A historic castle on a hill surrounded by lush greenery.

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Check prices for these dates

In two weeks
30 Oct - 1 Nov
In two months
11 Dec - 13 Dec
In three months
8 Jan - 10 Jan
In four months
5 Feb - 7 Feb

Our top choices for Certaldo vacation homes

A room with a large sliding glass door leading to a pool area with a view of rolling hills and a distant village.

1. Your nest in the Tuscany countryside

Your nest in the Tuscany countryside
Certaldo - Firenze
The price is AED 555
AED 942 total
includes taxes & fees
16 Oct - 17 Oct
Your nest in the Tuscany countryside
A patio with a table and chairs, an umbrella, and a view of a green fence and plants.

2. 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 traveler
The price is AED 891
AED 903 total
includes taxes & fees
15 Nov - 16 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.

3. 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 AED 337
AED 391 total
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.

4. 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 492
AED 1,371 total
includes taxes & fees
15 Nov - 16 Nov
Tuscan Farmhouse with Private Pool & Chianti Vineyard Views - 3 Bedr + AC
A view through a wooden door of a courtyard with stone walls and potted plants.

5. 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 AED 513
AED 743 total
includes taxes & fees
18 Oct - 19 Oct
Chianti Craft House Badia a Passignano
A swimming pool with lounge chairs and umbrellas, surrounded by greenery and hills.

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

Villa Il Frantoio with Shared Pool, Private Terrace & Wi-Fi
Montespertoli
The price is AED 1,138
AED 1,146 total
includes taxes & fees
16 Oct - 17 Oct
Villa Il Frantoio with Shared Pool, Private Terrace & Wi-Fi
A stone building with multiple windows and a chimney.

7. 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 470
AED 533 total
includes taxes & fees
8 Nov - 9 Nov
Agriturismo La Ferrozzola
A dining area with a table set for two, a view of a vineyard, and a wooden table with a small decorative item.

8. Villa Latini Agriturismo La Capanna

Villa Latini Agriturismo La Capanna
Montespertoli
Villa Latini Agriturismo La Capanna
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, (27 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 331
AED 651 total
includes taxes & fees
26 Oct - 27 Oct
UNIQUE LARGE TERRACE WITH VIEWS TO CHAINTI VALLEY AND DRINK
A pool with lounge chairs and umbrellas, surrounded by greenery and buildings.

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

Agriturismo I Borghi – Caffè Apartment with Pool in San Gimignano
San Gimignano
The price is AED 1,182
AED 1,202 total
includes taxes & fees
18 Oct - 19 Oct
Agriturismo I Borghi – Caffè Apartment with Pool in San Gimignano
A stone building with a covered outdoor seating area and a brick pathway.

11. 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 2,938
AED 2,951 total
includes taxes & fees
1 Nov - 2 Nov
Apartment 'La Ripa - Master' with Shared Pool and Wi-Fi
A swimming pool with a hot tub, outdoor seating, and a view of a hillside house.

12. 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 1,999
AED 2,287 total
includes taxes & fees
16 Oct - 17 Oct
Holiday Home 'La Loggia di Giulia' with Private Terrace, Hot Tub and Garden
An outdoor patio with a table, chairs, a grill, and a large umbrella.

13. 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 958
AED 1,180 total
includes taxes & fees
16 Oct - 17 Oct
Vernaccia Country House - Agriturismo Apartment with Pool, Garden & Wi-Fi
A stone building with a hot tub, surrounded by greenery.

14. 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 AED 2,558
AED 2,579 total
includes taxes & fees
28 Oct - 29 Oct
Farmhouse "Le Volpaie - Appartamento Maria" with Private Garden, Whirlpool & Wi-Fi
A stone building with a courtyard, outdoor seating, and potted plants.

15. Wonderful Tuscan farmhouse with large spaces and panoramic views

Wonderful Tuscan farmhouse with large spaces and panoramic views
impruneta
9.6 out of 10, Exceptional, (27 reviews)
"Lovely area. Charming house. "
United States
Christine F.
The price is AED 321
AED 1,222 total
includes taxes & fees
21 Oct - 22 Oct
Wonderful Tuscan farmhouse with large spaces and panoramic views
A stone building with a courtyard, a table with chairs, and a wheelbarrow.

16. 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 AED 270
AED 1,107 total
includes taxes & fees
29 Oct - 30 Oct
House with views of the Chianti
A balcony with a table and chairs overlooking a vineyard.

17. "Volpe" Apartment with Pool Reserved for Guests, Wi-Fi, and Air Conditioning

"Volpe" Apartment with Pool Reserved for Guests, Wi-Fi, and Air Conditioning
San Gimignano
10.0 out of 10, Exceptional, (2 reviews)
"Un séjour très agréable dans cette maison et un merci chaleureux à Roberto pour son accueil parfait."
United States
Bruno G.
The price is AED 1,847
AED 2,196 total
includes taxes & fees
18 Oct - 19 Oct
"Volpe" Apartment with Pool Reserved for Guests, Wi-Fi, and Air Conditioning
A terrace with a table set for breakfast, a chair, and a large umbrella.

18. 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 AED 450
AED 527 total
includes taxes & fees
1 Nov - 2 Nov
Villa La Stella - Casa per Ferie
A balcony with potted plants and a view of rolling hills and mountains.

19. A Nest with a View - A Romantic Retreat Within the City Walls

A Nest with a View - A Romantic Retreat Within the City Walls
Radicondoli
The price is AED 582
AED 582 total
includes taxes & fees
10 Nov - 11 Nov
A Nest with a View - A Romantic Retreat Within the City Walls
A pool with lounge chairs and umbrellas, surrounded by greenery and buildings.

20. Agriturismo I Borghi – Apartment Tabacco with Pool in San Gimignano

Agriturismo I Borghi – Apartment Tabacco with Pool in San Gimignano
San Gimignano
The price is AED 1,330
AED 1,350 total
includes taxes & fees
18 Oct - 19 Oct
Agriturismo I Borghi – Apartment Tabacco with Pool in San Gimignano
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 Paris

Hotel Paris

8/10 Good
"Old, unique hotel with a lot of stairs and a small, slow elevator. Our room was huge, but the laminate floor near the bathroom gave when we waled on it, felt like we might fall through. Location is great, between Santa Maria and the Duomo. Very easy to navigate from."
Donald 3-night trip
Posted 1 hour ago
Hotel Paris

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