A historic castle on a hill surrounded by lush greenery.

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Check prices for these dates

In two weeks
2 Oct - 4 Oct
In two months
13 Nov - 15 Nov
In three months
11 Dec - 13 Dec
In four months
8 Jan - 10 Jan

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 AU$8,936
includes taxes & fees
12 Oct - 13 Oct
"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, (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 AU$943
includes taxes & fees
1 Oct - 2 Oct
Villa in the Heart of Chianti — Peace, Views, and Authentic Tuscany
A stone building with an arched entrance, surrounded by gravel, potted plants, and trees.

3. Villa Montecastello

Villa Montecastello
Monteriggioni
8.0 out of 10, 3, (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 AU$270
includes taxes & fees
15 Sept - 16 Sept
Villa Montecastello
A garden with outdoor seating, a shade structure, and a view of the surrounding landscape.

4. Rooster House, cooking classes and opera

Rooster House, cooking classes and opera
Tavarnelle Val di Pesa
The price is AU$215
includes taxes & fees
15 Sept - 16 Sept
Rooster House, cooking classes and opera
A person in a swimming pool with a view of a vineyard and hills.

5. "A Casa di Franca Villa con piscina"

"A Casa di Franca Villa con piscina"
Gambassi Terme
10.0 out of 10, 1, (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 AU$2,773
includes taxes & fees
15 Sept - 16 Sept
"A Casa di Franca Villa con piscina"
A stone building with a large glass door, a wooden deck, and a stone wall.

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

Villa "Arnilù" with Private Pool & Wi-Fi
San Gimignano
The price is AU$8,591
includes taxes & fees
17 Sept - 18 Sept
Villa "Arnilù" with Private Pool & Wi-Fi
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 AU$5,876
includes taxes & fees
1 Oct - 2 Oct
Villa Borgo Il Castagno – Historic Villa with Private Pool in the Tuscan Hills
A villa with a swimming pool, surrounded by lush greenery and vineyards.

8. Villa with Guesthouse: Private Pool, Air Conditioning, 13 Bedrooms for up to 30 Guests

Villa with Guesthouse: Private Pool, Air Conditioning, 13 Bedrooms for up to 30 Guests
Montespertoli
The price is AU$9,714
includes taxes & fees
14 Oct - 15 Oct
Villa with Guesthouse: Private Pool, Air Conditioning, 13 Bedrooms for up to 30 Guests
A stone building with a tiled roof, surrounded by trees and potted plants.

9. 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, 1, (1 review)
The price is AU$1,324
includes taxes & fees
4 Oct - 5 Oct
Villino Tre Pini | Panoramic Private Pool, Nature & Privacy
A table set for tea with a view of a garden and hills.

10. Tuscan Sky Villa in San Miniato with Private Pool

Tuscan Sky Villa in San Miniato with Private Pool
San Miniato
The price is AU$1,014
includes taxes & fees
24 Sept - 25 Sept
Tuscan Sky Villa in San Miniato with Private Pool
A building with a large entrance, potted plants, and a statue in the foreground.

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

Villa Milani with Shared Pool, Private Terrace & Wi-Fi
Montespertoli
10.0 out of 10, 1, (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 AU$3,207
includes taxes & fees
30 Sept - 1 Oct
Villa Milani with Shared Pool, Private Terrace & Wi-Fi
A modern two-story house with a balcony, a well-maintained lawn, and potted plants.

12. 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 AU$3,833
includes taxes & fees
17 Sept - 18 Sept
Villa 'Eleonora' with Private Pool, Private Garden and Wi-Fi
A rural property with stone buildings, a garden, and a view of rolling hills.

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

Villetta Leonardo: Independence, Garden & Relaxation in Tuscany
Montaione
The price is AU$714
includes taxes & fees
21 Sept - 22 Sept
Villetta Leonardo: Independence, Garden & Relaxation in Tuscany
An outdoor patio with a table and chairs, surrounded by greenery and a view of distant hills.

14. Luxury Villa in the Florentine hills

Luxury Villa in the Florentine hills
Florence
9.8 out of 10, 149, (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 AU$532
includes taxes & fees
12 Oct - 13 Oct
Luxury Villa in the Florentine hills
An open wooden door leading to a balcony with a round table and two chairs, overlooking a garden with trees and flowers.

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

Firenze‼️~Integer VILLA in hillside 7 places & 4 bathrooms~
Impruneta
10.0 out of 10, 3, (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 AU$612
includes taxes & fees
16 Sept - 17 Sept
Firenze‼️~Integer VILLA in hillside 7 places & 4 bathrooms~
A villa with a swimming pool, surrounded by lush greenery and a scenic countryside view.

16. Luxury,Charming,in true Chianti, sleeps 21 or +people with Sw-Pool,Wi-Fi,Airco

Luxury,Charming,in true Chianti, sleeps 21 or +people with Sw-Pool,Wi-Fi,Airco
Montespertoli
10.0 out of 10, 12, (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 AU$2,838
includes taxes & fees
15 Sept - 16 Sept
Luxury,Charming,in true Chianti, sleeps 21 or +people with Sw-Pool,Wi-Fi,Airco
A courtyard with a paved area, potted plants, and a grassy lawn.

17. 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, 41, (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 AU$2,973
includes taxes & fees
15 Sept - 16 Sept
Luxury Villa: Air-Co & Swimmingpool in Chianti/Sleeps 21 or more in extra suites
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 AU$4,211
includes taxes & fees
22 Sept - 23 Sept
Villa Linchiano with Historic Tower and Private Pool
A two-story building with a stone staircase leading to a wooden door. There is a small outdoor table and a potted plant on the porch.

19. Villa Il Signorino

Villa Il Signorino
GREVE IN CHIANTI
9.4 out of 10, 3, (3 reviews)
"Nice place 👌 "
United States
Avi A.
The price is AU$738
includes taxes & fees
15 Sept - 16 Sept
Villa Il Signorino
A two-story building with a red roof, multiple windows, and a gravel driveway.

20. 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, 1, (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 AU$2,946
includes taxes & fees
30 Sept - 1 Oct
Villa 'Martignana' with Private Pool, Private Garden and Wi-Fi
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

Art Hotel Villa Agape

Art Hotel Villa Agape

10/10 Excellent
"This was an absolutely beautiful place to stay. The staff were helpful. The breakfast you get here is incredible. One of the best I’ve ever experienced."
Kassidy 3-night trip
Posted less than an hour ago
Art Hotel Villa Agape

Find out more about Certaldo

Certaldo Villas information

Number of reviews
215
Accommodation
1529 Villas
Lowest Price
AU$215
Highest Price
AU$9,714

Frequently asked questions

How much do villas in Certaldo cost?
You'll pay between AU$215 and AU$9,714 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 1529 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.

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