Some info has been automatically translated. Show original language

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.

%{current} / %{total}1 / 1
Guest favorite
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

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 favorite
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, 108 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 favorite
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
4.91 out of 5 average rating, 104 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.

Top guest favorite
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, 160 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 favorite
A spacious living area features a comfortable dark sofa adorned with orange cushions. A wooden coffee table is surrounded by indoor plants. Natural light floods the room from large windows, with a view of the surrounding landscape. A divider separates the sleeping area, enhancing privacy.
Apartment in San Sebastián de los Reyes
4.92 out of 5 average rating, 123 reviews

Golden Loft, AirPort 5 pax.

GOLDEN LOFT DUPLEX A 10 minutos del AEROPUERTO de Madrid. Diseñado para 1/2/3/4/5 personas. Bienvenido a tu estancia ideal! Alojamiento tranquilo y confortable con una iluminación deslumbrante dónde podrás relajarte y desconectar creando una conexión mágica con el horizonte. Diseño vanguardista y elegante en un Loft con ambiente acogedor. Te sentirás como en casa! 📌Número de licencia: VT-14517 📌Registro Único Alquiler: ESFCTU00002805400065354000000000000000000000VT-145179.

Guest favorite
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, 264 reviews

Fireplace + Barbecue + Comfort + Nature + WiFi

House in a development with gardens and a pool. On weekends, ask to 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 opened. 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 for one-night bookings.

Guest favorite
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
4.93 out of 5 average rating, 136 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
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, 165 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 favorite
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, 300 reviews

Amazing garden and charming villa in the mountains

A beautiful renovated house from the 60s on a large 1500m plot with a 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 your doorstep. Great for two families to share. Totally charmingly equipped. Fireplace, gas BBQ, ping-pong, trampoline, slide, basketball basket, Wi-Fi, and more

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, 156 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 favorite
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
4.97 out of 5 average rating, 181 reviews

Iconic and Exclusive Duplex up to 6pax

LUXURY DUPLEX in MADRID POOL/PADEL/ 2 garage spaces 10 minutes from the MADRID AIRPORT Designed for 1/2/3/4/5/6 people. Discover a duplex that redefines the light in MADRID! This shadowy space combines a vanguardist design with bright lighting. From the first moment, the infinity effect of the views will take you away, creating a magical connection with the horizon. Each ring radiates elegance and sophistication. A visual experience that will help you!

Top guest favorite
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, 178 reviews

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

Temporary loft, next to Sierra del Guadarrama National Park, in a natural setting. On the ground floor of our home, independent, with full kitchen, wifi, fiber 600 MB, Smart TV, living room and bedroom, fireplace, garden and barbecue. Pool shared with the owners and another place for two people. 45 km from Madrid capital, very good communication by car and bus. Close to supermarkets, hospital, schools, bus stop and all kinds of services.

Popular amenities for Sierra Oeste rentals with a pool

When is the best time to visit Sierra Oeste?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. priceG$41,664 GYDG$41,873 GYDG$46,270 GYDG$48,783 GYDG$51,923 GYDG$55,273 GYDG$56,320 GYDG$56,320 GYDG$51,504 GYDG$45,014 GYDG$43,339 GYDG$45,223 GYD
Avg. temp4°C5°C7°C10°C14°C19°C22°C21°C17°C12°C7°C5°C

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 G$2,094 GYD 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 & kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 170 rentals that welcome pets

  • Rentals with dedicated workspaces

    170 properties have a dedicated workspace

  • Wi-Fi availability

    280 of Sierra Oeste vacation 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!

Destinations to explore

  1. Airbnb
  2. Spain
  3. Madrid
  4. Sierra Oeste
  5. Rentals with pools