Casole d'Elsa Holiday Homes from £67: Search Holiday Homes in Casole d'Elsa

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

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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!

casole d'elsa siena

Linda T.

includes taxes & fees

9 Oct - 10 Oct

A swimming pool with lounge chairs and umbrellas, surrounded by a stone wall and greenery.

2. House with pool for 4 pax

Pievescola

Oliver E.

includes taxes & fees

1 Oct - 2 Oct

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

Casole d'Elsa

"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...

Anonymous traveller

includes taxes & fees

13 Oct - 14 Oct

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

Radicondoli

includes taxes & fees

30 Sept - 1 Oct

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

5. Casa Vacanze Le Case

San Gimignano

Jackie

includes taxes & fees

4 Oct - 5 Oct

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

Colle Val d'Elsa

Rupert H.

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.

San Gimignano City Centre

includes taxes & fees

1 Oct - 2 Oct

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

Toscana

includes taxes & fees

7 Oct - 8 Oct

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.

San Gimignano City Centre

includes taxes & fees

1 Oct - 2 Oct

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

San Gimignano

Valerie S.

includes taxes & fees

6 Oct - 7 Oct

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

Ruffoli

"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...

James

includes taxes & fees

1 Oct - 2 Oct

A rustic villa with a garden, a pond, and a mountainous backdrop.

12. Ebbio – Villa and Organic Farm in Monteriggioni

Monteriggioni

includes taxes & fees

8 Oct - 9 Oct

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

Castelnuovo di Val di Cecina

"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!"

Lea B.

includes taxes & fees

4 Oct - 5 Oct

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

Toscana

Julie M.

includes taxes & fees

1 Oct - 2 Oct

A pool with a view of a hilly landscape.

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

San Gimignano

includes taxes & fees

4 Oct - 5 Oct

A stone building with a flat roof, multiple windows, and a small porch area.

16. Podere Cagnesi: Relaxation in nature

Podere Cagnesi

includes taxes & fees

30 Sept - 1 Oct

A rustic building with a brick facade, a small arched window, and a door.

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

Toscana

"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."

Shanti R.

includes taxes & fees

4 Oct - 5 Oct

A beach with clear turquoise water, two wooden picnic tables, and a sandy shore with trees in the background.

18. Fattoria Podere i Luoghi

Casale Marittimo

includes taxes & fees

30 Sept - 1 Oct

A balcony with a table and chairs overlooking a vineyard.

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

San Gimignano

Bruno G.

includes taxes & fees

4 Oct - 5 Oct

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

San Gimignano

includes taxes & fees

30 Sept - 1 Oct

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Top Casole d'Elsa Hotel Reviews

La Certosa di Pontignano

10/10 Excellent

"good to stay"

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."

Poderi Arcangelo

8/10 Good

"We enjoyed our stay. The pool, hotel grounds and location were truly amazing. The food was okay but we enjoyed eating off site more. The farmhouse is very quaint and charming. You can hear others in the farmhouse. It was luxurious in many ways and more basic in other ways. But all together a wonderful stay. I would recommend for sure."

Hotel Casolare Le Terre Rosse

10/10 Excellent

"Beautiful property close to San Gimignano historic center. Loved having option to have all meals here. Breakfast was way more expensive than other hotels so just had breakfast in town. But other meals were reasonably priced. If they would step up their game a bit (more pillows, seating in rooms, provide wine glasses and opener, cozy it up a bit with amenities), they could easily be a 4 star because the property itself is certainly 4 star."

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

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Change your mind

Treat yourself

Be picky

Check prices for these dates

Our top choices for Casole d'Elsa holiday homes

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

2. House with pool for 4 pax

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

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

5. Casa Vacanze Le Case

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

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

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

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

10. Holiday Home 'La Loggia di Giulia' with Private Terrace, Hot Tub and Garden

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

12. Ebbio – Villa and Organic Farm in Monteriggioni

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

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

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

16. Podere Cagnesi: Relaxation in nature

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

18. Fattoria Podere i Luoghi

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

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

Find holiday rentals that suit your style

Top Casole d'Elsa Hotel Reviews

La Certosa di Pontignano

Fattoria di Vegi

Poderi Arcangelo

Hotel Minerva

Borgo Scopeto Wine & Country Relais

Grand Hotel Continental Siena – Starhotels Collezione

Hotel Chiusarelli

Hotel Athena

Hotel Casolare Le Terre Rosse

Find out more about Casole d'Elsa

Casole d'Elsa Holiday Homes information

Explore a world of travel with Expedia