Montemassi Holiday Rentals

Start date: Check-in selected.
To Date
End date: Check-out

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
9 Jan - 11 Jan
In two months
20 Feb - 22 Feb
In three months
20 Mar - 22 Mar
In four months
17 Apr - 19 Apr

Our top choices for Montemassi holiday rentals

Front of property – evening/night
Fattoria Pian di Rocca

Townhouse in Castiglione della Pescaia

Fattoria Pian di Rocca
9.6 out of 10, Exceptional, (30)
"Great place to stay. Very clean, close to town, great breakfast. "
Canada
Jose Pedro
Fattoria Pian di Rocca
Seasonal outdoor pool, pool umbrellas, pool loungers
Casa in Maremma Tuscany Village

Apartment in Scarlino

Casa in Maremma Tuscany Village
3.0 star property
8.6 out of 10, Excellent, (76)
"Für Hundehalter sehr empfehlenswert"
Switzerland
Johnny
Casa in Maremma Tuscany Village
Free WiFi
Residence Il Boschetto

Townhouse in Grosseto

Residence Il Boschetto
9.0 out of 10, Wonderful, (6)
"The house is gorgeous! The area is very nice and the amenities were great! "
United States
Enrique
The price is S$128
includes taxes & fees
5 Jan - 6 Jan, 2026
Residence Il Boschetto
Garden
Domus Socolatae Residenza d'Epoca Charming B&B

Townhouse in Follonica

Domus Socolatae Residenza d'Epoca Charming B&B
9.4 out of 10, Exceptional, (23)
"Our stay was amazing, will be back soon!"
United States
Tiffany
Domus Socolatae Residenza d'Epoca Charming B&B
Exterior
Guest House All'83

Townhouse in Grosseto

Guest House All'83
9.6 out of 10, Exceptional, (5)
"Tutto ok!! Nessuna pecca!!"
Italy
Alessio
Guest House All'83
Room amenity
Marconi 1935 B&B and Holiday Home

Townhouse in Follonica

Marconi 1935 B&B and Holiday Home
9.4 out of 10, Exceptional, (9)
"Brilliant little apartment, lovely roof terrace with whirlpool. Easy walk to station and beach. Check in all done via WhatsApp and seamless, beds comfy bathroom.excellent. highly reccomend"
United Kingdom
Mark
Marconi 1935 B&B and Holiday Home
Lunch and dinner served, local cuisine
La Fonte di Vivalda

Holiday Home in Suvereto

La Fonte di Vivalda
7.0 out of 10, Good, (2)
"tutto molto bello"
Italy
Andrea
La Fonte di Vivalda
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
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Montemassi Hotel Reviews

Rosewood Castiglion del Bosco

Rosewood Castiglion del Bosco

10/10 Excellent
"Wonderful stay "
Talib 3-night trip
Posted 1 month ago
Rosewood Castiglion del Bosco

Frequently asked questions

Are there holiday rentals in Montemassi?

Yes, there are holiday rentals close to the most popular sights in Montemassi, or you can select a more secluded option if you're looking for a relaxing stay.

How many holiday rentals are there in Montemassi?

With 4 Expedia holiday rentals, you're guaranteed to find just the right place for your Montemassi stay.

What’s there to see and do in Montemassi?

While exploring the area, visit family-friendly sights like Piscina Il Giunco, or get outside and enjoy nature at Lago dell'Accesa. Podere Ristella Vineyards and Winery and I Canaloni del Torrente Farma are a couple of places you'll find in the wider area.

What’s a holiday rental in Montemassi like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Montemassi. Holiday rentals feature extras such as kitchens and laundry facilities so your stay will be comfortable. If you're concerned about a clean environment, holiday rentals can provide a sense of seclusion away from shared hotel lifts and lobbies packed with people while still allowing you to travel. You'll also get more space in a holiday rental than in a traditional hotel, which makes a holiday rental a great choice for a family trip.