Certaldo Villas from AED 547

A historic castle on a hill surrounded by lush greenery.

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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

AED 23,068 total

includes taxes & fees

25 Oct - 26 Oct

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.

AED 2,435 total

includes taxes & fees

1 Oct - 2 Oct

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

3. Villa Montecastello

Monteriggioni

Alvaro

AED 697 total

includes taxes & fees

3 Oct - 4 Oct

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

4. Rooster House, cooking classes and opera

Tavarnelle Val di Pesa

AED 547 total

includes taxes & fees

1 Oct - 2 Oct

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

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

San Gimignano

AED 22,178 total

includes taxes & fees

30 Sep - 1 Oct

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

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

Gambassi Terme

AED 18,042 total

includes taxes & fees

1 Oct - 2 Oct

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

7. "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 traveler

AED 5,819 total

includes taxes & fees

30 Sep - 1 Oct

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

Montespertoli

AED 25,077 total

includes taxes & fees

27 Oct - 28 Oct

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

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

Montespertoli

Scott M.

AED 8,292 total

includes taxes & fees

30 Sep - 1 Oct

A modern two-story house with a balcony, a well-maintained lawn, and potted plants.

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

San Vivaldo

A rural property with stone buildings, a garden, and a view of rolling hills.

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

Montaione

AED 1,846 total

includes taxes & fees

30 Sep - 1 Oct

An outdoor patio with a table and chairs, surrounded by greenery and a view of distant hills.

12. Luxury Villa in the Florentine hills

Florence

melissa r.

AED 1,452 total

includes taxes & fees

12 Oct - 13 Oct

A table set for tea with a view of a garden and hills.

13. Tuscan Sky Villa in San Miniato with Private Pool

San Miniato

AED 4,343 total

includes taxes & fees

30 Sep - 1 Oct

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~

Impruneta

Maria H.

AED 1,488 total

includes taxes & fees

30 Sep - 1 Oct

A villa with a swimming pool, surrounded by lush greenery and hills.

15. Villa Linchiano with Private Pool for 11 Guests

Gambassi Terme

AED 5,853 total

includes taxes & fees

26 Oct - 27 Oct

A villa with a swimming pool, surrounded by lush greenery and a scenic countryside view.

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

Montespertoli

"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!"

Elise D.

AED 7,848 total

includes taxes & fees

3 Oct - 4 Oct

A two-story building with a gravel driveway, a wooden door, and a small garden area with potted plants.

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

Montespertoli

Krista G.

AED 7,848 total

includes taxes & fees

3 Oct - 4 Oct

A two-story building with a red roof, multiple windows, and a gravel driveway.

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

Empoli

Vicki C.

AED 6,961 total

includes taxes & fees

1 Oct - 2 Oct

19. Tenuta le Viste - beautiful Villa overlooking Florence

scandicci

STEPHANE B.

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.

20. Villa Il Signorino

GREVE IN CHIANTI

Avi A.

AED 1,775 total

includes taxes & fees

30 Sep - 1 Oct

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Top Certaldo Hotel Reviews

c-hotels Ambasciatori

10/10 Excellent

"Great location."

Radisson Blu Hotel, Florence

8/10 Good

"Everything was great, staff were helpful. A couple comments I do have are: One of the staff let themselves into our room in the morning while I was still sleeping then saw me and said “sorry” and turned around and walked out. Weird. Also the room had a lot of thick cob webs and didn’t seem that they dust the room. Other than that, it was a very nice room and clean comfortable beds. Handicap accessible room needs some type of shower curtain to contain the water or the whole bathroom becomes a shower and it doesn’t dry which can be very slippery and everything is wet in there. The rest of the hotel was very nice and updated."

The Social Hub Florence Lavagnini

8/10 Good

"The property is definitely a unique property I didn’t realize prior to booking that it caters to student accommodation which is fine I believe students from USC were checking in same time as the Stanford students were leaving I enjoyed the property my only reason for giving 4 out of five stars was my room was like a dorm room very small bed was not comfortable. But I really liked the property the staff were all helpful and professional."

Hotel Horto Convento

10/10 Excellent

"Absolutely amazing hotel. Beautiful grounds and building in a nice, quiet part of the neighborhood, but still so walkable and close to churches, museums, restaurants, etc. Cherish at check-in gave us some great recommendations for food nearby. Had some of the best baked goods I've ever had at breakfast each morning, and had the most beautiful and delicious cocktails and spritz from the bar in the evening. If we come back to the city, we'd 100% want to stay here again."

Frequently asked questions

How much do villas in Certaldo cost?

Villas in Certaldo cost between AED 547 and AED 25,077 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 1796 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.

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

3. Villa Montecastello

4. Rooster House, cooking classes and opera

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

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

7. "A Casa di Franca Villa con piscina"

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

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

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

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

12. Luxury Villa in the Florentine hills

13. Tuscan Sky Villa in San Miniato with Private Pool

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

15. Villa Linchiano with Private Pool for 11 Guests

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

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

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

19. Tenuta le Viste - beautiful Villa overlooking Florence

20. Villa Il Signorino

Find vacation rentals that suit your style

Top Certaldo Hotel Reviews

c-hotels Ambasciatori

Hotel Paris

Radisson Blu Hotel, Florence

Grand Hotel Cavour

The Social Hub Florence Lavagnini

Hotel Horto Convento

Plus Florence - Hostel

Hotel Albani Firenze

The Social Hub Florence Belfiore

Frequently asked questions

Explore a world of travel with Expedia

Search Villas in Certaldo

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

3. Villa Montecastello

4. Rooster House, cooking classes and opera

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

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

7. "A Casa di Franca Villa con piscina"

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

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

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

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

12. Luxury Villa in the Florentine hills

13. Tuscan Sky Villa in San Miniato with Private Pool

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

15. Villa Linchiano with Private Pool for 11 Guests

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

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

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

19. Tenuta le Viste - beautiful Villa overlooking Florence

20. Villa Il Signorino

Find vacation rentals that suit your style

Top Certaldo Hotel Reviews

c-hotels Ambasciatori

Frequently asked questions

Explore a world of travel with Expedia