
Vacation rentals in Poggioni
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Top-rated vacation rentals in Poggioni
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Historic Villa Getaway with 6BR/9BA, Pool, Views
This six-bedroom villa complex, set in atop a hill, overlooks a panorama of surrounding hills, fully immersed in nature. Villa was estored in 2020, with the rustic flair preserved to maintain its unique charm. The authentic stonework, the open fireplace in the entrance hall, and the exposed beams are in harmony with wooden floors. The villa is within 30min drive of Cortona. Also near Siena, Gubbio, Assisi, Lake Trasimeno, Arezzo, Montepulciano, Spoleto, and Perugia. (Read other details to note)
LocationFamilyIndoor spaces
4.89 out of 5 average rating, 46 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
FamilyValuePets
4.9 out of 5 average rating, 240 reviews
LUXURY VILLA SALTWATER POOL 35 min FROM CORTONA
ID Code: 051025 AAT 0017 Wisely renovated 1600 exclusive original tuscanian stone house, superbly positioned up on a hill in total privacy. This villa is placed in a real postcard with a 360˚ view. Just 30 minutes drive from Cortona and less than 10 minutes drive from A1 Monte San Savino motorway exit, the villa is reachable through a boulevard flanked by secular trees and it boasts a stunning view on the Valdichiana valley with its towns and villages such as Monte San Savino and Cortona.
LocationValueBackyard
4.99 out of 5 average rating, 113 reviews
Casa Napoleone - Tuscan Villa w/ pool near Cortona
A villa set on a hill, overlooking a magnificent Tuscan valley, yet only 10 mins drive from Castiglion Fiorentino train station. A 20 min drive from Arezzo and Cortona, a town made famous by the book and movie “Under The Tuscan Sun”. The Villa is the perfect base and within striking distance of Florence, Siena, Assisi and Montepulciano, famous for its Brunello wine, either by car or train. And after all that exploration you’ll return to soak in the pool whilst enjoying the stunning views.
FamilyLocationAccess
4.96 out of 5 average rating, 27 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).
FamilyLocationView
5.0 out of 5 average rating, 24 reviews
Rural Tuscany | Family farmstay with restaurant
Via della Stella is a charming agriturismo with a housing surface of 530m², divided over nine separate apartments. Each apartment has its own living room, kitchen and one or more bath & bedrooms. The farmhouse has a wonderful panoramic swimming pool. Its great position with view over the hills heading up to Montepulciano create a serene atmosphere. The farmhouse has been carefully decorated in rural Tuscan style. Activities such as wine tastings and cooking classes are available onsite.
LocationValueAccuracy
4.96 out of 5 average rating, 115 reviews
Tuscany Villa Mammi
Grande villa in pietra ristrutturata tra i boschi di Castiglion Fiorentino, vicono a Cortona, Arezzo e Siena. Un paradiso di privacy con piscina, idromassaggio panoramico con vista mozzafiato sulla valle e ping pong. Godetevi serate magiche sotto le stelle grazie all'autentico barbecue in pietra e al forno a legna per la pizza. Il rifugio ideale per chi cerca relax, natura e comfort nel cuore della Toscana, perfetto per famiglie o gruppi che sognano una vacanza davvero indimenticabile.
LocationFamilyAccess
4.99 out of 5 average rating, 89 reviews
Podere Ortaglia di Sotto
Located in the Tuscan countryside, a 10-minute drive from Castiglion Fiorentino, Podere Ortaglia di Sotto offers a private pool with enclosed garden, WiFi and free private parking. The holiday home features 5 bedrooms, 6 bathrooms, a flat-screen TV, a dining area, a fully equipped kitchen and a terrace with mountain and valley views.(The swimming pool is available from 23 May to 17 October, closing and opening dates may vary depending on the weather)
FamilyLocationWifi
4.95 out of 5 average rating, 19 reviews
Villa Pergo is an ancient charming country villa
Stay in a piece of Tuscan history at Villa Pergo, a charming countryside estate dating back to 1640. Surrounded by olive groves and rolling hills near Cortona, the villa offers authentic character, panoramic views, and a beautiful infinity pool. With space for up to 11+1 guests in 6 bedrooms, large gardens and peaceful surroundings, it is the perfect retreat for families or groups looking to experience the true charm of Tuscany.
LocationFamilyAmenities
5.0 out of 5 average rating, 65 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.
LocationValueBackyard
4.97 out of 5 average rating, 112 reviews
Relaxing-unspoiled country place Il Monte...
The Il Monte apartment, on the first floor, takes its name from its garden side entrance, which is accessed via an external staircase that leads to a small covered terrace that can accommodate two comfortable seats for reading and relaxing and the table with private wrought iron chairs in the garden with a small gazebo.
FamilyLocationComfort
5.0 out of 5 average rating, 36 reviews
Casa Isabella - private pool sauna and views
Casa Isabella: Villa zwischen Cortona und Citta di Castello, 20000 m2 Wald und Wiesen. 3 Schlafzimmer, 6 Gaeste. Terrasse, Kaminofen, Fasssauna (100 EUR extra). Pool 5x10 m von April bis Oktober geoeffnet. Im Herbst und Winter: Kamin, Sauna, Aussicht und Ruhe. Hunde willkommen (50 EUR). Kurtaxe extra.
FamilyValueEV charging
4.81 out of 5 average rating, 52 reviewsPopular amenities for Poggioni vacation rentals
Other great vacation rentals in Poggioni

Villa with Private Pool in the Tuscan Countryside
FamilyValuePets
5.0 out of 5 average rating, 21 reviews
Stunning house with pool, final summer discounts
FamilyLocationIndoor spaces
5.0 out of 5 average rating, 26 reviews
Coaching House
LocationFamilyLaundry
5.0 out of 5 average rating, 66 reviews
Villa il Laghetto with Infinity Pool in Tuscany
LocationValueHot tub
4.96 out of 5 average rating, 54 reviews
Fantastic vieuw House
ValueLocationShared spaces
4.85 out of 5 average rating, 97 reviews
Beautiful and cozy country-house, sleeps 11
FamilyLocationGrill
5.0 out of 5 average rating, 25 reviews
Villa Casanova - Private Pool & Garden in Umbria
FamilyLocationAccess
4.95 out of 5 average rating, 20 reviews
Villa San Martino, on the Tuscany/ Umbria border
FamilyLocationCondition
4.89 out of 5 average rating, 58 reviewsDestinations to explore
- Lake Trasimeno
- 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
- Eremo Di Camaldoli
- La Scarzuola
- Antinori nel Chianti Classico
- Avignonesi Winery Fattoria Le Capezzine
- Siena Cathedral
- Val di Chiana
- Mount Subasio
- Palazzo Pubblico
- Valdichiana Outlet Village
- Terme San Filippo
- Gola del Furlo
- Abbey of Sant'Antimo
- Abbey of Monte Oliveto Maggiore
- Fonti Del Clitunno
- Rocca Maggiore
- Santa Maria della Scala





