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Holiday rentals in Santa Olalla

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Top-rated holiday rentals in Santa Olalla

Guests agree: these stays are highly rated for location, cleanliness and more.

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Guest favourite
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.
Guest house
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. The birthplace of the writer Fernando de Rojas (La Celestina). La 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 hike through the olive groves and observe the mountains.

Guest favourite
A private terrace offers panoramic views of Toledo's rooftops, showcasing a mix of traditional tiles and historical architecture. A wooden dining table is set with glasses and a bottle, inviting relaxation while enjoying the scenery under a clear blue sky.
Flat
4.93 out of 5 average rating, 232 reviews

15th Century Palace with Beautiful Private Terrace

The first floor has a spacious & bright living room with a comfortable sofa, TV, fully fitted & open plan kitchen, & large dining table. The bathroom is fitted with a large walk in shower & instant hot water. The downstairs bedroom is furnished with a built in wardrobe & has stunning wooden beams. The upper floor you’ll find the second bedroom with access to a large private terrace, ideal for couples & friends to relax & enjoy a glass of wine while taking in the magnificent views 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
4.97 out of 5 average rating, 108 reviews

Villa with pool and mountain views

Disfruta de la Sierra de Madrid en nuestra preciosa casa de piedra rodeada de vegetación. Te despertarás cada mañana con vistas a un increíble jardín con árboles frutales y flores y podrás tomar el desayuno en una gran terraza mirando el monte. Detalles como la escalera de caracol o los arcos de piedra hacen de nuestra casa un sitio especial y diferente. La piscina es súper refrescante durante estos meses y tiene iluminación nocturna para que puedas disfrutar de un baño bajo las estrellas.

Top guest favourite
The bedroom features a spacious bed with a soft, textured throw and decorative pillows, complemented by elegant lighting from a chandelier. Open wooden windows allow natural light to filter in, enhancing the warm tones of the decor and inviting a serene ambiance.
Flat
4.94 out of 5 average rating, 923 reviews

Stellar stay in wonderful seclusion Old Town

Enjoy an unforgettable experience in our classy flat! Delightful historic S XVI building recently renovated. Elegant one bed, one bath apartment located in the heart of the amazing Historic District. 65 M2 Extremely safe neighborhood Steps from UCLM and the Cathedral Awesome location for students, business trips and tourists alike! Walk to monuments, restaurants, and shops Check out our other listing wich has received exclusively 5 stars reviews!: https://www.airbnb.es/rooms/37089193

Guest favourite
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
4.91 out of 5 average rating, 104 reviews

My Grandmother's Little House

En un pintoresco pueblo del Valle del Alberche, a los pies de la Sierra de Gredos, La Casita de Mi Abuela es el refugio ideal para parejas. Acogedora y única, cuenta con piscina climatizada con hidromasaje en su interior, perfecto para relajarse y disfrutar. Rodeada de rutas de senderismo y cerca del río Alberche, donde podrás refrescarte en verano, esta casita combina el encanto rural con la comodidad moderna. Un lugar especial para desconectar y vivir una escapada inolvidable en pareja.

Guest favourite
An outdoor seating area is presented under a gazebo. A wooden table is accompanied by four elegant cast-iron chairs, featuring comfortable cushions. A small potted plant decorates the center of the table, set against a textured stone background.
Guest suite
4.8 out of 5 average rating, 409 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.

Top guest favourite
A dining area features a modern glass table surrounded by four green velvet chairs. Exposed wooden beams add warmth to the ceiling, while a peacock mural provides a focal point on one wall. The space is enhanced by natural light from nearby windows.
Flat
4.97 out of 5 average rating, 256 reviews

Synagogue 6-Deluxe with Terrace

The Sinagoga 6 apartment is located next to the cathedral, and has a private 45 m2 terrace with magnificent views of its tower. It occupies the second floor and terrace of a building built around 1900. It has magnificent views over the cathedral and is located a few meters from Calle Hombre de Palo, the city's main thoroughfare that connects Zocodover with the Plaza del Ayuntamiento and Cathedral. The house has undergone a complete restoration inside.

Top guest favourite
An open-concept living area features a modern kitchenette equipped with appliances including a washing machine. A cozy seating area with a spacious sofa complements a dining space, highlighted by decorative elements. Natural light fills the room, creating a bright and inviting atmosphere.
Apartment
4.96 out of 5 average rating, 244 reviews

Ap.Casco Histórico junto a catedral free parking

New 📍apartment in Toledo's historic district, a 2-minute walk from the Cathedral. Ideal for taking advantage of and getting to know the city easily. We have FREE PARKING 🅿️ in the same building. "Callejón del Greco" offers you a perfect stay to live your experience and enjoy the city's historic charm. Spaces: Living room with equipped kitchenette and sitting area with sofa bed. Double bedroom and bathroom. A/C. Heating. Free Wi-Fi. Welcome! ;)

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
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.

Top guest favourite
A sleeping area features a spacious bed with a leafy patterned duvet and matching pillows. A lamp is placed beside the bed, providing soft illumination. The room's wooden walls and round mirror add warmth, while a unique window design allows natural light to filter in.
Cottage
4.91 out of 5 average rating, 154 reviews

The Keep

A una hora de Madrid, de Toledo y de Ávila. Junto a su ya famosa Ruta de los Castaños. En el Valle del Tietar , a menos de 15 km de numerosas pozas que permiten el baño y del pantano de San Juan . Ideal para descansar. Ubicado en un entorno rural tranquilo, zona ZEPA, y rodeado de una dehesa, habitada por numerosos animales. Preciosos paseos y rutas, cerca del embalse de los Morales y a los pies del Alto del Mirlo.

Guest favourite
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
5 out of 5 average rating, 18 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.

Guest favourite
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
5 out of 5 average rating, 27 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 holiday rentals

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