Vacation rentals in Cupo

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Top-rated vacation rentals in Cupo

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Top guest favorite

A serene swimming pool is surrounded by lush greenery and tall cypress trees. Several lounge chairs are placed along the poolside, offering ample space for relaxation. The water's clear blue hue reflects the bright sky, creating a tranquil outdoor setting.

Guesthouse in Macciano

4.96 out of 5 average rating, 165 reviews

Tuscan cottage with an heavenly view

Heaven's Window takes your breath away. As our only guests, you will be surrounded by infinite views, endless tranquility, sounds of singing birds and calling deer. Down the valley and on your walks you may spot foxes ferrets and wild boar. Collect porcupine quills. Breathe! Halfway between Rome and Florence. Close to Siena, Val d’Orcia and countless hot springs . A private paradise surrounded by divine dining and hilltop jewels of antiquity like Montepulciano and Montalcino of sublime wines.

Top guest favorite

The exterior of a charming stone cottage is presented, featuring large arched windows and a wooden door. Vibrant greenery surrounds the building, with a stone pathway leading to a small outdoor seating area with metal chairs and a table, ideal for enjoying the natural surroundings.

Guesthouse in Perugia

4.99 out of 5 average rating, 123 reviews

Casa etica in Umbria

E' un annesso di 60 mq adatto a coppie che vogliono visitare la nostra regione. Non abbiamo piscina ma abbiamo la tartufaia, il torrente, i caprioli, istrici, cinghiali, i nostri gatti e la cagnetta Moti. Nel giardino troverete erbe frutta e prodotti dell'orto. Dentro la casetta che affittiamo avrete a disposizione il nostro olio di oliva, e liquore di elicriso che produciamo noi. In realtà produciamo anche lo zafferano però questo lo vendiamo ! Naturalmente gli animali sono i benvenuti !

Guest favorite

A spacious terrace features natural wooden beams and panoramic views of the surrounding landscape. Comfortable wooden seating arrangements are placed across the area, creating a welcoming environment. Potted plants add a touch of greenery, enhancing the overall ambiance of the outdoor space.

Villa in Montepulciano

4.95 out of 5 average rating, 221 reviews

Amazing Tuscany Villa, FREE parking

Modern villa with panoramic view in Montepulciano, a few steps from San Biagio. The villa is lovingly furnished and equipped with all comforts for a pleasant holiday. Enjoy breathtaking views of the surrounding countryside from the terrace, or relax in the two spacious gardens at your disposal. You will also have at your disposal a large kitchen to dabble in the magnificent art of cooking, something much loved by us Italians!!! Also available: Free Wi-fi Self check-in Reserved car parking

Top guest favorite

A serene view showcases a rustic guest house surrounded by vibrant autumn foliage and lush greenery. Rolling hills are visible in the background, while the colorful sunset paints the sky in warm hues. An outdoor area features wooden decking and a private hot tub.

Home in Anghiari

4.99 out of 5 average rating, 236 reviews

Casa Rosmarino Eco-Wellness Country Home

Price includes the WELLNESS & COMFORT package as follow: - Wooden fired Hot Tub w/Jacuzzi (1 organic water filling, good for 3/4 days of use) - Infrared Sauna - Wood logs for Fireplace & Hot Tub - Fire starters - House Heating/Air Conditioning - Laundry/Dryer - Shower Gel/Shampoo/Bathrobes - Welcome Appetizers w/Wine - Italian Ground Coffee - Treats during your stay Extra activities (not included) : - Massages, Cooking Classes, Tours & Tasting Please INQUIRE for price & availability.

Guest favorite

A private terrace is visible, adorned with vibrant flowers and a small table set for two. A bottle of wine and two glasses are elegantly placed, inviting relaxation with a view of the terracotta rooftops and the distant landscape under a pastel sky.

Condo in Montepulciano

4.92 out of 5 average rating, 128 reviews

"Dimora Valinda" Montepulciano Piazza Grande +A/C

🏠 Ideal location: within walking distance of stores, restaurants and attractions in the historic center. ❄️ Air conditioning for maximum comfort during hot days. 🛁 Washing machine for extended stays or simply for traveling light. 🌅 Private terrace for relaxing moments outdoors. 🍴 Full kitchen with dishwasher, perfect for those who love to cook even on vacation. 🌐 Ultra-fast 150 Mb/s Wi-Fi, ideal for smart working ☕ Well-stocked coffee station for a perfect start to the day.

Guest favorite

A wooden balcony table is set for tea, featuring delicate china cups accompanied by cookies. A simple vase holds fresh flowers. The stunning countryside view stretches across rolling hills under a clear sky, enhancing the serene atmosphere of the outdoor space.

