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Vacation rentals in Fregenal de la Sierra

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Top-rated vacation rentals in Fregenal de la Sierra

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

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Top guest favorite
Cottage in Cortegana
4.96 out of 5 average rating, 97 reviews

Infinity Pool | 360° Views | Modern Interior

At Finca Bravo you can enjoy your romantic stay to its fullest: panoramic views over the surrounding hillside, a comfortable apartment with a super king sized bed (180x200cm) and an infinity swimming pool. You will have a fully-equipped kitchen, living/dining area, and an ensuite bathroom with a large walk-in shower. We provide all basic amenities (bed linen, towels, fast wifi, shampoo, etc). Watch the sunset from your large yet private terrace with 360° views over the surrounding natural park.

Guest favorite
A private pool is illuminated in a soft blue glow, surrounded by a green picket fence. The charming house features exterior lighting that highlights its welcoming entrance and an open doorway revealing a cozy interior space.
Home in Cumbres de Enmedio
4.89 out of 5 average rating, 19 reviews

Casa Arbonaida: Cottage in Cumbres de Enmedio

Casa Arbonaida, located in the picturesque village of Cumbres de Enmedio, in the Sierra de Aracena and Picos de Aroche Natural Park. This cozy house combines Andalusian charm with the tranquility of the Sierra de Huelva. It has three comfortable rooms, a large living room with a fireplace and a large patio with a pool, the patio and pool are private. Surrounded by nature, it is perfect for disconnecting and living an authentic experience in one of the villages with the most soul in the Sierra.

Top guest favorite
Apartment in Mourão
4.86 out of 5 average rating, 28 reviews

Holigusto. The pristine shores of Alqueva Lake

Our guesthouse is located in a 10 hectares property with private access to the lake. You are offered a spacious, independent 50 m2 apartment with large windows into the natural and organic landscape and access to a free (shared with owners) pool and parking. The apartment with kitchenette, bathroom and one bedroom is located in a multicultural family house. We are 1.5 km from Mourao city and 2 km from the public sandy beach. You can reach us from 3 different airports: Lisbon, Faro, Seville.

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 Cabeça de Carneiro Alentejo
5 out of 5 average rating, 12 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
Cottage in Cortegana
4.96 out of 5 average rating, 24 reviews

Finca Valdemaría

Finca Valdemaría is a rural accommodation in Cortegana, Huelva, surrounded by nature in the Sierra de Aracena and Picos de Aroche. Accommodating up to 12 people, it offers three rooms with private bathrooms, two of them with outdoor access, large gardens, a swimming pool and porches. Ideal for families or groups looking for tranquility, privacy and connection with the environment. An authentic experience in a unique natural environment, managed with a focus on rest and quality.

Guest favorite
A serene landscape is presented with vibrant green foliage and a blooming pink tree. A gentle stream meanders through the scene, leading to a rustic house partially obscured by trees. Natural light filters through the leaves, creating a tranquil and inviting environment.
Home in Puerto Moral
4.9 out of 5 average rating, 134 reviews

Casa Jara

In the middle of the Sierra, Puerto Moral, a small town with few inhabitants, you will love it for its simplicity and beauty. Ideal for relaxing and being in contact with nature. It has beautiful corners to discover: El Pilar, a garden of aromatic plants, two newly restored water mills, the 15th century the nearby reservoir, and a picnic area. You can go hiking, visit neighboring villages, and taste the local cuisine. You'll discover how time passes differently.

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!

Top guest favorite
Rental unit in Monesterio
5 out of 5 average rating, 36 reviews

Virgen de Gracia Apartments, Family Apartment

Descubre la serenidad en nuestra joya en la planta superior. Con una terraza privada y todas las comodidades que necesitas, nuestro ático es el refugio ideal para tu estancia en Monesterio. Respira la esencia del pueblo desde las alturas. Apartamento en planta primera del edificio. Ideal tanto para parejas como familias que deseen disfrutar de Monesterio y su espectacular entorno.

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!

Guest favorite
A modern living space is presented, featuring light-colored sofas adorned with soft pillows. A wooden coffee table occupies the center, complementing the herringbone-patterned flooring. A section of the open kitchen area is visible, with sleek cabinetry and pendant lighting enhancing the contemporary design.
Apartment in Monesterio
5 out of 5 average rating, 22 reviews

A spacious apartment with a terrace

New and fully equipped apartment, in the center of the town, located in a multi-service building with a medical center, restaurant and spa with swimming pool (charges apply). It has two bedrooms plus a sofa bed in the living room. It has a huge terrace, Wi-Fi, TV, independent air conditioning, and more.

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 ...

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