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Check prices for these dates

Tonight
26 Oct - 27 Oct
Tomorrow
27 Oct - 28 Oct
This weekend
30 Oct - 1 Nov
Next weekend
6 Nov - 8 Nov

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Our top choices for Cavallari hotels

An outdoor dining area with a pool, potted plants, and umbrellas.
A villa with a swimming pool, outdoor seating, and a garden.
An outdoor dining area with a table set for two, overlooking a pool and vineyard.
A spa area with a brick archway leading to a circular hot tub surrounded by mosaic tiles.

1. Relais Vignale & Spa

Relais Vignale & Spa
Radda in Chianti
United States
Ali
โ‚น16,397
โ‚น21,302 total
includes taxes & fees
27 Oct - 28 Oct
Relais Vignale & Spa
A stone pillar with carvings, a glass door leading outside, and a person sitting on a lounge chair.
A spa area with stone flooring, wooden chairs, a table with amenities, and a view of a garden through a glass door.
A landscaped garden with a swimming pool, a vineyard in the background, and a stone pathway.
A courtyard with a stone building, wooden pergola, and raised garden beds with various plants.

2. Hotel Villa Campomaggio

Hotel Villa Campomaggio
Radda in Chianti
United States
Dario
โ‚น15,663
โ‚น17,868 total
includes taxes & fees
27 Oct - 28 Oct
Hotel Villa Campomaggio
A cozy living room with a sofa, a coffee table, and a view of greenery through large windows.
A room with a view of a forest through a window, a table with a lamp, and a chair.
A narrow, tree-lined road leading to a house with a tiled roof and a stone wall on one side.
A building with a stone facade, a central arched doorway, and a window with a decorative frame.

3. Dievole Wine Resort

Dievole Wine Resort
Castelnuovo Berardenga
Norway
Magdalena
โ‚น23,777
โ‚น27,005 total
includes taxes & fees
25 Nov - 26 Nov
Dievole Wine Resort
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 well-decorated living room with a sofa, a coffee table, and a vase with flowers.
A spacious living room with two sofas, a coffee table, and a mural of trees on the walls.

4. Fattoria di Vegi

Fattoria di Vegi
Castellina in Chianti
Canada
Xinyi
โ‚น23,042
โ‚น25,984 total
includes taxes & fees
30 Oct - 31 Oct
Fattoria di Vegi
A large stone building with a tower, surrounded by lush greenery and a well-maintained lawn.
A modern interior with a bar area, seating, and a staircase.
A person in a white hat and white top walking towards a building with a pool, surrounded by greenery and a hilly landscape.
A vineyard landscape with rows of grapevines and a person holding a glass.

5. Locanda le Piazze

Locanda le Piazze
Castellina in Chianti
United States
Colleen
โ‚น38,674
โ‚น43,180 total
includes taxes & fees
27 Oct - 28 Oct
Locanda le Piazze
A stone building with ivy-covered walls, a stone pathway, and a garden with flowers.
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 person relaxing in a hot tub with a view of a building and trees in the background.
A poolside area with lounge chairs and a view of the night sky.

6. Belvedere di San Leonino

Belvedere di San Leonino
Castellina in Chianti
Canada
Kevork
โ‚น10,190
โ‚น11,847 total
includes taxes & fees
27 Oct - 28 Oct
Belvedere di San Leonino
A swimming pool with a stone deck, surrounded by trees and a castle-like building in the background.
A restaurant with stone walls and a high ceiling, featuring tables set for dining.
An outdoor dining area with stone buildings and a tower, illuminated by ambient lighting.
A sunlit patio with a glass roof, stone walls, and outdoor seating.

7. Castello di Spaltenna- Small Luxury Hotels of the World

Castello di Spaltenna- Small Luxury Hotels of the World
Gaiole in Chianti
United States
Michelle
โ‚น31,326
โ‚น35,522 total
includes taxes & fees
30 Oct - 31 Oct
Castello di Spaltenna- Small Luxury Hotels of the World
A spacious lobby with a stone archway, wooden ceiling beams, a bar area with a wine rack, and a reception desk.
A rustic living room with exposed wooden beams, a sofa, a coffee table, and a dining area with chairs.
A stone building with a wooden bench outside.
A rustic interior with a brick archway, wooden beams, a bar area, and potted plants.

