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Featured Villas in Certaldo

Apartment Suite Azalea. Pool, panoramic view on the Chianti hills.
View from property
Apartment Suite Azalea. Pool, panoramic view on the Chianti hills.
9.6 out of 10, Exceptional, (14)
"We enjoyed a delightful two weeks staying at Villa Il Borrachio in September. Apartment Azalea is spacious, well equipped and set on two floors. The two bedrooms on the first floor have double beds and en-suites whilst the bedroom on the ground floor has two single beds with a bathroom located on the other side of the kitchen/dining area. There is a wonderful view from the living room of the countryside with San Gimignano in the distance. The wi-fi was good and with our laptop plus hdmi cable we...
Apartment Suite Azalea. Pool, panoramic view on the Chianti hills.
Luxury Villa in the Florentine hills
Fridge, microwave, oven, stovetop
Luxury Villa in the Florentine hills
9.8 out of 10, Exceptional, (120)
"Home was great, views were great and the property owner was prompt with responses."
The price is AU$643
includes taxes & fees
12 June - 13 June
Luxury Villa in the Florentine hills
Beautiful Villa With Panoramic Views near San Gimignano
Outdoor pool
Beautiful Villa With Panoramic Views near San Gimignano
9.6 out of 10, Exceptional, (62)
"The property exceeded our expectations. The villa was clean, well prepped and we did not encounter issues. The scenery was better than in the photos and the guides given to us by the host led us to some delicious meals. We spent a great deal of time sitting outside. The amenities in the house made everything easy. Beds were clean and comfortable. Highly recommend."
Beautiful Villa With Panoramic Views near San Gimignano
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La Luna, Montefiorile, Gaiole in Chianti, Siena and Chianti
Fridge, microwave, oven, stovetop
La Luna, Montefiorile, Gaiole in Chianti, Siena and Chianti
10.0 out of 10, Exceptional, (1)
"Enjoyed it"
La Luna, Montefiorile, Gaiole in Chianti, Siena and Chianti
Villa Poggio - An oasis in the florentine countryside
Outdoor pool
Villa Poggio - An oasis in the florentine countryside
9.8 out of 10, Exceptional, (18)
"I don't have the words to describe how wonderful Villa Poggio is! The perfect location--just far enough from Florence to feel you're in the countryside but close enough that it's easy to get to. The villa is beautiful, inside and out, and each room has special touches to make it unique. We loved the outside spaces and had Prosecco on the terrace almost every night. The dining table is huge and we could all gather there each night to share stories and laughter. The views from one side of the...
Villa Poggio - An oasis in the florentine countryside
LA QUERCIA ESTATE, QUINTESSENTIAL ITALIAN EXPERIENCE
Outdoor pool
LA QUERCIA ESTATE, QUINTESSENTIAL ITALIAN EXPERIENCE
10.0 out of 10, Exceptional, (44)
"It was absolutely marvelous. The owner of the property was so informative on places to visit, and places to eat etc. We had a wooden time and I would recommend that everyone stay here at least once in your lifetime."
The price is AU$2,689
includes taxes & fees
11 June - 12 June
LA QUERCIA ESTATE, QUINTESSENTIAL ITALIAN EXPERIENCE
BEAUTIFUL VILLA with private Pool in the heart of Chianti
Outdoor pool
BEAUTIFUL VILLA with private Pool in the heart of Chianti
10.0 out of 10, Exceptional, (18)
"We were a group of 4 families with toddlers and loved our stay at the villa! Alessandro was an excellent host and very responsive. The views and pool are stunning, and the house is clean and decently equipped. Highly recommended for a group stay in Chianti!"
BEAUTIFUL VILLA with private Pool in the heart of Chianti
Spectacular Villa sleeping 12, Large private Pool, 9 km South of Florence City
Outdoor pool
Spectacular Villa sleeping 12, Large private Pool, 9 km South of Florence City
9.8 out of 10, Exceptional, (84)
"Staying at a villa and property like this was a dream come true. As you’ve read the pictures just do not do it justice. The view is spectacular. Our host was so charming and helpful. We had a cooking class with Jacopo from "Let's Cook" which was so much fun. We also did a Chianti Wine and Food Safari with Walkabout tours that was fantastic. All of Caterina suggestions were so helpful even down to the drivers she recommended. Having this Villa to come home to each night was the icing on the cake."
Spectacular Villa sleeping 12, Large private Pool, 9 km South of Florence City
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, (38)
"The spaces are great for larger groups to have space away and privacy for breaks. The pool and outdoor dining area was amazing. As expected, water pressure in these older homes can be inconsistent, but was not a problem. The home is a bit away from major highways, so day trips were a little more local driving, but didn’t limit us. Host family is nearby for support, but non intrusive and very accommodating. We had a wonderful dinner prepared our final night and everything was very hospitable."
Exclusive villa near Vinci in private grounds with amazing views and great pool
Yellow House Country Villa in Chianti Classico
Property grounds
Yellow House Country Villa in Chianti Classico
10.0 out of 10, Exceptional, (90)
"A beautiful house for nature lovers , we had everything we needed for our stay. The owner was very friendly and helpful. We really enjoyed our time there . The road to the house was a little bit rough , it could be difficult with a small car . Stefano Grazie per tutti!"
Yellow House Country Villa in Chianti Classico
Elegant Florence Villa: Private Spa & Sweeping Views, Italian Gardens and Gym
View from property
Elegant Florence Villa: Private Spa & Sweeping Views, Italian Gardens and Gym
10.0 out of 10, Exceptional, (2)
"All good"
The price is AU$692
includes taxes & fees
10 June - 11 June
