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Holiday rentals in Alentejo

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Top-rated holiday rentals in Alentejo

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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, 143 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
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, 117 reviews

100% Private : Sw pool, Breakfast, Room service

Escape to your own little paradise 100% Private (suite & terrace with fire pit and pool) in a lovely village. It’s perfect 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 & Private cinema for a gourmet stay. 📍Half way between Lisbon & Faro. Whether you’re itching to explore or just want to chill , this is the perfect spot! ☺️

Top guest favourite
A rustic dining area is positioned under a covered terrace, featuring a wooden table surrounded by chairs. Lush greenery frames the space, with a serene view of the lake and hills visible in the background. Sunlight gently illuminates the scene, creating a calming ambiance.
Guest suite in Barragem de Santa Clara-a-Velha
5 out of 5 average rating, 223 reviews

Lake View at Cabanas do Lago

Take a moment, come to a quiet place, let yourself wonder. Concealed in the majestic scenery of “Cabanas do Lago” making an honest claim to be a walk away from the pure waters of Santa Clara Dam where if one so chooses can lose themselves in the beauty of this place. Here nature dances with the senses. The sights and sounds that surround this lovely setting will be etched to your memory. To wake up here, can be an amazing experience. Where the soft light of the morning gently wakes you up.

Top guest favourite
Villa in Monte Corvo
4.97 out of 5 average rating, 116 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
The exterior of a historic windmill is showcased, featuring a circular white structure with a blue base. Lush greenery surrounds the base, with palm trees and shrubs visible. A clear blue sky offers a background to the picturesque setting, while the ocean can be seen in the distance.
Windmill in Setúbal
4.97 out of 5 average rating, 260 reviews

Moinho do Marco: the romantic windmill hideaway

Let yourself be carried away by the romanticism of the Moinho do Marco! Built in 1855, it is one of the few that still retains its original wooden gears. Enjoy the magic of sleeping comfortably in a mill full of history and charm. Located in the Serra da Arrábida, let yourself be conquered by the tranquillity of nature from the terrace, which offers the best view over the beautiful Bay of Setúbal. Enjoy this unusual, romantic and sustainable accommodation at any time of the year.

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, 243 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
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.

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, 624 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
Cottage in Piçarras
4.96 out of 5 average rating, 156 reviews

Casas das Piçarras – Countryside House Alentejo

Discover a unique place ideal for your holidays where you can take a journey through the most authentic traditions of the Alentejo. In the former Monte das Piçarras, you'll find traditional and original architecture, and you can enjoy our jacuzzi, terrace and private garden. Take advantage of our welcome offer: a basket of breakfast products and a bottle of wine will be waiting for you. To explore our village, we offer free bicycles.

Guest favourite
A rustic treehouse is nestled among thick branches, elevated above the ground. Wooden steps lead to the entrance, surrounded by intertwining tree limbs. The exterior features natural wood and a colorful decorative arch, blending harmoniously with the lush foliage.
Treehouse in Lagos
4.98 out of 5 average rating, 211 reviews

Magical Treehouse

Experience the magic of eco-friendly living among the treetops. Our authentic treehouse offers you unparalleled serenity, natural beauty, and the whimsical charm of dwelling in a real tree. Here, you'll find a haven to unplug, surrounded by the soothing sounds of nature, and blessed with awe-inspiring views. Witness the dazzling night sky through the foliage and be greeted by morning sunlight gently filtering through the leaves.

Top guest favourite
A cabin is nestled among lush greenery in a forested area, surrounded by various trees. A dirt path leads to the cabin, with a vehicle parked nearby. The setting is peaceful, showcasing the natural landscape of the region.
Hut in Cercal
4.98 out of 5 average rating, 214 reviews

wooden house in silence

This refuge is in the middle of a large forest of cork oaks, with more than 30 hectares, with many paths for pleasant walks, watching many varieties of birds, several places to practice Yoga, or simply contemplating the cork oak forest or the horizon. Here you will certainly be happy during your stay !!! If you want a long stay and need to work, I can provide an internet router.

Top guest favourite
The windmill, constructed from natural stone, features wooden blades with fabric sails. Surrounding greenery and distant mountains are visible under a clear blue sky, providing a serene backdrop for the rustic structure.
Windmill in Termas Fadagosa
5 out of 5 average rating, 115 reviews

A beautiful windmill in nature: Moinho da Fadagosa

Stay at our windmill in Portugal: nature, comfort, fresh produce and fine wine. Isn’t that the recipe for a fine slice of life? The windmill is the perfect place to stay for some quiet time; with 360 degree views of the mountains, and just the sounds of the birds and the breeze to accompany you, you will leave feeling relaxed and inspired.

