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Featured Villas in Poggibonsi and around

Your panoramic house in Tuscany between vineyards and olive groves.
Exterior

Your panoramic house in Tuscany between vineyards and olive groves.

9.8 out of 10, Exceptional, (42)
"Very spacious and clean villa in between Florence and Siena in the heart of Chianti. Tremendous hosts that communicated often and met a couple special requests. Have already referred this listing and will definitely come back!"
Your panoramic house in Tuscany between vineyards and olive groves.
Relais Badia a Passignano
Land view from property

Relais Badia a Passignano

10.0 out of 10, Exceptional, (1)
Relais Badia a Passignano
Villa Sabrina - Luxury Villa Rental with private swimming pool in San Gimignano, Tuscany
Pool

Villa Sabrina - Luxury Villa Rental with private swimming pool in San Gimignano, Tuscany

10.0 out of 10, Exceptional, (80)
"Great place. Great host Driveway….needs work "
Villa Sabrina - Luxury Villa Rental with private swimming pool in San Gimignano, Tuscany
SPECIAL PRIVE !! Exclusive Villa with Pool near San Gimignano + FREE WIFI
Outdoor pool

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

10.0 out of 10, Exceptional, (5)
"Amazing location with everything you need for a relaxing and pleasant stay! Uncomplicated check-in and check-out, fast replies to any questions. Thanks a lot Arianna and Natale!"
SPECIAL PRIVE !! Exclusive Villa with Pool near San Gimignano + FREE WIFI
Villa in Colle Di Val D’elsa with 7 bedrooms sleeps 14
Pool

Villa in Colle Di Val D’elsa with 7 bedrooms sleeps 14

9.6 out of 10, Exceptional, (9)
"My family and I stayed here for almost a full week in the spring, and had an amazing time. The host was extremely responsive about the check-in process leading up to the stay, during the stay whenever we had any issues, and even after our stay when we needed to recover an item that was left behind. There were some slight hiccups with the house during our stay (garage door opener was out of batteries one time and the shower drain clogged one time), but the host was proactive as can be and quick...
Villa in Colle Di Val D’elsa with 7 bedrooms sleeps 14
Villa Zambra by MMega
Outdoor dining

Villa Zambra by MMega

10.0 out of 10, Exceptional, (1)
"Beautiful villa in an ancient tower! Immaculate and beautifully furnished Easy commute to Tuscany points of interest"
Villa Zambra by MMega
Villa with pool, 4 rooms en suite, WiFi A/C, walking distance from San Gimignano
Property grounds

Villa with pool, 4 rooms en suite, WiFi A/C, walking distance from San Gimignano

10.0 out of 10, Exceptional, (111)
"We had a lovely stay at the villa. The villa was comfortable, well furnished and had a beautiful view of San Gimignano. The owner was very helpful and responsive. We will definitely stay there again if we visit San Gimignano."
Villa with pool, 4 rooms en suite, WiFi A/C, walking distance from San Gimignano
Tuscany Luxury Spacious Villa Private Pool Wi-Fi free near Siena Family Frendly
Interior

Tuscany Luxury Spacious Villa Private Pool Wi-Fi free near Siena Family Frendly

9.6 out of 10, Exceptional, (58)
"We felt so at home being away from home. Our host were most gracious and assisted with arranging a chef for a special birthday dinner and assisted with directions to towns to visit. This a perfect central location to visit surrounding cities like Florence and Siena and even a day trip to the coast. I cried when we had to all leave. Lasting memories of a life dream vacation. Would return in a heartbeat "
Tuscany Luxury Spacious Villa Private Pool Wi-Fi free near Siena Family Frendly
Villa 'Podere Beccalorzo with Private Pool, Wi-Fi and Air Conditioning'
Exterior

Villa 'Podere Beccalorzo with Private Pool, Wi-Fi and Air Conditioning'

10.0 out of 10, Exceptional, (2)
"Absolutely stunning. Every detail was taken care of. This home and property exceeded what you see in the photos. "
Villa 'Podere Beccalorzo with Private Pool, Wi-Fi and Air Conditioning'
Exclusive Farmhouse Pool & View of San Gimignano
Outdoor dining

Exclusive Farmhouse Pool & View of San Gimignano

10.0 out of 10, Exceptional, (1)
Exclusive Farmhouse Pool & View of San Gimignano
The timeless elegance with private pool
Outdoor pool

The timeless elegance with private pool

10.0 out of 10, Exceptional, (1)
"The villa has great charm and character, a huge living room where you can spend time with friends, as well as outdoor spaces and the swimming pool. It is an excellent point to visit San Gimignano Colle val d'elsa Florence and Siena. Thanks Luca for hosting us"
The timeless elegance with private pool
Macinella Friendly and Artistic apartment "Sunflower 1"
Exterior

Macinella Friendly and Artistic apartment "Sunflower 1"

