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Check prices for these dates

Next weekend
13 Jun - 15 Jun
In two weeks
20 Jun - 22 Jun
In one month
4 Jul - 6 Jul
In two months
1 Aug - 3 Aug

Compare 110 Villas in Poggibonsi with updated reviews, rates, and availability.

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, (36)
"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.
Tuscany Luxury Spacious Villa Private Pool Wi-Fi free near Siena Family Frendly
Outdoor pool

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

9.6 out of 10, Exceptional, (53)
"The property was beautiful and very safe. The pool was fabulous , the scenery breath taking and the hosts very friendly and welcoming people. Close to hiking trails with a pizzeria close by . A car is recommended with parking in a gated property . "
Tuscany Luxury Spacious Villa Private Pool Wi-Fi free near Siena Family Frendly
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, (101)
"The whole family were together and enjoyed the beauty that surrounded us. It was a wonderful place that made for wonderful memories."
Villa with pool, 4 rooms en suite, WiFi A/C, walking distance from San Gimignano
Macinella Friendly and Artistic apartment "Sunflower 1"
Pool

Macinella Friendly and Artistic apartment "Sunflower 1"

9.0 out of 10, Wonderful, (21)
"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"
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)
"Lovely well-equipped home with space and easy privacy for family groups. Lovely property with local flora and magnificent views. Pool pleasant but shallow - for cooling off but not swimming. Note: house is large and has separate (entrance, parking,property) rental section. Pool only for you however and still good privacy."
Villa in Colle Di Val D’elsa with 7 bedrooms sleeps 14
Nice apartment in villa with pool, WIFI, TV, patio, panoramic view, parking, close to San Gimignano
Pool

Nice apartment in villa with pool, WIFI, TV, patio, panoramic view, parking, close to San Gimignano

8.6 out of 10, Excellent, (8)
"nice hosts, but a little bit in the years"
Nice apartment in villa with pool, WIFI, TV, patio, panoramic view, parking, close to San Gimignano
Beautiful rustic villa in Tuscany in Monteriggioni, between Siena and Florence.
Property grounds

Beautiful rustic villa in Tuscany in Monteriggioni, between Siena and Florence.

10.0 out of 10, Exceptional, (47)
"Nice house with a beautiful pool , well located to visit Tuscany. "
Beautiful rustic villa in Tuscany in Monteriggioni, between Siena and Florence.
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, (76)
"Great place. Great host Driveway….needs work "
Villa Sabrina - Luxury Villa Rental with private swimming pool in San Gimignano, Tuscany
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
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
Nice apartment in villa with WIFI, pool, TV, patio, panoramic view, parking, close to San Gimignano
Pool

Nice apartment in villa with WIFI, pool, TV, patio, panoramic view, parking, close to San Gimignano

9.0 out of 10, Wonderful, (36)
"Wir hatten einen wunderbaren Urlaub im Herzen der Toskana. Die Lage der Unterkunft ist perfekt für Ausflüge in die Umgebung. Vielen Dank an Sonia & Gabrio [English translation courtesy of Easy Reserve] We had a wonderful vacation in the heart of Tuscany. The location of the property is perfect for exploring the surrounding area. Many thanks to Sonia & Gabrio"
Nice apartment in villa with WIFI, pool, TV, patio, panoramic view, parking, close to San Gimignano
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

Villa 'Beccalorzo' with Private Pool, Wi-Fi and Air Conditioning
SPECIAL PRIVE !! Exclusive Villa with Pool near San Gimignano + FREE WIFI
Property grounds

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
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, (3)
"Lovely house. Lots of common area to visit. Deck is highlight. Quiet area with lots of privacy. Highly recommend it. Super friendly helpful host."
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)
"Very nice!!!"
Entire Tuscan farmhouse with private pool between Siena and Florence
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
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
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
Villa Sabrina
Outdoor pool

Villa Sabrina

Villa Sabrina
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)

private Villa with A/C, Wifi, Swimming Pool in the heart of Chianti (Tuscany)
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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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 110 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.