Montemassi Holidays

  • Plan, book, travel with confidence

    • payments icon

    Better together

    Save up to €185 when you book a flight and hotel together*
    lob hotels icon

    Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package
    lob packages icon

    Rest easy

    Plan, book, and manage your trip all in one place

Top Flight + Hotel Deals in Montemassi

Price found within the past 48 hours. Click for updated prices.
The Moon Boutique Hotel & Spa

The Moon Boutique Hotel & Spa

4 out of 5
Historic Centre of Florence
per person
9 Oct - 14 Oct
found 14 hours ago
Return direct flight included
Luxembourg (LUX) to Florence (FLR)
9.6/10 Exceptional! (462 reviews)
Hands down the best place we have stayed. They accommodated to go breakfasts for our tours, arranged taxis, made cappuccino when we were heading out the door. Wonderful experience

Reviewed on 6 Jun 2025

Aurum Firenze

Aurum Firenze

4 out of 5
Historic Centre of Florence
per person
9 Oct - 16 Oct
found 14 hours ago
Return direct flight included
Luxembourg (LUX) to Florence (FLR)
7.6/10 Good! (1,000 reviews)
Very small rooms and bathrooms. Breakfast and breakfast staff were awesome and on the top floor. Hotel room small and nothing special. Great location and quiet…but good luck getting out of a car with luggage.

Reviewed on 4 Aug 2025

LHP River Club

LHP River Club

5 out of 5
Santa Croce
Save 100% on your flight
per person
7 Sept - 14 Sept
found 1 day ago
Return direct flight included
Dublin (DUB) to Florence (FLR)
10/10 Exceptional! (1 review)
Eurostars Florence Boutique

Eurostars Florence Boutique

4 out of 5
Historic Centre of Florence
Save 100% on your flight
per person
7 Sept - 14 Sept
found 1 day ago
Return direct flight included
Dublin (DUB) to Florence (FLR)
8.6/10 Excellent! (468 reviews)
Great little hotel. Everything is within walking distance. The view from the terrace was amazing.

Reviewed on 6 Aug 2025

Villa Tolomei Hotel & Resort

Villa Tolomei Hotel & Resort

5 out of 5
Oltrarno
Save 100% on your flight
per person
7 Sept - 14 Sept
found 1 day ago
Return direct flight included
Dublin (DUB) to Florence (FLR)
8.8/10 Excellent! (387 reviews)
Great place to stay near Florence, it’s quite and relaxing. The pool is great.

Reviewed on 31 Jul 2025

Top hotels in Montemassi

The Sense Experience Resort

The Sense Experience Resort

5 out of 5
Viale Italia 315, Follonica, GR
9/10 Wonderful! (186 reviews)
"Great rooms and great beach"

Reviewed on 3 Aug 2025

Get rates
The Sense Experience Resort
Fattoria La Principina

Fattoria La Principina

4 out of 5
Via Dei Girasoli, 1 (Via del Tarabuso), Principina Terra, Grosseto, GR
Fully refundableReserve now, pay when you stay
The price is €135 per night from 28 Aug to 29 Aug
€135
28 Aug - 29 Aug
includes taxes & fees
8.4/10 Very Good! (174 reviews)
"One night’s stay at Fattoria for me, my husband and our 17 year old. The hotel is geared up for a family who love their activities - a full timetable of events, football, tennis, a mini farm and 3 pools. The main pool area was lovely, with a well-stocked pool bar. One thing worth noting, as is sometime ..."

Reviewed on 16 Aug 2024

Fattoria La Principina
Hotel La Pineta

Hotel La Pineta

3 out of 5
Via Delle Collacchie, 67, Follonica, GR
8.8/10 Excellent! (242 reviews)
Perfect hotel by the beach!
"This cute hotel is a 1-minute walk to the beach! It is a little outside of central Follonica, but totally walkable. We are a family of three and we walked to town every night for dinner and gelato. We also walked to and from the train-station with heavy backpacks. They do have bikes to rent at the ..."

Reviewed on 1 Aug 2025

Get rates
Hotel La Pineta
See all 2,131 properties in Montemassi
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.

Popular places to visit

I Canaloni del Torrente Farma

Commune with nature and explore the great outdoors at I Canaloni del Torrente Farma during your travels in Roccastrada. Discover the area's countryside and spas.

I Canaloni del Torrente Farma

What to do in Montemassi

The Private Challenge of the Crus

The Private Challenge of the Crus

€75
per adult
The Private Challenge of the Crus
Welcome to Casale del Bosco

Welcome to Casale del Bosco

€35
per adult
Welcome to Casale del Bosco
See all activities in Montemassi

Frequently asked questions

How much does a Montemassi holiday package cost?
You'll find cheap prices from €538 on Expedia for your Montemassi getaway. However, a range of factors like the season, length of stay and your choice of hotel will influence how much your holiday to Montemassi costs.
What are the cheapest months to go to Montemassi?
Plan your trip for the shoulder or low season and you're likely to get cheap Montemassi holiday packages. Bear in mind that school holiday periods and local festivals and events can have an impact on prices, so do some research before you go.
How many days is enough for Montemassi?
Generally, a handful of days is enough to visit the major sights during your Montemassi holiday. But if you prefer to have more time to chill out or take day tours, consider extending your trip.
How to find the best Montemassi package deals?
Finding a cheap Montemassi package deal is easy with Expedia. After you've entered your trip dates and destination under our "Packages" tab, set your budget, apply a couple of filters and see what's available. You can customise your search by "Amenities," "Property type," "Guest rating" and more. Order the results by "Price: low to high" to view the most affordable Montemassi package deals. Want a simple trick to get the biggest savings? Be flexible with your departure dates and consider travelling on a weekday, when prices are often lower.
Is it cheaper to book a Montemassi holiday as a package?
You can enjoy significant savings on your next Montemassi retreat by booking a personalised holiday package. Click on the "Package" heading, then select your travel dates and destination to see the best hotel and flight prices. Bundle everything into a neat package and you can save hundreds of dollars. Consider adding a rental car and you may score a better deal.
When to book a holiday package to Montemassi?
Enjoy incredible bargains by booking your flights ahead of time with Expedia. If spontaneity is more your style, snap up one of our last-minute deals for a spur-of-the-moment Montemassi adventure.
How to plan a trip to Montemassi?

  1. Choose when to travel: Check your diary and get your bags packed. Your preferred season and the type of activities available will also help you decide when to holiday in Montemassi.
  2. Budget wisely: As well as the cost of your stay, you'll need to factor in other expenses. These include food, transportation and flights. Also, set aside some extra funds for unexpected expenses that may come up during your trip to Montemassi.
  3. Determine how many days away: Start by compiling a list of the activities and attractions you want to get to in Montemassi. Then, estimate how long you'll need for each, including any travel time.
  4. Bundle your bookings: With your travel dates in place, you can combine your car rental, flights, hotels and more into a customised Montemassi holiday package.

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.