A historic castle on a hill surrounded by lush greenery.

Holiday Homes in Certaldo

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Check prices for these dates

In two weeks
13 Nov - 15 Nov
In two months
25 Dec - 27 Dec
In three months
22 Jan - 24 Jan
In four months
19 Feb - 21 Feb

Our top choices for Certaldo holiday homes

A patio with a table and chairs, an umbrella, and a view of a green fence and plants.

1. Holiday home 'Sandra House Certaldo' with private garden and Wi-Fi

Holiday home 'Sandra House Certaldo' with private garden and Wi-Fi
Certaldo
10.0 out of 10, Exceptional, (1 review)
"Pros: Die familiäre Aufnahme und Unterstützung war sehr angenehm."
Germany
Anonymous traveller
The price is €198
includes taxes & fees
1 Nov - 2 Nov
Holiday home 'Sandra House Certaldo' with private garden and Wi-Fi
A pool area with lounge chairs and umbrellas, surrounded by stone buildings and greenery.

2. 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
The price is €91
includes taxes & fees
7 Nov - 8 Nov
Casa Vacanze Le Case
An open doorway leading to an outdoor patio with a wooden table and chairs, a stone floor, and a wooden barrel with bottles.

3. 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 €341
includes taxes & fees
26 Nov - 27 Nov
Tuscan Farmhouse with Private Pool & Chianti Vineyard Views - 3 Bedr + AC
A modern kitchen with white cabinets, a microwave, and a dining area with a round table and chairs.

4. New Listing

New Listing
Dogana
New Listing
A stone building with a covered outdoor seating area and a brick pathway.

5. 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 €719
includes taxes & fees
9 Nov - 10 Nov
Apartment 'La Ripa - Master' with Shared Pool and Wi-Fi
An outdoor patio with a table, chairs, and a view of a landscape.

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 €141
includes taxes & fees
27 Oct - 28 Oct
country house with garden ,pool,children's play area ,Tuscany,15 from Florence
A swimming pool with lounge chairs and umbrellas, surrounded by greenery and hills.

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

Villa Il Frantoio with Shared Pool, Private Terrace & Wi-Fi
Montespertoli
The price is €279
includes taxes & fees
27 Oct - 28 Oct
Villa Il Frantoio with Shared Pool, Private Terrace & Wi-Fi
A traditional interior with stone arches, a staircase, and a cozy seating area with a table.

8. 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 €130
includes taxes & fees
8 Nov - 9 Nov
Agriturismo La Ferrozzola
A stone building with a gated entrance, terracotta pots with flowers, and a staircase leading up to the door.

9. UNIQUE LARGE TERRACE WITH VIEWS TO CHAINTI VALLEY AND DRINK

UNIQUE LARGE TERRACE WITH VIEWS TO CHAINTI VALLEY AND DRINK
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 €165
includes taxes & fees
27 Oct - 28 Oct
UNIQUE LARGE TERRACE WITH VIEWS TO CHAINTI VALLEY AND DRINK
A view through a wooden door of a courtyard with stone walls and potted plants.

10. Chianti Craft House Badia a Passignano

Chianti Craft House Badia a Passignano
Tavarnelle Val di Pesa
10.0 out of 10, Exceptional, (12 reviews)
"Very historic venue, with amazing views"
United States
Oscar O.
The price is €188
includes taxes & fees
28 Oct - 29 Oct
Chianti Craft House Badia a Passignano
A room with a view of a vineyard through an arched window, a bottle of wine, and a plate of fruit.

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 €245
includes taxes & fees
2 Nov - 3 Nov
7 min from Cantina Antinori in Chianti Classico | Pool | Casa Sala & Pepe
A garden with a lawn, three white lounge chairs, and a pergola.

12. 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 €162
includes taxes & fees
2 Nov - 3 Nov
Apartment House with garden Tuscany Chianti , Florence 15km.
A stone building with a hot tub, surrounded by greenery.

13. Farmhouse "Le Volpaie - Appartamento Maria" with Private Garden, Whirlpool & Wi-Fi

Farmhouse "Le Volpaie - Appartamento Maria" with Private Garden, Whirlpool & Wi-Fi
San Gimignano
10.0 out of 10, Exceptional, (2 reviews)
"It was spacious and clean. Nice kitchen though we did not cook. Coffee maker took some getting used to. Showers on the small side but worked well. Lovely property. Enjoyed our time here. "
United States
Dale M.
The price is €415
includes taxes & fees
1 Nov - 2 Nov
Farmhouse "Le Volpaie - Appartamento Maria" with Private Garden, Whirlpool & Wi-Fi
A pool with lounge chairs and umbrellas, surrounded by greenery and buildings.

14. 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
An outdoor patio with a table, chairs, a grill, and a large umbrella.

15. 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 €281
includes taxes & fees
1 Nov - 2 Nov
Vernaccia Country House - Agriturismo Apartment with Pool, Garden & Wi-Fi
A swimming pool with a hot tub, outdoor seating, and a view of a hillside house.

16. 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 €556
includes taxes & fees
27 Oct - 28 Oct
Holiday Home 'La Loggia di Giulia' with Private Terrace, Hot Tub and Garden
A balcony with a table and chairs overlooking a vineyard.

17. Holiday Home 'Uva' with Guest-Only Pool, Wi-Fi and Air Conditioning

Holiday Home 'Uva' with Guest-Only Pool, Wi-Fi and Air Conditioning
San Gimignano
The price is €535
includes taxes & fees
1 Nov - 2 Nov
Holiday Home 'Uva' with Guest-Only Pool, Wi-Fi and Air Conditioning
A stone building with a courtyard, a table with chairs, and a wheelbarrow.

18. House with views of the Chianti

House with views of the Chianti
impruneta
10.0 out of 10, Exceptional, (5 reviews)
"My wife and I stayed here for our honeymoon and have already talked about returning here for an anniversary. This house was clean, charming and located in a beautiful area. The views from the property are stunning."
United States
Chase B.
The price is €282
includes taxes & fees
28 Oct - 29 Oct
House with views of the Chianti
A terrace with a table set for breakfast, a chair, and a large umbrella.

19. Villa La Stella - Casa per Ferie

Villa La Stella - Casa per Ferie
Le Cure
8.6 out of 10, Excellent, (268 reviews)
"Great location with a beautiful view."
United States
Erin
The price is €102
includes taxes & fees
1 Nov - 2 Nov
Villa La Stella - Casa per Ferie
A brick building with a garden, a metal fence, and a clear sky.

20. Casa Marisa in Castellina in Chianti

Casa Marisa in Castellina in Chianti
Castellina in Chianti
The price is €270
includes taxes & fees
27 Oct - 28 Oct
Casa Marisa in Castellina in Chianti
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.
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Top Certaldo Hotel Reviews

Hotel Galileo

Hotel Galileo

10/10 Excellent
"I was extremely happy with my stay. Their front desk person Cristina was extremely helpful and kind. She is definitely a huge asset to this hotel. The cleanliness was amazing as well. The hotel had a classic feel to it."
Banacek 3-night trip
Posted less than an hour ago
Hotel Galileo

Find out more about Certaldo

Certaldo Holiday Homes information

Number of reviews
231
Accommodation
1816 Holiday Homes
Lowest Price
€91
Highest Price
€719