Cavallari Holiday Rentals, Castellina in Chianti: Private House Rentals

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Our top choices for Cavallari hotels

A pool with clear water and a row of white lounge chairs facing a scenic hillside view.

An outdoor patio with round tables and chairs, surrounded by potted plants and flowers.

A stone-walled hallway with a staircase, a glass table with a red cushion, and a wooden cabinet.

A spa room with a stone ceiling, a window with frosted glass, a bed with pillows, and a wall-mounted artwork.

1. Palazzo Squarcialupi

Castellina in Chianti

yvette

Rp3.649.120

Rp4.136.309 total

includes taxes & fees

21 Oct - 22 Oct

A rustic outdoor dining area with a stone wall, wooden benches, and a table set for two.

A bathroom with a bathtub, a window with a view of a vineyard, and a small table with a bottle and glasses.

A building with a brick facade, arched entrance, and multiple windows covered in green ivy.

A white vehicle parked in front of a building with a stone facade and arched windows, surrounded by gravel and greenery.

2. Tenuta CorteDomina

Radda in Chianti

Dustin

Rp4.690.386

Rp5.240.997 total

includes taxes & fees

5 Oct - 6 Oct

A spacious lobby with a stone archway, wooden ceiling beams, a bar area with a wine rack, and a reception desk.

A clear blue pool with lounge chairs and a stone building in the background.

A rustic interior with a brick archway, wooden beams, a bar area, and potted plants.

A rustic living room with exposed wooden beams, a sofa, a coffee table, and a dining area with chairs.

3. Hotel Colle Etrusco Salivolpi

Castellina in Chianti

Monica

Rp2.229.972

Rp2.514.148 total

includes taxes & fees

18 Oct - 19 Oct

A large stone building with a tower, surrounded by lush greenery and a well-maintained lawn.

A spacious dining area with wooden tables and chairs, a fireplace, and a modern kitchen in the background.

A person in a white hat and white top walking towards a building with a pool, surrounded by greenery and a hilly landscape.

A modern interior with a bar area, seating, and a staircase.

4. Locanda le Piazze

Castellina in Chianti

Tara

Rp6.196.671

Rp6.938.696 total

includes taxes & fees

16 Oct - 17 Oct

A clear swimming pool with a view of a lush green landscape and distant hills.

A courtyard with outdoor seating, a gravel path, and a building covered in ivy.

A restaurant with multiple tables set for dining, featuring wooden beams and a chandelier.

A bar area with a fireplace, bar stools, a table with bottles, and a shelf with glasses.

5. Villa Le Barone

Greve in Chianti

Aditi

Rp4.537.532

Rp5.113.644 total

includes taxes & fees

25 Oct - 26 Oct

A stone pillar with carvings, a glass door leading outside, and a person sitting on a lounge chair.

An aerial view of a property with a swimming pool, a sun terrace, and a vineyard in the background.

A courtyard with a stone building, wooden pergola, and raised garden beds with various plants.

A spa area with stone flooring, wooden chairs, a table with amenities, and a view of a garden through a glass door.

6. Hotel Villa Campomaggio

Radda in Chianti

Dario

Rp3.344.449

Rp3.801.252 total

includes taxes & fees

18 Oct - 19 Oct

A pool with a view of a lush valley and distant buildings.

A courtyard with stone buildings, arched doorways, and potted plants.

A garden with neatly trimmed hedges, a gravel path, and a stone barrel.

A terraced vineyard with stone walls and a stone pathway leading to a seating area with metal chairs and tables.

7. Castello Vicchiomaggio

Greve in Chianti

Maryse

Rp3.098.268

Rp3.408.095 total

includes taxes & fees

28 Sept - 29 Sept

A table with breakfast items and a wicker chair, overlooking a scenic landscape.

A courtyard with wicker furniture, a building with multiple windows and arches, and well-maintained greenery.

A bar area with a counter, bottles, and glasses.

A dining area with checkered flooring, tables set with white tablecloths, and wicker chairs.

8. Palazzo Ravizza

Siena Historical Center

Sherri

Rp3.170.089

Rp3.589.165 total

includes taxes & fees

27 Oct - 28 Oct

An outdoor patio with tables and chairs, surrounded by potted plants and a red building.

A rustic interior with a fireplace, wooden beams, and a metal rack holding various tools.

