
House holiday rentals in Cupramontana
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Top-rated house rentals in Cupramontana
Guests agree: These houses are highly rated for location, cleanliness and more.

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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San Vicino Guesthouse
The cottage is located among the hills of the Marche region in a really quiet and peaceful area ideal for spending moments of peace and quiet.We are in the land of Verdicchio di Matelica just minutes from the Frasassi Caves, less than an hour from the Adriatic coast and the Sibillini mountains.Convenient location to reach the magnificent villages of Marche and Umbria. In the area you will find cycle paths, the airfields of Mount Cucco. The village is an important stop on the Capuchin Way.
LocationHospitalityLaundry

Wellness Grotto & Panoramic View | Lucy's House
• A unique retreat in the heart of Spello • Unwind in the private panoramic courtyard with hot tub, outdoor fireplace, and the silent Umbrian valley stretching out before you. Step inside, light the fireplace, and descend into your private wellness grotto: infrared sauna and chromotherapy hydromassage tub, for your exclusive use throughout your entire stay. No timetables, no other guests. Just you. 🫧 Full exclusive access to the wellness grotto is included with every booking 🫧
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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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DREAM IN THE HEART OF 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.
ValueFamilyView

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 hydromassage, 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.
LocationAmenitiesParking

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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Apartment for 4 pers. with pool, min stay 5 nights
Peace, space, and panoramic views Escape the crowds in this peaceful little paradise. Enjoy our panoramic pool with comfortable sun loungers and relaxed hammocks on the large terrace. While you’ll find complete privacy here, the medieval village of Poggio Cupro is just a few minutes' walk away. For cozy restaurants, bars, and shops, a 5-minute drive (2 km) takes you to Cupramontana. The perfect home base for discovering authentic Italy!
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[Rustic House] with patio and garden, Assisi center
Caldo e accogliente alloggio a 100 mt dalla Basilica di San Francesco. La casa con i suoi soffitti a vista, le pareti in pietra, la pavimentazione in cotto e i generosi spazi esterni è dotata di: 1 soggiorno con divano letto 1 angolo cottura 1 camera con letto matrimoniale 1 bagno con finestra a lucernario infine un accogliente patio all’ingresso e una terrazza/giardino
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Popular amenities for Cupramontana house rentals
House rentals with a pool

Casale Cesare
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Farmhouse with garden and pool for exclusive use of wifi
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Casale Biancopecora, Casa Ghianda
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Villa degli Olivi
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Getaway to Umbria, Villa Claudia
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GrazieSole Agriturismo exclusive whole house
LocationCleanlinessHospitality

Stone Villa: view, pool, bbq, a/c ensuite bedrooms
LocationFamilyPool

Laura's Country House
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Weekly house rentals

Dimora Valentina La Siligata Firenzuola di Focara, Italy
LocationFamilyAir conditioning

Farmhouse in the hills 10 minutes from the sea of Senigallia
LocationFamilyLaundry

Vitali House Umbria, Villa with Garden
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Casa Flavia
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The cottage in nature
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Marche farmhouse with sea view in Fano (PU)
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Genga Terme Retreat | Cozy 1 BR Apt. near Frasassi
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Villa overlooking Rimini and San Marino
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Private house rentals

Casa il Sole, the house in the castle
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The Corner of the Tower "elegant home"
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Casa Cicetta Accommodation 1296
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CASA DE NONNA PEPPA farmhouse all to yourself
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PalmHouse Cristian
LocationFamilyIndoor spaces

La Casa de Artemide
LocationFamilyDecor

Sorgiva
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The flowered loggia - "Apartment "Le Violette"
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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
- Fiabilandia
- Furlo Gorge Nature Reserve
- Spiaggia Urbani
- Sibillini Mountains
- Tennis Riviera Del Conero
- Mount Subasio
- Parco Naturale del Monte San Bartolo
- Sirolo
- Gola del Furlo
- Rocca Roveresca
- Castello di Gradara
- Spiaggia di San Michele
- Fonti Del Clitunno
- Palazzo Ducale
- Rocca Maggiore





