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Holiday houses in Alto Alentejo

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Top-rated holiday rentals in Alto Alentejo

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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 in Cascais
4.86 out of 5 average rating, 270 reviews

Charm & Design in a House with a Pool and Magnificent View of the Sea and Mountains

Observe the “blackbirds” in the morning, the sunset, enjoy the calm and tranquility. Enjoy the unique view of the sea and mountain from the private lounge, the infinity pool, the “Serra de Sintra”-the magical mountain, its enchanted woods, convents and palaces. Possibility to include a work desk. There is also the possibility of accepting wedding celebrations, if you are small groups, for an additional fee. For more information contact the host directly. A mountain villa built more than 100 years ago , implanted on an imposing rock with a unique surroundings and a breathtaking view over the sea the city , Cascais and the mountain where it is inserted . The house was recently refurbished and enlarged with a modern and design construction enjoying the view and surroundings . You can see it from the top of the Serra de Sintra, to Guincho to Cabo Espichel. A stone's throw from the pedestrian paths of the Serra de Sintra and its monuments and next to good restaurants , cafes with good atmosphere , the small village has a supermarket and pharmacy for your tranquility. Guests have at their disposal a house with 2 bedrooms, living room and kitchen, totally private and access to a large garden with an infinite pool where they can enjoy the wonderful view. I live on the property and am available to share stories and information about the region. I love cycling and know the Serra like the back of my hand. I can share the secrets of the mountains and advise the best restaurants in the region. Malveira da Serra, picturesque village next to Cascais and Lisbon (20 min), with hiking trails in Serra de Sintra and its monuments. Guincho Beach and its wild dunes with their unique beauty are a paradise for surfing/kite-surfing/windsurfing. I advise you to use your own car.

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
4.86 out of 5 average rating, 137 reviews

"Laranja Limão House - Alentejo"

private pool. On the route of castles and wineries , ideal for a few days in the Alentejo plains. Close to the Castle of Estremoz, Evoramonte, Arraiolos and Évora, Museu do Carete, 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

Guest favourite
A charming cottage exterior is surrounded by lush greenery, with a terracotta facade and arched doorways. A patio area is visible, featuring a small table and a parasol, providing a shaded spot to enjoy the serene environment.
Cottage in Sintra
4.98 out of 5 average rating, 208 reviews

Cozy Cottage with outdoor tub, fireplace & nature

Tranquil and secluded cottage in the hills of Sintra. Absolute privacy & luxurious amnesties. The newly renovated Casa Bohemia has a spacious and light-filled living room, with a wood-beamed ceiling and fireplace. The adjoining bedroom, has a queen-sized bed and en-suite bathroom with a shower. A private courtyard leads to an antique stone-bath for romantic outdoor bathing. The kitchen is fully equipped with a Smeg fridge, nespresso and popcorn maker. Private garden, terrace, parking, gate, bbq.

Top Guest favourite
A spacious bedroom incorporates natural elements and soft lighting. A king-sized bed is adorned with neutral linens and accented by yellow cushions. A bedside table holds lamps, while a corner plant adds a touch of greenery. A large area rug complements the earthy tones of the floor.
Guest suite in Serpins
4.99 out of 5 average rating, 100 reviews

Casa Canela apartment and pool.

A 40m2 self-contained apartment on the ground floor of a traditional stone built farmhouse in a tranquil rural location. The apartment features a bedroom/living room with king side bed, sofa, smart TV, built in wardrobe, and dining table. There is a fully equipped kitchen, a wet-room and decked terrace with parasol and outdoor dining table. From May to October guests have use of a 6m x 3.75m pool and sun deck shared with the host who lives on site and guests in one other 2 person accommodation.

