
House holiday rentals in Cupramontana
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Top-rated house rentals in Cupramontana
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Villa overlooking Rimini and San Marino
A recently renovated rustic villa overlooking the Romagna coast and San Marino. Three spacious bedrooms, two bathrooms with two showers, a large living room with a sofa, and a fully equipped kitchen. Immerse yourself in nature and take advantage of the large porch on starry nights. Access the swimming pool just 900 metres away with an adjacent restaurant, at discounted prices. Visit San Marino, Verucchio, Santarcangelo di Romagna, Rimini, Riccione and much more in just a few minutes. Cin: IT099028C1V8NP8K8F
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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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Villa degli Olivi
Nestled among the ancient olive trees, Villa degli Olivi offers a haven of serenity and sophistication and is a short stroll into the cobblestoned paths of Spello along a flat, tree lined lane. This recently renovated Villa offers modern luxury while maintaining its Italian roots. Offering 4 bedrooms, 3 full baths and the possibility for 2 additional guests with a sleeper sofa. A cozy studio apartment with full kitchen, bathroom, laundry and sleeper sofa is also available for an additional cost.
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La Perla del Lago Holiday home on Lake Trasimeno
La Perla del Lago:il tuo rifugio al Trasimeno Ritrova la tua armonia in questa oasi di pace assoluta. Lasciati incantare dalla nostra vista magica e dai tramonti che il Lago regala ogni sera. La Casa Vacanze La Perla del Lago domina lo specchio del Trasimeno. A 8 minuti trovi la superstrada per visitare borghi come Firenze, Perugia, Gubbio, Spoleto, Norcia e molti altri. Nel borgo avrai bar,ristoranti,market, farmacia, bancomat e aree bimbi;a 3 km sorge un'azzurra piscina per il relax estivo.
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All-Inclusive Sea Villa • 16 Guests • Beach&Center
⭐ ALL-INCLUSIVE LUXURY FOR GROUPS UP TO 16 🏖 Beach Resort + 🥐 Breakfast + 🅿️ Parking + 🫧 Jacuzzi + 🪴 Garden INCLUDED 📍 1 min walk to beach & historic centre ✨ This is not just a house — it’s a full experience. Stay in the heart of Fano, just 1 minute walk from both the beach and the historic centre. Perfect for families and large groups up to 16 guests who want space, privacy and everything already included. Everything is designed to give you maximum comfort with zero stress.
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Casa Spagnoli
Following the recent implementation of the Limited Traffic Zone (ZTL), it is not possible to access our car park during closed hours. Historic residence right in the heart of Assisi's old town, convenient for getting around on foot, with free on-site parking. The house features a spacious dining room overlooking the Basilica of Santa Chiara, a kitchen, and two bedrooms with two en suite bathrooms equipped with a bathtub and shower. Equipped with Wi-Fi, television and heating.
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A JUMP IN THE ANCIENT ASSISI PERFETTA LETIZIA HOME
In the heart of the ancient Roman city of Asisium, between the splendid theater and the suggestive forum, where narrow streets with enchanting gaps run between arches, flowered vases, intertwining staircases, gardens, stone walls, and a luxurious villa still stands. Inhabited since the dawn of time by a noble family, it is still today embellished by a marvelous and large garden with a breathtaking view of the imposing Rocca and the entire deep valley: this is our structure.
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Montana House in Stone-Garden-Panorama-Jacuzzi
House on two levels connected by an internal staircase, with independent entrances. On the ground floor there is a fully equipped kitchen, a living area, and a bathroom with a whirlpool bathtub. Upstairs you’ll find two bedrooms, including one with a double bed, a versatile room that can be used as a living room or bedroom, and a second bathroom. Three satellite TVs. Spacious, well-kept and comfortable interiors, ideal for couples, families or small groups looking to relax.
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The Colored House
"La Casa Colorata" is a structure from another time. Immersed in the typical countryside of the area where the hills, carpeted with fields of wheat, sunflowers and vineyards, envelop the eye without parsimony. You can experience authentic contact with nature, whose scents and sounds will accompany you at any time of day. The farmhouse is surrounded by various types of trees: mulberry trees, rose gardens, fruit trees and the historic passion for flowers of all kinds.
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Casale del Menotre | Countryside Umbrian Retreat
Just minutes from Assisi, between Rasiglia, Spello, and the Menotre Waterfalls, the tourist rental welcomes you. After a day discovering Umbria, just relax in the hot tub, hammock, deckchairs and BBQ area immersed in nature and the silence of the Umbrian landscape. The house has Wi-Fi, Smart TV with access to personal Netflix, air conditioning and 3 bedrooms, one of which has a private bathroom. Non-entrepreneurial tourist rental without additional services.
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The Aurora Residence inside the Castle of Gradara
Intimate and charming 90-meter house inside the romantic Castle of Paolo and Francesca, in the hinterland of the Marche and Romagna Riviera. The privileged location: inside the walls of the Castle and in the heart of the charming medieval village, among shops, bars, taverns, restaurants and the convenience of being 10 minutes from the sea. The comfort of a real home inside the castle of the legendary love story. Parking is also available and pet-friendly!
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Dimora nel Borgo - A Relaxing Home
The “Dimora nel Borgo” is a cozy home in the medieval historic center of Maiolati Spontini. It offers a relaxed and comfortable atmosphere, thanks to the recent and careful renovation, and the quiet and peaceful surrounding environment, inside a courtyard of yesteryear. A few meters from the house there are always free parking spaces available, there are no ZTL restrictions regarding the historic center. The house is complete with all amenities.
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Popular amenities for Cupramontana house rentals
House rentals with a pool

Farmhouse with garden and pool for exclusive use of wifi
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Cottage surrounded by nature
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Hamlet of San Biagio a Colle - Casa del Prete
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Fonte Sala Agriturismo - Zefiro
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Getaway to Umbria, Villa Claudia
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House with a view of the valley
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House of the 5 Senses – SPA – Trasimeno View
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GrazieSole Agriturismo exclusive whole house
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Weekly house rentals

Vitali House Umbria, Villa with Garden
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Farmhouse in the hills 10 minutes from the sea of Senigallia
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San Vicino Guesthouse
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The cottage in nature
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PalmHouse Cristian
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Marche farmhouse with sea view in Fano (PU)
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Wellness Grotto & Panoramic View | Lucy's House
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CasaLu
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Private house rentals

La Bellavista - Garden & View relax historic center
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Dimora Valentina La Siligata Firenzuola di Focara, Italy
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Country house on the hill. Dependance 4/6 pax.
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Casa Flavia
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The ancient lemon grove
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Genga Terme Retreat | Cozy 1 BR Apt. near Frasassi
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La Casa de Artemide
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The Pope's Caprice
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Destinations to explore
- Riviera del Conero
- Misano World Circuit
- Senigallia Beach
- Frasassi Caves
- Basilica of St Francis
- Palacongressi Della Riviera Di Rimini
- Sibillini Mountains National Park
- Shrine of the Holy House
- Oltremare
- Furlo Gorge Nature Reserve
- Fiabilandia
- Sibillini Mountains
- Tennis Riviera Del Conero
- Mount Subasio
- Spiaggia Urbani
- Parco Naturale del Monte San Bartolo
- Sirolo
- Gola del Furlo
- Rocca Roveresca
- Castello di Gradara
- Spiaggia di San Michele
- Fonti Del Clitunno
- Rocca Maggiore
- Palazzo Ducale





