A cobblestone street with historic buildings, a wooden chair, and potted plants.

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Check prices for these dates

In two weeks
16 Oct - 18 Oct
In two months
27 Nov - 29 Nov
In three months
25 Dec - 27 Dec
In four months
22 Jan - 24 Jan

Our top choices for Casole d'Elsa holiday homes

A dining area with a table set for four, a large window with an arched ceiling, and a view of the outdoors.

1. La Casetta, Casole d'Elsa, Siena. Join the real Tuscany countryside!

La Casetta, Casole d'Elsa, Siena. Join the real Tuscany countryside!
casole d'elsa siena
10.0 out of 10, Exceptional, (43 reviews)
"We stayed in this beautiful clean, fully airconditioned apartment for 12 days, perfect location for trips to the surrounding area like Siena, Florence, Monteriggioni, Volterra & San Gimignano. The apartment is situated in a peaceful Agriturismo with lots of privacy and a great swimming pool. The owners are really hospitable and you feel welcome right away. Highly recommendable."
Netherlands
Linda T.
The price is £298
includes taxes & fees
9 Oct - 10 Oct
La Casetta, Casole d'Elsa, Siena. Join the real Tuscany countryside!
A swimming pool with lounge chairs and umbrellas, surrounded by a stone wall and greenery.

2. 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 £244
includes taxes & fees
1 Oct - 2 Oct
House with pool for 4 pax
A two-story house with a stone foundation, wooden shutters, and a covered porch with outdoor furniture.

3. 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 traveller
The price is £445
includes taxes & fees
19 Oct - 20 Oct
Ocabianca Holiday Home with Private Terrace, Wi-Fi and Air Conditioning
A balcony with potted plants and a view of rolling hills and mountains.

4. 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 £138
includes taxes & fees
30 Sept - 1 Oct
A Nest with a View - A Romantic Retreat Within the City Walls
A pool area with lounge chairs and umbrellas, surrounded by stone buildings and greenery.

5. Casa Vacanze Le Case

Casa Vacanze Le Case
San Gimignano
9.4 out of 10, Exceptional, (13 reviews)
"Wonderful. Beautiful property, the views were amazing,and it was so clean. A10 out of 10. "
United States
Jackie
The price is £106
includes taxes & fees
4 Oct - 5 Oct
Casa Vacanze Le Case
A stone building with a blue door, a wicker basket, and a clear vase with pink flowers.

6. Vacation Home "Casa di Campagna" with Private Terrace & Wi-Fi

Vacation Home "Casa di Campagna" with Private Terrace & Wi-Fi
Colle Val d'Elsa
10.0 out of 10, Exceptional, (2 reviews)
"Schöne Zimmer, Dusche sehr modern und sehr sauber, Fernseher mit Internet-Anschluss sehr gut"
Germany
Rupert H.
Vacation Home "Casa di Campagna" with Private Terrace & Wi-Fi
A bedroom with a bed, a bedside table with a book, a nightstand, and three framed pictures on the wall.

7. 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 £130
includes taxes & fees
1 Oct - 2 Oct
Cozy double room with bathroom in the historic center of San Gimignano.
A modern hotel room with a flat-screen TV displaying 'NETFLIX', a jacuzzi, and a neon sign.

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

Love Nest Siena: Romantic Suite with SPA & Jacuzzi
Toscana
The price is £155
includes taxes & fees
8 Oct - 9 Oct
Love Nest Siena: Romantic Suite with SPA & Jacuzzi
A compact bedroom with a bed, a desk with a chair, a bookshelf, a radiator, and a TV.

9. 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 £179
includes taxes & fees
1 Oct - 2 Oct
Deluxe Room- A cozy and elegant room in the heart of San Gimignano.
A swimming pool with a hot tub, outdoor seating, and a view of a hillside house.

10. 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 £477
includes taxes & fees
6 Oct - 7 Oct
Holiday Home 'La Loggia di Giulia' with Private Terrace, Hot Tub and Garden
A stone building with a gated entrance, terracotta pots with flowers, and a staircase leading up to the door.

11. 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, (25 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 £139
includes taxes & fees
1 Oct - 2 Oct
UNIQUE LARGE TERRACE WITH VIEWS TO CHAINTI VALLEY AND DRINK
A rustic villa with a garden, a pond, and a mountainous backdrop.

12. Ebbio – Villa and Organic Farm in Monteriggioni

Ebbio – Villa and Organic Farm in Monteriggioni
Monteriggioni
The price is £7,211
includes taxes & fees
8 Oct - 9 Oct
Ebbio – Villa and Organic Farm in Monteriggioni
A stone building with a patio area, outdoor seating, and a fire pit.

