Castellina in Chianti Holiday Houses

A stone building with a clock tower, steps leading up to it, and people walking around.

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Our top choices for Castellina in Chianti holiday homes

A brick building with a garden, a metal fence, and a clear sky.

1. Casa Marisa in Castellina in Chianti

Castellina in Chianti

includes taxes & fees

27 Oct - 28 Oct

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

2. The Arch Among the Hills of Castellina

Topina

includes taxes & fees

19 Oct - 20 Oct

A view through a wooden door of a courtyard with stone walls and potted plants.

3. Chianti Craft House Badia a Passignano

Tavarnelle Val di Pesa

Oscar O.

includes taxes & fees

5 Oct - 6 Oct

A stone building with a gated entrance, terracotta pots with flowers, and a staircase leading up to the door.

4. 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

29 Sept - 30 Sept

A modern hotel room with a flat-screen TV displaying 'NETFLIX', a jacuzzi, and a neon sign.

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

Toscana

includes taxes & fees

29 Sept - 30 Sept

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

6. Ebbio – Villa and Organic Farm in Monteriggioni

Monteriggioni

includes taxes & fees

8 Oct - 9 Oct

A swimming pool with a colorful inflatable ring and a water fountain.

7. Farmhouse in Chianti

gaiole in chianti

"We absolutely loved the pool and the view. The pool with a deep end and color changing light was our highlight. The hosts were very friendly, helpful and always available if needed, since they live upstairs in the same house. Still, they never complained about us being loud. Everything was perfectly clean, the pool was cleaned regularly during our stay. The road to the property might be rough, but the view is beautiful. Also, we were gifted some delicious wine."

Johanna K.

includes taxes & fees

30 Sept - 1 Oct

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

Certaldo - Firenze

includes taxes & fees

11 Oct - 12 Oct

A modern kitchen with white cabinets, a wooden dining table, and a built-in oven.

9. Casa San Martino between Florence and Siena with Pool

Tavarnelle Val di Pesa

"Pros: Wir hatten eine rundum wunderschöne Zeit in diesem tollen Ferienhaus! Das Haus ist mit sehr viel Liebe zum Detail eingerichtet, modern, gemütlich und bestens ausgestattet. Selbst in den Zimmern standen frische Blumen - eine wunderschöne Aufmerksamkeit. Man fühlt sich vom ersten Moment an willkommen. Es hat uns wirklich an nichts gefehlt. Ein ganz besonderes Lob geht an unsere Gastgeberin Susanna. Sie ist unglaublich herzlich, freundlich und hilfsbereit. Sie war jederzeit für uns da. Wir...

Anonymous traveller

includes taxes & fees

7 Oct - 8 Oct

A rectangular swimming pool with a wooden deck and metal railing, surrounded by a grassy area with trees and a clear sky.

10. Holiday Home "Limonaia" with Shared Pool, Communal Garden and Wi-Fi

Castelnuovo Berardenga

Anonymous traveller

includes taxes & fees

28 Sept - 29 Sept

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

11. Casa Vacanze Le Case

San Gimignano

Jackie

A living room with a dining table, two sofas, a coffee table, and a ceiling fan.

12. casagreve - stylish house in Tuscan village - breathtaking view from its terrace

Greve in Chianti

Linda L.

includes taxes & fees

1 Oct - 2 Oct

An outdoor patio with a table, chairs, a grill, and a large umbrella.

13. Vernaccia Country House - Agriturismo Apartment with Pool, Garden & Wi-Fi

Tavarnelle Val di Pesa

Ramona S.

includes taxes & fees

27 Oct - 28 Oct

A stone building with a courtyard, a table with chairs, and a wheelbarrow.

14. House with views of the Chianti

impruneta

Chase B.

includes taxes & fees

28 Sept - 29 Sept

A building with a stone facade, a door, a window, and a patio area with chairs and a table.

15. Peaceful corner with garden between Chianti and Crete, very close to Old Town

Casetta

includes taxes & fees

28 Sept - 29 Sept

A stone building with a sign reading "VIA DI CALZOLERIA".

16. THE TOLOMEI - apartment in the heart of the main street

Siena City Centre

Louise B.

includes taxes & fees

29 Sept - 30 Sept

A stone building with a blue door, a wicker basket, and a clear vase with pink flowers.

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

Colle Val d'Elsa

Rupert H.

includes taxes & fees

30 Sept - 1 Oct

An open doorway leading to an outdoor patio with a wooden table and chairs, a stone floor, and a wooden barrel with bottles.

18. Tuscan Farmhouse with Private Pool & Chianti Vineyard Views - 3 Bedr + AC

Montespertoli

"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!"

Susan A.

includes taxes & fees

14 Oct - 15 Oct

A swimming pool with lounge chairs and umbrellas, surrounded by greenery and hills.

