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Holiday houses in San Pablo de los Montes

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Top-rated holiday rentals in San Pablo de los Montes

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

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Superhost
The image captures a private swimming pool with vibrant blue water under a clear sky. Surrounding greenery enhances the outdoor space, while a patio area with white chairs is visible in the background, framed by a stone wall and distant mountains.
Chalet in Urbanización Río Cedena
4.77 out of 5 average rating, 111 reviews

Mountain Villa. Incredible views, pool and BBQ

Magnificent house in the Toledo Mountains overlooking Cabañeros Park with a private pool. Close to multiple hiking trails, Puy du Fou park and renowned wineries in the area. Peace and quiet just an hour and a quarter from Madrid. It belongs to a residential development with a Bar Restaurant, Children's Park, soccer and basketball courts, and the river crosses through the residential development where you can enjoy pleasant walks and routes without having to travel, an idyllic environment!

Guest favourite
A cozy living area is presented with a brown leather sofa and modern accent chair. Artworks adorn the walls, while a flat-screen TV is mounted nearby. A small round coffee table sits on a circular rug, and tall windows allow natural light to filter in.
Home in Toledo
4.92 out of 5 average rating, 149 reviews

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.

Superhost
A bright interior space features exposed wooden beams overhead and warm wooden flooring. A stylish kitchen bar area with a stool is visible, alongside a cozy seating area that includes a comfortable sofa and a decorative bookshelf filled with various books.
Home in Guadamur
4.94 out of 5 average rating, 31 reviews

Country house 10 minutes from Puy du Fou

Enjoy an unforgettable stay at house in the Guadamur, your best choice if you are going to Puy du Fou.Every area of the house is spacious, perfect for relaxing and spending quality time together. You’ll find all the comforts you need to feel right at home. The house features a 30 m² living room with a board games area, a large 3-metre chaise longue sofa, air conditioning, and a pellet stove. We are located just 1 hour from Madrid, 10 minutes from Puy du Fou, and 15 minutes from Toledo.

Top Guest favourite
A pathway leads to a charming entrance, framed by a low wooden fence. Lush greenery and trees, including olive trees, surround the area. A reclined chair and a hammock are positioned on a well-kept lawn, inviting relaxation under the open sky.
Cottage in Horcajo de los Montes
5.0 out of 5 average rating, 121 reviews

Casa Cervo. Spacious loft with garden and views

Spacious, fully renovated 60 m2 loft with a garden and views of the Cabañeros National Park. It has a fully equipped kitchen, living room, bedroom, bathroom, wood-burning stove and air conditioning. Ideal for couples or families of up to 4 people. Located a 15-minute walk from one of the most beautiful routes in the Park, 500 m from the centre of Horcajo de los Montes and 2.5 km from the Visitor Centre. A quiet environment, perfect for enjoying nature. Dog-friendly.

Guest favourite
An indoor pool area is highlighted by sleek glass walls and a wooden ceiling with exposed beams. Sunlight filters through the skylights, reflecting off the calm water. Comfortable loungers are positioned alongside the pool, creating a relaxing atmosphere.
Cottage in Toledo
4.9 out of 5 average rating, 134 reviews

Casa de Campo El Encinar-Pool, Paddle Tennis, Barbecue

PADEL /HEATED POOL/ PICKLETBALL To preserve the tranquillity of the surroundings and the rest of the neighbours, *parties, celebrations, farewells, loud music, shouting or any behaviour that generates annoying noise are not allowed in this house, both during the day and especially at night.* It has a heated pool, paddle court, Pickleball, barbecue, ping pong, pool table. All the exclusive use of the renters. It is accessed from a 5.5 km dirt track it takes 10 to 20min

Top Guest favourite
A balcony is displayed featuring two woven chairs and a round table set for two, complete with glasses and a bottle. The backdrop reveals a panoramic view of Toledo at dusk, with illuminated historic buildings and a tranquil atmosphere.
Home in Toledo
4.95 out of 5 average rating, 80 reviews

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.

