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Compare 116 Vacation Homes in Poggibonsi with updated reviews, rates, and availability.

Spacious Villa with Pool in the heart of Chianti, ideal for exploring Tuscany

9.6 out of 10, Exceptional, (47)
"A fantastic place to visit Tuscany from. The pool is great and the owners are very friendly."
Spacious Villa with Pool in the heart of Chianti, ideal for exploring Tuscany

Chianti Craft House Badia a Passignano

9.8 out of 10, Exceptional, (7)
"This place was absolutely amazing. The family loved it."
The price is AED 620
AED 876 total
includes taxes & fees
9 Jun - 10 Jun
Chianti Craft House Badia a Passignano

Sanlucchese 1

7.0 out of 10, Good, (2)
"Propriété bien distribuée dans un cadre champêtre très agréable Appartement spacieux avec de nombreuses baies vitrées donnant sur des terrasses. Attention chemin d’accès non goudronné avec de nombreuses ornières."
Sanlucchese 1

The Photographer's House

9.8 out of 10, Exceptional, (10)
"Conveniently located in hilltop town, with multiple (excellent) restaurants within short walking distance. Easy to get to Florence/Siena Autostrada, San Gimignano, etc. Spacious property with garden and views - well equipped. Very enjoyable."
The Photographer's House

Medieval tower experience with rooftop, San Gimignano

10.0 out of 10, Exceptional, (4)
"We had such a wonderful stay. The views from the rooftop are incredible. Very private and a lovely way to enjoy sunset, sunrise and the views of the town and countryside. The host is lovely and was very accommodating."
The price is AED 2,475
AED 3,065 total
includes taxes & fees
11 May - 12 May
Medieval tower experience with rooftop, San Gimignano

Vedi Torre by Interhome

9.6 out of 10, Exceptional, (7)
"We had the perfect two weeks holidays in Tuscany during August 2023. The house is perfect for a big family or a group of friends. It has all amenities needed for a comfortable stay, the swimming is perfect and has sun all day long. The house is easy to reach by car and it's on the top of a hill so you have a breathtaking sunset view everyday. The owner was very responsive and kept close contact with us. We also tried the wines produced by them which was great. Property exactly as described"
Vedi Torre by Interhome

Vacation Home in Poggibonsi with 2 bedrooms sleeps 4

Vacation Home in Poggibonsi with 2 bedrooms sleeps 4

San Gimignano: ancient house renovated in the heart of San Gimignano

9.0 out of 10, Wonderful, (2)
"Spacious comfortable home within the San G walls. Location was perfect. Be aware that there is no wifi or air conditioning. Would be amazing in fall or spring! Host was very responsive."
San Gimignano: ancient house renovated in the heart of San Gimignano

Le Rose di Montagnana

9.6 out of 10, Exceptional, (5)
"This hotel was a lovely stay and really made our stay incredible in Cinque Terra. The hotel courtyard was a real treat and icing on the cake for overall stay. "
Le Rose di Montagnana

La Tesa Country House With Pool S. Gimignano

La Tesa Country House With Pool S. Gimignano

"CasaJona Holiday" Tuscan Country House close San Gimignano, Siena, Florence

9.6 out of 10, Exceptional, (16)
"Wunderschöne Ferienwohnung, ruhige Lage in einem alten Hof, lediglich die Auffahrt über den Kiesweg ist spannend, aber nicht weiter schlimm. Mit Jonatha ist alles sehr unkompliziert, er war jederzeit hilfsbereit, freundlich und hatte Tipps für uns! Jederzeit empfehlenswert, entspannend und wunderschön :)"
"CasaJona Holiday" Tuscan Country House close San Gimignano, Siena, Florence

House with garden

10.0 out of 10, Exceptional, (23)
"Nous avons passé un excellent séjour ! La maison est spacieuse et très confortable, il ne manque rien. Malgré la chaleur, elle reste relativement fraîche. Nous avons particulièrement apprécié la magnifique terrasse, fleurie, qui donne sur un très grand jardin, sans aucun vis à vis. L'endroit est très calme. La piscine, commune à la résidence, est grande et splendide, et il n'y avait pas beaucoup de monde, c'était très agréable. La maison est parfaitement située et nous a permis de sillonner...
House with garden

Holiday Home 'Casa Poggio A Badia Chianti View' with Private Terrace, Private Garden and Wi-Fi

