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Certaldo Rentals

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6,195 Houses

Restored Tuscan farmhouse with pool and views

Certaldo house

4 bedrooms / 4 bathrooms / sleeps 9

“Under theTuscan Sun” There are no words to describe the beauty here. When we drove up to the house, we thought there was a mistake. Surely this beautifully restored "Under the Tuscan Sun" farmhouse with majestic views of rolling hillside towns dotted with cypress trees, olive groves and vineyards as far as the eye could see could not possibly be the right place. But it was!! So much more than we could have imagined. Expected to see Diane Lane strolling down the road arm and arm with that crazy blonde at any time. The house inside is just as beautiful. Plenty of room...simply and tastefully decorated with everything you need for a very comfortable stay. The pictures really don't do it justice. Ann and Charly are warm and caring hosts...always quick to help our stay more enjoyable. Would absolutely recommend without hesitation!

Price per night from

$272

Converted Barn Vacation Rental in Tuscany

Certaldo cottage

2 bedrooms / 1 bathroom / sleeps 4

“We had a very relaxing stay in a beautiful setting.” The house is newly renovated and very clean. The setting is spectacular with beautiful views. It is in a great location for easy access to popular tourist attractions. However, we did have to provide some household essentials such as dish soap, sugar, and a few other kitchen basics that we couldn't take back with us, as we were traveling overseas.

Price per night from

$126

Lodge Fiano - Original Farmhouse in Chianti

Certaldo house

3 bedrooms / 1 bathroom / sleeps 4

Price per night from

$113

Casanuova di Cignano

Certaldo apartment

2 bedrooms / 1 bathroom / sleeps 4

Price per night from

$123

Family Friendly Villa Rental in Tuscany with Pool - Villa Barberino

Certaldo house

7 bedrooms / 7 bathrooms / sleeps 15

“Dr Leslie Jay's review of Villa Barberino” It was a great value for the money. Very private. Simple and straight forward.