Top Guest favourite
The exterior of the guesthouse is softly lit at night, showcasing large glass doors that open to a spacious deck. A cozy outdoor dining set is visible alongside a wood-burning hot tub on the deck, inviting relaxation under the stars.
Home in Alvaiázere
5 out of 5 average rating, 157 reviews

Casa Do Vale - Secluded Luxury

The perfect blend of comfort, luxury, and seclusion: Casa Do Vale, or "House Of The Valley" is a luxury 1 bedroom home in the heart of Central Portugal. Located at an altitude of 470m, the house boasts stunning views of up to 50 miles on a clear day. Recently restored to a high standard, the guesthouse comes complete with a private wood-burning hot tub (October-May) that can be a plunge pool in summer and a larger shared swimming pool that can be private upon request.

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, 153 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 outdoor area presents a scenic view across rolling hills and a river, illuminated by warm lights strung between tall trees. Two chairs and a small table are positioned on the gravel, with an umbrella standing nearby, creating an inviting space for relaxation.
Campervan/RV in União das freguesias de Serra e Junceira
4.96 out of 5 average rating, 107 reviews

Caravan in an exclusive location with a breathtaking view

Disconnect from everything in the middle of nature in this idyllic place with stunning views, just 1:30 hours from Lisbon. Ideal for romantic getaways, adventures with the little ones or just a place to relax and rest, breathe fresh air, listen to the sound of birds and return to your routine renewed. Just 15 minutes from the city of Tomar and its historical monuments, 30 minutes from Almourol Castle, and also, on hot days, close to several river beaches.

Top Guest favourite
A close-up of a pink flower with delicate petals stands prominently in the foreground. The cottage, featuring a chimney and a terracotta roof, is visible in the background, surrounded by vibrant greenery and colorful flower beds under a clear blue sky.
Cottage in Alegrete
4.96 out of 5 average rating, 173 reviews

Stone cottage in the Natural Park Serra S. Mamede

Our little stone cottage lies on a stream and has views of the beautiful hills and meadows full of olive and cork trees. In the garden you will find some fruit trees, herbs and flowers. Not far there is a nice waterfall to enjoy hot summer days. This is a peaceful place to relax. Here you can get immersed in nature's beauty, enjoy the sky full of stars and listen to the sheep's bells chiming.

Top Guest favourite
A coastal terrace is viewed from the stone-paved area, showcasing lush greenery, terracotta planters, and an expansive view of the ocean. A red sailboat can be seen gently moving across the water, while the sky above is clear and bright.
Home in Colares
4.97 out of 5 average rating, 143 reviews

Restored winery on the Atlantic.

Historic late 17th century winery newly restored into home. Situated on the Atlantic Ocean with views of the beautiful Coastal village of Azenhas do Mar, Cabo da Roca and Ericeira. Walking distance to Praia das maçãs and Azenhas do Mar beach. Breathtaking views from either window of the home. More information available upon request. A rare property in a unique location.

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, 111 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.

Top Guest favourite
The exterior of the cottage showcases a charming design with a terracotta roof and whitewashed walls. A vivid blue door leads into the home. Stone steps approach the entrance, surrounded by greenery and colorful flowers, creating a tranquil outdoor space with several inviting seating options.
Cottage in Sintra
4.99 out of 5 average rating, 551 reviews

Vintage chic romantic cosy cottage

"Bijou, cute, amazing, lovers' retreat, honeymoon hideaway" - these are just some of the words used by recent guests to describe our lovely stone cottage. Set in a private garden with access to a private pool, it's the perfect romantic setting.

Guest favourite
The exterior of a charming traditional Alentejo house is presented, featuring a stone facade and white walls with yellow trim. A warm light illuminates the entrance, and two wooden chairs are placed on the front porch. The gravel pathway leads to the house, surrounded by natural landscaping.
Home in Castelo de Vide
4.98 out of 5 average rating, 215 reviews

Romantic getaway in the Alentejo

Situated in the Northern Alentejo (Castelo de Vide), Casinha da Anta is a cosy, traditional Alentejo house surrounded by idyllic nature. The house is fully equipped with kitchen, large bathroom with double shower and its own outdoor area.

Popular amenities for Alto Alentejo holiday rentals

Destinations to explore

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  3. Portalegre
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