Holiday rentals with a pool in Toledo

Farm stay, private pool & BBQ in Chinchón, Madrid

Casa De Kamla is a sunny farmhouse in Chinchón, a historical village 30mins south of Madrid city. It's a charming 5-bedroom eco-friendly vintage stone house. We have lots of flowers, trees, and all essential modern amenities. There's a spacious farm next to the house and a little canal with water softly flowing through it throughout the year; an outdoor space with BBQ; a children's play area with a treehouse and a swimming pool; a chicken garden & a friendly dog that lives on the farm.

Value · Family · Heating

El Patio de Luna Violeta (with private pool)

The "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). La Puebla is 6 km from the Barrancas de Burujón. Our accommodation is a 2-minute walk from Plaza Mayor, where you can spend a pleasant time on its terraces surrounded by its architecture and its people. It is also very close to the countryside, where you can enjoy a pleasant walk through the olive groves and admire the mountains.

Location · Family · Walkability

House in Arganda del Rey

Beautiful and sunny guest house, with living room, 3 bedrooms, kitchen and bathroom, air conditioning cold/heat, WIFI. With a garden and swimming pool, LOCATED ON THE PLOT OF THE HOSTS' HOUSE. In the quietest area of Arganda. Arganda has a privileged location in the community of Madrid, at km 22 of the NIII and direct entrance to the R3, allowing us to reach the center of Madrid in 15 minutes. It is 26 km from Warner Park, 20 km from Faunia and 30 km from the airport and Ifema.

Value · Family · EV charging

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, farewells, loud music, shouting or any behaviour that generates 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

Location · Value · Condition

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.

Family · Value · Barbecue

Casa Rural Alegría de Toledo, Guadamur, Puy du Fou

A house designed in a cozy setting. It has a living room with a full kitchen, 1 toilet, two bedrooms with a double bed in each and the option of two extra beds. Both rooms have individual bathrooms, with two large outdoor terraces to enjoy the spectacular views. An incredible pool that transports you to a paradise, with a huge lawn solarium, barbecue and area Ideal house for families and couples. July and August minimum booking 4 nights.

Family · Location · Outdoor spaces

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.

Location · Value · Heating

Casa Natividad, 5 minutes from Puy du Fou, with swimming pool

Your ideal group retreat (9 pax)! Only 6km from Puy du Fou and 12km from Toledo!!! Enjoy a private pool, BBQ area and chill-out in a unique setting next to the Castle of Guadamur. ✅ 3 Bedrooms (3 Double & 4 Single Beds) ✅ Wifi Alta Velocidad y AC ✅ Gift: Access to Spa and Local Gym (seasonally) ✅ Self check-in 24h Great for families and friends looking for relaxation behind the park. Reserve now!!

Value · Family · Heating

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.

Family · Location · Indoor spaces

Dream House in Aranjuez, Madrid

Your best choice if you plan to see Madrid, Toledo, Segovia, Avila and Aranjuez among other wonderful locations in the area. Brand new place with an experienced Airbnb host will welcome you with lots of ideas to enjoy your stay in the Madrid area. I look forward to host you and will make sure you feel at home. Welcome to your travel home!

Value · Location · Accuracy

Dome in Montes de Toledo. Lost in La Mancha

In a unique enclave, facing the Montes de Toledo, a few meters from the start of the Sierra. Framing, as if it were a photographic frame, we have developed a novel and different architecture. A full wooden dome, with a huge window, unique acoustics. It will make your stay in our dome a different and comfortable experience.

Location · Value · Air conditioning

Beautiful house with swimming pool and garden

Semirural country house with beautiful swimming pool and garden, close to Toledo and Puy de Fou. 90 km from Madrid. Aircon in every room. Parking, fast Wifi. Town of Arges with supermarket and restaurants within walking distance.

Value · Location · Accuracy