Title: Book The Best Hotels in Montemassi for 2025 from CA $111 - Fully Refundable Options - Expedia.ca

  

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# Find hotels in Montemassi from CA $111

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## Go beyond your typical stay in Montemassi

Spa

[](https://www.expedia.ca/Hotel-Search?destination=Montemassi%2C+Roccastrada%2C+Tuscany%2C+Italy&regionId=6361379&latLong=42.993097%2C11.06425&adults=2&startDate=2025-10-15&d1=2025-10-15&endDate=2025-10-17&d2=2025-10-17&amenities=SPA_ON_SITE)

Ocean view

[](https://www.expedia.ca/Hotel-Search?destination=Montemassi%2C+Roccastrada%2C+Tuscany%2C+Italy&regionId=6361379&latLong=42.993097%2C11.06425&adults=2&startDate=2025-10-15&d1=2025-10-15&endDate=2025-10-17&d2=2025-10-17&amenities=OCEAN_VIEW)

Farm

[](https://www.expedia.ca/Hotel-Search?destination=Montemassi%2C+Roccastrada%2C+Tuscany%2C+Italy&regionId=6361379&latLong=42.993097%2C11.06425&adults=2&startDate=2025-10-15&d1=2025-10-15&endDate=2025-10-17&d2=2025-10-17&lodging=AGRITOURISM)

Family friendly

[](https://www.expedia.ca/Hotel-Search?destination=Montemassi%2C+Roccastrada%2C+Tuscany%2C+Italy&regionId=6361379&latLong=42.993097%2C11.06425&adults=2&startDate=2025-10-15&d1=2025-10-15&endDate=2025-10-17&d2=2025-10-17&travelerType=family_friendly)

Pool

[](https://www.expedia.ca/Hotel-Search?destination=Montemassi%2C+Roccastrada%2C+Tuscany%2C+Italy&regionId=6361379&latLong=42.993097%2C11.06425&adults=2&startDate=2025-10-15&d1=2025-10-15&endDate=2025-10-17&d2=2025-10-17&amenities=POOL)

Hot tub

[](https://www.expedia.ca/Hotel-Search?destination=Montemassi%2C+Roccastrada%2C+Tuscany%2C+Italy&regionId=6361379&latLong=42.993097%2C11.06425&adults=2&startDate=2025-10-15&d1=2025-10-15&endDate=2025-10-17&d2=2025-10-17&amenities=HOT_TUB)

Apart­ment

[](https://www.expedia.ca/Hotel-Search?destination=Montemassi%2C+Roccastrada%2C+Tuscany%2C+Italy&regionId=6361379&latLong=42.993097%2C11.06425&adults=2&startDate=2025-10-15&d1=2025-10-15&endDate=2025-10-17&d2=2025-10-17&lodging=APARTMENT)

Pet friendly

[](https://www.expedia.ca/Hotel-Search?destination=Montemassi%2C+Roccastrada%2C+Tuscany%2C+Italy&regionId=6361379&latLong=42.993097%2C11.06425&adults=2&startDate=2025-10-15&d1=2025-10-15&endDate=2025-10-17&d2=2025-10-17&amenities=PETS)

Villa

[](https://www.expedia.ca/Hotel-Search?destination=Montemassi%2C+Roccastrada%2C+Tuscany%2C+Italy&regionId=6361379&latLong=42.993097%2C11.06425&adults=2&startDate=2025-10-15&d1=2025-10-15&endDate=2025-10-17&d2=2025-10-17&lodging=VILLA)

## Check prices for these dates

Tonight

[Oct 2 - Oct 3](https://www.expedia.ca/Hotel-Search?regionId=6361379&startDate=2025-10-02&endDate=2025-10-03&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

Tomorrow

[Oct 3 - Oct 4](https://www.expedia.ca/Hotel-Search?regionId=6361379&startDate=2025-10-03&endDate=2025-10-04&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

This weekend

[Oct 3 - Oct 5](https://www.expedia.ca/Hotel-Search?regionId=6361379&startDate=2025-10-03&endDate=2025-10-05&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

Next weekend

[Oct 10 - Oct 12](https://www.expedia.ca/Hotel-Search?regionId=6361379&startDate=2025-10-10&endDate=2025-10-12&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

## Compare 2,100 hotels, room rates, hotel reviews and availability. Most hotels are fully refundable.

![Seasonal outdoor pool](https://images.trvl-media.com/lodging/92000000/91700000/91697200/91697151/917ac63d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Suite | Living area](https://images.trvl-media.com/lodging/92000000/91700000/91697200/91697151/55d144d5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor dining](https://images.trvl-media.com/lodging/92000000/91700000/91697200/91697151/6fc5d0b0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/92000000/91700000/91697200/91697151/e8ad1472.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Locanda Fontelupa

Campagnatico

10/10

Exceptional

(10)

"Giuska was the perfect host. She offered guidance when needed and was always on hand. The food was memorable and the area around the pool incredibly tranquil. We would love to return! "

