Poggibonsi Villas from CA $209

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

CA $209 total

includes taxes & fees

Oct 11 - Oct 12

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

2. Villa Montecastello

Monteriggioni

Alvaro

CA $284 total

includes taxes & fees

Oct 12 - Oct 13

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

CA $6,878 total

includes taxes & fees

Oct 16 - Oct 17

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

Kelly C.

CA $930 total

includes taxes & fees

Oct 10 - Oct 11

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.

CA $2,557 total

includes taxes & fees

Nov 2 - Nov 3

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

CA $8,619 total

includes taxes & fees

Oct 14 - Oct 15

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.

CA $715 total

includes taxes & fees

Oct 10 - Oct 11

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

8. "A Casa di Franca Villa con piscina"

Gambassi Terme

CA $2,242 total

includes taxes & fees

Oct 10 - Oct 11

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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."

Find out more about Poggibonsi

Poggibonsi Villas information

Number of reviews	320
Accommodation	147 Villas
Lowest Price	CA $209
Highest Price	CA $11,187

Frequently asked questions

How much do villas in Poggibonsi cost?

Villas in Poggibonsi cost between CA $209 and CA $11,187 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 147 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.

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 travelers' 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 Poggibonsi Villa Rentals from CA $209

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

Find out more about Poggibonsi

Poggibonsi Villas information

Frequently asked questions

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