8. Hotel Colle Etrusco Salivolpi

Hotel Colle Etrusco Salivolpi
Castellina in Chianti
United States
Sarah
โ‚น10,699
โ‚น12,088 total
includes taxes & fees
28 Oct - 29 Oct
Hotel Colle Etrusco Salivolpi
A yellow building with stone pillars, multiple windows, and a statue in the garden.
A room with a sofa, a desk, a bunk bed, and a patterned floor.
An outdoor patio with round tables and chairs, set against a backdrop of mountains and a cloudy sky.
A clear swimming pool with lounge chairs and umbrellas, surrounded by trees and a building in the background.

9. Villa San Lucchese

Villa San Lucchese
Poggibonsi
United Kingdom
James
โ‚น9,869
โ‚น11,495 total
includes taxes & fees
28 Oct - 29 Oct
Villa San Lucchese
An aerial view of a rustic village with stone buildings, a central courtyard with string lights, and a swimming pool.
An indoor dining area with wooden tables and chairs, hanging baskets, and large windows offering a view of the outdoors.
A covered outdoor seating area with a wooden door, wicker chairs, and potted plants.
A swimming pool with lounge chairs and umbrellas, surrounded by trees and a clear sky.

10. Borgo Vescine

Borgo Vescine
Radda in Chianti
United States
Natalie
โ‚น40,787
โ‚น45,716 total
includes taxes & fees
2 Nov - 3 Nov
Borgo Vescine
A spa area with stone walls, a white massage chair, and a potted plant.
A narrow street with buildings on either side, a flag, and a bench.
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.

11. Palazzo Leopoldo Dimora Storica & Spa

Palazzo Leopoldo Dimora Storica & Spa
Radda in Chianti
Canada
Elizabeth
โ‚น9,852
โ‚น11,475 total
includes taxes & fees
23 Nov - 24 Nov
Palazzo Leopoldo Dimora Storica & Spa
A poolside area with lounge chairs, umbrellas, and a swimming pool.
A covered outdoor dining area with tables and chairs, a pool, and a garden in the background.
A neatly made breakfast tray on a bed with a tray of bread, fruit, juice, and tea, in a room with a bed, curtains, and a painting on the wall.
A spacious dining area with multiple round tables, white tablecloths, and blue chair covers.

12. Hotel Il Piccolo Castello

Hotel Il Piccolo Castello
Monteriggioni
Canada
Frank
โ‚น10,612
โ‚น12,418 total
includes taxes & fees
1 Nov - 2 Nov
Hotel Il Piccolo Castello
A wicker chair, a lantern, and a vase of flowers on a balcony with a mountain view.
A bedroom with a large bed, a bedside table, and a chair.
A rustic stone building with a tiled roof, surrounded by lush greenery and white flowers.
A spacious living room with a high ceiling, large windows with diamond-patterned blinds, a sofa set, a coffee table, and a painting on the wall.

13. Borgo Del Cabreo

Borgo Del Cabreo
Greve in Chianti
United States
Brian
โ‚น19,422
โ‚น21,790 total
includes taxes & fees
28 Oct - 29 Oct
Borgo Del Cabreo
A stone building with a tiled roof, green shutters, and a small staircase leading to a door.
A well-lit outdoor garden area with stone planters, a paved walkway, and a building with large windows.
A cozy living room with a fireplace, wooden beams, and comfortable seating.
A narrow stone pathway leading to a rustic building with a wooden door and a window.

14. Castello di Fonterutoli Wine Resort

Castello di Fonterutoli Wine Resort
Castellina in Chianti
United States
Micaela
โ‚น16,225
โ‚น18,273 total
includes taxes & fees
28 Oct - 29 Oct
Castello di Fonterutoli Wine Resort
A spa area with a stone ceiling, a pool, and two sun loungers.
A spa area with multiple white massage chairs arranged in a row, a brick ceiling, and a staircase in the background.
A luxurious room with ornate ceiling artwork, plush seating, and elegant lighting fixtures.
A courtyard with outdoor seating, stone walls, and a staircase.

