Hotels in Montecastelli

Free cancellation options if plans change

Earn rewards on every night you stay

Save more with Member Prices

Check prices for these dates

Next weekend
Jul 31 - Aug 2
In two weeks
Aug 7 - Aug 9

Where to stay in Montecastelli?

Seasonal outdoor pool, sun loungers

Agriturismo Il Cerreto

Agriturismo Il Cerreto
5.0 star property
Pomarance
9.6 out of 10, Exceptional, (30 reviews)
Embrace rustic charm at this Pomarance farm stay featuring a rooftop terrace, seasonal outdoor pool with children's section, and Il Cerreto restaurant serving vegetarian cuisine. Near Porta all'Arco and Cathedral of Volterra, with free parking.
The price is $177
$195 total
includes taxes & fees
Jul 27 - Jul 28
Agriturismo Il Cerreto
Indoor pool, seasonal outdoor pool, pool umbrellas, sun loungers

Relax Hotel Acquaviva

Relax Hotel Acquaviva
Casole d'Elsa
7.8 out of 10, Good, (11 reviews)
The price is $112
$132 total
includes taxes & fees
Jul 29 - Jul 30
Relax Hotel Acquaviva
Property entrance

Tenuta Decimo

Tenuta Decimo
San Gimignano
8.4 out of 10, Very Good, (51 reviews)
This charming farm stay in San Gimignano offers a peaceful retreat with an outdoor pool and fitness center. Explore nearby attractions like Fattoria Il Palagio Winery or relax with a massage after a day of countryside adventures.
The price is $74
$87 total
includes taxes & fees
Jul 28 - Jul 29
Tenuta Decimo
Exterior

Villa Sabolini

Villa Sabolini
4.0 star property
Colle di Val d'Elsa
9.2 out of 10, Wonderful, (219 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 $150
$170 total
includes taxes & fees
Aug 25 - Aug 26
Villa Sabolini
Front of property

Hotel San Lino

Hotel San Lino
4.0 star property
Volterra
8.8 out of 10, Excellent, (250 reviews)
Set in historic Volterra, this welcoming hotel offers a refreshing private pool and terrace garden. Enjoy regional specialties at I Papi restaurant after exploring nearby Alabastri and Ecomuseum attractions. Just a 16-minute drive from Pomarance Station.
The price is $114
$132 total
includes taxes & fees
Jul 28 - Jul 29
Hotel San Lino
Free daily buffet breakfast

Hotel Girifalco - Nature & Relax

Hotel Girifalco - Nature & Relax
Massa Marittima
9.4 out of 10, Exceptional, (9 reviews)
Wake to a complimentary breakfast before exploring Torre del Candeliere and Arco Senese. The seasonal outdoor pool refreshes after hiking nearby trails. Free WiFi and parking add convenience, with Scarlino Station just a 19-minute drive away.
The price is $78
$94 total
includes taxes & fees
Jul 28 - Jul 29
Hotel Girifalco - Nature & Relax
Exterior

Hotel Foresteria Volterra

Hotel Foresteria Volterra
3.0 star property
Volterra
8.2 out of 10, Very Good, (132 reviews)
The price is $101
$117 total
includes taxes & fees
Jul 28 - Jul 29
Hotel Foresteria Volterra
Seasonal outdoor pool, open 9:00 AM to 8:00 PM, pool umbrellas

Agriturismo Nerbona

Agriturismo Nerbona
Colle di Val d'Elsa
9.6 out of 10, Exceptional, (22 reviews)
Immerse in authentic rural charm at this Tuscan farm house near Archeological Museum. The seasonal pool, free bikes, and volleyball court create a perfect countryside escape. Venture to nearby Il Palagio Winery after a day of mountain exploration.
The price is $118
$132 total
includes taxes & fees
Aug 5 - Aug 6
Agriturismo Nerbona
Terrace/patio

Albergo Etruria

Albergo Etruria
3.0 star property
Volterra
9.6 out of 10, Exceptional, (184 reviews)
Start each day with free breakfast in this Tuscan retreat near Torre del Porcellino. Unwind with drinks at the bar or grab snacks from the deli. Free WiFi and parking make exploration easy, while the bike shop adds adventure to your stay.
The price is $116
$133 total
includes taxes & fees
Jul 27 - Jul 28
Albergo Etruria
Exterior

Hotel Casolare Le Terre Rosse

Hotel Casolare Le Terre Rosse
3.0 star property
San Gimignano
9.2 out of 10, Wonderful, (472 reviews)
Soak in the Tuscan charm at this family-friendly hotel near Fattoria San Donato. Enjoy Italian cuisine at Hostaria Terre Rosse, cool off in the seasonal outdoor pool, or grab drinks at the bar. Free WiFi, parking, and a welcoming staff enhance your San Gimignano adventure.
The price is $175
$199 total
includes taxes & fees
Aug 24 - Aug 25
Hotel Casolare Le Terre Rosse
Terrace/patio

Borgo Pignano Volterra Tuscany

Borgo Pignano Volterra Tuscany
5.0 star property
Volterra
10.0 out of 10, Exceptional, (92 reviews)
Set in enchanting Volterra, this luxurious farm house offers two outdoor pools and Italian cuisine at Villa Pignano restaurant. Indulge in deep-tissue massages at the spa, sip drinks at the poolside bar, or visit the onsite winery while staying near Castelvecchio.
The price is $651
$722 total
includes taxes & fees
Aug 2 - Aug 3
Borgo Pignano Volterra Tuscany
Aerial view

