Best Villas in Certaldo 2026

A historic castle on a hill surrounded by lush greenery.

Change your mind
Book hotels with free cancellation
Treat yourself
Save instantly and earn perks with One Key
Learn about One Key
Be picky
Search almost a million properties worldwide

Check prices for these dates

In two weeks

In two months

In three months

In four months

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

Certaldo

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

Certaldo - Firenze

Kelly C.

includes taxes & fees

14 Oct - 15 Oct

A garden with outdoor seating, a shade structure, and a view of the surrounding landscape.

3. Rooster House, cooking classes and opera

Tavarnelle Val di Pesa

includes taxes & fees

5 Oct - 6 Oct

A stone building with an arched entrance, surrounded by gravel, potted plants, and trees.

4. Villa Montecastello

Monteriggioni

Alvaro

includes taxes & fees

3 Oct - 4 Oct

A two-story building with a garden, a gazebo, and a statue.

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

Gambassi Terme

includes taxes & fees

8 Oct - 9 Oct

A stone building with a large glass door, a wooden deck, and a stone wall.

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

San Gimignano

includes taxes & fees

5 Oct - 6 Oct

A building with a large entrance, potted plants, and a statue in the foreground.

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

Montespertoli

Scott M.

includes taxes & fees

1 Nov - 2 Nov

A person in a swimming pool with a view of a vineyard and hills.

8. "A Casa di Franca Villa con piscina"

Gambassi Terme

"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...

Anonymous traveller

includes taxes & fees

30 Oct - 31 Oct

View all properties

Find holiday rentals that suit your style

Apartments

Aparthotels

Save an average of 15% on thousands of hotels when you're signed in

Top Certaldo Hotel Reviews

Villa Neroli

10/10 Excellent

"The property was magnificent - much nicer than what was depicted in the web photos. The staff was exceptional ... whether it was the administrative staff, the servers, or the cleaning staff, all realized that they were there to service their guests and they provided quality services consistently during our stay. The breakfast was exceptional. A very pleased guest!"

The Social Hub Florence Belfiore

8/10 Good

"I loved that the hotel was a one stop shop. From the restaurant and cafe to the gym to the roof top with food options and the pool. It even has a laundry and spaces to work. It is a little learning curve getting around the hotel, but once you get used to it it’s pretty simple. The only reason I didn’t give it a 5 star was our room and certain spaces had a weird cat smell. We realized it wasn’t just in our room and it only seemed to happen in the bathroom and the water was turned on. Outside of that this place was perfect and highly recommended."

Art Hotel Villa Agape

8/10 Good

"Beautiful property. The restaurant and breakfast are great. Rooms are cozy and quaint. To consider there shuttle is only to get you to the bridge and walk or cab from there to wherever you’re going. It’s the distance from places such as stores restaurants be prepared for any extra needs of expenses such as bottled water or snacks. Make sure the wine card you prepay for self serve you return for credit it’s $10 a glass and it’s about three sips. But beautiful place and great for quiet and privacy."

Find out more about Certaldo

Certaldo Villas information

Number of reviews	206
Accommodation	1758 Villas
Lowest Price	£115
Highest Price	£11,101

Frequently asked questions

How much do villas in Certaldo cost?

Villas in Certaldo cost between £115 and £11,101 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 1758 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.

Explore a world of travel with Expedia

More ways to book

Book Villas in Certaldo on Expedia.it

Room 1

Change your mind

Treat yourself

Be picky

Check prices for these dates

Our top choices for Certaldo villas

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

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