Book Hotels in Montemassi

Cabins, apartments, houseboats! We offer comfortable & private vacation rentals

Save an extra 10% or more on select hotels with Member Discounts

Access exclusive hotel deals, only with the Travelocity app

Check prices for these dates

This weekend
Aug 7 - Aug 9
Next weekend
Aug 14 - Aug 16

Filter by

Guest rating
Guest rating
Star rating
Payment type
Payment type
Property type
Property type
Neighborhood
Neighborhood
Traveler experience
Traveler experience
Popular locations
Popular locations
Meal plans available
Meal plans available
Property amenities
Property amenities
Accessibility
Accessibility

Top Montemassi hotels

Castiglion del Bosco, A Rosewood Hotel

Castiglion del Bosco, A Rosewood Hotel

5 out of 5
Localita Castiglion del Bosco Montalcino SI
$3,032 nightly
The price is $3,347 total per night from Sep 1 to Sep 2
$3,347 total
Sep 1 - Sep 2
Total with taxes and fees
This luxury hotel features a golf course, an attached winery, and a full-service spa. There's fun for all ages with a children's club and an arcade/game room, ...
"Best hotel ever."

Reviewed on Jul 27, 2026

Opens in a new windowCastiglion del Bosco, A Rosewood Hotel
Borgo Santo Pietro

Borgo Santo Pietro

5 out of 5
Loc. Palazzetto Chiusdino SI
$1,101 nightly
The price is $1,222 total per night from Aug 6 to Aug 7
$1,222 total
Aug 6 - Aug 7
Total with taxes and fees
A full-service spa, 2 restaurants, and an outdoor pool are all featured at this luxury hotel. Families will appreciate the playground, picnic area, and babysitting. ...
"I think this has to b"

Reviewed on Jul 25, 2026

Opens in a new windowBorgo Santo Pietro
The Sense Experience Resort - Preferred Hotels & Resorts

The Sense Experience Resort - Preferred Hotels & Resorts

5 out of 5
Viale Italia 315 Follonica GR
$468 nightly
The price is $522 total per night from Aug 16 to Aug 17
$522 total
Aug 16 - Aug 17
Total with taxes and fees
A private beach, 3 restaurants, and an outdoor tennis court are all featured at this smoke-free hotel. There's fun for all ages with a children's pool and a ...
"Beautiful property."

Reviewed on Jul 15, 2026

Opens in a new windowThe Sense Experience Resort - Preferred Hotels & Resorts
Riva del Sole Resort & SPA

Riva del Sole Resort & SPA

4 out of 5
Località Riva Del Sole Castiglione della Pescaia GR
$403 nightly
The price is $448 total per night from Aug 31 to Sep 1
$448 total
Aug 31 - Sep 1
Total with taxes and fees
A private beach, 2 restaurants, and 2 outdoor pools are all featured at this smoke-free hotel. Relax with sun loungers and beach umbrellas, and cool off with ...
"Wonderful staff, beautiful facility and pristine Beach. Hope to come back."

Reviewed on Jun 24, 2026

Opens in a new windowRiva del Sole Resort & SPA
Hotel La Pineta

Hotel La Pineta

3 out of 5
Via Delle Collacchie, 67 Follonica GR
$177 nightly
The price is $200 total per night from Aug 6 to Aug 7
$200 total
Aug 6 - Aug 7
Total with taxes and fees
A restaurant and a bar/lounge are featured at this hotel. Guests will appreciate free perks like buffet breakfast and WiFi in public areas. A snack bar/deli ...
"Great hotel, excellent breakfast. Good location. The only problem was the Wi-Fi. didn't work and they don't have enough parking for the hotel."

Reviewed on Jun 29, 2026

Opens in a new windowHotel La Pineta
Grand Hotel Bastiani

Grand Hotel Bastiani

4 out of 5
Piazza Gioberti 64 Grosseto GR
$95 nightly
The price is $109 total per night from Sep 1 to Sep 2
$109 total
Sep 1 - Sep 2
Total with taxes and fees
Free WiFi in public areas, express check-in, and express check-out are available at this hotel. Enjoy the free buffet breakfast each morning. Dry cleaning, luggage ...
"Gorgeous, historic hotel, room was spacious with very high ceilings. Breakfast was delicious too. It was a little loud outside at night but obviously nothing the hotel can do about that and it wasn't really a problem for me. Great location, kind and helpful staff. I'd happily stay here again, for ..."