Price per night from

$371

A nest in the heart of Tuscany

Certaldo b&b

2 bedrooms / 2 bathrooms / sleeps 2

Price per night from

$66

Casa vacanze Certaldo Alto

Certaldo Alto apartment

2 bedrooms / 2 bathrooms / sleeps 5

Price per night from

$132

Villa Gilia D

Certaldo apartment

1 bedroom / 1 bathroom / sleeps 2

Responds fast! avg. 12 minutes

Price per night from

$229

Villa Gilia B

Certaldo apartment

2 bedrooms / 2 bathrooms / sleeps 4

Responds fast! avg. 12 minutes

Price per night from

$298

the Farmhouse

Certaldo villa

5 bedrooms / 6 bathrooms / sleeps 10

Price per night from

$745

Villa Gilia C

Certaldo apartment

2 bedrooms / 2 bathrooms / sleeps 4

Responds fast! avg. 12 minutes

Price per night from

$298

Villa in Chianti with heated swimming pool and A/C

Certaldo villa

9 bedrooms / 10 bathrooms / sleeps 19

Price per night from

$662

Il Pino apartment

2 bedrooms / 1 bathroom / sleeps 4

Price per night from

$982

And Villa Gilia

Certaldo house

4 bedrooms / 4 bathrooms / sleeps 8

Responds fast! avg. 12 minutes

Price per night from

$791

Villa Olivo NANDINA

Certaldo apartment

2 bedrooms / 2 bathrooms / sleeps 5

Price per night from

$220

Villa della Torre CAMINETTO

Certaldo villa

2 bedrooms / 2 bathrooms / sleeps 5

Price per night from

$220

House of Duccio House of Duccio

Certaldo villa

3 bedrooms / 2 bathrooms / sleeps 6

Price per night from

$298

Villa della Torre ONCE

Certaldo apartment

1 bedroom / 1 bathroom / sleeps 3

Price per night from

$153

APARTMENT PALAVIGNE

Il Pino apartment

1 bedroom / 1 bathroom / sleeps 2

Price per night from

$510

Villa Apollo Grande

Certaldo house

13 bedrooms / 12 bathrooms / sleeps 26

Responds fast! avg. 12 minutes

Price per night from

$3,798

Villa Olivo ROSETO

Certaldo apartment

1 bedroom / 1 bathroom / sleeps 2

Price per night from

$169

Nappolaio, 1 bedroom super cozy apartment at Fattoria Pogni

Marcialla farmhouse

1 bedroom / 1 bathroom / sleeps 4

Price per night from

$126

Villa della Torre CORTILE

Certaldo villa

2 bedrooms / 2 bathrooms / sleeps 5

Price per night from

$220

Villa Olivo MAHONIA

Certaldo apartment

2 bedrooms / 2 bathrooms / sleeps 4

Price per night from

$220

Villa Olivo LAVANDA

Certaldo apartment

2 bedrooms / 2 bathrooms / sleeps 4

Price per night from

$220

Villa della Torre NIDO

Certaldo villa

2 bedrooms / 1 bathroom / sleeps 4

Price per night from

$194

Capanna Olivo Capanna Olivo

Certaldo house

3 bedrooms / 4 bathrooms / sleeps 9

Price per night from

$487

Villa Gilia A

Certaldo apartment

2 bedrooms / 2 bathrooms / sleeps 4

Responds fast! avg. 12 minutes

Price per night from

$298

The Large Terrace The Large Terrace

Certaldo apartment

3 bedrooms / 3 bathrooms / sleeps 7

Price per night from

$489

Villa della Torre BELLAVISTA

Certaldo apartment

1 bedroom / 1 bathroom / sleeps 2

Price per night from

$194

Il Podere Il Podere

Marcialla house

5 bedrooms / 6 bathrooms / sleeps 11

Price per night from

$986

Villa della Torre TERRACE

Certaldo apartment

1 bedroom / 1 bathroom / sleeps 3

Price per night from

$194

Villa della Torre OLEANDRI

Gorgognano apartment

1 bedroom / 1 bathroom / sleeps 2

Price per night from

$153

Fattoria Pogni - Luxury Villa in the Chianti

Marcialla villa

4 bedrooms / 4 bathrooms / sleeps 10

Price per night from

$357

Villa della Torre TORRE

Gorgognano apartment

1 bedroom / 1 bathroom / sleeps 2

Price per night from

$153

Tramonto, a romantic gate away at Fattoria Pogni

Marcialla apartment

1 bedroom / 1 bathroom / sleeps 4

Price per night from

$132

Gorgoli, luxury apartment at Fattoria Pogni

Marcialla farmhouse

2 bedrooms / 2 bathrooms / sleeps 5

Price per night from

$207

Poggio ai Falchi, beautiful first floor apartment in the country side

Marcialla farmhouse

2 bedrooms / 2 bathrooms / sleeps 5

Price per night from

$198

Viewing 38 of 6,195
rentals in Certaldo

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Top Destination reviews

Talbot House-Casa il Giglio-Certaldo Alto
Amazing

Our Family of 5 stayed here and LOVED it! The location was awesome. We felt at welcomed and at home. I would definitely recommend this place to anyone looking to stay and visit Tuscany. There were some amazing authentic places to eat near by and the views were just amazing. … see more
Family Friendly Villa Rental in Tuscany with Pool - Villa Barberino
Vee's review of Villa Barberino

The villa was wonderful. It was quiet and the view was beautiful. It was spacious and very clean. Proximity to Fireze was great. We would come and stay here again. The pool with its view and the proximity to Firenze. Firenze and San Gimignano. … see more
Restored Tuscan farmhouse with pool and views
A fantastic Tuscan experience with breath taking views.

We stayed at the farmhouse end of June, early July 2013. Before our stay we had been in contact with the owners Charley and ann, who were most helpful answering any queries by email. It was our first visit to Italy and they gave us helpful directions from the airport as we had hired a car. We were travelling with a baby and 3year old along with 8 other members of our family. On our arrival we were amazed by the beautiful views over the Elsa valley and the farmhouse itself exceeded our expectations. The owners showed us around the property, which was very spacious, rustic but with all the conveniences you would need. The bedroom were very spacious and the entire property allowed the family to be together but have time apart when you wanted space to yourself. The outside terrace was just perfect for coffee in the morning and alfresco dining. We spent a lot of time outside enjoying the fantastic weather and breathtaking views. The views were so beautiful, you could spend endless time soaking up the sun whilst gazing out over them. We were in prime location for Florence and Siena and enjoyed day trips out again with the help and guidance from Charley who was always on hand if needed. The owners were very helpful in suggesting restaurants to eat at and directions to places we wished to visit. I can honestly say without their help we would have not enjoyed the holiday as their inside knowledge allowed us to sample local life at its best. We had an amazing holiday which was spent sightseeing, eating and enjoying the Chianti...another bonus of the area and purely resting at the farmhouse. We were also free to enjoy the pool and BBQ facilities and can honestly say the farmhouse became a real home away from home. We can honestly say we would return again and feel that the owners have a real gem in one of the most beautiful parts of Italy.see more
Converted Barn Vacation Rental in Tuscany
Beautiful Tuscany

This was our first trip to Italy and it will not be our last. It was a truly amazing experience. A beautiful cottage,lovely welcoming people, amazing food and breathtaking views. We would highly recommend this property for your holiday. op etc. However, any travelling in a car or by foot allows you to take in the most picturesque views you can imagine. Very spacious and the booklet recommending restaurants and giving information about the local area was a real help. We recommend you hiring a car because it is a little distance to a local shops. We cannot wait to return! Charly and ann (hosts) were very welcoming, friendly and nothing was too much trouble. We cannot fault anything. Thank you for a fabulous holiday!see more

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