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Vacation rentals in Jerez de los Caballeros

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Top-rated vacation rentals in Jerez de los Caballeros

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, 98 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
4.9 out of 5 average rating, 21 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
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, 17 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 is important reference point for contemporary architecture in Alentejo. It’s 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 (2klm off road access) , you can reach the property the same day you land in Lisbon.

Top guest favorite
Apartment in Mourão
4.88 out of 5 average rating, 33 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
Home in Vila Viçosa
5.0 out of 5 average rating, 22 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 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.

Superhost
The exterior of a two-story house is displayed, featuring a crisp white facade with light stone accents. Two balconies adorn the upper level, and the entrance is framed by a wood door. The street is narrow, lined with traditional buildings.
Home in Jerez de los Caballeros
4.74 out of 5 average rating, 34 reviews

BETWEEN TOWERS

Newly renovated two-story house in the heart of the historic center of Jerez de los Caballeros. Comfortable and ideal for enjoying a visit to Jerez without having to take a car. Your family will have everything within walking distance in this downtown accommodation. It is a minute's walk from Plaza de España but at the same time on a street without traffic, so it is ideal for resting after a day of walking through the steep streets of Jerez, or even taking a break and then continuing.

Guest favorite
A historical tower is seen rising against a clear blue sky. The architectural details of the brick and stone facade are highlighted, with a clock adorning the upper section. Nearby rooftops with white stucco walls frame the base of the tower.
Apartment in Zafra
5.0 out of 5 average rating, 17 reviews

Spectacular penthouse in historic center

Beautiful penthouse, very bright and clean. It is spacious and comfortable, with everything new and current decoration. It is located in the historic center,next to the two emblematic squares of the city, but far from the noise when located in a quiet and quiet street. It's great for families with kids or groups of friends who want to spend a few days in Zafra. The kitchen is fully equipped. It has a large, excellent terrace for spring and summer nights. Free WiFi.

Top guest favorite
Place to stay in Calera de León
4.95 out of 5 average rating, 20 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
Apartment in Monesterio
5.0 out of 5 average rating, 35 reviews

Virgen de Gracia Apartments, Family Apartment

Discover serenity in our jewel on the top floor. With a private terrace and all the amenities you need, our penthouse is the ideal retreat for your stay in Monesterio. Breathe in the essence of the village from above. Apartment on the first floor of the building. Ideal both for couples and families who want to enjoy Monesterio and its spectacular surroundings.

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, 254 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!

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