Observatory

Where a villa lets best in Tuscany: comparing 72 towns (2026)

Tripcare compares here the 72 Tuscan towns where it looks after villas, with the same criteria for all: the area’s season, whether a tourist tax and a ZTL exist, the road minutes from Florence and Pisa airports and from the Poggibonsi office, the type of guests and the number of houses managed within fifteen kilometres. Times are computed once on the road network, not estimated; the columns that depend on internal data — income — stay empty until verified figures exist, because an estimate in a table becomes a promise. 40 towns have a published page today: the others are covered by the same team and appear here because geography, not the page, decides where a villa works.

Updated on 2026-09-30 · Download the data (CSV)

Area72 towns

Comparison of the towns Tripcare covers — click a header to sort
		Season	Income	Tourist tax	ZTL				Guests
Poggibonsi	Chianti	Easter–October, peaks May–June and September	—	per town, see guide	yes	52	85	1	Families and groups wanting a central base	6
Barberino Val d'Elsa	Chianti	Easter–October, peaks May–June and September	—	per town, see guide	yes	47	80	13	Families and couples, Chianti and Valdelsa	7
Colle di Val d'Elsa	Chianti	Easter–October, peaks May–June and September	—	per town, see guide	yes	62	94	14	Families, base for San Gimignano and Volterra	5
Tavarnelle Val di Pesa	Chianti	Easter–October, peaks May–June and September	—	per town, see guide	no	44	76	16	Families, a base between Florence and Siena	7
San Gimignano	Chianti	Easter–October, peaks May–June and September	—	per town, see guide	yes	69	78	19	Families and groups, base for Siena, Volterra and Chianti	4
Certaldo	Chianti	Easter–October, peaks May–June and September	—	per town, see guide	yes	56	67	19	Families, Valdelsa and San Gimignano	4
Castellina in Chianti	Chianti	Easter–October, peaks May–June and September	—	per town, see guide	yes	61	101	23	Couples and families here for Chianti Classico	5
San Casciano in Val di Pesa	Chianti	Easter–October, peaks May–June and September	—	per town, see guide	yes	32	67	26	Families and couples who want Florence without sleeping in it	2
Gambassi Terme	Chianti	Easter–October, peaks May–June and September	—	per town, see guide	no	58	64	27	Families, springs and the Francigena a step from San Gimignano	4
Casole d'Elsa	Chianti	Easter–October, peaks May–June and September	—	per town, see guide	no	76	92	29	Couples and families, hills between Volterra and Siena	4
Castelfiorentino	Chianti	Easter–October, peaks May–June and September	—	per town, see guide	no	50	58	31	Families, a rail base for Florence and San Gimignano	0
Montespertoli	Chianti	Easter–October, peaks May–June and September	—	per town, see guide	no	37	63	33	Couples and families, western Florentine Chianti	0
Radda in Chianti	Chianti	Easter–October, peaks May–June and September	—	per town, see guide	yes	69	105	35	Couples and small groups, wine tourism	6
Panzano in Chianti	Chianti	Easter–October, peaks May–June and September	—	per town, see guide	no	52	88	35	Couples and groups, food and wine	4
Montaione	Chianti	Easter–October, peaks May–June and September	—	per town, see guide	no	60	59	35	Families and couples, resorts and the Valdelsa hills	4
Greve in Chianti	Chianti	Easter–October, peaks May–June and September	—	per town, see guide	yes	48	89	45	Families and groups, Florentine Chianti	4
Castelnuovo Berardenga	Chianti	Easter–October, peaks May–June and September	—	per town, see guide	no	87	128	47	Families and groups, Sienese Chianti near Siena	4
Gaiole in Chianti	Chianti	Easter–October, peaks May–June and September	—	per town, see guide	no	73	115	49	Cyclists, couples, wine tourism	7
Impruneta	Firenze	March–November, the city drives long weekends too	—	per town, see guide	no	31	79	35	Families, hills south of Florence	2
Bagno a Ripoli	Firenze	March–November, the city drives long weekends too	—	per town, see guide	no	26	79	42	Families and business guests, east Florence	1
Fiesole	Firenze	March–November, the city drives long weekends too	—	per town, see guide	yes	24	86	54	Couples and families, Florence in view	1