CA $299

CA $329 total

includes taxes & fees

Oct 4 - Oct 5

[](https://www.expedia.ca/Campagnatico-Hotels-Locanda-FonteLupa.h91697151.Hotel-Information)

![Restaurant](https://images.trvl-media.com/lodging/12000000/11980000/11970400/11970358/6f4a4361.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, desk, free WiFi, bed sheets](https://images.trvl-media.com/lodging/12000000/11980000/11970400/11970358/1d1d18d2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor pool](https://images.trvl-media.com/lodging/12000000/11980000/11970400/11970358/cf977674.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior entrance](https://images.trvl-media.com/lodging/12000000/11980000/11970400/11970358/0e2d5ac1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Pecora Vecchia - ColleMassari Hospitality

Cinigiano

9.4/10

Exceptional

(3)

"Great place if you are looking for some rest and relaxation! Quiet remote setting with fantastic wine from their award winning vineyard"

CA $704

CA $775 total

includes taxes & fees

Nov 1 - Nov 2

[](https://www.expedia.ca/Cinigiano-Hotels-Pecora-Vecchia-ColleMassari-Hospitality.h11970358.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/12000000/11980000/11970500/11970452/9e9fcee4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/12000000/11980000/11970500/11970452/7e1a31f7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Business centre](https://images.trvl-media.com/lodging/12000000/11980000/11970500/11970452/253c5076.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/12000000/11980000/11970500/11970452/9b041ec3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Wine Relais in Montecucco

Cinigiano

9.8/10

Exceptional

(15)

"The place is beautiful and peaceful. Awesome place to relax and enjoy family time. The breakfast and dinner are both amazing at the hotel, thwy are fresh and organic. Staff are very friendly and helpful, i would def come back again!!!!!"

CA $327

CA $360 total

includes taxes & fees

Oct 3 - Oct 4

[](https://www.expedia.ca/Cinigiano-Hotels-Tenuta-Di-Montecucco-ColleMassari-Hospitality.h11970452.Hotel-Information)

![2 outdoor pools, an infinity pool, pool umbrellas, sun loungers](https://images.trvl-media.com/lodging/2000000/1770000/1760200/1760188/1ba89726.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lunch and dinner served, Regional cuisine](https://images.trvl-media.com/lodging/2000000/1770000/1760200/1760188/c997d71e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lunch and dinner served, Regional cuisine](https://images.trvl-media.com/lodging/2000000/1770000/1760200/1760188/abcff0c9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/2000000/1770000/1760200/1760188/ccebcf73.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Castello Di Vicarello

Cinigiano

9.6/10

Exceptional

(24)

"AMAZING PROPERTY!"

CA $1,162

CA $1,278 total

includes taxes & fees

Nov 2 - Nov 3

[](https://www.expedia.ca/Cinigiano-Hotels-Castello-Di-Vicarello.h1760188.Hotel-Information)

![Seasonal outdoor pool, pool umbrellas, sun loungers](https://images.trvl-media.com/lodging/33000000/32270000/32260100/32260093/3ce807bd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Apartment, 1 Bedroom | View from room](https://images.trvl-media.com/lodging/33000000/32270000/32260100/32260093/6d37e15d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Apartment, 1 Bedroom](https://images.trvl-media.com/lodging/33000000/32270000/32260100/32260093/b472411e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Studio | Private kitchen](https://images.trvl-media.com/lodging/33000000/32270000/32260100/32260093/e03a832d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Country House il Ciliegio

Roccastrada

9.2/10

Wonderful

(7)

"It was a very pleasant stay, a warm welcome. A beautiful location surrounded by nature."

CA $115

CA $127 total

includes taxes & fees

Oct 10 - Oct 11

[](https://www.expedia.ca/Roccastrada-Hotels-Country-House-Il-Ciliegio.h32260093.Hotel-Information)

![Bar (on property)](https://images.trvl-media.com/lodging/23000000/22850000/22845000/22844969/462a9716.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Romantic Room](https://images.trvl-media.com/lodging/23000000/22850000/22845000/22844969/5f4bf984.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Snack bar](https://images.trvl-media.com/lodging/23000000/22850000/22845000/22844969/e09c5e1a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Romantic Room](https://images.trvl-media.com/lodging/23000000/22850000/22845000/22844969/5be41ec9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### La Melosa Resort & Spa

Roccastrada

9.4/10

Exceptional

(36)

"This resort was more than i expected, it was beautiful and food was great,tey there dinner "

CA $151

CA $167 total

includes taxes & fees

Oct 12 - Oct 13

[](https://www.expedia.ca/Roccastrada-Hotels-La-Melosa-ResortSpa.h22844969.Hotel-Information)

