
Family-friendly holiday rentals in Apennine Mountains
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Top-rated family-friendly rentals in Apennine Mountains
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Relaxation and charm in the Chianti hills
Beautiful stone farmhouse, detached, surrounded by olive trees and the Chianti hills, with private garden and panoramic swimming pool. Ground floor with large living rooms, antique fireplace and wood-burning oven, bright living room and fully equipped kitchen. On the first floor, three suites consisting of a bedroom, study and private bathroom. Access via gate and white road on private property just 500 meters from the village of Strada in Chianti. Ideal for peace and relaxation. Convenient location for visiting Tuscany.
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Farmhouse Fattoria La Parita
Provencal-style apartment nestled between vineyards and olive trees. You will enjoy the tranquility of the countryside 10 km from the city and 4 km from the highway. The song of jays and cuckoos will be the soundtrack to the stay while the roe deer graze among the olive trees. A basic Italian breakfast is included (coffee, tea, milk, biscuits, etc.), but if you prefer a richer breakfast served at the table, the cost is €15 per person (€10 from 5 to 15 years, free under 5 years). EV wallbox available.
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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.
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Vineyards Paradise
Amazing country house immersed in the vineyard of Cantina Lapone, viewing Orvieto. Recently restored, over 100 sm, organised on two floors. Ground floor is a single space with a big living room (with fireplace) and a spacious open kitchen. First floor with two bedrooms and two bathrooms: the main bedroom (looking at Orvieto) with a double bed and internal bathroom and a second one with a double bed and a bed sofa. Private garden and parking. Private pool (shared with another 4 guests house).
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LUXURY VILLA SALTWATER POOL 35 min FROM CORTONA
ID Code: 051025 AAT 0017 Wisely renovated 1600 exclusive original tuscanian stone house, superbly positioned up on a hill in total privacy. This villa is placed in a real postcard with a 360˚ view. Just 30 minutes drive from Cortona and less than 10 minutes drive from A1 Monte San Savino motorway exit, the villa is reachable through a boulevard flanked by secular trees and it boasts a stunning view on the Valdichiana valley with its towns and villages such as Monte San Savino and Cortona.
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Casa Boschetto, villa with private pool
The rural house was built with ancient stone sourced locally in Umbria and offers a breath taking view overlooking the surrounding valley. The house encompasses a spacious living-room with two antique fire places, two kitchens, a recreation room, five bedrooms & four bathrooms. Outside there is a large swimming pool, dining area, a play house for children, multiple car-parking options and a 2 car fully enclosed garage. There are also a BBQ and a wood fire oven if you wish to cook outside.
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Villa Gourmet Food, Pizza, Chef, Pool and Nature
Villa Gourmet Typical farmhouse in the heart of Tuscany with 6 bedrooms that can comfortably accommodate up to 14 guests. - Exclusive saltwater infinity pool - Gourmet cuisine - Large garden with private parking - Two Free Charging Station (3,75 KW) - Veranda with table and Weber barbecue by the pool - Children's play area and table tennis - Football pitch - Home Restaurant service available - Cooking class and pizza workshop using a wood-fired oven - Shuttle Services
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CASA GALLO ROSSO Hills & Panorama
Casa Gallo Rosso is a country house immersed in the tranquillity of the Abruzzo hills, with large outdoor spaces for exclusive use. At your disposal: • Private swimming pool (10×5 m) with a 500 m² sun terrace • Extensive outdoor areas and panoramic views of the mountains • The entire property all to yourselves 28 minutes from the sea and 40 minutes from the mountains, it is the ideal base for discovering Abruzzo and enjoying an authentic country experience in total relaxation.
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Cocoon of Gran Sasso
"O blissful solitudo, or alone bliss" Immersed in the tranquility of nature and a few meters from the Annorsi Fountain and its precious spring water, the "Rifugio del Gran Sasso" was a barn for sheep. After years of abandonment, converted for residential and receptive use, he found a second life thanks to a skilful renovation that, despite respecting the context, has used the latest technologies such as the floor-to-ceiling thermal system or the ventilated structure of the roof
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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.
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Podere Vergianoni nestled in Chianti with a pool
Podere Vergianoni is a family-run property dating back to the 1600s, located in the beautiful hills of Chianti in Tuscany. Our family can organise a private shuttle and local experiences directly. The apartment is available for 2 adults with the option of adding a sofa bed for 2 children under 12 years of age. In the large outdoor courtyard you'll find a saltwater pool with a relaxation area on a panoramic terrace overlooking the castle and vineyards with unique sunsets.
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Stone farmhouse in Val D'Orcia
19th-century Tuscan farmhouse with exposed stones immersed in the wonderful Tuscan countryside with a splendid view of the Val di Chiana. It is surrounded by a 6-hectare park with an olive grove of 300 plants. It is located in Sarteano, in the village, an ancient medieval village with a dream castle, known for the Music and Jazz Festival that takes place at the end of summer. We are in the beautiful Val d'Orcia, a UNESCO World Natural Heritage Site since 2004.
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Popular amenities for Apennine Mountains family-friendly rentals
Family-friendly home rentals with a hot tub

Exclusive 10 Acre Estate w/ Pool & Olive Grove!
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Casa al Gianni - The Simignano Barn
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Wp Relais Borgo Vignalunga
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Amazing Tuscany Villa, FREE parking
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Casa Dolce Toscana | Panoramic Suite with View
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The house among olive trees
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Tuscan charm of villa - countryside - Villa Senaia
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Poggio dell'orso.Traditional Casale. Amazing views
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Family- and pet-friendly home rentals

Poggio Bicchieri Holiday Farm - Memoria apartment
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Tuscan farmhouse stay with restaurant and pool
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Simona’s house in the woods - Villa Boutique
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Mafuccio Farmhouse - "Casa di Rigo"
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Macchiaroli Castle Teggiano. La Romantica
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Separate room, between Cortona and Montepulciano
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stone house in the woods little house in the woods
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Apartment in Tuscan farm house.
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Family-friendly home rentals with a pool

Torre Villa Belvedere Luxury & Relax with pool
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Rome, Villa Anna in the countryside private pool
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Cercis - La Palmierina
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The Castle of Ferrano - Castle in Tuscany
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Exclusive panoramic villa with private pool
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Il Colle Stone Farmhouse
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Tower - Fonte Sala Agritourism
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Infinity pool Finnish SAUNA from 15 october
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- Things to do Italy
- Workouts Italy
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