Castellina in Chianti Vacation Homes

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 stone building with multiple windows and a chimney.

1. Agriturismo La Ferrozzola

Castellina in Chianti

Ruth

HK$1,142 total

includes taxes & fees

8 Nov - 9 Nov

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

2. Casa Marisa in Castellina in Chianti

Castellina in Chianti

HK$2,374 total

includes taxes & fees

11 Oct - 12 Oct

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

3. The Arch Among the Hills of Castellina

Topina

HK$2,453 total

includes taxes & fees

8 Nov - 9 Nov

A bedroom with a bed, a nightstand, a chair, a wardrobe, and a window with curtains.

4. B&B Liveinflorence Centro Storico

Historic Centre of Florence

Rose S.

HK$1,802 total

includes taxes & fees

3 Nov - 4 Nov

A two-story house with a stone foundation, wooden shutters, and a covered porch with outdoor furniture.

5. 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

HK$4,269 total

includes taxes & fees

8 Nov - 9 Nov

A long, narrow hallway with marble flooring and walls, leading to a bright room at the end.

6. Cozy Sweet Marbel room in the center of Florence

Historic Centre of Florence

"We had a wonderful time during our stay. Our host was extremely kind and helpful. Occasionally she would offer us a cup of coffee or cappuccino in the morning and was always responsive to our requests. She was kind enough to let me borrow a wine glass. Very comfortable bed and wonderful room with a small balcony. Would highly recommend especially if you don't mind a shared bathroom with the other guest unit. Would definitely stay again."

Matthew

A rustic outdoor seating area with a wicker rocking chair, white plastic chairs, and a table with a teapot.

7. Holiday Home "Le Balze" with Mountain View, Private Garden & Wi-Fi

Castelfranco di Sopra

HK$5,360 total

includes taxes & fees

10 Oct - 11 Oct

A bedroom with a stone wall, a bed with floral bedding, a view of greenery, and a balcony with metal railings.

8. Holiday Home 'Villa Silvia' with Private Pool, Wi-Fi and Air Conditioning

Rignano sull'Arno

HK$17,683 total

includes taxes & fees

14 Oct - 15 Oct

A spacious living room with a grey sofa, a wooden coffee table, and a chandelier.

9. Lambert Apartment in the Historic Center of Florence

Historic Centre of Florence

Ernesto B.

A residential area with multiple houses, a swimming pool, and vineyard rows.

10. 'La Ripa - Apartment I Ghiri' with Shared Pool & Wi-Fi

San Gimignano

An aerial view of a traditional villa with multiple buildings, surrounded by lush greenery and trees.

11. Nice apartment for 6 guests with pool, WIFI, A/C, TV and pets allowed, close to Florence

Impruneta

HK$1,782 total

includes taxes & fees

1 Nov - 2 Nov

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

12. 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

HK$1,396 total

includes taxes & fees

9 Oct - 10 Oct

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

13. Chianti Craft House Badia a Passignano

Tavarnelle Val di Pesa

Oscar O.

HK$1,472 total

includes taxes & fees

9 Oct - 10 Oct

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

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

Toscana

HK$1,555 total

includes taxes & fees

18 Oct - 19 Oct

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

15. Casa Vacanze Le Case

San Gimignano

Andrew

HK$837 total

includes taxes & fees

2 Nov - 3 Nov

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

16. 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.

HK$1,644 total

includes taxes & fees

9 Oct - 10 Oct

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

17. Your nest in the Tuscany countryside

Certaldo - Firenze

HK$2,013 total

includes taxes & fees

11 Oct - 12 Oct

A brick building with a sliding glass door entrance, a large potted plant, and two smaller potted plants outside.

18. GuestHost - Charming studio of 40 sqm can accommodate up to 3 people, located on the ground floor (rise to access) of a refined period building with breathtaking views of the Sienese countryside. The property is located in a historic area, at the door of

Siena

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

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

Greve in Chianti

Linda L.

HK$3,147 total

includes taxes & fees

7 Nov - 8 Nov

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

20. 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.

HK$4,373 total

includes taxes & fees

11 Oct - 12 Oct

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Top Castellina in Chianti Hotel Reviews

Bernini Palace

10/10 Excellent

"Great hotel!"

Villa Neroli

10/10 Excellent

"Great and affordable hotel outside Florence so we could have a pool to cool down in. Lovely restaurant on site, didn’t explore food options in walking distance. Helpful staff who explained bus routes etc into Florence Bus route with various app really easy to follow and buy ticket. Took about 20 mins to get into centre. We travelled in August and it was late 30’s temp wise each day so was a relief to come back to the hotel each afternoon to cool off in air con and pool. The family room we had was two enormous Rooms very spacious. Second room had space for three kids. Wonderful hotel would recommend and return if I was ever going back to Florence"

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