Popular amenities for Alentejo holiday rentals

Frequently Asked Questions

  • What are the best places to stay in Alentejo?

    Visitors to Alentejo often stay in the historic centers of towns like Évora, Beja, or the coastal village of Vila Nova de Milfontes. Rural farm stays and converted manor houses are frequently suggested for those seeking a locally rooted experience.

  • What are the best things to do in Alentejo with kids?

    Families can explore castle ruins, stroll through walled villages, or visit nature reserves for birdwatching and gentle walks. The region also has outdoor swimming spots, interactive museums, and sandy beaches along the coast.

  • What are some of the best things to do in Alentejo?

    Explore the UNESCO-listed city of Évora, roam the megalithic monuments near Monsaraz, or walk through cobbled streets in villages like Marvão. Alentejo has local wineries, traditional markets, and extensive cork oak landscapes.

  • How is the weather in Alentejo?

    Alentejo has mild, wetter winters with temperatures from 40–59°F (5–15°C), and hot, dry summers ranging from 65–96°F (18–35°C). Bring light clothing for summer, layers for cooler months, and a rain jacket for spring and fall.

  • What are the best places to visit in Alentejo?

    Frequently suggested spots include the historic city of Évora, the whitewashed village of Monsaraz, and the Alqueva Lake area. The coastline around Vila Nova de Milfontes is also known for sandy beaches and relaxed towns.

  • What are some hiking trails in Alentejo?

    Alentejo has marked trails through the Serra de São Mamede Natural Park, the cork forests near Grândola, and along the Rota Vicentina on the coast. Walkers often enjoy routes with rolling hills and views of rural villages.

  • What are some family activities we can do in Alentejo?

    Families can join guided nature walks, explore interactive history museums, or picnic by Alqueva Lake. Sandy beaches, local festivals, and wildlife spotting in nature reserves are also popular.

  • What are some of the best day trip ideas from Alentejo?

    Visitors often plan day trips to the UNESCO-listed Évora, the fortified village of Marvão, or the vineyards near Redondo for wine tastings. Coastal escapes to the beaches around Zambujeira do Mar are also frequently suggested.

  • Are there any pet friendly accommodations available in Alentejo?

    Many accommodations across Alentejo welcome pets, especially in rural areas and coastal towns. Check individual listings for pet policies and nearby outdoor spaces for walks.

  • What are some local tips for visiting Alentejo?

    Pack sun protection and refillable water bottles, as summers are warm and dry. Try local olive oil and wines, and consider a rental car to reach small villages and countryside markets.

  • What is Alentejo known for?

    Alentejo is known for sweeping cork oak woodlands, olive groves, and distinct whitewashed villages. The region has rich Roman, Moorish, and medieval heritage, along with celebrated cuisine and local wines.

  • What are the best hidden gems to explore in Alentejo?

    Travelers often mention the pottery town of São Pedro do Corval and the quiet medieval village of Castelo de Vide. Serpa, known for its cheese and historic streets, is also frequently suggested for those looking to explore less-visited places.

  • What are the best foods to try in Alentejo?

    Traditional dishes include pork with clams, slow-cooked lamb stews, and bread-based açorda soup. Local cheeses and olive oils, as well as regional wines, are enjoyed throughout Alentejo.

  • What should I bring for a trip to Alentejo?

    Pack comfortable shoes for walking on cobbled streets or country trails, sunscreen, and a reusable water bottle. Bring light clothing for summer, layers for cooler evenings, and a rain jacket in spring or fall.

  • What is the nightlife in Alentejo like?

    Nightlife in Alentejo is laid-back, with local bars, wine cellars, and live music in town centers. During summer, open-air festivals, local celebrations, and traditional music events often bring communities together in public squares.

  • What are the most popular events or festivals in Alentejo?

    Frequent events include summer music festivals, regional food fairs, and cultural celebrations that showcase traditional singing and crafts. Carnival festivities and harvest fairs in late summer or early fall are often highlighted.

  • Are there family friendly vacation rentals in Alentejo?

    Alentejo has a range of family-friendly vacation rentals, including countryside cottages, village homes, and apartments in towns like Évora or Vila Nova de Milfontes. Many have outdoor spaces and offer easy access to nature and cultural sites.

  • When is the best time to visit Alentejo?

    Late spring and early fall are often recommended for their warm, pleasant weather, lower rainfall, and blooming fields. Summers can be very hot, while winters are milder and quieter.

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