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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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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, 103 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.

Top guest favourite
A private pool glistens in sunlight, surrounded by a spacious patio and well-maintained lawn. The neighboring buildings feature large windows, allowing for natural light to fill the interiors. The tranquil outdoor area emphasizes a relaxing atmosphere.
Home
5 out of 5 average rating, 42 reviews

EL OLIVO Rural Luxury House

Casa El Olivo de Bernuy is the dream of two traveling friends who are passionate about sports and nature, who were looking for a place to enjoy, relax and share with family and friends. Located in Bernuy, a picturesque colonial village in the province of Toledo, we have renovated this house with everything you need to disconnect for a few days and enjoy the pleasures of a totally rural environment - quiet and relaxed - on the banks of the Tagus River and less than an hour from Madrid!

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.

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, 56 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 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.

Top guest favourite
The wooden cabin features a thatched roof and natural wood finishes, with a welcoming front door. Windows on either side provide light while wooden shutters can be closed for privacy. A stone pathway leads up to the entrance, surrounded by a grassy landscape.
Cabin
5 out of 5 average rating, 14 reviews

Panoramic Mountain-View Cabin

Surrounded by nature at the foot of the Sierra de San Vicente, this warm wood cabin opens to wide mountain views and big skies. On a peaceful 2.4-hectare estate at the edge of Nuño Gómez, you’re steps from scenic hiking trails. Wake to birdsong and end nights under a canopy of stars. Queen bedroom + sofa bed, kitchen, fast Wi-Fi and free parking—an easy base for slow mornings and day trips.

Superhost
A spacious living area is showcased, featuring a comfortable gray sofa with patterned cushions. A light-colored dining table is set with a simple vase, and large windows allow natural light to fill the room, adorned with sheer curtains for a soft ambiance.
Flat
4.76 out of 5 average rating, 38 reviews

Fuensalida Homes 208

Magnificent apartment in Fuensalida to disconnect and enjoy with family or friends. Just a 5-minute walk from the main square, with the peace of mind of being in a quiet place. We are 25 minutes from the Puy du Fou theme park and 30 minutes from downtown Toledo, to enjoy all its history and visit its Alcázar, the Cathedral, its famous Zocodover square...

Top guest favourite
A charming two-story house is positioned on a lush hillside, featuring large windows that allow natural light. A smooth patio area is furnished with a seating arrangement and a coffee table, surrounded by well-tended greenery and trees, offering a serene outdoor space.
Home
5 out of 5 average rating, 34 reviews

House next to the Pantano de Burguillo

Charming rustic house on the banks of the Burguillo reservoir with direct access to the water. Ideal to disconnect and enjoy nature with family and friends all year round. Spectacular views, swimming pool, chimmey and garden with barbecue. The house has all the amenities to enjoy it both in winter and summer and only 1 hour from Madrid.

Top guest favourite
A spacious sleeping area is featured with a generously sized bed adorned with decorative pillows. Natural light enters through multiple windows, highlighting the wooden beams above. A plush chair is placed adjacent to a bedside table, and a staircase leads to an upper level.
Apartment
4.96 out of 5 average rating, 377 reviews

Apartment with exclusive views

Beautiful apartment located in a representative area of Toledo's old town. A newly renovated 16th century building with luxury materials and a unique design. It has a balcony and a spectacular private terrace where you can enjoy unique views. Open space with exclusive views. It has a full kitchen and a 1.50 bed.

Superhost
A private pool area is visible, featuring comfortable loungers and a gently cascading water feature. The serene outdoor space is complemented by a mix of greenery and paved areas, along with a white-washed building that houses multiple access points to the indoor living areas.
Home
4.93 out of 5 average rating, 14 reviews

House 30 minutes from Puy du Fou.

3 bedroom house plus sofa bed in living room, 2 bathrooms and kitchen. Free WiFi and parking on your private plot for two cars. Equipped with a washing machine, microwave, kettle, kettle, coffee maker, a coffee maker, a juicer and all the necessary utensils to eat breakfast, lunch and dinner in the house.

Popular amenities for Santa Olalla holiday rentals

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