
Family-friendly holiday rentals in Apennine Mountains
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Top-rated family-friendly rentals in Apennine Mountains
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Macchiaroli Castle Teggiano. La Romantica
La Romantica is located in the oldest area of the castle, and It will welcome you with its bright, warm, and sophisticated environment. Its private entrance, ample spaces, 65 square meters, two windows overlooking the greenery of the moat below, the ancient stone walls, the concrete floor, sofas, and antique furniture make it an ideal place to enjoy relaxing moments that will take you back in time, with all the comforts of the present. In winter, the fireplace will provide an additional touch of warmth and magic!

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.

Charming Tuscan Villa with View forFamily&Friends
Huge and charming top floor apt in Tuscan Villa with breathtaking view! Visit Montepulciano, Pienza, Siena, explore country side, vineyards and hot springs, hiking or e-biking, strolling or driving! Two roomy suites with top quality beds and bathroom ensuite. Windows walled living room, comfy sofas, professional kitchen at your own use. We can set Winery visits & tasting, Cooking classes and private dinners. NEW Hot tub facing green hilltop! ExperienceTuscany as a local, with your local Host!

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

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.

Charming Piazza Navona
Elegant apartment in a prestigious historic building, just 50 m from Piazza Navona, the heart of Baroque Rome, surrounded by the famous fountains of Bernini and Borromini. Finely furnished, it offers two bedrooms with private bathrooms; the master bedroom features a whirlpool tub for moments of pure relax. On request, the sofa bed in the living room can accommodate additional guests. Its exclusive location and refined atmosphere make this accommodation perfect for an unforgettable stay.

Belforti Tower
Torre dei Belforti is the perfect place for people who love beauty, nature and art. Sleeping at the Tower is like traveling trough the time, between knights and princesses. The wonder of this place is enriched by a big garden, with its swimming pool, the cypresses alleys and the olive trees. The village is also a magic place well preserved and still alive. We are Emilia and Luca, we live here and our mission is to give the best to our guests, to fully enjoy this marvelous place.

Il Fienile, Luxury Apartment in the Tuscan Hills
‘Il Fienile’ is in an enchanting position immersed in the beauty of the Tuscan hills, with a breathtaking view of the surrounding countryside. It is located in the hamlet of Catignano in Gambassi Terme, just a few kilometres from San Gimignano. The house sits in a protected oasis surrounded by a beautiful private park with olive trees, a pond, pine trees and woods, where you can walk, relax and enjoy the pleasures of unspoilt nature. A unique experience entirely to be enjoyed.
La Piazzetta - Cozy open space in the historic center of Montepulciano
Pour yourself a glass of wine and sit next to the fireplace of this open space with a warm Tuscan atmosphere: wooden beams, terracotta floors, stone walls. Then go outside and admire the magnificent view of the Valdichiana. Pour yourself a glass of wine and sit next to the fireplace of this open space with a warm Tuscan atmosphere: wooden beams, terracotta floors, and stone walls. Enjoy yourself and relax! Then go out and admire the magnificent view of the Valdichiana Valley.

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.

"La limonaia" - Romantic Suite
Romantic Suite immersed in the enchanting hills of Fiesole. It is the ideal place fot those looking for unique and exclusive experience of its kind characterized by suggestive views and unforgettable sunsets. The accommodation is part of an old 19th century Tuscan farmhouse surrounded by its own olive groves and woods. This is an ideal place for a relaxing holiday and privileged base for visiting the major centers of interest in Tuscany.

Green Dome @ The Land Before Time Retreats
Nestled among Tuscan olive groves between Volterra and San Gimignano, The Land Before Time – Quad & Saddle Retreats offers 4 Green Domes with private jacuzzi, en-suite bathroom, air conditioning and Wi-Fi. Enjoy breakfast each morning in the Cupola Lounge with stunning views. During your stay, experience horseback rides through scenic trails, quad tours to discover hidden Tuscany, or simply relax under the starry sky.
Popular amenities for Apennine Mountains family-friendly rentals
Family-friendly home rentals with a hot tub

Casa al Gianni - The Simignano Barn

Casa Dolce Toscana | Panoramic Suite with View

A Big Dream in a Little Tower.

The house among olive trees

Villa di Geggiano – Guesthouse

Amazing Tuscany Villa, FREE parking

Typical Tuscan country house

Tuscan charm of villa - countryside - Villa Senaia
Family- and pet-friendly home rentals

Poggio Bicchieri Holiday Farm - Memoria apartment

Florence Sunset Hills • Giogoli

Rural Tuscany | Family farmstay with restaurant

Simona’s house in the woods - Villa Boutique

Pink like the sunset sky

Mafuccio Farmhouse - "Casa di Rigo"

Amalfi - Charming Suite with an amazing view

Suite in Castello di Valle
Family-friendly home rentals with a pool

Castel Brunello - 2 doublebed rooms + terrace

The Castle of Ferrano - Castle in Tuscany

TUSCANY farm house SWIMMING POOL

sea view villa with private infinity pool
Wp Relais Villa Vignalunga

Romantic apartment in the Tuscan village

Cercis - La Palmierina

La Pieve - the house next to the church
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