
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

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.

PrivateGrottoSPA & Panoramic HotTub in the Village
• 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 🫧

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.

Casa Spagnoli
Following the recent activation of the limited traffic zone (ZTL), our garage cannot be reached during closing hours. A period residence in the heart of the historic center of Assisi, convenient for getting around on foot with free on-site parking. The house includes a large dining room with a view of the Basilica of Santa Chiara, a kitchen, and two bedrooms with two private bathrooms equipped with a bathtub and a shower. Equipped with Wi-Fi, television, and heating.

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.

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.

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.

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!

Country House with Pool and Garden
Country house with swimming pool and garden - The farmhouse with swimming pool is located in the countryside with well-kept and completely renovated furnishings, for a relaxing vacation 5 km from the Fiastra Abbey Nature Reserve, 30 km from the entrance to the Monti Sibillini Park, 30 km from the Adriatic Sea and 60 km from the Conero Riviera.

Rustic country house near Recanati with pool
This beautiful restored farmhouse is located in the peace and tranquility of the Marche countryside, yet is only a 5 minute drive from the picturesque and bustling town of Recanati. The stunning beaches of the Marche coastline are only a 20 to 25 minute drive away, whilst the Sibilini mountains can be reached in an hour.

La Casa dell'Olmo
Our farmhouse is located in the Assisi countryside. Renovated with original materials, sandstone and wood finishes, it is immersed in nature, well furnished and welcoming with a large garden and a square to park your cars.
Popular amenities for Cupramontana house rentals
House rentals with a pool

Almifiole

For those who love tranquility!

Casale Cesare

Farmhouse with garden and pool for exclusive use of wifi

Tower - Fonte Sala Agritourism

Casale Biancopecora, Casa Acorn

CV - A Cosy Countryhouse with a view in Umbria

Il Posto Umbria - upstairs - apartment for 6
Weekly house rentals

Farmhouse in the hills 10 minutes from the sea of Senigallia

Vitali House Umbria, Villa with Garden

San Vicino Guesthouse

Casa Flavia

The cottage in nature

PalmHouse Cristian

Marche farmhouse with sea view in Fano (PU)

Genga Terme Retreat | Cozy 1 BR Apt. near Frasassi
Private house rentals

Casa il Sole, the house in the castle

Dimora Valentina La Siligata Firenzuola di Focara, Italy

The Corner of the Tower "elegant home"

The Conero Cottage

CASA DE NONNA PEPPA farmhouse all to yourself

Romantic suite in the village of Castelleone di Deruta

Maestrale Cottage - M&M Holiday House

Sunset hideaway
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





