Search Villas in Certaldo

  • Plan, book, stay with confidence

    • bex rewards loyalty icon
    Be picky
    Search almost a million properties worldwide
    payments icon
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    Sign in
    today icon
    Change your mind
    Book hotels with free cancellation

Check prices for these dates

Next weekend
28 Mar - 30 Mar
In two weeks
4 Apr - 6 Apr
In one month
18 Apr - 20 Apr
In two months
16 May - 18 May

Compare 1936 Villas in Certaldo with updated reviews, rates, and availability.

Your panoramic house in Tuscany between vineyards and olive groves.
Exterior

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

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.
Il Boschetto an oasis of peace and nature in Siena
Outdoor pool

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
Luxury converted barn with hilltop views in chianti wine region, Tuscany
Outdoor pool, a heated pool

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
Villa with view and private pool
Outdoor pool

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
Vacation home L'Ulivo in Tuscany,
Outdoor pool

Vacation home L'Ulivo in Tuscany,

9.6 out of 10, Exceptional, (15)
"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.
Outdoor pool

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

10.0 out of 10, Exceptional, (106)
"The property was beautiful and just as advertised. Beatrice and Jacopo prepared several meals for us and the food was great and plentiful! They were wonderful hosts!"
Charming Villa Torre in Chianti, 8 ensuite bedrooms, pool, Florence, Wi-Fi, A/C.
Exclusive villa near Vinci in private grounds with amazing views and great pool
Outdoor pool

Exclusive villa near Vinci in private grounds with amazing views and great pool

9.8 out of 10, Exceptional, (42)
"Our group of 9 thoroughly enjoyed staying at this property, and interacting with the excellent host. It was a beautiful base for relaxation, and day trips to other destinations."
Exclusive villa near Vinci in private grounds with amazing views and great pool
San Gimignano villa with pool, 5 rooms en suite, A/C, wi-fi, panoramic view
Outdoor 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
Country House with heated pool near the center
Point of interest

Country House with heated pool near the center

9.8 out of 10, Exceptional, (8)
"These accomodations were wonderful! So convenient to take the tram to downtown! Host extremely responsive and helpfull."
The price is AED 1,231
AED 1,938 total
includes taxes & fees
19 Mar - 20 Mar
Country House with heated pool near the center
Luxury Villa Aria Firenze - 7 minutes from Duomo
Interior

Luxury Villa Aria Firenze - 7 minutes from Duomo

Luxury Villa Aria Firenze - 7 minutes from Duomo
Exclusive 7BR-8BA Villa with pool, a few mins from town, yet in the countryside
Interior

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

10.0 out of 10, Exceptional, (68)
"Stunning property exactly as advertised. We spent days traveling to hill towns and nights enjoying wine at the villa. Mornings having coffee outside staring at the movie like landscape. 20 minutes to the Hill of Michelangelo that had parking and a great place to walk back to after 4 courses of pasta! 12 couples and the villa was perfect. We had a cooking class and a chef prepared meal and it was two highlights of the trip. Bianca was kind and provided all the info you need. Do it, it will be the...
Exclusive 7BR-8BA Villa with pool, a few mins from town, yet in the countryside
Villa Peramonda
Outdoor dining

Villa Peramonda

Villa Peramonda
Villa Simone - Luxury Villa in San Gimignano, Chianti
Spa

Villa Simone - Luxury Villa in San Gimignano, Chianti

9.8 out of 10, Exceptional, (8)
Villa Simone - Luxury Villa in San Gimignano, Chianti
Villa Salivolpe - on top of a Chianti hill - Private swimming pool
Outdoor pool

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

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
Luxury Villa in the Florentine hills
Fridge, microwave, oven, stovetop

Luxury Villa in the Florentine hills

9.8 out of 10, Exceptional, (134)
"This house was exactly what we wished for on our first visit to Italy for our 20th year anniversary! The views from the house and the back yard are extraordinary! The heated floors were a very comfortable feature. We didnt use the kitchen for very much cooking but it great for morning coffees and evening drinks and snacks. The host was very helpful in providing transportation information and always responded to our questions. The road to the house is definitely narrow and you have to be...
Luxury Villa in the Florentine hills
Tailored to you・Villa w/heated pool and Concierge only 8 mile to Florence center
Outdoor pool, a heated pool, sun loungers

Tailored to you・Villa w/heated pool and Concierge only 8 mile to Florence center

10.0 out of 10, Exceptional, (96)
"We had a fantastic stay at this lovely villa. We were a group of two families with four adults and four kids ages 5 to 13. Cate, the hostess, was extremely attentive and helped us arrange various activities during our stay. She helped us arrange a cooking class at the villa, a bike tour through Chianti region with a private wine tasting, and a chef cooking a Thanksgiving meal for us (we opted for Tuscan - not American food). We also got to tour a working olive mill. In addition, upon hearing...
Tailored to you・Villa w/heated pool and Concierge only 8 mile to Florence center
Villa Sarah Luxury Villa a San Gimignano 5 room en suite swimming pool spa
Outdoor pool

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

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
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.
Don't see what you're looking for?
See all available properties in Certaldo
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Other property types in Certaldo

Hu Firenze Camping In Town
Seasonal outdoor pool

Hu Firenze Camping In Town

8.8 out of 10, Excellent, (1332)
"Fantastic Stay – Highly Recommended! We had an amazing 3-night stay at hu Firenze Camping in Town! From check-in to check-out, everything was seamless and hassle-free. The facilities in our room exceeded expectations—clean, comfortable, and well-equipped. The staff was incredibly polite and helpful, always ensuring a pleasant experience. The on-site supermarket, restaurant, and laundry facilities were a huge convenience, making our stay even more enjoyable. A special thanks to Jeta, the...
The price is AED 281
AED 337 total
includes taxes & fees
28 Mar - 29 Mar
Hu Firenze Camping In Town
Forte16
Terrace/patio

Forte16

9.6 out of 10, Exceptional, (771)
"Clean, comfortable, quiet, and such a lovely room with a balcony view that can’t be beat. The spa services were easy to schedule with the friendly staff (definitely get a massage while you’re there) and the location was perfect. We were a ten minute walk from the city center and felt both close to everything and far enough away that we could pretend to be locals. Couldn’t have chosen a better place to end our days in Tuscany. "
The price is AED 543
AED 646 total
includes taxes & fees
20 Mar - 21 Mar
Forte16
Palazzo Mannaioni Suites
Interior detail

Palazzo Mannaioni Suites

4.0 star property
9.2 out of 10, Wonderful, (973)
"This is a very nice place to stay. Very clean and modern. The rainfall shower in our bathroom was nice, and the beds were comfortable. The only complaint was the noise outside every night. "
The price is AED 469
AED 572 total
includes taxes & fees
19 Mar - 20 Mar
Palazzo Mannaioni Suites
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 AED 1,231 and AED 1,231 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 1936 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.
How can I find cheap villas in Certaldo?
Expedia can help you track down cheap villas in Certaldo. Simply use our handy filter tool to choose amenities, star rating and budget to refine your search and find a great place to stay in a few quick keystrokes.