Poggibonsi Country Houses

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Our top choices for Poggibonsi country houses

A table with a bottle of wine, two glasses, and a plate of food on a balcony overlooking a historic cityscape.

1. Tenuta Guardastelle

San Gimignano

Sarah

includes taxes & fees

9 Oct - 10 Oct

A stone building with a staircase leading to a second floor, a small garden area, and a red brick courtyard.

2. Locanda Casalta

Strove

Manfred August

includes taxes & fees

11 Sept - 12 Sept

A stone building with a swimming pool, outdoor seating, and trees.

3. Il Castagnolo Country B&B

San Gimignano

Allan

includes taxes & fees

27 Sept - 28 Sept

A stone building with a swimming pool, surrounded by trees and a view of the landscape.

4. Relais la Costa - Dimora Storica

Monteriggioni

corey

includes taxes & fees

11 Oct - 12 Oct

A terrace with stone arches, green plants, and a table set for dining with a scenic mountain view.

5. Podere L'Aquila

Gaiole in Chianti

includes taxes & fees

15 Sept - 16 Sept

A dining area with a table set for four, chairs, a television mounted on the wall, and a cabinet with glass doors.

6. L'Aia di Argia

Monteroni d'Arbia

mario

includes taxes & fees

11 Sept - 12 Sept

A swimming pool with lounge chairs and umbrellas, surrounded by grass and trees, with a view of distant hills.

7. Agriturismo La Palazzina

Palaia

Albert

includes taxes & fees

14 Sept - 15 Sept

A large estate with three main buildings, a swimming pool, and well-maintained gardens.

8. Borgo della Meliana

Gambassi Terme

Alice

includes taxes & fees

22 Sept - 23 Sept

A poolside area with lounge chairs and umbrellas, overlooking a scenic landscape.

9. Laqua Vineyard

Terricciola

A. Bridget

includes taxes & fees

4 Oct - 5 Oct

A hot tub with stone steps leading up to it, under a pergola, with a view of distant hills.

10. Tenuta Castellare di Tonda

Montaione

"We thought they would be serving dinner every night but there was no chef! So no Dinner service. Good A/C. Breakfast buffet was great, bartender made sandwiches and salads at lunch time. Be prepared to drive windy dark roads at night to find restaurants, 10-20 minutes away. Also we were charged additional fees for early checkin and late checkout, I found this to be excessive. We found their local white wine is not very good (buttery, and perfumy)"

Richard

includes taxes & fees

23 Sept - 24 Sept

A swimming pool area with lounge chairs and umbrellas, surrounded by a landscaped garden and a hilly backdrop.

11. Palagina Il Borgo Agricolo

Figline e Incisa Valdarno

Casey

includes taxes & fees

13 Sept - 14 Sept

A swimming pool with lounge chairs and a pergola.

12. FUCCIOLI II

Carmignano

Ruiz

includes taxes & fees

29 Sept - 30 Sept

A cellar with wine racks, a wooden table, and barrels.

13. CASALE DI VALLE DIMORA STORICA

Vinci

includes taxes & fees

5 Oct - 6 Oct

A balcony with a table set for two, overlooking a calm river and lush greenery.

14. Fattoria di Maiano

Fiesole

Bernard

includes taxes & fees

4 Oct - 5 Oct

A traditional villa with multiple terracotta-tiled roofs, surrounded by lush greenery and trees.

15. Relais de Ricci

Impruneta

includes taxes & fees

12 Sept - 13 Sept

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Top Poggibonsi Hotel Reviews

Villa Lecchi Hotel Wellness

10/10 Excellent

"Beautiful place, beautiful and amazing people starting with the owners, and then Mateo, Sarah, Georgia and Claudia. We didn’t want to leave they were amazing treat us like family."

Beautiful apartment in villa with pool, WIFI, TV, patio and panoramic view, close to San Gimignano

10/10 Excellent

"Hallo, die Gegend war wunderschön, die Unterkunft war authentisch, die Leute sehr nett, hätten wir keinen Pool wäre es nicht auszuhalten gewesen, Die Unterkünfte entsprachen nicht unseren Standard , das Mobiliar war alt bis sehr alt und es war auf den Zimmer nicht auszuhalten, da halfen auch keine Lüfter, es wäre sinnvoll nicht nur im Hauptgebäude sondern in allen Wohnungen Klimaanlagen nachzurüsten , bei Nachttemperaturen von über30 Grad kommt der Körper nicht zur Ruhe........mfg"

Hotel Villa San Giorgio

10/10 Excellent

"We had an excellent 1 night stay. The hotel is located in beautiful setting among the Tuscany hills with an easy 40 minutes drive south of Florence. IThe property sits an olive orchard directly below to a picture perfect Chianti vineyard. The views of the Tuscan hills at sunset and sunrise were spectacular. The registration process was quick and easy. The receptionist was friendly and helpful. He walked us to our room to make sure we were happy with our accomodations. Our room was spacious, the beds were comfortable and the view of the Tuscan hills through the olive trees was pretty. After a bit of exploring in the August heat, we settled into the hotel bar for a cold beer and light snacks. The nice young lady who served us, Sophia, was so friendly and eager to chat with us about our travel experiences. We had dinner at sunset on the hotel terrace. The food, wine, and service were all excellent, and the price was reasonable. Breakfast on the terrace was also excellent with plenty of fresh, interesting, and tasty choices. It was a memorable 5 star hotel in every way."

SPECIAL PRIVE !! Exclusive Villa with Pool near San Gimignano + FREE WIFI

10/10 Excellent

"We enjoyed our stay! Having separate apartments gave each family a little privacy. The large dining space/kitchen and outdoor areas were great for gathering. The AC and pool was needed for this hot, humid temperature. A car is needed to access the villa and surrounding areas. Communication was frequent & easy."

Villa San Lucchese

10/10 Excellent

"Our one-week stay at this villa from the moment we arrived until the day we left, every aspect of our experience was exceptional. The highlight of our stay was the restaurants both breakfast and dinner. Without question, Every meal was outstanding, with incredible flavors, beautifully prepared dishes, and an atmosphere that made every dinner memorable. What truly set this property apart, however, was the people. The service was consistently warm, professional, and attentive. The front desk staff made us feel welcome and to ensure every detail of our stay was perfect. The restaurant team provided impeccable service at every meal, and the owner was gracious, genuinely caring, and clearly passionate about creating an unforgettable guest experience. If you're looking for a place that has world-class dining, and truly exceptional hospitality, this villa is second to none. We left with wonderful memories and can't wait to return. Highly recommended!"

Tenuta Macericca - Vacation villa with pool

10/10 Excellent

"The Villa was very nice, clean all over and well equipped, even better than described. We enjoyed the large kitchen. Nice and very clean pool. The location was nice and quiet, but it was a long drive on very narrow roads and the the last part was an old dusty gravel road. The view from the villa is very nice looking out on Tuscany landscape and wine fields. Whats not to like. The owner was very helpful and can provide private dinning and cooking class. The Antinori winery and headquarter is only 30 min driving from the villa. You should visit the nearby Osteria 1126 and Winery Cinciano only 600 meters from the villa.The Golf course Royal Golf La Bagnia is only 40 min drive from the villa, if you are a golfer you should allow yourselves a round or two."

Casale di Villore

10/10 Excellent

"Magnifique hébergement familial et tranquille au cœur de la Toscane. L’appartement était plus grand que sur les photos et la vue sur la région est magnifique. Les espaces extérieurs réservés pour chacun des appartements sont très appréciés et permettent de passer de très beaux moments sur le site. Antonio et Alice sont très sympathiques."

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