
Holiday rentals with a pool in Toledo
Find and book unique homes with a pool on Airbnb
Top-rated rentals with a pool in Toledo
Guests agree: These homes with a pool are highly rated for location, cleanliness and more.

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.
LocationFamilyOutdoor spaces

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.
LocationFamilyCheckout

Casa Rural Refugio los Perdigones (Rural House)
The house is charming, adapted to the natural environment, it was restored maintaining the original materials, stone, bricks and handmade clay tiles, chestnut wood... The electricity comes from solar panels and a generator It has 4 bedrooms, 2 full bathrooms, 1 kitchen and dining room. A glazed porch with a sofa and table, it also has a porch and outdoor table with a large garden. Fireplace and heating. (Firewood for a fee €20) Private parking. Away from the noise. Massage for a fee.
FamilyValueBackyard

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.
ValueFamilyPets

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
FamilyValueAccuracy

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.
ValueFamilyPool

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.
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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!!
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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.
ValueLocationAir conditioning

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!
ValueFamilyCondition

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.
LocationValueBarbecue

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.
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Popular amenities for Toledo rentals with a pool
House rentals with a pool

A chalet with a salt pool in the downtown area (VUT)
FamilyValueCleanliness

House in the countryside to disconnect in Madrid. Animals
LocationValuePets

Villa Galiana
LocationFamilyOutdoor spaces

Country house 10 minutes from Puy du Fou
FamilyValueSleep quality

Casa Tonantron
LocationFamilyCleanliness

Patio&Relax at Casa Aldonza, Perfect for Families
LocationFamilyDecor

Casa Rural Tulaytulah
ValueLocationAccess

El Rosal del Pozo
LocationHospitalityNearby
Condo rentals with a pool

Family apartment with a swimming pool and barbecue.
FamilyValueCleanliness

My Terrace Apartment
LocationFamilyPets

The Panoramic Balcony of Gredos
ValueFamilyQuiet

El Pequeño Capricho
FamilyLocationAir conditioning

Pool in Toledo capital-Sueña Toledo 1
FamilyIndoor spacesOutdoor spaces

The Mijares Penthouse
FamilyLocationTV

Romantic rural getaway. Garden and pool.
FamilyLocationParking

Tinao de la Petra Apartment
ValueLocationCleanliness
Other holiday rentals with a pool

The Pool House
FamilyLocationNearby

AlMa Cabin
FamilyLocationHospitality

Casa Rural Alegría de Toledo, Guadamur, Puy du Fou
FamilyLocationQuiet

"ToledoEscalona" House
LocationValueIndoor spaces

La Joyona Rural House
LocationFamilyAccess

Villa La Palmera
LocationQuietPool

Huellas de la Mancha, Apartamento cervantes
ValueLocationOutdoor spaces

El Molino Rural House
FamilyLocationCheck-in
Destinations to explore
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- Rentals with pools Castilla-La Mancha
- Rentals with pools Spain
- Parque Warner Madrid
- Puy du Fou España
- Universidad Europea de Madrid
- Valle De Iruelas
- El Bosque Encantado
- Barrancas De Burujón
- Toledo Cathedral
- Museo del Greco
- Alcázar of Toledo
- Mezquita Cristo de la Luz
- Royal Palace of Aranjuez
- Circulo De Arte
- Cabañeros National Park
- Synagogue of Santa Maria la Blanca
- Mirador Del Valle
- Synagogue of El Tránsito
- Iglesia de Santo Tomé
- Museum of Santa Cruz
- Things to do Toledo
- Cultural tours Toledo
- Things to do Castilla-La Mancha
- Landmarks Castilla-La Mancha
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