20 Best Hotels with Pools in Tuscany

Gloriously sun-drenched and exceptionally beautiful, Tuscany’s appeal is broad. Whether you want to taste its exceptional food and wines, slip away with your better half for a romantic hideaway or treat yourself and the kids to the holiday of a lifetime. This is a place where you can come and do as little or as much as you like and for those who like nothing better than lounging by a pool all day we've put together our pick of the best hotels with pools in Tuscany. From chic little B&Bs to superb resort style properties with top notch facilities, there really is something for everyone here. Use our guide and start planning your next visit to this ever-popular Italian region.

For the Album

• The Hotelito Lupaia is a totally charming and luxuriously converted farmhouse in a secluded spot in the Tuscan hills, with just eight rooms and suites and lush gardens with a pool and a view. Each of the rooms has been individually restored and renovated to balance out the beautiful original features — like decorative wall paint, beamed ceilings, fireplaces and terracotta floors — with a drive to provide every contemporary comfort. The restaurant is equally charming, and offers cooking classes if you want to take something memorable home with you. You can take scenic walks right from the door, or borrow the hotel’s bikes and explore on two wheels.

For a Special Occasion

• Set on a hilltop, with panoramic views over its own vineyards, the Castello di Vicarello is a romantic and luxurious choice, with just seven fairytale rooms and suites. Each is spacious and individually decorated: think stone flagged floors, huge fireplaces, turrets, terraces, and a smattering of gilt. The kitchen produces seasonal fare on request, and offer cooking lessons, while outside are rose gardens, and a spectacular pool and spa.
• The Rosewood Castiglion del Bosco is a delightfully luxurious converted villa on one of the oldest, and best preserved estates in Tuscany, nestled on a hillside outside Montalcino. Within the complex are 23 rooms and suites, all spacious, beautifully laid out and decorated, with classical Italian design throughout. Plus there's a handful of private villas which have their own terraces and pools, and living space, of course. This is the kind of hotel you don’t need to leave, they have a functioning winery onsite, and run tastings and events, plus cooking classes in the kitchens, which service all the hotel’s dining options. There are tennis courts and a gym, vast grounds, plus a kids club and babysitting service. They’ve really thought of everything!

For a Pool with a View

• The Villa San Michele is an entirely charming, 15th century monastery turned luxurious hotel, complete with Michelin-starred restaurant, and terraced gardens overlooking Florence — which is also where you’ll find the pool. There are 46 rooms and suites — it was a large monastery, so the rooms are all generously proportioned, with grand details and wonderful historic features. The furniture and fabrics exude luxury; this is one of Italy’s most famous, and expensive, hotels. And they have a cooking school.
• The Hotel Torre di Cala Piccola is positioned on the cliffs of Monte Argentario, overlooking the Mediterranean, in peaceful gardens that run all the way past an infinity pool, to a rocky cove below. This isn’t your classic Tuscan view, but it’s certainly incredible. The hotel’s 50 rooms and suites are light and airy, with floor to ceiling windows, and in most cases a private terrace or balcony. The restaurant has an stunning terrace too, and serves gourmet Tuscan cuisine, with extra lashings of local seafood.

For Romantics

• The Castello di Potentino is a classic Tuscan castle, complete with square tower, views over vines and olive groves, terracotta tiled floors and beamed ceilings. The owners are friendly, with great taste in traditional art and antiques — the eight rooms and four apartments are beautifully decorated so that you really will feel like guests in a castle — even the bathtubs are vintage. When you’re done exploring you can relax by the beautiful pool, set amid olive trees.
• The Villa Pitti Amerighi is another beautifully converted villa in the hills of Tuscany, set in lush gardens and overlooking olive groves and vineyards. The ten rooms and suites, and light, airy communal areas, have kept the original terracotta tiled floors and beamed or vaulted ceilings, but the decor is more contemporary, in pale greys and cream. There’s no restaurant, but they offer a sumptuous breakfast.

