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Compare 85 Villas in Poggibonsi with updated reviews, rates, and availability.

Villa with pool, 4 rooms en suite, WiFi A/C, walking distance from San Gimignano
10.0 out of 10, Exceptional, (95)
"Our host was responsive to our questions and needs. He also arranged a women to come to the property and prepare dinner for us on two separate nights.To our host, thank you."
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
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
Your panoramic house in Tuscany between vineyards and olive groves.
9.8 out of 10, Exceptional, (32)
"Lovely property, very comfortable. Good location to explore Tuscany. There is an excellent supermarket less than 10 minutes away. Families would be very comfortable here."
Your panoramic house in Tuscany between vineyards and olive groves.
Beautiful rustic villa in Tuscany in Monteriggioni, between Siena and Florence.
10.0 out of 10, Exceptional, (46)
"This place exceeded all of our expectations. The host and his family were amazing and very accommodated. Perfect size for two couples. Bedrooms and bathrooms were private. The location was perfect. We were able to take daily trips everywhere in Tuscany between 15 minutes and one hour. The house and pool were even better than the pictures portray. The place came stocked with everything you need For your vacation. If ever back in Tuscany I would definitely stay here again."
Beautiful rustic villa in Tuscany in Monteriggioni, between Siena and Florence.
Macinella Friendly and Artistic apartment "Sunflower 1"
9.0 out of 10, Wonderful, (21)
"I rated as a 4 instead of 5 for two reasons. 1) the beds were fine but could have been better. (2) the drive on gravel roads were a bit iffy when it rained. Stelio and the rest of the group were very friendly and responsive and the views were amazing . If you walk across the road you can see San Gimignano which was very cool. Also convenient to many of the towns."
Macinella Friendly and Artistic apartment "Sunflower 1"
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
Villa Sabrina - Luxury Villa Rental with private swimming pool in San Gimignano, Tuscany
10.0 out of 10, Exceptional, (73)
"Great place. Great host Driveway….needs work "
Villa Sabrina - Luxury Villa Rental with private swimming pool in San Gimignano, Tuscany
- Top Location - Villa in San Gimignano, Top View, 4 DBL En-Suite, Pool, A. C, WiFi
10.0 out of 10, Exceptional, (98)
"The entire experience (pre-booking, booking, and our stay) was positive. Barbara quickly responded to my inquiries before and after booking and greeted us upon arrival. Plus, she prepared two delicious meals for our group that we enjoyed at the outside dining area—from which we had gorgeous views of the San Gimignano skyline. There are uninterrupted views of San Gimignano from inside, too: from the kitchen, the living room, and one of the bedrooms. We savored those views our entire stay. The...
- Top Location - Villa in San Gimignano, Top View, 4 DBL En-Suite, Pool, A. C, WiFi
SPECIAL PRIVE !! Exclusive Villa with Pool near San Gimignano + FREE WIFI
10.0 out of 10, Exceptional, (5)
"Rented the property for a birthday celebration, it was great! There were anywhere from 10 to 14 people every day, there is plenty of room for all of us. The pool was fantastic. We were able to spend time together, but had privacy if we wanted it the property manager and owners were extremely responsive to all questions and requests. It was the perfect location in Tuscany thoroughly enjoyed ourselves. Thank you so much!!"
SPECIAL PRIVE !! Exclusive Villa with Pool near San Gimignano + FREE WIFI
Apartment in villa with WIFI, pool, TV, patio, panoramic view, parking, close to San Gimignano
10.0 out of 10, Exceptional, (5)
"Très bon sejour"
Apartment in villa with WIFI, pool, TV, patio, panoramic view, parking, close to San Gimignano
Apartment in villa with pool, WIFI, TV, patio, panoramic view, parking, close to San Gimignano
8.6 out of 10, Excellent, (7)
"Gite en périphérie de la ville. Pas de climatisation, mais des ventilateurs de plafonds et des moustiquaires aux fenêtres. Vieille bâtisse, mais tout est fonctionnel. Supermarché tout proche à 5 mn. San Gimignano, Sienne et Florence visités durant notre séjour de 4 nuits. Belle piscine pour se rafraichir."
Apartment in villa with pool, WIFI, TV, patio, panoramic view, parking, close to San Gimignano
Villa with private pool overlooking San Gimignano. Exclusive use of the property
10.0 out of 10, Exceptional, (20)
"The villa is beautiful and homey and well stocked — and Simon, Pham and Aliah were the most helpful and generous managers. I want to come back for longer!!"
Villa with private pool overlooking San Gimignano. Exclusive use of the property
VILLA TORRI - Villa Torri
9.4 out of 10, Exceptional, (23)
"We liked landscapes all around this area House is fully equipped and spacious Host is very kind"
VILLA TORRI - Villa Torri
Apartment in villa with pool, WIFI, TV, patio, panoramic view, parking, close to San Gimignano
7.6 out of 10, Good, (4)
"Le logement était tout à fait conforme aux photos et à la description. Malheureusement, la propreté n'était pas optimale (poussière, bourres sous les meubles) et le manque de climatisation est difficilement supportable quand l'appartement est situé plein sud. La propriété est somptueuse (les environs aussi) et mériterait un bon coup de jeune afin d'attirer davantage. Le personnel est très agréable et professionnel. Mention spécial pour la somptueuse piscine et la vue. "
Apartment in villa with pool, WIFI, TV, patio, panoramic view, parking, close to San Gimignano
Villa Paneretta - 15 nights rental: 5% discount
10.0 out of 10, Exceptional, (15)
"Everything was as advertised. Spotless, lovely and incredible vistas in every direction! We will be back!!"
Villa Paneretta - 15 nights rental: 5% discount
Apartment in villa with pool, WIFI, TV, patio, panoramic view, parking, close to San Gimignano
9.0 out of 10, Wonderful, (36)
"This apartment and property were nothing like the description. The apartment furniture is at least 30 years old and extremely uncomfortable. After 5 days without hot water we had to move to another villa. The poo waterl was not safe to swim in "
Apartment in villa with pool, WIFI, TV, patio, panoramic view, parking, close to San Gimignano
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
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 L'Elsa - Villa L' Elsa
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 L'Elsa - Villa L' Elsa
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
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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Other property types in Poggibonsi

