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Vacation 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
A clear view of a historic building with a tall bell tower is presented, surrounded by manicured gardens and lined with cypress trees. The backdrop features mountains capped with snow under a bright blue sky, creating a picturesque setting for relaxation.
Condo in Manzanares el Real
4.89 out of 5 average rating, 114 reviews

Mountain apartment with views of La Pedriza and the village

Apartment in the center of Manzanares el Real. It has heating and air conditioning. Large terrace with great views of La Pedriza and the village. Ideal for one person or six. A residential development with a swimming pool. It has a large Día supermarket in the same development. Three bedrooms, two of them with a double bed and one with two 90 cm beds (pull-out bed), full bathroom and toilet. A large and bright living-dining room with a comfortable chaise longue sofa. It's on the third floor without an elevator.

Guest favourite
The house features a modern A-frame design with large windows, situated amidst lush greenery. Pine trees surround the property, adding to the natural setting. A pathway leads to the entrance, blending harmoniously with the landscaped garden.
Home in San Martín de Valdeiglesias
4.91 out of 5 average rating, 106 reviews

Casa Salamandra. With pool, by 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.

Top guest favourite
An overview of a stone house surrounded by lush greenery is captured from above. The building features a traditional tiled roof, arched columns on the patio, and a circular stone seating area in the landscaped garden.
Cottage in La Estación
4.97 out of 5 average rating, 103 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
The exterior showcases a two-story white building, featuring a welcoming entrance with a wooden door. Stone steps lead up to the entry, surrounded by lush greenery and colorful flowers. Bright sunlight illuminates the pathway, highlighting the natural beauty of the surroundings.
Townhouse in San Martín de Valdeiglesias
4.83 out of 5 average rating, 258 reviews

Fireplace + Barbecue + Comfort + Nature + WiFi

Townhouse in Urbanization with gardens and pool. On weekends, you could enter, by prior agreement, on Friday at 4:00 p.m. and leave on Sunday at 8:00 p.m. Relax in the middle of nature. Two floors joined by the exterior. Terrace with barbecue. Air conditioning, heating, WiFi and free parking. A 10-minute walk from the San Juan Reservoir. Living room with fireplace, full kitchen, 2 bathrooms, 2 bedrooms, and 1 separate dining room/bedroom. A supplement will be added to one-night bookings.

Guest favourite
The wooden house is surrounded by lush greenery and stone landscaping. Sunlight filters through the trees, illuminating the natural elements. A stone seating area is visible in the foreground, with the house featuring large windows and a welcoming porch.
Cottage in El Espinar
4.96 out of 5 average rating, 158 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.

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, 122 reviews

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

PADEL /HEATED POOL/ PICKLETBALL Not suitable for parties, or noises after 11:00 PM. *Ideal for Families and friends* Amant El Encinar is a 10,000m estate. It has a heated pool, paddle tennis court, pickleball, barbecue, ping pong, and billiards. All exclusive use of the tenants. Natural area of holm oaks just 58 kilometres from Madrid and 35 from Toledo. It is accessed from a 5.5 km dirt track, which takes 10 to 20 minutes The house is for 8 people but we can accommodate up to 10

Guest favourite
The image depicts a rustic orange house surrounded by tall pine trees and a rocky wall. A green gate provides access to the property. Rolling hills are visible in the background under a clear blue sky, showcasing the natural landscape.
Home in Cenicientos
4.86 out of 5 average rating, 152 reviews

House in the countryside to disconnect in Madrid. Animals

A rehabilitated old 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
A spacious garden area is depicted, featuring a well-maintained lawn and a stone patio. Potted plants are arranged around the space, while trees and hedges provide a natural border. The house looms above, offering a glimpse of a balcony that overlooks the greenery.
Villa in La Estación
4.94 out of 5 average rating, 130 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.

Guest favourite
The exterior of a charming house is covered in vibrant autumn leaves, creating a striking contrast against a soft blanket of snow. Stone steps lead to the entrance, flanked by greenery and lampposts, while the landscape is adorned with seasonal colors.
Cottage in Miraflores de la Sierra
4.91 out of 5 average rating, 292 reviews

Amazing garden and charming villa in the mountains

Beautiful renovated 60s house, on a large 1500m plot 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 the Guadarrama National Park from the doorstep of your home. Ideal for two families to share. Fully equipped with a lot of charm. Fireplace, gas barbecue, ping-pong, trampoline, slide, basketball hoop, Wi-Fi...

Superhost
A cozy wooden cabin is set against a blue sky with scattered clouds. A well-maintained garden surrounds a circular flower bed, featuring a variety of colorful blooms. The cabin's deck extends towards the grassy yard, providing a welcoming outdoor space.
Tiny homes in Pelayos de la Presa
4.92 out of 5 average rating, 158 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.

Guest favourite
A modern living area features a wooden TV stand with a minimalist design. A television sits on top, flanked by decorative plants. Above, shelves display small plants and an art piece. Natural light enhances the bright, open feel of the space.
Loft in San Sebastián de los Reyes
4.92 out of 5 average rating, 559 reviews

Elegant loft with spectacular views. AirPort

STYLISH LOFT WITH SPECTACULAR VIEWS. 10 minutes from MADRID AIRPORT. Lucky for seeing everything from a unique perspective. Enjoying the light and views of this loft is a pleasure at your fingertips. Relaxing in it is finding the balance between details and simplicity in a unique setting. Free Parking Rooftop swimming pool in the summer months License 📌number: VT-4679 Unique Rental📌 Registry: ESFCTU000028054000654561000000000000000000000VT-46793

Superhost
A wooden terrace showcases two armchairs and a small table, surrounded by lush greenery. The scenic view of rolling hills and trees highlights the natural beauty of the area, providing a peaceful setting for relaxation.
Cottage in Río Cofio
4.84 out of 5 average rating, 215 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

Popular amenities for Sierra Oeste rentals with a pool

When is the best time to visit Sierra Oeste?

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Avg. price$278 CAD$280 CAD$309 CAD$326 CAD$347 CAD$369 CAD$319 CAD$323 CAD$316 CAD$287 CAD$290 CAD$302 CAD
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Quick stats about vacation rentals with a pool in Sierra Oeste

  • Total vacation rentals

    Explore 320 vacation rentals in Sierra Oeste

  • Nightly prices starting at

    Sierra Oeste vacation rentals start at $14 CAD per night before taxes and fees

  • Verified guest reviews

    Over 8,170 verified reviews to help you choose

  • Family-friendly vacation rentals

    250 properties offer extra space and kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 170 rentals that welcome pets

  • Rentals with dedicated workspaces

    170 properties have a dedicated workspace

  • Wifi availability

    280 of Sierra Oeste vacation rentals include wifi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi, and Pool across Sierra Oeste rentals

  • 4.8 Average rating

    Sierra Oeste stays are highly rated by guests—averaging 4.8 out of 5!

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