Holiday houses in Castiglione dei Pepoli

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Simona Comfort & Relax Apartment

🏡 Welcome to Simona Comfort & Relax Your home in the Apennines, between Bologna and Florence. ✨ STRENGTHS: 🔑 Self Check-in: Arrival in total freedom 24 hours a day. 🚗 A1 8 min away: "Badia" exit. Ideal stop between North and South in both directions. 🏥 Nobili Clinic: Just 2 minutes (10 minutes on foot), to stay close to your loved ones in a welcoming environment. 🌲 Apennines: Stop on the Via Lana e Seta and 5 km from the Suviana and Brasimone Lakes. 📍 Close to the center: Restaurants, bars and services just a few steps from the house.

Family · Value · Amenities

Florence Sunset Hills • Giogoli

Escape to the peaceful hills of Giogoli where authentic Tuscan charm meets breathtaking views of Florence.Just 15 minutes from the city center and the Chianti countryside, this elegant home is the perfect base for exploring Tuscany while enjoying quiet mornings, unforgettable sunsets, and the beauty of the surrounding landscape. Surrounded by nature but close to the region's most iconic spots, it's the ideal retreat for anyone looking for comfort, tranquility, and a genuinely Tuscan experience

Value · Location · Cleanliness

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Tuscan cottages in an ancient villa with a garden

The Cottage is part of a property owned by the Bernocchi family, which was already on maps of the area in the 1500s and is located right on an ancient Roman road that crossed the Calvana Mountains. About 9 km from Prato and 20 km from Florence. The Cottage, open on three sides, is situated in a panoramic position surrounded by a private park, ideal for walking and sports. A real home fitted with kitchen, living room, bedroom and bathroom. Large outdoor spaces, garden, and botanical garden.

Family · Location · Long stay

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Church of the Vaioni

An ancient deconsecrated church dating back to the early 1900s, originally built as a private chapel of Villa Philipson. Chiesino Dei Vaioni has a loft structure with two double bedrooms on two separate mezzanines. Outside, there is a kitchen with a wood-burning oven, private gardens with a tree-lined avenue and an olive grove. The gates and internal stairs were built by the Antica Fonderia Michelucci. Chiesino Dei Vaioni is immersed in the Tuscan countryside just minutes from the city.

Location · Family · Barbecue

House with a view surrounded by nature_ 5

A cozy stone and wood chalet with amazing views of the Apennines, surrounded by nature with a large garden where you can relax and enjoy the spectacular sunsets. We will be happy to host you on the ground floor which is dedicated to the B&B. The warm and welcoming rooms have independent entrances and lead onto the garden. Fantastic location between Bologna and Florence, 10' from the motorway exit and 30' from Bologna airport. Don't miss the sunset, even better with a good glass of wine!

Location · Family · Decor

House nestled in the Apennines

The house is near the path of the gods and the wool and silk roads. The 120 sqm house, consisting of a kitchen with dining room, bathroom, dining room, laundry room, 2 double bedrooms (with 4-door wardrobe), single bedroom (with 4-door wardrobe), laundry room and garden. Immersed in the green of the Emilian Tuscan Apennines, about 45 km from Bologna and Florence, with a breathtaking landscape and perfect for those who want to walk and get away from the weariness of the city.

Value · Location · Walkability

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Gorgeous One Bed Villa Overseeing the Apennines

Charming one-bedroom in Italian villa with a private terrace and brand-new air conditioning! Just a short walk from the famous Via degli Dei trail, this cozy retreat features a fully equipped kitchen, private bathroom, queen bed and breathtaking mountain views from your bedroom window. The friendly family below grows fruit and nuts and makes cakes, sauces and fresh pasta from scratch. Enjoy authentic countryside living with modern comfort and a warm, welcoming atmosphere!

Value · Family · Barbecue

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Ancient manor La Ploca

A charming studio apartment, perfect for couples looking for romance, solo travelers, or anyone who wants to break away from the routine and rediscover the beauty of nature and history. Nature, History and Relaxation in the Tuscan-Emilian Apennines. Experience the unique experience of staying in an authentic 14th-century manor, which belonged to the ancient family of the Counts Pepoli, immersed in a large park in Castiglione dei Pepoli, between Bologna and Florence.

Location · Checkout · Accuracy

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The Balcony

La Balconcina B&B is an intimate apartment surrounded by the woods of the Tuscan-Emilian Apennines, in the charming Villini Archetta Mattei, the eccentric residences commissioned by Count Cesare Mattei. Just minutes from the Rocchetta Mattei and the Alvar Aalto church in Riola, it retains the charm of its history, with an Art Nouveau balcony overlooking the greenery and well-kept rooms. A place out of time, less than an hour from Bologna and Pistoia.

Location · Hospitality · Parks

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Anna's Little House

Lovely renovated ground floor apartment, 2 bedrooms with 6 beds, kitchen, amenities, independent heating. Located in the town of Traversa - Firenzuola near the Via degli Dei, Strada Romana Flaminia Militare, Passo della Futa and near the naturalistic oasis of Covigliaio. Only 40 minutes from Florence and Bologna surrounded by nature and at the same time close to groceries, bars and restaurants Tourist tax €2 Please register: IT048018C2ZLAEZGCS

Value · Location · Amenities

RelaisMor Villa with park in the Tuscan-Emilian Apennines

Bring the whole family and your friends to this great place with lots of space to have fun and relax surrounded by nature. Large garden and pine forest within walking distance of Lake Suviana, Rocchetta Mattei, the PORRETTA Thermal Baths and the medieval village of Castel di Casio. Available for overnight stays but also for events. Possibility of using the pool during the summer. Hot tub for a fee according to use.

Value · Location · Barbecue

Mill of the King: a little house in the woods

The Windmill of the King is a unique and charming location, an oasis of peace and quiet just a stone's throw from Fanano (5 minutes by car), in the beautiful setting of the Modenese Apennines. The cottage is located an hour and a half from Bologna and 1 hour from Modena and is perfect for a romantic getaway or a family holiday.

Location · Family · Outdoor spaces