
Vacation rentals in Guistrigona
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Top-rated vacation rentals in Guistrigona
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Casa al Gianni - The Simignano Barn
Converted from an old barn, this luxurious retreat offers 5 bedrooms, 4 bathrooms, a large fully equipped kitchen, a spacious living room, a large private garden with parking, a hot tub, a patio with sofas, a BBQ, a fire pit, and an outdoor kitchen. Ideal for those looking for a unique experience, it combines rustic charm with modern comforts. Perfect for families or groups, it promises magical evenings under the stars, including relaxation in the hot tub and outdoor dinners. A memorable getaway awaits you in this slice of paradise!
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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.
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Apartment in Tuscan farm house.
Small, cosy apartment with independent access, consisting of charming bedroom with a beautiful view, equipped with ample closet space, a comfortable canopy bed and private bathroom and pretty living room / breakfast area, with sofa-bed. A delicious breakfast is included in the price and from April through October guests also have the option of dining on-site in our traditional farm restaurant. If dates are not available the property includes other rooms in charming cottage also on Airbnb.
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Villa di Geggiano - Guesthouse
PLEASE NOTE THAT BEING IN THE COUNTRYSIDE WITH FEW PUBLIC TRANSPORTATION OTHER THAN TAXI, THE BEST WAY TO ENJOY YOUR STAY AND TO VISIT THE BEAUTIFUL SURROUNDINGS IS TO HAVE A CAR. The 18th century Villa di Geggiano, surrounded by vineyards and lovingly cared gardens, is located in the Chianti area near Siena, one of the most beautiful regions of Italy which will provide an idyllic and enchanting backdrop to your vacation. Our guesthouse is located in one of the garden pavilions of the villa.
ValueFamilyBeach

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.
LocationFamilyQuiet

Bed and Breakfast Casa Cernano
- 5 Double or Triple rooms each with its own bathroom/WC, with individual entrances from the outside area - Rooms are also individually rented -The price of your stay is based on 1 double room each 2 guests ( also with separate beds upon request ) - Garden - Car park - Free Wi-Fi - Barn with sitting aerea, games for children, coffee machine, ping ong table - Breakfast sweet or savory upon request ( 5 or 7 euro a person/day ) - Dogs are welcome ( 15 euro the entire stay )
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Farmhouse Pacinina - Casa Rosa
The farmhouse Pacinina is the agriturismo of the organic farm Pacina. Pacina counts a total of 60ha including vineyards, olive and fruits trees, forest and fields. Pacinina counts three indipendent apartments surrounded by a beautiful garden full of plants and fruit trees. On the ground floor, an indoor swimming pool, a pool table and common rooms. The Casa Rosa has on the first floor a large kitchen, and on the second floor, four bedrooms and three bathroom.
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The Chianti window
A wonderful place to spend a few days in pleasant company. A large living room with fireplace where you can relax after returning from beautiful walks, bike rides, and excursions. The independent apartment is 15 km from Siena, 20 km from the Thermal Baths and 40 minutes from the villages of San Gimignano and Monteriggioni. Overall, there is a farm that produces wines and oil with the possibility of guided tours and tasting of our products with themed dinners.
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Sosta Eroica • Panoramic View & Quiet Pool Retreat
Imagine waking up in the hills of the Crete Senesi, spending the day exploring Siena, Montalcino, Pienza, Montepulciano, Val d'Orcia and Chianti, and returning in the evening to a quiet place with a beautiful view of the hills. Sosta Eroica is a detached house in Asciano, in the heart of Tuscany, perfect for alternating culture, nature, good food and relaxation, with a swimming pool and large green spaces. 📍 The ideal base for exploring Tuscany.
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Luxury Penthouse Overlooking Piazza del Campo
There are many houses in Siena. But very few can say they've been here. Overlooking the city’s most iconic square, this penthouse offers a rare experience: Wake up to the golden light caressing the Palazzo Pubblico and fall asleep above one of the most beautiful places in the world. The location is simply one of a kind. Just outside the door, you'll find yourself immersed in history, surrounded by restaurants, wines, and a timeless atmosphere.
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Villa Capanna, Private Pool, Breathtaking Views
Ancient restored barn with up to 6 bedrooms and 6 bathrooms, immersed in a historic wine estate, just 6 km from Siena. One of the most beautiful views that the Tuscan panorama can offer, airconditioned bedrooms, exclusive swimming pool, large triple garden, BBQ, poolside table, terrace to enjoy the sunset over the medieval towers on the horizon while sipping the organic wines of the estate, fireplace, parking free, WI-FI internet.
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La Pieve - the house next to the church
To the right of the Argenina church, after which it is named, it has the persuasive look of its 2 small arches facing west. Perhaps it was once the parish priest's house, or the one where cooking was done in the large wood-burning oven, who knows?
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Popular amenities for Guistrigona vacation rentals
Other great vacation rentals in Guistrigona

Villa marielena chianti farmhouse with hot tub - v
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Pool Escape Just Outside Siena
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Charming Residence Castello di Orgiale near Siena
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GuestHost - Top of hill with Siena & Chianti view
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Agriturismo Poggio Bonelli, 4 people apartment
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Tuscany jem: The Chianti Farmer's House
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PIERFANTINI private Chianti house ♿️ 🏊♂️ 🐶
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Belvedere apartment in farmhouse with swimming pool
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Destinations to explore
- Lake Trasimeno
- Cathedral of Santa Maria del Fiore
- Santa Maria Novella
- Santa Maria Novella
- Ponte Vecchio
- Basilica of Santa Maria Novella
- Cala Violina
- Stazione Santa Maria Novella
- Mugello Circuit
- Mercato Centrale
- Parco Nazionale delle Foreste Casentinesi, Monte Falterona e Campigna
- Uffizi Gallery
- Fortezza da Basso
- Piazza della Repubblica
- Parco delle Cascine
- Del Chianti
- Piazzale Michelangelo
- Palazzo Vecchio
- Piazza della Signoria
- Pitti Palace
- Boboli's Garden
- Mount Amiata
- Cascate del Mulino
- Stadio Artemio Franchi





