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Holiday houses in Villamayor de Santiago

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Top-rated holiday rentals in Villamayor de Santiago

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

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Guest favourite
An aerial view of the property shows a single-story house with a tiled roof, complemented by a blue swimming pool surrounded by a stone patio. The landscaped lawn features natural grass and a few trees, providing a spacious outdoor setting.
Cottage in Alcázar de San Juan
4.91 out of 5 average rating, 87 reviews

Old farmhouse where you can connect with tradition

La Regidora is a former 'quintería' (a type of country house) located on the Quixote Route, between Alcázar de San Juan and Argamasilla de Alba. The property is a renovated, single-storey former farmhouse from the early 20th century that retains the character of the original building. It has 7 bedrooms, 4 bathrooms, a powder room and spacious common areas. It is located on a 6,000-square-metre site. Outside, it features a large Manchego-style courtyard with a barbecue and a wooded garden with a swimming pool. Ideal place to rest.

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Villa in Carabaña
4.86 out of 5 average rating, 29 reviews

Lux6BRVilla|Pool|WineCellar|Gardens|Games &BBQ|

Escape to this exclusive luxury countryside retreat,nestled in a private natural setting just 35 minutes from Madrid Enjoy the perfect blend of peaceful sophistication and city convenience Ideal for families, groups,and special celebrations, this elegant home features: • Refreshing pool and two beautiful gardens • Impressive wine cellar and authentic BBQ area • Unique, photogenic spaces—perfect for content creators Celebrate,relax, and create unforgettable memories in a truly unique experience

Top Guest favourite
Apartment in Belmonte
5 out of 5 average rating, 15 reviews

Apartment with private hot tub and fireplace

Suite Nogal es un acogedor apartamento situado en el centro de Belmonte, tranquilo y con todas las comodidades, CON VISTAS AL CASTILLO. Forma parte de un complejo privado con parking, piscina, barbacoas y zona exterior para comer, ideal para familias o escapadas románticas. A pocos pasos de la Colegiata de San Bartolomé y el Palacio del Infante Don Juan Manuel, además de plazas principales, restaurantes y tiendas. Un lugar perfecto para desconectar y vivir una escapada inolvidable en Belmonte.

Top Guest favourite
A comfortable living area features a large television centered against a white wall. A round white coffee table is accented by a small potted plant. A dining table with two chairs is positioned nearby, creating an inviting space for relaxation or meals.
Apartment in Socuéllamos
4.97 out of 5 average rating, 33 reviews

Apartamento "Happy Street"

Descubra La Mancha, sus campos, sus vinos y sus tradiciones en este bonito apartamento, con una cuidada decoración y unas agradables vistas a los campos manchegos. Ideal para disfrutar de unos días de descanso, turismo o trabajo en el corazón de la Mancha. Equipado con todo lo necesario para una estancia sin preocupaciones. A 5 min del centro, del instituto, Ermita de Loreto, varios colegios y de los pabellones Roberto Parra y Gran Gaby. Dispone de WIFI. Máxima capacidad 4 personas.

Guest favourite
An inviting interior patio is featured, adorned with terracotta flooring and wooden furniture. Potted plants bring greenery to the space. A shaded area with a canopy allows sunlight to filter through, creating a comfortable atmosphere for relaxation or dining.
Home in Torrubia del Campo
5 out of 5 average rating, 23 reviews

Wide town house in the heart of Torrubia del Campo

This house of 214,61 m2 is "La Castora" in Torrubia del Campo, only 45mn from Madrid. The journey of this house began in 2004 with the work and enthusiasm of Mrs. Margarita, who dedicated her time to achieving this goal. In 2020, she and her daughter Ruth, have decided to take a new path and turn La Castora into a VUT, in order to share with the guests, their space of retreat and rest. With capacity for up to 9 guests, here you will find everything you need to have an unbeatable stay.

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An indoor pool is complemented by expansive glass walls, allowing natural light to fill the space. Comfortable lounge chairs are positioned beside the water, and a stone accent wall adds texture to the overall design. Lush greenery is visible through the glass, enhancing the tranquil environment.
Villa in Villarrobledo
4.89 out of 5 average rating, 210 reviews

Coparelia

The jacuzzi is only plugged in during the summer months from June to August, since it is outdoors and does not heat the water. The house is prepared for eight people. If the rules are not met, I will be forced to communicate it to the platform, since I am having very bad experiences lately with more than 30 people entering the house and they are destroying it. The house is not for that kind of parties. For each person that enters without informing me, it would be €100 more

Top Guest favourite
A serene garden area features wooden decking surrounded by lush greenery. Yellow chairs are positioned near a round table, inviting outdoor dining. Ivy-covered walls frame the space, while the entrance to the cozy interior is visible through a glass door.
Cottage in Tomelloso
4.93 out of 5 average rating, 193 reviews

Charming little house with a garden.

