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Search results; Over 1,000 homes in Cortona

Top guest favourite
Home in Cortona
Traditional stone house in Tuscany
5 bedrooms, 11 beds, 4 shared bathrooms
31 Oct – 6 Nov, Business host
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4.97 out of 5 average rating, 102 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
Top guest favourite
Flat in Cortona
Cortona’s Rooftop Nest
Individual host
6–11 Nov
4.99 out of 5 average rating, 187 reviews
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
Home in Cortona
Breathtaking views: Historic House w/Terrace & BBQ
Individual host
26 Sept – 1 Oct
5.0 out of 5 average rating, 25 reviews
Top guest favourite
Flat in Cortona
SIGNORELLI HOUSE
Individual host
12–17 Sept
5.0 out of 5 average rating, 12 reviews
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, 55 reviews
Top guest favourite
Flat in Cortona
Cortona Shabby Chic House - independent & balcony-
Individual host
27 Oct – 1 Nov
4.96 out of 5 average rating, 422 reviews
Top guest favourite
Home in Cortona
Casa Primo Stylish-townhouse w/ patio & jetted tub
Individual host
27 Oct – 1 Nov
5.0 out of 5 average rating, 75 reviews
Top guest favourite
Home in Cortona
Casa del Passerino
Individual host
20–25 Sept
4.94 out of 5 average rating, 224 reviews
Guest favourite
Home in Cortona
Nello's, Villa with private SPA and pool
Business host
20–25 Sept
5.0 out of 5 average rating, 18 reviews
Guest favourite
Flat in Cortona
La Corte Apartment
Business host
14–19 Sept
4.79 out of 5 average rating, 24 reviews
Top guest favourite
Farm stay in Cortona
Relaxing-unspoiled country place Il Monte...
Business host
12–17 Sept
5.0 out of 5 average rating, 36 reviews
Guest favourite
Farm stay in Cortona
Villa Le Celle Agritourism
Business host
13–18 Sept
4.88 out of 5 average rating, 17 reviews
Top guest favourite
Flat in Cortona
Casa AlMa: air conditioning and private terrace
Individual host
28 Oct – 2 Nov
5.0 out of 5 average rating, 46 reviews
Top guest favourite
Flat in Cortona
I Terrazzini apt.1
Individual host
17–22 Oct
4.97 out of 5 average rating, 181 reviews
Top guest favourite
Villa in Pergaccio
Villa Pergo is an ancient charming country villa
Business host
29 Apr – 4 May
5.0 out of 5 average rating, 65 reviews
Superhost
Home in Cortona
Palazzo Simonetti
Business host
9–14 Sept
Top guest favourite
Villa in Montepulciano
Amazing Tuscany Villa, FREE parking
Business host
6–11 Nov
4.92 out of 5 average rating, 332 reviews