15. Hotel Palazzo San niccolรฒ & Spa

Hotel Palazzo San niccolรฒ & Spa
Radda in Chianti
United States
Afeefa
โ‚น9,327
โ‚น10,898 total
includes taxes & fees
15 Nov - 16 Nov
Hotel Palazzo San niccolรฒ & Spa
A rustic stone building with a wooden pergola, outdoor seating, and a garden with various plants.
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.
A pool area with a stone wall, a wooden bridge, and a castle-like structure in the background.

16. Castello di Tornano Wine Resort

Castello di Tornano Wine Resort
Gaiole in Chianti
United States
Karina
โ‚น14,434
โ‚น16,728 total
includes taxes & fees
27 Oct - 28 Oct
Castello di Tornano Wine Resort
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 bar area with brick arches, wooden barrels, leather seating, and a wine rack.
A building with arched windows, a courtyard with a pond, and a metal fence.

17. Hotel Casafrassi

Hotel Casafrassi
Castellina in Chianti
United Kingdom
Stuart
โ‚น5,704
โ‚น6,913 total
includes taxes & fees
27 Oct - 28 Oct
Hotel Casafrassi
A rustic outdoor dining area with a stone wall, wooden benches, and a table set for two.
A white vehicle parked in front of a building with a stone facade and arched windows, surrounded by gravel and greenery.
A table set with wine glasses and a candle, viewed through a window with string lights.
A bathroom with a bathtub, a window with a view of a vineyard, and a small table with a bottle and glasses.

18. Tenuta CorteDomina

Tenuta CorteDomina
Radda in Chianti
United States
Edgar
โ‚น20,336
โ‚น22,795 total
includes taxes & fees
1 Nov - 2 Nov
Tenuta CorteDomina
A clear swimming pool with a view of a lush green landscape and distant hills.
A garden with pink roses, a lawn, and a white umbrella.
A restaurant with multiple tables set for dining, featuring wooden beams and a chandelier.
A courtyard with outdoor seating, a gravel path, and a building covered in ivy.

19. Villa Le Barone

Villa Le Barone
Greve in Chianti
Canada
Tereza
โ‚น23,573
โ‚น26,568 total
includes taxes & fees
31 Oct - 1 Nov
Villa Le Barone
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.

20. Castello La Leccia

Castello La Leccia
Castellina in Chianti
United States
Samuel
โ‚น19,041
โ‚น21,371 total
includes taxes & fees
4 Nov - 5 Nov
Castello La Leccia
View all properties

Compare top hotels in Cavallari

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

Relais Vignale & Spa

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

Hotel Villa Campomaggio

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

Dievole Wine Resort

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

Fattoria di Vegi

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

Locanda le Piazze

Castellina in Chianti
View
9.2
Wonderful
321 reviews
9.4
Exceptional
195 reviews
9.6
Exceptional
217 reviews
10.0
Exceptional
43 reviews
9.8
Exceptional
207 reviews
โ‚น16,397
โ‚น21,302 total
includes taxes & fees
27 Oct - 28 Oct
โ‚น15,663
โ‚น17,868 total
includes taxes & fees
27 Oct - 28 Oct
โ‚น23,777
โ‚น27,005 total
includes taxes & fees
25 Nov - 26 Nov
โ‚น23,042
โ‚น25,984 total
includes taxes & fees
30 Oct - 31 Oct
โ‚น38,674
โ‚น43,180 total
includes taxes & fees
27 Oct - 28 Oct

Hotels recommended for families in Cavallari

An outdoor dining area with a pool, potted plants, and umbrellas.
A villa with a swimming pool, outdoor seating, and a garden.
An outdoor dining area with a table set for two, overlooking a pool and vineyard.
A spa area with a brick archway leading to a circular hot tub surrounded by mosaic tiles.

Relais Vignale & Spa

Relais Vignale & Spa
Radda in Chianti
โ‚น16,397
โ‚น21,302 total
includes taxes & fees
27 Oct - 28 Oct
Relais Vignale & Spa
A stone pillar with carvings, a glass door leading outside, and a person sitting on a lounge chair.
A spa area with stone flooring, wooden chairs, a table with amenities, and a view of a garden through a glass door.
A landscaped garden with a swimming pool, a vineyard in the background, and a stone pathway.
A courtyard with a stone building, wooden pergola, and raised garden beds with various plants.

