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Compare 1958 Villas in Certaldo 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.

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

10.0 out of 10, Exceptional, (87)
"We felt so at home and at peace here. Everything was perfect and location is ideal for day trips around Tuscany. Highly recommend!"
Luxury converted barn with hilltop views in chianti wine region, Tuscany

Villa Sarah Luxury Villa a San Gimignano 5 room en suite swimming pool spa

10.0 out of 10, Exceptional, (39)
"Villa Sarah is one of those once in a lifetime experiences. Even after seven blissful days, we still couldn’t believe we had the privilege of staying here. The views from the house of the rolling Tuscan hills and enchanting San Gimignano in the distance is a sight we will all treasure forever. The house is so thoughtfully designed and furnished by the owner, Gabriele. You really feel at home, but with every luxury, including five whimsical bedrooms with en suite bathrooms, stunning views around...
Villa Sarah Luxury Villa a San Gimignano 5 room en suite swimming pool spa

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

Vacation home L'Ulivo in Tuscany,

9.8 out of 10, Exceptional, (16)
"L’Ulivo is a spacious and very comfortable home. We loved all the balconies to enjoy the view from. Emmanuel was very kind and helpful during our stay. It was a good base to explore Lucca, Florence, and Pisa. "
Vacation home L'Ulivo in Tuscany,

Charming Villa Torre in Chianti, 8 ensuite bedrooms, pool, Florence, Wi-Fi, A/C.

10.0 out of 10, Exceptional, (108)
"It was a great experience. The villa was perfect. Hosts were amazing. "
Charming Villa Torre in Chianti, 8 ensuite bedrooms, pool, Florence, Wi-Fi, A/C.

Country House with heated pool near the center

9.8 out of 10, Exceptional, (9)
"The property was outstanding and our family had a blast. It was a nice get away from the crowds in the city to enjoy the animals and greenery of the house on the farm. "
The price is SAR 1,684
SAR 2,475 total
includes taxes & fees
27 Apr - 28 Apr
Country House with heated pool near the center

Luxury Villa in the Florentine hills

9.8 out of 10, Exceptional, (136)
"Our family of 4, incl 2 teens really enjoyed the quick commute to the countryside after a busy day in Florence. House had 2 bathrooms, large bedrooms and enough space to spread out. Backyard view and patio space made meals outside a treat! Cable TV was a hit with the teens. Owner was very responsive…"
The price is SAR 1,275
SAR 1,896 total
includes taxes & fees
9 May - 10 May
Luxury Villa in the Florentine hills

Authentic Tuscan country house, dating back to around the year 1000

9.6 out of 10, Exceptional, (50)
"Beautiful place and a very friendly and helpful host. Authentic Tuscan farmhouse with no frills. Lovely views all round, especially from the terrace. Excellent bar/ restaurant within walking distance. It was very hot when we were there, so the location of the pool across the road was a problem. Otherwise,great."
Authentic Tuscan country house, dating back to around the year 1000

Charming Villa w/ pool nestled in Chianti vineyards, with AC, close to Florence

9.6 out of 10, Exceptional, (46)
"We had a great stay here. All of us really enjoyed the location!"
Charming Villa w/ pool nestled in Chianti vineyards, with AC, close to Florence

Villa Franchetti - Luxurious Florentine Villa with Swimming Pool

10.0 out of 10, Exceptional, (11)
"We enjoyed this beautiful property It was just like in the pictures!!! Everything worked perfect"
Villa Franchetti - Luxurious Florentine Villa with Swimming Pool

Exclusive 7BR-8BA Villa with pool, a few mins from town, yet in the countryside

10.0 out of 10, Exceptional, (69)
"everything about the villa is totally wonderful. perfect location, perfect grounds, perfect view, perfectly comfortable. and bianca is the dream host. i would definitelycome back!"
Exclusive 7BR-8BA Villa with pool, a few mins from town, yet in the countryside