Reviewed on Jun 19, 2026

Opens in a new windowGrand Hotel Bastiani
Mercure Petriolo Siena Terme Spa Hotel

Mercure Petriolo Siena Terme Spa Hotel

5 out of 5
Strada Provinciale di Petriolo Civitella Paganico GR
Fully refundableReserve now, pay when you stay
$98 nightly
The price is $108 total per night from Aug 9 to Aug 10
$108 total
Aug 9 - Aug 10
Total with taxes and fees
This luxury hotel's full-service spa and hot springs are among the highlights. Enjoy the indoor pool and perks like free self parking. You'll appreciate the ...
"Breakfast was terrible. Sometimes no eggs, no sausages… machine for juice empty due to machine not working. Hair was in the Ham at the buffet really puts me off breakfast. Not a lot of options for breakfast. No wholewheat bread. Only white bread."

Reviewed on Aug 2, 2026

Opens in a new windowMercure Petriolo Siena Terme Spa Hotel
Fattoria La Principina Hotel & Congress

Fattoria La Principina Hotel & Congress

4 out of 5
Via Dei Girasoli, 1 (Via del Tarabuso) Grosseto GR
$90 nightly
The price is $105 total per night from Sep 5 to Sep 6
$105 total
Sep 5 - Sep 6
Total with taxes and fees
A full-service spa, 4 restaurants, and 4 outdoor pools are all featured at this luxury hotel. There's fun for all ages with a children's pool and a playground, ...
Fattoria la Principina
"Good location, close to the town and beaches. Cleaning wise was good but lacking customer service. If you are not italian they won’t even try to welcome you or offer information if you need it. Breakfast is very limited and repetitive , not much choice. Same pastries, cakes, fruits every day. I would ..."

Reviewed on Aug 19, 2025

Opens in a new windowFattoria La Principina Hotel & Congress
Hotel Airone

Hotel Airone

4 out of 5
Via Senese, 35 Grosseto GR
$151 nightly
The price is $171 total per night from Sep 1 to Sep 2
$171 total
Sep 1 - Sep 2
Total with taxes and fees
A full-service spa, a hot tub, and a restaurant are all featured at this smoke-free hotel. Traveling on business? Take advantage of the business center and free ...
Opens in a new windowHotel Airone
Don't see what you're looking for?
See all available properties in Montemassi
View all properties
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.

Montemassi Hotel & Travel Guide

If you're journeying through Grosseto and want to stop by Montemassi, as a discerning traveler, you will find it easier to book in advance through Travelocity to secure the best place to stay at. The center and surrounds of Montemassi lays claim to 3 well regarded hotels within 6 miles (10 kilometers).

Find out about a handful of lodgings found within a short drive from Montemassi's urban center, like the Valdonica Winery & Vineyard Residence and Residence Il Ciliegio.

The Relais Borgo Santo Pietro is about 11 miles (17 kilometers) outside the town center of Montemassi. Another option is the Castello Di Vicarello, which can be found about 14 miles (23 kilometers) away. The L'Andana and also the La Bagnaia Resort- Tuscan Living Golf SPA are two alternative places to book accommodation in Montemassi.

If you have time left, adventurous travelers should discover the other scenic and cultural delights of the Tuscany region. Get to know Tuscany's ruins, castles and traditional villages and be sure to photograph the region's rural landscapes and beaches. Tireless visitors can try their hand at snowboarding, skiing and snow shoeing in this part of Italy.

On the hunt for things to do? Consider spending some time discovering Terme di Saturnia and Maremma Vigna Mia, in Manciano, 35 miles (58 kilometers) southeast of Montemassi. The Fattoria Pianetti and Montarlese Eco-Lodges are a few of the Travelocity-recommended apartment and hotel choices in Manciano. For another option, head to Scarlino, 14 miles (23 kilometers) to the southwest of Montemassi, where you'll find the Resort Baia Scarlino and Relais Vedetta. The Castello di Scarlino and Cala Violina are a couple of the most frequented attractions to get to know in Scarlino.

When sport is a favourite pastime, be sure to visit Stadio Artemio Franchi, which is located 55 miles (89 kilometers) to the north of Montemassi. Find accommodation not far from the sporting action at the Four Seasons Hotel Firenze or the The St. Regis Florence.

