Poggibonsi Holiday Homes from €124: Search Top House Rentals

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

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Our top choices for Poggibonsi holiday homes

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

San Gimignano City Centre

2. Chianti Craft House Badia a Passignano

Tavarnelle Val di Pesa

Oscar O.

includes taxes & fees

15 Sept - 16 Sept

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

San Gimignano City Centre

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

San Gimignano City Centre

5. Casa San Martino between Florence and Siena with Pool

Tavarnelle Val di Pesa

includes taxes & fees

21 Sept - 22 Sept

6. Casa Vacanze Le Case

San Gimignano

Jackie

includes taxes & fees

17 Sept - 18 Sept

7. Casa Marisa in Castellina in Chianti

Castellina in Chianti

8. Holiday Home 'Sandra House Certaldo' with Private Garden and Wi-Fi

Certaldo

Anonymous traveller

includes taxes & fees

2 Sept - 3 Sept

9. 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

includes taxes & fees

2 Sept - 3 Sept

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

Colle Val d'Elsa

Rupert H.

includes taxes & fees

30 Sept - 1 Oct

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

Toscana

Kim

includes taxes & fees

2 Sept - 3 Sept

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

Tavarnelle Val di Pesa

Anonymous traveller

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

casole d'elsa siena

Linda T.

includes taxes & fees

20 Sept - 21 Sept

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

San Gimignano

includes taxes & fees

7 Sept - 8 Sept

15. Vana Hills House - Three Bedroom House, Sleeps 8

Monteriggioni

includes taxes & fees

4 Sept - 5 Sept

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

San Gimignano

Anne-Marie M.

includes taxes & fees

2 Oct - 3 Oct

17. Villa Il Frantoio with Shared Pool, Private Terrace & Wi-Fi

Montespertoli

includes taxes & fees

2 Sept - 3 Sept

18. 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.

includes taxes & fees

16 Sept - 17 Sept

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

Tavarnelle Val di Pesa

Ramona S.

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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!"

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."

Find out more about Poggibonsi

Poggibonsi Holiday Homes information

Number of reviews	183
Accommodation	111 Holiday Homes
Lowest Price	€124
Highest Price	€724

Room 1

Change your mind

Treat yourself

Be picky

Check prices for these dates

Our top choices for Poggibonsi holiday homes

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

2. Chianti Craft House Badia a Passignano

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

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