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Holiday rentals in Portillo de Toledo

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Top-rated holiday rentals in Portillo de Toledo

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

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Top guest favourite
An expansive loft-style area is characterized by large arched windows allowing natural light to fill the space. A wooden dining table is surrounded by white chairs, while a cozy seating arrangement is visible nearby. Lush greenery from the garden enhances the atmosphere.
Home in Retiro
4.99 out of 5 average rating, 141 reviews

Retiro Park Industrial House

Bright, south-facing home in a quiet central neighborhood, just 600 meters from Retiro Park. Fun and original, with an industrial-chic vibe, this 160 m² house has lots of natural light, a small garden, and a private parking spot. Downstairs there’s a large open-plan kitchen, dining, and living area (about 70 m² / 750 sq ft), with underfloor heating and AC in every room. The kitchen is fully equipped, and we provide bed linens, towels, and all the basics you’ll need for a comfortable stay. You’ll also find a small private gym on this floor. Upstairs are the three bedrooms: • The main bedroom has a 180 x 200 cm / 71 x 79 inches bed (King Size) and a private bathroom. • The second bedroom also has a 180 x 200 cm / 71 x 79 inches bed (King Size) and shares a bathroom with the third room. • The third bedroom, which is the smallest, has a trundle bed (90 x 200 cm). It can be pulled out to create two single beds (90 x 200 cm each), placed very close together—ideal for two kids or two people who are comfortable sharing close space. There’s also the option to join them and form a 180 x 200 cm bed (King Size), suitable for a couple.

Top guest favourite
Flat in Cazalegas
5.0 out of 5 average rating, 26 reviews

Jacuzzi under the starry sky, romantic getaway

Imagine relaxing in a private hot tub under a starry sky, with soft lighting and complete privacy. Your favourite music with Bose sound and a unique atmosphere. The master suite, which is soundproofed, features a 65-inch TV, an en-suite bathroom and the utmost comfort. The living room impresses with an 85-inch TV and an electric fireplace. Ideal for romantic getaways or for enjoying the natural surroundings of the Cazalegas reservoir and experiencing total relaxation. Just 1 hour from Madrid and 20 minutes from Talavera.

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 Arroyo de la Parra
4.98 out of 5 average rating, 46 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.

Guest favourite
The house features a modern A-frame design with large windows, situated amidst lush greenery. Pine trees surround the property, adding to the natural setting. A pathway leads to the entrance, blending harmoniously with the landscaped garden.
Home in San Martín de Valdeiglesias
4.92 out of 5 average rating, 122 reviews

Casa Salamandra. With swimming pool, next to the swamp

A privileged setting, surrounded by pine forests next to the swamp, located between three of Spain's most representative cities: Toledo, Ávila and Madrid. Very interesting A-shaped designer house, with lots of light, in the middle of nature, overlooking the lake and mountains. Private garden of 1500 m2 with private pool. Furnished terrace with BBQ. 7 km from San Martín de Valdeiglesias (where all kinds of services are available). Possibility to carry out a variety of water activities.

Superhost
A spacious terrace features a comfortable seating arrangement with soft cushions, overlooking a stunning lake and surrounding mountains. The reflection of the landscape shimmers in the infinity pool, creating a serene connection between the outdoor space and nature.
Home in Ávila
4.86 out of 5 average rating, 83 reviews

Spectacular views one hour from Madrid

Unwind and enjoy a paradise just an hour from Madrid. Spectacular views, an infinity pool, a fireplace, a garden with a barbecue, walking access to the lake and everything you need to enjoy yourself with your family or friends. Parties are prohibited. Smoking is prohibited. Pets are not allowed. Late check-out ONLY WITH PRIOR NOTICE: check price Tourist licence: CRU05005000026499 In accordance with Decree 933, we will request guest details in compliance with this regulation.

Superhost
A modern bathroom features a freestanding white tub and a glass shower. Natural light enters through a round window, highlighting the smooth, neutral wall textures. A small wooden table holds two glasses, a bottle of wine, and a candle, adding a subtle touch of elegance.
Home in Madrid
4.94 out of 5 average rating, 134 reviews

Dreamy treehouse

Discover the magic of this charming wooden house, an oasis of tranquility surrounded by trees and nature. Its unique design integrates modernity with the natural environment. Here, you will wake up to the sound of birds and the breeze through the trees, enjoying a cozy and sophisticated atmosphere. A few meters away, you will find hiking trails that cross landscapes where you can see horses, bulls and the beauty of the countryside. Perfect for disconnecting and relaxing.

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, 134 reviews

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

PADEL /HEATED POOL/ PICKLETBALL To preserve the tranquillity of the surroundings and the rest of the neighbours, *parties, celebrations, stag/hen dos, loud music, shouting or any behaviour that causes annoying noise are not allowed in this house, both during the day and especially at night.* It has a heated pool, paddle court, Pickleball, barbecue, ping pong, pool table. All the exclusive use of the renters. It is accessed from a 5.5 km dirt track it takes 10 to 20min

Top guest favourite
A balcony is displayed featuring two woven chairs and a round table set for two, complete with glasses and a bottle. The backdrop reveals a panoramic view of Toledo at dusk, with illuminated historic buildings and a tranquil atmosphere.
Home in Toledo
4.95 out of 5 average rating, 80 reviews

Ángel's Balcony

El Balcón de Ángel is a charming house, a house where you can observe Toledo from a privileged and unique area. The house is located in a quiet place, ideal for couples, friends and families who want to enjoy the surroundings and the Imperial City. Nearby are Toledo's famous viewpoints, where you can photograph Toledo's fantastic panorama. Close to the house is one of the magnificent bridges that lead to the Casco and there you will walk through the streets of Toledo.

Top 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
4.95 out of 5 average rating, 194 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.

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 in La Estación
4.97 out of 5 average rating, 127 reviews

Villa with pool and mountain views

Enjoy the Sierra de Madrid in our beautiful stone house surrounded by greenery. You'll wake up every morning to an incredible garden with fruit trees and flowers, and you can have breakfast on a large terrace overlooking the mountain. Details such as the spiral staircase or the stone arches make our house a special and different place. The pool is super refreshing during these months and has night lighting so you can enjoy a swim under the stars.

Guest favourite
Cottage in Cuevas del Valle
4.92 out of 5 average rating, 140 reviews

CHOCOLATE COTTAGE ROMANTIC GETAWAY

Casa de Chocolate is a family house renovated and decorated by all of us. We have put all our enthusiasm and dedication in every corner and detail to make you feel at home, a house where there has always been a lot of love, love like the one our parents professed, that is why it is an ideal house to enjoy as a couple. But not only as a couple you enjoy love and life, that is why there is also space for enjoyment with friends.

Top guest favourite
A wooden terrace is shown with a red hammock suspended between two trees. Surrounding greenery features various trees and shrubs, creating a serene natural setting. The distant mountains and a sunset sky add a peaceful ambiance to the scene.
Cottage in Cadalso de los Vidrios
4.98 out of 5 average rating, 123 reviews

Mountain Views with Panoramic Terrace

Less than an hour from Madrid, escape the city's noise and reconnect with the essence of nature. A haven where you can enjoy breathtaking sunsets, breakfasts with endless views, and dinners under the stars, with the absolute privacy that only a detached house can offer. Here, luxury isn't about sophistication, but about silence, fresh air, and a terrace that seems to float above the Sierra de Gredos mountains.

Popular amenities for Portillo de Toledo holiday rentals