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Search results; Over 1,000 homes

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Home in Toscana
Casa Ibiscus just 2 steps from the sea.
2 bedrooms, 2 beds, 1.5 private bathrooms
1–6 Dec, Individual host
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4.53 out of 5 average rating, 30 reviews
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Top guest favourite
Flat in San Gimignano
Luxury Residence in the Heart of San Gimignano
Individual host
28 Oct – 2 Nov
5.0 out of 5 average rating, 6 reviews
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Top guest favourite
Home in Barberino Tavarnelle
Peaceful and Relaxing Tuscan Retreat with Views
Individual host
20–25 Nov
5.0 out of 5 average rating, 90 reviews
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Top guest favourite
Home in Castiglion Fiorentino
Villa with Private Pool in the Tuscan Countryside
Individual host
13–18 Oct
5.0 out of 5 average rating, 23 reviews
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Superhost
Holiday home in Buti
Rivolta Home – Oasis with a View and Pool
Individual host
14–19 Oct
5.0 out of 5 average rating, 4 reviews
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Top guest favourite
Home in Camaiore
Your Tuscan Hideaway Awaits You
Individual host
1–6 Oct
5.0 out of 5 average rating, 8 reviews
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Top guest favourite
Home in Casale Marittimo
Countryside-panoramic sea Casale Marittimo Tuscany
Individual host
1–6 Oct
5.0 out of 5 average rating, 72 reviews
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Home in Greti
Casa Citille - by Happy Rentals
Business host
7–12 Oct
5.0 out of 5 average rating, 5 reviews
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Top guest favourite
Villa in Cortona
Stunning Tuscan Villa & Panoramic Infinity Pool
Individual host
6–11 Oct
5.0 out of 5 average rating, 96 reviews
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Top guest favourite
Villa in Bertinoro
LUXURY VILLA BELVEDERE - Sea View with Pool & Spa
Business host
24–29 Oct
4.98 out of 5 average rating, 83 reviews
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Home in Pergine Valdarno
Casa Vecchia | Private Pool & Garden
Business host
3–8 Oct
5.0 out of 5 average rating, 4 reviews
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Superhost
Home in Greve in Chianti
Villa with swimming pool in the heart of Chianti | Florence
Individual host
10–15 Oct
5.0 out of 5 average rating, 4 reviews
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Villa in Poggibonsi
New for 2026 - Casa nel Chianti - relaxation & design
Individual host
7–12 Oct
5.0 out of 5 average rating, 3 reviews
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Top guest favourite
Apartment in Volterra
Marta's Domus
Individual host
3–8 Oct
5.0 out of 5 average rating, 27 reviews
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Top guest favourite
Villa in Panicale
Escape to Umbria, Villa Maria
Business host
19–24 Oct
5.0 out of 5 average rating, 6 reviews
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Top guest favourite
Flat in San Gimignano
Private Courtyard | 3BR/3BA | Garage
Individual host
18–23 Oct
5.0 out of 5 average rating, 15 reviews
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Guest favourite
Flat in Marina di Castagneto Carducci
Seafront Apartment
Individual host
13–18 Oct
5.0 out of 5 average rating, 12 reviews
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Guest favourite
Room in Oliveto
Max's B&B, Triple Room with Patio
Business host
5–10 Oct
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Tower in San Donato
Luxury apartment in an 11th-century tower
Business host
20–25 Nov