A historic castle on a hill surrounded by lush greenery.

Search Vacation Homes in Certaldo

  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
  • 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 vacation homes

1. Casa Vacanze Le Case

Casa Vacanze Le Case
San Gimignano
9.6 out of 10, Exceptional, (14 reviews)
"The property was perfect and the host was so nice and helpful. We would definitely stay there again."
United States
Andrew
Casa Vacanze Le Case

2. Tuscan Farmhouse with Private Pool & Chianti Vineyard Views - 3 Bedr + AC

Tuscan Farmhouse with Private Pool & Chianti Vineyard Views - 3 Bedr + AC
Montespertoli
10.0 out of 10, Exceptional, (1 review)
"We found sanctuary at this lovely farmhouse during the July heat wave--refreshing dip in the pool, relaxing dinner in the courtyard, restful sleep in the air-conditioned home. Got up to watch the sunrise over the vineyards, absolutely stunning scenery, and watched three hot air balloons also taking in the sights. Matteo was very welcoming, and we bridged the language barrier with a little help from Google translate. Wished we could have stayed longer!"
United States
Susan A.
The price is AED 972
AED 1,818 total
includes taxes & fees
14 Dec - 15 Dec
Tuscan Farmhouse with Private Pool & Chianti Vineyard Views - 3 Bedr + AC

3. New Listing

New Listing
Dogana
The price is AED 364
AED 417 total
includes taxes & fees
18 Nov - 19 Nov
New Listing

4. Chianti Handicraft Center in Badia a Passignano

Chianti Handicraft Center in Badia a Passignano
Tavarnelle Val di Pesa
10.0 out of 10, Exceptional, (13 reviews)
"Very historic venue, with amazing views"
United States
Oscar O.
The price is AED 506
AED 676 total
includes taxes & fees
17 Nov - 18 Nov
Chianti Handicraft Center in Badia a Passignano

5. Agriturismo La Ferrozzola

Agriturismo La Ferrozzola
Castellina in Chianti
9.4 out of 10, Exceptional, (9 reviews)
"Very nice agriturismo. "
United States
Ruth
The price is AED 463
AED 526 total
includes taxes & fees
16 Nov - 17 Nov
Agriturismo La Ferrozzola

6. country house with garden ,pool,children's play area ,Tuscany,15 from Florence

country house with garden ,pool,children's play area ,Tuscany,15 from Florence
Toscana
9.8 out of 10, Exceptional, (83 reviews)
"The hostess Sonia was fabulous."
United States
Kim
The price is AED 408
AED 558 total
includes taxes & fees
16 Nov - 17 Nov
country house with garden ,pool,children's play area ,Tuscany,15 from Florence

7. Apartment 'La Ripa - Master' with Shared Pool and Wi-Fi

Apartment 'La Ripa - Master' with Shared Pool and Wi-Fi
San Gimignano
10.0 out of 10, Exceptional, (1 review)
"We stayed for a week at La Ripa. It is a very beautiful and quiet place. It is a few minutes from San Gimignano and it is a central place to visit nice villages in Toscany. Rodrigo was there to welcome us and securing for us an optimal stay. He was amicable and available. This is a place we are highly recommending."
Canada
Anne-Marie M.
The price is AED 1,957
AED 1,969 total
includes taxes & fees
16 Nov - 17 Nov
Apartment 'La Ripa - Master' with Shared Pool and Wi-Fi

8. LARGE, OPEN-AIR TERRACE WITH VIEWS OF THE CHAINTI VALLEY AND DRINKS

LARGE, OPEN-AIR TERRACE WITH VIEWS OF THE CHAINTI VALLEY AND DRINKS
Ruffoli
9.2 out of 10, Wonderful, (28 reviews)
"This is truly a unique and special property providing incredible value . One of the most beautiful views in a spectacular setting hidden away in the Tuscan hills above Panzano. A perfect location for day trips to vinyards, restaurants and the Chianti area. Our apartment was extremely well appointed and beautifully decorated. Spacious and varied outdoor sitting areas and patios with a very nice pool area. Our hostess Babette was extremely accomodating and informative which added to our overall...
Canada
James
The price is AED 327
AED 614 total
includes taxes & fees
16 Nov - 17 Nov
LARGE, OPEN-AIR TERRACE WITH VIEWS OF THE CHAINTI VALLEY AND DRINKS

9. Casa FILI Cozy Tuscany House

Casa FILI Cozy Tuscany House
San Vincenzo A Torri
9.0 out of 10, Wonderful, (2 reviews)
"Pros: Het appartement met airco, want het was erg warm. En de vriendelijke en behulpzame host."
Netherlands
Anonymous traveler
The price is AED 292
AED 538 total
includes taxes & fees
16 Nov - 17 Nov
Casa FILI Cozy Tuscany House

10. Apartment House with garden Tuscany Chianti , Florence 15km.

Apartment House with garden Tuscany Chianti , Florence 15km.
Toscana
9.8 out of 10, Exceptional, (75 reviews)
"Great property, well equipped, nice views, well maintained, very friendly and helpful host. We did really enjoy our stay :-)"
Germany
Robert M.
The price is AED 437
AED 587 total
includes taxes & fees
21 Nov - 22 Nov
Apartment House with garden Tuscany Chianti , Florence 15km.