For a Rural Retreat

• Salvadonica is a carefully converted ancient village set amongst vineyards and olive groves in the heart of the Chianti Hills. The original stone and tiled floors, stone walls, and wood-beamed roof have been beautifully incorporated into the contemporary style of the current building, and the 19 rooms are light, airy, and stylishly minimal; the best have frescoes and vaulted ceilings. As well as a pool surrounded by olive trees, Salvadonica has a tennis court and boules green. The restaurant serves excellent Tuscan cuisine, on a beautiful terrace.

For Foodies

• Castello di Gabbiano was built in the 12th century, and is surrounded by hills, vineyards and olive groves. Unusually it has rounded towers, but otherwise it’s every inch Italian castello perfection. Its interiors have ben carefully restored and renovated to retain the original terracotta tiles, vast fireplaces, impressive ceilings, and ornate paintwork, but the modernisation is clear from the comfort. With cooking classes, themed meal nights and a range of wine tasting opportunities, this is a rewarding pick for foodies.

For Traditional Italian Charm

• The Relais Villa Baldelli is a charmingly traditional Italian villa hotel outside Cortona, with an enormous pool and gardens. If you love traditional Italian restaurants, with their murals, frescoes, terracotta tiles, and dark wood furnishing, then be prepared to love the real thing at the Villa Baldelli, as its 15 rooms and suites, and spacious common areas ooze old fashioned charm. The restaurant matches its decor in its wonderful traditional regional cuisine, and runs a cooking school and wine tastings. Plus there's that all important pool surrounded by comfy loungers!
• The Villa Poggiano is a gloriously ornate country villa, set on six hectares of parkland overlooking medieval Montepulciano. It has 14 guest rooms and suites, featuring terracotta floors, exposed beam ceilings, large windows and original details, like decoratively painted ceilings and walls, marble floors, grand fireplaces and tapestries. The hotel restaurant is known for its regional menu, and they offer cooking classes and wine tastings. You can also take art classes. The pool is quite fancy too, complete with statues and stone urns.

For a Spa Break

• The Cortona Resort & Spa is a complex of several spacious villas, dating from the 18th century, though the spa is state-of-the-art with a sauna, steam room, hammam and long treatment menu and a fabulous indoor/outdoor pool. The main villa is impressively elegant and traditional looking, but the rooms are decidedly contemporary, with gorgeous modern bathrooms. The restaurant runs wine tastings from its impressive cellars.

For an Intimate Escape

• The Villa Sassolini is an intimate choice, converted from an elegant villa in the Chianti hills, with a wonderful terraced garden that offers views for miles. Its fabulous gastronomic restaurant shares the view, and overlooks a charming pool whose loungers are perfectly placed for soaking up the vista too. While its 15 rooms and suites have retained the original terracotta tiles, and beamed ceilings, they’re decorated with the sort of large, luxurious and linen-covered furniture that many of the interiors magazines favour too. And the bathrooms are generously proportioned. One room even has a private courtyard!
• Poggio Piglia is a stylishly converted Tuscan farmhouse set on an estate that still produces wine and olive oil— served in the hotel restaurant, of course. We have a number of converted Tuscan farmhouses on this list, but this is one of the most contemporary: during the renovation parquet was laid, the walls were smoothed off, and the beams oiled neatly, so the effect is of a fresh built farmhouse with modern art, and simple, contemporary decor too. The best of the nine rooms and suites have large jetted baths. The restaurant is excellent, and the atmosphere is sophisticated but relaxed. Plus there's an elegant infinity pool with spacious solarium for lazy days.

For a Hotel Pool in a Tuscan Centre

• The Ville sull'Arno is a gorgeous peach-coloured villa right on the edge of the Arno, just outside the historic centre of Florence. The villa’s gardens are beautiful, with a courtyard and pool terrace, and inside the villa’s decor borrows from Renaissance Florence with its stuccos and decorative carvings, but with contemporary comforts and furnishings. Each of the 45 rooms and suites have been individually designed and decorated, so there’s plenty of variety in style and colour scheme. The villa has a spa (with another indoor pool), and restaurant, and offers cooking and art classes. They also have bikes you can borrow to head into Florence proper.