Podere il Pino
9.2 out of 10, Wonderful, (13)
"Let’s start with the good: lots of communication and the lady was very kind and helpful. Beautiful views and peaceful. It was nice to look out and see green EVERYWHERE!! The perfect place to relax. The pool is so refreshing and clean. Our kids didn’t leave it. Ok. We didn’t either lol. Grapevine lined pergolas. I mean, OMG! How cute! Now, for some things to work on that round make this place better: I understand a lot of places around Italy don’t do air conditioning, so we had to keep the...
Podere il Pino
SPECIAL PRIVE !! Exclusive Villa with Pool near San Gimignano + FREE WIFI
10.0 out of 10, Exceptional, (5)
"Rented the property for a birthday celebration, it was great! There were anywhere from 10 to 14 people every day, there is plenty of room for all of us. The pool was fantastic. We were able to spend time together, but had privacy if we wanted it the property manager and owners were extremely responsive to all questions and requests. It was the perfect location in Tuscany thoroughly enjoyed ourselves. Thank you so much!!"
SPECIAL PRIVE !! Exclusive Villa with Pool near San Gimignano + FREE WIFI
Apartment in villa with WIFI, pool, TV, patio, panoramic view, parking, close to San Gimignano
10.0 out of 10, Exceptional, (5)
"Très bon sejour"
Apartment in villa with WIFI, pool, TV, patio, panoramic view, parking, close to San Gimignano
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.

Frequently asked questions

How much do villas in Poggibonsi cost?
Prices for villas in Poggibonsi range between and per night. Whatever your budget, you can find someplace that fits the bill on Expedia. 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?
Poggibonsi has 85 villas to pick from. Find your ideal stay quickly and easily by checking the “Villa” box under the “Property type” tab in our handy filter tool.
Why book your villa in Poggibonsi with Expedia?
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