
Holiday rentals in Montecastelli
Find and book unique accommodation on Airbnb
Top-rated holiday rentals in Montecastelli
Guests agree: these stays are highly rated for location, cleanliness and more.

Annex in the Cardaneto Castle
Studio apartment in the Cardaneto Castle (8th century) with swimming pool, private parking and 4,000 sqm of garden. 2 km from one of the most beautiful villages in Italy, Montone, famous for the tourist attractions and events that make it a unique place. The studio of about 50 sqm has a separate entrance overlooking the garden, a living room entrance, a double bedroom and a bathroom. ADSI historic residence. Panoramic swimming pool overlooking Montone. Also available apartment with kitchens and private balcony.

Farmhouse Fattoria La Parita
Provencal-style apartment nestled between vineyards and olive trees. You will enjoy the tranquility of the countryside 10 km from the city and 4 km from the highway. The song of jays and cuckoos will be the soundtrack to the stay while the roe deer graze among the olive trees. A basic Italian breakfast is included (coffee, tea, milk, biscuits, etc.), but if you prefer a richer breakfast served at the table, the cost is €15 per person (€10 from 5 to 15 years, free under 5 years). EV wallbox available.

Palazzo Monaci - Pool in the Crete Senesi
Welcome to Palazzo Monaci! An oasis of nature and unique beauty, in the heart of the Crete Senesi, in Tuscany. A residence with a pool and a breathtaking view of the Crete Senesi. Perfect for couples or families looking for a relaxing vacation. The location is perfect for exploring the surrounding areas. You can hike in the Tuscan countryside, visit the characteristic medieval villages, taste the delicious local wines, and immerse yourself in the culture and history of this fascinating region.

Torre Villa Belvedere Luxury & Relax with pool
"TORRE VILLA BELVEDERE" Meraviglioso appartamento di 260 metri quadrati , in Villa del XII sec .La piscina privata ( lunga 15 metri e larga 5 metri ) ,biliardo, biliardino, freccette,ampio giardino , portico 80 mq, barbecue,palestra e area relax all'interno della Torre. Comodo parcheggio privato all'interno della struttura. Situato in posizione strategica ,12 Km da Perugia, 4km dalla superstrada,può ospitare comodamente fino a 8 ospiti 3 camere matrimoniali con bagno privato, Tv, cassaforte

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.

Villa San Martino, on the Tuscany/ Umbria border
Villa San Martino is not just another holiday in Tuscany or Umbria - this is a really special place. With spectacular views across the world famous Niccone Valley towards Mercatale di Cortona, relax in the infinity pool, or dine alfresco on the terrace. From the villa you can easily access the enchanting towns of Cortona, Pienza, Montepulciano, Siena, Perugia, Assisi and Florence. The Niccone valley is home to delightful restaurants and you can sample great local Tuscan & Umbrian cuisine.

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

Romantic spot Umbria "LeRose"
An immaculately presented Italian cottage set amidst the romantic views of the Niccone Valley, ideally suited for a couple seeking peaceful relaxation in luxurious surroundings-Nestled within the grounds of a larger villa, the cottage is completely independent from the Main House, ensuring privacy and tranquility. It is lovingly maintained by the estate’s dedicated staff- the cottage offers the perfect escape, all within easy reach of some of Umbria and Tuscany’s most renowned attractions.

Umbrian House with Swimming Pool
Inside the prestigious Antognolla Golf estate, you will find this splendid typical Umbrian farmhouse with swimming pool, with an enchanting landscape surrounded by greenery and panoramic views of the hills of the Green Heart of Italy. Elegant and refined, it offers the possibility of a stay in total relaxation. It is located about 20 minutes from the historic center of Perugia and half an hour from Umbria International Airport. Forget all worries in this spacious oasis of serenity.

Tofanello Orange Luxury and Modern Comfort with Outdoor Pool
Escape to the rolling hills of Umbria in this updated farmhouse (90 m2 over 2 floors) that retains its original charm. The home features classic beamed vaulted ceilings, original stone finishes, an indoor wood-burning fireplace, private entrance and a private garden terrace. The shared pool has a large sun lounge area. If your favourite dates aren't available anymore take a look at our turquoise apartment. Turquoise: https://www.airbnb.com/rooms/plus/9430389.

The dryer
The house is in a good location for country walks, wildlife, sun, and sightseeing. It's in a nature filled valley with easy routes to interesting places like Siena or smaller towns such as Montone. The house is desirable because of the location, the people, the ambiance, the outdoors space, and the neighborhood. This small place is good for couples and solo adventurers. Wi-fi access has recently been improved in the house.

Hamlet of San Biagio a Colle - Chestnut House
On the edge of Città di Castello's territory, looking over to Tuscany and immersed in a landscape which only nature can paint, lies the little hamlet of Borgo San Biagio a Colle. Home of the chestnut (La Casa del Castagno) , perfect for 3 people, warm and comfortable, full of atmosphere.
Popular amenities for Montecastelli holiday rentals
Other great holiday rentals in Montecastelli

Villa Mulino a Vento

Casa Maestra, Umbria hills, AC, large heated pool

Ancient Mill on the Tiber - Alte Mühle am Tiber

Villa Montecastelli By MMega

Proceno Castle, Loggia Apartment

VillaSubasioRelax, Umbria, Spello, Assisi, swimming pool

La Querciola

Villa Elisa | Private Pool, Air/Co & Amazing View
Destinations to explore
- Lake Trasimeno
- Eremo Di Camaldoli
- Frasassi Caves
- Misano World Circuit
- Basilica of St Francis
- Avignonesi Winery Fattoria Le Capezzine
- Oltremare
- Furlo Gorge Nature Reserve
- Palazzo Pubblico
- Mount Subasio
- Santa Maria della Scala
- Rocca Maggiore
- Siena Cathedral
- Abbey of Monte Oliveto Maggiore
- Monte Cucco Regional Park
- Val di Chiana
- Cathedral of San Lorenzo
- La Scarzuola
- Giardini del Frontone
- Terme San Filippo
- Girifalco Fortress
- Pozzo di San Patrizio
- Spoleto Cathedral
- Viale Ceccarini




