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Featured Villas in Vescona

Montalcino: Private villa in the heart of Tuscany with private pool, Wi-fi

10.0 out of 10, Exceptional, (45)
"Luigi went above and beyond in providing suggestions of restaurants and things to do in the area. He was also helpful when we were have trouble calling our car rental….always willing to help out and answer questions. The home is very clean and has the old Italian rustic charm. The beds were comfortable. There is no AC but fans are provided for every room. There were beautiful sunsets every night by the pool. The views of the rolling Tuscan hills were spectacular. The color and intensity of the...
Montalcino: Private villa in the heart of Tuscany with private pool, Wi-fi

15th century barn fully renovated in a stylish style with gorgeous swimming pool

10.0 out of 10, Exceptional, (5)
"Clean and modern home. My husband and I spent 3 nights at the villa. We had a blast playing fuzz ball. It was a little cold to swim but the pool is lovely. First day we relaxed at the villa and enjoyed a bottle of bubbly, compliments of Mido. We travel to Florence one day and toured wineries another. Mido was great to work with. We got an amazing recommendation to visit Brancaia winery; we had a wonderful tour and tasting. If you like cool, modern/rustic homes with a great location, you’ll...
15th century barn fully renovated in a stylish style with gorgeous swimming pool

Beautiful villa with private pool located in the hilly territory of Valdichiana, about 1 km from the

Beautiful villa with private pool located in the hilly territory of Valdichiana, about 1 km from the

Villa luna with pool and garden near the center of Siena

9.0 out of 10, Wonderful, (27)
"The home had everything we needed. The view from the villa was truly picturesque. A+++++!"
Villa luna with pool and garden near the center of Siena

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 in Montalcino, exclusive for you, stunning view!!!

10.0 out of 10, Exceptional, (78)
"We absolutely loved our stay at this villa! It was just wonderful, and Luigi was a fantastic host! The views from every part of the villa are amazing! It was so fun to see all of the sheep each morning and watch the sunset in the evenings. We were fortunate enough to be in town for the olive festival in Montisi, the quaint little village just a few miles away. We had a blast! The recommended chef who cooked for us at the villa, Giancarlo from the Tuscan Chef, was incredible! What a fantastic...
Villa in Montalcino, exclusive for you, stunning view!!!

Luxury converted barn with hilltop views in chianti wine region, Tuscany

10.0 out of 10, Exceptional, (87)
"I wish we could have stayed longer; such a beautiful location. The villa was very nice and comfortable. We enjoyed meals prepared by Serena twice during our visit; she cooked multi-course dinners that were delicious. Highly recommend the property and Serena’s cooking. We look forward to going back!"
Luxury converted barn with hilltop views in chianti wine region, Tuscany

Charming Villa with private pool <br>Villaventotto

9.8 out of 10, Exceptional, (16)
"We had a great time. We stayed for two days"
The price is AU$836
includes taxes & fees
1 Dec - 2 Dec
Charming Villa with private pool <br>Villaventotto

Siena, True Tuscany! EntireProperty in exclusive 20P Fenced Pool A/C HotTub WiFi

9.8 out of 10, Exceptional, (9)
"The villa is beautiful, spacious, clean and comfortable. The location is excellent. There are horses and ponies on the grounds. The best part is the hostess and the host. They are so accomadating and kind. The pasta we dinner and pizza party were great! "
Siena, True Tuscany! EntireProperty in exclusive 20P Fenced Pool A/C HotTub WiFi

Siena Exclusive Luxury Villa. Private Pool, Garden, Relax, Holiday, Tuscany!

10.0 out of 10, Exceptional, (7)
"Our Anglican Church friends (three couples) from Texas began our Italy tour in Rome and then continued to Florence for a few days. We spent our final four days at the beautiful Villa Santa Chiara, a short walk from the gates of downtown Siena, Italy. This wonderful villa could accommodate more people than our group of six, but it was an excellent choice for our three couples. Each couple had their own private apartment with a bathroom, kitchen, and spacious living area. The villa was...
Siena Exclusive Luxury Villa. Private Pool, Garden, Relax, Holiday, Tuscany!

Beautiful Tuscan farmhouse in a great location near Val D'Orcia & private pool

10.0 out of 10, Exceptional, (1)
"Beautiful villa in fantastic location . Easy to get to many places and attractions. Well equipped and very comfy beds. Lovely helpful owner. Would love to return."
Beautiful Tuscan farmhouse in a great location near Val D'Orcia & private pool

Charming Tuscany Villa with magical Garden, shared pool, Chianti Area

9.4 out of 10, Exceptional, (51)
"We had a lovely stay a few weeks ago in this charming old stone house with gorgeous gardens surrounded by vineyards and olive groves. A great base as we explored Tuscany for 4 days."
Charming Tuscany Villa with magical Garden, shared pool, Chianti Area

Magnifica villa in toscana, 7 posti letto, con vista incredibile!!