![Seasonal outdoor pool, pool umbrellas, sun loungers](https://images.trvl-media.com/lodging/23000000/22710000/22700300/22700284/909d84a2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![40-inch flat-screen TV with satellite channels](https://images.trvl-media.com/lodging/23000000/22710000/22700300/22700284/e8912855.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Free self parking](https://images.trvl-media.com/lodging/23000000/22710000/22700300/22700284/09c21664.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Deluxe Room, 1 Queen Bed, Valley View | View from room](https://images.trvl-media.com/lodging/23000000/22710000/22700300/22700284/61c805cd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Hotel Girifalco - Nature & Relax

Massa Marittima

9.0/10

Wonderful

(2)

CA $102

CA $123 total

includes taxes & fees

Oct 20 - Oct 21

[](https://www.expedia.ca/Massa-Marittima-Hotels-Hotel-Girifalco-Nature-Relax.h22700284.Hotel-Information)

![Dining](https://images.trvl-media.com/lodging/8000000/7750000/7748600/7748578/bcd5056b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/8000000/7750000/7748600/7748578/3fd13b1c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Living area](https://images.trvl-media.com/lodging/8000000/7750000/7748600/7748578/0928c9cf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Superior Twin Room (Villa Master Double with Balcony)](https://images.trvl-media.com/lodging/8000000/7750000/7748600/7748578/450fd48e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Valdonica Winery & Vineyard Residence

Roccastrada

9.4/10

Exceptional

(27)

"pretty setting"

CA $262

CA $289 total

includes taxes & fees

Nov 1 - Nov 2

[](https://www.expedia.ca/Roccastrada-Hotels-Valdonica-Winery-Vineyard-Residence.h7748578.Hotel-Information)

![Classic Duplex, 2 Bedrooms, Patio, Pool View | Terrace/patio](https://images.trvl-media.com/lodging/113000000/112080000/112070200/112070192/f5f2b7f3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Seasonal outdoor pool, pool umbrellas, sun loungers](https://images.trvl-media.com/lodging/113000000/112080000/112070200/112070192/e404a3ac.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Classic Apartment, 1 Queen Bed with Sofa bed, Patio, Garden View | Terrace/patio](https://images.trvl-media.com/lodging/113000000/112080000/112070200/112070192/60e5c1e7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Children's play area - outdoor](https://images.trvl-media.com/lodging/113000000/112080000/112070200/112070192/30b5020c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

 

### Podere Cascatelle & Agriletizia

Massa Marittima

10/10

Exceptional

(1)

"L’endroit est parfait pour un séjour en nature. L’accueil est très chaleureux et le logement super propre. Il y a de petites attention bien appréciées comme un panier déposé chaque soir avec des aliments pour le déjeuner. Le lit n’était pas très confortable mais nous avons quand même apprécié l’endroit."

CA $72

CA $90 total

includes taxes & fees

Oct 4 - Oct 5

[](https://www.expedia.ca/Massa-Marittima-Hotels-Podere-Cascatelle-Agriletizia.h112070192.Hotel-Information)

![Superior Quadruple Room | Terrace/patio](https://images.trvl-media.com/lodging/27000000/26920000/26911600/26911538/a27fec4e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Standard Single Room](https://images.trvl-media.com/lodging/27000000/26920000/26911600/26911538/6fc853ea.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Economy Twin Room](https://images.trvl-media.com/lodging/27000000/26920000/26911600/26911538/9219eed0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Economy Triple Room | Bathroom](https://images.trvl-media.com/lodging/27000000/26920000/26911600/26911538/5955aa2f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Hotel Massa Vecchia

Massa Marittima

8.4/10

Very good

(10)

CA $112

CA $124 total

includes taxes & fees

Nov 2 - Nov 3

[](https://www.expedia.ca/Massa-Marittima-Hotels-Hotel-Massa-Vecchia.h26911538.Hotel-Information)

![Seasonal outdoor pool, pool umbrellas, sun loungers](https://images.trvl-media.com/lodging/3000000/2540000/2531200/2531190/b446f9be.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Tasting room](https://images.trvl-media.com/lodging/3000000/2540000/2531200/2531190/0e9dd114.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Superior Room](https://images.trvl-media.com/lodging/3000000/2540000/2531200/2531190/a05a6346.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Garden](https://images.trvl-media.com/lodging/3000000/2540000/2531200/2531190/6d77dab6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Antico Casale L'Impostino

Civitella Paganico

9.4/10

Exceptional

(36)

"The pool was great, the room was a great size and clean and breakfast was good."

CA $190

CA $210 total

includes taxes & fees

Oct 6 - Oct 7

[](https://www.expedia.ca/Civitella-Paganico-Hotels-Antico-Casale-LImpostino.h2531190.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/26000000/25790000/25789000/25788946/w655h664x72y63-4ddf6c39.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/26000000/25790000/25789000/25788946/ec70fbe3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/26000000/25790000/25789000/25788946/7d85c6d7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Free WiFi, bed sheets](https://images.trvl-media.com/lodging/26000000/25790000/25789000/25788946/61c06315.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### B&B Monte Di Bù

Campagnatico

9.0/10

Wonderful

(9)

"This B&B was AMAZING !! Our room was wonderful and the swimming pool was great and our breakfast was delicious 😋 but our favorite thing was meeting precious Antoinette and her boys !! We highly recommend staying here !!"

