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1 / 11

Castel Monastero, Chianti

5

A rustic and traditional Tuscan hideaway, surrounded by vineyards and offering peace and stunning views.

Hidden in glorious vineyards with spectacular views of Chianti’s rolling hills, this 11th-Century former monastery has been beautifully restored into ...

Rooms: 73
Transfers: Approx. 1¾ hours' drive from Pisa airport. Car hire is recommended
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1 / 18

Relais Santa Chiara, San Gimignano

4

This charming hotel offers a tranquil retreat amid the picturesque rolling hills of medieval San Gimignano.

Nestled in beautiful gardens sprinkled with cypress and olive trees, this delightful hotel is just a ten-minute gentle uphill stroll from the UNESCO-l...

Rooms: 41
Transfers: Approx. 1 hour's drive from Pisa airport. Car hire is recommended
Read more about Relais Santa Chiara, San Gimignano

From £901 Save up to £36

5 nights, Bed and Breakfast, 21 Apr '22

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1 / 11

Villa Casagrande, Figline Valdarno

4

A wonderful mix of old meets new in this former farmhouse which is characterised by pure Tuscan style.

Steeped in history and bursting with rustic charm, this romantic 14th-Century farmhouse has beautiful gardens, pretty courtyards and a charming cloist...

Rooms: 60
Transfers: Approx. 1¼ hours' drive from Pisa airport. Car hire is recommended
Read more about Villa Casagrande, Figline Valdarno

From £752 Save up to £65

5 nights, Bed and Breakfast, 24 Sep '22

TripAdvisor rating

1 / 21

Grand Hotel Francia E Quirinale

4

This beautiful family-owned home-from-home sits close to Montecatini’s thermal baths.

Montecatini is Tuscany’s most famous spa town. With its thermal baths, vast green spaces and Liberty-style architecture, it’s an ideal base from which...

Rooms: 105
Transfers: Approx. 50 minutes’ transfer from Pisa airport
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1 / 35

Castello di Casole, A Belmond Hotel

5

Go all out with a special stay at this boutique hotel on a sprawling 10th-Century castle estate among the Tuscan hills.

Castello di Casole has a magical location, surrounded by rolling hills, vineyards and olive groves. You’ll know you’re in for a treat when you arrive ...

Rooms: 39
Transfers: Approx. 50 minutes’ drive from Florence airport
Honeymoons
Read more about Castello Di Casole, A Belmond Hotel

From £1,392 Save up to £224

5 nights, Bed and Breakfast, 21 Apr '22

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1 / 25

Torre a Cona

4

In stunning countryside close to Florence, this historic wine-making estate is an idyllic base from which to explore Tuscany.

Passing through the gateway in the centuries-old stone walls that encircle Torre a Cona is like stepping back in time to a more leisurely age. The rol...

Rooms: 25
Transfers: Approx. 40 minutes' transfer from Florence airport and an hour and a half's transfer from Pisa airport
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From £876 Save up to £40

5 nights, Bed and Breakfast, 29 Mar '22

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1 / 19

Grand Hotel Continental Siena

5

A luxury boutique hotel housed in a 17th-Century Palazzo, right in the heart of Siena’s ancient centre.

City hotel locations don’t come much better than Grand Hotel Continental. This boutique retreat is right in the heart of Siena’s historic car-free cen...

Rooms: 51
Transfers: Approx. 1 hour’s drive from Florence airport or 1.5 hours from Pisa airport
Boutique Hotel
Honeymoons
Read more about Grand Hotel Continental Siena

From £838 Save up to £91

5 nights, American Breakfast, 06 Dec '21

TripAdvisor rating

1 / 10

Castellare di Tonda Resort and Spa

4

Stay in your own private farmhouse on a 900-acre estate resort in the Tuscan countryside.

Castellare di Tonda Resort & Spa is a collection of 12 Tuscan farmhouses dotted around a sprawling rural estate around an hour from Florence, Pisa and...

Rooms: 12
Transfers: Approx. 1 hour’s drive from Florence and Pisa airports
Spa
Read more about Castellare Di Tonda Resort And Spa

From £750

5 nights, Room Only, 19 May '22

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