Hotels in Cavallari

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Agriturismo San Sano
Agriturismo San Sano
3.0 star property
Gaiole in Chianti
10.0 out of 10, Exceptional, (87 reviews)
Immerse yourself in Tuscan charm at this family-friendly hotel featuring its own winery. Enjoy complimentary breakfast before exploring nearby Chianti Sculpture Park and Meleto Castle. Return for a refreshing dip in the seasonal pool or unwind at the bar.
The price is $88
$101 total
includes taxes & fees
May 13 - May 14
Agriturismo San Sano
Hotel Ristorante La Dama nella Vigna
Hotel Ristorante La Dama nella Vigna
Monteriggioni
9.4 out of 10, Exceptional, (39 reviews)
Nestled in Monteriggioni, this countryside hotel offers free breakfast, WiFi, and parking. The onsite restaurant and bar provide authentic flavors after exploring nearby Monteriggioni Castle or Lilliano Estate Winery, just a short drive from Badesse Station.
The price is $133
$152 total
includes taxes & fees
Jun 8 - Jun 9
Hotel Ristorante La Dama nella Vigna
One Belvedere Tuscany
One Belvedere Tuscany
Poggibonsi
Discover Tuscan charm at this farm stay featuring an outdoor pool and rooftop terrace. Rejuvenate with deep-tissue massages at the spa, sip local wines, and savor breakfast before exploring nearby Rock of Staggia and Lilliano Estate Winery.
The price is $504
$559 total
includes taxes & fees
May 11 - May 12
One Belvedere Tuscany
La Certosa di Pontignano
La Certosa di Pontignano
Castelnuovo Berardenga
9.4 out of 10, Exceptional, (528 reviews)
The price is $144
$163 total
includes taxes & fees
Jun 2 - Jun 3
La Certosa di Pontignano
Castello Vicchiomaggio
Castello Vicchiomaggio
Greve in Chianti
9.4 out of 10, Exceptional, (379 reviews)
Set in Greve in Chianti, this charming property offers regional cuisine at restaurant Vicchiomaggio plus complimentary WiFi and parking. Explore nearby Verrazzano Castle and Piazza Matteotti, then return to enjoy the terrace and garden views celebrated by guests.
The price is $255
$281 total
includes taxes & fees
Jun 10 - Jun 11
Castello Vicchiomaggio
Relais la Costa - Dimora Storica
Relais la Costa - Dimora Storica
Monteriggioni
9.6 out of 10, Exceptional, (74 reviews)
This luxurious Monteriggioni retreat offers Egyptian cotton sheets and a rejuvenating spa with deep-tissue massages. Savor local cuisine at La Sosta del Viandante restaurant, then unwind at the poolside bar or hot tub after exploring nearby Monteriggioni Castle.
The price is $180
$204 total
includes taxes & fees
May 11 - May 12
Relais la Costa - Dimora Storica
Villa Sabolini
Villa Sabolini
4.0 star property
Colle di Val d'Elsa
9.2 out of 10, Wonderful, (199 reviews)
Peaceful sanctuary near Alta Val d'Elsa River Park with a stunning rooftop terrace and outdoor pool. Enjoy drinks at the poolside bar or unwind in the quiet atmosphere after a free breakfast. Near Le Caldane Thermal Baths with easy parking.
The price is $164
$186 total
includes taxes & fees
May 19 - May 20
Villa Sabolini
Salvadonica - Borgo del Chianti
Salvadonica - Borgo del Chianti
San Casciano in Val di Pesa
9.6 out of 10, Exceptional, (278 reviews)
The price is $106
$121 total
includes taxes & fees
May 12 - May 13
Salvadonica - Borgo del Chianti
Dievole Wine Resort
Dievole Wine Resort
Castelnuovo Berardenga
9.6 out of 10, Exceptional, (183 reviews)
Escape to Chianti's wine country at this elegant resort featuring 2 outdoor pools and an onsite winery. After tasting local vintages, enjoy meals at the restaurant or drinks on the terrace. Near Chianti Sculpture Park with free breakfast, WiFi, and parking.
The price is $359
$404 total
includes taxes & fees
May 11 - May 12
Dievole Wine Resort
Palazzo di Valli
Palazzo di Valli
3.0 star property
Siena
9.6 out of 10, Exceptional, (422 reviews)
Perched near Porta Romana and Porta Tufi, this charming hotel invites you to savor Tuscan sunsets from its rooftop terrace or garden. Enjoy a morning cooked-to-order breakfast, then explore Siena with helpful staff recommendations and free parking.
The price is $181
$205 total
includes taxes & fees
Jun 10 - Jun 11
Palazzo di Valli
Torre a Cona Wine Estate
Torre a Cona Wine Estate
Rignano sull'Arno
9.6 out of 10, Exceptional, (92 reviews)
Immerse yourself in vineyard views at this farm stay with a restaurant and bar. Free perks include breakfast, WiFi, and parking. Explore nearby Castello di Volognano, just a short drive from Rignano sull'Arno-Reggello Station.