CA $99

CA $109 total

includes taxes & fees

Oct 15 - Oct 16

[](https://www.expedia.ca/Campagnatico-Hotels-BB-Monte-Di-Bu.h25788946.Hotel-Information)

![Seasonal outdoor pool, pool umbrellas, sun loungers](https://images.trvl-media.com/lodging/23000000/22610000/22608400/22608389/0e4398bd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Comfort Apartment, 2 Bedrooms, Kitchen, Garden Area | Living area](https://images.trvl-media.com/lodging/23000000/22610000/22608400/22608389/1cfba4d5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Garden](https://images.trvl-media.com/lodging/23000000/22610000/22608400/22608389/a1814590.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Reception](https://images.trvl-media.com/lodging/23000000/22610000/22608400/22608389/c51fb133.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Il Belvedere Country Houses

Massa Marittima

8.4/10

Very good

(18)

"It was a nice place to stay"

CA $103

CA $123 total

includes taxes & fees

Oct 3 - Oct 4

[](https://www.expedia.ca/Massa-Marittima-Hotels-Il-Belvedere-Country-Houses.h22608389.Hotel-Information)

![Seasonal outdoor pool](https://images.trvl-media.com/lodging/9000000/8330000/8328300/8328281/299c1cea.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Garden](https://images.trvl-media.com/lodging/9000000/8330000/8328300/8328281/0f596202.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/9000000/8330000/8328300/8328281/17a65b5b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Bar (on property)](https://images.trvl-media.com/lodging/9000000/8330000/8328300/8328281/c0884cda.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Agriturismo San Galgano

Chiusdino

9.0/10

Wonderful

(43)

"Absolutely amazing. Even the morning was cloudy and overwhelmed with fogs, the view was spectacular with view of 'Abbaye de San Galgano'. The breakfast buffet was also more than delicious. Specifically, the salamis were cut from the staffs, not those bought from manufactured products, which also tasted great. The person who helped our check-in and -out was the only person fluent in English, but you can conversate with other staffs with no problem using your body language, don't worry about this....

CA $129

CA $147 total

includes taxes & fees

Oct 22 - Oct 23

[](https://www.expedia.ca/Chiusdino-Hotels-Agriturismo-San-Galgano.h8328281.Hotel-Information)

![Local cuisine](https://images.trvl-media.com/lodging/16000000/15240000/15233500/15233412/134b1184.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/16000000/15240000/15233500/15233412/4da6b368.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/16000000/15240000/15233500/15233412/958727d8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Apartment, 1 Bedroom](https://images.trvl-media.com/lodging/16000000/15240000/15233500/15233412/0ec58687.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Casale San Galgano

Chiusdino

10/10

Exceptional

(20)

"Peace and nature at its best"

CA $119

CA $136 total

includes taxes & fees

Oct 20 - Oct 21

[](https://www.expedia.ca/Chiusdino-Hotels-Casale-San-Galgano.h15233412.Hotel-Information)

![Superior Apartment, 1 Bedroom | View from room](https://images.trvl-media.com/lodging/14000000/13250000/13244100/13244059/1708b261.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby](https://images.trvl-media.com/lodging/14000000/13250000/13244100/13244059/f250b243.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Superior Apartment, 2 Bedrooms, Sea View | View from room](https://images.trvl-media.com/lodging/14000000/13250000/13244100/13244059/fd4737d2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/14000000/13250000/13244100/13244059/da6e6d1e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Baia Etrusca

Piombino

8.0/10

Very good

(24)

"Ontzettend mooie plek in een dal, je moet goed ter been zijn, veel hoogte verschillen. Alles netjes en top geregeld. Vriendelijk personeel. Ontbijt was heerlijk uitgebreid alles vers. Wij verbleven in de luxe, nieuwe, huisjes. Dit was een soort veredelde tent, erg leuk, wij zaten bij het bruggetje, de beste plek van al deze want je kon buiten zitten, veel ruimte. Maar het had tujdens ons verblijf geregend, dan wel fris en alles klam. Kachel kon wel aan, maar ja in de zomer deden we dit...

CA $138

CA $151 total

includes taxes & fees

Oct 3 - Oct 4

[](https://www.expedia.ca/Piombino-Hotels-Baia-Etrusca.h13244059.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/91000000/90790000/90780400/90780331/c3518237.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Point of interest](https://images.trvl-media.com/lodging/91000000/90790000/90780400/90780331/4c03d3b2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Breakfast, lunch and dinner served](https://images.trvl-media.com/lodging/91000000/90790000/90780400/90780331/a39755eb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/91000000/90790000/90780400/90780331/56357fa1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Locanda Da Nada

Roccastrada

9.4/10

Exceptional

(15)

"Posto tranquillo "

CA $81

CA $90 total

includes taxes & fees

Oct 5 - Oct 6

[](https://www.expedia.ca/Roccastrada-Hotels-Locanda-Da-Nada.h90780331.Hotel-Information)