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

Montespertoli

includes taxes & fees

1 Oct - 2 Oct

A stone building with a courtyard, outdoor seating, and potted plants.

20. Wonderful Tuscan farmhouse with large spaces and panoramic views

impruneta

Christine F.

includes taxes & fees

28 Sept - 29 Sept

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Top Castellina in Chianti Hotel Reviews

Villa Neroli

10/10 Excellent

"The staff was amazing and very helpful on recommendations for dining/attractions. I will be back for breakfast - excellent selections and the staff was excellent!!"

c-hotels Ambasciatori

10/10 Excellent

"This hotel is one of my favourite places to stay. The Hotel is ideally situated two minutes from Santa Maria Novella train station. The hotel is clean and the staff are good. My only downside - when I arrived the man on reception told me I had not paid for breakfast. As a result I only went down for breakfast on one day out of four. I went to pay my bill on checkout. I told the man I needed to pay for one breakfast and one bottle of spring water. The man told me I'd paid in advanced for breakfast each day. I was very disappointed at this as I'd only had one breakfast because I was told I hadn't paid in advance. I've stayed with C-Hotels on three occasions and this was the first time I had a bad experience. The other thing I would say is that I was served in the car by a young lady named Victoria. Victoria was courteous, helpful and very professional. She is a real credit to your company. I would visit again just to Buongiorno, mia bellissima amica. ❤️ Ti ho lasciato una bella recensione. Spero che ti piaccia quello che ho scritto! 😊 served by this excellent staff member. And the Cappuccinos were great and tasty."

Find out more about Castellina in Chianti

Castellina in Chianti Holiday Homes information

Number of reviews	110
Accommodation	1810 Holiday Homes
Lowest Price	NZ$213
Highest Price	NZ$16,905

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Room 1

Change your mind

Treat yourself

Be picky

Check prices for these dates

Our top choices for Castellina in Chianti holiday homes

1. Casa Marisa in Castellina in Chianti

2. The Arch Among the Hills of Castellina

3. Chianti Craft House Badia a Passignano

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

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

6. Ebbio – Villa and Organic Farm in Monteriggioni

7. Farmhouse in Chianti

8. Your nest in the Tuscany countryside

9. Casa San Martino between Florence and Siena with Pool

10. Holiday Home "Limonaia" with Shared Pool, Communal Garden and Wi-Fi

11. Casa Vacanze Le Case

12. casagreve - stylish house in Tuscan village - breathtaking view from its terrace

13. Vernaccia Country House - Agriturismo Apartment with Pool, Garden & Wi-Fi

14. House with views of the Chianti

15. Peaceful corner with garden between Chianti and Crete, very close to Old Town

16. THE TOLOMEI - apartment in the heart of the main street

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

18. Tuscan Farmhouse with Private Pool & Chianti Vineyard Views - 3 Bedr + AC

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

20. Wonderful Tuscan farmhouse with large spaces and panoramic views

Find holiday rentals that suit your style

Top Castellina in Chianti Hotel Reviews

Villa Neroli

Art Hotel Villa Agape

c-hotels Ambasciatori

Hotel Delle Nazioni

The Social Hub Florence Belfiore

Plus Florence - Hostel

Hotel Horto Convento

aparto Florence Manifattura

Radisson Blu Hotel, Florence

Find out more about Castellina in Chianti

Castellina in Chianti Holiday Homes information

Explore a world of travel with Expedia

Holiday Homes in Castellina in Chianti

Change your mind

Treat yourself

Be picky

Check prices for these dates

Our top choices for Castellina in Chianti holiday homes

1. Casa Marisa in Castellina in Chianti

2. The Arch Among the Hills of Castellina

3. Chianti Craft House Badia a Passignano

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

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

6. Ebbio – Villa and Organic Farm in Monteriggioni

7. Farmhouse in Chianti

8. Your nest in the Tuscany countryside

9. Casa San Martino between Florence and Siena with Pool

10. Holiday Home "Limonaia" with Shared Pool, Communal Garden and Wi-Fi

11. Casa Vacanze Le Case

12. casagreve - stylish house in Tuscan village - breathtaking view from its terrace

13. Vernaccia Country House - Agriturismo Apartment with Pool, Garden & Wi-Fi

14. House with views of the Chianti

15. Peaceful corner with garden between Chianti and Crete, very close to Old Town

16. THE TOLOMEI - apartment in the heart of the main street

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

18. Tuscan Farmhouse with Private Pool & Chianti Vineyard Views - 3 Bedr + AC

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

20. Wonderful Tuscan farmhouse with large spaces and panoramic views

Find holiday rentals that suit your style

Top Castellina in Chianti Hotel Reviews

Villa Neroli

Find out more about Castellina in Chianti

Castellina in Chianti Holiday Homes information

Explore a world of travel with Expedia