Some info has been automatically translated. Show original language

Holiday rentals in Portillo de Toledo

Find and book unique accommodation on Airbnb

Top-rated holiday rentals in Portillo de Toledo

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

1 of 1 pages1 / 1
Guest favourite
Home in Cabañas de la Sagra
4.89 out of 5 average rating, 96 reviews

Casa Ana

Casa Ana is a lovingly restored 19th-century farmhouse where history blends seamlessly with modern comfort Located just 40 min from Madrid and 15 min from Toledo and Puy du Fou, it offers a unique escape for those seeking peace , authenticity and a taste of rural charm For over 30 years, it was a culinary landmark known as Casa Elena, a restaurant recognized for its exceptional gastronomy. Today, it has been beautifully transformed once again to be enjoyed just as it was always meant to be

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.

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, 135 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, 81 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
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, 128 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
Home in San Bartolomé de las Abiertas
4.81 out of 5 average rating, 31 reviews

Casa Ayala with Private Saltwater Pool and BBQ

Welcome to Casa Ayala, a private villa for up to 8 guests — designed to disconnect, slow down and enjoy quality time with family or friends, with all the comforts you need. What makes this place special is the experience: - Private 8×4 m saltwater pool - 200 m² private patio - Barbecue and chill‑out areas - Air conditioning in every room (hot & cold) A warm, inviting atmosphere Casa Ayala is not just accommodation… it’s a place to live and feel.

Top guest favourite
Villa in El Tiemblo
5.0 out of 5 average rating, 32 reviews

Infinity pool, 40° jacuzzi + padel tennis

Just an hour from Madrid, this impressive mansion offers unforgettable views of the Burguillo Reservoir and the mountains. With 600 m² of house and 400 m² of terrace, it is the ideal place to enjoy a barbecue with friends or relax in the saltwater infinity pool. With 5 en-suite bedrooms and capacity for 14 people (+ crib), it is perfect for large groups! Burguillo Reservoir - 15 minutes by car El Tiemblo - 3 minutes walk Avila - 40 minutes by car

Top guest favourite
Home in Toledo
5.0 out of 5 average rating, 16 reviews

Casa "Las Fatiguitas" near Toledo and Puy du Fou

Enjoy a peaceful stay in this modern and very cosy house, designed to make you feel at home from the very first moment. It has brand-new facilities, very comfortable spaces, and is fully equipped, so you won't want for anything during your stay, whether you're coming with family or friends. The property is accessible, ideal for all types of travellers, and is located in a quiet area—perfect for relaxing and unwinding. Just 3 minutes from Torrijos.

Superhost
A spacious outdoor area features a swimming pool surrounded by a manicured lawn. The two-story building with a terracotta roof is visible in the background, along with a covered dining area nearby. Sunlight brightens the scene, highlighting open spaces for relaxation.
Cottage in Fuensalida
4.71 out of 5 average rating, 106 reviews

☼RURAL VILLA with PRIVATE POOL near MADRID☼

✔ Perfect property for family VACATIONS and only 45 minutes from Madrid. BARBECUE, POOL, CHILL-OUT area, PORCH/DINING AREA (+16 people) in the LARGE OUTSIDE of the 1000 m2 property ✔ Its 400m2 has 2 spacious LOUNGES with PING-PONG table, POOL TABLE, SMARTV and TABLE FOOTBALL, 2 EQUIPPED KITCHENS, 6 spacious BEDROOMS, 3 BATHROOMS and CHILDREN'S PLAY AREA for the little ones ✔ No youth groups, mass parties or outdoor noise/music after 11:00 pm

Top guest favourite
Home in Esquivias
5.0 out of 5 average rating, 18 reviews

Patio&Relax at Casa Aldonza, Perfect for Families

Escape to Casa Aldonza, Patio & Relax in Esquivias, a village with Cervantine history. The perfect retreat for families and friends. Enjoy the sun in the patio or cook with local ingredients while the little ones play outdoors. For groups of more than 4–6 people, you can book another house in the same patio. Unwind, reconnect with your loved ones, and create unforgettable moments with varied activities just 30 minutes from Madrid and Toledo.

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.

Guest favourite
A spacious property is seen from a serene poolside view, showcasing a large two-story house set amid lush gardens. The backdrop features well-maintained greenery and mature trees, with a clear sky enhancing the tranquil atmosphere.
Home in Toledo
4.9 out of 5 average rating, 105 reviews

Cigarral de la Encarnación (The Incarnation Cigarral)

Un Cigarral, with stunning views of Toledo, a 20-minute walk from the historic center, and a five-minute drive, with an 11,000-meter garden and a magnificent swimming pool. A family of caretakers who live in a separate house across the garden take care of the property and can help you in any situation. Parking for 5 cars. Five double bedrooms, each with its own bathroom.

Popular amenities for Portillo de Toledo holiday rentals