![Terrace/patio](https://images.trvl-media.com/lodging/111000000/110870000/110865300/110865224/b3e25d5a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Deluxe Room, Patio, Vineyard View | Terrace/patio](https://images.trvl-media.com/lodging/111000000/110870000/110865300/110865224/4c0ab96d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Deluxe Double Room](https://images.trvl-media.com/lodging/111000000/110870000/110865300/110865224/1cd5b55a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/111000000/110870000/110865300/110865224/46fd53db.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Valdonica Winery - Chill in Nature Lodge

Roccastrada

CA $326

CA $359 total

includes taxes & fees

Oct 3 - Oct 4

[](https://www.expedia.ca/Roccastrada-Hotels-Valdonica-Winery-Chill-In-Nature-Lodge.h110865224.Hotel-Information)

![Front of property](https://images.trvl-media.com/lodging/2000000/1280000/1277600/1277581/e5c725af.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Free daily buffet breakfast](https://images.trvl-media.com/lodging/2000000/1280000/1277600/1277581/7b21c274.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property entrance](https://images.trvl-media.com/lodging/2000000/1280000/1277600/1277581/a1dbb607.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Reception](https://images.trvl-media.com/lodging/2000000/1280000/1277600/1277581/4b1fc300.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Grand Hotel Bastiani

Grosseto

8.6/10

Excellent

(216)

"The staff was wonderful and the room quality and location very nice "

CA $124

CA $144 total

includes taxes & fees

Oct 5 - Oct 6

[](https://www.expedia.ca/Grosseto-Hotels-Grand-Hotel-Bastiani.h1277581.Hotel-Information)

![Deluxe Tent | Garden view](https://images.trvl-media.com/lodging/33000000/32010000/32002800/32002783/2ca784fd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Point of interest](https://images.trvl-media.com/lodging/33000000/32010000/32002800/32002783/07cdaf04.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/33000000/32010000/32002800/32002783/312cb625.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/33000000/32010000/32002800/32002783/8d1556ac.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Serraiola Alta

Monterotondo Marittimo

10/10

Exceptional

(1)

"Un lieu superbe ,nous nous y sommes sentis comme chez nous dès notre arrivée . Un lieu où il fait bon se reposer ,profiter , déconnecter . Nous avons été accueillis avec douceur , gentillesse et beaucoup de générosité . Important ils aiment les animaux et sont donc les bienvenus . Notre petit Gus a été le plus heureux aussi . Merci de cette parenthèse à très bientôt ❤️"

CA $127

CA $140 total

includes taxes & fees

Oct 5 - Oct 6

[](https://www.expedia.ca/Monterotondo-Marittimo-Hotels-Serraiola-Alta.h32002783.Hotel-Information)

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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## More cheap stays in Montemassi

![Baia Etrusca](https://images.trvl-media.com/lodging/14000000/13250000/13244100/13244059/1708b261_y.jpg?impolicy=resizecrop&rw=402&ra=fit)

### Baia Etrusca

Località Torre Mozza, 20, Piombino, LI

CA $138

CA $151 total

Oct 3 - Oct 4

includes taxes & fees

8/10 Very Good! (24 reviews)

[](https://expedia.ca/Piombino-Hotels-Baia-Etrusca.h13244059.Hotel-Information)

![Guadalupe Tuscany Resort](https://images.trvl-media.com/lodging/3000000/2550000/2540400/2540351/f0dc7cf0_y.jpg?impolicy=resizecrop&rw=402&ra=fit)

### Guadalupe Tuscany Resort

Strada Provinciale Del Bozzone, Grosseto, GR

[Get rates](https://expedia.ca/Hotel-Search?startDate=16%2F10%2F2025&endDate=17%2F10%2F2025&selected=2540351&PinnedHotelID=2540351&HadPinnedHotel=true&regionId=6361379)

[](https://expedia.ca/Grosseto-Hotels-Guadalupe-Tuscany-Resort.h2540351.Hotel-Information)

![Hotel Massa Vecchia](https://images.trvl-media.com/lodging/27000000/26920000/26911600/26911538/a27fec4e_y.jpg?impolicy=resizecrop&rw=402&ra=fit)

### Hotel Massa Vecchia

Massa Vecchia, 23, Massa Marittima, GR

CA $112

CA $124 total

Nov 2 - Nov 3

includes taxes & fees

[](https://expedia.ca/Massa-Marittima-Hotels-Hotel-Massa-Vecchia.h26911538.Hotel-Information)

![Hotel C'era Una Volta](https://images.trvl-media.com/lodging/18000000/17750000/17745800/17745741/f5e7753e_y.jpg?impolicy=resizecrop&rw=402&ra=fit)

### Hotel C'era Una Volta

Via Balzini 11, Castiglione della Pescaia, GR

[Get rates](https://expedia.ca/Hotel-Search?startDate=16%2F10%2F2025&endDate=17%2F10%2F2025&selected=17745741&PinnedHotelID=17745741&HadPinnedHotel=true&regionId=6361379)

