A historic castle on a hill surrounded by lush greenery.

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Check prices for these dates

In two weeks
Sep 25 - Sep 27
In two months
Nov 6 - Nov 8
In three months
Dec 4 - Dec 6
In four months
Jan 1 - Jan 3

Our top choices for Certaldo villas

A swimming pool with blue lounge chairs and umbrellas, surrounded by greenery and a view of distant hills.

1. "Villa Bellavista" with Private Pool, Private Whirlpool & Wi-Fi

"Villa Bellavista" with Private Pool, Private Whirlpool & Wi-Fi
Certaldo
The price is ￥903,432
￥990,011 total
includes taxes & fees
Oct 12 - Oct 13
"Villa Bellavista" with Private Pool, Private Whirlpool & Wi-Fi
A covered balcony with a brick railing, a bench, and a view of lush greenery.

2. Villa in the Heart of Chianti — Peace, Views, and Authentic Tuscany

Villa in the Heart of Chianti — Peace, Views, and Authentic Tuscany
Certaldo - Firenze
2.0 out of 10, (1 review)
"House is very nice and clean , but not equipped for rental, kitchen is poorly equipped, towels are like napkins , no toilet paper, no soap , nothing "
United States
Kelly C.
The price is ￥82,632
￥104,494 total
includes taxes & fees
Oct 1 - Oct 2
Villa in the Heart of Chianti — Peace, Views, and Authentic Tuscany
A garden with outdoor seating, a shade structure, and a view of the surrounding landscape.

3. Rooster House, cooking classes and opera

Rooster House, cooking classes and opera
Tavarnelle Val di Pesa
The price is ￥19,718
￥23,483 total
includes taxes & fees
Sep 13 - Sep 14
Rooster House, cooking classes and opera
A stone building with an arched entrance, surrounded by gravel, potted plants, and trees.

4. Villa Montecastello

Villa Montecastello
Monteriggioni
8.0 out of 10, Very Good, (3 reviews)
"Amazing stay! Teh apartment is HUGE and GORGEOUS. The whole villa is amazing. The view , unbeatable. The host , super warm. Highly recommend!"
United States
Alvaro
The price is ￥25,794
￥28,908 total
includes taxes & fees
Sep 15 - Sep 16
Villa Montecastello
A stone building with a large glass door, a wooden deck, and a stone wall.

5. Villa "Arnilù" with Private Pool & Wi-Fi

Villa "Arnilù" with Private Pool & Wi-Fi
San Gimignano
The price is ￥885,332
￥951,809 total
includes taxes & fees
Sep 12 - Sep 13
Villa "Arnilù" with Private Pool & Wi-Fi
A person in a swimming pool with a view of a vineyard and hills.

6. "A Casa di Franca Villa con piscina"

"A Casa di Franca Villa con piscina"
Gambassi Terme
10.0 out of 10, Exceptional, (1 review)
"Pros: La estancia en la casa fue muy bonita. Estaba cerca de Florencia, Siena, Sant Gimigano, etc. Viajamos toda la familia y los propietarios fueron muy acogedores. La piscina es un sitio perfecto para relajarse y bañarse después de ver la Toscana. Nuestros hijos y sobrinos jugaron porque tenían de todo. La casa muy equipada y limpia con televisión en todas las habitaciones. Los propietarios además nos ayudaron con un pequeño contratiempo que tuvimos. Nos sentimos como en casa, muchas...
Spain
Anonymous traveler
The price is ￥229,124
￥305,816 total
includes taxes & fees
Sep 16 - Sep 17
"A Casa di Franca Villa con piscina"
A two-story building with a garden, a gazebo, and a statue.

7. Villa Borgo Il Castagno – Historic Villa with Private Pool in the Tuscan Hills

Villa Borgo Il Castagno – Historic Villa with Private Pool in the Tuscan Hills
Gambassi Terme
The price is ￥650,471
￥651,009 total
includes taxes & fees
Oct 1 - Oct 2
Villa Borgo Il Castagno – Historic Villa with Private Pool in the Tuscan Hills
A stone building with a tiled roof, surrounded by trees and potted plants.

