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Holiday rentals in Cupramontana

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Top-rated holiday rentals in Cupramontana

Guests agree: these stays are highly rated for location, cleanliness and more.

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Top guest favourite
The Villa is set among olive trees, featuring a tranquil saltwater pool surrounded by lounge chairs. A stone terrace offers shaded seating, and the rustic building showcases large windows and natural materials. The expansive grounds create an inviting space for relaxation and leisure.
Home in Spello
5 out of 5 average rating, 15 reviews

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.

Top guest favourite
A serene beach scene features gentle waves lapping against the shore, framed by lush greenery and vibrant yellow wildflowers in the foreground. In the distance, two figures stroll along the sandy beach, with rocky cliffs visible against a bright blue sky.
Apartment in Polverigi
4.96 out of 5 average rating, 69 reviews

Casale nella Natura

Casale di campagna che propone attimi di tranquillità in un'atmosfera serena, produciamo vino DOC e Olio EVO. Le Marche sono piene di meraviglie regalate da Madre Natura, il mare, le montagne, le vallate costellate di fiumi, le gole e i passi naturali dell’Appennino, o costruite dalla sapienza di artisti di fama. Ma le opere create dalla semplice mano del contadino non sfigurano certo nel panorama che si apre al tuo sguardo. "..che la passeggiata ti sia lieve, viaggiatore, e il cuore leggero.”

Top guest favourite
Loft in Fano
4.96 out of 5 average rating, 114 reviews

Penthouse BeachFront All Inclusive for Families

Luxury SeaFront Penthouse with a 360° Stunning View for Families and Large Groups of up to 10 People. ALL INCLUSIVE: • Private Beach in Front of the House: with 3 Umbrellas, 9 Sunbeds, and a Free Pool⛱️ • Super Breakfast at 2 Top Bars 🥐 • 2 Parking Spaces 🅿️ This 140m2 Super Loft is located in Fano's most central building: restaurants, bars, supermarkets, and shops, just 100 meters from the historic center. Furnished to the highest standards with the best Made in Italy products.

Guest favourite
Home in Spello
5 out of 5 average rating, 18 reviews

Wellness Grotto & Panoramic View | Casa di Lucy

• 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 🫧

Top guest favourite
A cozy bedroom features a spacious bed dressed in light blue bedding. A stone wall adds texture alongside warm wooden beams overhead. A minimalist closet and shelving unit are integrated into the design, while a comfortable armchair invites relaxation in the corner.
Home in Maiolati Spontini
4.97 out of 5 average rating, 118 reviews

Dimora nel Borgo - Relaxing Home

La “Dimora nel Borgo” è una accogliente abitazione nel centro storico medioevale di Maiolati Spontini, in essa si respira una atmosfera rilassata e confortevole, data dalla recente e accurata ristrutturazione, e dall'ambiente circostante tranquillo e silenzioso,  all'interno di un cortile di altri tempi. A pochi metri dall'abitazione ci sono sempre parcheggi disponibili e gratuiti, non ci sono restrizioni ZTL riguardanti il centro storico. La casa è completa di tutti i servizi.

Top guest favourite
Home in Caprile
4.97 out of 5 average rating, 39 reviews

Casa Montana in Pietra-Giardino-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.

Top guest favourite
A rustic farmhouse is set against a clear blue sky, surrounded by lush green grass and trees. The two-story structure features a mix of traditional stone and plaster walls, with multiple windows and a spacious outdoor area ideal for relaxation.
Home in Monte Roberto
4.95 out of 5 average rating, 38 reviews

La Casa Colorata

"La Casa Colorata" è una struttura d'altri tempi. Immersa nella campagna tipica del territorio dove le colline, tappezzate di campi di grano, di girasoli e di vigneti, avvolgono lo sguardo senza parsimonia. Potrete vivere un'esperienza di autentico contatto con la natura, i cui profumi e suoni vi accompagneranno in ogni momento della giornata. La cascina è circondata da alberi di vario tipo: gelsi, roseti, alberi da frutto e la storica passione per fiori di ogni genere.

Guest favourite
A rustic stone house with a tiled roof is displayed, featuring wooden shutters and a wide entrance. A staircase leads to the upper level, while a stone barbecue area is visible to the side, surrounded by greenery and fields.
Cottage in Macerata
4.93 out of 5 average rating, 85 reviews

La casa nell'antico granaio

Il podere di campagna, circondato da ulivi, querce secolari sarà tutto per voi a soli 25 minuti dal mare e a un' ora dalle pista da sci di Sassotetto. Ideale per coppie o famiglie in cerca di relax, la nostra casa è immersa in un silenzio d’altri tempi. Siete a 10 minuti di macchina da Macerata e a mezzora dalle spiagge. Lo spazio sarà a vostra esclusiva disposizione. Disponiamo di Home Theatre con impianto HiFi. Possibilità di usufruire del forno a legna previo accordo.

Guest favourite
A dining area is shown, featuring a rectangular table surrounded by six chairs. A decorative tablecloth covers the table, which holds a bottle of water and a bowl of fruit. A carpet lies beneath the table, and warm-colored walls create a cozy ambiance.
Flat in Cupramontana
4.83 out of 5 average rating, 40 reviews

Lo Sfizio Deliziosa a Cupramontana

Delizioso appartamento in un bellissimo palazzo del 700 situata in un vicolo tranquillo del centro storico. L'appartamento completamente ristrutturato con volte suggestive in pietra e mattoni a vista e' molto fresco ed e'ideale per 6 viaggiatori. Delightful holiday home on a beautiful 18th century building located in a quiet alley of the historic center. The fully renovated apartment with striking stone and brick ceilings is very cool and is ideal for 6 travelers.

Superhost
Home in Belfiore
5 out of 5 average rating, 3 reviews

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.

Top guest favourite
A vibrant rainbow arcs across a clear sky, positioned above a charming house nestled on a rolling hillside. Lush greenery surrounds the property, complementing the serene landscape that stretches into the distance.
Barn in Serra de' Conti
5 out of 5 average rating, 9 reviews

Casetta Valentina Ex Fienile

Casetta Valentina è un ex fienile all' interno della corte del Casale del Gelso (antico casale di fine 800) e situato nella campagna marchigiana. Indipendente, è formato da un appartamento di circa 60mq. Molto luminosa e panoramica, dispone di una terrazza/solarium e di un piacevole e bellissimo spazio privato. Appena ristrutturata dispone di tutte le comodità armonizzando la tradizione con le moderne esigenze.

Top guest favourite
The aerial view showcases the elegant Guest House surrounded by well-manicured green landscapes, vineyards, and trees. A winding gravel driveway leads to the house, highlighting its rustic charm and tranquil setting amidst the rolling hills of the Marche region.
Farm stay in Cingoli
4.98 out of 5 average rating, 84 reviews

The Guest House of the Tavignano Estate

The Tavignano estate is located in the heart of the Marche region, within the famous DOC of Verdicchio dei Castelli di Jesi, between the valleys of the river Esino and the Musone on one side, and between the Apennines and the sea on the other side. From the highest promontory of the Estate dominates the manor house, which houses the barrique, the family house, and an elegant Guest House.

Popular amenities for Cupramontana holiday rentals

  1. Airbnb
  2. Italy
  3. Marche
  4. Ancona
  5. Cupramontana