[](https://expedia.ca/Castiglione-Della-Pescaia-Hotels-Hotel-Cera-Una-Volta.h17745741.Hotel-Information)

![Podere Valmarina](https://images.trvl-media.com/lodging/32000000/31630000/31621300/31621221/a8781160_y.jpg?impolicy=resizecrop&rw=402&ra=fit)

### Podere Valmarina

Via Aurelia Nord 10, Grosseto, GR

[Get rates](https://expedia.ca/Hotel-Search?startDate=16%2F10%2F2025&endDate=17%2F10%2F2025&selected=31621221&PinnedHotelID=31621221&HadPinnedHotel=true&regionId=6361379)

[](https://expedia.ca/Follonica-Hotels-Podere-Valmarina.h31621221.Hotel-Information)

![Agriturismo Bio Fattoria Casetta](https://images.trvl-media.com/lodging/30000000/29750000/29745300/29745226/8318d38d_y.jpg?impolicy=resizecrop&rw=402&ra=fit)

### Agriturismo Bio Fattoria Casetta

VIA DEI PIANETTI 6, fr. Bivio Ravi, Gavorrano, GR

[Get rates](https://expedia.ca/Hotel-Search?startDate=16%2F10%2F2025&endDate=17%2F10%2F2025&selected=29745226&PinnedHotelID=29745226&HadPinnedHotel=true&regionId=6361379)

10/10 Exceptional! (2 reviews)

[](https://expedia.ca/Gavorrano-Hotels-Agriturismo-Casetta.h29745226.Hotel-Information)

## Recent reviews of Montemassi hotels

![Private and cozy retreat in Montalcino with private pool surrounded by vineyards](//images.trvl-media.com/lodging/36000000/35330000/35330000/35329902/822e6f62_y.jpg)

### Private and cozy retreat in Montalcino with private pool surrounded by vineyards

5/5 Excellent

"The villa was clean, spacious and very comfortable. The views were amazing!"

A verified traveller stayed at Private and cozy retreat in Montalcino with private pool surrounded by vineyards

Posted 13 hours ago

[](https://expedia.ca/Montalcino-Hotels-Private-And-Cozy-Retreat-In-Montalcino-With-Private-Pool-Surrounded-By-Vineyards.h35329902.Hotel-Information)

![Hotel Nuova Grosseto](//images.trvl-media.com/lodging/10000000/9150000/9143200/9143117/e64b1467_y.jpg)

### Hotel Nuova Grosseto

5/5 Excellent

"Great staff, Friendly and very clean. Great pool be wonderful for children too."

A verified traveller stayed at Hotel Nuova Grosseto

Posted 17 hours ago

[](https://expedia.ca/Grosseto-Hotels-Hotel-Nuova-Grosseto.h9143117.Hotel-Information)

![The Sense Experience Resort - Preferred Hotels & Resorts](//images.trvl-media.com/lodging/32000000/31890000/31888200/31888190/b5c9e58e_y.jpg)

### The Sense Experience Resort - Preferred Hotels & Resorts

5/5 Excellent

"No kitchen"

A verified traveller stayed at The Sense Experience Resort - Preferred Hotels & Resorts

Posted 18 hours ago

[](https://expedia.ca/Follonica-Hotels-The-Sense-Experience-Resort.h31888190.Hotel-Information)

![Montebelli Agriturismo & Country Hotel](//images.trvl-media.com/lodging/3000000/2240000/2239000/2238965/bbe0969c_y.jpg)

### Montebelli Agriturismo & Country Hotel

5/5 Excellent

"No VIP upgrade. No freezer in the room. No teapot in the room and the one we got, had different power socket"

A verified traveller from Davie stayed at Montebelli Agriturismo & Country Hotel

Posted 5 days ago

[](https://expedia.ca/Gavorrano-Hotels-Montebelli-Agriturismo-Country-Hotel.h2238965.Hotel-Information)

![Hotel La Pineta](//images.trvl-media.com/lodging/7000000/6940000/6938600/6938530/cefd65b1_y.jpg)

### Hotel La Pineta

5/5 Excellent

"Nicely renovated room. Staff was very friendly and helpful."

A verified traveller stayed at Hotel La Pineta

Posted 6 days ago

[](https://expedia.ca/Follonica-Hotels-Hotel-La-Pineta.h6938530.Hotel-Information)

![Grand Hotel Bastiani](//images.trvl-media.com/lodging/2000000/1280000/1277600/1277581/e5c725af_y.jpg)

### Grand Hotel Bastiani

5/5 Excellent

"Great bed. Great air conditioning. Great bathtub and shower. Very good location , near museums and restaurants. A twelve minute walk to the train station. Breakfast was good. "

A verified traveller stayed at Grand Hotel Bastiani

Posted 10 days ago

[](https://expedia.ca/Grosseto-Hotels-Grand-Hotel-Bastiani.h1277581.Hotel-Information)