The price is $326
$362 total
includes taxes & fees
May 31 - Jun 1
Torre a Cona Wine Estate
Fattoria di Vegi
Fattoria di Vegi
Castellina in Chianti
The price is $313
$351 total
includes taxes & fees
May 17 - May 18
Fattoria di Vegi
Relax Hotel Acquaviva
Relax Hotel Acquaviva
Casole d'Elsa
8.0 out of 10, Very Good, (2 reviews)
The price is $109
$130 total
includes taxes & fees
May 11 - May 12
Relax Hotel Acquaviva
Castello
Castello
3.0 star property
Sovicille
8.6 out of 10, Excellent, (73 reviews)
Immerse in the charm of this Tuscan hotel featuring regional dishes at Ai Girasoli restaurant. The property offers a welcoming bar, garden terrace, and 24-hour room service. Near Porta Tufi with free WiFi and parking, it's a short drive from Asciano Arbia Station.
The price is $89
$102 total
includes taxes & fees
May 24 - May 25
Castello
Villa San Lucchese
Villa San Lucchese
4.0 star property
Poggibonsi
9.4 out of 10, Exceptional, (339 reviews)
Set in Poggibonsi near San Lucchese Convent, this family-friendly hotel offers a seasonal outdoor pool, tennis courts, and poolside bar. Just 6 minutes from the train station, it's perfectly positioned for exploring picturesque towns across Tuscany.
The price is $134
$154 total
includes taxes & fees
May 20 - May 21
Villa San Lucchese
Hotel Tenuta Il Burchio
Hotel Tenuta Il Burchio
3.0 star property
Figline e Incisa Valdarno
8.8 out of 10, Excellent, (203 reviews)
Escape to this Tuscan retreat with an inviting outdoor pool and poolside bar. Enjoy regional specialties at the hotel restaurant after exploring nearby Fashion Groove and The Mall Luxury Outlet. Free breakfast, WiFi, and parking complete your family-friendly stay.
The price is $83
$95 total
includes taxes & fees
May 19 - May 20
Hotel Tenuta Il Burchio
Borgo San Felice Resort
Borgo San Felice Resort
5.0 star property
Castelnuovo Berardenga
9.8 out of 10, Exceptional, (81 reviews)
Immerse yourself in the Tuscan countryside at this luxurious retreat near San Felice Winery and Castle of Brolio. Enjoy pampering at the spa, dine at Poggio Rosso restaurant, and unwind by the pool with complimentary breakfast.
The price is $898
$1,000 total
includes taxes & fees
May 31 - Jun 1
Borgo San Felice Resort
Palace Hotel Due Ponti
Palace Hotel Due Ponti
3.0 star property
Due Ponti
8.4 out of 10, Very Good, (56 reviews)
Immerse yourself in Siena's culture at this comfortable retreat, where complimentary breakfast fuels your adventures. Just minutes from Porta Romana and Basilica di Santa Maria dei Servi, with a restaurant and bar for evening relaxation and free WiFi and parking.
The price is $85
$99 total
includes taxes & fees
May 24 - May 25
Palace Hotel Due Ponti
Hotel Colle Etrusco Salivolpi
Hotel Colle Etrusco Salivolpi
3.0 star property
Castellina in Chianti
9.6 out of 10, Exceptional, (116 reviews)
The price is $111
$125 total
includes taxes & fees
May 13 - May 14
Hotel Colle Etrusco Salivolpi
La pietra del cabreo
La pietra del cabreo
Greve in Chianti
10.0 out of 10, Exceptional, (100 reviews)
Nestled in charming Greve in Chianti, this countryside B&B offers a seasonal outdoor pool and complimentary perks including breakfast, WiFi, and parking. Located near Montefioralle Winery and Wine Museum, guests consistently praise the attentive staff.
The price is $289
$323 total
includes taxes & fees
May 12 - May 13
La pietra del cabreo
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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Frequently asked questions

What hotels do travelers like in Cavallari?
Can I book a refundable hotel in Cavallari?
If you want the flexibility to change your plans to Cavallari, most properties provide refundable* bookable rates. You can see these accommodations by searching our site and using the "fully refundable" filter to narrow the results down.
What will the weather in Cavallari be like during my visit?
August and July are typically the warmest months in Cavallari when the average temp is 72°F. January and February are the coldest months when the average temperature is 44°F. November and October are the months with the most rain.
Why should I book my Cavallari accommodation with Hotels.com?
There are lots of reasons to book your Cavallari trip with us: our free cancellations on selected hotels gives you flexibility, and with One Key™, our rewards program, you will be able to earn and use OneKeyCash™* on all eligible bookings such as hotels, car rentals, flights, vacation rentals and more on Hotels.com, Expedia and Vrbo.