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7 Jan - 8 Jan
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8 Jan - 9 Jan
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9 Jan - 11 Jan
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16 Jan - 18 Jan

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Our top choices for Cavallari hotels

Outdoor dining
Hotel Il Castello

Hotel Il Castello

Hotel Il Castello
Certaldo Alto
9.6 out of 10, Exceptional, (8)
Positioned near Certaldo Station, this hotel offers complimentary breakfast and WiFi while placing you moments from Museum of Sacred Art and Casa del Boccaccio. After sightseeing, unwind at the inviting bar.
"What a great little hotel! The town is rather small and not much shops like San Gimignano, but this hotel is clean, rooms are roomy and the garden dining is out of this world. Beautiful with views of the sunset and amazing food. One of my favorite. The town has several restaurants too and some good museums. "
United States
Thomas
The price is NZ$297
includes taxes & fees
9 Jan - 10 Jan
Hotel Il Castello
Front of property
Hotel Albergo Italia

Hotel Albergo Italia

Hotel Albergo Italia
2.0 star property
Poggibonsi
8.4 out of 10, Very good, (47)
Built in 1880, this Poggibonsi accommodation sits just 3 minutes from the train station. Explore nearby Fountain of Fate and Archeodromo attractions, then unwind with drinks at the cosy bar after your adventures.
"When I arrived the hotel was closed. I have had to sleep in the car"
United States
Martin
Hotel Albergo Italia
Exterior
Hotel Villa San Giorgio

Hotel Villa San Giorgio

Hotel Villa San Giorgio
3.0 star property
Poggibonsi
9.0 out of 10, Wonderful, (105)
Immerse in Poggibonsi's charm at this welcoming hotel featuring poolside dining at Villa Aurora restaurant. Enjoy the spa pool and children's pool after exploring nearby Castello di Monsanto. Just a 12-minute drive from the train station for Tuscan adventures.
"Loved the breakfast amazing !!! Such a beautiful place woujd love to go in summer and lay by the pool "
Australia
Kylie
The price is NZ$119
includes taxes & fees
1 Feb - 2 Feb
Hotel Villa San Giorgio
Garden
Hotel Toscana Ambassador

Hotel Toscana Ambassador

Hotel Toscana Ambassador
4.0 star property
Poggibonsi
8.2 out of 10, Very good, (319)
This business-friendly hotel offers 24-hour room service with easy access to Poggibonsi-San Gimignano Station. Unwind at the bar or coffee shop after exploring nearby attractions like Archeodromo di Poggibonsi and Poggio Imperiale Fortress.
"Wonderful breakfast. Good location!"
Canada
Karen
Hotel Toscana Ambassador
Terrace/patio
Hotel Ristorante Alcide

Hotel Ristorante Alcide

Hotel Ristorante Alcide
4.0 star property
Poggibonsi
8.0 out of 10, Very good, (480)
Savour regional specialities at Ristorante Alcide, just an 11-minute walk from Poggibonsi-San Gimignano Station. This hotel offers a welcoming bar, terrace, and room service, with Archeodromo di Poggibonsi and Fountain of Fate nearby.
"I highly recommended "
Canada
George
The price is NZ$95
includes taxes & fees
25 Jan - 26 Jan
Hotel Ristorante Alcide
Property entrance
Villa il Fedino

Villa il Fedino

Villa il Fedino
San Casciano in Val di Pesa
9.6 out of 10, Exceptional, (97)
Enchanting affittacamere featuring a seasonal outdoor pool, relaxing massage services, and convenient bar. Located near Monastary of Sorelle Clarisse and Antinori nel Chianti Classico, with complimentary breakfast, WiFi, and parking for a perfect Italian countryside retreat.
"Great people, great location great service"
Canada
James
The price is NZ$295
includes taxes & fees
7 Feb - 8 Feb
Villa il Fedino
Exterior
Delta Hotel

Delta Hotel

Delta Hotel
3.0 star property
Montevarchi
8.4 out of 10, Very good, (159)
This business-friendly hotel is just a 5-minute walk from Montevarchi-Terranuova Station. Travellers enjoy the fitness centre, coffee shop, and bar after exploring nearby Il Cassero. Free WiFi and parking enhance the convenient Tuscan stay.
"Very clean and staff were lovely"
United Kingdom
Diana
Delta Hotel
Front of property
Villa il Poggiale - Dimora Storica

