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Search results; Over 1,000 homes in Massa Marittima

Guest favourite
Apartment in Massa Marittima
Characteristic apartment in the historic center
1 bedroom, 1 bed, 1 private bathroom
10–15 Sept, Individual host
,
4.93 out of 5 average rating, 28 reviews
Top guest favourite
Flat in Massa Marittima
Il Bell'Arco
Individual host
29 Sept – 4 Oct
5.0 out of 5 average rating, 32 reviews
Guest favourite
Farm stay in Montebamboli
TerraMadre ANIMA
Business host
31 Oct – 5 Nov
4.96 out of 5 average rating, 26 reviews
Top guest favourite
Home in Greve in Chianti
Relaxation and charm in the Chianti hills
Individual host
11–16 Sept
4.99 out of 5 average rating, 114 reviews
Top guest favourite
Home in Volterra
La Paiolina: pool, jacuzzi & sauna
Individual host
10–15 Sept
4.98 out of 5 average rating, 57 reviews
Top guest favourite
Villa in Montecastelli Pisano
Exclusive villa with pool jacuzzi wifi and green
Business host
20–27 Mar
4.96 out of 5 average rating, 53 reviews
Top guest favourite
Home in Volterra
Vacation home with private pool, view
Individual host
31 Oct – 5 Nov
5.0 out of 5 average rating, 15 reviews
Villa in Poggibonsi
New for 2026 - Casa nel Chianti - relaxation & design
Individual host
15–20 Sept
New place to stay
Top guest favourite
Home in Montegufoni
Villa of the Hydrangeas
Individual host
15–20 Oct
4.98 out of 5 average rating, 46 reviews
Top guest favourite
Townhouse in Colle di Val d'Elsa
Il Cristallo – Dream Getaway in Tuscany
Business host
19–24 Sept
5.0 out of 5 average rating, 10 reviews
Top guest favourite
Villa in Barberino Tavarnelle
Luxury Villa in Chianti • Private Natural Pool
Individual host
2–7 Oct
5.0 out of 5 average rating, 30 reviews
Top guest favourite
Home in Morrona
Villino Isotta (exclusive private villa)
Individual host
15–20 Oct
4.99 out of 5 average rating, 70 reviews
Home in Colle di Val d'Elsa
Casa Emilio
Business host
11–16 Sept
5.0 out of 5 average rating, 3 reviews
Superhost
Holiday home in Scarlino
Glamping Green Sensations "Suite Passion"
Business host
14–20 Sept
5.0 out of 5 average rating, 3 reviews
Top guest favourite
Home in Bivio di Ravi
The House of Paintings
Business host
22–27 Sept
5.0 out of 5 average rating, 13 reviews
Top guest favourite
Home in Riparbella
Tuscan Villa, Infinity Pool, Sea Views, New 2026
Individual host
26–31 Mar
5.0 out of 5 average rating, 10 reviews
Top guest favourite
Flat in Follonica
the old stable
Business host
2–7 Jan
5.0 out of 5 average rating, 9 reviews
Top guest favourite
Home in Ponteginori
Tenuta Tegolaia
Individual host
23–28 Sept
5.0 out of 5 average rating, 30 reviews
Top guest favourite
Home in Galenda
Casa Pernice · Chianti villa with private pool
Business host
7–12 Oct
5.0 out of 5 average rating, 15 reviews