80 EUR
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Monte do Zambujeiro
Bed and Breakfast or self-cateringMonte do Zambujeiro in Vila Nova de Milfontes is an idyllic country retreat. This charming accommodation is located in the middle of nature. Here you can enjoy tranquility, simplicity, and Portuguese hospitality in a unique environment.- Countryside
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- 9 rooms
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- from 95 EUR
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Monte Falperras
Bed and Breakfast or whole VillaMonte Falperras in Alentejo is perfect for a tranquil countryside getaway. Its charming accommodations provide a rustic yet comfortable retreat, allowing guests to fully immerse themselves in the beauty and serenity of this Portuguese region. With stunning natural surroundings and a touch of tradition, it offers an unforgettable experience.- Countryside
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- 7 rooms
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- from 70 EUR
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Monte Velho Equo-Resort
Country HotelMonte Velho Equo Resort is a captivating destination for horse enthusiasts and nature lovers alike. Nestled in the heart of the Alentejo region in Portugal, this resort offers a unique blend of equestrian experiences and relaxation.- Countryside
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- 9 rooms
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- from 280 EUR
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Nômade - Auberge Rurale
Eco LodgingNature Resort Nomade Auberge Rurale is a charming rural accommodation that invites you to escape the hectic city life and experience the beauty of nature. This cozy accommodation offers a unique opportunity to stay amidst picturesque landscapes and authentic cultures.- Countryside
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- 5 rooms
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- from 135 EUR
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Paraiso Escondido
Boutique HotelParaiso Escondido, which translates to "Hidden Paradise", is a place of rest and retreat. This hidden oasis offers tranquility and beauty away from everyday life. Here you can relax amidst nature and enjoy the peace and tranquility that this special paradise has to offer.- Countryside
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- 10 rooms
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- from 250 EUR
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Pe no Monte
Hotel & Self-CateringPé no Monte, which means "foot on the hill" in Portuguese, is a charming place that appeals to nature lovers and peace seekers alike. This peaceful accommodation offers the opportunity to experience the rural beauty and tranquility of the region.- Countryside
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- 20 rooms
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- from 100 EUR
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Pousada de Arraiolos
PousadaThe Pousada de Arraiolos is a charming historic hotel located in the heart of the picturesque town of Arraiolos in Portugal. This welcoming hotel offers its guests a timeless atmosphere and a blend of traditional charm and modern comfort.- Countryside
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- 32 rooms
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- from 120 EUR
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Pousada do Crato ( Flor da Rosa )
PousadaPousada do Crato is a historic and elegant accommodation in the region of Alentejo, Portugal. This magnificent hotel is located in a restored 16th century convent and offers its guests a unique combination of history and luxury.- Village
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- 24 rooms
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- from 140 EUR
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Pousada dos Lóios
PousadaPousada dos Loios is a charming accommodation located in Évora, Portugal. Housed in a former 15th-century convent, this historic hotel uniquely combines history and elegance.- City
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- 19 rooms
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- from 140 EUR
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Quinta das Beldroegas - Casas de Campo
Holiday ApartmentsQuinta das Beldroegas is a rural property in the heart of Portugal, inviting guests to enjoy the beauty of nature and the tranquility of country life. The Quinta has charming accommodations that combine traditional style with modern comfort.- Countryside
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- 6 properties
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- from 65 EUR
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Quinta Das Lavandas
Country HotelQuinta das Lavandas is known for its surrounding lavender fields and relaxing atmosphere of the accommodation. This idyllic quinta offers the opportunity to relax amid fragrant lavender flowers and enjoy the natural beauty of the surroundings.- Countryside
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- 8 rooms
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- from 89 EUR
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Quinta do Barranco da Estrada
Country HotelQuinta do Barranco da Estrada is a picturesque retreat on the shores of a beautiful lake in the heart of Portugal. This rural place invites visitors to enjoy the beauty of nature and the tranquility of life by the lake. The Quinta offers charming accommodations that combine traditional style with modern comforts and offers great views.- Lake
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- 10 rooms
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- from 125 EUR
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Quinta Marugo Retreats
Boutique HotelQuinta Marugo Retreats is a peaceful retreat in the heart of Portugal, offering a unique oasis for those seeking tranquility and renewal. This retreat center combines nature, well-being, and cultural experiences in perfect harmony in the Alentejo Region.- Countryside
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- 10 rooms
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- from 120 EUR
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Reserva Alecrim
GlampingA remarkable glamping nature reserve in Portugal that offers nature lovers and adventurers the opportunity to experience the unspoiled beauty of the area.- Countryside
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- 32 properties
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- from 155 EUR
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São Lourenço do Barrocal
Hotel & Self-CateringThe São Lourenço do Barrocal impresses with its history dating back to the 19th century. The accommodations are stylishly furnished while offering the comforts and conveniences of modern life.- Countryside
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- 24 rooms
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- from 336 EUR
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Spatia Comporta Resort
Hotel & Self-CateringSpatia Comporta Resort is an exquisite retreat located on the beautiful Comporta Coast in Portugal. This luxurious resort combines contemporary design, nature, and exclusivity in perfect harmony, offering guests an unparalleled experience.- Coast
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- 10 rooms
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- from 160 EUR
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The One Country House
Holiday home villaThe One Country House holiday home is a charming retreat set amidst the picturesque countryside of Grandola, Alentejo. This charming country house offers a perfect blend of rustic charm and modern luxury. Ideal for families or bigger friend groups.- Mountain
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- 13 people
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- from 445 EUR
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Torre de Palma Wine Hotel
Manor HouseTorre de Palma Wine Hotel is a fascinating wine hotel located in the Alentejo region, Portugal. This luxurious property uniquely combines wine, culture and hospitality to offer its guests an unforgettable experience.- Wine Country
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- 19 rooms
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- from 270 EUR
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Vale do Gaio Hotel
Country HotelThe guesthouse Vale do Gaio Hotel is a charming hotel located on the shores of the Vale do Gaio reservoir in picturesque Alentejo, Portugal. This charming hotel offers guests the perfect setting for relaxation and enjoyment.- Lake
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- 21 rooms
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- from 105 EUR
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Valeriana Exclusive GuestHouse
Bed and BreakfastValeriana Exclusive Guesthouse is a hidden gem in the heart of Évora, Portugal. This boutique guesthouse offers an intimate and luxurious retreat and caters to guests looking for an unforgettable experience in the old town of Évora.- Historic Quarters
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- 7 rooms
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- from 120 EUR
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Vida na Vila
Holiday ApartmentsWelcome to Vida na Vila, a unique and inviting lodging in the heart of Vila Nova de Milfontes. Here, the charm of Alentejo townhouses is beautifully reinvented, bathed in the alluring light from the south, boasting clean lines and large windows th...- Coast
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- 4 properties
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- from 120 EUR
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Villa do Povo
Holiday home villaVilla do Povo is a picturesque holiday villa in Alcácer do Sal, a charming town in Portugal that stretches along the banks of the Sado River. This inviting villa offers the opportunity to experience its rich history and natural beauty of Alcácer do Sal.- City
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- 3 people
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- from 130 EUR
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Village House - Melides
Holiday homes villasVillage House in Melides is a charming holiday home located in the coastal village of Melides in Portugal. This cozy house offers visitors a unique opportunity to experience the natural beauty and tranquility of the Alentejo region.- Village
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- 2 properties
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- from 165 EUR
