𝗧𝗢𝗣 𝟭𝟬 𝗛𝗼𝘁𝗲𝗹𝘀 𝗶𝗻 Cavallari (2026)

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Our top choices for Cavallari hotels

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

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

1. Hotel Colle Etrusco Salivolpi

Castellina in Chianti

Monica

S$165

includes taxes & fees

25 Oct - 26 Oct

A rustic cellar with brick walls, wooden barrels, and a stone ceiling. There is a wooden table with a wine bottle and glasses, and a television mounted on the wall.

A rustic stone building with a garden in front.

A stone building with ivy-covered walls, a stone pathway, and a garden with flowers.

A poolside area with lounge chairs and a view of the night sky.

2. Belvedere di San Leonino

Castellina in Chianti

Michelle Reene

S$160

includes taxes & fees

27 Oct - 28 Oct

An aerial view of a villa with a swimming pool, surrounded by lush greenery and a hilly landscape.

A view through a wooden-framed window with a stone archway, a brick wall, and a tiled roof.

A traditional villa with a tiled roof, surrounded by lush greenery and hills.

A building with arched windows, a courtyard with a pond, and a metal fence.

3. Hotel Casafrassi

Castellina in Chianti

Stuart

S$93

includes taxes & fees

18 Oct - 19 Oct

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

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

A landscaped garden with a swimming pool, a vineyard in the background, and a stone pathway.

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

4. Hotel Villa Campomaggio

Radda in Chianti

Dario

S$241

includes taxes & fees

3 Nov - 4 Nov

A spa area with a stone ceiling, a pool, and two sun loungers.

A courtyard with outdoor seating, stone walls, and a staircase.

A buffet area with various fruits and a bar with bottles.

A luxurious room with ornate ceiling artwork, plush seating, and elegant lighting fixtures.

5. Hotel Palazzo San niccolò & Spa

Radda in Chianti

Afeefa

S$149

includes taxes & fees

16 Nov - 17 Nov

A couple dining at an outdoor table with a view of the countryside.

A woman in a blue bikini in a spa pool with a stone wall and a blue light fixture.

A spacious room with high arched ceilings, a wooden dining table, chairs, and a bookshelf.

A room with a view of a valley, a stone shelf with flowers, a wooden bench, and a fireplace.

6. Palazzo Leopoldo Dimora Storica & Spa

Radda in Chianti

Elizabeth

S$173

includes taxes & fees

2 Nov - 3 Nov

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

An aerial view of a castle with a swimming pool, surrounded by dense forest and vineyards.

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

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

7. Castello di Tornano Wine Resort

Gaiole in Chianti

Edward

S$226

includes taxes & fees

25 Oct - 26 Oct

A historic stone building with multiple levels, surrounded by lush greenery and yellow flowering plants.

A dining area with a table set for two, featuring wine bottles and bread.

A bedroom with a wooden ceiling, a bed with white bedding, a bedside table with a tray of items, and a window with curtains.

A pool area with lounge chairs and umbrellas, surrounded by lush greenery and hills in the background.

8. Castello La Leccia

Castellina in Chianti

Eva

S$288

includes taxes & fees

2 Nov - 3 Nov

A building with a stone facade, a central arched doorway, and a window with a decorative frame.

A cozy living room with a sofa, a coffee table, and a view of greenery through large windows.

A narrow, tree-lined road leading to a house with a tiled roof and a stone wall on one side.

A room with a view of a forest through a window, a table with a lamp, and a chair.

9. Dievole Wine Resort

Castelnuovo Berardenga

Marissa

S$365

includes taxes & fees

10 Nov - 11 Nov

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

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

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

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

10. Tenuta CorteDomina

Radda in Chianti

Edgar

S$308

includes taxes & fees

1 Nov - 2 Nov

A spa area with a stone ceiling, a large bathtub, and a seating area.

A rectangular pool with clear water, surrounded by white lounge chairs and a grassy area.