Hotel Pescille by Double Hospitality

Hotel Pescille by Double Hospitality
3.0 star property
San Gimignano
9.4 out of 10, Exceptional, (361 reviews)
Immerse yourself in a tranquil Tuscan retreat featuring an outdoor pool with poolside bar. Explore nearby attractions like Fattoria San Donato, or sip wine at the hotel's winery before unwinding in the garden's serene atmosphere.
The price is $100
$117 total
includes taxes & fees
Jul 28 - Jul 29
Hotel Pescille by Double Hospitality
Seasonal outdoor pool, pool umbrellas, sun loungers

Albergo Villa Rioddi

Albergo Villa Rioddi
3.0 star property
Volterra
9.6 out of 10, Exceptional, (120 reviews)
Set in scenic Volterra, this charming retreat offers a seasonal outdoor pool with dedicated children's area, complimentary breakfast, and free parking. Unwind at the bar/lounge after exploring nearby Porta all'Arco and Cathedral of Volterra.
The price is $116
$134 total
includes taxes & fees
Aug 2 - Aug 3
Albergo Villa Rioddi
Seasonal outdoor pool, pool umbrellas, sun loungers

VIN Hotel - La Meridiana

VIN Hotel - La Meridiana
Montieri
9.4 out of 10, Exceptional, (22 reviews)
Unwind at this tranquil farm stay featuring a restaurant, bar, and terrace surrounded by Tuscan scenery. Cool off in the seasonal outdoor pool after exploring nearby attractions. Free breakfast, WiFi, and parking enhance your countryside getaway.
The price is $206
$226 total
includes taxes & fees
Jul 27 - Jul 28
VIN Hotel - La Meridiana
Deluxe Double Room, Balcony | Desk, cribs (surcharge), WiFi (free), bed sheets

Hotel Ristorante La Dama nella Vigna

Hotel Ristorante La Dama nella Vigna
Monteriggioni
9.4 out of 10, Exceptional, (45 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 $125
$143 total
includes taxes & fees
Aug 6 - Aug 7
Hotel Ristorante La Dama nella Vigna
Exterior detail

Hotel Volterra In Superior

Hotel Volterra In Superior
3.0 star property
Volterra
9.6 out of 10, Exceptional, (75 reviews)
Escape to this atmospheric hotel where the bar and café offer an inviting place to relax after exploring nearby Porta all'Arco and Palazzo dei Priori. Free WiFi, room service, and convenient business facilities enhance your Tuscan adventure.
The price is $112
$128 total
includes taxes & fees
Jul 31 - Aug 1
Hotel Volterra In Superior
Breakfast, lunch, dinner and brunch served

Villa San Lucchese

Villa San Lucchese
4.0 star property
Poggibonsi
9.4 out of 10, Exceptional, (350 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 $120
$139 total
includes taxes & fees
Jul 27 - Jul 28
Villa San Lucchese
Front of property

Villa Nencini

Villa Nencini
Volterra
8.4 out of 10, Very Good, (64 reviews)
Perched in picturesque Volterra, this hotel offers a refreshing seasonal outdoor pool and stunning rooftop terrace. Grab Italian cuisine at the restaurant or unwind with drinks at the bar. Alabaster attractions and local museums await just minutes away.
The price is $94
$109 total
includes taxes & fees
Aug 24 - Aug 25
Villa Nencini
Exterior detail

Riparbella Country Suite

Riparbella Country Suite
Riparbella
9.0 out of 10, Wonderful, (19 reviews)
Surrounded by Tuscan landscapes, this countryside hotel offers free buffet breakfast and complimentary WiFi. Explore nearby hiking and mountain biking trails or stroll to Riparbella Station. La Regola winery adventures await just minutes away.
The price is $73
$81 total
includes taxes & fees
Jul 27 - Jul 28
Riparbella Country Suite
Exterior

Hotel Borgo San Luigi

Hotel Borgo San Luigi
4.0 star property
Monteriggioni
9.2 out of 10, Wonderful, (431 reviews)
Immerse yourself in Italian charm at this countryside hotel featuring a seasonal outdoor pool with dedicated children's area. Enjoy Italian cuisine at LA BIANCA RESTAURANT before unwinding at the poolside bar. Near Le Caldane Thermal Baths with free breakfast and parking.
The price is $263
$297 total
includes taxes & fees
Aug 2 - Aug 3
Hotel Borgo San Luigi
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.
View all properties

Check out reviews of Montecastelli hotels guests love

Borgo Santo Pietro

Borgo Santo Pietro

10/10 Excellent
"I think this has to b"
Millie 3-night trip
Posted 13 hours ago
Borgo Santo Pietro

Frequently asked questions

What accommodations do travelers like in Montecastelli?
Guests like Castello di Casole, A Belmond Hotel, Tuscany.
Can I book a refundable accommodation in Montecastelli?
If you're looking for the flexibility to change your plans to Montecastelli, most accommodations offer refundable* bookable rates. You can see these properties by searching our site and using the "fully refundable" filter to narrow the results down.
Where can I stay in Montecastelli if I want a vacation rental instead of a hotel?
If you're looking for a good alternative to a hotel, review our selection of 16 vacation homes. In addition, you can choose from 16 apartments.
What will the weather in Montecastelli be like during my visit?
August and July are typically the warmest months in Montecastelli 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 Montecastelli accommodation with Hotels.com?
There are lots of reasons to book your Montecastelli 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.