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Vacation rentals in Santa Olalla

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Top-rated vacation rentals in Santa Olalla

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Guest favorite
A private outdoor space features a pool surrounded by a well-maintained lawn. Two umbrellas provide shade over lounge chairs and a small seating area. The vibrant colors of the pool and furniture create a refreshing atmosphere, ideal for relaxation.
Guesthouse in La Puebla de Montalbán
4.83 out of 5 average rating, 120 reviews

El Patio de Luna Violeta (with private pool)

Our accommodation "Patio de LunaVioleta" is located in a quiet village, 30 km from Toledo and 100 km from Madrid. Birthplace of the writer Fernando de Rojas (La Celestina). The Puebla is 2 km from the Barrancas de Burujón. Our accommodation is 2 minutes from the Plaza Mayor, where you can spend a pleasant time on its terraces surrounded by its architecture, its people and on the other hand it is very close to the countryside where you can enjoy a pleasant walk through the olive groves and observe the mountains.

Superhost
A rectangular swimming pool is set against a backdrop of green hills and blue skies. A small round table and two chairs are positioned nearby on a grassy area, inviting relaxation. Surrounding gardens and residential buildings are subtly visible beyond the pool.
Earthen home in El Casar de Escalona
4.73 out of 5 average rating, 121 reviews

An confortable house for families and friends

In this accommodation you can breathe tranquility, which allows one to disconnect from all the noise of the city. Place of fields and very close to the Alberche river The house is very spacious and ventilated, to enjoy, vacation with family and/or friends, it has a swimming pool, barbecue, field table, table football and 03 rooms for a maximum of up to 07 people. Ample parking for cars. If you want to disconnect and spend a few afternoons with a barbecue and pool, this is your ideal home.

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
4.93 out of 5 average rating, 132 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.

Superhost
Guest suite in El Álamo
4.79 out of 5 average rating, 415 reviews

Marietta's house

Spacious suite on the ground floor, cozy and warm, very bright; with separate bathroom (shower tray, shampoo, gel and towels), bedroom with space for 2 or 3 people, desk, closet and bedding and living room with microwave and table for small meals. Breakfast and secure Wi-Fi included in the price. Garden with gazebo and barbecue available to customers. Located in a quiet village that is very well connected, with all services near Madrid, Toledo, Aranjuez, Escorial.

Guest favorite
A shaded outdoor seating area features a modern rattan furniture set with cushions in green. A low table sits in the center, accompanied by decorative wall hangings and a potted plant nearby. Natural light filters through the open sliding door, enhancing the relaxed ambiance.
Cottage in Alcabón
4.96 out of 5 average rating, 57 reviews

Alsaudade. Peace and quiet very close to Toledo

Alsaudade is half an hour from Toledo and the Puy du Fou theme park by car. On the lower floor, it has two bedrooms and a bathroom and on the upper floor a suite with a bathroom included. There are also two extra single beds that allow up to 8 guests to be accommodated. The extra beds can be used, even if there are six or fewer guests. We also have a playpen-crib for babies. The house has a backyard with a barbecue where we put a pool in summer.

Guest favorite
A cozy living area is highlighted by a stone fireplace, surrounded by two patterned armchairs and wooden accents. Exposed beams and rustic materials add character to the space, while a warm glow is provided by strategically placed lights.
Farm stay in Toledo
4.96 out of 5 average rating, 24 reviews

Los Prados Agrotourism Bayuela Castle

Enjoy the outdoors, green meadows, in a private setting, a perfect area for hiking, cycling, climbing... The house, built over a century ago, is restored in detail, with rustic decoration and materials as natural and comfortable as possible. There is also a farm nearby so you can see the animals grazing with complete peace of mind. An hour from Madrid, 40 minutes from Toledo, in the Sierra de San Vicente region.

Top guest favorite
A wooden terrace is shown with a red hammock suspended between two trees. Surrounding greenery features various trees and shrubs, creating a serene natural setting. The distant mountains and a sunset sky add a peaceful ambiance to the scene.
Cottage in Cadalso de los Vidrios
4.97 out of 5 average rating, 101 reviews

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.

Top guest favorite
Cottage in Rozas de Puerto Real
4.91 out of 5 average rating, 157 reviews

The Keep

One hour from Madrid, Toledo, and Ávila. Next to its already famous Chestnut Route. In the Tietar Valley, less than 15 km from numerous pools that allow swimming and the San Juan reservoir. Ideal for resting. Located in a quiet rural setting, ZEPA area, and surrounded by a pasture, inhabited by numerous animals. Beautiful walks and routes, near the Los Morales reservoir and at the foot of the Alto del Mirlo.

Superhost
A modern living area is visible, featuring a dark brown sofa and a wooden dining table. The kitchen is equipped with stainless steel appliances, including a washing machine. Natural light enters through two windows, illuminating the neutral-toned walls and warm wooden floor.
Apartment in Talavera de la Reina
4.83 out of 5 average rating, 6 reviews

Cañada Sierra 23 - Ground floor

Ground floor apartment. 2 bedrooms with a double bed each. Living room, dining room, kitchen. Fully equipped. It shares a building and common entrance only with another apartment, Cañada Sierra 1º. Total capacity between the two apartments: 8 people. Located very close to the old town. Completely renovated in June 2025. Quiet area. Ideal for vacations, work, and family visits. They share a patio.

Top guest favorite
A charming white cottage features vibrant blue shutters and a terracotta roof. A small patio with yellow chairs and a table is visible, framed by lush greenery. Two lounge chairs sit nearby, providing a serene outdoor space.
Cottage in Los Molinos
4.99 out of 5 average rating, 210 reviews

Recoveco Cottage

Lovely cottage, completely detached, located in the northern mountains of Madrid. Just a 5-minute walk from Los Molinos train/suburban station. And from downtown. The house is fully equipped and has 1G fiber, making your stay a perfect place for leisure, rest, or teleworking. Your perfect choice to enjoy nature with all the amenities the city can offer. No pets allowed.

Superhost
The geodesic dome is illuminated against a starry night sky, showcasing its large panoramic windows. Outside, two lounge chairs are positioned on a wooden deck, offering a space for relaxation. The peaceful setting highlights the dome's unique architectural design harmonizing with the natural surroundings.
Dome in Sonseca
4.91 out of 5 average rating, 508 reviews

El Avistador. Montes de Toledo

In a unique enclave, in front of the Toledo Mountains, a few meters from the beginning of the mountain range. By taking a picture, as if a photography frame were being treated, we developed a new and different architecture. A full wooden dome, with a huge window, unique acoustics. They will make your stay in our dome a different and comfortable experience.

Guest favorite
A wooden cabin is nestled among vibrant wildflowers, surrounded by lush greenery. The structure features a sloped roof and a front window that offers a glimpse of the serene countryside. Natural light enhances the inviting exterior, making it a peaceful retreat.
Cabin in Nuño Gómez
5 out of 5 average rating, 29 reviews

Cozy Wood Cabin by Sierra Trails

Quiet wood cabin on the edge of Nuño Gómez with mountain views, sunny deck, full kitchen, and fast Wi-Fi. Sleeps 3 (twin bedroom + sofa bed). Trails start nearby. Dedicated workspace in-cabin plus access to our coworking house and meeting room. Peaceful base for hiking or a focused workation. Free parking on-site.

Popular amenities for Santa Olalla vacation rentals

  1. Airbnb
  2. Spain
  3. Castilla-La Mancha
  4. Toledo
  5. Santa Olalla