![Castello Banfi - Il Borgo](//images.trvl-media.com/lodging/5000000/4780000/4774100/4774015/89af6209_y.jpg)

### Castello Banfi - Il Borgo

5/5 Excellent

"What a property! The drive in is stunning. Amazing greeting. Easy parking within a gated area. The check-in was first class. We were given a tour of the property which is incredible. The rooms are incredible. Then we experienced a wine tasting that we won't forget. The Banfi wines are amazing. Then we experienced arguably our favourite dining experience at the Michelin Star restaurant on the property. What a property! What a team!! We are already discussing our return. "

A verified traveller stayed at Castello Banfi - Il Borgo

Posted 10 days ago

[](https://expedia.ca/Montalcino-Hotels-Castello-Banfi-Il-Borgo.h4774015.Hotel-Information)

![Hotel Airone](//images.trvl-media.com/lodging/23000000/22490000/22481500/22481472/c64e3088_y.jpg)

### Hotel Airone

5/5 Excellent

"Loved the hot tub area! "

A verified traveller stayed at Hotel Airone

Posted 10 days ago

[](https://expedia.ca/Grosseto-Hotels-Hotel-Airone.h22481472.Hotel-Information)

![Borgo Santo Pietro](//images.trvl-media.com/lodging/5000000/4650000/4644800/4644735/32bc8809_y.jpg)

### Borgo Santo Pietro

5/5 Excellent

"This pristine and beautiful property took our breath away upon arrival. Five star service and amenities abound. Our suite was stunning and well appointed. We felt as if we stepped back in time and were reminded of what outstanding service and accommodations should be like ~ a much needed respite after a busy week in Florence. The restaurants were outstanding. Top notch property and my husband referred to Borgo Santo Pietro as the most beautiful hotel he’s ever stayed at. So very grateful. The Heils"

A verified traveller from Midway stayed at Borgo Santo Pietro

Posted 2 weeks ago

[](https://expedia.ca/Chiusdino-Hotels-Relais-Borgo-Santo-Pietro.h4644735.Hotel-Information)

## Frequently asked questions

### Can I cancel my hotel reservation on Expedia?

> Many Expedia hotel reservations are refundable, provided that you cancel before the hotel's cancellation deadline – this is often within 24-48 hours of your scheduled arrival. If you have a non-refundable booking, it might still be possible to receive a refund if you cancel it within 24 hours of booking. Be sure to check your booking confirmation for the exact cancellation policy. For maximum flexibility, use our "Fully refundable property" filter during your search to find the right Montemassi hotel for you.

### How can I save on a Montemassi hotel booking with Expedia?

> Members always get our best prices. Find our best Montemassi hotel deals by joining Expedia's free travel rewards program today. As a member, you can unlock instant savings and member perks when you're logged in to your account. Another tip is to book your hotel and flights together on Expedia, where bundling can result in significant savings.

### How much is the nightly rate at a Montemassi hotel?

> Prices for hotels in Montemassi often vary, but you can find a great deal from CA $111 on Expedia. All sorts of factors affect price, such as the time of year or the days of the week you choose for your stay. Find the best deals by being flexible with your dates, and sort search results by "Price: low to high" for the cheapest rate.

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-   [Flights to Chiusdino](https://www.expedia.ca/Cheap-Flights-To-Chiusdino.d602582.Travel-Guide-Flights)
-   [Flights to Follonica](https://www.expedia.ca/Cheap-Flights-To-Follonica.d6123914.Travel-Guide-Flights)
-   [Flights to Grosseto](https://www.expedia.ca/Cheap-Flights-To-Grosseto.d7512.Travel-Guide-Flights)
-   [Flights to Prata](https://www.expedia.ca/Cheap-Flights-To-Prata.d6361380.Travel-Guide-Flights)
-   [Flights to Ravi](https://www.expedia.ca/Cheap-Flights-To-Ravi.d6361373.Travel-Guide-Flights)
-   [Flights to Province of Grosseto](https://www.expedia.ca/Destinations-In-Province-Of-Grosseto.d6047854.Flight-Destinations)
-   [Flights from Castiglione della Pescaia](https://www.expedia.ca/lp/flights/6035388/flights-from-castiglione-della-pescaia)
-   [Flights from Scarlino](https://www.expedia.ca/lp/flights/6059331/flights-from-scarlino)
-   [Flights from Frankfurt (FRA) to Grosseto (GRS)](https://www.expedia.ca/lp/flights/fra/grs/frankfurt-to-grosseto)
-   [Flights from Toronto (YYZ) to Grosseto (GRS)](https://www.expedia.ca/lp/flights/yyz/grs/toronto-to-grosseto)

