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Search results; Over 1,000 homes in Valpiana

Superhost
Apartment in Valpiana
Apartment + pool Maremma Tuscany
Studio, 2 beds, 1 bathroom
25–30 Sept, Business host
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4.85 out of 5 average rating, 20 reviews
Top guest favourite
Apartment in Valpiana
Infinity pool overlooking the woods, sea just minutes away
Business host
30 Oct – 4 Nov
5.0 out of 5 average rating, 51 reviews
Top guest favourite
Apartment in Valpiana
Infinity Pool in the green agritourism with a view of the woods
Business host
17–22 Oct
4.98 out of 5 average rating, 48 reviews
Top guest favourite
Villa in Montecatini Val di Cecina
Belforti Tower
Business host
14–19 Sept
4.99 out of 5 average rating, 138 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 Massa Marittima
Design loft with private SPA in Tuscany
Individual host
9–14 Nov
5.0 out of 5 average rating, 75 reviews
Top guest favourite
Farm stay in Montecerboli
Gelsomino Apartment in Agriturismo with Pool
Business host
27 Oct – 1 Nov
5.0 out of 5 average rating, 27 reviews
Superhost
Holiday home in Scarlino
Glamping Green Sensations "Suite Passion"
Business host
27 Sept – 2 Oct
5.0 out of 5 average rating, 3 reviews
Guest favourite
Farm stay in Montebamboli
TerraMadre ANIMA
Business host
3–8 Nov
4.96 out of 5 average rating, 26 reviews
Top guest favourite
Home in Volterra
La Paiolina: pool, jacuzzi & sauna
Individual host
19–24 Sept
4.98 out of 5 average rating, 57 reviews
Top guest favourite
Villa in Radicondoli
Leo's Romantic House
Business host
21–26 Sept
5.0 out of 5 average rating, 66 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
Home in Volterra
Vacation home with private pool, view
Individual host
31 Oct – 5 Nov
5.0 out of 5 average rating, 15 reviews
Top guest favourite
Farm stay in Radicondoli
The pomegranate, Podere il Giglio
Business host
23–28 Oct
5.0 out of 5 average rating, 33 reviews
Top guest favourite
Apartment in Siena
Luxury penthouse with a view of Piazza del Campo
Individual host
25–30 Oct
5.0 out of 5 average rating, 21 reviews
Top guest favourite
Villa in Castagneto Carducci
sea view villa with private infinity pool
Business host
10–17 Oct
4.99 out of 5 average rating, 123 reviews
Top guest favourite
Flat in Siena
Terrace on the walls of Siena - Casa Laura
Individual host
8–13 Dec
5.0 out of 5 average rating, 108 reviews
Top guest favourite
Home in Chiusdino
La Capanna: country house with magnificent view
Individual host
3–8 Oct
4.92 out of 5 average rating, 85 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