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Holiday rentals with a pool in Sierra Oeste

Find and book unique homes with a pool on Airbnb

Quick stats about holiday rentals with a pool in Sierra Oeste

  • Total holiday rentals

    Explore 310 holiday rentals in Sierra Oeste

  • Nightly prices starting at

    Sierra Oeste holiday rentals start at $29 AUD per night before taxes and fees

  • Verified guest reviews

    Over 8,980 verified reviews to help you choose

  • Family-friendly holiday rentals

    240 properties offer extra space and kid-friendly amenities

  • Pet-friendly accommodation

    Find 180 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, 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!

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
4.92 out of 5 average rating, 120 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
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
4.91 out of 5 average rating, 131 reviews

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

PADEL /PISCINA CLIMATIZADA/ PICKLETBALL Para preservar la tranquilidad del entorno y el descanso de los vecinos, en esta casa *no se permiten fiestas, celebraciones, despedidas, música alta, gritos ni cualquier comportamiento que genere ruido molesto, tanto de día como especialmente por la noche.* Cuenta con Piscina climatizada, Pista de pádel, Pickleball, barbacoa, ping pong, billar. Todo uso exclusivo de los inquilinos. Se accede a ella desde una pista de tierra de 5,5 km se tarda 10 a 20min

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
4.98 out of 5 average rating, 124 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.

Top Guest favourite
A dining table is elegantly set with blue plates and glassware, complemented by a vibrant floral centerpiece. The natural light enhances the glossy finish of the table, while large windows reveal expansive views of the city outside.
Loft in San Sebastián de los Reyes
4.98 out of 5 average rating, 247 reviews

Iconic and Exclusive Duplex up to 6pax

LUXURY DUPLEX en MADRID PISCINA/PADEL/ 2 plazas de GARAJE A 10 Minutos del AEROPUERTO de MADRID Diseñado para 1/2/3/4/5/6 Personas. ¡Descubre un dúplex que redefine el lujo en MADRID! Este espacio asombroso combina un diseño vanguardista con una iluminación deslumbrante. Desde el primer instante, el efecto infinity de las vistas te dejará sin aliento, creando una conexión mágica con el horizonte. Cada rincón irradia elegancia y sofisticación. ¡Una experiencia visual que te cautivará!

Top Guest favourite
Chalet in Madrid
4.97 out of 5 average rating, 153 reviews

Private pool and patio, a true Oasis in Madrid

Enjoy a Premium Experience in Madrid. 🏡Stay in a beautiful chalet with private plunge pool & patio near Madrid Río, just minutes from the historic city center. 2 bedrooms + 2 bathrooms, heated floors, A/C, fast Wi-Fi. 🏊‍♂️ Relax in your private pool (April to early October) or stroll to nearby park & cafés. 🚇 Direct metro to El Rastro, Royal Palace & Gran Vía. Quick access to main attractions. ✨ Perfect for families or friends looking for a stylish, peaceful stay 😉 You Will ❤️ it!!

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 Los Angeles de San Rafael
4.96 out of 5 average rating, 170 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
A stunning sunset casts vibrant hues of orange and pink across the sky, reflecting on the tranquil waters of the pantano. The surrounding mountains create a serene backdrop, enhancing the peaceful ambiance of the natural landscape.
Cottage in El Tiemblo
4.86 out of 5 average rating, 125 reviews

The Swamp House

The house is located on the banks of the Burguillo swamp with 3000 m2 of private land where you will find a large garden with a pool, barbecue and terrace with spectacular views of the swamp. Everything around it is the Iruelas Valley Nature Reserve, so it is a natural, isolated and quiet environment. Water sports, hiking trails, biking, horseback riding, mushroom picking, chestnuts... The area offers you a taste of the cuisine that is characterized by its rich meats and vegetables.

Superhost
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
4.91 out of 5 average rating, 156 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
4.95 out of 5 average rating, 180 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.

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, 163 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.

Top 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, 619 reviews

Amazing Views, Parking and Close to the 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, 109 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?

MonthJanFebMarAprMayJuneJulyAugSeptOctNovDec
Avg. price$354 AUD$349 AUD$347 AUD$335 AUD$357 AUD$380 AUD$387 AUD$387 AUD$354 AUD$354 AUD$341 AUD$370 AUD
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Destinations to explore

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