filters

Search results; Over 1,000 homes in Massa Marittima

Photo 1 of 19
Guest favourite
Flat in Massa Marittima
“La casetta” near the lake and the sea
1 bedroom, 2 beds, 1 private bathroom
6–11 Sept, Individual host
,
4.91 out of 5 average rating, 56 reviews
Photo 1 of 29
Top guest favourite
Flat in Massa Marittima
Il Bell'Arco
Individual host
23–28 Oct
5.0 out of 5 average rating, 32 reviews
Photo 1 of 29
Top guest favourite
Home in Greve in Chianti
Relaxation and charm in the Chianti hills
Individual host
6–11 Sept
4.99 out of 5 average rating, 113 reviews
Photo 1 of 29
Flat in San Gimignano
Luxury Residence in the Heart of San Gimignano
Individual host
1–6 Sept
5.0 out of 5 average rating, 4 reviews
Photo 1 of 29
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
Photo 1 of 29
Villa in Poggibonsi
New for 2026 - Casa nel Chianti - relaxation & design
Individual host
15–20 Sept
New place to stay
Photo 1 of 29
Guest favourite
Farm stay in Montebamboli
TerraMadre ANIMA
Business host
31 Oct – 5 Nov
4.96 out of 5 average rating, 26 reviews
Photo 1 of 15
Top guest favourite
Flat in Quercegrossa
Tuscany jem: The Chianti Farmer's House
Individual host
29 Oct – 3 Nov
4.98 out of 5 average rating, 84 reviews
Photo 1 of 29
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
Photo 1 of 29
Top guest favourite
Villa in Linari
Entire villa with private pool, stunning view!
Individual host
1–6 Sept
4.98 out of 5 average rating, 60 reviews
Photo 1 of 27
Top guest favourite
Home in Volterra
Vacation home with private pool, view
Individual host
5–10 Oct
5.0 out of 5 average rating, 15 reviews
Photo 1 of 29
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
Photo 1 of 29
Top guest favourite
Home in Suvereto
The House in the Castle and the Terrace overlooking the Village
Individual host
13–18 Oct
5.0 out of 5 average rating, 18 reviews
Photo 1 of 29
Top guest favourite
Home in Morrona
Villino Isotta (exclusive private villa)
Individual host
15–20 Oct
4.99 out of 5 average rating, 69 reviews
Photo 1 of 29
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
Photo 1 of 29
Top guest favourite
Home in Rosignano Marittimo
Frontemare house with exclusive sea access
Business host
13–18 Oct
4.95 out of 5 average rating, 107 reviews
Photo 1 of 9
Top guest favourite
Flat in Follonica
the old stable
Business host
2–7 Jan
5.0 out of 5 average rating, 9 reviews
Photo 1 of 29
Top guest favourite
Villa in Noce
Historic villa with private pool in Tuscany
Business host
11–16 Nov
5.0 out of 5 average rating, 35 reviews
Photo 1 of 29
Guest favourite
Holiday home in Scarlino
Glamping Green Sensations "Suite Diamond"
Business host
25–30 Sept
5.0 out of 5 average rating, 18 reviews