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Search results; Over 1,000 homes in Gambassi Terme

Top guest favourite
Home in Gambassi Terme
Il Fienile, Luxury Apartment in the Tuscan Hills
1 bedroom, 2 beds, 1 private bathroom
3–8 Nov, Individual host
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5.0 out of 5 average rating, 232 reviews
Villa in Gambassi Terme
Fattoria La Striscia Villa with Private Pool
Business host
26 Sept – 1 Oct
5.0 out of 5 average rating, 3 reviews
Top guest favourite
Apartment in Gambassi Terme
Cosy Tuscan Home near Florence & San Gimignano
Individual host
16–21 Oct
4.99 out of 5 average rating, 129 reviews
Top guest favourite
Home in Gambassi Terme
La Cipressina Relax in Tuscany
Individual host
15–20 Oct
5.0 out of 5 average rating, 120 reviews
Top guest favourite
Villa in Barberino Tavarnelle
Luxury Villa in Chianti • Private Natural Pool
Individual host
2–7 Oct
5.0 out of 5 average rating, 30 reviews
Top guest favourite
Home in Greve in Chianti
Relaxation and charm in the Chianti hills
Individual host
27 Oct – 1 Nov
4.99 out of 5 average rating, 114 reviews
Villa in Montaione
Exclusive Villa in Tuscany
Business host
14–19 Sept
4.93 out of 5 average rating, 15 reviews
Top guest favourite
Villa in Volterra
Luxury A/C Villa + Annex with Jacuzzi + Pool, Chef
Business host
11–17 Oct
5.0 out of 5 average rating, 35 reviews
Guest favourite
Flat in Montaione
Punteriolo Spereto Family Apartment With Pool, - P
Business host
29 Sept – 4 Oct
5.0 out of 5 average rating, 8 reviews
Guest favourite
Home in Poggibonsi
Le Casacce Farmhouse
Individual host
11–16 Oct
5.0 out of 5 average rating, 6 reviews
Top guest favourite
Home in Morrona
Villino Isotta (exclusive private villa)
Individual host
15–20 Oct
4.99 out of 5 average rating, 70 reviews
Villa in Poggibonsi
New for 2026 - Casa nel Chianti - relaxation & design
Individual host
15–20 Sept
New place to stay
Guest favourite
Holiday home in San Gimignano
Private garden overlooking the Via Francigena
Business host
26 Sept – 1 Oct
4.9 out of 5 average rating, 10 reviews
Tower in San Donato
Luxury apartment in an 11th-century tower
Business host
20–25 Nov
Top guest favourite
Apartment in San Gimignano
Casaglia Residence
Individual host
5–10 Oct
4.97 out of 5 average rating, 75 reviews
Guest favourite
Farm stay in Montaione
Tenuta Collerucci | Villa with private pool
Individual host
31 Oct – 5 Nov
5.0 out of 5 average rating, 7 reviews
Top guest favourite
Villa in Linari
Entire villa with private pool, stunning view!
Individual host
18–23 Sept
4.98 out of 5 average rating, 60 reviews
Top guest favourite
Home in Florence
Villa Agnese · Pool · Duomo View · Parking
Individual host
24–29 Oct
5.0 out of 5 average rating, 18 reviews
Villa in Castelfiorentino
[Florence 45min] 4-bedroom panoramic villa with swimming pool
Individual host
20–25 Sept
5.0 out of 5 average rating, 4 reviews