
Vacation rentals with a pool in Sierra Oeste
Find and book unique homes with a pool on Airbnb
Quick stats about vacation rentals with a pool in Sierra Oeste

Total vacation rentals
Explore 310 vacation rentals in Sierra Oeste

Nightly prices starting at
Sierra Oeste vacation rentals start at $28 CAD per night before taxes and fees

Verified guest reviews
Over 8,980 verified reviews to help you choose

Family-friendly vacation rentals
240 properties offer extra space and kid-friendly amenities

Pet-friendly vacation rentals
Find 180 rentals that welcome pets

Rentals with dedicated workspaces
170 properties have a dedicated workspace

Wifi availability
270 of Sierra Oeste vacation 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!
Top-rated rentals with a pool in Sierra Oeste
Guests agree: these homes with a pool are highly rated for location, cleanliness, and more.

Casa de Campo El Encinar-Pool, Paddle Tennis, Barbecue
PADEL TENNIS / HEATED POOL / PICKLEBALL To preserve the tranquility of the surroundings and the rest of the neighbours, in this house *parties, celebrations, stag/hen parties, loud music, shouting or any behaviour that generates annoying noise are not allowed, both during the day and especially at night.* It has a heated pool, a paddle tennis court, pickleball, a barbecue, table tennis, and a pool table. All for the exclusive use of the tenants. It is accessed from a 5.5 km dirt track, and it takes 10 to 20 minutes.
4.9 out of 5 average rating, 135 reviews
Casa Salamandra. With pool, by 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.
4.92 out of 5 average rating, 122 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.
4.95 out of 5 average rating, 173 reviews
Iconic and exclusive duplex up to 6 people
LUXURY DUPLEX in MADRID SWIMMING POOL/PADEL/ 2 GARAGE spaces 10 minutes from MADRID AIRPORT Designed for 1/2/3/4/5/6 people. Discover a duplex that redefines luxury in MADRID! This amazing space combines cutting-edge design with dazzling lighting. From the first moment, the infinity effect of the views will take your breath away, creating a magical connection with the horizon. Every corner radiates elegance and sophistication. A visual experience that will captivate you!
4.98 out of 5 average rating, 269 reviews
Saint Bernard. Charming house in Robledo de Chavela
Spectacular villa with a unique charm and in a setting of great beauty in Robledo de Chavela. The country house, over 300 m2. 6 independent rooms: 5 bedrooms and the large living room with a sofa bed (and extra beds). Fully-equipped kitchen The 2,000 m2 plot is flat and comfortable, with wide and spectacular views of the mountains. You can visit San Lorenzo de El Escorial, Madrid, Segovia, Ávila and Toledo, Sierra de Guadarrama National Park, Sierra de Gredos, Pantano San Juan
4.97 out of 5 average rating, 60 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.
4.91 out of 5 average rating, 163 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.
4.96 out of 5 average rating, 202 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.
4.85 out of 5 average rating, 167 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
4.91 out of 5 average rating, 326 reviews
Fireplace + Barbecue + Comfort + Nature + WiFi
House in Urbanization with gardens and pool. On weekends, check in on Friday at 4:00 p.m. and check out on Sunday at 8:00 p.m. 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 to one-night bookings.
4.83 out of 5 average rating, 282 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
4.92 out of 5 average rating, 640 reviews
Villa with pool and mountain views
Enjoy the Sierra de Madrid in our beautiful stone house surrounded by greenery. You'll wake up every morning to an incredible garden with fruit trees and flowers, and you can have breakfast on a large terrace overlooking the mountain. Details such as the spiral staircase or the stone arches make our house a special and different place. The pool is super refreshing during these months and has night lighting so you can enjoy a swim under the stars.
4.97 out of 5 average rating, 130 reviewsPopular amenities for Sierra Oeste rentals with a pool
House rentals with a pool

Dream House in Aranjuez, Madrid
4.91 out of 5 average rating, 228 reviews
House next to the Pantano de Burguillo
5.0 out of 5 average rating, 43 reviews
Villa Cuba, a unique place just 1 hour from Madrid
4.69 out of 5 average rating, 13 reviews
Spectacular views one hour from Madrid
4.85 out of 5 average rating, 87 reviews
Luxury Villa + Independent Loft with No Steps
5.0 out of 5 average rating, 12 reviews
Casa Pantano San Juan
4.95 out of 5 average rating, 87 reviews
Villa in Luxury Gated Community
4.98 out of 5 average rating, 60 reviews
The Rascafria granary
4.97 out of 5 average rating, 31 reviewsCondo rentals with a pool

Centrally located, bright and cozy apartment
4.97 out of 5 average rating, 141 reviews
VERY SPACIOUS LUXURY APARTMENT IN A QUIET AREA
4.93 out of 5 average rating, 132 reviews
Mountain apartment with views of La Pedriza and the village
4.87 out of 5 average rating, 148 reviews
Vivodomo | Free parking penthouse, sunny terrace
4.89 out of 5 average rating, 515 reviews
Lovely and quiet flat near Madrid city center
4.9 out of 5 average rating, 197 reviews
Family apartment with a swimming pool and barbecue.
4.84 out of 5 average rating, 150 reviews
Apartment in the mountains with a pool
4.74 out of 5 average rating, 230 reviews
The Panoramic Balcony of Gredos
4.91 out of 5 average rating, 33 reviewsOther vacation rentals with a pool

Old renovated chalet. "El Mirador"
4.93 out of 5 average rating, 14 reviews
Country house. 22-metre terrace. It has not been damaged by fire!
4.84 out of 5 average rating, 256 reviews
Family Villa with Private Pool
5.0 out of 5 average rating, 40 reviews
Exclusive chalet with fireplace VUT45012320812
4.8 out of 5 average rating, 5 reviews
No, without
4.92 out of 5 average rating, 53 reviews
NidoGredos. The house. Eco-friendly designer cabin
4.87 out of 5 average rating, 89 reviews
Mauri Rural House ****
4.86 out of 5 average rating, 64 reviews
VISTAMADRID VILLA COMPLETE ACCOMMODATION LA NAVATA
4.84 out of 5 average rating, 67 reviewsWhen is the best time to visit Sierra Oeste?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $344 CAD | $340 CAD | $337 CAD | $365 CAD | $404 CAD | $393 CAD | $376 CAD | $376 CAD | $344 CAD | $344 CAD | $332 CAD | $360 CAD |
| Avg. temp | 4 °C | 5 °C | 7 °C | 10 °C | 14 °C | 19 °C | 22 °C | 21 °C | 17 °C | 12 °C | 7 °C | 5 °C |
Destinations to explore
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- Rentals with pools Madrid
- Rentals with pools Spain
- Santiago Bernabéu Stadium
- Parque Warner Madrid
- Chueca
- Puy du Fou España
- El Retiro Park
- Metropolitano Stadium
- La Latina
- Plaza Mayor
- Feria de Madrid
- Las Ventas Bullring
- WiZink Center
- Royal Palace of Madrid
- Teatro Lope de Vega
- Faunia
- Complutense University of Madrid
- Aqueduct of Segovia
- Parque de Atracciones de Madrid
- Teatro Real
- Matadero Madrid
- Madrid Río
- Mercado De San Miguel
- Puerta de Toledo
- Parque Europa
- Círculo de Bellas Artes