-   [Acquavillage Follonica](https://www.expedia.ca/Acquavillage-Follonica-Follonica.d553248621532497806.Vacation-Attraction)
-   [Visit Argiano](https://www.expedia.ca/Argiano.dx3000028975)
-   [Visit Brenna](https://www.expedia.ca/Brenna.dx6361499)
-   [Brunello di Montalcino Wine Area Vacations](https://www.expedia.ca/Brunello-Di-Montalcino-Wine-Area.d6342620.Destination-Travel-Guides)
-   [Visit Brunello di Montalcino Wine Area](https://www.expedia.ca/Brunello-Di-Montalcino-Wine-Area.dx6342620)
-   [Visit Caldana](https://www.expedia.ca/Caldana.dx602920)
-   [Visit Casciano di Murlo](https://www.expedia.ca/Casciano-Di-Murlo.dx6035423)
-   [Visit Castiglione della Pescaia](https://www.expedia.ca/Castiglione-Della-Pescaia.dx6035388)
-   [Visit Cinigiano](https://www.expedia.ca/Cinigiano.dx602923)
-   [Visit Follonica](https://www.expedia.ca/Follonica.dx6123914)
-   [Visit Grosseto](https://www.expedia.ca/Grosseto.dx7512)
-   [La Pesta Vacations](https://www.expedia.ca/La-Pesta.d6361376.Destination-Travel-Guides)
-   [Visit La Pesta](https://www.expedia.ca/La-Pesta.dx6361376)
-   [Visit La Sabatina](https://www.expedia.ca/La-Sabatina.dx553248635118509399)
-   [Visit Massa Marittima](https://www.expedia.ca/Massa-Marittima.dx6034961)
-   [Orgia Vacations](https://www.expedia.ca/Orgia.d6361512.Destination-Travel-Guides)
-   [Visit Orgia](https://www.expedia.ca/Orgia.dx6361512)
-   [Pari Vacations](https://www.expedia.ca/Pari.d6342151.Destination-Travel-Guides)
-   [Visit Province of Grosseto](https://www.expedia.ca/Province-Of-Grosseto.dx6047854)
-   [Visit Roccastrada](https://www.expedia.ca/Roccastrada.dx601758)
-   [Visit Roccatederighi](https://www.expedia.ca/Roccatederighi.dx6049327)
-   [Rosia Vacations](https://www.expedia.ca/Rosia.d602592.Destination-Travel-Guides)
-   [Visit Rosia](https://www.expedia.ca/Rosia.dx602592)
-   [Visit Tatti](https://www.expedia.ca/Tatti.dx6361459)

-   [Car rental Follonica](https://www.expedia.ca/Car-Rentals-In-Follonica.d6123914.Car-Rental-Guide)
-   [Car rental Grosseto](https://www.expedia.ca/Car-Rentals-In-Grosseto.d7512.Car-Rental-Guide)
-   [Car rental La Pesta](https://www.expedia.ca/Car-Rentals-In-La-Pesta.d6361376.Car-Rental-Guide)
-   [Europcar Rental Cars in Province of Grosseto](https://www.expedia.ca/Europcar-Destinations-In-Province-Of-Grosseto.d6047854-c14.Car-Rental-Destination-Suppliers)
-   [Luxury Car Rentals in Brunello di Montalcino Wine Area](https://www.expedia.ca/Luxury-Car-Rentals-In-Brunello-Di-Montalcino-Wine-Area.d6342620-tLuxury.Car-Rental-Guide-Class)

-   [Brunello di Montalcino Wine Area Vacation Rentals](https://www.expedia.ca/Brunello-Di-Montalcino-Wine-Area-Vacation-Rentals.d6342620.Travel-Guide-VacationRentals)
-   [Grosseto Vacation Rentals](https://www.expedia.ca/Grosseto-Vacation-Rentals.d7512.Travel-Guide-VacationRentals)
-   [Ponti di Badia Vacation Rentals](https://www.expedia.ca/Ponti-Di-Badia-Vacation-Rentals.d6361452.Travel-Guide-VacationRentals)

-   [Things to do in Belforte](https://www.expedia.ca/Things-To-Do-In-Belforte.d553248622897773197.Travel-Guide-Activities)
-   [Things to do in Campagnatico](https://www.expedia.ca/Things-To-Do-In-Campagnatico.d6046357.Travel-Guide-Activities)
-   [Things to do in Castiglione della Pescaia](https://www.expedia.ca/Things-To-Do-In-Castiglione-Della-Pescaia.d6035388.Travel-Guide-Activities)
-   [Things to do in Civitella Paganico](https://www.expedia.ca/Things-To-Do-In-Civitella-Paganico.d6059330.Travel-Guide-Activities)
-   [Things to do in Follonica](https://www.expedia.ca/Things-To-Do-In-Follonica.d6123914.Travel-Guide-Activities)
-   [Things to do in Massa Marittima](https://www.expedia.ca/Things-To-Do-In-Massa-Marittima.d6034961.Travel-Guide-Activities)
-   [Things to do in Paganico](https://www.expedia.ca/Things-To-Do-In-Paganico.d6047023.Travel-Guide-Activities)

-   [Book Hotels in Montemassi on Expedia.it](https://www.expedia.it/Montemassi-Hotel.d6361379.Guida-Viaggi-Hotel)

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