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Holiday houses in Olías del Rey

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Top-rated holiday rentals in Olías del Rey

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Top Guest favourite
An expansive loft-style area is characterized by large arched windows allowing natural light to fill the space. A wooden dining table is surrounded by white chairs, while a cozy seating arrangement is visible nearby. Lush greenery from the garden enhances the atmosphere.
Home in Retiro
4.99 out of 5 average rating, 138 reviews

Retiro Park Industrial House

Bright, south-facing home in a quiet central neighborhood, just 600 meters from Retiro Park. Fun and original, with an industrial-chic vibe, this 160 m² house has lots of natural light, a small garden, and a private parking spot. Downstairs there’s a large open-plan kitchen, dining, and living area (about 70 m² / 750 sq ft), with underfloor heating and AC in every room. The kitchen is fully equipped, and we provide bed linens, towels, and all the basics you’ll need for a comfortable stay. You’ll also find a small private gym on this floor. Upstairs are the three bedrooms: • The main bedroom has a 180 x 200 cm / 71 x 79 inches bed (King Size) and a private bathroom. • The second bedroom also has a 180 x 200 cm / 71 x 79 inches bed (King Size) and shares a bathroom with the third room. • The third bedroom, which is the smallest, has a trundle bed (90 x 200 cm). It can be pulled out to create two single beds (90 x 200 cm each), placed very close together—ideal for two kids or two people who are comfortable sharing close space. There’s also the option to join them and form a 180 x 200 cm bed (King Size), suitable for a couple.

Top Guest favourite
An open living space features a round dining table with transparent chairs, complemented by a comfortable sofa. Soft lighting enhances the area, which includes a television and decorative items. Dual doors lead to a balcony, offering a glimpse of the outdoor scenery.
Apartment in Toledo
4.9 out of 5 average rating, 512 reviews

Smart apartment in the city centre

Completely reformed.Smart, comfortable and consisting of one double bedroom; large and well-lit. Exclusive use. Located on the second floor. Excellent location: centre of the city, Zocodover square and very close to the congress centre. Four minutes from the cathedral. Near to all the tourist attractions, restaurants and shops of the city. From its balcony you will be able to enjoy the Corpus Christi procession. Easily accessible: in the surroundings you can find parking, taxi rank and bus stop.

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, 148 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 stunning sunset casts vibrant hues of orange and pink across the sky, reflecting on the tranquil waters of the pantano. The surrounding mountains create a serene backdrop, enhancing the peaceful ambiance of the natural landscape.
Cottage in El Tiemblo
4.86 out of 5 average rating, 125 reviews

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.

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, 187 reviews

* La casa Toledana * - Patio and Terrace with views

• Apartment on 2 levels integrated into a house with a typical Toledo courtyard and a terrace with spectacular views of the city. • 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 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
4.96 out of 5 average rating, 74 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 rustic wooden stairway leads to a cozy area featuring a modern kitchen and a heated pool. A large screen displays a calming fireplace, enhancing the relaxed ambiance. Soft lighting from candles illuminates the space, highlighting the textured stone walls and wooden accents.
Tiny home in Burgohondo
4.95 out of 5 average rating, 183 reviews

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.

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, 132 reviews

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

PADEL /HEATED POOL/ PICKLETBALL To preserve the peaceful environment and the neighbors' peace, in this house *no parties, celebrations, gatherings, loud music, shouting, or any behavior that causes bothersome noise are allowed, either during the day or, 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 dining area features a modern glass table surrounded by four green velvet chairs. Exposed wooden beams add warmth to the ceiling, while a peacock mural provides a focal point on one wall. The space is enhanced by natural light from nearby windows.
Apartment in Toledo
4.97 out of 5 average rating, 282 reviews

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.

Top Guest favourite
Home in Esquivias
5.0 out of 5 average rating, 16 reviews

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.

Top Guest favourite
A wooden terrace is shown with a red hammock suspended between two trees. Surrounding greenery features various trees and shrubs, creating a serene natural setting. The distant mountains and a sunset sky add a peaceful ambiance to the scene.
Cottage in Cadalso de los Vidrios
4.98 out of 5 average rating, 120 reviews

Mountain Views with Panoramic Terrace

Less than an hour from Madrid, escape the city's noise and reconnect with the essence of nature. A haven where you can enjoy breathtaking sunsets, breakfasts with endless views, and dinners under the stars, with the absolute privacy that only a detached house can offer. Here, luxury isn't about sophistication, but about silence, fresh air, and a terrace that seems to float above the Sierra de Gredos mountains.

Top Guest favourite
A well-appointed bedroom features exposed wooden beams overhead and soft lighting. A spacious bed is dressed with decorative pillows, flanked by two bedside tables. A balcony door allows natural light to brighten the room, while a black lounge chair adds seating to the inviting space.
Apartment in Toledo
4.98 out of 5 average rating, 333 reviews

Chic and central apartment in Toledo #

The apartment is located in a privileged enclave within the old city, a 1-minute walk from the Primada Cathedral. It consists of a bedroom, living room, kitchen and bathroom, all exterior with balconies and lots of natural light. Very nice decoration, double bed. The kitchen is fully equipped with a refrigerator, oven, washer-dryer, microwave, Nespresso coffee maker, kettle, toaster. Elevator.

Popular amenities for Olías del Rey holiday rentals