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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
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, 111 reviews

Casa Salamandra. With swimming pool, next to the swamp

A privileged environment, surrounded by pine trees next to a marsh, located between three of the most representative cities in Spain: Toledo, Avila and Madrid. Very interesting design house in the shape of an A, with lots 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
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
4.82 out of 5 average rating, 268 reviews

Fireplace + Barbecue + Comfort + Nature + WiFi

Casa en Urbanización con jardines y piscina. En fin de semana, consultar para entrar el viernes a las 16:00 y salir el domingo a las 20:00. Dos plantas unidas por el exterior. En grupos de 4 se abrirá solo la planta principal. Terraza con Barbacoa. Aire Acondicionado, calefacción y WiFi. A 10 minutos caminando del Pantano de San Juan. Salón con chimenea, cocina completa, 2 baños, 2 dormitorios, y 1 comedor/dormitorio independiente. En reservas de una noche se añadirá un suplemento adicional.

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, 110 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.

Superhost
A terrace features comfortable seating arranged around a coffee table, with green grass underfoot. Large sliding glass doors provide easy access to indoor living spaces, while potted plants add a touch of nature to the relaxing environment.
Condo in Simancas
4.87 out of 5 average rating, 154 reviews

LUXURY PENTHOUSE. TERRACE + SWIMMING POOL

Ático decorado al detalle con muebles de alta calidad, posee una maravillosa terraza que podrá disfrutar prácticamente todo el año. El edificio tiene piscina abierta durante los meses de verano (mediados de junio hasta primera semana de septiembre), y zona de niños. Tiene supermercado a 100m, varios restaurantes y un parque justo en frente donde dar un paseo o poder practicar deporte. Zona tranquila y con transporte público directo al centro. De fácil acceso a IFEMA y próximo al aeropuerto.

Top Guest favourite
A spacious loft area features a comfortable bed covered with a textured blanket, accompanied by soft lighting from wall sconces. A cozy seating arrangement includes a light-colored sofa and a small coffee table, with a decorative plant adding a touch of greenery to the setting.
Guest suite in Moralzarzal
5 out of 5 average rating, 179 reviews

"El Nido" loft, private garden, barbecue, swimming pool

Loft para alquiler de uso temporal, junto al Parque Nacional Sierra del Guadarrama. Situado en la planta baja de nuestra vivienda independiente. Dispone de cocina equipada, wifi por fibra (600 Mb), Smart TV, salón-dormitorio, climatización por bomba de calor, chimenea, jardín y barbacoa. Piscina compartida con los propietarios y otro alojamiento temporal para dos personas. A 45 km de Madrid, con excelente acceso en coche y autobús. Próximo a supermercados, hospital, colegios y servicios.

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
4.92 out of 5 average rating, 139 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
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
4.92 out of 5 average rating, 112 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.

Superhost
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
4.85 out of 5 average rating, 157 reviews

House in the countryside to disconnect in Madrid. Animals

Old rehabilitated guard house, 150 m2, with a hall, living room with fireplace, two bedrooms, two bathrooms and a kitchen. The house is part of a 4-hectare estate, with elements of an old farm: garden, woodshed, henhouse, dovecote, two waterwheels, laundry, old fruit trees, etc. Ideal for relaxing, celebrating or enjoying stays with children, who can learn and participate in the tasks of caring for the animals and the farm. There are several walking routes nearby.

Guest favourite
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 home in Pelayos de la Presa
4.92 out of 5 average rating, 168 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.

Top Guest favourite
A serene outdoor space showcases a modern swimming pool framed by a stone patio. A vibrant sunset casts warm hues across the sky, while a hammock and sun loungers invite relaxation. Lush greenery and mountains provide a picturesque backdrop.
Chalet in Segovia
4.97 out of 5 average rating, 104 reviews

A chalet with a pool and dreamy sunsets

Enjoy a special getaway in our cozy villa, 45 minutes from Madrid, in the private development Los Angeles de San Rafael (Segovia). A home with charm and modern design, with 3 bedrooms: 2 with a 1.50 bed and 1 with a double bed. It has 2 bathrooms, one en-suite with a dressing room. Everything is ready for you to live a few unique days. Private salt chlorination pool with thermal canvas, barbecue grill and air conditioning in all rooms for your maximum comfort.

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, 573 reviews

Elegant loft with spectacular views. AirPort

ELEGANT LOFT WITH SPECTACULAR VIEWS. 10 minutes from MADRID AIRPORT. The luck of seeing everything from a unique perspective. Enjoying the light and views of this loft is a pleasure within your reach. Relaxing in it is finding the balance between details and simplicity in a unique atmosphere. Free Parking Rooftop pool in the summer months. 📌License number: VT-4679 📌Single Rental Registration: ESFCTU000028054000654561000000000000000000000VT-46793

Guest favourite
An open interior space is displayed, featuring a spacious bed with fresh linens. A small kitchen area is visible, alongside a dining table with two chairs. Natural light illuminates the room, highlighting a cozy sofa with decorative cushions and a stylish sideboard.
Guesthouse in Zarzalejo
4.9 out of 5 average rating, 107 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

Popular amenities for Sierra Oeste rentals with a pool

When is the best time to visit Sierra Oeste?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. price$346 NZD$348 NZD$385 NZD$406 NZD$432 NZD$460 NZD$468 NZD$468 NZD$428 NZD$374 NZD$360 NZD$376 NZD
Avg. temp4°C5°C7°C10°C14°C19°C22°C21°C17°C12°C7°C5°C

Quick stats about holiday rentals with a pool in Sierra Oeste

  • Total holiday rentals

    Explore 320 holiday rentals in Sierra Oeste

  • Nightly prices starting at

    Sierra Oeste holiday rentals start at $17 NZD per night before taxes and fees

  • Verified guest reviews

    Over 8,420 verified reviews to help you choose

  • Family-friendly holiday rentals

    250 properties offer extra space and kid-friendly amenities

  • Pet-friendly accommodation

    Find 170 rentals that welcome pets

  • Rentals with dedicated workspaces

    170 properties have a dedicated workspace

  • Wi-Fi availability

    270 of Sierra Oeste holiday rentals include Wi-Fi access

  • Popular amenities for guests

    Guests love Kitchen, Wi-Fi and Pool across Sierra Oeste rentals

  • 4.8 Average rating

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

Destinations to explore

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