For a Self-Catering Option

• The Castelleto di Montebenichi is a fabulous 12th century castle in the hills of Chianti, arranged in its own historic hamlet, and now turned spacious, charming country escape. The castle has been broken up into nine guest apartments, plus common rooms etc., and each is individually decorated and arranged, with some great family-sized options, though only children over 12 are welcome. There’s no restaurant, but all the rooms have self catering facilities and this is an incredible spot for markets, fresh produce and foodie adventures generally.
• The Agriturismo Vignamaggio is a Tuscan hotel on a working farm, with 25 simply decorated rooms (though some are much grander than others) and self-catering apartments — think terracotta tiles and whitewashed beams. Inside there’s an elegant restaurant with a fantastic wine list, where you can also take cooking classes, plus a games room and bar. Outside is a pool and children’s play area. And everywhere there are vineyard views and plenty of space.

For Great Value

• The Villa Parri is a carefully converted historic villa, set in the Tuscan hills above Pistoia, and surrounded by glorious landscaped gardens. The villa now has 13 guest rooms and apartments, all unique, and decorated with classical style, featuring marble, rich fabrics and antiques, so that the atmosphere is sophisticated — while still being family friendly. The pool is a on a sunny terrace and offers wonderful views.
• The Albergo Villa Marta is a 19th century hunting lodge turned country house hotel, surrounded by lush citrus gardens and olive groves. Inside are 15 rooms and suites, decorated in pastels, with classical style that highlights the original terracotta floors, beamed ceilings and whitewashed walls. The fanciest rooms, and the common spaces have decoratively painted walls and graceful proportions. Guests can arrange cooking, or art classes, and use the complimentary hotel bikes to explore the region. Or just hang out by the charming pool.

Still not sure where to book?

• You could browse our recommendations for all the best places to stay in Tuscany
• but it’s a long list, so you might want to refine it to the best places to stay in Florence, Pisa, Arrezo, Lucca or Cortona
• or you could refine by the type of hotel you’re looking for: so the best hotels in rural Tuscany, the best food and wine hotels in Tuscany, the best hotels on the Tuscan Coast or the best family hotels in Tuscany
• Alternatively, you could contact one of our friendly Gurus for personalised advice.

  • Castello di Potentino Seggiano, Tuscany 11 rooms from CA$337

    
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    Total relaxation  -  The perfect retreat to refresh and recharge, yoga in the mornings, cooking in the afternoon and wine in the evenings.

    Great walks  -  Wander around working organic farm, filled with vineyards and olive groves.

    Sights nearby  -  Visit the nearby medieval towns of Pitigliano, Sorano and Siena

    Swimming Pool  -  Outdoor pool set amid olive trees above the castle

    

    Winning charm in a classic Tuscan castle setting. Friendly owners create a wonderfully relaxing atmosphere like visiting an old friend. Eight rooms and four apartments are filled with period furnishings, paintings and vintage bath tubs. Come here for haunting beauty and rustic charm. See More

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  • Villa Parri Pistoia PT 13 rooms from CA$145

    
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    Romantic Break  -  With its polished antiques, sumptuous furnishings and pretty whimsical gardens it is ideal for a romantic getaway

    Local exploring  -  A glorious base from which to explore Lucca, Florence and Montecatini, while Pistoia itself is a gem

    Sights nearby  -  Don't miss Pistoia's beautiful medieval square and hidden gems like the medieval town of Vinci, Cutigliano or Montecatini Terme

    Great walks  -  Pistoia Apennine Mountains offer several hiking trails, great for walking or for mountain bikes

    

    Recommended by  -  Sawdays

    An historic home set in the Tuscan hills above Pistoia, surrounded by landscaped gardens containing a riot of flora typical of the region, a welcoming pool and a sauna. Rooms and apartments are furnished in typical stately style with antiques, rich fabrics and marble. A sophisticated treat! See More