10.0 out of 10, Exceptional, (2)
"Such a quaint home, clean, quiet and beautiful. Close to the center of the very small town of Montepulciano. The host is very sweet and even cooked a cake to welcome us to their home. The view of the valley from the home is simply breathtaking."
The price is AU$877
includes taxes & fees
1 Dec - 2 Dec
Magnifica villa in toscana, 7 posti letto, con vista incredibile!!

Villa "Il Fornacino" with Pool, Garden & Wi-Fi

8.8 out of 10, Excellent, (3)
"This house is very nice. It is centrally located outside Siena and good location to explore all over Tuscany. It is off the beaten path so you’ll definitely need a rental car. Even just to get there. It is remote. Which is a plus but also has some drawbacks. We went in March so pool was closed. Too cold to swim. House is several levels. Kitchen and dining room are downstairs. We cooked several simple meals after going into town to grab groceries. Nearby town is nice. Not a lot of restaurant...
Villa "Il Fornacino" with Pool, Garden & Wi-Fi

Macia Viva, Castellina in Chianti, Siena and Chianti

8.0 out of 10, Very good, (2)
"The views were beyond compare! Proximity to Castellina in Chianti was wonderful and the management team were responsive to a few issues. My main comment would be, especially considering the rental cost, that the furniture and kitchen supplies (dishes etc) needs upgrading and the quality of the beds/linens should be improved. Overall however, it was a lovely stay! Grazie."
Macia Viva, Castellina in Chianti, Siena and Chianti

Independent holiday house surrounded by a wide fenced garden with pool , located in the Tuscan coun

8.0 out of 10, Very good, (2)
"Man muss ich bewusst sein, dass man immer ca. 30 Minuten durch die Berge fahren muss, um in größere Dörfer / Städtchen zu kommen."
Independent holiday house surrounded by a wide fenced garden with pool , located in the Tuscan coun

Dimora di Castroncello

10.0 out of 10, Exceptional, (3)
"Wir verbrachten super Ferien in diesem tollem Haus, auch unsere Hunde hatten Spass. Die Eigentümer, Elisa und Alessandro, sind fantastisch, herzlich und sehr hilfsbereit. Sie haben uns am ersten Abend mit einem sehr feinen Nachtessen verwöhnt. Das Dorf Castiglion Fiorentino bietet alles was man braucht. Nochmals Danke für alles."
Dimora di Castroncello

Torretta Barbischio, Gaiole in Chianti, Siena and Chianti

10.0 out of 10, Exceptional, (3)
"This property is beautiful inside and out. If I remember correctly, there’s 20-25 people currently living in Barbischio. It’s peaceful with fantastic views to the west over Gaiole. Gailoe is less than 10 minutes away with access to grocery, meat market, several restaurants and gelato! The location is perfect with access to the train in Montivarchi in 25-30 minutes. Radda, Volpaia, Greve,,Siena, San Gimignano…all close. We will stay here again. "
Torretta Barbischio, Gaiole in Chianti, Siena and Chianti

Private villa with 5 bedrooms with 5 bathrooms. Private garden, pool & Jacuzzi!

9.6 out of 10, Exceptional, (9)
"The villa was truly magical. It was everything we wanted and more. There was plenty of space for my family of six adults and four children. The location was excellent! We were able to visit the nearby towns of Cortona, Lucignano, Sinalunga and Montepulciano. We also drove to Florence which is about an hour away. Paolo was extremely helpful from reservations through check out. He also arranged to get us an amazing chef for one of our dinners. It was a vacation we will be talking about for years...
Private villa with 5 bedrooms with 5 bathrooms. Private garden, pool & Jacuzzi!

Villa Mami: A Tuscan Retreat of Elegance and Charm

Villa Mami: A Tuscan Retreat of Elegance and Charm
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 Vescona

Il Battistero Siena - Residenza d'Epoca

9.6 out of 10, Exceptional, (142)
"The service at this hotel was impeccable. We were running late for our wine tasting but they were still SO accommodating! The rooms were beautiful and the view from the hotel are amazing. It was super accessible to everything. Also, the parking options were great - highly recommend. They're so responsive through texting and it was great to have this level of service. Highly rec! "
The price is AU$202
includes taxes & fees
3 Dec - 4 Dec
Il Battistero Siena - Residenza d'Epoca

Hotel San Gregorio

3.0 star property
9.2 out of 10, Wonderful, (104)
"Very nice staff, great service, super clean. Will stay again."
Hotel San Gregorio

Abbadia Sicille Relais

4.0 star property
8.8 out of 10, Excellent, (152)
"Beyond the peace and tranquility offered by the setting, it truly felt like the guests’ wellbeing was prioritized- the spaces (I viewed three before making a decision) were clean and orderly, the staff was incredibly attentive, the restaurant was enjoyable, and the overall experience was a very positive one."
The price is AU$95
includes taxes & fees
2 Dec - 3 Dec
Abbadia Sicille Relais
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.
Beautiful view of the beach with palm trees

Black Friday: Members save 30%+

Members save 30%+ on selected hotels until 4 Dec (property time) with our Black Friday deals. Stay by 15 Dec 2025.