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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 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, 107 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 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, 260 reviews

Fireplace + Barbecue + Comfort + Nature + WiFi

Townhouse in a development with gardens and a pool. On weekends, you could check in, by prior arrangement, on Friday at 4:00 pm and leave on Sunday at 8:00 pm. Relax in the middle of nature. Two floors connected by the exterior. Terrace with barbecue. Air conditioning, heating, WiFi and free parking. A 10-minute walk to the Pantano de San Juan. Living room with fireplace, full kitchen, 2 bathrooms, 2 bedrooms, and 1 separate dining room/bedroom. A surcharge will be added to one-night bookings.

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, 104 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
Home in La Estación
4.74 out of 5 average rating, 58 reviews

Country house with a pool and spectacular views

Chalet de nueva construcción en una zona tranquila de Robledo de Chavela (Urbanización Río Cofio), con impresionantes vistas de 360º con piscina, jardín y una terraza orientada al oeste con increíbles puestas de sol. A menos de una hora de Madrid, esta será la base ideal para explorar las maravillas de esta zona, incluyendo la monumental San Lorenzo del Escorial y los preciosos senderos y piscinas naturales de la comarca. Es el sitio ideal para desconectar del ajetreo de la vida diaria.

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, 159 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 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, 132 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, 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 favorite
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, 154 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.

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, 216 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

Guest favorite
A serene outdoor area features a swimming pool surrounded by lush greenery and well-maintained gardens. Sun loungers are positioned near the water, providing a peaceful spot for relaxation. A pathway leads through the garden, lined with tropical plants and trees.
Guest suite in Miraflores de la Sierra
4.9 out of 5 average rating, 156 reviews

The Gold fish house in Miraflores de la Sierra

I live in a beautifull XIX century home in the village of Miraflores de la Sierra, a small town inthe hills of Madrid, sorrounded by an amazing nature with incredible hiking routes, pleasent walks and delicius local gastronomy. Is an independant apatyament were in the summer you can escape the heat enjoying the garden and the swiming pool and in the winter relax in front of the chimney. We are a two minutes walking distance from the center of the village.

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, 175 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.

Guest favorite
A cozy studio is presented with a spacious bed dressed in patterned bedding, complemented by thoughtfully arranged artwork on the walls. A small table with chairs is visible, along with a television mounted nearby, adding functionality to the inviting living space.
Guest suite in Boadilla del Monte
4.83 out of 5 average rating, 334 reviews

Madrid Studio "Las Eras"

I've decorated this studio with love and care, as if for my children. With great attention to detail. You'll appreciate it in the photos. Bed (140X200), kitchenette, full dishes, cutlery, appliances, ceramic hob, fridge, microwave, toaster, juicer, TV, washing machine, bathroom with shower tray. Direct and independent access to the house. Quiet and bright!

Popular amenities for Sierra Oeste rentals with a pool

When is the best time to visit Sierra Oeste?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. priceG$41,617 GYDG$41,826 GYDG$46,217 GYDG$48,727 GYDG$51,864 GYDG$55,210 GYDG$56,256 GYDG$56,256 GYDG$51,446 GYDG$44,963 GYDG$43,290 GYDG$45,172 GYD
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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 G$2,091 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!

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