13. Holiday Home 'Podere Le Rote' with Private Pool, Garden, and Wi-Fi

Holiday Home 'Podere Le Rote' with Private Pool, Garden, and Wi-Fi
Castelnuovo di Val di Cecina
9.0 out of 10, Wonderful, (2 reviews)
"We had the best time in this beautiful place! The location is absolutely stunning — the garden, house, pool, and everything was perfect and very clean. Tamara is super friendly and kind; she even brought us fresh bread every morning and sold us her delicious honey! Her two dogs are also very sweet and added to the warm, welcoming vibe of the place. The space is very spacious and a truly beautiful corner of nature that you must see.Thank you again, Tamara, for everything!"
Germany
Lea B.
The price is £1,118
includes taxes & fees
8 Oct - 9 Oct
Holiday Home 'Podere Le Rote' with Private Pool, Garden, and Wi-Fi
A patio with a wooden table, a blue lounge chair, a striped chair, and a large umbrella.

14. Detached house with garden a few minutes from the abbey of San Galgano

Detached house with garden a few minutes from the abbey of San Galgano
Toscana
10.0 out of 10, Exceptional, (1 review)
"Petite maison cosy et juste parfaite pour deux personnes. La localisation est très bonne, à l’entrée du village de Monticiano. L’accueil a été enthousiaste et la communication très fluide. Merci pour ce beau séjour ! On recommande !"
United States
Julie M.
The price is £107
includes taxes & fees
1 Oct - 2 Oct
Detached house with garden a few minutes from the abbey of San Galgano
A pool with a view of a hilly landscape.

15. 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 £251
includes taxes & fees
5 Oct - 6 Oct
Agriturismo I Borghi – Caffè Apartment with Pool in San Gimignano
A stone building with a flat roof, multiple windows, and a small porch area.

16. Podere Cagnesi: Relaxation in nature

Podere Cagnesi: Relaxation in nature
Podere Cagnesi
The price is £178
includes taxes & fees
30 Sept - 1 Oct
Podere Cagnesi: Relaxation in nature
A rustic building with a brick facade, a small arched window, and a door.

17. Cozy Tuscan-style apartment Suitable for families. Pets allowed

Cozy Tuscan-style apartment Suitable for families. Pets allowed
Toscana
10.0 out of 10, Exceptional, (2 reviews)
"This refurbished cottage is a hidden gem, surrounded by fruit trees on a hillside facing Siena. You’ll need a car — it s about a 5-minute drive on a steep, narrow, winding road to get to the stores by the freeway. The cottage was bigger than we were expecting, with a small but well-equipped kitchen. The host turned on the AC in anticipation of our arrival. There are two bedrooms on the main floor with AC, and a fourth bed in a loft."
United States
Shanti R.
The price is £163
includes taxes & fees
4 Oct - 5 Oct
Cozy Tuscan-style apartment Suitable for families. Pets allowed
A beach with clear turquoise water, two wooden picnic tables, and a sandy shore with trees in the background.

18. Fattoria Podere i Luoghi

Fattoria Podere i Luoghi
Casale Marittimo
The price is £67
includes taxes & fees
30 Sept - 1 Oct
Fattoria Podere i Luoghi
A balcony with a table and chairs overlooking a vineyard.

19. "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 £459
includes taxes & fees
5 Oct - 6 Oct
"Volpe" Apartment with Pool Reserved for Guests, Wi-Fi, and Air Conditioning
A stone staircase leading to a covered outdoor seating area with a white umbrella, surrounded by lush greenery and trees.

20. Holiday Home 'La Ripa - Appartamento I Nidi' with Shared Pool, Garden & Wi-Fi

Holiday Home 'La Ripa - Appartamento I Nidi' with Shared Pool, Garden & Wi-Fi
San Gimignano
The price is £370
includes taxes & fees
30 Sept - 1 Oct
Holiday Home 'La Ripa - Appartamento I Nidi' with Shared Pool, Garden & Wi-Fi
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 Casole d'Elsa Hotel Reviews

Fattoria di Vegi

Fattoria di Vegi

10/10 Excellent
"We had a lovely night stay at this villa in September. It is a 900 year-old hunting lodge that has been converted to spacious rooms many with balconies. The views are incredible, the rooms have been renovated with character fixtures, but includes excellent air-conditioning. The view from the pool was out of a storybook. Staff was attentive and very nice to deal with. The grounds have endless opportunities for photos at every turn. Try to explore the grounds a little - including the painters studio with is exquisite. It has only been open four months so there are a few bugs but overall, the stay was excellent. The one area they need to improve however is the food. The selections are pretty limited and the quality was not to the standard of the property. My recommendation is have the breakfast on site and lunch by the pool, but try the surrounding towns for dinner. Castellini in Chianti is a small town 15 minutes away with great choices. One Belvedere and their sister property Locanda are both within 2 kms and have high end dining. Overall I highly recommend this villa for a unique Tuscan experience."
Peter 2-night trip
Posted 3 hours ago
Fattoria di Vegi

Find out more about Casole d'Elsa

Casole d'Elsa Holiday Homes information

Number of reviews
105
Accommodation
1541 Holiday Homes
Lowest Price
£67
Highest Price
£7,211