Poggibonsi Villas - Villas in Poggibonsi NZ$263

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

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Our top choices for Poggibonsi villas

A stone building with an arched entrance, surrounded by gravel, potted plants, and trees.

1. Villa Montecastello

Monteriggioni

Alvaro

includes taxes & fees

25 Sept - 26 Sept

A garden with outdoor seating, a shade structure, and a view of the surrounding landscape.

2. Rooster House, cooking classes and opera

Tavarnelle Val di Pesa

includes taxes & fees

24 Sept - 25 Sept

A stone building with a large glass door, a wooden deck, and a stone wall.

3. Villa "Arnilù" with Private Pool & Wi-Fi

San Gimignano

includes taxes & fees

29 Sept - 30 Sept

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

4. "Villa Bellavista" with Private Pool, Private Whirlpool & Wi-Fi

Certaldo

includes taxes & fees

12 Oct - 13 Oct

A stone building with a swimming pool, wooden deck, and a tall tree.

5. Villa 'La Petrosa' with Private Pool, Private Garden and Balcony

Radda in Chianti

Amber M.

includes taxes & fees

4 Oct - 5 Oct

A covered balcony with a brick railing, a bench, and a view of lush greenery.

6. Villa in the Heart of Chianti — Peace, Views, and Authentic Tuscany

Certaldo - Firenze

Kelly C.

includes taxes & fees

1 Oct - 2 Oct

A two-story building with a garden, a gazebo, and a statue.

7. Villa Borgo Il Castagno – Historic Villa with Private Pool in the Tuscan Hills

Gambassi Terme

includes taxes & fees

1 Oct - 2 Oct

A villa with a swimming pool, surrounded by lush greenery and vineyards.

8. Villa with Guesthouse: Private Pool, Air Conditioning, 13 Bedrooms for up to 30 Guests

Montespertoli

includes taxes & fees

18 Oct - 19 Oct

An outdoor patio with a table and chairs, surrounded by greenery and a view of distant hills.

9. Luxury Villa in the Florentine hills

Florence

melissa r.

includes taxes & fees

12 Oct - 13 Oct

A two-story building with a stone staircase leading to a wooden door. There is a small outdoor table and a potted plant on the porch.

10. Villa Il Signorino

GREVE IN CHIANTI

Avi A.

includes taxes & fees

23 Sept - 24 Sept

A landscaped garden with a central fountain, a pool, and a small building with a tiled roof.

11. VILLA ASCARA - Fifteen Bedroom Villa, Sleeps 32

Siena

includes taxes & fees

23 Sept - 24 Sept

A villa with a swimming pool, surrounded by lush greenery and hills.

12. Villa Linchiano with Historic Tower and Private Pool

Gambassi Terme

includes taxes & fees

24 Sept - 25 Sept

An open wooden door leading to a balcony with a round table and two chairs, overlooking a garden with trees and flowers.

13. Firenze‼️~Integer VILLA in hillside 7 places & 4 bathrooms~

Impruneta

Maria H.

includes taxes & fees

24 Sept - 25 Sept

A building with a large entrance, potted plants, and a statue in the foreground.

14. Villa Milani with Shared Pool, Private Terrace & Wi-Fi

Montespertoli

Scott M.

includes taxes & fees

30 Sept - 1 Oct

An outdoor patio with a round table, chairs, a sofa, and a potted plant.

15. Molino In Chianti - Villa with Private Pool

Mercatale Val Di Pesa

includes taxes & fees

24 Sept - 25 Sept

A person in a swimming pool with a view of a vineyard and hills.

16. "A Casa di Franca Villa con piscina"

Gambassi Terme

"Pros: La estancia en la casa fue muy bonita. Estaba cerca de Florencia, Siena, Sant Gimigano, etc. Viajamos toda la familia y los propietarios fueron muy acogedores. La piscina es un sitio perfecto para relajarse y bañarse después de ver la Toscana. Nuestros hijos y sobrinos jugaron porque tenían de todo. La casa muy equipada y limpia con televisión en todas las habitaciones. Los propietarios además nos ayudaron con un pequeño contratiempo que tuvimos. Nos sentimos como en casa, muchas...

Anonymous traveller

includes taxes & fees

23 Sept - 24 Sept

A table set for tea with a view of a garden and hills.

17. Tuscan Sky Villa in San Miniato with Private Pool

San Miniato

includes taxes & fees

29 Sept - 30 Sept

A rural property with stone buildings, a garden, and a view of rolling hills.

18. Villetta Leonardo: Independence, Garden & Relaxation in Tuscany

Montaione

includes taxes & fees

23 Sept - 24 Sept

A villa with a swimming pool, surrounded by lush greenery and a scenic countryside view.

