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Vacation rentals in Valle de Santa Ana

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Top-rated vacation rentals in Valle de Santa Ana

Guests agree: these stays are highly rated for location, cleanliness, and more.

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Top guest favorite
Home in Vila Viçosa
5.0 out of 5 average rating, 21 reviews

Monte Santo Antonio, Vila Viçosa

Monte Santo António is a charming and authentic Alentejo estate, surrounded by olive groves and vineyards. Its recently renovated Casa da Vinha offers the perfect setting to gather with family or friends, to relax in nature , enjoy the pool, and explore unforgettable countryside walks. During your stay, you’ll also have the chance to savor the rich gastronomy and explore the cultural treasures of Vila Viçosa, experiences that will make your days in the heart of the Alentejo truly memorable.

Top guest favorite
A modern kitchen space features colorful geometric wall art, brightening the atmosphere. A round white table is surrounded by four black chairs, and a vibrant striped rug adds contrast to the floor. Natural light streams in from the window, illuminating the sleek cabinetry.
Bungalow in Cabeca de Carneiro
5.0 out of 5 average rating, 14 reviews

Studio OC shared pool in Alentejo

Made to enjoy life with friends & family this villa was designed by the well-known architect, João Favila Menezes. Estudio do OC makes part of a Main villa that became an important reference point for contemporary architecture in Alentejo. The studio interiors were decorated with TLC by us. Its located in the middle of the nature, cheeps and cows, 2h away from Lisbon or Faro airport. You need a car to get to the property, normally you can reach the property the same day you land in Lisbon.

Top guest favorite
A sitting area is featured, with two red sofas arranged around a glass-top table. A neutral tablecloth drapes over the table, and natural light filters in through a nearby window, illuminating the space.
Home in Jerez de los Caballeros
5.0 out of 5 average rating, 16 reviews

Casa Sousa (AT)

Bring the whole family to this fantastic, centrally located, spacious, quiet, comfortable and in a large square with no parking problems. With all the amenities (oven, microwave, coffee maker, washing machine, dryer, bed linen and towels, cold/heat pump in the living room and bedrooms, bars, shops and laundry a few meters away. You will have direct communication with the host for any questions or concerns, and they can inform you if you wish about the most tourist points in the town.

Guest favorite
A tranquil pool is set within a white-walled enclosure, surrounded by lush greenery. The water reflects the blue sky and soft clouds above. A wooden ladder leans against the wall, adding a rustic touch to the serene outdoor space.
Villa in Montoito
4.99 out of 5 average rating, 72 reviews

Casas de Pousio - Alqueva

Casas de Pousio is a rural retreat in Montoito, in the heart of Alentejo, close to Alqueva and Monsaraz. The house preserves the traditional rammed-earth architecture, combining authenticity, comfort, and a close connection to the landscape. With three bedrooms and capacity for up to eight guests, the house is organised around the courtyard-house concept. The garden and swimming pool, inspired by traditional Alentejo irrigation tanks, create the perfect setting to relax and slow down

Top guest favorite
Cottage in La Corte
5.0 out of 5 average rating, 14 reviews

Infinity Pool | Cozy Interior | Panoramic Views

At La Casita you can enjoy the area to its fullest: panoramic views over the farm and surroundings, a worry-free stay giving you time to absorb the tranquility of our spot and an infinity swimming pool to cool down (OPEN ALL YEAR ROUND). Our farmhouse style house is located at the heart of the Sierra de Aracena Natural Park and is our modern take on the traditional Spanish country house. The house comes with a complete kitchen, private bathroom and an outdoor porch.

Guest favorite
Place to stay in Calera de León
4.95 out of 5 average rating, 19 reviews

El Chozo de Tentudia - views, nature, tranquility

At the top of the Sierra de Tentudía stands a unique hut, which integrates harmoniously into the natural landscape. Surrounded by lush trees, this traditional retreat offers a unique connection to nature. Its circular shape and simple structure evoke ancient times, while its privileged location allows you to enjoy panoramic views and absolute tranquility. The hut is a perfect spot for those seeking peace, silence, and direct contact with the natural environment.

