
Holiday rentals in Montecastelli
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Top-rated holiday rentals in Montecastelli
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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.

House for two family’s of 4
Bring the whole family to this great place with lots of room for fun. The house consists of two apartments with there own kitchen and bathroom. Each apartment has two bedrooms with two single beds and a dubbel bed. There are two swimming pools on the property. The one in front of the apartments is private if the two apartments are booked together. The larger pool is shared. Casa Montecastelli is located in Umbertide in the Umbria region, 6 km from beautiful Montone. It features free Wi-Fi, bar

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.

Fattoriafontenovo, country house Perugia Umbria
Welcome to our charming apartment in Fattoria Fontenovo in Umbria fresh hills !This cozy retreat at our historic Fontenovo Farm, owned by our family for over 100 years, offers the perfect blend of privacy and tranquility. Some areas of the spacious villa remain unoccupied and others are reserved for your use. During the stay, you'll be the sole occupants, apart from the owners who may occasionally be in another part of the house. Enjoy the lush gardens, private pool, and serene countryside.

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

Casa Rosmarino Eco-Wellness Country Home
Summer 2026 villas w/private pool available : airbnb.com/h/casaflavia10 airbnb.com/h/villaflaviaarezzo Price includes: - Infrared Sauna - Wood for Fireplace - Fire starters - Heating/Air Conditioning - Laundry/Dryer - Shower Gel/Shampoo/Bathrobes - Welcome Appetizer w/Wine - Treats during your stay Pool & parking lot are shared areas. We have 6 units for rent Extra activities (not included) : - Massages, Cooking Classes, Tours & Tasting Please INQUIRE for price & availability.

Chicca: Cortona's historic centre
Bright, delightful and welcoming apartment located right in the heart of the historic center of Cortona with an unforgettable view: the town hall on one side and Lake Trasimeno and the Valdichiana on the other. The apartment has been recently renovated and consists of a living room with sofa bed, a small kitchen, a double bedroom and two bathrooms. The apartment has WiFi, heating and air conditioning, a washing machine, oven, microwave, hairdryer and flat iron.

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.

Podere Pereti Nuovi – Modern Tuscan Villa
Podere I Pereti was entirely build by our grandfather Remo in the 1970's. My siblings and I spent most of our summers on the porch with our grandparents watching sunsets and admiring the view of the Val d'Orcia. Entirely surrounded by vineyards and olive groves. Nonno Remo, besides having a building company, proudly produced Orcia red wine that was consumed by the family. From the 150 olive trees, every November we filled our tanks with green gold olive oil.

Country house with pool in northern Umbria bordering Tuscany
We are renting out our beautiful, restored house. It is in an absolutely secluded location in the forest with a fantastic view. We have a huge plot and garden with a pool for private use. Wi-Fi throughout the house and by the pool. We are 20 km from the border with Tuscany, so our house is perfect as a starting point for excursions to Tuscany, as well as to Umbria. Pool open from mid-May to the end of September - Changes are possible

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.
Popular amenities for Montecastelli holiday rentals
Other great holiday rentals in Montecastelli

Casa Adriano, marvellous pool, quite and private

Luxury - Lake Trasimeno VIEW - Passignano - AC

Private Cottage with Plunge Pool in Tuscan Estate

Elegant historic Palazzo, views of Tuscan valley

Villa Montecastelli By MMega

Ancient Mill on the Tiber - Alte Mühle am Tiber

Annex in the Cardaneto Castle

La Querciola
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




