
Holiday houses in Castiglione
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Top-rated holiday rentals in Castiglione
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Poggelleri the postcard on Poppi and Tuscan hills
Imagine waking up with the golden light of Tuscany filtering through the windows, the intoxicating scent of the countryside and the feeling of absolute peace. This villa awaits you for an unforgettable experience. Located in an exclusive and private location, it offers breathtaking views of rolling hills within walking distance of the most beautiful cities of art. If you are looking for a refuge where time seems to stand still, where beauty is everywhere and exclusivity is the watchword, you have found your ideal destination.
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House "Independent" close to the Historic Center
This independent house, located a few steps from the walls surrounding the historic center of the Republic of San Marino, is the top place for those seeking relax, privacy and a breathtaking view of the surrounding mountains. The house, modern and with attention to detail, is perfect for families, couples or small groups who want to live an unforgettable experience. Large and well-organized spaces are designed for your every comfort. Free parking a few steps from the front door. Pets are welcome
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La Casetta di Roby · relaxing in the cool • free parking
La Casetta di Roby è il posto dove rallentare davvero, dove la corte privata diventa il tuo spazio personale e le pareti raccontano storie di mare e di Romagna. Pensata per chi vuole vivere Cesenatico con autenticità, in una zona tranquilla e comoda, raggiungendo il mare e il centro in pochi minuti in bici. Comfort e ospitalità sono di casa. Il luogo ideale per coppie, famiglie e viaggiatori che cercano un'esperienza calda, personale e diversa dalle solite. A soli 20 minuti dalla Fiera di Rimini
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Sode del Mardello Farm
Completely renovated apartment in a semi-detached house in the hills of Civitella di Romagna. Located in the countryside, the apartment, which is on the ground floor, is surrounded by fields and woods that offer quiet and natural views. It has parking and is 30 km from Forlì, 50 km from the Romagna Riviera, 10 km from Santa Sofia where you can relax in the waters of the Bidente River and 23 km from the Ridracoli Dam in the Foreste Casentinesi Park. It is 2.8 km from the center of Civitella.
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LUXURY VILLA BELVEDERE - Sea View with Pool & Spa
Providing a truly authentic italian experience, the spacious and gorgeously decorated Villa Belvedere is magnificently set in a unique corner of the ancient village of Bertinoro, with breathtaking views of the peaceful and pictoresque Romagna hills, sea and coastline. Infinity pool heated upon request, hot tub, sauna, steambath, professional gym; cinema room, billiard, bar corner with wine cellar, fully furnished and carefully designed and maintaned garden with barbecue and outdoor games.
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Campo Dei Fiori Residence [Free Parking and Wi-Fi]
Benvenuti in un ampio appartamento di 120 mq con parcheggio GRATUITO sotto casa. L'appartamento è a 15 min a piedi dalla stazione e dal centro storico, dove poter visitare i monumenti patrimonio UNESCO di Ravenna. Situato in una zona tranquilla e strategica, ideale sia per lavoro che per vacanza; servita da ristoranti, bar, supermercati e farmacia. Davanti alla casa è presente la fermata del bus per raggiungere il mare di Marina di Ravenna, Punta Marina o qualsiasi zona della città.
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Dimora Virgili - Urbino - (Full Historic Center)
Dimora Virgili è un ampio appartamento di 80mq situato nel pieno centro storico di Urbino, all’interno di uno dei palazzi più antichi della città. Gli spazi sono generosi e dotati di tutti i comfort, pensati per un soggiorno comodo e rilassato. Inserita in un contesto storico di grande valore, la dimora unisce ambienti curati e funzionali a un’atmosfera silenziosa ed elegante. Ideale per chi desidera vivere Urbino con calma, abitandone la storia senza rinunciare alla comodità.
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Sea View Attic
Attico Vista Mare, unique in the town, spectacular terraces where you can eat or entertain on comfortable sun loungers, unique location directly on the sand. Given the height position, ventilated and the triple view I guarantee you will never suffer the heat even in August. Just like you'll never forget the chance to enjoy the sunrise wonders (directly in the bed) and sunsets. The private solarium allows you to have a stunning 360-degree view. Have a great vacation.
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Glamping Pandaland - Sisley
This cozy 18-square-meter wooden mini house offers a perfect retreat for those seeking relaxation and simplicity. Inside you will find everything you need for a comfortable stay: bed, equipped kitchenette and private bathroom. Outside, surrounded by trees, a heated hot tub, ideal for relaxing under the stars or after a day outdoors. A peaceful corner where you can rediscover silence and contact with nature, without sacrificing essential comforts.
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Nature Retreat | Peace & Relax in the Hills
A stone house immersed in nature, in the heart of Romagna, between the Apennines and historic villages. A peaceful and quiet place for those seeking slow living, intimacy and relaxation, with a private hot tub. La Cappelletta holds generations of memories and is now a space to live slowly: sleep, cook, taste, meditate and enjoy the silence. Perfect for romantic stays, escapes from the city, retreats with friends or weekends away from the noise.
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Small detached house with panoramic view
Small detached house with large outdoor space and adjacent olive grove. Small bathroom equipped with shower and window. Loft with double bed and necessary to relax outside (umbrella and deck chairs). Sofa bed and air conditioning. The house has a kitchenette including an oven, fridge, microwave and electric hob. There is a path in the house. Outside there is a wood-burning stove space and a barbecue space.
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Spacious Historic Palazzo in the Heart of Ravenna
Experience authentic Italy in a spacious 2,500 sq ft home set in an elegant historic palazzo in the heart of Ravenna. 3 bedrooms, 3 bathrooms and a private terrace, steps from UNESCO mosaics, restaurants and cafés. Just 15–20 minutes from the Adriatic beaches and ideally located for exploring Bologna, Florence, Venice and Italy’s Motor Valley, home to Ferrari, Lamborghini and Ducati.
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Popular amenities for Castiglione holiday rentals
Other great holiday rentals in Castiglione

Villa dei Leoni
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vacation with exclusive use of the pool!
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Casa Viola – Country Villa
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Private Nature Mini House • Wood-Fired Hot Tub
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At Silvio's house
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Spacious house for relaxing holiday
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Vacation apartment for rent in Cervia
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House of the Sundial
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Destinations to explore
- Pinarella Di Cervia
- Bologna Center Town
- Mirabilandia
- Bologna Fiere
- Mugello Circuit
- Fiera Di Rimini
- Stadio Renato Dall'Ara
- Misano World Circuit
- Parco Nazionale delle Foreste Casentinesi, Monte Falterona e Campigna
- Piazza Maggiore
- Autodromo Enzo e Dino Ferrari
- Palacongressi Della Riviera Di Rimini
- Italia in Miniatura
- Oltremare
- Furlo Gorge Nature Reserve
- Eremo Di Camaldoli
- Fiabilandia
- Centrale
- Parco Naturale del Monte San Bartolo
- Papeete Beach
- Porta Saragozza
- Gola del Furlo
- Castello di Gradara
- Basilica di Sant'Apollinare in Classe





