Poggibonsi Villas from CA $211

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

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Our top choices for Poggibonsi villas

Villa, Air conditioning, Courtyard View | Exterior

1. Villa Montecastello

Monteriggioni

Alvaro

CA $292 total

includes taxes & fees

Aug 25 - Aug 26

2. Rooster House, cooking classes and opera

Toscana

CA $211 total

includes taxes & fees

Aug 25 - Aug 26

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

San Gimignano

CA $8,533 total

includes taxes & fees

Aug 25 - Aug 26

4. Cosy apartment in villa with WIFI, pool, A/C, TV, terrace and panoramic view, close to San Gimig...

Montaione

Carole G.

CA $264 total

includes taxes & fees

Aug 28 - Aug 29

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

Certaldo - Firenze

Kelly C.

CA $954 total

includes taxes & fees

Aug 25 - Aug 26

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

Radda in Chianti

Amber M.

CA $1,635 total

includes taxes & fees

Sep 17 - Sep 18

7. Luxury Villa in the Florentine hills

Florence

Dawn L.

CA $535 total

includes taxes & fees

Aug 29 - Aug 30

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

Impruneta

Maria H.

CA $563 total

includes taxes & fees

Aug 25 - Aug 26

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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!"

Panoramic castle with large pool on the walls. Ideal for weddings and events

10/10 Excellent

"The castle accommodations provided a fairytale experience for our extended family of ten. The huge pool gave us a place to cool off and relax after the sweltering days of touring activities. The host went above and beyond to make our stay comfortable and enjoyable. He even provided transportation and interpretation with the doctor when my husband became ill. We highly recommend this castle for your trip to the Tuscan Region."

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 Villas information

Number of reviews	178
Accommodation	152 Villas
Lowest Price	CA $211
Highest Price	CA $8,533

Frequently asked questions

How much do villas in Poggibonsi cost?

Villas in Poggibonsi cost between CA $211 and CA $8,533 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 152 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 $211

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. Cosy apartment in villa with WIFI, pool, A/C, TV, terrace and panoramic view, close to San Gimig...

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

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

7. Luxury Villa in the Florentine hills

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

9. Villa Il Signorino

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

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

12. VILLA ASCARA - Fifteen Bedroom Villa, Sleeps 30

13. "A Casa di Franca Villa con piscina"

14. Villa 'Eleonora' with Private Pool, Private Garden and Wi-Fi

15. "Villa Erbolino" with Private Garden, Outdoor Stone Tub, and Wi-Fi

16. My Exclusive Italy - Classic Suite in a Luxury Wine Estate

17. Villa Linchiano with Historic Tower and Private Pool

18. My Exclusive Italy - Exclusive Suite with view in a Luxury Wine Estate

19. Villa Capannina with Private Pool, Wi-Fi and Air Conditioning

20. Villa Torre Among the Hills of Siena

Find vacation rentals that suit your style

Top Poggibonsi Hotel Reviews

Villa Lecchi Hotel Wellness

Find out more about Poggibonsi

Poggibonsi Villas information

Frequently asked questions

Explore a world of travel with Expedia