
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 $20 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 & kid-friendly amenities

Pet-friendly vacation rentals
Find 180 rentals that welcome pets

Rentals with dedicated workspaces
170 properties have a dedicated workspace

Wi-Fi availability
270 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!
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 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.
FamilyValueHeating

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.
ValueFamilyWifi

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.
ValueFamilyOutdoor spaces

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.
FamilyLocationAmenities

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.
LocationFamilySleep quality

A chalet with a pool and dreamy sunsets
Enjoy a special getaway in our cozy villa, 45 minutes from Madrid, in the private development Los Angeles de San Rafael (Segovia). A home with charm and 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 live a few unique days. Private salt chlorination pool with thermal canvas, barbecue grill and air conditioning in all rooms for your maximum comfort.
LocationFamilyDecor

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
ValueFamilyOutdoor spaces

Casa de Campo El Encinar-Pool, Paddle Tennis, Barbecue
PADEL /HEATED POOL/ PICKLETBALL To preserve the peaceful environment and the neighbors' peace, in this house *no parties, celebrations, gatherings, loud music, shouting, or any behavior that causes bothersome noise are allowed, either during the day or, especially, at night.* It has a heated pool, paddle court, Pickleball, barbecue, ping pong, pool table. All the exclusive use of the renters. It is accessed from a 5.5 km dirt track it takes 10 to 20min
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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.
ValueFamilyGrill

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
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GYA - Elegance in Barrio Salamanca for you!
Do you want to feel like a real Madrilenian? Feelathome will make it easy for you, with this Premium Quality apartment, designed for your comfort. It has two double bedrooms and two bathrooms. In addition, its spectacular communal upper terrace has magnificent views of the area. You will find outdoor furniture and, most importantly, a swimming pool for your enjoyment (open from May to September). Balcony subject to availability.
LocationValueSleep quality

Mountain Views with Panoramic Terrace
Less than an hour from Madrid, escape the city's noise and reconnect with the essence of nature. A haven where you can enjoy breathtaking sunsets, breakfasts with endless views, and dinners under the stars, with the absolute privacy that only a detached house can offer. Here, luxury isn't about sophistication, but about silence, fresh air, and a terrace that seems to float above the Sierra de Gredos mountains.
ValueFamilyHospitality
Popular amenities for Sierra Oeste rentals with a pool
House rentals with a pool

Dream House in Aranjuez, Madrid
ValueFamilyLaundry

House in the countryside to disconnect in Madrid. Animals
LocationFamilyAccess

Casa Pantano San Juan
LocationFamilyComfort

Spectacular views one hour from Madrid
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The Rascafria granary
LocationFamilyDecor

Casa junto al Pantano de Burguillo
LocationFamilyView

Beautiful house in Madrid, private pool and garage
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La Casita de Noe, overlooking the Pantano.
FamilyLocationAccess
Condo rentals with a pool

Mountain apartment with views of La Pedriza and the village
ValueLocationHiking

Centrally located, bright and cozy apartment
LocationFamilyCheck-in

VERY SPACIOUS LUXURY APARTMENT IN A QUIET AREA
FamilyLocationWifi

Lovely and quiet flat near Madrid city center
ValueFamilyBathroom

Vivodomo | Free parking penthouse, sunny terrace
LocationValueAmenities

Family apartment with a swimming pool and barbecue.
ValueLocationHeating

Apartment in the mountains with a pool
FamilyLocationAmenities

Madrid Countryside with private saltwater pool
FamilyLocationSleep quality
Other vacation rentals with a pool

Independent house in the mountains
LocationFamilySleep quality

Farmhouse. 22-meter terrace. There were NO fires!
ValueLocationRiver

Apartahotel Be Casa Valdebebas, Estudio
FamilyLocationParks

Saint Bernard. Charming house in Robledo de Chavela
ValueFamilyQuiet

Renovated old chalet. "El Mirador"
LocationFamilyGetting around

Family Villa with Private Pool
FamilyLocationPets

Las Lavandas Cabin We need to enjoy more!
LocationFamilyView

Casa Zúrich: swimming pool, jacuzzi and incredible views
LocationFamilySleep quality
When is the best time to visit Sierra Oeste?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $246 | $243 | $241 | $261 | $289 | $281 | $269 | $269 | $246 | $246 | $237 | $257 |
| Avg. temp | 39°F | 40°F | 45°F | 49°F | 56°F | 65°F | 71°F | 70°F | 63°F | 54°F | 45°F | 40°F |
Destinations to explore
- Chalet rentals Sierra Oeste
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- Rentals with breakfast Sierra Oeste
- Rentals with lake access Sierra Oeste
- Pet-friendly rentals Sierra Oeste
- Rentals with a hot tub Sierra Oeste
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- Hotel rooms Sierra Oeste
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- Family-friendly rentals Sierra Oeste
- Villa rentals Sierra Oeste
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- House rentals Sierra Oeste
- Rentals with pools Madrid
- Rentals with pools Spain
- Metropolitano Stadium
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- WiZink Center
- Museo Nacional del Prado
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- Palacio Vistalegre
- Teatro Lope de Vega
- Faunia
- Aqueduct of Segovia
- Parque de Atracciones de Madrid
- Complutense University of Madrid
- Teatro Real
- Matadero Madrid
- Mercado De San Miguel
- Madrid Río
- Puerta de Toledo
- Family travel hub Tips and inspiration
- Family budget travel Get there for less
- Vacation ideas for any budget Make it special without making it spendy
- Travel Europe on a budget How to take the kids to Europe for less
- Outdoor adventure Explore nature with the family
- Bucket list national parks Must-see parks for family travel
- Kid-friendly state parks Check out these family-friendly hikes





