Poggibonsi Holiday Houses

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

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Our top choices for Poggibonsi holiday homes

A rustic wall shelf with a 'PALIO' book and various items.

1. THE CASINA OF SANT 'AGOSTINO

Colle di Val d'Elsa

includes taxes & fees

6 Oct - 7 Oct

A view through a wooden door of a courtyard with stone walls and potted plants.

2. Chianti Craft House Badia a Passignano

Tavarnelle Val di Pesa

Oscar O.

includes taxes & fees

6 Sept - 7 Sept

A bedroom with a bed, a bedside table with a book, a nightstand, and three framed pictures on the wall.

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

San Gimignano City Centre

includes taxes & fees

6 Sept - 7 Sept

A compact bedroom with a bed, a desk with a chair, a bookshelf, a radiator, and a TV.

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

San Gimignano City Centre

includes taxes & fees

6 Sept - 7 Sept

A modern kitchen with white cabinets, a wooden dining table, and a built-in oven.

5. Casa San Martino between Florence and Siena with Pool

Tavarnelle Val di Pesa

includes taxes & fees

21 Sept - 22 Sept

A modern hotel room with a walk-in closet, a vanity with a mirror, and a red accent wall.

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

San Gimignano City Centre

includes taxes & fees

5 Oct - 6 Oct

A pool area with lounge chairs and umbrellas, surrounded by stone buildings and greenery.

7. Casa Vacanze Le Case

San Gimignano

Jackie

includes taxes & fees

25 Sept - 26 Sept

A patio with a table and chairs, an umbrella, and a view of a green fence and plants.

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

Certaldo

Anonymous traveller

includes taxes & fees

6 Sept - 7 Sept

A stone building with a blue door, a wicker basket, and a clear vase with pink flowers.

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

Colle Val d'Elsa

Rupert H.

includes taxes & fees

30 Sept - 1 Oct

A stone building with a gated entrance, terracotta pots with flowers, and a staircase leading up to the door.

10. 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

17 Sept - 18 Sept

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

Tavarnelle Val di Pesa

Anonymous traveller

A swimming pool with a hot tub, outdoor seating, and a view of a hillside house.

12. Holiday Home 'La Loggia di Giulia' with Private Terrace, Hot Tub and Garden

San Gimignano

Valerie S.

includes taxes & fees

1 Oct - 2 Oct

A stone building with a tiled roof, a central door, and a small courtyard with a fountain.

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

Monteriggioni

includes taxes & fees

7 Sept - 8 Sept

A brick building with a garden, a metal fence, and a clear sky.

14. Casa Marisa in Castellina in Chianti

Castellina in Chianti

includes taxes & fees

6 Sept - 7 Sept

A dining area with a table set for four, a large window with an arched ceiling, and a view of the outdoors.

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

casole d'elsa siena

Linda T.

includes taxes & fees

12 Sept - 13 Sept

A balcony with a table and chairs overlooking a vineyard.

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

San Gimignano

includes taxes & fees

7 Sept - 8 Sept

A stone building with a covered outdoor seating area and a brick pathway.

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

San Gimignano

Anne-Marie M.

A stone building with a central archway, multiple windows, and a paved courtyard with potted plants.

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

An outdoor patio with a table, chairs, a grill, and a large umbrella.

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

Tavarnelle Val di Pesa

Ramona S.

includes taxes & fees

5 Oct - 6 Oct

A swimming pool with lounge chairs and umbrellas, surrounded by greenery and hills.

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

Montespertoli

includes taxes & fees

7 Sept - 8 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!"

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	113
Accommodation	102 Holiday Homes
Lowest Price	NZ$245
Highest Price	NZ$1,431

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Room 1

Change your mind

Treat yourself

Be picky

Check prices for these dates

Our top choices for Poggibonsi holiday homes

1. THE CASINA OF SANT 'AGOSTINO

2. Chianti Craft House Badia a Passignano

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

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

5. Casa San Martino between Florence and Siena with Pool

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

7. Casa Vacanze Le Case

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

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

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

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

12. Holiday Home 'La Loggia di Giulia' with Private Terrace, Hot Tub and Garden

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

14. Casa Marisa in Castellina in Chianti

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

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

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

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

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

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

Find holiday rentals that suit your style

Top Poggibonsi Hotel Reviews

Villa Lecchi Hotel Wellness

B&B Poggiobonizio

Hotel Villa San Giorgio

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

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

Hotel Ristorante Alcide

Villa San Lucchese

Tenuta Macericca - Vacation villa with pool

Casale di Villore

Find out more about Poggibonsi

Poggibonsi Holiday Homes information

Explore a world of travel with Expedia

Holiday Homes in Poggibonsi

Change your mind

Treat yourself

Be picky

Check prices for these dates

Our top choices for Poggibonsi holiday homes

1. THE CASINA OF SANT 'AGOSTINO

2. Chianti Craft House Badia a Passignano

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

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

5. Casa San Martino between Florence and Siena with Pool

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

7. Casa Vacanze Le Case

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

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

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

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

12. Holiday Home 'La Loggia di Giulia' with Private Terrace, Hot Tub and Garden

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

14. Casa Marisa in Castellina in Chianti

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

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

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

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

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

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

Find holiday rentals that suit your style

Top Poggibonsi Hotel Reviews

Villa Lecchi Hotel Wellness

Find out more about Poggibonsi

Poggibonsi Holiday Homes information

Explore a world of travel with Expedia