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Compare 561 Villas in Stigliano with updated reviews, rates, and availability.

Villa with private pool on 25 acres in the heart of Chianti, close to Siena

9.8 out of 10, Exceptional, (67)
"The house is well equipped and perfect if you are looking for a quiet and out of the way house. Still a quick drive to Siena where everything can be found. would definitely recommend."
Villa with private pool on 25 acres in the heart of Chianti, close to Siena

Il Boschetto an oasis of peace and nature in Siena

9.8 out of 10, Exceptional, (31)
"The location was excellent, 30 minute walk (2.1 km) to the main gate of Siena or 15 minute bus ride (bus stop 25 meters from the house). The home is beautiful, lots of amenities, it was very rustic. The pool area could use a good trimming, the online photos showed the property better than it actually was but not too far off."
Il Boschetto an oasis of peace and nature in Siena

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

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

FAB 5BD DESIGNER VILLA, PRIVATE HEATED POOL & AMAZING VIEWS, TOP SIENA CHIANTI

10.0 out of 10, Exceptional, (56)
"Stay was excellent, a great house. Owners were super helpful. A property with over 100 olive trees. If I return this is where I will be 😎"
FAB 5BD DESIGNER VILLA, PRIVATE HEATED POOL & AMAZING VIEWS, TOP SIENA CHIANTI

Wonderful private villa for 4 people with A/C, pool, WIFI, TV, terrace and parking

9.8 out of 10, Exceptional, (27)
"Nice house suitable for a family of 3-4. Two bed rooms, one with a double bed. Living room and well equipped kitchen. Very cozy property a kilometer or so from the town center. The host family lives in another house on the same property, and are very nice and hospitable, while not being intruding in any way. The private church on the property is worth a visit, it was built in 710 a.d. and has frescos from the 1500s inside. The pool is very nice, and there is a nice playground for children. We...
Wonderful private villa for 4 people with A/C, pool, WIFI, TV, terrace and parking

Villa "Le Vallecchie" overlooking Siena and with private swimming pool

9.6 out of 10, Exceptional, (29)
"Lovely rustic property in scenic location, large garden grounds and decent swimming pool. Property worked well for our family of 7 adults ranging three generations."
Villa "Le Vallecchie" overlooking Siena and with private swimming 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 Larniano, With Private Pool And View On Vineyard

10.0 out of 10, Exceptional, (64)
"We had a lovely stay with 7 of us. There was plenty of area to walk and explore. We loved our wine tour with Lorenzo and our dinner with chef Robin. The house is close to the big grocery store and Siena."
Villa Larniano, With Private Pool And View On Vineyard

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!

Villa with private swimming pool in quiet area, private garden, panoramic views

10.0 out of 10, Exceptional, (8)
"La maison est très calme, très propre et bien équipée, accessible en partie par un chemin de terre depuis le joli village de Radicondoli, . La vue sur les collines avoisinantes est très agréable, en particulier de la piscine (hors-sol). Il faut compter environ 45 minutes de jolies routes pour se rendre à Sienne, Volterra ou San Giminiano. Beaucoup d'animaux sauvages dans la nature, si vous êtes chanceux comme nous... Sarka est une hôtesse sympathique et attentionnée. Avec son mari, elle produit...
Villa with private swimming pool in quiet area, private garden, panoramic views

Luxury villa, infinity pool, chef, pizzaiolo, massages, yoga, grocery delivery

10.0 out of 10, Exceptional, (132)
"My family and I spent the last week at the villa and had a wonderful time despite some rainy weather. The villa is in a beautiful location, well maintained and extremely clean. We booked an onsite chef who prepared a fabulous dinner, we also booked the pizza chef who created the best pizza we had on the trip, he is a true artist! Valerio is an excellent host, very accessible and quickly responds to any questions or requests. We would not hesitate to stay here in the future. I highly...
Luxury villa, infinity pool, chef, pizzaiolo, massages, yoga, grocery delivery

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

Wonderful private villa with private pool, WIFI, TV, patio, panoramic view, parking, close to Siena

10.0 out of 10, Exceptional, (15)
Wonderful private villa with private pool, WIFI, TV, patio, panoramic view, parking, close to Siena

Private Villa with private pool, WIFI, A/C, TV, patio, panoramic view, parking, close to Montalcino

Private Villa with private pool, WIFI, A/C, TV, patio, panoramic view, parking, close to Montalcino

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

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

ISOLA SERENA Newly Expanded Private Luxury Villa, Tuscany, Infinity Pool & Views

10.0 out of 10, Exceptional, (55)
"A+"
ISOLA SERENA Newly Expanded Private Luxury Villa, Tuscany, Infinity Pool & Views

villa con vista panoramica

9.0 out of 10, Wonderful, (2)
"Die Wohnung liegt ruhig im schönen Dorf Chiusdino, das Meer ist ca. 1 Stunde entfernt, aber der Pool eignet sich gut zum Baden. Es ist genug Platz für 4 Personen. Der Vermiter Paolo ist sehr freundlich und hilfsbereit, die Kommunikation war super. Uns hat es sehr gut gefallen und wir kommen gerne wieder!"
villa con vista panoramica
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 Stigliano

Il Battistero Siena - Residenza d'Epoca

9.6 out of 10, Exceptional, (149)
"Wonderful location!!! Everything within walking distance. Friendly staff, clean modern room. Shower needs repairing. Will definitely return to stay here. If you are driving to the hotel, It’s a ZTL zone so contact the hotel to make arrangements for your car to be garaged. Don’t need a car here. It is in the best location!!!"
The price is SAR 675
SAR 758 total
includes taxes & fees
1 Feb - 2 Feb
Il Battistero Siena - Residenza d'Epoca

Residenza d'Epoca Palazzo Borghesi

9.6 out of 10, Exceptional, (108)
"This property is gorgeous and the stay here was amazing! Our room had the private terrace and we had breakfast out there the next morning! I can’t tell you how picturesque, stunning and just plain peaceful our breakfast was out in the terrace! The morning fog covered the valley, all you could see were the church steeples peaking through, you heard the nice old ladies talking in the streets below while going out for morning bread, the birds were tweeting and cooing. I’m serious here, it was a...
The price is SAR 462
SAR 524 total
includes taxes & fees
2 Feb - 3 Feb
Residenza d'Epoca Palazzo Borghesi

agriturismo la roggiola

9.6 out of 10, Exceptional, (97)
"Mieliśmy bardzo udany listopadowy pobyt w cichym, czystym i cieplym miejscu , pośród toskańskiej przyrody,, z dala od miejskiego hałasu który mamy na codzień mieszkając w dużym mieście. Jedyne czego się obawialiśmy tylko że będzie trudno znaleźć domek, jako że przejeżdżaliśmy późno wieczorem ale mapy prowadziły doskonale a sama posiadłość była oświetlona i nie było w związku z tym żadnych problemów z trafieniem tam"
agriturismo la roggiola
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 Stigliano cost?
Rates for villas in Stigliano range between and per night. No matter your budget, you’re sure to find something that fits your needs 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 Stigliano?
Choose from 561 villas in Stigliano. Whether you’re taking a trip with the kids or planning a getaway with your pals, Expedia can help you find the perfect space for your squad.
Why book your villa in Stigliano with Expedia?
We think organizing a vacation should be a walk in the park, so if you’re in search of villas at a competitive price, Expedia can help. Save some cash and select an all-inclusive stay, or splurge on a deluxe villa to surprise your loved ones. Use our search filters to find a place in Stigliano that suits you best.
How can I find cheap villas in Stigliano?
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