Situated 55 miles (91 kilometers) outside Montemassi's downtown is Peretola Airport. Stay nearby in Travelocity-listed accommodation at Torre di Bellosguardo or Sina Villa Medici.

Frequently asked questions

What are the top kid-friendly hotels in Montemassi?
Family getaways are where lifelong memories are made, but traveling with little ones can be tricky. These kid-friendly Montemassi hotels offer perks that aim to keep adventurers of all ages relaxed and happy: Settle in at Casolare San Giusto maremma 1 floor apartment. It comes with a swimming pool, beach sun loungers and a passion for making families feel welcome. Also check out Casolare San Giusto Maremma ground floor apartment. It offers a swimming pool, beach sun loungers and ample opportunities to hang out as a family.
Where can I find cheap hotels in Montemassi?
At Travelocity you'll find really nice hotels in Montemassi at great prices. We source incredible prices with our trusted partners, so you have a tempting selection of cheap hotels to choose from. If you can be flexible on dates and location, consider staying at a hotel near Montemassi rather than in Montemassi. We may find you even better rates, too.
How do I find the best Montemassi hotel deals?
Simple! On Travelocity, look through the fantastic offers we've already found in Montemassi then use our filters to find a great deal that's perfect for you. Enter your travel dates, select the number of rooms you need, and we'll do the rest. You can get great discounts on flights and car hire, too, when you bundle.
How much does it cost to stay in a hotel in Montemassi?
The cheapest hotel in Montemassi is $105. This price was available within the past 7 days, for stays with a check-in date within the next year. Of course, the price you pay depends on your dates of travel, the length of your stay, and the hotel's location. Prices and availability are subject to change. Additional terms apply.
How many hotels are in Montemassi?
There are 2,175 hotels in Montemassi on Travelocity.
What are the best hotels in Montemassi?
Montemassi has so many great hotels to choose from at Travelocity — and it's so easy to find the perfect one. Just choose one of our popular pre-selected hotels with great reviews, or you can refine your search to build your ideal stay. Simply filter hotels based on price or star rating, or select properties with a pool, a hot tub, or a range of other amenities and pick the best place to stay in Montemassi for you!
When is the best time to visit Montemassi?
If you want the joy of a fun-filled trip in peak season, visit Montemassi during May, June and July. If you'd prefer the peace of off-season, book a stay during quieter months, such as October, November and December.
When is the cheapest time to stay in Montemassi?
Based on historic data is usually the cheapest month to visit Montemassi. However, we have incredible deals all year round, so we're confident you'll find a room in your budget whenever you choose to travel.
Are there any great family-friendly hotels in Montemassi?
There are multiple hotels in Montemassi that will please the whole family. Do you need adjoining rooms, babysitting services or a swimming pool? We've got you covered. Use our family filter to narrow your search down and use guest reviews to help you pick the perfect place for your next family trip to Montemassi. We have plenty of kid-friendly hotels in Montemassi to choose from on Travelocity!
Why book a hotel in Montemassi through Travelocity?
Because we have the top hotels in Montemassi! We want to help you travel more and worry less. That's why we've put the most amazing hotel, car rental, and flight deals in one place. When you search for hotels with us, you know you're getting fantastic prices with no hidden fees and free cancellation on most properties up to 24 hours before your stay. If you become a Travelocity member, you also get exclusive member discounts. Sign up today!
How do I cancel my hotel booking in Montemassi on Travelocity?
Canceling your booking with Travelocity is easy. Sign into your account and select My Trips. Here, you will see your cancellation options. We offer free cancellation on many properties.

Recent Montemassi hotel reviews by fellow wanderers

Mercure Petriolo Siena Terme Spa Hotel

Mercure Petriolo Siena Terme Spa Hotel

5 out of 5
Posted 6 days ago
Travelocity Verified Review
"Las habitaciones son super lindas y espaciosas. El desayuno es completo y variado. Estuve con mi familia muy a gusto. Fue una estancia placentera. Lo recomiendo."
A verified traveler stayed at Mercure Petriolo Siena Terme Spa Hotel
Mercure Petriolo Siena Terme Spa Hotel

Explore More Ways to Travel with Travelocity