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

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

10.0 out of 10, Exceptional, (47)
"My wife and I both loved this property. The host (Gianni) was responsive to any questions we had. Gianni's parents (Carlo & Paula) live in the adjacent main house and were extremely hospitable. We honestly couldn't have asked for a better location or host/s. We would recommend this property to anyone that wants to visit Tuscany. "
Beautiful rustic villa in Tuscany in Monteriggioni, between Siena and Florence.

Your panoramic house in Tuscany between vineyards and olive groves.

9.8 out of 10, Exceptional, (34)
"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.

Exclusive Farmhouse Pool & View of San Gimignano

10.0 out of 10, Exceptional, (1)
Exclusive Farmhouse Pool & View of San Gimignano

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)

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

8.6 out of 10, Excellent, (8)
"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."
Nice apartment in villa with pool, WIFI, TV, patio, panoramic view, parking, close to 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

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

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"

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

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

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

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

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 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.

10.0 out of 10, Exceptional, (2)
"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.

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

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

Tignano, Barberino Val d'Elsa, Florence and Chianti

10.0 out of 10, Exceptional, (1)
"Belle expérience Toscane"
Tignano, Barberino Val d'Elsa, Florence and Chianti

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

Villa Ferdinando - Luxury Villa Rental with swimming pool in Poggibonsi, Tuscany

9.8 out of 10, Exceptional, (8)
Villa Ferdinando - Luxury Villa Rental with swimming pool in Poggibonsi, 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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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

FALCO: Peaceful farmcottage close to Tuscany 's treasures, 1 mile from shops

9.6 out of 10, Exceptional, (17)
"We stayed in apartment Falco which has great views over the valley.The apartment is exactly as listed,well equipped and spotlessly clean.It is perfectly placed for visiting all the top Tuscan towns and there are numerous local restaurants within easy reach. Fabio and Annemarie are wonderful hosts and we will definitely be visiting again. Thanks for a wonderful stay."
FALCO: Peaceful farmcottage close to Tuscany 's treasures, 1 mile from shops

Sanlucchese 1

7.0 out of 10, Good, (2)
"Propriété bien distribuée dans un cadre champêtre très agréable Appartement spacieux avec de nombreuses baies vitrées donnant sur des terrasses. Attention chemin d’accès non goudronné avec de nombreuses ornières."
Sanlucchese 1
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?
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.
How can I find cheap villas in Poggibonsi?
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