Hotel Villa Campomaggio

Hotel Villa Campomaggio
Radda in Chianti
โ‚น15,663
โ‚น17,868 total
includes taxes & fees
27 Oct - 28 Oct
Hotel Villa Campomaggio
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 bar area with brick arches, wooden barrels, leather seating, and a wine rack.
A building with arched windows, a courtyard with a pond, and a metal fence.

Hotel Casafrassi

Hotel Casafrassi
Castellina in Chianti
โ‚น5,704
โ‚น6,913 total
includes taxes & fees
27 Oct - 28 Oct
Hotel Casafrassi
A covered outdoor seating area with a tiled roof, surrounded by lush greenery and a view of distant hills.
A view from a covered outdoor area with a paved floor, leading to a garden with various plants and a distant landscape.
A stone building with a rustic exterior, surrounded by lush greenery and outdoor seating areas.
A swimming pool with lounge chairs and umbrellas, surrounded by greenery.

Hotel Villa San Giorgio

Hotel Villa San Giorgio
Poggibonsi
โ‚น5,704
โ‚น6,275 total
includes taxes & fees
15 Nov - 16 Nov
Hotel Villa San Giorgio
A spacious lobby with a stone archway, wooden ceiling beams, a bar area with a wine rack, and a reception desk.
A rustic living room with exposed wooden beams, a sofa, a coffee table, and a dining area with chairs.
A stone building with a wooden bench outside.
A rustic interior with a brick archway, wooden beams, a bar area, and potted plants.

Hotel Colle Etrusco Salivolpi

Hotel Colle Etrusco Salivolpi
Castellina in Chianti
โ‚น10,699
โ‚น12,088 total
includes taxes & fees
28 Oct - 29 Oct
Hotel Colle Etrusco Salivolpi
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 well-decorated living room with a sofa, a coffee table, and a vase with flowers.
A spacious living room with two sofas, a coffee table, and a mural of trees on the walls.

Fattoria di Vegi

Fattoria di Vegi
Castellina in Chianti
โ‚น23,042
โ‚น25,984 total
includes taxes & fees
30 Oct - 31 Oct
Fattoria di Vegi
A stone building with ivy-covered walls, a stone pathway, and a garden with flowers.
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 person relaxing in a hot tub with a view of a building and trees in the background.
A poolside area with lounge chairs and a view of the night sky.

Belvedere di San Leonino

Belvedere di San Leonino
Castellina in Chianti
โ‚น10,190
โ‚น11,847 total
includes taxes & fees
27 Oct - 28 Oct
Belvedere di San Leonino
A yellow building with stone pillars, multiple windows, and a statue in the garden.
A room with a sofa, a desk, a bunk bed, and a patterned floor.
An outdoor patio with round tables and chairs, set against a backdrop of mountains and a cloudy sky.
A clear swimming pool with lounge chairs and umbrellas, surrounded by trees and a building in the background.

Villa San Lucchese

Villa San Lucchese
Poggibonsi
โ‚น9,869
โ‚น11,495 total
includes taxes & fees
28 Oct - 29 Oct
Villa San Lucchese
Save an average of 15% on thousands of hotels when you're signed in

Top Cavallari Hotel Reviews

Hotel Borgo San Luigi

Hotel Borgo San Luigi

10/10 Excellent
"Borgo San Luis is a luxury destination! The four of us were treated as honored guests of great renown. The grounds were wide, varied, and immaculate. The breakfasts were special events for us foodies, and the swimming pool was refreshing even in October!. Parking was free, secure, and accessible. We easily saw why the Borgo was a destination for the weddings, feasts, and meetings that were taking place at the time of our visit -- but they were never intrusive. The staff were multi-lingual and honestly could not do enough for us. Should you ever desire a dream from which that you did not want to awaken, visit Borgo San Luis."
John 2-night trip
Posted 12 hours ago
Hotel Borgo San Luigi
Hotel Athena

