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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 favourite
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, 135 reviews

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.

Guest favourite
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 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.

Guest favourite
Apartment in Cazalegas
5.0 out of 5 average rating, 27 reviews

Jacuzzi under the starry sky, romantic getaway

Imagine relaxing in a private hot tub under a starry sky, with ambient lighting and complete privacy. Your favourite music with Bose sound and a unique atmosphere. The main suite, soundproofed, has a 65” TV, private bathroom and maximum comfort. The living room surprises with an 85” TV and electric fireplace. Ideal for romantic getaways or to enjoy the natural surroundings of the Cazalegas reservoir and return to total relaxation. Just 1 hour from Madrid and 20 minutes from Talavera.

Top guest favourite
The house is surrounded by well-groomed greenery, showcasing a blend of shrubs and trees. The structure features a rustic stone facade with multiple windows and balconies. The expansive lawn offers a tranquil setting that complements the natural landscape.
Home in Higuera de las Dueñas
4.98 out of 5 average rating, 65 reviews

El Retiro del Tietar Estate

Extraordinary 6-hectare land with incredible trees and unbeatable views, a unique experience to disconnect with family and friends in an area with a mild climate. The house, very well maintained and well equipped for 15 people, with a large pool (may-sep), 5 bedrooms, 4 bathrooms and 1 toilet. The living area with 3 areas, a large fireplace and a table for 14+2 people. 2 large fully equipped porches, a south terrace also equipped, barbecue area with wood oven, and a chicken coop.

Guest favourite
An open living space showcases a wooden beam ceiling and a modern kitchen area, featuring a cooking range and minimalist cabinetry. Comfortable seating is arranged in the foreground, with large windows providing views of the surrounding nature and allowing ample natural light.
Home in Candeleda
4.92 out of 5 average rating, 151 reviews

House in the forest with views "Finca Los Cantuesos"

Single-family house in the middle of nature, 3 km from the village of Candeleda. It consists of a large living room/dining room/kitchen, two double bedrooms and two bathrooms, arranged on a single floor without a slope (the space on the lower floor is not rented). Located in the La Tijera area, on a 7000m2 plot of forest on the mountainside with spectacular views of the Tietar Valley. Old area of terraced olive groves today populated with oaks, chestnuts and strawberry trees.

Top guest favourite
A balcony is displayed featuring two woven chairs and a round table set for two, complete with glasses and a bottle. The backdrop reveals a panoramic view of Toledo at dusk, with illuminated historic buildings and a tranquil atmosphere.
Home in Toledo
4.95 out of 5 average rating, 82 reviews

Ángel's Balcony

El Balcón de Ángel is a charming house, a house where you can observe Toledo from a privileged and unique area. The house is located in a quiet place, ideal for couples, friends and families who want to enjoy the surroundings and the Imperial City. Nearby are Toledo's famous viewpoints, where you can photograph Toledo's fantastic panorama. Close to the house is one of the magnificent bridges that lead to the Casco and there you will walk through the streets of Toledo.

Top guest favourite
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, 128 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 favourite
Home in San Bartolomé de las Abiertas
4.81 out of 5 average rating, 31 reviews

Casa Ayala with Private Saltwater Pool and BBQ

Welcome to Casa Ayala, a private villa for up to 8 guests — designed to disconnect, slow down and enjoy quality time with family or friends, with all the comforts you need. What makes this place special is the experience: - Private 8×4 m saltwater pool - 200 m² private patio - Barbecue and chill‑out areas - Air conditioning in every room (hot & cold) A warm, inviting atmosphere Casa Ayala is not just accommodation… it’s a place to live and feel.

Top guest favourite
Villa in El Tiemblo
5.0 out of 5 average rating, 32 reviews

Infinity pool, 40° Jacuzzi + Padel

Just an hour from Madrid, this impressive mansion offers unforgettable views of the Burguillo Reservoir and the mountains. With 600 m² of house and 400 m² of terrace, it is the ideal place to enjoy a barbecue with friends or relax in the saltwater infinity pool. With 5 en-suite bedrooms and capacity for 14 people (+ crib), it is perfect for large groups! Burguillo Reservoir - 15 minutes by car El Tiemblo - 3 minutes walk Avila - 40 minutes by car

Top guest favourite
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
4.98 out of 5 average rating, 123 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.

Guest favourite
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
4.97 out of 5 average rating, 64 reviews

Alsaudade. Peace and quiet very close to Toledo

Alsaudade is in Alcabón, a town half an hour by car from Toledo and the Puy du Fou theme park. On the lower floor, there are two bedrooms and a bathroom, and on the upper floor, there is a suite with a bathroom. There is also a sofa bed that allows you to accommodate up to 8 guests. We also have a playpen for babies. The house has a backyard with a barbecue where we set up a pool in the summer.

Guest favourite
A spacious property is seen from a serene poolside view, showcasing a large two-story house set amid lush gardens. The backdrop features well-maintained greenery and mature trees, with a clear sky enhancing the tranquil atmosphere.
Home in Toledo
4.9 out of 5 average rating, 105 reviews

Cigarral de la Encarnación (The Incarnation Cigarral)

Un Cigarral, with stunning views of Toledo, a 20-minute walk from the historic center, and a five-minute drive, with an 11,000-meter garden and a magnificent swimming pool. A family of caretakers who live in a separate house across the garden take care of the property and can help you in any situation. Parking for 5 cars. Five double bedrooms, each with its own bathroom.

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