A courtyard with brick buildings, a stone wall, and a view of the surrounding town.

A brick building with three windows, a round blue window, and a sign on the wall.

9. Borgo Grondaie

Siena

Simon

Rp2.163.912

Rp2.482.268 total

includes taxes & fees

19 Oct - 20 Oct

An outdoor patio with round tables and chairs, set against a backdrop of mountains and a cloudy sky.

A room with a fireplace, two armchairs, a sofa, a chandelier, and a large mirror on the wall.

A yellow building with stone pillars, multiple windows, and a statue in the garden.

A clear swimming pool with lounge chairs and umbrellas, surrounded by trees and a building in the background.

10. Villa San Lucchese

Poggibonsi

James

Rp2.231.474

Rp2.576.980 total

includes taxes & fees

2 Oct - 3 Oct

A lobby with a marble floor, a chandelier, a reception desk, and large green plants.

A modern hotel room with a large bed, a desk, and a chair. There is a painting on the wall and a lamp on the side table.

A hotel with a sign reading "HOTEL RISTORANTE CHIUSARELLI," surrounded by greenery and a brick wall.

A dining area with brick ceiling arches, tables set with white tablecloths, and framed pictures on the walls.

11. Hotel Chiusarelli

Siena City Centre

Scott

Rp3.152.551

Rp3.569.792 total

includes taxes & fees

16 Oct - 17 Oct

A rustic stone building with a wooden pergola, outdoor seating, and a garden with various plants.

A stone building with a tower, surrounded by people dining at tables with candles.

A stone archway leading to a window with a view of tall trees and a distant landscape.

A historic stone building with a large arched window and a small balcony.

12. Castello di Tornano Wine Resort

Gaiole in Chianti

Austin

Rp2.571.424

Rp2.991.711 total

includes taxes & fees

27 Oct - 28 Oct

A poolside area with outdoor seating and umbrellas, overlooking a scenic landscape.

A pathway lined with wooden fences and benches, leading to a covered seating area with tables and chairs.

A bedroom with a large bed, a view of a green landscape through a sliding door, and a potted plant on the windowsill.

A woman sitting on a chair in a room with a staircase, a wall-mounted light, and a tiled floor.

13. Villa I Barronci Resort & Spa

San Casciano in Val di Pesa

Juan Antonio

Rp1.638.483

Rp1.924.689 total

includes taxes & fees

26 Oct - 27 Oct

A candle on a tray with corks, a glass with a drink and an orange slice, and a table with chairs in an outdoor setting with arches in the background.

A restaurant setting with wooden chairs, a white tablecloth, and a waiter attending to a table.

An interior corridor with arches, columns, and a brick wall.

A corridor with a wooden door at the end, a metal railing on one side, and a light fixture above.

14. La Certosa di Pontignano

Castelnuovo Berardenga

Leslie

Rp1.786.982

Rp2.128.824 total

includes taxes & fees

16 Oct - 17 Oct

A staircase with a modern design, featuring a combination of stone steps and a carpeted landing.

A hotel room with a bed, a TV, a desk, and a mirror.

A modern kitchen with a built-in microwave, sink, and stove. There is a dining area with a table and chairs, and a window with blinds.

A modern reception area with a wooden reception desk, a metal bowl, potted plants, and a seating area with chairs.

15. Delta Hotel

Montevarchi

weixing

Rp2.335.924

Rp2.569.516 total

includes taxes & fees

28 Sept - 29 Sept

An outdoor patio area with a brick archway, potted plants, and wicker furniture.

A room with a large window, a radiator, and a television on a stand.

A swimming pool with steps leading into it, surrounded by lounge chairs and a stone wall with greenery.

A dining area with a fireplace, wooden beams, and a tiled floor.

16. Hotel Tenuta Il Burchio

Figline e Incisa Valdarno

Rp1.483.312

Rp1.662.233 total

includes taxes & fees

4 Oct - 5 Oct

A table set for breakfast with a scenic view of hills and a cloudy sky.

An open wooden door leading to a courtyard with potted plants and a view of buildings in the background.

A two-story building with a central entrance, green shutters, and a brick staircase leading up to the door.

An arched entrance with a brick pathway leading to a building, surrounded by lush greenery and purple flowering vines.

