Holiday rentals with a pool in Sierra Oeste

Find and book unique homes with a pool on Airbnb

Top-rated rentals with a pool in Sierra Oeste

Guests agree: These homes with a pool are highly rated for location, cleanliness and more.

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Guest favourite

Home in San Martín de Valdeiglesias

4.91 out of 5 average rating, 100 reviews

Casa Salamandra. With swimming pool, next to the swamp

Privileged environment, surrounded by pine forests next to the swamp, located between three of the most representative cities of Spain: Toledo, Ávila and Madrid. Very interesting design house in the shape of an A, with a lot of light, in the middle of nature, with views of the lake and mountains. Private garden of 1500 m2 with private pool. Furnished terrace with BBQ. 7 km from San Martín de Valdeiglesias (where all kinds of services are available). Possibility of carrying out a variety of aquatic activities.

Guest favourite

Townhouse in San Martín de Valdeiglesias

4.82 out of 5 average rating, 248 reviews

Swimming pool+BBQ+Comfort+Nature+WiFi

-By booking two nights on the weekend, you can check in on Friday at 4:00 PM and leave on Sunday at 8:00 PM. - Relax in the middle of nature. Two floors joined by the outside. Terrace with barbecue. Development with garden and swimming pool (summer). Air conditioning, heating, WiFi and free parking. A 10-minute walk from the Pantano de San Juan. Living room with fireplace, full kitchen, 2 bathrooms with shower, 2 bedrooms, and 1 separate dining room/bedroom. One-night bookings carry a surcharge

Top Guest favourite

Cottage in La Estación

4.97 out of 5 average rating, 96 reviews

Villa with pool and mountain views

Disfruta de la Sierra de Madrid en nuestra preciosa casa de piedra rodeada de vegetación. Te despertarás cada mañana con vistas a un increíble jardín con árboles frutales y flores y podrás tomar el desayuno en una gran terraza mirando el monte. Detalles como la escalera de caracol o los arcos de piedra hacen de nuestra casa un sitio especial y diferente. La piscina es súper refrescante durante estos meses y tiene iluminación nocturna para que puedas disfrutar de un baño bajo las estrellas.

Guest favourite

Cottage in El Espinar

4.95 out of 5 average rating, 152 reviews

The corner of your dreams.

Isolation, peace, and enjoyment in its purest state. A unique experience, a magical feeling of having your own wooden house in the middle of the mountain. A 3000m2 private oak wood house (for you) within a community with 24-hour security, swimming pools, hiking trails, golf courses, horseback riding, restaurants, a supermarket, a lake with water activities, and a spa. Each season offers its possibilities, from its cozy fireplace to its barbecues, through a spring full of flowers.

Superhost

Home in Cenicientos

4.86 out of 5 average rating, 148 reviews

House in the countryside to disconnect in Madrid. Animals

A former rehabilitated guard house of 150 m2, with a hall, living room with fireplace, two bedrooms, two bathrooms and kitchen. The house is part of a 4 ha estate, with elements of an old farm: orchard, woodshed, chicken coop, pigeon house, two Ferris wheels, laundry room, old fruit trees, etc. Ideal for resting, celebrating or enjoying stays with children, who can learn and participate in the tasks of caring for animals and the farm. There are several walking routes around.

Guest favourite

Chalet in Robledo de Chavela

5 out of 5 average rating, 8 reviews

Bergidum

Desconecta de la rutina de la ciudad en Bergidum. Disfruta de las puestas de sol y atardeceres increíbles. Si te gusta la naturaleza explora nuestra de red de senderos y miradores . No olvides tus prismáticos, Robledo; en la zona ZEPA, alberga aves de gran envergadura como el águila imperial y el buitre negro. En verano acércate a las instalaciones del Club con piscina y restaurante. Por la noche, observa las estrellas bajo un cielo despejado. ¡Te esperamos en Bergidum!

Superhost

Cottage in Miraflores de la Sierra

4.91 out of 5 average rating, 287 reviews

Amazing garden and charming villa in the mountains

Beautiful house of the 60s rehabilitated, on a large plot of 1500m with private pool and large trees. Tranquility and privacy in the heart of the forest in one of the most beautiful villages in the Sierra de Madrid. You can walk for days through the forests and mountains of Guadarrama National Park from the very doorstep. Ideal for sharing two families. Fully equipped with lots of charm. Fireplace, barbecue, table tennis, trampoline, slide, basketball basket, wi-fi...

Guest favourite

Villa in La Estación

4.93 out of 5 average rating, 119 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.

Superhost

Tiny home in Pelayos de la Presa

4.91 out of 5 average rating, 150 reviews

I House for couples with a Jacuzzi

Disconnect in this unique and relaxing place next to the Pantano de San Juan. Fully equipped. Canadian wooden house with air conditioning and heating. It consists of a living-dining room, bedroom area, kitchen, bathroom, and a living room with a Jacuzzi. Ideal for couples. You can use the pool in the assigned summer season. Access is shared with the main house. You have your own private garden area. Parking next to the house. Chill out terrace with mountain views.

Superhost

Cottage in Río Cofio

4.85 out of 5 average rating, 196 reviews

Cozy and bright country house. 22-meter terrace

CLOSED PLOT WITH ANTI CATERPILLAR TREATMENT Murmullo del Río..Nature tops..Relax..Evening in the company of the moon... Unique skies.. Unique views of the majestic Mount of Sta Catalina. Águilas .. rides to the river that is 50 meters away... smell of green.. cozy house.. umbrella hammocks.. barbecue .....pool in the development ... fresh nights.. pure air... quiet mornings and also everything you need: wifi, air conditioning, coffee, TV, board games

Guest favourite

Guesthouse in Zarzalejo

4.89 out of 5 average rating, 101 reviews

A guest house in the Sierra's natural setting

Our guest house is located in a large 1 Ha garden where you can isolate yourself from everything in the middle of nature in the Sierra Oeste. 45 minutes from Madrid, in a quiet village where you can take beautiful walks, bike routes, enjoy the surroundings or simply relax in our garden full of roses and fruit trees. The detached house will give you great privacy with all the amenities. We have two good, playful mastiffs that are loose in the garden

Guest favourite

Villa in El Gasco

4.91 out of 5 average rating, 23 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.