Villa vacation rentals in Sierra Oeste

A large, multi-story house features prominent brick and stone architecture. Columns support a balcony that overlooks the spacious patio area, which is adorned with a palm tree. A tiled pathway leads to steps that ascend to the garden area, enhancing accessibility.

4.89 out of 5 average rating, 9 reviews

Beautiful villa for large groups + Pool + BBQ

Spacious 950m house for 30 people, with land and a pool, ideal for large groups with excellent access from the center of Madrid. It features numerous leisure areas, pool, barbecue, terraces, idyllic structures, fountains, gardens, 1GB optic fiber internet, games room with table tennis, pool and fussball, 75" 4K TVs. Quiet neighbourhood, with free parking, store, supermarket, churros shop, bars, and restaurants within a 5-minute walk. The house is fully equipped. Each bedroom has a window and AC.

4.86 out of 5 average rating, 21 reviews

(5p-10p) Casa Rural Familia - spectacular view

Casa el Fontin - Fantastic spacious comfortable vacation villa within Urbanizacion El Encinar del Alberche. Just had a fresh update. It has a unique split of 2 floors so with family or friends you can enjoy your privacy, but be together in this ´retro style´ villa. A swimming pool, fire pit, bbq, pizza oven, trampoline and all other amenities. From the garden and terrace you can enjoy time together and the silence of nature. The urbanization is a quiet place with focus on nature and silence.

4.94 out of 5 average rating, 31 reviews

Celebrate Special Event at Casa Caliche

🥂 LIFE IS SHORT, TIME IS GOLD & WE LOVE TO CELEBRATE HAPPINESS! Casa Caliche offers versatile indoor and outdoor spaces for your special event — from intimate weddings to family reunions. Please share your plan so we can help make it unforgettable. Not limited to: • Birthdays • Family reunions • Baby shower/gender reveal • Baptisms • Weddings • Friends gatherings • Barbecue & pool • Corporate events (team-building, meetings, launches) • Wellness retreats • Themed dining • And more!

The exterior of the stone house is featured, surrounded by well-maintained greenery. A paved driveway leads to the entrance, flanked by landscaped areas. A wooden deck with seating is visible, along with a spacious front porch. Large windows reflect natural light, enhancing the inviting appearance.

4.78 out of 5 average rating, 108 reviews

Country house with a Jacuzzi, sauna, cinema room, and swimming pool

Rural house with capacity for 14 people equipped with a game room, a relaxation room with jacuzzi and sauna, a cinema room and recreational area on the ground floor, 5 rooms, 3 rooms on the main floor and 2 spacious on top a total of 3 full bathrooms on each floor, located in a protected environment of the Sierra de Guadarrama in a private development on the outskirts of peguerinos near the well-known olive swamp and 25 min from the monastery of San Lorenzo from the scorial.

4.89 out of 5 average rating, 46 reviews

Villa de los Huertos Perdidos.

Spectacular estate on the outskirts of Madrid. 30,000 meters, with a swimming pool and private tennis court. Large tree mass. With a winery. It's a property with lots of nooks and crannies and surprises. A perfect place to rest from a busy life. The villa has 3 double rooms in a suite. And 2 rooms for 4 people. A very spacious living room with a fireplace. Gazebo next to the barbecue and beer tap. Located in Méntrida. Close to Madrid and Toledo. Many nature activities to do.

4.94 out of 5 average rating, 125 reviews

Very charming villa with a nice and spacious garden

It is a beautiful, charming and cozy stone and wood house, ideal to forget about the daily tensions of the city. It is very well equipped and well maintained. It has a stately garden in the front, very nice and independent. The house has 4 rooms facing the outside, with lots of light, and two separate bathrooms. A living room with a stone fireplace and a large window with beautiful mountain views. In the back, there is a large wooden porch for spending time together.

Top guest favorite

An aerial view captures a spacious mansion surrounded by lush greenery and hills. The infinity pool glistens in the sunlight, while the scenic landscape includes a nearby lake and village. The layout demonstrates the property's expansive outdoor areas and harmonious integration with nature.

5 out of 5 average rating, 24 reviews

Mansion with 5 bedrooms, Jacuzzi at 40° + Paddle tennis

Just an hour from Madrid, this impressive mansion offers unforgettable views of the Burguillo Reservoir and the mountains. With 600 m² of house and 400 m² of terrace, it is the ideal place to enjoy a barbecue with friends or relax in the saltwater infinity pool. With 5 en-suite bedrooms and capacity for 14 people (+ crib), it is perfect for large groups! Burguillo Reservoir - 15 minutes by car El Tiemblo - 3 minutes walk Avila - 40 minutes by car

The image captures the expansive outdoor area featuring a private swimming pool surrounded by lush greenery. Rolling hills can be seen in the background, while a neatly manicured lawn complements the peaceful landscape.

4.92 out of 5 average rating, 13 reviews

La Amapola: fantastic luxury home

Luxury house for 8 people in Valdemorillo with private pool, surrounded by a large landscaped garden! The outdoor area offers a private saline heating pool surrounded by an artificial grass, an outdoor dining room with shadows with its "Chiringuito" which consists of a fully equipped outdoor kitchen! The chalet has every amenity with 4 rooms, 4 beds and 3 bathrooms! Capricho ideal for enjoying a few days with family and/or/or/or friends!

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The exterior showcases a modern chalet with clean lines and a spacious pool. Surrounding the pool is a well-maintained lawn, complemented by a safety fence. A shaded seating area is visible on the terrace, providing a relaxing outdoor space.

4.97 out of 5 average rating, 29 reviews

Beautiful Sierra Madrid villa

Beautiful newly built villa in an unbeatable location within Becerril de la Sierra, a five-minute walk from the town center and several accesses to the Sierra de Guadarrama Natural Park. Modern construction, elegant and functional lines with a predominance of light and space in all rooms. The house is built and decorated with top quality materials and designed to be a quiet place to rest and disconnect while being fun and family-friendly.

4.93 out of 5 average rating, 27 reviews

Villa Sierra Madrid (7 bedroom villa with pool)

In the mountains 30km from Madrid we rent out our villa with more than 400 m2 of living space and a garden with pool. That garden is 4000 m2 and has more than 100 trees. From the house and outside terrace you have a fantastic view and at the pool there is lounge area. The pool is 13m long en 6m wide. The villa has been recently fully renovated and everything is new. The climate is nice, warm and dry.

A modern two-story house is set against a cloudy sky, featuring large windows and a striking facade. A spacious pool extends along the garden, bordered by well-maintained grass and mature trees. Outdoor seating and a shaded area provide relaxation options near the water.

4.9 out of 5 average rating, 21 reviews

Villa, Oasis in Madrid 3bdr+4bths+luxurious pool

Do you want privacy and a few relaxing days to enjoy barbecues and meetings with family or friends? Spectacular views from the backyard. Unforgettable sunsets from the garden and various rooms in the house. Welcome the sunrise with the best birds song you will ever hear! Just 8 minutes from bigger towns that offer all the services you might need.

Top guest favorite