17. Palazzo di Valli

Siena

Payton

Rp2.619.572

Rp2.983.494 total

includes taxes & fees

21 Oct - 22 Oct

A terrace with wicker chairs and a table set for breakfast, overlooking a historic town with terracotta buildings and cypress trees.

A brick building with a sign reading "Villa del Sole" and a view of the sea in the background.

A hotel entrance with a view of historic buildings and a clear sky.

A bedroom with a large window, a bed, a nightstand, and a mirror.

18. Villa del Sole Siena

Siena City Centre

John

Rp3.689.702

Rp4.160.576 total

includes taxes & fees

20 Oct - 21 Oct

An indoor courtyard with stone flooring, arched columns, and tables set up for dining.

An indoor swimming pool with clear glass walls, wooden beams, and large windows.

A historic building with a stone facade, arched entrance, and a wooden balcony.

A modern reception area with a stone counter, a sign for SPA VILLA CASAGRANDE, and a staircase leading to a glass door.

19. Villa Casagrande Resort & SPA

Figline e Incisa Valdarno

Ana

Rp2.190.601

Rp2.450.447 total

includes taxes & fees

26 Oct - 27 Oct

A terrace with multiple sun loungers and a scenic view of green fields and hills.

A spa room with a reception desk, a massage chair, and a window with blinds.

A spacious living area with a wooden coffee table, a large potted plant, and a sofa.

A modern hotel room with a bed, a small table with a hat, a red chair, a window with curtains, and a bathroom with a glass shower enclosure.

20. Precise House Montaperti Siena

Asciano

Dieter

Rp1.836.992

Rp2.143.049 total

includes taxes & fees

14 Oct - 15 Oct

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Top Cavallari Hotel Reviews

Hotel Chiusarelli

10/10 Excellent

"Really enjoyed our stay. Room was spacious and clean. Very nice breakfast and the staff were very kind and helpful."

La Certosa di Pontignano

10/10 Excellent

"Everything about this property is wonderful from the lodging to the staff!"

Hotel Athena

10/10 Excellent

"Excellent location with free. And easy parking. Great breakfast, extremely kind and helpful staff, small but adequate shower. Would definitely stay here in the future!!"

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."

Fattoria di Vegi

10/10 Excellent

"This is a newly renovated and opened property cared for by a wonderful family. Everything has been taken care of down to the last detail. The food is delicious, the rooms are well appointed and till we thoroughly enjoyed exploring the property and every interesting nook! There's lots to do including a ping pong table and a beautiful pool. My only regret was not staying longer"

Radisson Blu Hotel, Florence

10/10 Excellent

"Perfect Stay as expected, clean hotel, extremely attentive and friendly staff. Shuttle service to town was extremely helpful and easy to use."

Poderi Arcangelo

10/10 Excellent

"Location is beautiful. We were in the separate house."

NH Siena

10/10 Excellent

"El hotel está fuera de las murallas de la ciudad, fuera de la zona restringida para autos, pero cerca de las atracciones de la parte histórica de la ciudad."

Borgo Scopeto Wine & Country Relais

10/10 Excellent

"This resort was simply beautiful! We stayed in the grand room as there were 5 of us, and it was much bigger than I expected! Three bedrooms, 3 washrooms, huge living room - it was great! As we had 2 kids, we had to use the family pool, which was conveniently close to our room. No bar at the pool, but there was a QR code to order drinks and food. There were towels at the pool as well. The staff were very kind and helpful. We appreciated the welcome gift of wine, juice, and snacks too! The breakfast buffet was lovely with lots of variety of hot and cold items. Would highly recommend this resort."

More cheap stays in Cavallari

Cannon d'Oro

Via Montanini 28 Siena SI

Rp1.042.823

Rp1.249.070 total

25 Oct - 26 Oct

includes taxes & fees

7.8/10 Good! (258 reviews)

Piccolo Hotel Etruria

Via delle Donzelle, 3 Siena SI

Rp1.557.282

Rp1.814.975 total

27 Sept - 28 Sept

includes taxes & fees

7.8/10 Good! (440 reviews)

Porta Pispini Residence

Via Baldassarre Peruzzi 33 Siena SI

Rp2.230.622

Rp2.535.256 total

27 Sept - 28 Sept

includes taxes & fees

Villa Castiglione

Via Colle Ramole 20 Impruneta FI

Rp2.464.270

Rp2.771.876 total

27 Sept - 28 Sept

includes taxes & fees

8.6/10 Excellent! (276 reviews)

