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Our top choices for Poggibonsi adventure hotels

Exterior
Tenuta Sovestro - Agriturismo e Winery

Tenuta Sovestro - Agriturismo e Winery

Tenuta Sovestro - Agriturismo e Winery
San Gimignano
9.6 out of 10, Exceptional, (43)
"Beautiful property with the most wonderful staff!!!!"
United States
dana
The price is AED 475
AED 543 total
includes taxes & fees
12 Dec - 13 Dec
Tenuta Sovestro - Agriturismo e Winery
Minibar, in-room safe, desk, laptop workspace
Hotel Leon Bianco

Hotel Leon Bianco

Hotel Leon Bianco
3.0 star property
San Gimignano City Centre
9.4 out of 10, Exceptional, (574)
"Great breakfast, clean room, great staff, and great value overall"
Canada
Brandon
The price is AED 529
AED 607 total
includes taxes & fees
27 Dec - 28 Dec
Hotel Leon Bianco
Front of property
Relais Della Rovere

Relais Della Rovere

Relais Della Rovere
4.0 star property
Colle di Val d'Elsa
9.0 out of 10, Wonderful, (243)
"Quietly located hotel with modern rooms and very good dinner option in the courtyard. Spacious pool to relax after long sightseeing days in the countryside."
Germany
Alexander
Relais Della Rovere
Seasonal outdoor pool, open 7 AM to 8:30 PM, pool umbrellas
Villa San Lucchese

Villa San Lucchese

Villa San Lucchese
4.0 star property
Poggibonsi
9.4 out of 10, Exceptional, (335)
"The staff was so kind and helpful. The food and setting of Villa San Lucchese are wonderful."
United States
Julie
Villa San Lucchese
Front of property - evening/night
Hotel Toscana Ambassador

Hotel Toscana Ambassador

Hotel Toscana Ambassador
4.0 star property
Poggibonsi
8.0 out of 10, Very Good, (313)
"Wonderful breakfast. Good location!"
Canada
Karen
The price is AED 247
AED 272 total
includes taxes & fees
21 Dec - 22 Dec
Hotel Toscana Ambassador
Outdoor dining
san gimignano apartment in historical center, courtyard and fast free wifi

san gimignano apartment in historical center, courtyard and fast free wifi

san gimignano apartment in historical center, courtyard and fast free wifi
San Gimignano City Centre
9.6 out of 10, Exceptional, (36)
"Great experience in a medieval villa converted to apartments. We were there for one night and enjoyed it very much!"
United States
Matthew E.
The price is AED 384
AED 611 total
includes taxes & fees
6 Jan - 7 January 2026
san gimignano apartment in historical center, courtyard and fast free wifi
Property grounds
TYPICAL FARM HOUSE WITH POOL IN CHIANTI NEAR SIENA, FLORENCE ..

TYPICAL FARM HOUSE WITH POOL IN CHIANTI NEAR SIENA, FLORENCE ..

TYPICAL FARM HOUSE WITH POOL IN CHIANTI NEAR SIENA, FLORENCE ..
MONTERIGGIONI
8.0 out of 10, Very Good, (1)
"Lovely home in a lovely area"
United States
jude d.
The price is AED 1,499
AED 1,708 total
includes taxes & fees
19 Dec - 20 Dec
TYPICAL FARM HOUSE WITH POOL IN CHIANTI NEAR SIENA, FLORENCE ..
Property grounds
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.

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.

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.
Monteriggioni
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...
United States
Daniel D.
The price is AED 1,034
AED 1,470 total
includes taxes & fees
12 Dec - 13 Dec
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.
Sauna
I'Quercecchio Relax with Sauna - In the Historic Center of SamGimignano

I'Quercecchio Relax with Sauna - In the Historic Center of SamGimignano

I'Quercecchio Relax with Sauna - In the Historic Center of SamGimignano
San Gimignano City Centre
8.0 out of 10, Very Good, (2)
"This VRBO is in a great location, and they offer daily housekeeping. Although it states parking in listing, the parking is 13 Euro a day about a half mile away. There is a washing machine in the unit, but no way to dry your clothes except for hanging them around the room. There is no designated smoking area, unless you count on the street outside. No massage/spa available on site. The very small TV is not a smart TV. No bidet. As far as the "breakfast available", that means you can walk...
United States
Kevin L.
The price is AED 491
AED 589 total
includes taxes & fees
7 Jan - 8 January 2026
I'Quercecchio Relax with Sauna - In the Historic Center of SamGimignano
Outdoor dining
San Gimignano in the heart of town, Historical Palace Buonaccorsi XIII century

San Gimignano in the heart of town, Historical Palace Buonaccorsi XIII century

San Gimignano in the heart of town, Historical Palace Buonaccorsi XIII century
San Gimignano City Centre
9.8 out of 10, Exceptional, (10)
"Very interesting place, staff support was excellent and helpful. Lovely village and amazing countryside. I would definitely stay again. It is perfectly located. "
United States
Sonya F.
The price is AED 2,093
AED 2,473 total
includes taxes & fees
29 Dec - 30 Dec
San Gimignano in the heart of town, Historical Palace Buonaccorsi XIII century
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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Top Poggibonsi Hotel Reviews

Hotel Toscana Ambassador

Hotel Toscana Ambassador

10/10 Excellent
"We recommend the Toscana Ambassador to everyone, as we had a great experience with its cleanliness, hospitality, friendliness, and an extraordinary breakfast, with excellent service from Ada & Julia and the rest of the crew, from the front desk to room service. If you ever visit Poggibonsi, Tuscany, stay here with no hesitation. "
Cevat A 9-night trip
Posted 2 weeks ago
Hotel Toscana Ambassador

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