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Check prices for these dates

Next weekend
22 Aug - 24 Aug
In two weeks
29 Aug - 31 Aug
In one month
12 Sept - 14 Sept
In two months
10 Oct - 12 Oct

Featured Villas in Poggibonsi and around

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

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

10.0 out of 10, Exceptional, (107)
"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
Your panoramic house in Tuscany between vineyards and olive groves.
Pool

Your panoramic house in Tuscany between vineyards and olive groves.

9.8 out of 10, Exceptional, (40)
"We had such a nice stay and only wish it had been longer! Enrico & Simona were excellent hosts and we loved the cooking class they did for us and our 3 college students who learned to make pasta for the first time. The views are spectacular and it’s a perfect location for trips to the many surrounding towns and wineries. We’d love to come back in the summer and stay longer!"
Your panoramic house in Tuscany between vineyards and olive groves.
Relais Badia a Passignano
Seasonal outdoor pool

Relais Badia a Passignano

10.0 out of 10, Exceptional, (1)
Relais Badia a Passignano
Exclusive Farmhouse Pool & View of San Gimignano
Outdoor pool

Exclusive Farmhouse Pool & View of San Gimignano

10.0 out of 10, Exceptional, (1)
Exclusive Farmhouse Pool & View of San Gimignano
Villa in Colle Di Val D’elsa with 7 bedrooms sleeps 14
Fireplace

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

9.8 out of 10, Exceptional, (7)
"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
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"

9.0 out of 10, Wonderful, (22)
"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"
SPECIAL PRIVE !! Exclusive Villa with Pool near San Gimignano + FREE WIFI
8 bedrooms, in-room safe, iron/ironing board, travel cot

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 'Beccalorzo' with Private Pool, Wi-Fi and Air Conditioning
Fridge, oven, stovetop, coffee/tea maker

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

10.0 out of 10, Exceptional, (1)
"Absolutely stunning. Every detail was taken care of. This home and property exceeded what you see in the photos. "
Villa 'Beccalorzo' with Private Pool, Wi-Fi and Air Conditioning
Villa Zambra by MMega
Fridge, microwave, oven, stovetop

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
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.
Entire Tuscan farmhouse with private pool between Siena and Florence
Outdoor pool

Entire Tuscan farmhouse with private pool between Siena and Florence

10.0 out of 10, Exceptional, (3)
"We had a wonderful visit to the area and loved the home and property. The check-in and departure was very easy. We had many questions before our arrival and every time we received a prompt reply"
Entire Tuscan farmhouse with private pool between Siena and Florence
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
private Villa with A/C, Wifi, Swimming Pool in the heart of Chianti (Tuscany)
Outdoor pool

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)
Relais Badia a Passignano - Merlot Apartment
Pool

Relais Badia a Passignano - Merlot Apartment

Relais Badia a Passignano - Merlot Apartment
Idyllic Countryside Retreat with Rustic Elegance
Fridge, microwave, oven, stovetop

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 Vianci RBO, your home away in Tuscany
Fridge, microwave, oven, stovetop

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
Relais Badia a Passignano - Garnacha Apartment
Pool

Relais Badia a Passignano - Garnacha Apartment

Relais Badia a Passignano - Garnacha Apartment
Villa Sabrina
Outdoor pool

Villa Sabrina

Villa Sabrina
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

VILLORE Home Sweet Home Tuscany

VILLORE Home Sweet Home Tuscany

10/10 Excellent
"A beautiful, Tuscan villa in an ideal location for visiting all the best landmarks, cites and the best vineyards close by. The owners are incredible at customer service. The property has excellent amenities and decor "
mark p. 18-night trip
Posted 2 weeks ago
VILLORE Home Sweet Home Tuscany

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 148 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.