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Vacation rentals in Alto Alentejo

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Top-rated vacation 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.

Top guest favourite
The private terrace features wicker seating with a table, complemented by potted plants along the walls. The view includes a neighboring building with ornate architecture and a flag hanging from the balcony. The flooring is a warm terracotta tile, enhancing the bright outdoor space.
Place to stay in Lisbon
4.98 out of 5 average rating, 304 reviews

DAZZLING LOFT WITH TERRACE IN TRENDY CHIADO

This dazzling loft with roof top terrace is definitely the place to be, the place to stay for its privileged location. On the 3rd floor, with no elevator, the presence of beams in the sitting area add charm but can be inconvenient for very tall persons! A bright open space with air conditioning, dining, sitting, sleeping areas, ensuite dressing room, full bathroom and kitchenette. Sleeps 2 guests. Just picture yourself chilling out on the terrace while sipping a delicious local cocktail...

Top guest favourite
Large patio doors open to reveal a cozy studio apartment with an orange-accented bed and a small wooden table. Lush greenery frames the entrance, blending the interior with the outdoor terrace.
Guest suite in Cascais
4.99 out of 5 average rating, 349 reviews

Cascais Amazing GardenHouse With Shared PlungePool

The Garden House is a cosy and secluded studio apartment for two people that overlooks our lush garden and is the ideal choice for a peaceful and relaxing getaway. Appointed to a high standard with natural materials, such as oak parquet ceiling and floors and linen curtains, and decorated in soothing natural colours, it blends harmoniously with its surroundings. Large patio doors lead out onto a spacious and private terrace with a dining table and chairs and a wooden sofa.

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
The view from a window reveals a dining area with a wooden table set for an outdoor meal. A floral centerpiece sits at the center, accompanied by plates and cups. The backdrop features rugged cliffs descending into the serene ocean, with soft waves lapping against the shore.
Home in Colares
4.98 out of 5 average rating, 206 reviews

A Place in the Sun - Cliffside house ~ Azenhas do Mar

Discover the charm of one of Portugal’s most picturesque coastal villages: Azenhas do Mar. Located in the municipality of Sintra, just 40 minutes from Lisbon, this house offers a truly unique experience – perched on the cliffs, with the ocean right at your feet. Um Lugar ao Sol is more than just a place to stay – it’s your peaceful retreat between sea and mountains. Perfect for couples, solo travelers, or anyone looking for natural beauty, calm, and a touch of magic.

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.
Camper/RV in União das freguesias de Serra e Junceira
4.96 out of 5 average rating, 108 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, 174 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
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.

Guest favourite
A rustic stone facade is complemented by a wooden overhang, providing shade to a small patio area. Stacked firewood is visible nearby, adding to the outdoor ambiance. Green vines and foliage surround the entrance, enhancing the natural setting.
Barn in Marvão
4.92 out of 5 average rating, 179 reviews

The Barn @ Vale de Carvao

The Barn is in the Serra de São Mamede Natural Park, near the Rio Sever, in some of the most unspoiled countryside in Portugal. It feels a long way off the beaten track and is a beautifully rustic, quiet and comfortable place to relax and unwind.

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 vacation rentals

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