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

Terrace/patio

1. 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 CA $775
CA $971 total
includes taxes & fees
Sep 30 - Oct 1
Villa in the Heart of Chianti — Peace, Views, and Authentic Tuscany
Property grounds

2. Rooster House, cooking classes and opera

Rooster House, cooking classes and opera
Tavarnelle Val di Pesa
The price is CA $177
CA $210 total
includes taxes & fees
Sep 10 - Sep 11
Rooster House, cooking classes and opera
Villa, Air conditioning, Courtyard View | Exterior

3. 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 CA $227
CA $255 total
includes taxes & fees
Sep 26 - Sep 27
Villa Montecastello
Pool

4. "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 traveller
The price is CA $2,062
CA $2,752 total
includes taxes & fees
Sep 14 - Sep 15
"A Casa di Franca Villa con piscina"
Exterior

5. 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 CA $5,827
CA $5,831 total
includes taxes & fees
Oct 7 - Oct 8
Villa Borgo Il Castagno – Historic Villa with Private Pool in the Tuscan Hills
Exterior

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

Villa "Arnilù" with Private Pool & Wi-Fi
San Gimignano
The price is CA $7,930
CA $8,526 total
includes taxes & fees
Sep 17 - Sep 18
Villa "Arnilù" with Private Pool & Wi-Fi
Exterior

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

Villetta Leonardo: Independence, Garden & Relaxation in Tuscany
Montaione
The price is CA $551
CA $708 total
includes taxes & fees
Sep 9 - Sep 10
Villetta Leonardo: Independence, Garden & Relaxation in Tuscany
Property grounds

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 CA $480
CA $1,347 total
includes taxes & fees
Oct 4 - Oct 5
Villino Tre Pini | Panoramic Private Pool, Nature & Privacy
Exterior

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 CA $3,468
CA $3,471 total
includes taxes & fees
Sep 10 - Sep 11
Villa Milani with Shared Pool, Private Terrace & Wi-Fi
Exterior

10. 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 CA $3,286
CA $3,804 total
includes taxes & fees
Sep 17 - Sep 18
Villa 'Eleonora' with Private Pool, Private Garden and Wi-Fi
Outdoor dining

11. 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 CA $401
CA $626 total
includes taxes & fees
Sep 28 - Sep 29
Luxury Villa in the Florentine hills
Outdoor dining

12. 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 CA $540
CA $1,006 total
includes taxes & fees
Sep 14 - Sep 15
Tuscan Sky Villa in San Miniato with Exclusive Private Pool
Outdoor dining

13. 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 CA $453
CA $614 total
includes taxes & fees
Sep 12 - Sep 13
Firenze‼️~Integer VILLA in hillside 7 places & 4 bathrooms~
Exterior

14. 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 CA $2,529
CA $2,892 total
includes taxes & fees
Sep 10 - Sep 11
Luxury,Charming,in true Chianti, sleeps 22 or +/- pople., with AIR-CONDITION!!!!
Exterior

15. 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, (40 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 CA $2,649
CA $3,028 total
includes taxes & fees
Sep 10 - Sep 11
Luxury Villa: Air-Co & Swimmingpool in Chianti/Sleeps 21 or more in extra suites
Exterior

16. 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 CA $2,273
CA $2,671 total
includes taxes & fees
Sep 14 - Sep 15
Villa 'Martignana' with Private Pool, Private Garden and Wi-Fi
Exterior

17. Villa Linchiano with Historic Tower and Private Pool

Villa Linchiano with Historic Tower and Private Pool
Gambassi Terme
The price is CA $4,175
CA $4,180 total
includes taxes & fees
Sep 19 - Sep 20
Villa Linchiano with Historic Tower and Private Pool
Terrace/patio

18. 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
Exterior

19. Villa Il Signorino

Villa Il Signorino
GREVE IN CHIANTI
9.4 out of 10, Exceptional, (3 reviews)
"Nice place 👌 "
United States
Avi A.
The price is CA $506
CA $726 total
includes taxes & fees
Sep 9 - Sep 10
Villa Il Signorino
Exterior

20. Villetta Brunelleschi: Privacy and Comfort on Two Levels

Villetta Brunelleschi: Privacy and Comfort on Two Levels
Montaione
The price is CA $613
CA $770 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

Hotel Calimala Florence

Hotel Calimala Florence

8/10 Good
"Main hotel reception lovely, hotel location excellent, staff friendly (Simone barman gr8). We had to change rooms as inner room / no window had poor light but reception staff acted promptly and got us a lovely room with windows onto street. Breakfast and rooftop bar across the road so slight inconvenience but OK. Breakfast OK but not enough fruit/healthy choices for us. The main issue we found was the rooftop bar/restaurant was lovely BUT you had to book even as a guest and they had 2weddings/events on our 4 night stay so the facility was closed to all !!!"
simon 4-night trip
Posted 1 hour ago
Hotel Calimala Florence

Find out more about Certaldo

Certaldo Villas information

Number of reviews
218
Accommodation
1825 Villas
Lowest Price
CA $210
Highest Price
CA $8,526

Frequently asked questions

How much do villas in Certaldo cost?
Villas in Certaldo cost between CA $210 and CA $8,526 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 1825 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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