Villa il Poggiale - Dimora Storica

Villa il Poggiale - Dimora Storica
San Casciano in Val di Pesa
9.6 out of 10, Exceptional, (145)
Escape to this historic villa with panoramic countryside views, an outdoor pool, and inviting coffee shop. Rejuvenate with hot stone massages while enjoying easy access to Florence attractions and free breakfast, WiFi, and parking.
"Wonderful stay."
United States
Nancy
The price is NZ$179
includes taxes & fees
8 Jan - 9 Jan
Villa il Poggiale - Dimora Storica
Reception
Hotel Valdarno

Hotel Valdarno

Hotel Valdarno
4.0 star property
Montevarchi
8.8 out of 10, Excellent, (216)
Unwind at this business-friendly Montevarchi hotel, just an 11-minute walk from the station. Enjoy complimentary breakfast, free WiFi, and 24-hour room service while exploring nearby Il Cassero and Accademia Valdarnese del Poggio Library.
"The property was well kept by staff. It was clean and the breakfast every morning was fantastic "
United States
Robert
Hotel Valdarno
Outdoor spa tub
Poggio Baronti B&B

Poggio Baronti B&B

Poggio Baronti B&B
Bagno a Ripoli
10.0 out of 10, Exceptional, (155)
This charming B&B in Bagno a Ripoli offers a relaxing spa pool, lush garden, and serene terrace. Just a short drive from Uffizi Gallery and Piazzale Michelangelo, guests praise the attentive staff and daily buffet breakfast.
"The location is excellent for traveling both to Florence and to Toscana. The facility is in a perfect condition, clean and modern even though it is an old building. The owner is welcoming and strive to answer any question. "
United States
shimon
Poggio Baronti B&B
Free daily continental breakfast
JOIVY Together Urban Resort

JOIVY Together Urban Resort

JOIVY Together Urban Resort
4.0 star property
Bagno a Ripoli
8.6 out of 10, Excellent, (149)
Experience serenity at this Bagno a Ripoli hotel offering complimentary breakfast, WiFi, and parking. Rejuvenate in the spa pool after a workout in the fitness centre, then savour international cuisine at Together Restaurant, just minutes from iconic Florentine attractions.
"The place was very clean, staff very nice and helpful. Highly recommend!!"
Canada
Iwona
JOIVY Together Urban Resort
In-room safe, desk, free WiFi, bed sheets
B&B Ponte a Nappo

B&B Ponte a Nappo

B&B Ponte a Nappo
San Gimignano
9.2 out of 10, Wonderful, (57)
This enchanting B&B offers a rooftop terrace with sweeping vistas, an outdoor pool with poolside bar, and free breakfast. Located in San Gimignano with easy access to local wineries and just 12 minutes from Poggibonsi Station.
"Beautiful private property with very comfortable suites with awesome views of San Gimignano and the breathtaking valley. Highly recommend, staff was very accommodating and friendly. "
United States
Mary
B&B Ponte a Nappo
Breakfast, lunch, dinner served; garden views
Marignolle Relais and Charme

Marignolle Relais and Charme

Marignolle Relais and Charme
Florence
9.2 out of 10, Wonderful, (90)
This charming Florence retreat offers a seasonal outdoor pool, spa pool, and massage services. Located 10 minutes from cultural landmarks with on-site dining at Gazebo restaurant. Free breakfast, WiFi and parking enhance your Italian countryside experience.
"I stayed here June 2025 and was most delighted in the property and staff. They were incredibly kind and accommodating and the property is beautiful. Would stay here again!"
Canada
Shelley
The price is NZ$319
includes taxes & fees
22 Jan - 23 Jan
Marignolle Relais and Charme
Rooftop terrace
Hotel Torciano Vecchio Asilo

Hotel Torciano Vecchio Asilo

Hotel Torciano Vecchio Asilo
San Gimignano
9.6 out of 10, Exceptional, (54)
"Great boutique hotel in the middle of Tuscany. Wonderful views. The staff was very friendly and accommodating. We really loved the complimentary wine tasting at their nearby winery! We only wish their rooftop deck would’ve been open for even better views. The hotel and winery are family owned and it’s very clear that they value every guest!"
United States
Necola
Hotel Torciano Vecchio Asilo
Seasonal outdoor pool, open 9:00 AM to 8:00 PM, pool umbrellas
Fattoria il Milione Agriturismo