19. Luxury,Charming,in true Chianti, sleeps 21 or +people with Sw-Pool,Wi-Fi,Airco

Montespertoli

"Amazing Property! The house was impeccably clean, with spacious bedrooms and comfortable beds. Our gracious host Nicola spoiled us with his generosity. He went beyond our expectations to ensure that our stay was perfect. He and his wife welcomed us with a delicious homemade apple cake. He drove us to the nearby town of Montespertoli to pick-up groceries and provisions. He recommended a local chef to cook for us at the villa. The meal was amazing and memorable. We will be back!"

Elise D.

includes taxes & fees

29 Sept - 30 Sept

A courtyard with a paved area, potted plants, and a grassy lawn.

20. Luxury Villa: Air-Co & Swimmingpool in Chianti/Sleeps 21 or more in extra suites

Montespertoli

Krista G.

includes taxes & fees

23 Sept - 24 Sept

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Top Poggibonsi Hotel Reviews

Casale di Villore

10/10 Excellent

"Our stay in the Cardisco apartment at Casale di Villore was absolutely wonderful. The location is simply stunning, with breathtaking views and the most divine infinity pool, easily one of the highlights of our stay in Tuscany. The apartment was spotlessly clean, and Alice was a fantastic host, welcoming, friendly and always happy to help. We particularly loved having our own designated sun lounger space, which made relaxing by the pool even more enjoyable. The location is also perfect for exploring the Chianti region, with beautiful vineyards and charming towns nearby. We highly recommend visiting La Croce just up the road for some lovely wines. A truly special place to stay, and somewhere we would happily return to."

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!"

Find out more about Poggibonsi

Poggibonsi Villas information

Number of reviews	218
Accommodation	96 Villas
Lowest Price	NZ$263
Highest Price	NZ$14,069

Frequently asked questions

How much do villas in Poggibonsi cost?

Villas in Poggibonsi cost between NZ$263 and NZ$14,069 per night. These getaways offer the privacy of your own space at a price that's gentle to your wallet. These prices were available on Expedia within the past 7 days, for a hotel booking with a check-in date within the next year. Prices reflect current offers and availability is subject to change. Additional terms may apply.

How many villas are there in Poggibonsi?

Take your pick of 96 villas in Poggibonsi. No matter if you're taking a trip with the kids or planning a weekend escape with some friends, Expedia can help you find the perfect space for your squad.

What is there to do near my villa in Poggibonsi?

Whatever your interests, Poggibonsi has plenty of things to keep you on the move. Fountain of Fate, Church of San Lorenzo and San Lucchese Convent are on most travellers' trip plans. Don't leave without exploring Magione Castle, Poggio Imperiale Fortress and Archeodromo di Poggibonsi either. With Expedia's Poggibonsi hotel deals, you'll be able to discover more fabulous attractions like these with the money you save.

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Search Villas in Poggibonsi

Change your mind

Treat yourself

Be picky

Check prices for these dates

Our top choices for Poggibonsi villas

1. Villa Montecastello

2. Rooster House, cooking classes and opera

3. Villa "Arnilù" with Private Pool & Wi-Fi

4. "Villa Bellavista" with Private Pool, Private Whirlpool & Wi-Fi

5. Villa 'La Petrosa' with Private Pool, Private Garden and Balcony

6. Villa in the Heart of Chianti — Peace, Views, and Authentic Tuscany

7. Villa Borgo Il Castagno – Historic Villa with Private Pool in the Tuscan Hills

8. Villa with Guesthouse: Private Pool, Air Conditioning, 13 Bedrooms for up to 30 Guests

9. Luxury Villa in the Florentine hills

10. Villa Il Signorino

11. VILLA ASCARA - Fifteen Bedroom Villa, Sleeps 32

12. Villa Linchiano with Historic Tower and Private Pool

13. Firenze‼️~Integer VILLA in hillside 7 places & 4 bathrooms~

14. Villa Milani with Shared Pool, Private Terrace & Wi-Fi

15. Molino In Chianti - Villa with Private Pool

16. "A Casa di Franca Villa con piscina"

17. Tuscan Sky Villa in San Miniato with Private Pool

18. Villetta Leonardo: Independence, Garden & Relaxation in Tuscany

19. Luxury,Charming,in true Chianti, sleeps 21 or +people with Sw-Pool,Wi-Fi,Airco

20. Luxury Villa: Air-Co & Swimmingpool in Chianti/Sleeps 21 or more in extra suites

Find holiday rentals that suit your style

Top Poggibonsi Hotel Reviews

Casale di Villore

Find out more about Poggibonsi

Poggibonsi Villas information

Frequently asked questions

Explore a world of travel with Expedia