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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 G$4,178 GYD 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.

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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
4.89 out of 5 average rating, 167 reviews

Alicia Aeropuerto Parking Apartments, Gol...

Designed for 1/2/3/4/5 people. The open space is distributed over two floors with wide crystals to feel like in the heights. An open-concept living room with designer interior architecture integrates several uses of the space. On the top floor, the glass floor makes the room a magical and unique place, where you can rest and work with a spectacular view of Madrid's natural skyline. The symbiosis between architecture and nature will make your stay at the GOLDEN LOFT unforgettable for you and your companions. Welcome to your best design loft within walking distance of everything great Madrid expects to offer. This beautiful 2-height LOFT combines minimalist design with thoughtful decor in every detail. An open space that radiates elegance and simplicity with clean lines, creating a cozy atmosphere. NATURAL LIGHT: Large windows that allow the light to flood the Loft, enhancing the beauty of the space and creating a warm atmosphere. FUNCTIONAL SPACE: The two-height layout offers spaciousness and an intimate corner on the top floor for relax. LOFT AMENITIES: Free covered parking for any type of vehicle, with direct access to the home. WIFI CONNECTION: With maximum speed symmetric fiber optic 1GB, stay connected at all times. SPACIOUS ACCOMMODATION: - 1 Bedroom with a 160x200 cm queen-size bed upstairs, - 1 double bed in the living room, measuring 135x200, - 2 90x200 trundle beds upstairs, ideal for children, - and 1 baby crib with all linens included. - There are many restaurants and supermarkets in the area, I will send them to you in advance. - A place often frequented by private TV actors and actresses from the best A3 series, the Loft is right opposite the film sets. KITCHEN: The LOFT has everything you need to cook, including kitchenware, cleaning supplies, detergent, etc. It also has a coffee maker for a delicious coffee. BATHROOM and SHEETS: Towels, linens, shampoo, body wash, ... ensuring a cozy and comfortable experience are provided. ENTERTAINMENT: Enjoy a Smart TV with access to NETFLIX and all channels, ensuring entertainment options for all tastes. COMFORT AND PRIVACY: Automatic OPAQUE blinds controlled by remote control that offer ease of use and privacy. In the first floor bedroom 1, there are also 2 single beds of 90cm integrated into the space, ideal for children or families.

Guest favorite
A contemporary living area features a spacious gray sofa, accentuated by colorful wall art. Natural light filters through large windows, complemented by light gray curtains. A wooden coffee table sits atop a patterned rug, alongside two elegant lamps on stylish side tables.
Apartment in Salamanca
4.82 out of 5 average rating, 653 reviews

Feelathome Goya, Elegance in Barrio Salamanca.

It is an apartment equipped with high quality finishes and decorated in a fresh, natural and contemporary style that combines light tones, wood and simplicity of lines. It is a flat with all exterior rooms and lots of light. It has two bedrooms and two bathrooms, one of them en suite. Both bedrooms are double and have fitted wardrobes. The bathrooms are equipped with a shower tray. The living-dining room is open to the kitchen, thus generating an incredible feeling of spaciousness and light, and has a large and comfortable double sofa bed that allows for a more flexible distribution in the use of beds by the occupants.

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
4.92 out of 5 average rating, 122 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
Chalet in Madrid
4.97 out of 5 average rating, 159 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 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 Los Ángeles 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, 159 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.

Top 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
4.95 out of 5 average rating, 190 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 favorite
A serene outdoor space showcases a modern swimming pool framed by a stone patio. A vibrant sunset casts warm hues across the sky, while a hammock and sun loungers invite relaxation. Lush greenery and mountains provide a picturesque backdrop.
Chalet in Segovia
4.98 out of 5 average rating, 123 reviews

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.

Guest favorite
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
4.9 out of 5 average rating, 134 reviews

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

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, 126 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.

Guest favorite
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, 111 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?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. priceG$51,394 GYDG$50,767 GYDG$50,349 GYDG$54,527 GYDG$60,377 GYDG$58,706 GYDG$56,199 GYDG$56,199 GYDG$51,394 GYDG$51,394 GYDG$49,513 GYDG$53,692 GYD
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