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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
4.91 out of 5 average rating, 111 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.

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
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.
Apartment
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.

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
4.92 out of 5 average rating, 112 reviews

My Grandmother's Little House

En un pintoresco pueblo del Valle del Alberche, a los pies de la Sierra de Gredos, La Casita de Mi Abuela es el refugio ideal para parejas. Acogedora y única, cuenta con piscina climatizada con hidromasaje en su interior, perfecto para relajarse y disfrutar. Rodeada de rutas de senderismo y cerca del río Alberche, donde podrás refrescarte en verano, esta casita combina el encanto rural con la comodidad moderna. Un lugar especial para desconectar y vivir una escapada inolvidable en pareja.

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
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 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
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.

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
4.85 out of 5 average rating, 157 reviews

House in the countryside to disconnect in Madrid. Animals

Newly rehabilitated guardhouse, 150 m2 useful, with hall, living room with fireplace, two bedrooms, two bedrooms, two bathrooms and kitchen. The house is part of a 4 ha finca, with elements of an old farm: orchard, woodpecker, chicken coop, popcorn, two norias, laundry room, old fruit trees, etc. Ideal for resting, celebrating or enjoying stays with children, who can learn and participate in animal and farm care tasks. There are several routes to walk around.

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
4.97 out of 5 average rating, 104 reviews

A chalet with a pool and dreamy sunsets

Enjoy a special getaway in our cosy villa, 45 minutes from Madrid, in the private development of Los Ángeles de San Rafael (Segovia). A charming home with 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 experience a few unique days. Private saltwater pool with thermal cover, 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
4.92 out of 5 average rating, 573 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 Licence 📌number: VT-4679 Single Rental📌 Registry: ESFCTU000028054000654561000000000000000000000VT-46793

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
5 out of 5 average rating, 179 reviews

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

Loft for temporary rental, next to the Sierra del Guadarrama National Park. Located on the ground floor of our independent house. It has a fully equipped kitchen, fibre wifi (600 Mb), Smart TV, living room-bedroom, heat pump air conditioning, fireplace, garden and barbecue. Shared pool with owners and other temporary accommodation for two people. 45 km from Madrid, with excellent access by car and bus. Close to supermarkets, hospital, schools and services.

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
4.82 out of 5 average rating, 268 reviews

Fireplace + Barbecue + Comfort + Nature + WiFi

House in Urbanization with gardens and pool. At weekends, check in on Friday at 4.00 pm and check out on Sunday at 8.00 pm. Two plants joined by the outside. In groups of 4, only the main floor will be open. Terrace with barbecue. Air conditioning, heating and WiFi. 10 min walk to San Juan Pantano Living room with fireplace, full kitchen, 2 bathrooms, 2 bedrooms, and 1 separate dining/bedroom. An additional surcharge will be added to one-night bookings.

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.
Guest house 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?

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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 £7 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 & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 170 rentals that welcome pets

  • Rentals with dedicated workspaces

    170 properties have a dedicated workspace

  • Wifi availability

    270 of Sierra Oeste holiday 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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