9.2 out of 10, Wonderful, (23)
"Traditional accommodation in a great location. In the middle of the sweet Tuscan hills. Very nice property, ambience Italian warmth and great atmosphere. always gladly again..."
Macinella Friendly and Artistic apartment "Sunflower 1"
Entire Tuscan farmhouse with private pool between Siena and Florence
Outdoor dining

Entire Tuscan farmhouse with private pool between Siena and Florence

9.6 out of 10, Exceptional, (4)
"The house is set in beautiful grounds and the pool was kept in pristine condition. The kitchen was adequate and a liquidizer would have been useful. Wi-Fi was weak and the TV unavailable most of the time but it had its plus points in that the children played with the table tennis and billiards instead! Access to the house was excellent and part of its charm was the wild life. The deer which came to graze and play in the evenings and the pheasant which walked through the grounds certainly...
Entire Tuscan farmhouse with private pool between Siena and Florence
Vintage 70s Home - your place in Tuscany. Holiday Home, Events & Retreats.
Property grounds

Vintage 70s Home - your place in Tuscany. Holiday Home, Events & Retreats.

10.0 out of 10, Exceptional, (4)
"What an experience it was staying in the 70s vintage home. Natalie and Lorenzo were the best hosts we have ever had- such wonderful people who helped us out with everything we needed. The home was perfect- safe for our toddler and with the best views and very well kitted out. We enjoyed that we could walk into the village. We highly recommend this place!!"
Vintage 70s Home - your place in Tuscany. Holiday Home, Events & Retreats.
Idyllic Countryside Retreat with Rustic Elegance
Exterior

Idyllic Countryside Retreat with Rustic Elegance

10.0 out of 10, Exceptional, (2)
"The pictures do not do this place justice. The pool and pool house are incredible for lunch gatherings the design of the pool is the best we’ve ever had. Each room has AC unit and all appliances are top of the line. Rooms are spacious and bathrooms are old worldly but top class. Emanuele met us at the property and showed us around. And was available for questions by phone. We can not speak highly enough of this home!!"
Idyllic Countryside Retreat with Rustic Elegance
Villa Sabrina
Outdoor pool

Villa Sabrina

Villa Sabrina
private Villa with A/C, Wifi, Swimming Pool in the heart of Chianti (Tuscany)
Exterior

private Villa with A/C, Wifi, Swimming Pool in the heart of Chianti (Tuscany)

9.0 out of 10, Wonderful, (2)
"This is a great home with all the amenities a traveling family cares to have. The owners were very helpful during our stay and helped make the trip more memorable! Highly recommend this if you want to stay in a real Tuscan villa that’s been modernized to enhance your stay!"
private Villa with A/C, Wifi, Swimming Pool in the heart of Chianti (Tuscany)
Villa Vianci RBO, your home away in Tuscany
Outdoor dining

Villa Vianci RBO, your home away in Tuscany

10.0 out of 10, Exceptional, (1)
"Friends and family gathered at this wonderful villa in Tuscany for a week in September. Everything about this place is extraordinary. Incredible vistas & sunsets. Magnificent home with beautiful furnishings. I cannot recommend this place enough."
Villa Vianci RBO, your home away in Tuscany
Casabianca 12, Emma Villas
Pool

Casabianca 12, Emma Villas

10.0 out of 10, Exceptional, (1)
"The views from the property are just as shown in the pictures. The home is at the top of a hill, so the views are absolutely beautiful and scenic. One of the main reasons we rented was because of the stone kitchen and it was even better than pictured. The owner was kind enough to leave us pasta which certainly helped on the first night. Looking forward to renting there again soon."
Casabianca 12, Emma Villas
La Badia 2
Property grounds

La Badia 2

10.0 out of 10, Exceptional, (1)
"Our flight was diverted to another airport, so we were 6 hours later than expected, but able to communicate and get a quick response throughout. It's quite a small place, but there are only two of us, and we had everything we needed. The road in could be quite bumpy or extremely bumpy depending on which way, but we were able to do it in our economy car. The property host was there to meet us in the dark in a downpour, and made us feel welcome- even with a strong language barrier. Pros: view...
La Badia 2
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Poggibonsi Hotel Reviews

Villa San Lucchese

Villa San Lucchese

10/10 Excellent
"This was our third time staying at Villa San Lucchese, and the first time in about 8 years. It was just as wonderful as we remembered! The staff is extremely friendly and that's what keeps us coming back. The accommodations are extremely comfortable. Thank you for the ac! The breakfast has lots of great options, and the fresh scrambled eggs are delicious. We always enjoy dinner at their restaurant as well. Can't wait until our next visit!"
Amanda 3-night trip
Posted 6 days ago
Villa San Lucchese

Find out more about Poggibonsi

Find out more about Poggibonsi

Poggibonsi Villas information

Number of reviews
229
Accommodation
146 Villas
Lowest Price
Highest Price

Frequently asked questions

How much do villas in Poggibonsi cost?
Villas in Poggibonsi cost between and 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 146 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 holiday 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.

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