filters

Search results; Over 1,000 homes in Massa Marittima

Guest favourite
Holiday home in Massa Marittima
Design apartment in Massa Marittima, "slow city"
2 bedrooms, 3 beds, 1 private bathroom
15–20 Sept
,
4.93 out of 5 average rating, 121 reviews
Top guest favourite
Flat in Massa Marittima
Il Bell'Arco
2 bedrooms, 3 beds, 2 bathrooms
23–28 Oct
5.0 out of 5 average rating, 32 reviews
Guest favourite
Farm stay in Montebamboli
TerraMadre ANIMA
2 bedrooms, 2 beds, 1 bathroom
31 Oct – 5 Nov
4.96 out of 5 average rating, 26 reviews
Top guest favourite
Apartment in Montieri
Cupiano Farm "Querciolettaia/Legnaio"
2 bedrooms, 4 beds, 2.5 bathrooms
22–27 Sept
4.96 out of 5 average rating, 56 reviews
Top guest favourite
Apartment in Valpiana
Infinity Pool in the green agritourism with a view of the woods
2 bedrooms, 3 beds, 1 bathroom
17–22 Oct
4.98 out of 5 average rating, 47 reviews
Top guest favourite
Flat in Follonica
the old stable
2 bedrooms, 4 beds, 1 bathroom
2–7 Jan
5.0 out of 5 average rating, 9 reviews
Top guest favourite
Holiday home in Sovicille
Podere La Castellina - No. 4 FICO
1 bedroom, 2 beds, 1 bathroom
17–22 Oct
4.96 out of 5 average rating, 109 reviews
Top guest favourite
Farm stay in Radicondoli
The pomegranate, Podere il Giglio
2 bedrooms, 2 beds, 2 bathrooms
26–31 Oct
5.0 out of 5 average rating, 32 reviews
Top guest favourite
Home in Greve in Chianti
Relaxation and charm in the Chianti hills
3 bedrooms, 3 double beds, 3.5 bathrooms
7–12 Sept
4.99 out of 5 average rating, 114 reviews
Top guest favourite
Cottage in Monticiano
Typical Tuscan Cottage with swimming pool and park
3 bedrooms, 4 beds, 2 bathrooms
21–26 Oct
5.0 out of 5 average rating, 40 reviews
Top guest favourite
Apartment in Valpiana
Infinity pool overlooking the woods, sea just minutes away
1 bedroom, 1 double bed, 1 bathroom
30 Oct – 4 Nov
5.0 out of 5 average rating, 50 reviews
Holiday home in Canneto
House in Borgo Toscano with a View, Garden, and BBQ
3 bedrooms, 5 beds, 1 bathroom
20–25 Sept
Guest favourite
Holiday home in Scarlino
Glamping Green Sensations "Suite Diamond"
2 bedrooms, 2 beds, 2 bathrooms
25–30 Sept
5.0 out of 5 average rating, 18 reviews
Top guest favourite
Villa in Castagneto Carducci
sea view villa with private infinity pool
3 bedrooms, 5 beds, 2 bathrooms
10–17 Oct
4.99 out of 5 average rating, 123 reviews
Top guest favourite
Flat in Radicondoli
Tuscan Hilltop Retreat | Views, Charm, Fireplace
3 bedrooms, 3 beds, 3 bathrooms
21–26 Sept
4.98 out of 5 average rating, 49 reviews
Top guest favourite
Home in Belvedere
Casa Il Leccio – Relax and nature in Tuscany
2 bedrooms, 4 beds, 1 bathroom
28 Sept – 3 Oct
5.0 out of 5 average rating, 34 reviews
Home in Massa Marittima
Casa di Lorri - 16th century house in the heart of the village
2 bedrooms, 2 double beds, 1 bathroom
11–16 Sept
5.0 out of 5 average rating, 8 reviews
Top guest favourite
Villa in Montecastelli Pisano
Exclusive villa with pool jacuzzi wifi and green
2 bedrooms, 3 beds, 2 bathrooms
20–27 Mar
4.96 out of 5 average rating, 53 reviews
Villa in Poggibonsi
New for 2026 - Casa nel Chianti - relaxation & design
3 bedrooms, 3 beds, 3 bathrooms
15–20 Sept
New place to stay