
Holiday rentals in Castiglione dei Pepoli
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Top-rated holiday rentals in Castiglione dei Pepoli
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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

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.

Casa di Delizie - The Medici private leisure house
La Casa di Delizie, a luxurious retreat nestled in a historic guard tower dating back to the Middle Ages, once cherished by the Medici family. Adorned with the exquisite fresco "Caduta di Icaro," this exclusive apartment seamlessly blends rich history with contemporary luxury. Ideally located on Via Orti Oricellari, just 150 meters from the main train station, it provides effortless access to Florence's treasures. Indulge in bespoke experiences and refined amenities for an unforgettable escape!

Appartamento Simona Comfort & Relax
🏡 Benvenuti da Simona Comfort & Relax La tua casa nell'Appennino, tra Bologna e Firenze. ✨ PUNTI DI FORZA: 🔑 Self Check-in: Arrivo in totale libertà h24. 🚗 A1 a 8 min: Uscita "Badia". Tappa ideale tra Nord e Sud in entrambe le direzioni. 🏥 Clinica Nobili: A soli 2 min (10 min a piedi), per stare vicini ai propri cari in un ambiente accogliente. 🌲 Appennino: Tappa Via Lana e Seta e a 5km dai Laghi Suviana e Brasimone. 📍 Vicina al centro: Ristoranti, bar e servizi a pochi passi da casa.

Giglio Blu Loft di Charme
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...

[Ponte Vecchio] Charm and Awesome view of Florence
Make your stay unique and treat yourself to an experience that you will carry within you for a lifetime. Located in the heart of Florence, this magnificent apartment is the ideal solution for those looking for an exclusive and prestigious site to combine with a central location, which is perfect for easily visiting the main sites of interest, all reachable in less than 10 minutes by foot. The views are on Ponte Vecchio, and you can enjoy one of the most fascinating panoramas of the city.

Casa immersa nell'Appennino
La casa è vicino al cammino degli dei e alla vie della lana e della seta. La Casa di 120 mq, composta da Cucina con sala da pranzo, Bagno, Sala da pranzo, Locale Lavanderia, 2 Camere matrimoniali(con armadio a 4 ante), Camera da letto singola (Con armadio a 4 ante) locale lavanderia e giardino. Immersa nel verde dell'appenino tosco Emiliano, A circa 45Km da Bologna e da Firenze, con un paesaggio mozzafiato e perfetto per chi ha voglia di camminare e allontanarsi dal logorio della città.

Casa con vista immersa nella natura_ 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!

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.

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!

Il Castello di 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.

Tower Penthouse in small castle near Florence
900 year old tower-penthouse apartment in Chianti Villa, spacious & super-scenic historical home that combines magical atmosphere with space, light, character, convenience. Painting-like 360° views of Tuscan Hills all the way to Florence; sun-filled, private grounds. Perfect location for an unforgettable family stay. Ample private property (including forest). Walking distance from village shops. Convenient location, Florence in sight.
Popular amenities for Castiglione dei Pepoli holiday rentals
Other great holiday rentals in Castiglione dei Pepoli

B&b Casa Rioletta

Casa "Il Campanile"

Impressive renaissance residence w/lift

Casa luminosa con giardino e vista sui monti

[Oltrarno Elegance] Hidden Gem with Florence Views

Antico maniero La Ploca

Loft Salvia: Vista mozzafiato e relax nella natura

Palazzina Maresa - Loft 4
Destinations to explore
- Cathedral of Santa Maria del Fiore
- Santa Maria Novella
- Santa Maria Novella
- Bologna Center Town
- Ponte Vecchio
- Basilica of Santa Maria Novella
- Bologna Fiere
- Piazza del Duomo (Pisa)
- Mugello Circuit
- Stadio Renato Dall'Ara
- Mercato Centrale
- Pisa Centrale Railway Station
- Uffizi Gallery
- Stazione Santa Maria Novella
- Fortezza da Basso
- Parco Nazionale delle Foreste Casentinesi, Monte Falterona e Campigna
- Piazza della Repubblica
- Parco delle Cascine
- Autodromo Enzo e Dino Ferrari
- Appennino Tosco-emiliano National Park
- Del Chianti
- Piazzale Michelangelo
- Pitti Palace
- Boboli's Garden