Top guest favorite
A rustic stone house is framed by lush greenery and shaded by a large tree. A patio area features several outdoor chairs and small tables, surrounded by potted plants. A hammock is visible, inviting relaxation in the tranquil outdoor space.
Cottage in Aracena
4.96 out of 5 average rating, 123 reviews

Comfortable restored stone house

Disconnect from the routine, from stress, come to our little house and you will find tranquility and connection with nature! Adapted so guests can enjoy all the amenities. Located in the natural park, in an environment where you can walk with family or friends through a forest of century-old chestnut trees, breathe fresh air, sunbathe or hike. Built with stone, hydraulic floors and chestnut wood beam ceilings, all restored while maintaining the rural essence!

Superhost
A refreshing pool is set against clean white walls, reflecting clear blue water. Nearby, a shaded dining area features hanging lights, with wooden furniture and a cozy seating arrangement. Sun loungers are positioned for relaxation, inviting guests to enjoy the outdoor space.
Home in Granja
4.88 out of 5 average rating, 104 reviews

Alqueva Escape: Peaceful Rustic & Design Home

The property is a fully restored old house, with Alentejo architecture prevailing and the use of local materials. It consists of 3 bedrooms (2 on the ground floor and one on the 1st floor), with several living and leisure areas. The exterior has a pool tank, a shed with a dining area and barbecue. 10 minutes away you can enjoy the river beaches of Mourão and Monsaraz and be enchanted by the view of the Algueva from the village of Monsaraz.

Top guest favorite
A modern wall sconce casts a soft, diffused light onto the white textured wall. A slim, dark vase holds dried flowers, positioned on a minimalist side table with geometric patterns. The combination of light and decor adds a serene touch to the space.
Apartment in Reguengos de Monsaraz
4.96 out of 5 average rating, 23 reviews

Alentejo Lux: charm and comfort

Discover the charm of Alentejo in a brand new apartment, decorated with modernity, comfort and tradition, to ensure an unforgettable stay. The prime location allows you to explore the village on foot, discover Alentejo culture, taste the best wines in the region and visit the stunning Monsaraz and Lake Alqueva, just minutes away. Whether it's for a romantic getaway, a family vacation, or a business trip, we're happy to welcome you.

Guest favorite
Home in Estremoz
5.0 out of 5 average rating, 6 reviews

Casa Capitão by HF

Simplify in this quiet, centrally located space. Magnificent villa, in the city center! Full house, with three bedrooms with double beds, all with private bathrooms. Fully equipped kitchen, living room and dining room. Air conditioning in all rooms. Outdoor space for dining or relaxing! All bedside table lamps have USB and USBC connection as well as a contactless charger.

Superhost
A spacious living area features a large sectional sofa facing a flat-screen TV. A decorative stone wall adds texture, while a modern chandelier hangs from the ceiling. A dining table with gray chairs is positioned nearby, and a floor lamp provides additional lighting.
Apartment in Jerez de los Caballeros
4.72 out of 5 average rating, 252 reviews

Cozy and nice central apartment.

Renovated tourist apartment in downtown Jerez de los Caballeros, next to Puerta de la Villa. Quiet area with free parking. Direct access and fully equipped: kitchen, washer-dryer, TV, microwave, coffee maker, etc. Two bedrooms: one with a double bed and one with two twin beds. Space for bicycles. No smoking or pets allowed. I will be happy to welcome you!

Top guest favorite
A spacious terrace is showcased, featuring a low wooden table surrounded by soft seating. Bright red cushions are set against a white wall, with views of lush green valleys visible beyond a wooden railing. The afternoon light casts a warm glow over the area.
Home in Monsaraz
4.8 out of 5 average rating, 135 reviews

Casa Letizia - Monsaraz

In the deep Alentejo, tipical charming house with its garden full of cactus, aloes, orange and olive trees, situated in the fortified village of Monsaraz. Unique location and stunning views to the golden valleys planted with olive trees and cork oaks. Sunsets breathtaking ...

Popular amenities for Valle de Santa Ana vacation rentals