Poggibonsi Vacation Homes

A vineyard with rows of grapevines, rolling hills, and distant buildings.

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Our top choices for Poggibonsi holiday homes

1. THE CASINA OF SANT 'AGOSTINO

Colle di Val d'Elsa

HK$1,394 total

includes taxes & fees

25 Aug - 26 Aug

2. Chianti Craft House Badia a Passignano

Barberino Tavarnelle

Oscar O.

HK$1,675 total

includes taxes & fees

25 Aug - 26 Aug

3. Cozy double room with bathroom in the historic center of San Gimignano.

San Gimignano City Centre

HK$1,355 total

includes taxes & fees

25 Aug - 26 Aug

4. Deluxe Room- A cozy and elegant room in the heart of San Gimignano.

San Gimignano City Centre

HK$1,868 total

includes taxes & fees

25 Aug - 26 Aug

5. Casa San Martino between Florence and Siena with Pool

Barberino Tavarnelle

HK$6,629 total

includes taxes & fees

2 Sept - 3 Sept

6. Beautiful Superior Room, elegant and refined in the heart of San Gimignano.

San Gimignano City Centre

HK$1,978 total

includes taxes & fees

25 Aug - 26 Aug

7. Farmhouse "Le Volpaie - Appartamento Maria" with Private Garden, Whirlpool & Wi-Fi

San Gimignano

Dale M.

HK$5,171 total

includes taxes & fees

30 Aug - 31 Aug

8. Casa Vacanze Le Case

San Gimignano

Jackie

HK$1,177 total

includes taxes & fees

28 Aug - 29 Aug

9. Villa with large garden in the Chianti hills

Siena

Julie H.

HK$1,355 total

includes taxes & fees

7 Sept - 8 Sept

10. Casa Marisa in Castellina in Chianti

Castellina in Chianti

HK$2,472 total

includes taxes & fees

31 Aug - 1 Sept

11. UNIQUE LARGE TERRACE WITH VIEWS TO CHAINTI VALLEY AND DRINK

Ruffoli

"This is truly a unique and special property providing incredible value . One of the most beautiful views in a spectacular setting hidden away in the Tuscan hills above Panzano. A perfect location for day trips to vinyards, restaurants and the Chianti area. Our apartment was extremely well appointed and beautifully decorated. Spacious and varied outdoor sitting areas and patios with a very nice pool area. Our hostess Babette was extremely accomodating and informative which added to our overall...

James

HK$1,472 total

includes taxes & fees

25 Aug - 26 Aug

12. Vacation Home "Casa di Campagna" with Private Terrace & Wi-Fi

Colle Val d'Elsa

Rupert H.

HK$3,725 total

includes taxes & fees

27 Aug - 28 Aug

13. Fornace di Bonazza - wonderful house among the Chianti hills

Barberino Tavarnelle

Anonymous traveller

14. ‘La Ripa - Master’ Apartment with Shared Pool and Wi-Fi

San Gimignano

Anne-Marie M.

HK$4,860 total

includes taxes & fees

25 Aug - 26 Aug

15. "Volpe" Apartment with Pool Reserved for Guests, Wi-Fi, and Air Conditioning

San Gimignano

HK$5,557 total

includes taxes & fees

26 Aug - 27 Aug

16. country house with garden ,pool,children's play area ,Tuscany,15 from Florence

Toscana

Kim

HK$2,170 total

includes taxes & fees

27 Aug - 28 Aug

17. Tuscan Farmhouse with Private Pool & Chianti Vineyard Views - 3 Bedr + AC

Montespertoli

"We found sanctuary at this lovely farmhouse during the July heat wave--refreshing dip in the pool, relaxing dinner in the courtyard, restful sleep in the air-conditioned home. Got up to watch the sunrise over the vineyards, absolutely stunning scenery, and watched three hot air balloons also taking in the sights. Matteo was very welcoming, and we bridged the language barrier with a little help from Google translate. Wished we could have stayed longer!"

Susan A.

HK$4,486 total

includes taxes & fees

24 Sept - 25 Sept

18. Vernaccia Country House - Agriturismo Apartment with Pool, Garden & Wi-Fi

BARBERINO TAVARNELLE

Ramona S.

HK$3,344 total

includes taxes & fees

25 Aug - 26 Aug

19. Farmhouse 'Le Volpaie - San Benedetto' with Shared Garden and Wi-Fi

San Gimignano

"The apartment, although a little rustic, suited most of our needs and the location was beautiful. Our host was very a helpful when we discovered there was no freezer to make ice cubes or freeze our ice pack overnight and she provided ice for us daily as well as freezing the ice pack each night. A wonderful host! A lovely relaxing place to wind down after a busy day touring Tuscany. I recommend this apartment."

Jacquie B.

HK$2,726 total

includes taxes & fees

16 Sept - 17 Sept

20. La Casetta, Casole d'Elsa, Siena. Join the real Tuscany countryside!

casole d'elsa siena

Linda T.

HK$3,360 total

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."

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!"

Panoramic castle with large pool on the walls. Ideal for weddings and events

10/10 Excellent

"The castle accommodations provided a fairytale experience for our extended family of ten. The huge pool gave us a place to cool off and relax after the sweltering days of touring activities. The host went above and beyond to make our stay comfortable and enjoyable. He even provided transportation and interpretation with the doctor when my husband became ill. We highly recommend this castle for your trip to the Tuscan Region."

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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