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Vacation rentals in Castiglione dei Pepoli

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Top-rated vacation rentals in Castiglione dei Pepoli

Guests agree: these stays are highly rated for location, cleanliness, and more.

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Top guest favorite
A bright bedroom features a spacious bed with a patterned quilt and soft linens. Large glass doors provide access to a balcony and allow ample natural light. Light wood flooring complements the whitewashed furniture and sloped ceiling, enhancing the airy ambiance.
Apartment in Olezza
5 out of 5 average rating, 298 reviews

Apartment in Grizzana, Bologna Apennines

Just 8 km from the highway, Rioveggio exit, and 3 km from the train station, getting to Bologna or Florence takes about 1 hour. You will have a large apartment of 60 square meters with an independent entrance. The Monte Sole Park is a stone's throw away and nearby there are the Rocchetta Mattei and the Corno alle Scale mountains. The kitchen is complete with dishes and pots, a microwave and a coffee maker, with coffee, barley, chamomile and tea, some croissants, carbonated and natural water, and milk at your disposal.

Top guest favorite
A bright living area showcases large glass doors leading to an outdoor terrace with scenic views. A colorful area rug lies on the wooden floor, complemented by a modern sofa and decorative artwork on the wall. Natural light fills the space, enhancing its openness.
Home in Vaiano
5 out of 5 average rating, 271 reviews

The MOONLIT & SUNNY COTTAGE near Florence

IL COLLE DI FALTUGNANO: immersed in an olive grove on a Tuscan hills and with an amazing view of the valley, the stone cottage has been remarkably recovered a few months ago, a caravanserai a few century ago. In a strategic position close to Florence and Mugello is a good base for exploring Tuscany and be independent at the same time with supermarkets and restaurants just a few minutes away. Close to a farmhouse you can buy fresh local organic ingredients such as bio vegetables, eggs or cheese.

Top guest favorite
A rustic stone building sits amid rolling hills, surrounded by lush greenery and open landscapes. Natural elements such as tall grass and trees contribute to the tranquil setting, under a clear blue sky with scattered clouds.
Loft in Marzabotto
4.96 out of 5 average rating, 134 reviews

Ca' Inua, art, woods, hospitality

Ca’ Inua is a magical place where you can reconnect with Mother Nature’s wonders. Located only 25km from the Bologna city centre, an old barn renovated and fully finished in wood holds a modern-styled apartment with a breath-taking view on the Apennine mountains. Alessandra & Ludovico, your hosts, are ready to welcome you in a wide-open space, next to the woods, caressed by fresh breeze, where you can contemplate the magnificence of nature and tune into yourself for an unforgettable experience.

Top guest favorite
A rustic dining area features a long wooden table set with linens and decorative items. The space is illuminated by a chandelier and has large windows offering views of the surrounding landscape, with a stone fireplace and traditional frescoes adorning the walls.
Apartment in Carmignano
4.97 out of 5 average rating, 283 reviews

Giglio Blu Charming Loft

The accommodation is a portion of a historical noble residence dating back to the 14th century, adorned with frescoes and tastefully restored. It is located on the ground floor of a quiet and safe street, with a private and independent entrance and self check-in. The space is cozy, comfortable, and elegant, perfect for guests seeking an authentic Tuscan experience with modern comfort and technology. It is situated just a few kilometers away from Florence, Pisa, Lucca, Vinci, San Gimignano...

Top 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
4.97 out of 5 average rating, 115 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!

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, 277 reviews

Cottage in Toscana in antica Villa con giardino

Il Cottage è parte di una proprietà della famiglia Bernocchi, già presente nelle mappe della zona del 1500 ed e' situata proprio su di una antica via Romana che attraversava i monti della Calvana. Distante circa 9 km da Prato e 20 da Firenze. Il Cottage, liberi su tre lati, e' situato in posizione panoramica circondato da un parco privato, ideale per camminate e sport. Una vera e propria casa, con cucina, salotto, camera e bagno. Ampi spazi esterni, giardino e orto botanico.

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, 336 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
The exterior of the castle is showcased at sunset, with vibrant orange and purple skies providing a dramatic backdrop. Stone towers rise from the landscape, surrounded by greenery and colorful flora, reflecting the historic charm of the property.
Castle in Ferrano
4.99 out of 5 average rating, 219 reviews

The Castle of Ferrano - Castle in Tuscany

Try the experience of staying in a real Castle! Il Castello di Ferrano offers to its hosts the chance of living an unforgettable experience: you will be the only guests in the castle, and everything will be for you (private pool from June to September, gardens etc..). Historical building, surrounded by nature, finely decorated, frescoes/moulding on the ceiling, ample terrace w/ stone and terracotta floor, private outdoor pool.. Good position. Preferably come by car.

Top guest favorite
A spacious freestanding bathtub is filled with water, adorned with floating flowers and candles. A small wooden table beside it holds a bucket of champagne and two glasses. Soft towels and a decorative rose are also visible, contributing to a relaxing ambiance.
Home in Fiesole
4.99 out of 5 average rating, 309 reviews

"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.

Guest favorite
The historic tower apartment, part of a small castle, is surrounded by lush greenery and trees. The building features multiple windows, showcasing traditional architectural elements. A picturesque garden with low shrubs and budding flowers provides a tranquil atmosphere, inviting exploration of the outdoor space.
Castle in Bagno A Ripoli
4.92 out of 5 average rating, 566 reviews

TOWER apartment in small castle near Florence

Romantic, Historically unique, Magical atmosphere, 360 degree views of the countryside and Florence. Great retreat for digital nomads, or simply to retreat from the hustle and bustle. Convenient for Chianti and Tuscany explorations. A/C in 2 rooms. Cooking class and wine tasting available. If you'd like to add more space and comfort, book the TOWER PENTHOUSE: double the space, a large kitchen, another bathroom. Perfect for families!

Top guest favorite
A spacious living area features a modern design, with a prominent stone fireplace and minimalist furniture. Large glass doors open to a serene outdoor view, while natural light brightens the room, highlighting the soft tones of the walls and furnishings.
Tower in Fiesole
4.95 out of 5 average rating, 213 reviews

A Big Dream in a Little Tower.

The Tower was created in the late 1800s by an illustrious Englishman, Sir John Temple Leader, in one of the oldest and most important stone quarries belonging to the Medici family. From the same quarry were extracted many important works such as the columns of the Medici chapels, the steps of the Laurenziana library .. all just 5 km from the historic center of Florence.

Top guest favorite
A spacious living area features a modern design with a light-colored sofa and contrasting blue cushions. A sleek black chair is situated beside a television, while a decorative plant adds a touch of greenery. Wooden flooring extends throughout, enhancing the contemporary ambiance.
Vacation home in Saragozza
4.97 out of 5 average rating, 105 reviews

Enjoy Luxury Apt | Design in the center of Bologna

Enjoy Italian elegance in the heart of Bologna. Refined design, premium comfort and curated details define this luxury apartment inside a historic building, just steps from Piazza Maggiore. Fully renovated, stylishly furnished, and perfectly located to explore the city’s best restaurants, boutiques, and cultural gems.

Popular amenities for Castiglione dei Pepoli vacation rentals

  1. Airbnb
  2. Italy
  3. Emilia-Romagna
  4. Bologna
  5. Castiglione dei Pepoli