Top Guest favourite
A spacious terrace offers views of the surrounding cityscape, including historic buildings and rooftops. Four comfortable chairs are paired with a small table, inviting relaxation. The warm tones of the tiled flooring complement the soft hues of the evening sky.
Home in Toledo
4.99 out of 5 average rating, 190 reviews

* La casa Toledana * - Patio and Terrace with views

• Floor in 2 heights integrated in a house with typical toledano patio and terrace with spectacular views of the town. • Very bright, consists of three bedrooms, spacious living room, fully equipped kitchen and two bathrooms. • Excellent location, very close to the Alcázar, Zocodover square and Cathedral. • Very quiet neighborhood, on a pedestrian street. • Easy access: Private parking and city bus stop 50 meters away Tourism Registration Number: 365022.

Top Guest favourite
A scenic view of a peaceful lake is framed by wooden beams, capturing the natural surroundings. Lush greenery borders the foreground, while gentle hills rise in the background under a clear sky. The soft reflection of sunlight on the water enhances the tranquil atmosphere.
Home in Pueblonuevo del Bullaque
5.0 out of 5 average rating, 36 reviews

FINCA NAVALTA CABAÑEROS

Located on the lake of the Tower of Abraham, bordering the National Park Cabañeros. Privileged place where you can carry out activities such as fishing, sailing, hiking, guided tours, bird watching, deer, deer, roe ... You will love our farm because of the light, the landscape, the water and the mountain, for the delight of the sounds, the silence and the sensations it transmits. Our accommodation is suitable for couples and small group of friends.

Guest favourite
Home in San Bartolomé de las Abiertas
4.79 out of 5 average rating, 29 reviews

Casa Ayala with Private Saltwater Pool and BBQ

Welcome to Casa Ayala, a private villa for up to 8 guests — designed to disconnect, slow down and enjoy quality time with family or friends, with all the comforts you need. What makes this place special is the experience: - Private 8×4 m saltwater pool - 200 m² private patio - Barbecue and chill‑out areas - Air conditioning in every room (hot & cold) A warm, inviting atmosphere Casa Ayala is not just accommodation… it’s a place to live and feel.

Guest favourite
A modern two-story house is set against a twilight sky, showcasing a unique pool design with illuminated features. The pool's gentle curves are surrounded by a spacious area for relaxation, with a neatly maintained grassy space visible nearby.
Cottage in Guadamur
4.96 out of 5 average rating, 52 reviews

Casa Rural Alegría de Toledo, Guadamur, Puy du Fou

A house designed in a cozy setting. It has a living room with a full kitchen, 1 toilet, two bedrooms with a double bed in each and the option of two extra beds. Both rooms have individual bathrooms, with two large outdoor terraces to enjoy the spectacular views. An incredible pool that transports you to a paradise, with a huge lawn solarium, barbecue and area Ideal house for families and couples. July and August minimum booking 4 nights.

Superhost
A shaded outdoor seating area is nestled among trees, featuring a wooden table and chairs. Sunlight filters through the leaves, creating a calm atmosphere. The surrounding area displays natural greenery, complementing the house's neutral exterior.
Home in San Pablo de los Montes
4.77 out of 5 average rating, 47 reviews

House in the Mountains of Toledo

Located in San Pablo de los Montes, this little house is built on the mountainside but within the town (you can walk to the grocery store, the pharmacy, the ATM, etc.). It is surrounded by nature and offers one of the most beautiful sunrises in the world. In summer, the nights are cool, and it's the ideal retreat for resting, hiking, visiting Cabañeros National Park, Toledo or Puy du Fou.

Guest favourite
A spacious property is seen from a serene poolside view, showcasing a large two-story house set amid lush gardens. The backdrop features well-maintained greenery and mature trees, with a clear sky enhancing the tranquil atmosphere.
Home in Toledo
4.9 out of 5 average rating, 104 reviews

Cigarral de la Encarnación (The Incarnation Cigarral)

Un Cigarral, with stunning views of Toledo, a 20-minute walk from the historic center, and a five-minute drive, with an 11,000-meter garden and a magnificent swimming pool. A family of caretakers who live in a separate house across the garden take care of the property and can help you in any situation. Parking for 5 cars. Five double bedrooms, each with its own bathroom.

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