Elegant Florence Villa: Private Spa & Sweeping Views, Italian Gardens and Gym
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, (89)
"We had 3 families, 14 people total, who have been life long friends visiting Italy and I can not put into words how great our experience was. The house was amazing. Convenient to Florence and the small towns around Florence. Lots of room, incredibly clean and comfortable. However, what really made the trip so special were our hosts, Beatrice and Jacopo. From the breakfast every morning, to the welcome dinner, cooking class and last night in Florence BBQ, they exceeded all expectations. I...
Charming Villa Torre in Chianti, 8 ensuite bedrooms, pool, Florence, Wi-Fi, A/C.
Tuscany Luxury Spacious Villa Private Pool Wi-Fi free near Siena Family Frendly
Outdoor pool
Tuscany Luxury Spacious Villa Private Pool Wi-Fi free near Siena Family Frendly
9.6 out of 10, Exceptional, (47)
"This villa is a dream. You really feel like you’re in a Disney castle in the home and in the little village! Our hosts were so easy to communicate with and so patient with us as we arrived much later than planned. They even went to great lengths to try and help us find food upon arrival because our kids were starving. It’s a fantastic location if you plan to take day trips all over Tuscany. It was nice to be centrally located so we could head out to Florence, San Gimignano, Lucca, and Pisa and...
Tuscany Luxury Spacious Villa Private Pool Wi-Fi free near Siena Family Frendly
Stunning Villa: 24 guests, private SwimmingPool
Indoor pool, outdoor pool
Stunning Villa: 24 guests, private SwimmingPool
10.0 out of 10, Exceptional, (23)
"We were a group of 22 celebrating a birthday. We spent a wonderful week exploring Tuscany and relaxing at the villa. Fabio was a wonderful host - very responsive and always happy to assist with arrangements or answer questions. The property is vast with many beautiful spaces to relax and cook. I highly recommend it!"
Stunning Villa: 24 guests, private SwimmingPool
House / Villa - Strada In Chianti
Outdoor pool
House / Villa - Strada In Chianti
9.6 out of 10, Exceptional, (58)
"My husband and I and our young adult daughter stayed in Villa Clotilde, Strada in Chianti in early May of 2024.Communication with the host Francesco was great from the start.The home is beautiful, spacious and very clean. It is a qiet getaway in the heart of the Chianti wine region.The Villa is a great vacation home with great views of a valley, in a mountain range. The home is less convenient for transient traveler's as you have to bring everything. None of the essentials are provided such as...
House / Villa - Strada In Chianti
FAB 5BD DESIGNER VILLA, PRIVATE HEATED POOL & AMAZING VIEWS, TOP SIENA CHIANTI
Outdoor pool, a heated pool
FAB 5BD DESIGNER VILLA, PRIVATE HEATED POOL & AMAZING VIEWS, TOP SIENA CHIANTI
10.0 out of 10, Exceptional, (47)
"Our group of 6 adults stayed at this beautiful property May 2024. If you're comfortable being in a Tuscany location that isn't walkable to restaurants or other services, stay here! You will need a car to visit some of the amazing towns in the vicinity. The host and her daughter provided excellent communication before, during and after our stay. We paid for the pool heating and spent one full day enjoying the house and surrounding area. We made use of Pietro and his team for a dine-in chef...
FAB 5BD DESIGNER VILLA, PRIVATE HEATED POOL & AMAZING VIEWS, TOP SIENA CHIANTI
Beautiful Tuscan home between Florence & Siena
Outdoor pool
Beautiful Tuscan home between Florence & Siena
10.0 out of 10, Exceptional, (2)
"Our stay was amazing. The location was beautiful and easy for us to explore the surrounding area with ease. The house was beautiful, very clean and our host was most gracious. Upon arrival we had made a passing comment on how beautiful the patio terrace was and how a fire pit would be a nice touch so that we could enjoy it longer into the cool night. After the dinner our host organized for us at a local restaurant we returned to having a fire pit and wood on the patio. They went above and beyond...
The price is AU$3,766
includes taxes & fees
28 June - 29 June
Beautiful Tuscan home between Florence & 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, (83)
"Everything about our stay was perfect - the house was absolutely incredible and the view was unmatched. Serena was the best part of our stay. Her food was incredible and she was a joy to have around. The best dining experience we had in all of Tuscany! We will definitely be referring all of our friends to this home and hope to come back many more times ourselves."
Luxury converted barn with hilltop views in chianti wine region, Tuscany
HISTORICAL RESIDENCE CHIANTI private swimming pool 30 km from FLORENCE
Interior
HISTORICAL RESIDENCE CHIANTI private swimming pool 30 km from FLORENCE
9.8 out of 10, Exceptional, (25)
"Beautiful property and old world charm. Perfectly located and lovely hosts."
HISTORICAL RESIDENCE CHIANTI private swimming pool 30 km from FLORENCE
Romantic Holiday Villa, pool Opens from April to October, for 18 people
Exterior
Romantic Holiday Villa, pool Opens from April to October, for 18 people
9.8 out of 10, Exceptional, (6)
"This is a fantastic place. The beauty of the property and surrounding mountains and valleys is stunning. Once there you almost don´t want to leave for any day trips. Usually pictures are better than the reality. This time it was the other way around. And the pics already were great. The pool on the property is golden. Really clean and nice. And in the hot summer time a very needed place to cool down. In sweltering heat, some of the rooms get pretty hot. Others stayed cool. Some, not all rooms...
Romantic Holiday Villa, pool Opens from April to October, for 18 people
Don't see what you're looking for?
See all available properties in Certaldo
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.

