Castellina in Chianti Holiday Homes from £106: Search Holiday Homes in Castellina in Chianti

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

1 Oct - 2 Oct

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

2. The Arch Among the Hills of Castellina

Topina

includes taxes & fees

1 Oct - 2 Oct

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

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

4. Chianti Craft House Badia a Passignano

Tavarnelle Val di Pesa

Oscar O.

includes taxes & fees

10 Oct - 11 Oct

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

7 Oct - 8 Oct

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 garden with various plants and flowers, a pathway, and a swing set.

7. Apartment House with garden Tuscany Chianti , Florence 15km.

Toscana

Robert M.

includes taxes & fees

30 Sept - 1 Oct

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

8. 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

1 Oct - 2 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

8 Oct - 9 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

13 Oct - 14 Oct

A room with a large sliding glass door leading to a pool area with a view of rolling hills and a distant village.

11. Your nest in the Tuscany countryside

Certaldo - Firenze

includes taxes & fees

11 Oct - 12 Oct

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

8 Oct - 9 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

6 Oct - 7 Oct

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

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

Siena City Centre

Louise B.

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

15. Casa Vacanze Le Case

San Gimignano

Jackie

includes taxes & fees

4 Oct - 5 Oct

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

16. House with views of the Chianti

impruneta

Chase B.

includes taxes & fees

28 Oct - 29 Oct

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

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

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

Colle Val d'Elsa

Rupert H.

A stone staircase leading to a covered outdoor seating area with a white umbrella, surrounded by lush greenery and trees.

19. 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 Castellina in Chianti Hotel Reviews

Palazzo Montebello

10/10 Excellent

"This is an upscale Hotel that ticks all the boxes. Staff, amenities and service were outstanding."

Radisson Blu Hotel, Florence

8/10 Good

"Everything was great, staff were helpful. A couple comments I do have are: One of the staff let themselves into our room in the morning while I was still sleeping then saw me and said “sorry” and turned around and walked out. Weird. Also the room had a lot of thick cob webs and didn’t seem that they dust the room. Other than that, it was a very nice room and clean comfortable beds. Handicap accessible room needs some type of shower curtain to contain the water or the whole bathroom becomes a shower and it doesn’t dry which can be very slippery and everything is wet in there. The rest of the hotel was very nice and updated."

The Social Hub Florence Lavagnini

8/10 Good

"The property is definitely a unique property I didn’t realize prior to booking that it caters to student accommodation which is fine I believe students from USC were checking in same time as the Stanford students were leaving I enjoyed the property my only reason for giving 4 out of five stars was my room was like a dorm room very small bed was not comfortable. But I really liked the property the staff were all helpful and professional."

Hotel Horto Convento

10/10 Excellent

"Absolutely amazing hotel. Beautiful grounds and building in a nice, quiet part of the neighborhood, but still so walkable and close to churches, museums, restaurants, etc. Cherish at check-in gave us some great recommendations for food nearby. Had some of the best baked goods I've ever had at breakfast each morning, and had the most beautiful and delicious cocktails and spritz from the bar in the evening. If we come back to the city, we'd 100% want to stay here again."

Find out more about Castellina in Chianti

Castellina in Chianti Holiday Homes information

Number of reviews	158
Accommodation	1817 Holiday Homes
Lowest Price	£106
Highest Price	£7,211

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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. UNIQUE LARGE TERRACE WITH VIEWS TO CHAINTI VALLEY AND DRINK

4. Chianti Craft House Badia a Passignano

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

6. Ebbio – Villa and Organic Farm in Monteriggioni

7. Apartment House with garden Tuscany Chianti , Florence 15km.

8. Farmhouse in Chianti

9. Casa San Martino between Florence and Siena with Pool

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

11. Your nest in the Tuscany countryside

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

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

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

15. Casa Vacanze Le Case

16. House with views of the Chianti

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

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

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

Find holiday rentals that suit your style

Top Castellina in Chianti Hotel Reviews

Palazzo Montebello

Hotel Paris

Hotel Santa Maria Novella

c-hotels Ambasciatori

Radisson Blu Hotel, Florence

Grand Hotel Cavour

The Social Hub Florence Lavagnini

Hotel Horto Convento

Hotel Albani Firenze

Find out more about Castellina in Chianti

Castellina in Chianti Holiday Homes information

Explore a world of travel with Expedia