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  • Agriturismo Vignamaggio 50022 Greve in Chianti (FI) Italy 25 rooms from CA$161

    
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    Country Escape  -  Villas are surrounded by vineyards, and plenty of walking and tasting can be done! Atmospheric and very peaceful hotel

    Swimming Pool  -  There is an outdoor pool for the hotel and a separate one for Il Prato villas

    Cooking classes  -  Can be organised according to your group

    Great walks  -  Tours of the historic hotel gardens

    

    Historic Tuscan hotel on working farm. Rooms and apartments are spread across the villas, with exposed beams, terracotta floors and antique furniture. Outdoor pools, spa, gym, games room and children's play area. Superb Tuscan cuisine and outstanding wine list. Peaceful, pretty and authentic. See More

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  • Albergo Villa Marta Lucca 15 rooms from CA$176

    
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    Value chic

    Sights nearby  -  10 mins from the centre of Lucca, 20 mins from Pisa

    Views  -  Great views from hotel

    Cooking classes  -  Check for timings.

    

    Recommended by  -  I Escape, Tablet, Sawdays

    A former 19th century hunting lodge turned charming country hotel, with lovely views just outside Lucca. Elegant rooms in creams and pastels, lovely pool and surroundings, cookery classes and art classes. Wonderfully tranquil, understated and calm. See More

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  • Salvadonica San Casciano in Val di Pesa 19 rooms from CA$180

    
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    Families  -  The generously proportioned family room with 2 adjoined ensuites, make this a comfortable choice for those travelling with kids

    Country Escape  -  A classic Tuscan stay hidden in the rolling Chianti hills, where life is slow and focused on good food and wine

    Tennis  -  Play a game on the property's all-weather outdoor court

    Cooking classes  -  Learn to cook traditional dishes with the resident chef

    

    A delightful farmhouse hotel amongst vineyards. Contemporary rooms and suites have rustic features; wrought-iron beds, frescoed walls, and exposed wooden beam ceilings. Pool, boules green, olive tree garden, tennis court and massages available. Excellent Tuscan cuisine. Romantic and very relaxing. See More

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  • Castelletto di Montebenichi Monte Benichi, Tuscany 9 rooms from CA$198

    
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    Foodies  -  Plenty of opportunities for foodies from visits to vineyards and olive oil farms to cheese and truffle tasting

    Local exploring  -  The property provides the ideal base for exploring the glorious Chianti countrysde

    Great walks  -  Take long walks through the large private park near the castle that merges in with the gently sloping Tuscan hills

    Local markets  -  Visit the antiques fair in Arezzo (the largest in Italy)

    

    A unique opportunity to stay in a historical hamlet in the Chianti hills. Apartments are utterly charming, filled with antiques and original features. The expansive grounds house a pool and command spectacular views of the surrounding region. The perfect Tuscan escape. See More

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  • Relais Villa Baldelli Cortona 15 rooms from CA$203

    
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    Romantic Break  -  Sunbathing, cooking lessons, wine tasting, and general relaxation.

    Romantic  -  Stunning rooms and serene surrounds make for a romantic spot.

    Views  -  Great views from hotel

    Cooking classes  -  Excellent cooking classes to discover the roots of the regional cuisine.

    

    A striking country house hotel just outside Cortona. Plenty to do; expert cooking lessons, wine tasting, sunbathing by an enormous pool, or strolling through the gardens. Dreamy rooms and suites are traditional and decorated with romance. A great choice for a couple as well as foodies. See More

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  • Villa Pitti Amerighi Tuscany 10 rooms from CA$215

    
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    Romantic Break  -  A beautifully restored stately home offering stunning views of the Tuscan hills, ideal for a romantic getaway

    Sights nearby  -  In town check out the Church of Santi Pietro Apostolo e Marco Evangelista (5th or 6th century), and the Piazza del Popolo

    Designer  -  Uniquely designed interiors.

    Secluded setting  -  For escaping.

