
Family-friendly holiday rentals in Apennine Mountains
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Top-rated family-friendly rentals in Apennine Mountains
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Wine Experience Villa in Montepulciano
🏡 Villa Talosa is immersed in the vineyards of the Fattoria della Talosa, a historic winery in Montepulciano that produces Vino Nobile. An authentic place, ideal for relaxing with the magic of the Tuscan countryside and an enchanting view from every window. Just 1.5 km from the historic center, which can also be reached on foot, you can visit our Historic Winery from the 1500s under Piazza Grande: a unique experience between history and passion for wine. Heating and air conditioning are included.
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Torre Villa Belvedere Luxury & Relax with pool
"TORRE VILLA BELVEDERE" Wonderful 260 square meter apartment in a villa with a 12th century tower. Private swimming pool (15 meters long and 5 meters wide), billiards, darts, large garden, 80 square meter porch, barbecue, gym, and relaxation area inside the tower. Convenient private parking within the property. Located in a strategic position, 12 km from Perugia and 4 km from the highway, it can comfortably accommodate up to 8 guests with 3 double bedrooms with private bathrooms, TV, and a safe.
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Exclusive 10 Acre Estate w/ Pool & Olive Grove!
Enchanting, exclusive 10acres estate on a hill, memorable sunsets; large pool framed by lavender&rosemary, open year-round. New air conditioning, Starlink internet. Very private&peaceful 2 floors, 4bedrooms, 4baths, jacuzzibathtub, 55inch smartTV, well-equipped kitchen, porch & pergola for alfresco dining, Weber barbecue, pizza oven, olive grove, fireplace; 20 min. to Orvieto,Todi,Amelia; 10 minutes drive to train station to Rome/Florence, 5min drive to shops in town. Grounds/pool caretaker
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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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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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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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Celeste – The color of the summer sky in Tuscany
The apartment is located on the 2nd floor and consists of 2 bedrooms (possibility of making single or double beds on request), a bathroom, a living room, and a kitchen equipped for cooking. (Washing machine available from 9 a.m. to 8 p.m. in the laundry room) Free parking and wifi. Convenient location for visiting Tuscany's tourist centers. We are in the countryside, in the heart of the Crete Senesi, a car is recommended to be independent and visit the magnificent Tuscan countryside
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Podere Vergianoni nestled in Chianti with a pool
Podere Vergianoni is a family-run, historic property dating back to the 1600s, located in the beautiful hills of Chianti in Tuscany. Our family can arrange 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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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 & Views
Casa Gallo Rosso is a country house immersed in the tranquility of the Abruzzo hills, with large outdoor spaces for exclusive use. At your disposal: • Private pool (10×5 m) with 500 m² solarium • Large outdoor spaces and panoramic views of the mountains • The entire property all to yourself 28 minutes from the sea and 40 minutes from the mountains, it is the ideal base for discovering Abruzzo and enjoying an authentic countryside experience in total relaxation.
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Old hayloft on the Chianti hills
Agriturismo Il Colle is located on one of the Chianti hills. The property has been completely renovated, overlooking the Chianti valleys and enjoying splendid views of the surrounding hills and the city of Florence. The apartment is completely independent, on two internally connected floors, and features a private garden lined with centuries-old oaks and Tuscan cypresses. The restoration maintained the original Tuscan architectural style of rural barns.
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Cottage surrounded by nature
"IL PODERACCIO" is a typical stone farmhouse located on the hills surrounding Lake Trasimeno, immersed in beautiful Mediterranean vegetation. The building is spread across two floors. The pool and garden frame the whole. The swimming pool is open from May 1st to October 15th. Please note that following the COVID 19 emergency, all the directives required by the legislation have been adopted for cleaning and sanitizing the house.
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Popular amenities for Apennine Mountains family-friendly rentals
Family-friendly home rentals with a hot tub

Casa al Gianni - The Simignano Barn
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Casa Dolce Toscana | Panoramic Suites & Views
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Tuscan charm of villa - countryside - Villa Senaia
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The house among olive trees
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Amazing Tuscany Villa, FREE parking
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Country Chalet and mini spa
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Poggio dell'orso.Traditional Casale. Amazing views
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A Big Dream in a Little Tower.
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Family- and pet-friendly home rentals

Simona’s house in the woods - Villa Boutique
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Poggio Bicchieri Holiday Farm - Memoria apartment
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Tuscan farmhouse stay with restaurant and pool
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Stone farmhouse in Val D'Orcia
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Macchiaroli Castle Teggiano. La Romantica
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Mafuccio Farmhouse - "Casa di Rigo"
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stone house in the woods little house in the woods
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Breeder's Room - Triple room breakfast included
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Family-friendly home rentals with a pool

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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Luxury Villa, Salt water Pool-Orvieto -14 p -Owner
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Exclusive panoramic villa with private pool
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Il Colle Stone Farmhouse
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Infinity pool Finnish SAUNA from 15 october
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Vakantievilla Farmhouse Dolci Hills
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