A historic town with a prominent hilltop church and a bell tower.

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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 Colle di Val d'Elsa vacation homes

A pool area with lounge chairs and umbrellas, surrounded by stone buildings and greenery.

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
The price is ￥14,547
￥16,888 total
includes taxes & fees
Nov 2 - Nov 3
Casa Vacanze Le Case
A stone building with multiple windows and a chimney.

2. 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 bedroom with a bed, a bedside table with a book, a nightstand, and three framed pictures on the wall.

3. Cozy double room with bathroom in the historic center of San Gimignano.

Cozy double room with bathroom in the historic center of San Gimignano.
San Gimignano City Centre
The price is ￥22,165
￥26,244 total
includes taxes & fees
Oct 13 - Oct 14
Cozy double room with bathroom in the historic center of San Gimignano.
A compact bedroom with a bed, a desk with a chair, a bookshelf, a radiator, and a TV.

4. Deluxe Room- A cozy and elegant room in the heart of San Gimignano.

Deluxe Room- A cozy and elegant room in the heart of San Gimignano.
San Gimignano City Centre
The price is ￥23,938
￥36,351 total
includes taxes & fees
Oct 14 - Oct 15
Deluxe Room- A cozy and elegant room in the heart of San Gimignano.
A rustic villa with a garden, a pond, and a mountainous backdrop.

5. Ebbio – Villa and Organic Farm in Monteriggioni

Ebbio – Villa and Organic Farm in Monteriggioni
Monteriggioni
The price is ￥1,489,476
￥1,490,363 total
includes taxes & fees
Nov 9 - Nov 10
Ebbio – Villa and Organic Farm in Monteriggioni
A swimming pool with lounge chairs and umbrellas, surrounded by a stone wall and greenery.

6. House with pool for 4 pax

House with pool for 4 pax
Pievescola
9.4 out of 10, Exceptional, (3 reviews)
"Besser kann man es nicht haben. Den Pool hatten wir gefühlt immer für uns alleine. Die Lage der Unterkunft erlaubt es uns schnell in Siena und San Gimignano zu sein, auch die anderen Sehenswürdigkeiten in der Region waren schnell zu erreichen. In der Unterkunft war es sehr ruhig, ideal um sich zu erholen. Traumhaft schön. Wir kommen gerne wieder. Ciao Oli"
Germany
Oliver E.
The price is ￥26,598
￥50,359 total
includes taxes & fees
Oct 22 - Oct 23
House with pool for 4 pax
A two-story house with a stone foundation, wooden shutters, and a covered porch with outdoor furniture.

7. Ocabianca Holiday Home with Private Terrace, Wi-Fi and Air Conditioning

Ocabianca Holiday Home with Private Terrace, Wi-Fi and Air Conditioning
Casole d'Elsa
10.0 out of 10, Exceptional, (1 review)
"Pros: Das Haus ist liebevoll eingerichtet, hat zwei schöne Bäder und eine wunderbare schattige Terrasse, von der man ins Grüne schaut, tagsüber ab und zu die Schafe nebenan und abends die Wildschweine hören kann. Das Haus liegt sehr ruhig in einem abgeschiedenen Weiler. Es sind ausreichend Liegestühle vorhanden, um im Garten zu entspannen. Die Klimaanlage im Haus funktioniert bestens. Besonders hervorzuheben sind die sehr herzlichen und hilfsbereiten Vermieter, die auch in dem kleinen Ort wohnen...
Germany
Anonymous traveler
The price is ￥69,479
￥84,228 total
includes taxes & fees
Oct 13 - Oct 14
Ocabianca Holiday Home with Private Terrace, Wi-Fi and Air Conditioning
A room with a large sliding glass door leading to a pool area with a view of rolling hills and a distant village.

8. 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 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 balcony with a table and chairs overlooking a vineyard.

10. "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 ￥221,648
￥236,720 total
includes taxes & fees
Oct 25 - Oct 26
"Volpe" Apartment with Pool Reserved for Guests, Wi-Fi, and Air Conditioning
A balcony with potted plants and a view of rolling hills and mountains.

11. 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 ￥25,135
￥25,135 total
includes taxes & fees
Nov 1 - Nov 2
A Nest with a View - A Romantic Retreat Within the City Walls
A stone building with a covered outdoor seating area and a brick pathway.

12. 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 ￥126,960
￥127,492 total
includes taxes & fees
Nov 1 - Nov 2
Apartment 'La Ripa - Master' with Shared Pool and Wi-Fi
A stone building with a central archway, multiple windows, and a paved courtyard with potted plants.

13. 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 stone building with a gravel path, outdoor seating, and greenery.

14. The Arch Among the Hills of Castellina

The Arch Among the Hills of Castellina
Topina
The price is ￥42,556
￥49,471 total
includes taxes & fees
Nov 2 - Nov 3
The Arch Among the Hills of Castellina
A brick building with a garden, a metal fence, and a clear sky.

15. Casa Marisa in Castellina in Chianti

Casa Marisa in Castellina in Chianti
Castellina in Chianti
The price is ￥38,301
￥47,876 total
includes taxes & fees
Oct 14 - Oct 15
Casa Marisa in Castellina in Chianti
A stone bench with a rustic fire pit in a garden setting.

16. Apartment in Chianti With Pool ID 513

Apartment in Chianti With Pool ID 513
Casole d'Elsa
The price is ￥45,029
￥49,887 total
includes taxes & fees
Oct 26 - Oct 27
Apartment in Chianti With Pool ID 513
A modern hotel room with a flat-screen TV displaying 'NETFLIX', a jacuzzi, and a neon sign.

17. Love Nest Siena: Romantic Suite with SPA & Jacuzzi

Love Nest Siena: Romantic Suite with SPA & Jacuzzi
Toscana
The price is ￥17,555
￥31,209 total
includes taxes & fees
Oct 20 - Oct 21
Love Nest Siena: Romantic Suite with SPA & Jacuzzi
A modern hotel room with a walk-in closet, a vanity with a mirror, and a red accent wall.

18. Beautiful Superior Room, elegant and refined in the heart of San Gimignano.

Beautiful Superior Room, elegant and refined in the heart of San Gimignano.
San Gimignano City Centre
The price is ￥25,711
￥38,478 total
includes taxes & fees
Oct 21 - Oct 22
Beautiful Superior Room, elegant and refined in the heart of San Gimignano.
A view through a wooden door of a courtyard with stone walls and potted plants.

19. 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 swimming pool with a hot tub, outdoor seating, and a view of a hillside house.

20. 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 14 - Oct 15
Holiday Home 'La Loggia di Giulia' with Private Terrace, Hot Tub and Garden
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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