Poggibonsi Villas from AED 539

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

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Our top choices for Poggibonsi villas

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

1. Rooster House, cooking classes and opera

Tavarnelle Val di Pesa

AED 539 total

includes taxes & fees

10 Oct - 11 Oct

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

2. Villa Montecastello

Monteriggioni

Alvaro

AED 762 total

includes taxes & fees

10 Oct - 11 Oct

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

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

Gambassi Terme

AED 17,760 total

includes taxes & fees

15 Oct - 16 Oct

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

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

Certaldo - Firenze

AED 2,401 total

includes taxes & fees

10 Oct - 11 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

AED 6,602 total

includes taxes & fees

4 Nov - 5 Nov

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

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

Montespertoli

AED 22,235 total

includes taxes & fees

14 Oct - 15 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.

7. Villa Il Signorino

GREVE IN CHIANTI

Avi A.

AED 1,849 total

includes taxes & fees

20 Oct - 21 Oct

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

8. "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 traveler

AED 5,789 total

includes taxes & fees

10 Oct - 11 Oct

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Top Poggibonsi Hotel Reviews

Casale di Villore

10/10 Excellent

"Spacious living space with a kitchen and cosy bedroom. Lovely outdoor area to sit in afternoon and a communal swimming pool with great view."

One Belvedere Tuscany

10/10 Excellent

"I spent three nights at the villa and couldn’t have been more pleased. The building is new and the rooms are equipped with modern conveniences. They have done very well to keep the look of an old Tuscan Villa while keeping the feel modern inside. The staff were very attentive and helped us with any questions we had. The villa is so small sometimes you feel like you have it all to yourself! The Thank you grounds are stunning in every corner is an opportunity for a photo. The food was excellent, and my wife, being a coeliac still had plenty of options. If you aren’t aware, though, the entire menu is vegetarian. It was all very good for somebody who is a meat, lover! Perhaps my favourite part of the day was breakfast on the terrace in the morning sun beside the restaurant. It was storybook Tuscan beauty. Thank you, 1 Belvedere for our first class experience."

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."

Frequently asked questions

How much do villas in Poggibonsi cost?

Villas in Poggibonsi cost between AED 539 and AED 28,857 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 149 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.

Why book your villa in Poggibonsi with Expedia?

We think vacation time should be a walk in the park, so if you're in search of villas at a competitive price, Expedia has you covered. Keep the budget under control and pick an all-inclusive stay, or splurge on a luxury villa to spoil your loved ones. Our search filters make it simple to secure a property in Poggibonsi that suits you best.

How can I find cheap villas in Poggibonsi?

With Expedia's user-friendly filter tool, locating cheap villas in Poggibonsi is a piece of cake. To find properties that will keep some cash in your pocket, refine your search by amenities, star rating and budget.

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Poggibonsi Vacations

Room 1

Change your mind

Treat yourself

Be picky

Check prices for these dates

Our top choices for Poggibonsi villas

1. Rooster House, cooking classes and opera

2. Villa Montecastello

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

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

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

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

7. Villa Il Signorino

8. "A Casa di Franca Villa con piscina"

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

10. Luxury Villa in the Florentine hills

11. VILLA ASCARA - Sixteen Bedroom Villa, Sleeps 31

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

13. Exclusive Estate | Personal Concierge & Heated Pool

14. Villetta Brunelleschi: Privacy and Comfort on Two Levels

15. Villa Mami: A Tuscan Retreat of Elegance and Charm

16. SwimmingPool ONLY FOR YOU in Villa with AirCon for 26/30 pax in 13 bedrooms

17. Aureva Tuscany, modern villa with private pool

18. Golden Hour - wedding in Florence

19. Villa Capanna: A Window onto Tuscany

20. Villa Torre Among the Hills of Siena

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Top Poggibonsi Hotel Reviews

Casale di Villore

Hotel Toscana Ambassador

One Belvedere Tuscany

Villa San Lucchese

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

Frequently asked questions

Explore a world of travel with Expedia

Search Villas in Poggibonsi

Change your mind

Treat yourself

Be picky

Check prices for these dates

Our top choices for Poggibonsi villas

1. Rooster House, cooking classes and opera

2. Villa Montecastello

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

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

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

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

7. Villa Il Signorino

8. "A Casa di Franca Villa con piscina"

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

10. Luxury Villa in the Florentine hills

11. VILLA ASCARA - Sixteen Bedroom Villa, Sleeps 31

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

13. Exclusive Estate | Personal Concierge & Heated Pool

14. Villetta Brunelleschi: Privacy and Comfort on Two Levels

15. Villa Mami: A Tuscan Retreat of Elegance and Charm

16. SwimmingPool ONLY FOR YOU in Villa with AirCon for 26/30 pax in 13 bedrooms

17. Aureva Tuscany, modern villa with private pool

18. Golden Hour - wedding in Florence

19. Villa Capanna: A Window onto Tuscany

20. Villa Torre Among the Hills of Siena

Find vacation rentals that suit your style

Top Poggibonsi Hotel Reviews

Casale di Villore

Frequently asked questions

Explore a world of travel with Expedia