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Search results; Over 1,000 homes in Armaiolo

Guest favourite
Home in Armaiolo
Villa with private pool, only 1km from Rapolano
1 bedroom, 2 beds, 1 private bathroom
5–11 Oct, Business host
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4.93 out of 5 average rating, 69 reviews
Flat in Rapolano Terme
Romantic loft between spas, Crete Senesi and bike storage
Individual host
20–25 Sept
New place to stay
Top guest favourite
Farm stay in Sinalunga
Villa Panorama near Siena Tuscany
Business host
15–21 Sept
5.0 out of 5 average rating, 54 reviews
Top guest favourite
Flat in Rapolano Terme
Il Vicolo Apartment
Individual host
27 Sept – 2 Oct
4.98 out of 5 average rating, 53 reviews
Villa in Rapolano Terme
Castellare 14, Emma Villas
Business host
20–25 Sept
Top guest favourite
Holiday home in Rosennano
HOUSE ABOVE THE CHIANTI. WITH GARDEN AND POOL
Business host
22–27 Sept
4.99 out of 5 average rating, 78 reviews
Guest favourite
Flat in Lucignano
Palazzo Trapani Luxury Residence
2 bedrooms, 1 bed, 2.5 bathrooms
13–18 Nov
4.91 out of 5 average rating, 44 reviews
Top guest favourite
Home in Terranuova Bracciolini
Villa Piandarca - Tuscany - WIFI - private pool
Individual host
14–19 Sept
4.98 out of 5 average rating, 59 reviews
Home in Pergine Valdarno
Casa Vecchia | Private Pool & Garden
Business host
14–19 Sept
5.0 out of 5 average rating, 4 reviews
Top guest favourite
Home in Castiglion Fiorentino
Hidden gem in Tuscany
3 bedrooms, 3 beds, 3 bathrooms
26–31 Oct
5.0 out of 5 average rating, 55 reviews
Top guest favourite
Farm stay in Monte San Savino
LUXURY VILLA SALTWATER POOL 35 min FROM CORTONA
Business host
30 Oct – 4 Nov
4.99 out of 5 average rating, 115 reviews
Top guest favourite
Flat in Scrofiano
2BR Tuscan apt with garden and patio- quiet stay
Business host
19–24 Sept
4.97 out of 5 average rating, 33 reviews
Flat in Rigomagno
Podere la Casina Country Chic apt. Myrtus
Business host
28 Sept – 3 Oct
Top guest favourite
Flat in San Gusmè
Beautiful medieval village!!!
Individual host
30 Oct – 4 Nov
4.99 out of 5 average rating, 471 reviews
Guest favourite
Villa in Lucignano
Sasso Canaldo Charming property in Tuscany
Business host
3–8 Oct
5.0 out of 5 average rating, 6 reviews
Villa in Lucignano
Villa Panoramica | Pool, Gardens in Historic Town
Individual host
3–8 Oct
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 Cortona
Relais Tosca Slow and Rural Life
Individual host
26 Sept – 1 Oct
5.0 out of 5 average rating, 6 reviews
Top guest favourite
Villa in Bucine
Villa Petrea - Holidays and Weddings
Business host
24–31 Oct
4.94 out of 5 average rating, 90 reviews