8. Villino Tre Pini | Panoramic Private Pool, Nature & Privacy

Villino Tre Pini | Panoramic Private Pool, Nature & Privacy
Tavarnelle Val di Pesa
10.0 out of 10, Exceptional, (1 review)
The price is ￥53,596
￥148,600 total
includes taxes & fees
Oct 4 - Oct 5
Villino Tre Pini | Panoramic Private Pool, Nature & Privacy
A building with a large entrance, potted plants, and a statue in the foreground.

9. Villa Milani with Shared Pool, Private Terrace & Wi-Fi

Villa Milani with Shared Pool, Private Terrace & Wi-Fi
Montespertoli
10.0 out of 10, Exceptional, (1 review)
"The Villa was charming and absolutely bursting with character. We loved exploring the house and the grounds! It was quiet and relaxing, but still only a short drive from Florence, Sienna, San Gimignano and other favorite towns of Tuscany. A memorable stay in an absolutely unique villa!"
United States
Scott M.
The price is ￥354,920
￥355,279 total
includes taxes & fees
Sep 30 - Oct 1
Villa Milani with Shared Pool, Private Terrace & Wi-Fi
A rural property with stone buildings, a garden, and a view of rolling hills.

10. Villetta Leonardo: Independence, Garden & Relaxation in Tuscany

Villetta Leonardo: Independence, Garden & Relaxation in Tuscany
Montaione
The price is ￥61,235
￥78,720 total
includes taxes & fees
Sep 23 - Sep 24
Villetta Leonardo: Independence, Garden & Relaxation in Tuscany
A modern two-story house with a balcony, a well-maintained lawn, and potted plants.

11. Villa 'Eleonora' with Private Pool, Private Garden and Wi-Fi

Villa 'Eleonora' with Private Pool, Private Garden and Wi-Fi
San Vivaldo
The price is ￥366,793
￥424,692 total
includes taxes & fees
Sep 17 - Sep 18
Villa 'Eleonora' with Private Pool, Private Garden and Wi-Fi
An outdoor patio with a table and chairs, surrounded by greenery and a view of distant hills.

12. Luxury Villa in the Florentine hills

Luxury Villa in the Florentine hills
Florence
9.8 out of 10, Exceptional, (149 reviews)
"The villa is a nicely restored rustic home with a beautiful landscape. I would definitely stay there again!"
United States
melissa r.
The price is ￥35,850
￥59,511 total
includes taxes & fees
Oct 12 - Oct 13
Luxury Villa in the Florentine hills
A table set for tea with a view of a garden and hills.

13. Tuscan Sky Villa in San Miniato with Exclusive Private Pool

Tuscan Sky Villa in San Miniato with Exclusive Private Pool
San Miniato
The price is ￥60,058
￥111,801 total
includes taxes & fees
Sep 14 - Sep 15
Tuscan Sky Villa in San Miniato with Exclusive Private Pool
An open wooden door leading to a balcony with a round table and two chairs, overlooking a garden with trees and flowers.

14. Firenze‼️~Integer VILLA in hillside 7 places & 4 bathrooms~

Firenze‼️~Integer VILLA in hillside 7 places & 4 bathrooms~
Impruneta
10.0 out of 10, Exceptional, (3 reviews)
"Super quaint, beatiful, designed, comfortable, not lacking anything house and location. Very informative and accessable host. Listen to the instructions on how to go to Firenze. No need to take your car tyere!"
United States
Maria H.
The price is ￥50,585
￥68,152 total
includes taxes & fees
Sep 16 - Sep 17
Firenze‼️~Integer VILLA in hillside 7 places & 4 bathrooms~
A villa with a swimming pool, surrounded by lush greenery and a scenic countryside view.

