A historic castle on a hill surrounded by lush greenery.

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Check prices for these dates

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

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 ￥23,938
￥40,606 total
includes taxes & fees
Oct 13 - Oct 14
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 ￥38,492
￥39,024 total
includes taxes & fees
Nov 1 - Nov 2
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 ￥13,965
￥16,249 total
includes taxes & fees
Nov 2 - Nov 3
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 ￥35,464
￥75,715 total
includes taxes & fees
Oct 14 - Oct 15
Tuscan Farmhouse with Private Pool & Chianti Vineyard Views - 3 Bedr + AC
A stone building with a central archway, multiple windows, and a paved courtyard with potted plants.

5. Farmhouse 'Le Volpaie - San Benedetto' with Shared Garden and Wi-Fi

Farmhouse 'Le Volpaie - San Benedetto' with Shared Garden and Wi-Fi
San Gimignano
10.0 out of 10, Exceptional, (2 reviews)
"The apartment, although a little rustic, suited most of our needs and the location was beautiful. Our host was very a helpful when we discovered there was no freezer to make ice cubes or freeze our ice pack overnight and she provided ice for us daily as well as freezing the ice pack each night. A wonderful host! A lovely relaxing place to wind down after a busy day touring Tuscany. I recommend this apartment."
Canada
Jacquie B.
The price is ￥46,709
￥47,596 total
includes taxes & fees
Oct 13 - Oct 14
Farmhouse 'Le Volpaie - San Benedetto' with Shared Garden and Wi-Fi
A view through a wooden door of a courtyard with stone walls and potted plants.

6. 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 ￥22,165
￥32,095 total
includes taxes & fees
Oct 18 - Oct 19
Chianti Craft House Badia a Passignano
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 ￥20,290
￥23,028 total
includes taxes & fees
Nov 8 - Nov 9
Agriturismo La Ferrozzola
A swimming pool with lounge chairs and umbrellas, surrounded by greenery and hills.

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

Villa Il Frantoio with Shared Pool, Private Terrace & Wi-Fi
Montespertoli
The price is ￥49,153
￥49,508 total
includes taxes & fees
Oct 13 - Oct 14
Villa Il Frantoio with Shared Pool, Private Terrace & Wi-Fi
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, (26 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 ￥14,318
￥28,149 total
includes taxes & fees
Oct 13 - Oct 14
UNIQUE LARGE TERRACE WITH VIEWS TO CHAINTI VALLEY AND DRINK
A dining area with a table set for two, a view of a vineyard, and a wooden table with a small decorative item.

10. Villa Latini Agriturismo La Capanna

Villa Latini Agriturismo La Capanna
Montespertoli
Villa Latini Agriturismo La Capanna
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 ￥150,366
￥150,898 total
includes taxes & fees
Oct 25 - Oct 26
Apartment 'La Ripa - Master' with Shared Pool and Wi-Fi
A pool with lounge chairs and umbrellas, surrounded by greenery and buildings.

12. 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 ￥51,068
￥51,955 total
includes taxes & fees
Oct 13 - Oct 14
Agriturismo I Borghi – Caffè Apartment with Pool in San Gimignano
A swimming pool with a hot tub, outdoor seating, and a view of a hillside house.

13. 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 ￥86,177
￥98,590 total
includes taxes & fees
Oct 20 - Oct 21
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.

14. 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 ￥41,388
￥50,963 total
includes taxes & fees
Oct 13 - Oct 14
Vernaccia Country House - Agriturismo Apartment with Pool, Garden & 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 ￥13,831
￥44,684 total
includes taxes & fees
Oct 21 - Oct 22
Wonderful Tuscan farmhouse with large spaces and panoramic views
A stone building with a hot tub, surrounded by greenery.

16. 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 ￥110,285
￥111,172 total
includes taxes & fees
Oct 28 - Oct 29
Farmhouse "Le Volpaie - Appartamento Maria" with Private Garden, Whirlpool & Wi-Fi
A stone building with a courtyard, a table with chairs, and a wheelbarrow.

17. 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 ￥11,650
￥40,198 total
includes taxes & fees
Oct 15 - Oct 16
House with views of the Chianti
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, (266 reviews)
"Great location with a beautiful view."
United States
Erin
The price is ￥19,423
￥22,784 total
includes taxes & fees
Nov 1 - Nov 2
Villa La Stella - Casa per Ferie
A balcony with a table and chairs overlooking a vineyard.

19. 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 ￥94,156
￥109,228 total
includes taxes & fees
Oct 14 - Oct 15
Holiday Home 'Uva' with Guest-Only Pool, Wi-Fi and Air Conditioning
A balcony with potted plants and a view of rolling hills and mountains.

20. 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 ￥25,302
￥25,302 total
includes taxes & fees
Nov 1 - Nov 2
A Nest with a View - A Romantic Retreat Within the City Walls
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

Radisson Blu Hotel, Florence

Radisson Blu Hotel, Florence

10/10 Excellent
"Everything was very clean and fresh. Great experience!"
Jo 1-night trip
Posted 8 hours ago
Radisson Blu Hotel, Florence

Find out more about Certaldo

Certaldo Vacation Homes information

Number of reviews
366
Accommodation
1948 Vacation Homes
Lowest Price
￥16,249
Highest Price
￥150,898