Enjoy a haven of peace in this charming accommodation: newly renovated, with a rustic and accessible style, a few meters from downtown Tomelloso. This charming garden house consists of two bright bedrooms with extra large and very comfortable beds. A living room with a fully-equipped kitchenette, an automatic pellet stove, air conditioning, and TV in all bedrooms and living room. The whole house, garden and bathroom are fully accessible. Pets are allowed.

Guest favourite
A charming exterior view of a two-story house is displayed, featuring a white façade with wooden trim. The entrance includes a glass door framed by stone columns. A fenced yard with green grass is visible, enhancing the welcoming appearance of the property.
Home in Los Hinojosos
5 out of 5 average rating, 35 reviews

Cantarranas Tourist Housing

Escape the routine and enjoy the tranquility of our accommodation in Los Hinojosos (Cuenca) 50 minutes from Madrid. In the middle of the Don Quixote route, a unique natural environment, we offer you an ideal refuge to disconnect and relax. Our house is the perfect place for a family vacation, a romantic getaway, or a retreat with friends. Enjoy spacious areas, gardens, a barbecue area, and activities such as hiking, bike rides, or a visit to our wineries

Top Guest favourite
A bright bedroom features a spacious bed covered in soft white linens, accompanied by a decorative yellow throw. A comfortable chair with a white cover is positioned near the window, allowing natural light to fill the space. A mirrored wardrobe enhances the room's openness.
Home in Villa de Don Fadrique
5 out of 5 average rating, 21 reviews

The Casona de Los Hidalgo

Manchego charm in the heart of La Villa de Don Fadrique Welcome to our cozy country house, a unique space that combines the authenticity of a typical Manchegan house with all the modern amenities. Located in the charming village of La Villa de Don Fadrique, it is the ideal place to enjoy a peaceful getaway and discover the heart of La Mancha. 4 spacious rooms perfect for families or groups where you can enjoy the natural light that fills every corner

Superhost
The living area features a sofa, coffee table, and TV stand, creating a comfortable atmosphere. A dining table is set for four, and large windows allow natural light to fill the space. A fireplace adds a cozy touch to the room.
Apartment in Santa Cruz de la Zarza
4.78 out of 5 average rating, 178 reviews

New DUPLEX apartment 50m from MADRID, Toledo Puy Du Fuo

Very bright, located in the city center. Completely new. New apartment block! WARNER Park in Madrid is a 50-minute drive away, Aranjuez is 35 km away. Includes private garage. Madrid is only 55 minutes away by car as are Toledo and Cuenca. Also Chinchon is near Check-in: 3:00 p.m. to 11:00 p.m., after 11:00 p.m. a surcharge of €10 is charged An ID or passport is required.

Superhost
A modern living area features a turquoise couch and a white coffee table with a rectangular design. A dining table with four yellow chairs is positioned nearby. Light streams in through sheer curtains, illuminating mirrors on the wall. A bedroom area is visible in the background.
Apartment in Las Pedroñeras
5 out of 5 average rating, 10 reviews

El Cautivo I Accommodation

Enjoy a quiet stay in the heart of Las Pedroñeras. Our accommodation, a cozy rustic home completely renovated in 2024, combines traditional charm with modern amenities: independent kitchen, television, heating/air conditioning, WiFi, plus a pleasant patio. The central location offers easy access to the surroundings and plenty of nearby parking for your convenience.

Guest favourite
The exterior of a newly built rural house is presented, featuring a textured beige facade with blue accents. Windows are adorned with iron grilles, and a tiled walkway leads to the entrance. A red car is parked nearby, complementing the vibrant street view.
Cottage in Camuñas
4.94 out of 5 average rating, 16 reviews

Camuñas Rural, relaxing pool, fireplace, Jacuzzi

Newly built country house, exquisite decoration, with touches of Manchegan architecture, with all the comforts of modern life. So that anyone, wherever they come from, can enjoy it, relax, in the warmth of the fireplace or sunbathing in the attic pool. Request access to the exclusive jacuzzi-spa, an unforgettable experience.

Popular amenities for Villamayor de Santiago holiday rentals