A historic building with a courtyard, stone arches, and a tiled roof.

A bedroom with a bed, bedside tables, a sofa, a window with curtains, and a wall with a painting.

11. Palazzo Squarcialupi

Castellina in Chianti

yvette

S$255

includes taxes & fees

18 Oct - 19 Oct

A stately building with a grand entrance, multiple arches, and a well-lit facade.

A restaurant with stone walls, wooden furniture, and a wine cellar.

A spacious living room with two sofas, a coffee table, and a mural of trees on the walls.

A well-decorated living room with a sofa, a coffee table, and a vase with flowers.

12. Fattoria di Vegi

Castellina in Chianti

Robin

S$368

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.

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.

An aerial view of a historic building complex with a central courtyard, surrounded by vineyards and greenery.

13. La Certosa di Pontignano - Place of Charme

Castelnuovo Berardenga

Leslie

S$132

includes taxes & fees

16 Nov - 17 Nov

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

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

A garden with pink roses, a lawn, and a white umbrella.

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

14. Villa Le Barone

Greve in Chianti

Tereza

S$359

includes taxes & fees

31 Oct - 1 Nov

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

A room with a sofa, a desk, a bunk bed, and a patterned floor.

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

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

15. Villa San Lucchese

Poggibonsi

James

S$159

includes taxes & fees

4 Nov - 5 Nov

An outdoor dining area with a pool, potted plants, and umbrellas.

A spa area with a brick archway leading to a circular hot tub surrounded by mosaic tiles.

A restaurant with a table set for two, overlooking a scenic landscape.

A villa with a swimming pool, outdoor seating, and a garden.

16. Relais Vignale & Spa

Radda in Chianti

Ali

S$287

includes taxes & fees

19 Oct - 20 Oct

A rock garden with various succulents and plants.

A modern building with the sign "Toscana Ambassador Hotel".

A modern reception area with a wooden reception desk, a laptop, and a potted plant.

A modern hotel lobby with a curved reception desk, seating areas, and large windows.

17. Hotel Toscana Ambassador

Poggibonsi

Marian

S$106

includes taxes & fees

20 Oct - 21 Oct

A modern bedroom with a wooden floor, a bed with a headboard, a window with curtains, and a shower area with a towel rack.

A modern hotel room with a bed, a desk, a chair, and a TV.

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

A modern living room with leather furniture, a glass coffee table, and a white brick wall.

18. Park Hotel Chianti

Tavarnelle Val di Pesa

Manuel

S$102

includes taxes & fees

5 Nov - 6 Nov

A restaurant with a glass ceiling, wicker hanging decorations, and a tiled floor.

An indoor dining area with wooden tables and chairs, hanging baskets, and large windows offering a view of the outdoors.

A rural property with terracotta-roofed buildings, a paved driveway, and lush greenery.

An aerial view of a villa surrounded by vineyards, with a swimming pool and outdoor seating area.

19. Borgo Vescine

Radda in Chianti

Natalie

S$578

includes taxes & fees

21 Oct - 22 Oct

A person sitting in a corner of a room with tiled walls and a bench.

A fountain in a park with tall trees and a clear sky.

A covered outdoor dining area with tables and chairs, a pool, and a garden in the background.

A poolside area with lounge chairs, umbrellas, and a swimming pool.

20. Hotel Il Piccolo Castello

Monteriggioni

Frank

S$168

includes taxes & fees

1 Nov - 2 Nov

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Top Cavallari Hotel Reviews

Hotel Chiusarelli

8/10 Good

"It was OK for the price. The breakfast was so so, the parking very small and often full. The building is old and was making weird noises occasionally. The location was excellent: just outside LTZ but very close to all the points of interest."

La Certosa di Pontignano

10/10 Excellent

"Absolutely amazing stay! The room was clean, large with a great view. The staff was always willing to help. Could not have asked for more. Highly recommend!"