Villa with view and private pool

10.0 out of 10, Exceptional, (20)
"We loved the villa and the location. We couldn’t have asked for a better view giving us a wonderful feeling of Tuscany. The closeness to Volterra, coupled with the great supermarket and lovely pizzerias made it special. Guilia was very responsive and helpful at all times. We would come back in a heartbeat. "
Villa with view and private pool

Luxury Villa Tolomei Gucci with Spa

Luxury Villa Tolomei Gucci with Spa

Villa Salivolpe - on top of a Chianti hill - Private swimming pool

9.6 out of 10, Exceptional, (22)
"The villa was a beautiful home to send our our time in Tuscany, Italy. We enjoyed having our own bedrooms and baths. We had a special meal cooked by a local chef, Rachel. The kitchen worked well for the cooking, and for our breakfasts. The scenery was just breathtaking, and it is just as pictures in books looked like. We very much enjoyed our stay."
Villa Salivolpe - on top of a Chianti hill - Private swimming pool

San Gimignano villa with pool, 5 rooms en suite, A/C, wi-fi, panoramic view

10.0 out of 10, Exceptional, (84)
"Alessandro was a fantastic host! He always made us feel right at home. Addressing all of our questions regarding the local area. The property was exactly what we expected. The surrounding area was magnificent. "
San Gimignano villa with pool, 5 rooms en suite, A/C, wi-fi, panoramic view

Fienile: luxury countryside villa, shared pool, ideal base to discover Tuscany

10.0 out of 10, Exceptional, (96)
"We had such a wonderful vacation and highly recommend staying here. The villa was gorgeous and had everything we needed. The views were spectacular. We were 7 adults and two babies and the fact that we had four rooms with ensuite bathrooms was so convenient. It offered the privacy of a hotel with the downstairs layout allowing us all to be together throughout the day. Francesca was a gracious host and happy to help whenever needed. Since we stayed in April, it wasn't possible to make use of the...
Fienile: luxury countryside villa, shared pool, ideal base to discover Tuscany

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

Villa Le Balze Large Private Pool, WiFi

9.8 out of 10, Exceptional, (17)
"My family and I had a lovely stay at the Villa Le Balze in Vinci in September. The villa is situated in the beautiful Tuscan countryside close to Vinci. As typical for the area the villa has an old-time charm. It definitely has seen better days, but this is just part of the flair. It is very clean and well maintained. However, it has to be mentioned that the villa actually consists of three individual apartments that are joined together. This means there are three smaller kitchens and three...
Villa Le Balze Large Private Pool, WiFi
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 Certaldo

Hu Firenze Camping In Town

8.8 out of 10, Excellent, (1378)
"Very naturally beautiful property. This place is in the suburbs and there’s a bus to city center just outside the hotel which is super convenient and this bus service runs late."
The price is SAR 302
SAR 362 total
includes taxes & fees
29 Apr - 30 Apr
Hu Firenze Camping In Town

Forte16

9.6 out of 10, Exceptional, (793)
"Great spa! "
The price is SAR 730
SAR 855 total
includes taxes & fees
28 Apr - 29 Apr
Forte16

Fattoria il Milione Agriturismo

4.0 star property
8.2 out of 10, Very Good, (179)
"The property gives you a true authentic Italian experience. It’s very charming and the view is awesome! The restaurant is incredible! "
The price is SAR 396
SAR 495 total
includes taxes & fees
27 Apr - 28 Apr
Fattoria il Milione Agriturismo
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 Certaldo cost?
Villas in Certaldo cost between SAR 1,275 and SAR 1,684 per night. These stays give you the privacy to enjoy your own space at a price that’s easy on 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 Certaldo?
Certaldo has 1958 villas to pick from. Find a place that’s right for you quickly and easily by selecting the “Villa” checkbox under the “Property type” tab in our filter tool.
Why book your villa in Certaldo with Expedia?
Booking a villa in Certaldo is as simple as working out your travel dates and picking a place that meets your needs. Want something low cost or luxurious, or a stay that also features WiFi and a hot tub? Use Expedia’s search filters to narrow your results and find the perfect pad.