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Vacation rentals in Santa Olalla

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Top-rated vacation rentals in Santa Olalla

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

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Guest favorite
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.
Guesthouse
4.83 out of 5 average rating, 116 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. Birthday home of 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 favorite
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.
Apartment
4.93 out of 5 average rating, 220 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 favorite
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, 102 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.

Guest favorite
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.
Apartment
4.94 out of 5 average rating, 900 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 favorite
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
4.9 out of 5 average rating, 121 reviews

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

PADEL TENNIS/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 tennis court, pickleball, barbecue, ping pong, pool table. All for the exclusive use of the tenants. Natural area of holm oaks just 58 kilometers from Madrid and 35 from Toledo. It is accessed from a 5.5 km dirt track, which takes 10 to 20 minutes The house is for 8 people but we can accommodate up to 10

Guest favorite
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
4.79 out of 5 average rating, 395 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 favorite
A cozy living area features a large stone fireplace and a flat-screen television. Comfortable black sofas are arranged thoughtfully around a coffee table. Expansive glass doors provide a view of the natural landscape outside, allowing soft light to fill the space.
Cottage
4.94 out of 5 average rating, 72 reviews

Spectacular Private Estate with Views of Gredos

A unique refuge in the heart of nature, where the most exquisite comfort blends with the most absolute tranquility. A 10-hectare estate, the house is very well located, with stunning views of the Sierra de Gredos, ideal for those seeking privacy, peace and connection with the natural environment. Immerse yourself in the calm from the spectacular pool, perfect for contemplating magical sunrises, unforgettable sunsets or just enjoying the sun in total privacy.

Guest favorite
A modern living area features a wooden TV stand with a minimalist design. A television sits on top, flanked by decorative plants. Above, shelves display small plants and an art piece. Natural light enhances the bright, open feel of the space.
Loft
4.92 out of 5 average rating, 554 reviews

Elegant loft with spectacular views. AirPort

STYLISH LOFT WITH SPECTACULAR VIEWS. 10 minutes from MADRID AIRPORT. Lucky for seeing everything from a unique perspective. Enjoying the light and views of this loft is a pleasure at your fingertips. Relaxing in it is finding the balance between details and simplicity in a unique setting. Free Parking Rooftop swimming pool in the summer months License 📌number: VT-4679 Single Rental📌 Registry: ESFCTU000028054000654561000000000000000000000VT-46793

Guest favorite
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, 54 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 favorite
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, 23 reviews

Cabin 4 "Hashtag"

Private wood cottage in the countryside that offers a cozy and peaceful haven for you alone. The cabin features an equipped room with two single beds and a living room ideal for relaxing. The kitchen, although compact, is fully equipped to prepare delicious homemade meals, and the bathroom provides all the necessary comforts. The cabin has a small deck for sunbathing or eating outside. The public pool is open July and August.

Guest favorite
A spacious guest room features a large bed with soft bedding against a backdrop of exposed wooden beams. A wooden dining table with metal chairs accompanies a cozy seating area, creating an inviting space filled with natural light. Decorative plants add a touch of greenery.
Guesthouse
4.94 out of 5 average rating, 165 reviews

The house in the woods is wild, off the grid and has a lot of charm

Inside the natural park, you'll be immersed in sensations that change with the seasons. Ideal for writing, reading, creating, resting, meditating, contemplating or getting lost in a unique landscape. The guest house is appealing, spacious, 100% connected to renewable energy and spring water. Fruit trees, animals, and forest trails. If you're interested in disconnecting from technology, tranquility, we'll take care of it.

Top guest favorite
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, 12 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.

Popular amenities for Santa Olalla vacation rentals

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