10.0 out of 10, Exceptional, (1)
"Pros: Cozy house with everything you need inside. Great view on Tuscany hills. Great hosts. Fast internet. Cons: WiFi is not available on the second floor."
The price is AED 2,395
AED 2,750 total
includes taxes & fees
31 May - 1 Jun
Holiday Home 'Casa Poggio A Badia Chianti View' with Private Terrace, Private Garden and Wi-Fi

Tusci Loft San Gimignano - Un Piccolo Gioiello nel Città

9.8 out of 10, Exceptional, (9)
"Very nice accommodations. Beautiful town and area. Property manager was excellent!."
Tusci Loft San Gimignano - Un Piccolo Gioiello nel Città

"VILLA DONELLA" a corner of Tuscany history, just minutes from San Gimignano

9.4 out of 10, Exceptional, (9)
"Wir haben uns in der schönen Ferienwohnung sehr wohl gefühlt. Auch nach dem warmherzigen Empfang durch Cristina und Claudia wurde immer einmal nachgefragt, ob alles in Ordnung ist und Abhilfe geschaffen. Einfach super 👍 Die Möglichkeit der Waschmaschinennutzung war für uns sehr praktisch 🏍️😉 Wir können diese Ferienwohnung nur weiter empfehlen......"
"VILLA DONELLA" a corner of Tuscany history, just minutes from San Gimignano

Pleasant characteristic hayloft that has been renovated into holiday apartment in a part of the Chianti that is ideal for visiting the most important towns.

10.0 out of 10, Exceptional, (12)
"Monteriggioni is the perfect location between Siena, San Gimignani, and roads to Chianti. The hosts Marcela, Enzo, and Alessandro really made us feel at home and comfortable. The property is beautiful, quiet, with unforgettable sunsets! Time at the pool is refreshing and relaxing, with beautiful views of the surrounding countryside. The authentic Italian kitchen was perfect for creating your own breakfasts and dinners. The bathrooms with showers have all you need, and the beds are really...
Pleasant characteristic hayloft that has been renovated into holiday apartment in a part of the Chianti that is ideal for visiting the most important towns.

Podere San Raffaele - Cinzia by Interhome

9.6 out of 10, Exceptional, (11)
"We enjoyed our stay here. It was out in the country and very quiet. We would recommend this place. Thumbs up."
Podere San Raffaele - Cinzia by Interhome

Holiday Home 'Casa Ernesto - Porzione Di Colonica' with Private Garden and Wi-Fi

10.0 out of 10, Exceptional, (3)
"Pros: Die Wohnung ist modern, entspricht den Bildern und ist sehr sauber. Die Gastgeberin ist sehr freundlich und hilfsbereit. Perfekte Lage um die Toskana zu erkunden."
Holiday Home 'Casa Ernesto - Porzione Di Colonica' with Private Garden and Wi-Fi

THE CASINA OF SANT 'AGOSTINO

THE CASINA OF SANT 'AGOSTINO

Sanlucchese 2

2.0 out of 10, (1)
"pas très propre dans l'ensemble pas de rideau a la vue des autres locataires fauteuil sale couette tachée poubelle sale pas de grill pain pas de bouilloire verre ébréchés pas accessoires de barbecue; pas de lave linge et de lave vaisselle transat casser et accoudoir de chaise casser; dommage car le site et magnifique et très tranquille pas de wifi car en panne"
Sanlucchese 2
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Other property types in Poggibonsi

Podere il Pino

9.2 out of 10, Wonderful, (13)
Podere il Pino

FALCO: Peaceful farmcottage close to Tuscany 's treasures, 1 mile from shops

9.6 out of 10, Exceptional, (17)
"We stayed in apartment Falco which has great views over the valley.The apartment is exactly as listed,well equipped and spotlessly clean.It is perfectly placed for visiting all the top Tuscan towns and there are numerous local restaurants within easy reach. Fabio and Annemarie are wonderful hosts and we will definitely be visiting again. Thanks for a wonderful stay."
FALCO: Peaceful farmcottage close to Tuscany 's treasures, 1 mile from shops

The timeless elegance with private pool

10.0 out of 10, Exceptional, (1)
"The villa has great charm and character, a huge living room where you can spend time with friends, as well as outdoor spaces and the swimming pool. It is an excellent point to visit San Gimignano Colle val d'elsa Florence and Siena. Thanks Luca for hosting us"
The timeless elegance with private pool
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.