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Vacation rentals in Castiglione dei Pepoli

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Top-rated vacation rentals in Castiglione dei Pepoli

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Top guest favorite
Apartment in Castiglione dei Pepoli
4.97 out of 5 average rating, 180 reviews

Simona Comfort & Relax Apartment

๐Ÿก Welcome to Simona Comfort & Relax Your home in the Apennines, between Bologna and Florence. โœจ STRENGTHS: ๐Ÿ”‘ Self Check-in: Arrival in total freedom 24 hours a day. ๐Ÿš— A1 8 min away: "Badia" exit. Ideal stop between North and South in both directions. ๐Ÿฅ Nobili Clinic: Just 2 minutes (10 minutes on foot), to stay close to your loved ones in a welcoming environment. ๐ŸŒฒ Apennines: Stop on the Via Lana e Seta and 5 km from the Suviana and Brasimone Lakes. ๐Ÿ“ Close to the center: Restaurants, bars and services just a few steps from the house.

Top guest favorite
The exterior of the cottage is surrounded by greenery, featuring a sunlit terrace with a dining table and umbrella. Potted plants add color to the entrance, while the rustic charm of the stone and tiled details enhances the natural setting.
Home in Vaiano
4.99 out of 5 average rating, 289 reviews

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.

Top guest favorite
Villa in Pistoia
5.0 out of 5 average rating, 85 reviews

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.

Guest favorite
A charming stone chalet is surrounded by colorful autumn foliage, featuring wooden shutters and a balcony that overlooks the landscape. The vibrant leaves contrast with the earthy tones of the building, while the lush green lawn is scattered with fallen leaves.
Cabin in Monzuno
4.96 out of 5 average rating, 121 reviews

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!

Guest favorite
A bright hallway connects several rooms, featuring wooden doors that lead to inviting spaces. A white console table, adorned with a flower arrangement and books, adds a touch of decor. Natural light filters through a nearby window, enhancing the warm tones of the tiled floor.
Home in Castiglione dei Pepoli
4.91 out of 5 average rating, 338 reviews

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.

Top guest favorite
A landscape view reveals rolling hills in autumn hues, with vibrant foliage in shades of orange and gold. In the distance, a church steeple rises against a backdrop of mountains under a soft, cloudy sky, suggesting a serene and picturesque rural setting.
Apartment in Monzuno
4.96 out of 5 average rating, 280 reviews

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!

Top guest favorite
Tower in Castiglione dei Pepoli
5.0 out of 5 average rating, 54 reviews

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.

Guest favorite
Home in Scarperia e San Piero
4.92 out of 5 average rating, 12 reviews

Villa in Mugello, a stone's throw from the racetrack

Independent villa with private road, 5 minutes from Scarperia and the Autodromo del Mugello. It has 5 double bedrooms and 3 bathrooms, ideal for groups and families. Infinity pool with breathtaking views of the hills, perfect for relaxing in total privacy. Comfort, tranquility and strategic location to make the most of Mugello. We would also like to inform you that there is an additional accommodation tax, not included in the price, of โ‚ฌ2 per person per night.

Top guest favorite
Condo in Traversa
5.0 out of 5 average rating, 17 reviews

Anna's little house

Charming renovated ground-floor apartment, 2 bedrooms sleeping 6, kitchen, bathroom, independent heating. Located in the Traversa-Firenzuola area, near the Via degli Dei, the Flaminia Militare Roman road, and the Futa Pass, and close to the Covigliaio nature reserve. Just 40 minutes from Florence and Bologna, surrounded by nature and at the same time close to grocery stores, bars, and restaurants. Accommodation tax of โ‚ฌ2 Please register: IT048018C2ZLAEZGCS

Superhost
An outdoor space featuring a private pool surrounded by lush greenery. Lounge chairs are positioned along the poolside, and a gazebo provides shaded seating. The garden is well-maintained with colorful plants and a grassy area, creating an inviting environment for relaxation.
Villa in Castel di Casio
4.85 out of 5 average rating, 102 reviews

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.

Superhost
A rustic two-story stone farmhouse is presented, featuring a covered porch supported by wooden beams. Outdoor seating areas include a small table with chairs and a bench, all set against a backdrop of greenery and clear blue skies.
Vacation home in Carpineta
4.9 out of 5 average rating, 42 reviews

Casale Ca' Rino

Relax with the whole family and friends in our farmhouse, completely renovated and carefully furnished, surrounded by the unspoiled nature of the Tuscan-Emilian Apennines, halfway between Bologna and Florence. Ideal vacation for those who want to immerse themselves in nature, play sports, get away from the hustle and bustle of the city and enjoy natural relaxation.

Top guest favorite
A historic building is framed by vibrant leaves, showcasing its distinctive orange exterior and decorative architectural features. The prominent balcony and tall windows reflect the building's unique character, inviting visitors to explore the surroundings.
Condo in Grizzana Morandi
5.0 out of 5 average rating, 27 reviews

The Balcony

A unique apartment where you can relax, immersed in a centuries-old forest on the Tuscan-Emilian Apennines, less than an hour from Bologna and Pistoia. The Balconcina B&B is located in the charming Villini Archetta Mattei, eccentric residences commissioned by Count Cesare Mattei, inventor of electromopathy and visionary of the Rocchetta Mattei.

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