A historic castle on a hill surrounded by lush greenery.

Search Villas in Certaldo

  • 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
4 Sept - 6 Sept
In two months
16 Oct - 18 Oct
In three months
13 Nov - 15 Nov
In four months
11 Dec - 13 Dec

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 £508
includes taxes & fees
18 Aug - 19 Aug
Villa in the Heart of Chianti — Peace, Views, and Authentic Tuscany
Exterior

2. Wonderful Villa Pian dei Giullari with Pool – Elegance and Relaxation in the Heart of Florence

Wonderful Villa Pian dei Giullari with Pool – Elegance and Relaxation in the Heart of Florence
Oltrarno
The price is £737
includes taxes & fees
23 Aug - 24 Aug
Wonderful Villa Pian dei Giullari with Pool – Elegance and Relaxation in the Heart of Florence
Exterior

3. 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 £3,479
includes taxes & fees
14 Sept - 15 Sept
Villa Borgo Il Castagno – Historic Villa with Private Pool in the Tuscan Hills
Exterior

4. The San Leonino House

The San Leonino House
Castellina in Chianti
The price is £1,131
includes taxes & fees
23 Aug - 24 Aug
The San Leonino House
Exterior

5. Nice apartment in villa with A/C, pool, WIFI, TV, terrace and panoramic view, close to San Gimig...

Nice apartment in villa with A/C, pool, WIFI, TV, terrace and panoramic view, close to San Gimig...
Montaione
10.0 out of 10, Exceptional, (5 reviews)
"We spend a great time, marvellous place and people"
United States
Carole G.
The price is £140
includes taxes & fees
18 Aug - 19 Aug
Nice apartment in villa with A/C, pool, WIFI, TV, terrace and panoramic view, close to San Gimig...
Property grounds

6. Rooster House, cooking classes and opera

Rooster House, cooking classes and opera
Toscana
The price is £115
includes taxes & fees
18 Aug - 19 Aug
Rooster House, cooking classes and opera
Villa, Air conditioning, Courtyard View | Exterior

7. 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 £158
includes taxes & fees
25 Aug - 26 Aug
Villa Montecastello
Exterior

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

Villa "Arnilù" with Private Pool & Wi-Fi
San Gimignano
The price is £4,538
includes taxes & fees
18 Aug - 19 Aug
Villa "Arnilù" with Private Pool & Wi-Fi
Pool

9. "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 £761
includes taxes & fees
24 Aug - 25 Aug
"A Casa di Franca Villa con piscina"
Exterior

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

Villetta Leonardo: Independence, Garden & Relaxation in Tuscany
Montaione
The price is £326
includes taxes & fees
26 Aug - 27 Aug
Villetta Leonardo: Independence, Garden & Relaxation in Tuscany
Exterior

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, 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 £1,848
includes taxes & fees
1 Sept - 2 Sept
Villa Milani with Shared Pool, Private Terrace & Wi-Fi
Property grounds

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

Villino Tre Pini | Panoramic Private Pool, Nature & Privacy
Toscana
10.0 out of 10, Exceptional, (1 review)
The price is £779
includes taxes & fees
27 Aug - 28 Aug
Villino Tre Pini | Panoramic Private Pool, Nature & Privacy
Exterior

13. 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 £1,585
includes taxes & fees
18 Aug - 19 Aug
Villa 'Eleonora' with Private Pool, Private Garden and Wi-Fi
Outdoor dining

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 £301
includes taxes & fees
18 Aug - 19 Aug
Firenze‼️~Integer VILLA in hillside 7 places & 4 bathrooms~
Outdoor dining

15. Luxury Villa in the Florentine hills

Luxury Villa in the Florentine hills
Florence
9.8 out of 10, Exceptional, (149 reviews)
"This was everything that it promised! The property is amazing. David was a great host and having his sister right next door was a godsend. She was very helpful with tips of places to go and ideas of how to get there. She even helped us order a taxi one morning. We had a fantastic time! It is definitely worth the visit!"
United States
Dawn L.
The price is £321
includes taxes & fees
29 Aug - 30 Aug
Luxury Villa in the Florentine hills
Exterior

16. Villetta Brunelleschi: Privacy and Comfort on Two Levels

Villetta Brunelleschi: Privacy and Comfort on Two Levels
Montaione
The price is £350
includes taxes & fees
26 Aug - 27 Aug
Villetta Brunelleschi: Privacy and Comfort on Two Levels
Exterior

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 £1,556
includes taxes & fees
14 Sept - 15 Sept
Villa 'Martignana' with Private Pool, Private Garden and Wi-Fi
Property grounds

18. Villa Bonriposo with Private Pool, Wi-Fi, and Air Conditioning

Villa Bonriposo with Private Pool, Wi-Fi, and Air Conditioning
Legoli
The price is £2,342
includes taxes & fees
14 Sept - 15 Sept
Villa Bonriposo with Private Pool, Wi-Fi, and Air Conditioning
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 £410
includes taxes & fees
1 Sept - 2 Sept
Villa Il Signorino
Outdoor dining

20. Villa Marina with private pool, Borgo del Silenzio

Villa Marina with private pool, Borgo del Silenzio
Lajatico
"L’hébergement est situé au milieu de champs, superbe vue pour admirer le lever et coucher du soleil! La route en cailloux pour y accéder, dommage. C’est parfait pour les gens qui recherchent le calme! Maison propre. La literie pourrait être améliorée; matelas un peu durs. La piscine parfaite avec les enfants! L’accueil de Ludovica est agréable, très à l’écoute de nos besoins! Nous avons passé une belle semaine de vacances!"
Switzerland
Loic
Villa Marina with private pool, Borgo del Silenzio
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Certaldo Hotel Reviews

Hotel Calimala Florence

Hotel Calimala Florence

10/10 Excellent
"Loved Calimata in Florence I stayed in the one in Milano. Staff fabulous breakfast choice are many. Precious made the BEST cappuccinos. I'm down for 3 a day at breakfast. LOVED the rooftop too."
Angela 3-night trip
Posted less than an hour ago
Hotel Calimala Florence

Find out more about Certaldo

Certaldo Villas information

Number of reviews
167
Accommodation
1757 Villas
Lowest Price
£115
Highest Price
£4,538

Frequently asked questions

How much do villas in Certaldo cost?
Villas in Certaldo cost between £115 and £4,538 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 1757 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