Palazzo Ravizza

10/10 Excellent

"Lovely hotel inside the city walls, if you are driving there and want to take advantage of the hotel car park (availability not guaranteed) you have to follow quite specific instructions to get there so as not to get a fine, they are quite easy to follow though. Dogs accepted and they provided dog beds and water for the dogs which was nice, the dogs are also allowed throughout the hotel. The views from the bedroom were amazing, as is the same from the lovely garden & terrace. Breakfast was great, lovely bread and the best marmalade ever, as well as cake, eggs, etc. bar is just open from 5pm but you can get a drink earlier if it takes your fancy"

Hotel Italia

10/10 Excellent

"Staff and hotel was great."

Castello di Spaltenna- Small Luxury Hotels of the World

10/10 Excellent

"Beautiful quaint 1000 year old monastery turned into a hotel! The staff was extremely accommodating and we really enjoyed our stay. Very easy to get around all of Tuscany from this hotel."

Villa I Barronci Resort & Spa

10/10 Excellent

"Great spot and friendly staff."

Fattoria di Vegi

10/10 Excellent

"LOVE LOVE LOVE This was the highlight of our 2.5 week Toscana trip!! You won't regret booking. The space is stunning and newly opened and staff are welcoming and wonderful!"

Four Points by Sheraton Siena

8/10 Good

"Property seem reasonable, staff helpful, rooms are little small and dated, bathrooms need renovation."

More cheap stays in Cavallari

Cannon d'Oro

Via Montanini 28 Siena SI

S$85

9 Nov - 10 Nov

includes taxes & fees

7.8/10 Good! (259 reviews)

Villa Castiglione

Via Colle Ramole 20 Impruneta FI

S$91

16 Nov - 17 Nov

includes taxes & fees

8.6/10 Excellent! (278 reviews)

Piccolo Hotel Etruria

Via delle Donzelle, 3 Siena SI

S$111

11 Nov - 12 Nov

includes taxes & fees

7.8/10 Good! (452 reviews)

Torre del Fuggisole

Via di Fieravecchia 7 Siena SI

S$113

4 Nov - 5 Nov

includes taxes & fees

10/10 Exceptional! (50 reviews)

Albergo Centrale

Via Cecco Angiolieri 26 Siena SI

S$137

15 Nov - 16 Nov

includes taxes & fees

8.8/10 Excellent! (113 reviews)

Porta Pispini Residence

Via Baldassarre Peruzzi 33 Siena SI

Get rates

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.

Cavallari Hotels from S$85

Change your mind

Treat yourself

Be picky

Go beyond your typical stay in Cavallari

Check prices for these dates

Filter by

Star rating

Guest rating

Our top choices for Cavallari hotels

1. Hotel Colle Etrusco Salivolpi

2. Belvedere di San Leonino

3. Hotel Casafrassi

4. Hotel Villa Campomaggio

5. Hotel Palazzo San niccolò & Spa

6. Palazzo Leopoldo Dimora Storica & Spa

7. Castello di Tornano Wine Resort

8. Castello La Leccia

9. Dievole Wine Resort

10. Tenuta CorteDomina

11. Palazzo Squarcialupi

12. Fattoria di Vegi

13. La Certosa di Pontignano - Place of Charme

14. Villa Le Barone

15. Villa San Lucchese

16. Relais Vignale & Spa

17. Hotel Toscana Ambassador

18. Park Hotel Chianti

19. Borgo Vescine

20. Hotel Il Piccolo Castello

Top Cavallari Hotel Reviews

Hotel Chiusarelli

La Certosa di Pontignano

Palazzo Ravizza

Hotel Italia

Castello di Spaltenna- Small Luxury Hotels of the World

Villa I Barronci Resort & Spa

Fattoria di Vegi

Four Points by Sheraton Siena

More cheap stays in Cavallari

Cannon d'Oro

Villa Castiglione

Piccolo Hotel Etruria

Torre del Fuggisole

Albergo Centrale

Porta Pispini Residence

Frequently asked questions

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