
Holiday houses in Portillo de Toledo
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Top-rated holiday rentals in Portillo de Toledo
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Casa de Campo El Encinar-Pool, Paddle Tennis, Barbecue
PADEL /PISCINA CLIMATIZADA/ PICKLETBALL Para preservar la tranquilidad del entorno y el descanso de los vecinos, en esta casa *no se permiten fiestas, celebraciones, despedidas, música alta, gritos ni cualquier comportamiento que genere ruido molesto, tanto de día como especialmente por la noche.* Cuenta con Piscina climatizada, Pista de pádel, Pickleball, barbacoa, ping pong, billar. Todo uso exclusivo de los inquilinos. Se accede a ella desde una pista de tierra de 5,5 km se tarda 10 a 20min

Virgen de Gracia Viewpoint
A unique house restored in 2023, dating back to the 16th century, built on 10th century ruins. It is located in the Jewish quarter, next to the Virgen de Gracia viewpoint, on a pedestrian street where silence and tranquility prevail. This small house stands out above all for the care with which it has been restored, trying as much as possible to preserve its oldest essence. The added details give it that peculiar touch, which together with its special architecture make it very special.

The Swamp House
The house is located on the banks of the Burguillo swamp with 3000 m2 of private land where you will find a large garden with a pool, barbecue and terrace with spectacular views of the swamp. Everything around it is the Iruelas Valley Nature Reserve, so it is a natural, isolated and quiet environment. Water sports, hiking trails, biking, horseback riding, mushroom picking, chestnuts... The area offers you a taste of the cuisine that is characterized by its rich meats and vegetables.

Romantic three-bedroom apartment with private jacuzzi and terrace
Descubre Casa Capricho, un espacio pensado para disfrutar ✨ ✅ La casa está intacta y la zona funciona con normalidad: carreteras y accesos abiertos, pantano y restaurantes operativos. Su gran protagonista es el jacuzzi privado en la habitación principal, disponible todo el año, acompañado de hilo musical en toda la casa 🎶 A menos de 1 hora de Madrid, es ideal para escapadas en pareja, con amigos o en familia. Relájate, desconecta y crea el ambiente perfecto en cada momento 💫

Dreamy treehouse
Discover the magic of this charming wooden house, an oasis of tranquility surrounded by trees and nature. Its unique design integrates modernity with the natural environment. Here, you will wake up to the sound of birds and the breeze through the trees, enjoying a cozy and sophisticated atmosphere. A few meters away, you will find hiking trails that cross landscapes where you can see horses, bulls and the beauty of the countryside. Perfect for disconnecting and relaxing.

Ángel's Balcony
El Balcón de Ángel is a charming house, a house where you can observe Toledo from a privileged and unique area. The house is located in a quiet place, ideal for couples, friends and families who want to enjoy the surroundings and the Imperial City. Nearby are Toledo's famous viewpoints, where you can photograph Toledo's fantastic panorama. Close to the house is one of the magnificent bridges that lead to the Casco and there you will walk through the streets of Toledo.

My Grandmother's Little House
In a picturesque village in the Alberche Valley, at the foot of the Sierra de Gredos, La Casita de Mi Abuela is the ideal getaway for couples. Cozy and unique, it has a heated pool with hydromassage inside, perfect for relaxing and enjoying. Surrounded by hiking trails and near the Alberche River, where you can cool off in summer, this house combines rural charm with modern comfort. A special place to disconnect and experience an unforgettable getaway as a couple.

Synagogue 6-Deluxe with Terrace
The Sinagoga 6 apartment is located next to the cathedral, and has a private 45 m2 terrace with magnificent views of its tower. It occupies the second floor and terrace of a building built around 1900. It has magnificent views over the cathedral and is located a few meters from Calle Hombre de Palo, the city's main thoroughfare that connects Zocodover with the Plaza del Ayuntamiento and Cathedral. The house has undergone a complete restoration inside.

The Casita de El Montecillo
Charming and fully equipped mountain house. Located in a unique natural setting: a private 65-hectare estate full of holm oaks, with a lake and a hermitage, perfect for walking, hiking in the mountains... You will be in the middle of the Sierra de Guadarrama, surrounded by mountains and nature. The perfect place for a romantic weekend, with a fireplace and jacuzzi for two. Perfect for coming with children. NO PETS ALLOWED. NO SMOKING ALLOWED.

Patio&Relax at Casa Aldonza, Perfect for Families
Escape to Casa Aldonza, Patio & Relax in Esquivias, a village with Cervantine history. The perfect retreat for families and friends. Enjoy the sun in the patio or cook with local ingredients while the little ones play outdoors. For groups of more than 4–6 people, you can book another house in the same patio. Unwind, reconnect with your loved ones, and create unforgettable moments with varied activities just 30 minutes from Madrid and Toledo.

El Avistador. Montes de Toledo
In a unique enclave, in front of the Montes de Toledo, a few meters from the beginning of the Sierra. Framing, as if a photo frame were treated, we have developed a new and different architecture. A full wooden dome, with a huge window, unique acoustics. They will make your stay in our dome a different and comfortable experience.

Detached house with terrace in a natural setting
Get away from the routine at this unique and relaxing stay, a house with lots of natural light and glazed with beautiful views in the middle of the Sierra de Madrid, a natural enclave surrounded by trees and mountains, 10 minutes from Navacerrada on foot
Popular amenities for Portillo de Toledo holiday rentals
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Destinations to explore
- Metropolitano Stadium
- Santiago Bernabéu Stadium
- Chueca
- Parque Warner Madrid
- El Retiro Park
- Plaza Mayor
- La Latina
- Puy du Fou España
- Feria de Madrid
- Las Ventas Bullring
- WiZink Center
- Royal Palace of Madrid
- Teatro Lope de Vega
- Faunia
- Teatro Real
- Parque de Atracciones de Madrid
- Matadero Madrid
- Complutense University of Madrid
- Mercado De San Miguel
- Madrid Río
- Parque Europa
- Caja Mágica
- Palacio Vistalegre
- Círculo de Bellas Artes





