
Vacation rentals in Montagnano
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Top-rated vacation rentals in Montagnano
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Il Podere - Rustic charm in Tuscany
Imagine a Tuscan farmhouse, rustic but furnished with modern and functional taste, where you immediately feel at home. It is located between Arezzo, in Valdichiana, in a quiet area but close to all amenities, among the most beautiful villages such as Cortona, Montepulciano, and Lake Trasimeno, a short distance from Umbria. Three double bedrooms, two bathrooms, living room with sofas, kitchen, dining room, enclosed garden, furnished porch, patio with table tennis and heated swimming pool. Wi-Fi.
FamilyLocationPets
5.0 out of 5 average rating, 11 reviews
Agriturismo Fattoria La Parita
Appartamento in stile provenzale immerso tra il vigneto e gli olivi. Godrete della tranquillità della campagna a 10 km dalla città e 4 dall'autostrada. Il canto di ghiandaie e cucù faranno da colonna sonora al soggiorno mentre i caprioli brucano tra gli olivi. E' inclusa una colazione base all'italiana (caffè, tè, latte, biscotti ecc.), se invece preferite una colazione più ricca e servita al tavolo il costo è 15€ a persona (10€ da 5 a 15 anni, gratis meno di 5 anni). Disponibile wallbox EV.
FamilyLocationAmenities
4.99 out of 5 average rating, 531 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
LocationFamilyDecor
4.9 out of 5 average rating, 241 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
ValueLocationGrill
4.93 out of 5 average rating, 335 reviews
Accogliente appartamento nel cuore della Toscana
Immerso nei fantastici colori della campagna Toscana a pochi km dai più bei borghi medievali della Valdichiana come Arezzo, Cortona, Lucignano e Monte S.Savino, Casa Sossi dista solo un'ora da Firenze, Perugia e Siena. Nei dintorni troverete luoghi ed attività d'interesse come il centro ippico "Arezzo Equestrian Centre", la suggestiva "Tenuta di Frassineto". È un posto ideale per una vacanza all'insegna della natura, del cibo e del vino tipico toscano e della cultura. Vi sentirete a casa.
LocationFamilyBiking
4.87 out of 5 average rating, 137 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.
FamilyLocationGrill
4.99 out of 5 average rating, 116 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.
LocationValueDecor
4.96 out of 5 average rating, 116 reviews
Piazza Grande Boutique Apartment
Affacciato sulla più bella piazza del centro storico di Arezzo, dove si svolge la rievocazione della Giostra del Saracino, il Piazza Grande Boutique Apartment è situato al secondo piano di un palazzo medievale, con vista sui bellissimi palazzi e le Logge Vasariane ed è una location unica nel suo genere. L'arredamento, opera della contessa Cesaroni Venanzi è stato realizzato con bellissimi mobili antichi reinterpretrati in chiave moderna ed arricchiti da contaminazioni contemporanee.
LocationValueBathroom
5.0 out of 5 average rating, 155 reviews
Casa al Gianni - Il Fienile di Simignano
Trasformato da un antico fienile, questo rifugio lussuoso offre 5 camere, 4 bagni, grande cucina attrezzata, ampio living, un ampio giardino privato con parcheggio, hot tub, patio con divani, BBQ, fire pit e cucina esterna. Ideale per chi cerca un'esperienza unica, unisce fascino rustico a comfort moderni. Perfetto per famiglie o gruppi, promette serate magiche sotto le stelle, tra relax nell'hot tub e cene all'aperto. Una fuga memorabile vi aspetta in questo angolo di paradiso!
LocationValueAmenities
4.97 out of 5 average rating, 198 reviews
Casa Bianchini | Duplex 6-bedroom apartment (12 +1
La Foresteria is a historical rural estate located near Arezzo in southeast Tuscany. Surrounded by lush countryside and fruit orchards, it offers guests serenity and peace. The property features ten carefully restored apartments, a private swimming pool, and an on-site restaurant where guests can enjoy breakfast and dinner. Its location is perfect for relaxing or exploring Tuscany’s art, culture, and nearby cities like Cortona, Florence, Siena, and Montepulciano.
ValueFamilyView
4.93 out of 5 average rating, 58 reviews
Podere Tignano, 4-bedroom villa in the Chianti!
Nestled among the rolling hills of Chianti between Florence and Siena, Podere Tignano offers breathtaking views over vineyards, olive groves, and golden grain fields. This charming Tuscan stone villa blends authentic rural character with modern comfort and welcomes up to 8 guests in 4 bedrooms. Surrounded by peaceful countryside and featuring a private swimming pool, it is the perfect retreat for those seeking relaxation, nature, and the true spirit of Tuscany.
FamilyLocationBackyard
4.98 out of 5 average rating, 107 reviews
Tuscany View - Villa Arianna
This beautiful villa, which can accommodate up to ten (10) people, will provide an unparalleled Tuscan experience. While positioned perfectly to allow easy access to the most beautiful towns and villages of southern/central Tuscany (such as Arezzo, Florence, Siena, Cortona, Montepulciano) and northern Umbria (such as Perugia, Orvieto, Assisi); you’ll find this villa offers complete privacy as well as a sense of peace and tranquility to all who visit.
LocationFamilyAmenities
4.99 out of 5 average rating, 123 reviewsPopular amenities for Montagnano vacation rentals
Other great vacation rentals in Montagnano

Stunning Tuscan Villa & Panoramic Infinity Pool
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5.0 out of 5 average rating, 96 reviews
Hidden gem in Tuscany
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Coaching House
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Villa with Private Pool in the Tuscan Countryside
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Il Fico e la Civetta
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4.91 out of 5 average rating, 22 reviews
Frutteti Apartment 4 + 2 + 2 + 2 | up to 135 sqm
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4.95 out of 5 average rating, 58 reviews
Villa Eleonora
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4.85 out of 5 average rating, 20 reviews
Tuscany Villa Mammi
LocationFamilyGetting around
4.99 out of 5 average rating, 90 reviewsDestinations to explore
- Lake Trasimeno
- Cathedral of Santa Maria del Fiore
- Santa Maria Novella
- Santa Maria Novella
- Ponte Vecchio
- Basilica of Santa Maria Novella
- Stazione Santa Maria Novella
- Mugello Circuit
- Parco Nazionale delle Foreste Casentinesi, Monte Falterona e Campigna
- Mercato Centrale
- Fortezza da Basso
- Uffizi Gallery
- Piazza della Repubblica
- Parco delle Cascine
- Piazzale Michelangelo
- Palazzo Vecchio
- Del Chianti
- Piazza della Signoria
- Basilica of St Francis
- Pitti Palace
- Boboli's Garden
- Mount Amiata
- Centro Storico Orvieto
- Stadio Artemio Franchi





