Where to stay in Tuscany & along the wider route

Choose Florence for city walks, a countryside base for Tuscan hill towns, or a separate rail-linked stay in Cinque Terre, Liguria. Compare actual localities before choosing a room.

Compare the choices

Fyno editorial · Updated November 5, 2026

Make the trip fit you

Make the route work for you

City evenings or countryside mornings?

Florence and Siena town stays suit evenings on foot. A farmhouse or estate puts the landscape first and adds road connections to towns, meals and transport. [1][9]

Follow the overnight, not the source group

Le Ragnaie is near Montalcino, Villa Bordoni near Greve, and Locanda al Colle near Camaiore. Reschio and Villa di Piazzano are in Umbria. Cinque Terre stays are in Liguria. [10][11][12]

MATCH YOUR STAY TO YOUR ROUTE

Find your base

Compare locations, then open each hotel guide for the room, facilities and booking choices.

Location31 stays

01 · Historic centre, Arezzo
A town base for walking through Arezzo.
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02 · Countryside outside Arezzo
A rural alternative to sleeping in Arezzo’s centre.
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03 · Il Borro, near San Giustino Valdarno
An estate setting in the Valdarno for time at the property.
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04 · Riomaggiore, Liguria
A village guesthouse for Riomaggiore and rail-linked coastal days.
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05 · Monterosso al Mare, Liguria
A base in Monterosso’s old village for coastal exploration.
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06 · Monterosso al Mare, Liguria
A Monterosso village hotel for evenings on foot.
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07 · Manarola, Liguria
A Manarola stay above the harbour for village views.
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08 · Manarola, Liguria
A small guesthouse choice for a Manarola base.
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09 · Monterosso al Mare, Liguria
A coastal hotel above Monterosso for a stay led by the setting.
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10 · Riomaggiore harbour, Liguria
A harbour-area stay for a Riomaggiore visit.
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11 · Riomaggiore, Liguria
A Riomaggiore guesthouse chosen in the wider saved road trip.
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12 · Historic centre, Florence
A central base for Florence’s art and city walks.
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13 · Fiesole, above Florence
A hillside villa hotel for a quieter setting outside the centre.
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14 · Oltrarno, Florence
A city stay south of the Arno for walking and neighborhood time.
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15 · West Florence, near the Arno
A loft-style stay west of the main historic sights.
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16 · Near Greve in Chianti, Tuscany
A countryside stay in Chianti, selected at the end of Tuscan Adventure.
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17 · Reschio, Lisciano Niccone, Umbria
A separate Umbrian estate stay outside Tuscany.
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18 · Near Pienza, Val d’Orcia
A family-run farmhouse apartment setting outside Pienza.
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19 · Historic centre, Pienza
A town setting in Pienza rather than an isolated country property.
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20 · Near Montalcino, Tuscany
A wine-estate countryside base near Montalcino, selected in Tuscan Adventure.
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21 · Castiglione d’Orcia countryside
A rural inn for a stay focused on Val d’Orcia.
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22 · Near Monticchiello, Pienza
A vineyard-and-farm stay in the Pienza countryside.
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23 · Piazzano, Tuoro sul Trasimeno, Umbria
A countryside villa near Cortona on the Umbrian side of the border.
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24 · Camaiore hills, Versilia
A countryside guesthouse overlooking the Versilia landscape.
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25 · Castelnuovo Berardenga countryside
A resort setting east of Siena for time in the countryside.
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26 · Maggiano, outside Siena’s walls
A former monastery setting just outside the city.
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27 · Historic centre, Siena
A historic residence for Siena evenings and city walks.
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28 · Near San Gimignano, Tuscany
A wine-estate stay near San Gimignano, selected in Tuscan Adventure.
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29 · Castelfalfi, Montaione, Tuscany
A countryside resort in the municipality of Montaione.
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30 · Near Poggibonsi, Tuscany
A countryside base near Poggibonsi for a western hill-town trip.
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31 · Near Greve in Chianti, Tuscany
A countryside relais in Chianti for time away from the city.
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Curated stays are planning choices, subject to availability. Use current road and site guidance for access; pins are not a driving route.

Overnights in the saved Tuscan Adventure

Eight selected overnights, followed by a departure allowance toward Florence. The route extends into Liguria. These are source choices, not available rooms.

Day 1 · Historic centre, FlorenceHotel Milù ↗
Day 2 · Historic centre, FlorenceHotel Milù ↗
Day 3 · Riomaggiore, LiguriaThe Sunset Line ↗
Day 4 · Monterosso al Mare, LiguriaBellambra ↗
Day 5 · Near San Gimignano, TuscanyTenuta Guardastelle ↗
Day 6 · Near Montalcino, TuscanyLe Ragnaie ↗
Day 7 · Near Montalcino, TuscanyLe Ragnaie ↗
Day 8 · Near Greve in Chianti, TuscanyVilla Bordoni ↗

Read the complete saved plan →

Put the choices into a route

Compare the routes and choose the plan that fits your time.

Cinque Terre Escape3-5 days ↗Florence Escape2-4 days ↗Tuscan Adventure6-10 days ↗

Questions before you go

Do I need one base or several?

Use a city base for Florence and a countryside base for hill towns. Add a Ligurian stay if visiting Cinque Terre; it is a separate part of the wider route.

Does the saved route guarantee a room?

No. Saved overnights show the original route’s choices. Availability, occupancy, final rates and cancellation terms depend on the dates and provider.

Sources & planning notes

Fyno’s saved curation and editorial planning notes. Official planning sources checked November 5, 2026 where cited. Recheck admission, transport, seasonal operation and room terms for your dates. Map pins show locations, not a driving route.