Albergo Centrale

Via Cecco Angiolieri 26 Siena SI

Rp2.621.966

Rp2.986.127 total

12 Oct - 13 Oct

includes taxes & fees

8.8/10 Excellent! (108 reviews)

Torre del Fuggisole

Via di Fieravecchia 7 Siena SI

Rp2.635.422

Rp3.000.929 total

17 Oct - 18 Oct

includes taxes & fees

10/10 Exceptional! (49 reviews)

Frequently asked questions

Where is the best place to stay in Cavallari?

Located 18.1 mi (29.1 km) from the heart of Cavallari, Radisson Blu Hotel, Florence is a top choice for your stay, based on our traveller data. Other good options for your trip to the area are La Certosa di Pontignano and Hotel Athena. See all available top hotels, or vacation rentals in Cavallari.

What are some of the best holiday rentals that Cavallari has to offer?

Borgo Argiano: This holiday home rental outside of Cavallari is located on a river, and has a balcony, a terrace and a BBQ to put you at ease in your new surroundings. Kitchen amenities include a fridge, a stovetop and kitchenware. You can relax into your holiday with a garden and a library. See all vacation rentals in Cavallari.

If I need to cancel my hotel reservation in Cavallari, will I receive a refund?

Yes, the majority of hotel bookings are fully refundable provided that you cancel prior to the accommodation's cancellation deadline, which is often 24 or 48 hours before your check-in date. If you have a non-refundable reservation, you might be able to cancel it and be given a refund within 24 hours of your booking. Filter your search by fully refundable to find flexible hotel deals in Cavallari.

What are some hotels with pools in Cavallari?

Radisson Blu Hotel, Florence: Hotel located near Ponte Vecchio. Features free self parking, an outdoor pool and a 24-hour fitness centre. Poderi Arcangelo and Fattoria di Vegi are a couple of other choices that feature an on-site pool. View all hotels with pools in Cavallari.

What is staying in Cavallari like?

Those travelling to Cavallari will definitely enjoy the sights to see and things to do. In Cavallari, there are 6 hotels and other accommodation options to choose from. Find out more about Cavallari.

What are the top places to visit in Cavallari?

Places to visit in the wider area include City Hall Castellina In Chianti, Il Molino di Grace Winery and Borgo di Vescine - Tenute di Castelvecchi. You'll also find Castello di Radda Winery and Isole e Olena Winery in the area. Take a look at what more there is to see and do in Expedia's Cavallari guide.

What's the seasonal weather in Cavallari?

The hottest months are usually August and July, with an average temperature of 22°C, while the coldest months are January and February, with an average of 6°C. Average annual precipitation for Cavallari is 946 mm.

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Find hotels in Cavallari from Rp1.249.070

Change your mind

Treat yourself

Be picky

Go beyond your typical stay in Cavallari

Check prices for these dates

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Star rating

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Our top choices for Cavallari hotels

1. Palazzo Squarcialupi

2. Tenuta CorteDomina

3. Hotel Colle Etrusco Salivolpi

4. Locanda le Piazze

5. Villa Le Barone

6. Hotel Villa Campomaggio

7. Castello Vicchiomaggio

8. Palazzo Ravizza

9. Borgo Grondaie

10. Villa San Lucchese

11. Hotel Chiusarelli

12. Castello di Tornano Wine Resort

13. Villa I Barronci Resort & Spa

14. La Certosa di Pontignano

15. Delta Hotel

16. Hotel Tenuta Il Burchio

17. Palazzo di Valli

18. Villa del Sole Siena

19. Villa Casagrande Resort & SPA

20. Precise House Montaperti Siena

Top Cavallari Hotel Reviews

Hotel Chiusarelli

La Certosa di Pontignano

Hotel Athena

Hotel Casolare Le Terre Rosse

Fattoria di Vegi

Radisson Blu Hotel, Florence

Poderi Arcangelo

NH Siena

Borgo Scopeto Wine & Country Relais

More cheap stays in Cavallari

Cannon d'Oro

Piccolo Hotel Etruria

Porta Pispini Residence

Villa Castiglione

Albergo Centrale

Torre del Fuggisole

Frequently asked questions

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