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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
A rustic house, featuring a mix of wooden and stone exteriors, is surrounded by lush greenery and tall trees. The structure displays a layered roof with clay tiles, while the natural landscape provides a serene backdrop, emphasizing the connection with nature.
Home in Barraco
4.97 out of 5 average rating, 36 reviews

Cabaña del Burguillo

Idyllic environment surrounded by wild nature, located in a pinewood on the edge of the lake with direct access to the beach. Ideal for couples, the house consists of a spacious living room, fully equipped kitchen, bedroom with double bed and extra bed or optional cradle, bathroom and large terrace overlooking the lake. Place that invites you to rest, with the possibility of carrying out nautical and sports activities. Pets are allowed, except february, march & april due to pine processionary.

Top guest favourite
A welcoming living area is presented with a comfortable gray sofa adorned with a decorative pillow. A glass coffee table sits at its center, complemented by two round mirrors on the wall. Natural light enters through the window, enhancing the space's charm.
Flat in Toledo
4.94 out of 5 average rating, 939 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 in Burgohondo
4.93 out of 5 average rating, 130 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, 414 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 modern kitchen area features sleek white cabinetry and a decorative backsplash with intricate patterns. Appliances include a refrigerator, microwave, dishwasher, and washing machine. A countertop provides ample workspace, with a kettle and other kitchen essentials visible.
Flat in Pueblo Nuevo
4.96 out of 5 average rating, 151 reviews

Apartment 4 pax near to Plaza de Toros Ventas

Apartment at street level. Ideal for business trips, study trips, medical matters, etc. with ceramic hob, refrigerator, washer/dryer, dishwasher, hot/cold air pump, microwave, Nespresso, complete kitchen utensils, kettle for infusions, double bed, sofa bed 190x150, smart TV, Wi-Fi, alarm, direct metro line to Sol (15”), large bathroom, rain shower, automatic gel dispensers. Garden area, very easy parking, with two children's playgrounds with swings

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 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 favourite
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.
Flat 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 favourite
A spacious living area features a double bed with decorative cushions, a seating area with a sofa, and a wooden coffee table. The kitchen is equipped with modern appliances, and the room is enhanced by wooden beams on the ceiling.
Apartment in Toledo
4.97 out of 5 average rating, 231 reviews

A charming apartment in the heart of Toledo

A cozy apartment located in a representative area of Toledo's old town. A 16th century building recently renovated with luxury materials and a unique design, completely new. It has a double bed, a sitting area, and a full kitchen with a small dining table. It has a balcony facing the street. A few meters from Puerta de Bisagra and close to several parking lots and public transportation access.

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 in Fuensalida
4.76 out of 5 average rating, 41 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...

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, 28 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