Hotel Athena

10/10 Excellent
"Over all a good hotel in a good location, a little dated but clean and breakfast good"
Suzanne 2-night trip
Posted 16 hours ago
Hotel Athena
Fattoria il Milione Agriturismo

Fattoria il Milione Agriturismo

10/10 Excellent
"We stayed for 14 days and our experience was very nice. Friendly staff, beautiful surroundings, Our apartment was nice and cozy, The one thing I would recommend is to state in advertising that it is located 2 miles from town and no public transportation. One must rent a car to get down to town or pay Taxi fees of $50.00+ to get back and forth."
Robert 14-night trip
Posted 1 day ago
Fattoria il Milione Agriturismo
hu Firenze Certosa camping in town

hu Firenze Certosa camping in town

10/10 Excellent
"Very helpful staff and comfortable affordable stay"
Ana Marรญa 1-night trip
Posted 1 day ago
hu Firenze Certosa camping in town
Hotel Chiusarelli

Hotel Chiusarelli

10/10 Excellent
"Perfect in location, cleanliness,staff, amenities.... Wonderful ๐Ÿ‘"
William 2-night trip
Posted 1 day ago
Hotel Chiusarelli
NH Siena

NH Siena

10/10 Excellent
"The room isn't cleaned too well. There were some crumbs that were attracting ants. Other than that- no issues"
Rakhshan 1-night trip
Posted 3 days ago
NH Siena
Poderi Arcangelo

Poderi Arcangelo

10/10 Excellent
"Fantastic experience all around from the the food, the wine, THE VIEWS, and the late October weather gifted us an afternoon poolside. Our room was wonderful and passed every expectation. Five stars!"
Christine 2-night trip
Posted 3 days ago
Poderi Arcangelo
Grand Hotel Continental Siena โ€“ Starhotels Collezione

Grand Hotel Continental Siena โ€“ Starhotels Collezione

8/10 Good
"Excellent location. Very nice service."
mauricio 1-night trip
Posted 3 days ago
Grand Hotel Continental Siena โ€“ Starhotels Collezione
Hotel Casolare Le Terre Rosse

Hotel Casolare Le Terre Rosse

10/10 Excellent
"Absolutely lovely hotel. Best one we stayed at in Italy - in retrospect, we wish we booked to stay here a second night. The location is quiet and isolated so stars are visible at night, plenty of parking, and breakfast is worth the 20 EURS, best breakfast options we had during our stay. Highly recommend, 10/10."
Maya 1-night trip
Posted 4 days ago
Hotel Casolare Le Terre Rosse

More cheap stays in Cavallari

Cannon d'Oro

Cannon d'Oro

Via Montanini 28 Siena SI
โ‚น5,003
โ‚น5,823 total
26 Nov - 27 Nov
includes taxes & fees
7.8/10 Good! (259 reviews)
Cannon d'Oro
Villa Castiglione

Villa Castiglione

Via Colle Ramole 20 Impruneta FI
โ‚น6,135
โ‚น7,067 total
15 Nov - 16 Nov
includes taxes & fees
Villa Castiglione
Piccolo Hotel Etruria

Piccolo Hotel Etruria

Via delle Donzelle, 3 Siena SI
โ‚น6,701
โ‚น7,690 total
26 Nov - 27 Nov
includes taxes & fees
7.8/10 Good! (453 reviews)
Piccolo Hotel Etruria
Albergo Centrale

Albergo Centrale

Via Cecco Angiolieri 26 Siena SI
โ‚น7,440
โ‚น8,503 total
2 Nov - 3 Nov
includes taxes & fees
8.8/10 Excellent! (114 reviews)
Albergo Centrale
Torre del Fuggisole

Torre del Fuggisole

Via di Fieravecchia 7 Siena SI
โ‚น8,348
โ‚น9,502 total
4 Nov - 5 Nov
includes taxes & fees
10/10 Exceptional! (52 reviews)
Torre del Fuggisole
Porta Pispini Residence

Porta Pispini Residence

Via Baldassarre Peruzzi 33 Siena SI
Get ratesPorta Pispini Residence

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 22ยฐC, while the coldest months are January and February, with an average of 6ยฐC. Average annual precipitation for Cavallari is 946 mm.

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