Apartment in Montepulciano

4.94 out of 5 average rating, 197 reviews

I Tramonti di Eramo , Montepulciano centro.

Benvenuti a Montepulciano, il gioiello delle colline toscane! Il nostro appartamento nel cuore del centro storico offre una vista mozzafiato sulla campagna circostante, regalando un'esperienza autentica e indimenticabile. Potrete uscire di casa e assaporare l'atmosfera storica di Montepulciano. A pochi passi avrete la straordinaria Piazza Grande, ristoranti di ottima qualità e servizi di ogni genere. La Toscana vi aspetta per vivere emozioni uniche.

Top guest favorite

A view from the apartment window shows terracotta rooftops and stone buildings of Assisi. The landscape is dotted with greenery, and a sky filled with soft clouds reflects the historical charm of the neighborhood.

Apartment in Assisi

4.96 out of 5 average rating, 135 reviews

[Breakfast included] Vacation under the Paintings

Prestigious apartment in a historic building from the early 19th century in the center of Assisi overlooking the central Piazza del Comune, therefore not completely silent. BREAKFAST includes a typical Italian breakfast at the BAR TROVELLESI under the house. The ZTL times may vary, so we advise all guests to pay attention and look at the times on the displays before entering the gates with the cameras. CHECK-IN at 4:00 PM CHECK-OUT at 10:00 AM

Top guest favorite

Apartment in Spello

4.97 out of 5 average rating, 204 reviews

Sognando Spello - a luxury 1 bedroom with views

Originally a farmhouse, this medieval building is located in the quiet upper part of the historical centre of Spello. Our apartment is perfect for couples looking for a romantic base to explore Spello and the delights of Umbria. Also consider our nearby properties (separate entrance) at https://www.airbnb.com/h/amiciefamiglia or https://www.airbnb.com/h/ilmuretto if you need additional rooms for guests.

Top guest favorite

A charming stone cottage is surrounded by lush greenery and blooming flowers. A small outdoor seating area with green metal chairs and a table is positioned in the garden, inviting guests to enjoy the peaceful surroundings. The cottage features a sloped roof and a chimney.

Cabin in Massa Martana

4.94 out of 5 average rating, 162 reviews

Chalet di Campagna e mini spa

A welcoming and comfortable nest, immersed in the bright colors of the Umbrian countryside, among roses and lavender, in the silent garden that frames it... Live a romantic dream: let yourself be enveloped by the warmth of the hot tub, under a starry sky and in the heart of the magic of our chalet. An oasis of tranquility, but well connected to all the major attractions of the region...

Guest favorite

A spacious bedroom features a cozy bed with a soft green quilt and decorative pillows. A vintage-style wardrobe and armchair are present, alongside a lamp that casts a warm glow. The room is accented by a barrel-vaulted brick ceiling and is visually connected to a well-lit kitchen area.

Apartment in Assisi

4.96 out of 5 average rating, 189 reviews

Appartamento Piazza del Comune

Grazioso appartamento in pieno centro storico, a pochi metri dalla Piazza del Comune, dalla casa paterna di San Francesco e dal Santuario della Spogliazione, dove riposano, nella chiesa di Santa Maria Maggiore, i resti mortali dal Santo Carlo Acutis. L'appartamento, recentemente ristrutturato, è munito di WiFi gratuito, area condizionata, smart TV e cucina accessoriata.

Top guest favorite

A bright kitchen features a glass ceiling with arched windows, allowing ample natural light. A wooden dining table is adorned with a bowl of fresh fruit, surrounded by chairs. Shelves display various kitchen items, while the overall space is enhanced by potted plants.

Apartment in Orvieto

5 out of 5 average rating, 103 reviews

Casa Teatro

Casa teatro è un elegante appartamento situato all'interno di un prestigioso palazzo nel cuore del centro storico di Orvieto a pochi passi da Piazza del Popolo e dai piu importati siti turistici della città. L'appartamento è arredato con stile, è luminoso, caratterizzato da soffitti e pareti con affreschi attribuiti al famoso pittore ottocentesco Andrea Galeotti.

Top guest favorite

Home in Torreone

4.97 out of 5 average rating, 102 reviews

Tuscany House | View Breathtaking

Casa Belvedere is 10 minute drive from the center of Cortona. Is located along an old Roman road and enjoys a spectacular view of Cortona. Equipped cooking, 2 double room, 2 bathrooms, sofa bed, large garden with provides all the comforts to relax, sunbathe and have lunch under the pergola, enjoying the view of Cortona and the Val di Chiana.