
Holiday houses in Calzolaro
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Top-rated holiday rentals in Calzolaro
Guests agree: these stays are highly rated for location, cleanliness and more.

Casa Maestra, Umbria hills, AC, large heated pool
High above the beautiful Niccone Valley, with extensive views over the green hills and valleys of Umbria and Tuscany. In a secluded and quiet position and not over-looked. 10 minutes drive down to the valley where there is a small village with grocery store, good restaurants and a vineyard. The historic and stunning towns of Umbria and Tuscany, including Cortona, Assisi, Siena, Todi, Gubbio, and Perugia are within easy driving distance. Air conditioning in bedrooms and a large scenic heated pool
FamilyLocationBarbecue
4.96 out of 5 average rating, 25 reviews
Il Posto Umbria - full property with large pool
Il POSTO UMBRIA is large hilltop property with an olive grove in the middle of the Umbrian nature. It's quiet and peaceful yet not isolated. It has a large pool (10x15m) and lots of sunny areas as well as shaded spots under the trees. There are options to book culinary experiences and activities: truffle hunting, wine tastings and cooking classes. Il Posto is the perfect place to stay with a large family, multiple families or a group of friends. Come and live ‘la dolce vita’ at IL POSTO
FamilyLocationOutdoor spaces
5.0 out of 5 average rating, 9 reviews
La Perla del Lago Casa vacanze al Lago Trasimeno
La Perla del Lago:il tuo rifugio al Trasimeno Ritrova la tua armonia in questa oasi di pace assoluta. Lasciati incantare dalla nostra vista magica e dai tramonti che il Lago regala ogni sera. La Casa Vacanze La Perla del Lago domina lo specchio del Trasimeno. A 8 minuti trovi la superstrada per visitare borghi come Firenze, Perugia, Gubbio, Spoleto, Norcia e molti altri. Nel borgo avrai bar,ristoranti,market, farmacia, bancomat e aree bimbi;a 3 km sorge un'azzurra piscina per il relax estivo.
ValueLocationTV
4.98 out of 5 average rating, 208 reviews
Villa Casanova - Private Pool & Garden in Umbria
Countryhouse Casanova is a typical Umbrian farmhouse framed in the peaceful environment of its surrounding olive grove and centuries-old trees and the breathtaking view of the valley below. The villa features 3 independent apartments and, on the ground floor, a common lounge perfect for pleasant convivial moments. The villa is 15 km from Città Castello and 30 km from Cortona. The entire villa is fenced and the large park with private swimming pool is perfect for an holiday in total relaxation.
LocationFamilyAir conditioning
4.95 out of 5 average rating, 20 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.
FamilyValueDecor
4.97 out of 5 average rating, 251 reviews
Tuscan charm of villa - countryside - Villa Senaia
Nell’affascinante campagna Toscana,tra ulivi e vigneti una villa in pietra,in posizione strategica per cogliere i segreti di Toscana e Umbria aria condizionata e piscina con area wellness per il vostro relax e confort Villa Senaia è una grande casa con travi in legno, in una splendida posizione in collina con vista idilliaca che affaccia su uno dei luoghi preferiti della campagna toscana, un ambiente attraente per mangiare all'aperto, bevendo vino toscano e ascoltando i grilli e le cicale
ValueLocationPets
4.9 out of 5 average rating, 240 reviews
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.
FamilyLocationDecor
4.9 out of 5 average rating, 59 reviews
Due Torri, Umbrian elegance
Due Torri oozes rustic Italian elegance and charm amongst the rolling hills of the Umbrian/Tuscan border. A private estate with vineyard, immersed in nature, Due Torri is the perfect place to relax and unwind. Comprising two original watch towers dating back to the 13th century, the property has been painstakingly renovated in a way which preserves the character and features of this historic building, whilst providing a modern level of comfort, style and convenience (air-con throughout).
FamilyLocationGetting around
5.0 out of 5 average rating, 27 reviews
Stunning Tuscan Villa & Panoramic Infinity Pool
Stunning Tuscan hilltop Villa, with infinity edge swimming pool, has sweeping 180° panoramic views to Cortona, Lake Trasimeno and the entire Val Di Chiana. The perfect family retreat within ancient sun-drenched olive groves. 5 Double bedrooms; 4 bathrooms; new fully integrated kitchen & dining living space; living room with fireplace; TV snug; stone BBQ & outdoor kitchen within dining terraces and gardens; covered breakfast porch; parking; private infinity pool with sunset views.
LocationValueCondition
5.0 out of 5 average rating, 96 reviews
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.
LocationFamilyBarbecue
4.98 out of 5 average rating, 145 reviews
B&B Lavinia
Nel cuore del centro storico di Umbertide, B&B Lavinia, offre un accogliente appartamento, con comodo accesso a piano terra, ristrutturato e curato nei minimi dettagli composto da una spaziosa camera matrimoniale, bagno con doccia e bidet, ampia zona living con divano letto e cucina. La location è strategica oltre che per visitare la caratteristica cittadina, anche per raggiungere facilmente i luoghi più famosi della regione come Perugia, Assisi e Gubbio.
FamilyLocationQuiet
5.0 out of 5 average rating, 26 reviews
Casa Rosmarino Eco-Wellness Country Home
Price includes: - Infrared Sauna - Wood for Fireplace - Heating/Air Conditioning - Laundry/Dryer - Shower Gel/Shampoo/Bathrobes - Welcome Appetizer w/Wine - Treats during your stay The house is located inside a Borgo (small group of houses) 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.
ValueLocationPool
4.99 out of 5 average rating, 274 reviewsPopular amenities for Calzolaro holiday rentals
Other great holiday rentals in Calzolaro

Villa Le Murate
LocationValueLaundry
4.94 out of 5 average rating, 17 reviews
Villa with Private Pool in the Tuscan Countryside
FamilyValueAmenities
5.0 out of 5 average rating, 23 reviews
Casa Isabella - private pool sauna and views
FamilyLocationAccuracy
4.81 out of 5 average rating, 52 reviews
Lake View Private Villa with Pool
FamilyLocationCleanliness
4.92 out of 5 average rating, 52 reviews
Acadirospi
LocationFamilyGetting around
4.91 out of 5 average rating, 43 reviews
L'essiccatoio
LocationValueBathroom
4.98 out of 5 average rating, 95 reviews
Hamlet San Biagio a Colle - Casa di Venere
FamilyLocationBarbecue
5.0 out of 5 average rating, 41 reviews
Coaching House
LocationFamilyWalkability
5.0 out of 5 average rating, 67 reviewsDestinations to explore
- Lake Trasimeno
- Misano World Circuit
- Parco Nazionale delle Foreste Casentinesi, Monte Falterona e Campigna
- Del Chianti
- Basilica of St Francis
- Frasassi Caves
- Mount Amiata
- Centro Storico Orvieto
- Furlo Gorge Nature Reserve
- La Scarzuola
- Eremo Di Camaldoli
- Siena Cathedral
- Oltremare
- Avignonesi Winery Fattoria Le Capezzine
- Val di Chiana
- Mount Subasio
- Palazzo Pubblico
- Valdichiana Outlet Village
- Gola del Furlo
- Terme San Filippo
- Abbey of Sant'Antimo
- Castello di Gradara
- Abbey of Monte Oliveto Maggiore
- Piazza del Campo