11. 7 min from Cantina Antinori in Chianti Classico | Pool | Casa Sala & Pepe

7 min from Cantina Antinori in Chianti Classico | Pool | Casa Sala & Pepe
Tavarnelle Val di Pesa
The price is AED 466
AED 713 total
includes taxes & fees
16 Nov - 17 Nov
7 min from Cantina Antinori in Chianti Classico | Pool | Casa Sala & Pepe

12. Vernaccia Country House - Agriturismo Apartment with Pool, Garden & Wi-Fi

Vernaccia Country House - Agriturismo Apartment with Pool, Garden & Wi-Fi
Tavarnelle Val di Pesa
10.0 out of 10, Exceptional, (1 review)
"Das Objekt liegt zwischen Florenz und Siena umgeben von Olivenbäumen. Die Lage ist perfekt für Ausflüge."
Germany
Ramona S.
The price is AED 918
AED 1,137 total
includes taxes & fees
16 Nov - 17 Nov
Vernaccia Country House - Agriturismo Apartment with Pool, Garden & Wi-Fi

13. Agriturismo I Borghi – Caffè Apartment with Pool in San Gimignano

Agriturismo I Borghi – Caffè Apartment with Pool in San Gimignano
San Gimignano
Agriturismo I Borghi – Caffè Apartment with Pool in San Gimignano

14. Holiday Home 'La Loggia di Giulia' with Private Terrace, Hot Tub and Garden

Holiday Home 'La Loggia di Giulia' with Private Terrace, Hot Tub and Garden
San Gimignano
9.2 out of 10, Wonderful, (13 reviews)
"Great place in the Tuscany area. The views are spectacular, the property is just like the pictures. Would definitely stay here again"
United States
Valerie S.
The price is AED 2,113
AED 2,397 total
includes taxes & fees
17 Nov - 18 Nov
Holiday Home 'La Loggia di Giulia' with Private Terrace, Hot Tub and Garden

15. Villa La Stella - Casa per Ferie

Villa La Stella - Casa per Ferie
Le Cure
8.6 out of 10, Excellent, (270 reviews)
"Great location with a beautiful view."
United States
Erin
The price is AED 409
AED 483 total
includes taxes & fees
29 Nov - 30 Nov
Villa La Stella - Casa per Ferie

16. Villa 'La Limonaia' with Shared Pool, Private Terrace & Wi-Fi

Villa 'La Limonaia' with Shared Pool, Private Terrace & Wi-Fi
Montespertoli
6.0 out of 10, (2 reviews)
"Pros: Die Unterkunft ist geräumig und geschmackvoll toskanisch eingerichtet. Die Betten waren bequem, und es war ein Traum morgens ganz alleine im großen Pool seine Bahnen zu ziehen. Der Haustechniker war überaus freundlich und hilfsbereit. Cons: Die Vermieterin war nicht wirklich unfreundlich, aber ruppig und desinteressiert. Bei der Ankunft mussten wir erst einmal jemanden suchen, der uns empfängt. Es gab keine wirkliche Einweisung, wo die Mülltonnen stehen und wo man Wäsche waschen kann. Die...
Germany
Anonymous traveler
The price is AED 1,931
AED 1,939 total
includes taxes & fees
16 Nov - 17 Nov
Villa 'La Limonaia' with Shared Pool, Private Terrace & Wi-Fi

17. San Frediano, terrace, patio, heated pool

San Frediano, terrace, patio, heated pool
Historic Centre of Florence
The price is AED 790
AED 1,373 total
includes taxes & fees
15 Dec - 16 Dec
San Frediano, terrace, patio, heated pool

18. Casa San Martino between Florence and Siena with Pool

Casa San Martino between Florence and Siena with Pool
Tavarnelle Val di Pesa
10.0 out of 10, Exceptional, (2 reviews)
"Pros: Wat hebben we een heerlijke tijd gehad in dit prachtige vakantiehuis in Barberino Tavarnelle! De ligging is fantastisch: rustig, sfeervol en helemaal ondergedompeld in de mooie Toscaanse omgeving. Het huis is comfortabel en van alles voorzien wat je nodig hebt voor een ontspannen verblijf. Met name de airco tijdens warme dagen was erg fijn. Een extra groot compliment voor Susanna. Ze is ontzettend gastvrij, vriendelijk en betrokken, en denkt echt met je mee. Ze was bovendien heel...
Netherlands
Anonymous traveler
The price is AED 3,012
AED 3,271 total
includes taxes & fees
23 Nov - 24 Nov
Casa San Martino between Florence and Siena with Pool

19. RED APARTMENT in Poggio alla Cavalla farmhouse in the heart of Tuscany

RED APARTMENT in Poggio alla Cavalla farmhouse in the heart of Tuscany
Toscana
The price is AED 194
AED 567 total
includes taxes & fees
16 Nov - 17 Nov
RED APARTMENT in Poggio alla Cavalla farmhouse in the heart of Tuscany

20. Ebbio – Villa and Organic Farm in Monteriggioni

Ebbio – Villa and Organic Farm in Monteriggioni
Monteriggioni
The price is AED 34,009
AED 34,030 total
includes taxes & fees
17 Nov - 18 Nov
Ebbio – Villa and Organic Farm in Monteriggioni
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.
Save an average of 15% on thousands of hotels when you're signed in

Top Certaldo Hotel Reviews

Explore a world of travel with Expedia