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Search results; Over 1,000 homes
Over 1,000 homes
Photo 1 of 29
Villa in Toscana
Exclusive villa at few km from Florence with view
8 bedrooms
,
·
11 beds
,
·
6 private bathrooms
21–26 Sept
21–26 Sept
,
·
Business host
£3,378 total
Show price breakdown
£3,378 total
,
·
4.52 out of 5 average rating, 63 reviews
4.52 (63)
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Top guest favourite
Guest favourite
Villa in Peccioli
Luxury Villa "Le Rondini" – Peccioli
Individual host
Individual host
8–13 Oct
8–13 Oct
£3,805 total
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£3,805 total
Free cancellation
5.0 out of 5 average rating, 17 reviews
5.0 (17)
Photo 1 of 29
Top guest favourite
Guest favourite
Home in Castiglion Fiorentino
Villa with Private Pool in the Tuscan Countryside
Individual host
Individual host
29 Sept – 4 Oct
29 Sept – 4 Oct
£652 total
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£652 total
Free cancellation
5.0 out of 5 average rating, 23 reviews
5.0 (23)
Photo 1 of 29
Top guest favourite
Guest favourite
Home in Barberino Tavarnelle
Peaceful and Relaxing Tuscan Retreat with Views
Individual host
Individual host
20–25 Nov
20–25 Nov
£797
£643 total
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Free cancellation
5.0 out of 5 average rating, 90 reviews
5.0 (90)
Photo 1 of 29
Top guest favourite
Guest favourite
Villa in Cortona
Stunning Tuscan Villa & Panoramic Infinity Pool
Individual host
Individual host
6–11 Oct
6–11 Oct
£3,247 total
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£3,247 total
Free cancellation
5.0 out of 5 average rating, 96 reviews
5.0 (96)
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Top guest favourite
Guest favourite
Flat in San Gimignano
Luxury Residence in the Heart of San Gimignano
Individual host
Individual host
28 Oct – 2 Nov
28 Oct – 2 Nov
£1,419
£1,227 total
Show price breakdown
Free cancellation
5.0 out of 5 average rating, 6 reviews
5.0 (6)
Photo 1 of 29
Top guest favourite
Guest favourite
Home in Galenda
Casa Pernice · Chianti villa with private pool
Business host
Business host
7–12 Oct
7–12 Oct
£2,393 total
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£2,393 total
5.0 out of 5 average rating, 15 reviews
5.0 (15)
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Flat in Montepulciano
Dimora Nobile
Individual host
Individual host
16–21 Oct
16–21 Oct
£1,188
£965 total
Show price breakdown
Free cancellation
New place to stay
New
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Villa in Poggibonsi
New for 2026 - Casa nel Chianti - relaxation & design
Individual host
Individual host
7–12 Oct
7–12 Oct
£2,996 total
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£2,996 total
5.0 out of 5 average rating, 3 reviews
5.0 (3)
Photo 1 of 21
Top guest favourite
Guest favourite
Flat in Barberino Val d'Elsa
Ginevra Charme in Chianti
Individual host
Individual host
23–28 Sept
23–28 Sept
£447 total
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£447 total
5.0 out of 5 average rating, 8 reviews
5.0 (8)
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Tower in San Donato
Luxury apartment in an 11th-century tower
Business host
Business host
20–25 Nov
20–25 Nov
£1,098 total
Show price breakdown
£1,098 total
Free cancellation
Photo 1 of 29
Top guest favourite
Guest favourite
Apartment in Florence
Roof-top Anguillara: Duomo e Bargello View
Individual host
Individual host
18–23 Dec
18–23 Dec
£1,655 total
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£1,655 total
Free cancellation
4.98 out of 5 average rating, 108 reviews
4.98 (108)
Photo 1 of 29
Top guest favourite
Guest favourite
Farm stay in Greve in Chianti
Ancient Tuscan farmhouse in the Chianti hills
Business host
Business host
23–28 Nov
23–28 Nov
£609 total
Show price breakdown
£609 total
Free cancellation
4.99 out of 5 average rating, 285 reviews
4.99 (285)
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Home in Barberino Tavarnelle
Casa Liliana for rent- In the heart of Chianti
Business host
Business host
3–10 Oct
3–10 Oct
£4,334 total
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£4,334 total
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Home in Dovadola
Torre di Vedetta medieval rustic farmhouse with 10 beds
Individual host
Individual host
22–27 Sept
22–27 Sept
£1,354
£1,132 total
Show price breakdown
Extended stay discount
New place to stay
New
Photo 1 of 29
Top guest favourite
Guest favourite
Apartment in Volterra
Marta's Domus
Individual host
Individual host
3–8 Oct
3–8 Oct
£734 total
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£734 total
Free cancellation
5.0 out of 5 average rating, 27 reviews
5.0 (27)
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Guest favourite
Guest favourite
Home in La Serra
Casa Orlando | Private Pool Villa in Tuscany
Individual host
Individual host
22–27 Sept
22–27 Sept
£1,167 total
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£1,167 total
5.0 out of 5 average rating, 7 reviews
5.0 (7)
Photo 1 of 29
Top guest favourite
Guest favourite
Home in Camaiore
Your Tuscan Hideaway Awaits You
Individual host
Individual host
23–28 Sept
23–28 Sept
£1,463
£1,249 total
Show price breakdown
5.0 out of 5 average rating, 8 reviews
5.0 (8)
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Home in Colle di Val d'Elsa
Casa Emilio
Business host
Business host
23–28 Sept
23–28 Sept
£1,681 total
Show price breakdown
£1,681 total
5.0 out of 5 average rating, 4 reviews
5.0 (4)
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