Fattoria il Milione Agriturismo

Fattoria il Milione Agriturismo
4.0 star property
Florence
8.4 out of 10, Very good, (231)
Enjoy authentic charm at this family-friendly residence featuring the L'Osteria del Milione restaurant serving regional cuisine. After a dip in the seasonal outdoor pool, unwind at the poolside bar or explore nearby Florence attractions.
"We stayed two days with kids. Perfect resort feeling, enjoyed sun rising, perfect ample amount of healthy and fresh breakfast, very welcoming and friendly helpful staff, room are spacious and clean, and cozy remote control heating options, washrooms are very clean and water is always hot. "
Canada
Manjeet
The price is NZ$141
includes taxes & fees
17 Jan - 18 Jan
Fattoria il Milione Agriturismo
Lobby lounge
ApartHotel Anghel

ApartHotel Anghel

ApartHotel Anghel
Siena
8.4 out of 10, Very good, (335)
Immerse yourself in historic Siena from this convenient apartment, just a short drive from Piazza del Campo. The comfortable space offers a kitchenette, laundry facilities, and free WiFi, with Santa Maria della Scala nearby.
"Would recommend staying here and will hopefully be back!"
Canada
Lisa
The price is NZ$116
includes taxes & fees
13 Jan - 14 Jan
ApartHotel Anghel
Property entrance
Hotel Villa Ambrosina

Hotel Villa Ambrosina

Hotel Villa Ambrosina
3.0 star property
Impruneta
8.6 out of 10, Excellent, (466)
"Loved the view from the property and the people were so genuine and friendly!"
United States
Angela
Hotel Villa Ambrosina
Exterior
Torraccia di Chiusi

Torraccia di Chiusi

Torraccia di Chiusi
San Gimignano
10.0 out of 10, Exceptional, (97)
"A beautiful base for exploring Tuscany away from the crowds."
United States
Anthony
The price is NZ$435
includes taxes & fees
21 Jan - 22 Jan
Torraccia di Chiusi
Exterior
Relais La Corte Dei Cavalieri

Relais La Corte Dei Cavalieri

Relais La Corte Dei Cavalieri
Siena City Centre
8.0 out of 10, Very good, (90)
Just 14 minutes from Siena Station, this charming guesthouse offers easy access to Porta Camollia and Museo dell'Acqua. Enjoy hiking trails, mountain biking, free WiFi, and convenient room service while exploring the historic city centre.
"Nice and easy checking friendly staff "
United States
Jose
Relais La Corte Dei Cavalieri
View from property
Villa Ermellina Siena, a Tribute Portfolio Hotel

Villa Ermellina Siena, a Tribute Portfolio Hotel

Villa Ermellina Siena, a Tribute Portfolio Hotel
4.0 star property
Camollia
9.0 out of 10, Wonderful, (8)
"Unique and cozy prot"
United States
Kristine
The price is NZ$241
includes taxes & fees
11 Jan - 12 Jan
Villa Ermellina Siena, a Tribute Portfolio Hotel
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Cavallari Hotel Reviews

Borgo Grondaie

Borgo Grondaie

10/10 Excellent
"Amazing place, super clean, great staff, beautiful and cozy."
Elizabeth 1-night trip
Posted 4 days ago
Borgo Grondaie

More cheap accommodation in Cavallari

Villa Castiglione

Villa Castiglione

Via Colle Ramole 20 Impruneta FI
The price is NZ$113 per night from 11 Jan to 12 Jan
NZ$113
11 Jan - 12 Jan
includes taxes & fees
8.6/10 Excellent! (255 reviews)

Frequently asked questions

Where is the best place to stay in Cavallari?
Located 11.6 mi (18.7 km) from the heart of Cavallari, Hotel Athena is a top choice for your stay, based on our traveller data. Other good options for your trip to the area are Borgo Grondaie and Villa La Borghetta Resort. 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 a coffee maker. 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's the best dog-friendly accommodation option in Cavallari?
Country House / Farm House in Castellina In Chianti with 2 bedrooms sleeps 6 is a top dog-friendly option for your stay. See more pet-friendly hotel accommodations in Cavallari.
What are some hotels with pools in Cavallari?
Borgo Grondaie: Offers free self parking, a seasonal outdoor pool and complimentary bicycles. Villa La Borghetta Resort and Radisson Blu Hotel, Florence 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 Buondonno 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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