15. Luxury,Charming,in true Chianti, sleeps 22 or +/- pople., with AIR-CONDITION!!!!

Luxury,Charming,in true Chianti, sleeps 22 or +/- pople., with AIR-CONDITION!!!!
Montespertoli
10.0 out of 10, Exceptional, (12 reviews)
"Amazing Property! The house was impeccably clean, with spacious bedrooms and comfortable beds. Our gracious host Nicola spoiled us with his generosity. He went beyond our expectations to ensure that our stay was perfect. He and his wife welcomed us with a delicious homemade apple cake. He drove us to the nearby town of Montespertoli to pick-up groceries and provisions. He recommended a local chef to cook for us at the villa. The meal was amazing and memorable. We will be back!"
United States
Elise D.
The price is ￥282,322
￥320,144 total
includes taxes & fees
Sep 13 - Sep 14
Luxury,Charming,in true Chianti, sleeps 22 or +/- pople., with AIR-CONDITION!!!!
A courtyard with a paved area, potted plants, and a grassy lawn.

16. Luxury Villa: Air-Co & Swimmingpool in Chianti/Sleeps 21 or more in extra suites

Luxury Villa: Air-Co & Swimmingpool in Chianti/Sleeps 21 or more in extra suites
Montespertoli
10.0 out of 10, Exceptional, (41 reviews)
"Absolutely fabulous! Beautiful location, exceptional host and the Tuscan countryside dream. Room for all 11 of our ladies, dreamy grounds. We all felt like we were living our Eat, Love, Pray best life!"
United States
Krista G.
The price is ￥295,766
￥335,201 total
includes taxes & fees
Sep 13 - Sep 14
Luxury Villa: Air-Co & Swimmingpool in Chianti/Sleeps 21 or more in extra suites
A two-story building with a red roof, multiple windows, and a gravel driveway.

17. Villa 'Martignana' with Private Pool, Private Garden and Wi-Fi

Villa 'Martignana' with Private Pool, Private Garden and Wi-Fi
Empoli
10.0 out of 10, Exceptional, (1 review)
"The villa is divided into 4 apartments and was perfect for our group of eleven. The property was beautiful and it is convenient to the Empoli train station."
United States
Vicki C.
The price is ￥253,796
￥298,234 total
includes taxes & fees
Sep 14 - Sep 15
Villa 'Martignana' with Private Pool, Private Garden and Wi-Fi
A villa with a swimming pool, surrounded by lush greenery and hills.

18. Villa Linchiano with Historic Tower and Private Pool

Villa Linchiano with Historic Tower and Private Pool
Gambassi Terme
The price is ￥463,903
￥464,438 total
includes taxes & fees
Sep 20 - Sep 21
Villa Linchiano with Historic Tower and Private Pool

19. Tenuta le Viste - beautiful Villa overlooking Florence

Tenuta le Viste - beautiful Villa overlooking Florence
scandicci
9.6 out of 10, Exceptional, (4 reviews)
"Beautiful house"
France
STEPHANE B.
Tenuta le Viste - beautiful Villa overlooking Florence
A rural property with stone buildings, a garden, and a view of rolling hills.

20. Villetta Brunelleschi: Privacy and Comfort on Two Levels

Villetta Brunelleschi: Privacy and Comfort on Two Levels
Montaione
The price is ￥68,403
￥85,970 total
includes taxes & fees
Sep 19 - Sep 20
Villetta Brunelleschi: Privacy and Comfort on Two Levels
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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Top Certaldo Hotel Reviews

IQ Hotel Firenze

IQ Hotel Firenze

10/10 Excellent
"Everything was great and staff were nice too"
Sahar 2-night trip
Posted 2 hours ago
IQ Hotel Firenze

Find out more about Certaldo

Certaldo Villas information

Number of reviews
216
Accommodation
1799 Villas
Lowest Price
￥23,483
Highest Price
￥990,011

Frequently asked questions

How much do villas in Certaldo cost?
Villas in Certaldo cost between ￥23,483 and ￥990,011 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 1799 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.
What is there to do near my villa in Certaldo?
If you're eager to explore the best of Certaldo, make your way to Museum of Sacred Art. It's a winner with locals and visitors alike.

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