    

    Beautifully renovated villa with lovely views of the romantic Tuscan hills set among lush gardens with a pool, combining rustic charm with stately elegance. Furnished with antiques and muted pastel fabrics, it keeps things light and fresh yet sophisticated, and a sumptuous breakfast seals the deal! See More

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  • Cortona Resort & Spa Cortona (Arezzo) 23 rooms from CA$219

    
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    Local markets  -  Visit the nearby villages of the Val di Chiana for a quintessentially Italian experience.

    Sights nearby  -  The historic Medici fortress is located in the town of Cortona

    Great walks  -  Walk to the Franciscan Hermitage of Celle.

    Full of character

    

    This 18th century spa and wellness resort consists of several villas. All rooms are decorated in a contemporary style with accent colours and modern bathrooms. There is a spa with sauna, pool, steam room and hammam offering a wide range of treatments, plus expansive gardens to get lost in! See More

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  • Castello di Gabbiano FI, Tuscany 20 rooms from CA$234

    
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    Foodies  -  With cooking classes, themed dinner nights and a range of wine tasting tours all on offer, this is a foodie paradise

    Active Holiday  -  Good cyclling and hiking in the area including trails passing through the farm's vineyards

    Hideaway  -  A 14th century Tuscan-style castle set amidst 100 hectares of olive groves and vineyards

    Swimming Pool  -  Outdoor heated pool in summer

    

    A 12th-century castle set amidst rolling Tuscan hills dotted with vineyards. Offering Renaissance-style bedrooms with antique furnishings and terracotta floors. The outdoor pool and the restaurant serving local cuisine, alongside the tours to local wineries, are a real draw. A charming rural escape. See More

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  • Hotel Torre di Cala Piccola Porto Santo Stefano, Tuscany 50 rooms from CA$255

    
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    Outstanding location  -  Stunning clifftop location with views to die for!

    Romantic Break

    Restaurant  -  Gourmet Tuscan cuisine using the freshest local fish, fruits and vegetables in season

    Swimming Pool  -  Outdoor infinity pool with a view

    

    Set on the scenic cliffs of Monte Argentario with views to the Mediterranean, the hotel is nestled in a peaceful garden with infinity pool. Rooms are cool and elegant - many with private balconies and sea views. A beautiful location for complete relaxation. Totally romantic! See More

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  • Villa Sassolini Montevarchi Arezzo, Tuscany 15 rooms from CA$260

    
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    Luxury

    Foodies

    Restaurant  -  Regional cuisine produced from the ingredients of the finest local suppliers

    Cooking classes  -  Check for timings.

    

    Recommended by  -  Mr & Mrs Smith, Tablet, I Escape

    Stunning views, gourmet food, fabulous rooms and suites. A romantic and gastronomic Tuscan country escape in the hills of Chianti. Muted interiors exude understated luxury. Fantastic swimming pool and sunny terraces. A sophisticated Tuscan holiday. See More

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  • Hotelito Lupaia Torrita di Siena, Tuscany 8 rooms from CA$490

    
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    Romantic Break  -  A place of seclusion and relaxation, ideal for a romantic couple's escape

    Country Escape  -  Set in an outrageously beautiful spot in the Tuscan hills

    Great walks  -  Take long walks through the scenic countryside starting straight from the hotel's front door

    Sights nearby  -  A great base for visiting Florence, Siena, Pienza and Cortona

    

    Recommended by  -  I Escape, CN Traveller

    A charming and luxurious converted farmhouse enjoying a secluded spot (with spectacular views) in the picturesque Tuscan hills. Enchanting rooms are the perfect blend of rustic chic. The pool lends fabulous views and the restaurant serves up delicious local delicacies. The perfect romantic escape. See More

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  • Poggio Piglia Chiusi Siena, Tuscany 9 rooms from CA$278

    
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    Romantic Break

    Designer  -  Uniquely designed interiors.

    Views  -  Great views from hotel

    Four poster beds  -  For romantics.