Vinci	Firenze	March–November, the city drives long weekends too	—	per town, see guide	yes	47	53	56	Families, Leonardo and the Montalbano	0
Figline e Incisa Valdarno	Firenze	March–November, the city drives long weekends too	—	per town, see guide	yes	46	94	56	Families and business guests, Florentine Valdarno	2
Reggello	Firenze	March–November, the city drives long weekends too	—	per town, see guide	no	49	97	60	Families, Vallombrosa and the Valdarno	1
Carmignano	Firenze	March–November, the city drives long weekends too	—	per town, see guide	no	30	65	61	Couples, DOCG wine and Medici villas	0
Barga	Lucca	May–October, plus Comics in late October	—	per town, see guide	no	91	72	120	Couples and families, the Garfagnana	0
Bolgheri	Maremma	Coast June–August; Saturnia October–March	—	per town, see guide	no	113	58	90	Wine tourists and families, Etruscan Coast	0
Massa Marittima	Maremma	Coast June–August; Saturnia October–March	—	per town, see guide	yes	140	94	93	Couples and families, the Colline Metallifere	0
Castagneto Carducci	Maremma	Coast June–August; Saturnia October–March	—	per town, see guide	no	113	58	102	Wine tourists and families, Bolgheri and the coast	0
Talamone	Maremma	Coast June–August; Saturnia October–March	—	per town, see guide	no	160	133	113	Couples and sailors, Maremma Park	0
Scansano	Maremma	Coast June–August; Saturnia October–March	—	per town, see guide	no	160	137	113	Wine tourists, Morellino and inland Maremma	0
Castiglione della Pescaia	Maremma	Coast June–August; Saturnia October–March	—	per town, see guide	yes	164	109	117	Families, beach	0
Monte Argentario	Maremma	Coast June–August; Saturnia October–March	—	per town, see guide	no	180	152	133	Families and sailors, sea	0
Capalbio	Maremma	Coast June–August; Saturnia October–March	—	per town, see guide	no	187	159	139	Couples and families, beaches and the Tarot Garden	0
Saturnia	Maremma	Coast June–August; Saturnia October–March	—	per town, see guide	no	187	173	140	Couples, thermal springs all year	0
Pitigliano	Maremma	Coast June–August; Saturnia October–March	—	per town, see guide	yes	168	181	152	Couples, the tufa town and the springs	0
Monteriggioni	Siena	Easter–October, Palio 2 July and 16 August	—	per town, see guide	no	66	101	19	Families and couples, Siena a quarter of an hour away	3
Sovicille	Siena	Easter–October, Palio 2 July and 16 August	—	per town, see guide	no	85	120	38	Families, the Montagnola senese	0
Rapolano Terme	Siena	Easter–October, Palio 2 July and 16 August	—	per town, see guide	no	94	134	52	Couples and families, springs and the Crete	5
Crete Senesi	Siena	Easter–October, Palio 2 July and 16 August	—	per town, see guide	no	99	146	64	Couples and photographers, landscape	3
Montepulciano	Val d'Orcia	April–October; springs and Brunello in autumn	—	per town, see guide	yes	98	146	84	Couples and families, Vino Nobile	5
Montalcino	Val d'Orcia	April–October; springs and Brunello in autumn	—	per town, see guide	yes	130	154	86	Wine tourists, couples	1
San Quirico d'Orcia	Val d'Orcia	April–October; springs and Brunello in autumn	—	per town, see guide	no	123	168	86	Couples, springs and landscape	3
Pienza	Val d'Orcia	April–October; springs and Brunello in autumn	—	per town, see guide	yes	111	159	95	Couples and families, Val d’Orcia	4
Castiglione d'Orcia	Val d'Orcia	April–October; springs and Brunello in autumn	—	per town, see guide	no	135	170	100	Couples, Bagni San Filippo and the upper Val d’Orcia	3
Terranuova Bracciolini	Valdichiana	April–October; A1 and rail all year	—	per town, see guide	no	51	99	61	Families and groups, Arezzo Valdarno	2
Lucignano	Valdichiana	April–October; A1 and rail all year	—	per town, see guide	no	78	126	63	Families, the elliptical village and the Valdichiana	3
Sinalunga	Valdichiana	April–October; A1 and rail all year	—	per town, see guide	no	84	132	66	Families and groups, base for Montepulciano and Val d’Orcia	4
Loro Ciuffenna	Valdichiana	April–October; A1 and rail all year	—	per town, see guide	no	57	105	68	Families and groups, Valdarno and Pratomagno	1
Bucine	Valdichiana	April–October; A1 and rail all year	—	per town, see guide	no	65	113	68	Families and groups, Valdambra and Arezzo Chianti	2
