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Search results; Over 1,000 homes in Gaggioleto

Home in Cortona
Relais Tosca Slow and Rural Life
Individual host
26 Sept – 1 Oct
5.0 out of 5 average rating, 5 reviews
Apartment in La Strada-Santa Cristina
Palazzina 1-Charming tuscan apartment
Business host
8–13 Oct
Top guest favourite
Home in Castiglion Fiorentino
Hidden gem in Tuscany
3 bedrooms, 3 beds
26–31 Oct
5.0 out of 5 average rating, 54 reviews
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
Guest favourite
Villa in Arezzo
Coaching House
Individual host
5–10 Oct
5.0 out of 5 average rating, 66 reviews
Top guest favourite
Farm stay in Anghiari
Tuscan dream lux 2-bed, pool, private balcony
Individual host
26 Sept – 1 Oct
5.0 out of 5 average rating, 56 reviews
Top guest favourite
Villa in Cortona
Tuscan Villa Luigina with Pool & Panoramic View
Business host
8–13 Nov
4.81 out of 5 average rating, 108 reviews
Top guest favourite
Home in Prato
Tofanello Turquoise Luxury with Outdoor Pool
Individual host
20–25 Sept
4.99 out of 5 average rating, 138 reviews
Guest favourite
Farm stay in Cortona
Villa Le Celle Agritourism
Business host
13–18 Sept
4.94 out of 5 average rating, 16 reviews
Top guest favourite
Villa in Montecchio
Casupoli, Tuscan Villa with Private Pool & Hot Tub
Individual host
2–7 Sept
4.97 out of 5 average rating, 38 reviews
Top guest favourite
Home in Lucignano
Belvedere Antico [Tuscan pool and garden]
Individual host
15–20 Sept
4.98 out of 5 average rating, 48 reviews
Top guest favourite
Farm stay in Castiglion Fiorentino
"La Badiola" Agritourism
Business host
3–8 Sept
5.0 out of 5 average rating, 12 reviews
Top guest favourite
Villa in Montepulciano
Wine Experience Villa in Montepulciano
Business host
15–20 Nov
4.97 out of 5 average rating, 125 reviews
Top guest favourite
Holiday home in Arezzo
Historic Arched Apartment in the Heart of Arezzo
Business host
1–6 Nov
5.0 out of 5 average rating, 151 reviews
Top guest favourite
Villa in Castiglion Fiorentino
Beautiful and cozy country-house, sleeps 11
Individual host
9–14 Sept
5.0 out of 5 average rating, 25 reviews
Top guest favourite
Home in Citerna
Casa Flavia, Umbria’s New Secret
4 bedrooms, 4 beds
19–24 Sept
5.0 out of 5 average rating, 10 reviews
Villa in San Leo Bastia
Villa Vasciano - Private Pool & AirCo
Individual host
1–6 Oct
5.0 out of 5 average rating, 4 reviews
Top guest favourite
Villa in Arezzo
Casa Napoleone - Tuscan Villa w/ pool near Cortona
Individual host
16–23 Sept
4.96 out of 5 average rating, 27 reviews