    

    Recommended by  -  Mr & Mrs Smith, Tablet

    An attractive stone Tuscan farmhouse renovation that produces its own olive oil and wine. Contemporary designer bedrooms combine parquet floors, white washed walls and modern art installations. Fantastic views, excellent food, very sophisticated. See More

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  • Ville sull'Arno Florence 45 rooms from CA$298

    
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    Romantic Break  -  On the beautiful banks of the Arno set apart from the bustle of the city, this is a great choice for a romantic break

    Sights nearby  -  Take one of the quick hotel shuttle buses into Florence city centre to enjoy the wonderful sights

    Swimming Pool  -  Indoor pool and seasonal outdoor pool

    Secluded setting  -  For escaping.

    

    A stunning hotel set around a villa on the Arno with a lovely garden and pool. Elegant interiors feature stylish modern pieces with a nod to Renaissance Florence with its pastel palette, sculptures and stucco. The refined rooms have fine fabrics and furniture, and the indulgent spa seals the deal! See More

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  • Villa Poggiano Montepulciano (Tuscany) 14 rooms from CA$307

    
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    Cooking classes  -  The hotel offers cooking classes so you can take home some of their local secrets.

    Local markets  -  If your stay falls on a Thursday head to Montepulciano’s vibrant market.

    Sights nearby  -  The impressive Cathedral of Pienza is well worth a visit.

    Great walks  -  Walk to the medieval town of Montepulciano.

    

    After years of restoration current owners have returned this villa to its former glory. In 6 hectares of parkland it has rural views of the medieval town of Montepulciano. Exposed beams, terracotta floors and large windows feature in the rooms. There's a large pool & terrace. A rural idyll. See More

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  • Castello di Vicarello Tuscany 7 rooms from CA$1302

    
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    Views  -  Stunning valley views of the vineyards beyond.

    Romantic  -  Rural romance and glorious countryside.

    Romantic Break

    Spa breaks

    

    Recommended by  -  Mr & Mrs Smith, I Escape

    A highly luxurious boutique hotel perched on a hilltop with panoramic views over its own vineyards. Romantic rooms and suites have traditional decoration and Italianate opulence. A top of the range spa, fabulous regional cuisine fresh from the garden, and a pool. Glorious, rural, romantic. See More

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  • Villa San Michele, Florence Florence (Tuscany) 46 rooms from CA$1147

    
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    Romantic Break  -  A historic hotel oozing romance from every pore with deep soaking tubs, palatial fourposters and balconies overlooking the city.

    Historic  -  This beautiful property dates back to the 15th century when it was a monastery

    Artworks  -  The hotel's facade was designed by Michelangelo!

    Views  -  Extraordinary views over the valley to Florence

    

    Recommended by  -  Frommers, Kiwi Collection, Tablet

    A charming 15th Century monastery adorned with Michelangelo facade, turned luxurious hotel. The chic rooms exude old world elegance and style; the best boast private garden and pool. Enjoy fine dining at La Loggia restaurant or overlooking Florence from the immaculate gardens. Totally unique. See More

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  • Rosewood Castiglion del Bosco Castiglione del Bosco, Tuscany 34 rooms from CA$1135

    
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    Romantic Break  -  With effortlessly stylish suites, first-class facilities and a spectacular setting, book this hotel for a special romantic break

    Foodies  -  Gourmet cuisine is a focus of this hotel, with fresh produce at the heart of the restaurants under Chef Matteo Temperini

    Country Escape  -  Set in the beautiful landscape of the Tuscan countryside, book this hotel for a luxury escape from the city

    Kids Club  -  Fully staffed.

    

    Recommended by  -  Mr & Mrs Smith

    This luxury hotel is located in one of the oldest and best-preserved estates in Tuscany, nestled on a hillside outside of Montalcino. Spacious suites are beautifully appointed, with classic Italian design throughout. Soak in spectacular countryside views from the hotel's sleek infinity pool. See More

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Written by Kat Parr Mackintosh

posted Monday, 20th May 2024