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Family-friendly holiday rentals in Chianciano Terme

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Top-rated family-friendly rentals in Chianciano Terme

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Top guest favourite
Holiday home in Chianciano Terme
5 out of 5 average rating, 112 reviews

The Eagle and the Olive Tree

At Aquila e l'Ulivo, an ancient renovated farmhouse from the 1200s, you will not only find all the necessary comforts for a wonderful stay, but you will also experience the thrill of feeling free and immersed in the unspoiled nature of Val D'Orcia. Here you'll have the opportunity to walk with the two falcons Ayga and Sayen and interact with the eagles, and why not sip an excellent aperitif by the pool. We are waiting for you in our world, made up of animals, relaxation, nature and even a touch of Magic.

Guest favourite
Villa in Chianciano Terme
4.93 out of 5 average rating, 121 reviews

Cottage in Val d'Orcia, Jacuzzi & HotTub with View

Welcome at Charming Cottage in Tuscan Villa! Immerse in the history of Montepulciano, Pienza, Cortona, Siena, Explore Val d'Orcia, natural hot pools and falls! Fully equipped kitchen, private patio for al fresco dining, magnificent bathroom with double Jacuzzi, and large bedroom with new top quality, Memory foam mattress. Thanks to thick walls, it's very cool in summer! We arrange Winery tours & tasting and cooking class. A/C, Free wifi, comfy sitting and sofas and Hot Tub with great view!

Top guest favourite
Flat in Montepulciano
4.97 out of 5 average rating, 115 reviews

Under the sunset, Montepulciano

In 2023 my son Guglielmo and I decided to restore the old oratory of a church from the 1600s by creating a two floor apartment: upstairs we have 2 bedrooms equipped with AC and 2 en-suite bathrooms with shower; downstairs a spacious living room with stereo Available a table outside with great view and a nice garden 50 mt away where to have a private wine tasting for all the guests of our 4 apartments We can organize barbecue with paired wines after 7 pm. Large free parking area 100 mt away

Top guest favourite
Guest house in Macciano
4.97 out of 5 average rating, 193 reviews

Tuscan cottage with an heavenly view

Heaven's Window takes your breath away. As our only guests, you will be surrounded by infinite views, endless tranquility, sounds of singing birds and calling deer. Down the valley and on your walks you may spot foxes ferrets and wild boar. Collect porcupine quills. Breathe! Halfway between Rome and Florence. Close to Siena, Val d’Orcia and countless hot springs . A private paradise surrounded by divine dining and hilltop jewels of antiquity like Montepulciano and Montalcino of sublime wines.

Superhost
Villa in Montepulciano
4.92 out of 5 average rating, 252 reviews

Amazing Tuscany Villa, FREE parking

Modern villa with panoramic view in Montepulciano, a few steps from San Biagio. The villa is lovingly furnished and equipped with all comforts for a pleasant holiday. Enjoy breathtaking views of the surrounding countryside from the terrace, or relax in the two spacious gardens at your disposal. You will also have at your disposal a large kitchen to dabble in the magnificent art of cooking, something much loved by us Italians!!! Also available: Free Wi-fi Self check-in Reserved car parking

Top guest favourite
Home in Castiglione d'Orcia
4.95 out of 5 average rating, 106 reviews

Da nonna Ornella - nest in Val d'Orcia

Spectacular views and relaxation guaranteed in this romantic studio in the heart of Val d 'Orcia, province of Siena, immersed in beautiful Tuscany. Ideal for couples. It has a living area, equipped kitchen, bathroom, heating, private parking and a large and panoramic garden with sun loungers and hammock. Close to iconic destinations: PIENZA, Montepulciano, Montalcino, Bagno Vignoni, Bagni San Filippo, San Quirico d 'Orcia, Radicofani, Castiglione d 'Orcia, and Monte Amiata. Unforgettable!

Top guest favourite
Farm stay in Seggiano
4.99 out of 5 average rating, 258 reviews

Terra Delle Sidhe, Seggiano, Tuscany, Italy

Terra delle Sidhe is a small organic farm located in southern Tuscany overlooking a beautiful valley located on the slopes of Monte Amiata, between the medieval towns of Castel del Piano and Seggiano. A 250 year old chestnut dryer stone house in use till 30 years ago, the holiday cottage we offer is surrounded by an organic chestnut forest and olive trees that are hundreds of years old. This charming cozy house it has now been lovingly renovated with taste and simplicity.

Top guest favourite
Flat in Montepulciano
4.99 out of 5 average rating, 270 reviews

Montepulciano Centro Storico

Nice 60 sqm apartment located in the main street of the village. It is located on the second and last floor of a historic palace. The entrance is located on the main street of the town while the windows overlook the outside of the walls offering a breathtaking view. The apartment consists of: entrance, living room with double sofa bed, bedroom, kitchen, bathroom with roof window. It is equipped with microwave, large oven, dishwasher, washing machine and wi-fi.

Guest favourite
Flat in Chianciano Terme
4.85 out of 5 average rating, 845 reviews

Enne's house

Cozy, functional and comfortable apartment, equipped with a large elevator and private garage, located a stone's throw from the Historic Center and the Thermal Baths of Chianciano. Convenient for visiting Val d 'Orcia and its wonderful Villages and Spas. Ideal for a relaxing vacation full of nature, good food and good wine. For check-in, see the instructions provided a few days in advance (in the section: my trips).

Guest favourite
Farm stay in San Fatucchio
4.92 out of 5 average rating, 232 reviews

1 room apartments in farmhouse whit pool

At Borgo Solario we have 4 apartments of this type, with 1 bedroom. Those 4 apartments are on ground floor, in rustic tuscany style living room with furnished kitchenet, 1 bedroom, bathroom with shower and private and independent entry. The property has a 360° view over the valley and down to the Trasimeno lake. Garden with common pool in summer and play ground. MAX people 2, no kids under 12 years old.

Top guest favourite
Flat in Montepulciano
4.96 out of 5 average rating, 103 reviews

Casa Crociani - Amazing Pool & Free Parking

Central location: In the heart of Montepulciano, perfect for exploring the town 4km from the center. Authentic Tuscan experience: Within walking distance of local stores and points of interest Total relaxation: Bright garden with shared pool Breathtaking views: Take in the Tuscan hills right from the house Unique atmosphere: Enjoy a coffee at a typical café or in the comfort of your own home

Top guest favourite
Cabin in Cetona
4.96 out of 5 average rating, 134 reviews

Poggio dell'orso.Traditional Casale. Amazing views

Fantastic, recently restored, 150 years old Casale in Tuscany with amazing views. Two bed rooms, a spacious living room with a double sofa bed, a 85" smart TV, a corner with a desk and a fully equipped kitchen. Outside a stone table, a huge garden, a gazebo, a state of art warmed Jacuzzi (optional if available) a fantastic 6 x 12 infinity pool . All the property is fenced. Pet friendly.

Popular amenities for Chianciano Terme family-friendly rentals

Quick stats about holiday rentals that are family-friendly in Chianciano Terme

  • Total rentals

    40 properties

  • Nightly prices starting at

    $52 SGD before taxes and fees

  • Total number of reviews

    700 reviews

  • Pet-friendly rentals

    20 properties allow pets

  • Rentals with dedicated workspaces

    20 properties have a dedicated workspace

  • Wifi availability

    30 properties include access to wifi