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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 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.

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 in Toledo
4.94 out of 5 average rating, 934 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

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, 120 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 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 in Burgohondo
4.93 out of 5 average rating, 120 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 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, 124 reviews

Casa de Campo El Encinar-Pool, Paddle Tennis, Barbecue

PADEL /HEATED POOL/ PICKLETBALL Not suitable for parties, or noises after 11:00 PM. *Ideal for Families and Friends* Amant El Encinar is a 10,000m estate. It has a heated pool, paddle court, Pickleball, barbecue, ping pong, pool table. All the exclusive use of the renters. Natural Paraje de Encinas just 58 kilometers from Madrid and 35 from Toledo. It is accessed from a 5.5 km dirt track it takes 10 to 20min The house is for 8 people but we admit up to 10

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
4.96 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 favourite
A pathway of smooth stones leads to a covered porch, flanked by greenery and softly illuminated by warm outdoor lights. The surrounding trees add to the tranquil ambiance of the cabin's entryway, creating a serene transition from nature to the living space.
Cabin in La Atalaya
4.91 out of 5 average rating, 285 reviews

Ecological cabin with Jacuzzi

Discover this eco-friendly cabin less than an hour from Madrid, perfect for disconnecting among trees and silence. Unwind in the 40°C jacuzzi under a starry sky, or enjoy breakfast under the pergola surrounded by greenery. Complete privacy and a 950 m² fenced plot so your dogs can run free and safe. 🏙️ Madrid – 55 minutes by car 🏞️ San Juan Reservoir – 12 min by car 🌳 El Castañar (and hiking trails) – 15 min by car

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 in Toledo
4.95 out of 5 average rating, 22 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
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 in Rozas de Puerto Real
4.91 out of 5 average rating, 156 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.

Top guest favourite
A well-appointed bedroom features exposed wooden beams overhead and soft lighting. A spacious bed is dressed with decorative pillows, flanked by two bedside tables. A balcony door allows natural light to brighten the room, while a black lounge chair adds seating to the inviting space.
Flat in Toledo
4.97 out of 5 average rating, 307 reviews

Chic and central apartment in Toledo #

The apartment is located in a privileged enclave within the old city, a 1-minute walk from the Primada Cathedral. It consists of a bedroom, living room, kitchen and bathroom, all exterior with balconies and lots of natural light. Very nice decoration, double bed. The kitchen is fully equipped with a refrigerator, oven, washer-dryer, microwave, Nespresso coffee maker, kettle, toaster. Elevator.

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, 507 reviews

El Avistador. Montes de Toledo

In a unique enclave, in front of the Montes de Toledo, a few meters from the beginning of the Sierra. Framing, as if a photo frame were treated, we have 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 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 in Nuño Gómez
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