Other property types in Certaldo

Hu Firenze Camping In Town
Seasonal outdoor pool
Hu Firenze Camping In Town
8.8 out of 10, Excellent, (1003)
"Good deal , nice stay only problem room very noise "
The price is AU$182
includes taxes & fees
9 June - 10 June
Hu Firenze Camping In Town
Forte16
Terrace/patio
Forte16
9.6 out of 10, Exceptional, (682)
"Great"
The price is AU$400
includes taxes & fees
20 June - 21 June
Forte16
PopArtment
Bicycling
PopArtment
9.0 out of 10, Wonderful, (640)
"Great from start to finish, though I would have expected a hob. Only a microwave combo to cook in is rather limiting"
The price is AU$252
includes taxes & fees
16 June - 17 June
PopArtment
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.

Certaldo Villas information

Number of reviews
651
Accommodation
1344 Villas
Lowest Price
AU$643
Highest Price
AU$3,766

Frequently asked questions

How much do villas in Certaldo cost?
You’ll pay between AU$643 and AU$3,766 per night for a villa in Certaldo. Whatever your budget, an epic escape is only clicks away on Expedia. This price was 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?
You’ll find 1344 villas in Certaldo. Whether you’re taking a trip with the kids or planning a getaway with some friends, Expedia will help you find the right space for your entire crew.
What is there to do near my villa in Certaldo?
No matter your tastes or interests, Certaldo has lots of things to keep you entertained. Antinori nel Chianti Classico, Tenuta Torciano Winery and Sovestro in Poggio Winery are on most visitors’ lists. Don’t head home without exploring Montegufoni Castle, Castello di Monsanto and Castello della Paneretta either. With Expedia’s hotel deals in Certaldo, you can discover even more popular attractions like these with the cash you save.

Recent Reviews in Certaldo
Expedia verified reviews

25hours Hotel Florence Piazza San Paolino

25hours Hotel Florence Piazza San Paolino

5/5 Excellent
"Really cool hotel. I would stay here again. "
A verified traveller stayed at 25hours Hotel Florence Piazza San Paolino
Posted 1 day ago
25hours Hotel Florence Piazza San Paolino