Monte San Savino	Valdichiana	April–October; A1 and rail all year	—	per town, see guide	no	71	119	70	Couples and families, village and Valdichiana	3
Torrita di Siena	Valdichiana	April–October; A1 and rail all year	—	per town, see guide	no	87	135	71	Families, base for Montepulciano and the Val d’Orcia	6
Trequanda	Valdichiana	April–October; A1 and rail all year	—	per town, see guide	no	91	139	73	Couples and families, hills between the Crete and the Valdichiana	6
Arezzo	Valdichiana	April–October; A1 and rail all year	—	per town, see guide	yes	71	119	81	Families and business guests, city and Casentino	0
Castiglion Fiorentino	Valdichiana	April–October; A1 and rail all year	—	per town, see guide	yes	84	132	85	Families, Arezzo Valdichiana and Cortona	0
Cortona	Valdichiana	April–October; A1 and rail all year	—	per town, see guide	yes	97	145	86	Couples and families, Valdichiana and Trasimeno	0
Chiusi	Valdichiana	April–October; A1 and rail all year	—	per town, see guide	yes	95	143	88	Families, Etruscan town with station and A1	0
Sarteano	Valdichiana	April–October; A1 and rail all year	—	per town, see guide	no	97	145	90	Couples, Etruscan tombs and Monte Cetona	1
Cetona	Valdichiana	April–October; A1 and rail all year	—	per town, see guide	no	104	152	96	Couples, village and hills	0
Chianciano Terme	Valdichiana	April–October; A1 and rail all year	—	per town, see guide	no	107	155	98	Couples and families, springs and Montepulciano	3
Viareggio	Versilia	June–September; Carnival in winter	—	per town, see guide	yes	72	33	101	Families, Carnival and the promenade	1
Camaiore	Versilia	June–September; Carnival in winter	—	per town, see guide	no	76	36	105	Families, hills and sea	1
Forte dei Marmi	Versilia	June–September; Carnival in winter	—	per town, see guide	yes	78	36	107	Families, beach and bathing clubs	1
Pietrasanta	Versilia	June–September; Carnival in winter	—	per town, see guide	yes	79	38	108	Couples, art and sea	1
Seravezza	Versilia	June–September; Carnival in winter	—	per town, see guide	no	87	45	116	Families and couples, Apuan Alps ten minutes from the sea	1
San Miniato	Volterra	June–September, shorter and cooler	—	per town, see guide	yes	45	42	51	Couples and families, truffle and Valdarno	0
Peccioli	Volterra	June–September, shorter and cooler	—	per town, see guide	no	72	39	56	Families, art village and the Valdera	1
Lajatico	Volterra	June–September, shorter and cooler	—	per town, see guide	no	85	50	60	Couples, the Teatro del Silenzio and the Pisan hills	5
Pomarance	Volterra	June–September, shorter and cooler	—	per town, see guide	no	110	82	62	Couples, nature and geothermal country	4
Casciana Terme Lari	Volterra	June–September, shorter and cooler	—	per town, see guide	no	77	38	75	Families, springs and the cherries of Lari	2
Crespina Lorenzana	Volterra	June–September, shorter and cooler	—	per town, see guide	no	74	31	77	Families, Pisan hills half an hour from the sea	2
Santa Luce	Volterra	June–September, shorter and cooler	—	per town, see guide	no	90	46	94	Couples, hills towards Bolgheri and the coast	2

Method: towns from content/pm-towns.json; OSRM driving times from the town centre, without traffic; villas = managed properties within 15 km. No value is estimated: where a verified figure is missing the cell is empty.

How to read the table

The season is the area’s pattern as the zone pages describe it: it says when a house works, not how much it earns. The ZTL and the tourist tax are administrative facts that change how guests arrive and what the manager has to do; the tax rates are in the regulation guide, not here, because they change by town and by year.

Minutes from the airports measure how easy the house is to sell to guests arriving by air; minutes from the office measure how close the Tripcare team is. The number of villas within fifteen kilometres says where we already have houses: it is the criterion by which we publish a town page.

How to cite these data

Tripcare, “Observatory of Tuscan towns for villa rentals” (2026), tripcare.it/en/osservatorio/comuni — data updated 2026-09-30. Reproduction permitted with attribution and a link.

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