Villas in Province of Arezzo and Apartments – Holiday Lettings - Holiday Rentals Province of Arezzo

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4,189 Holiday homes

(9) Excellent 

54

Anghiari holiday villa rental

Province of Arezzo / Anghiari

7 11 7 nights min

  • 7 bedrooms
  • sleeps 11
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning

from £822 / night

£5,750 - £8,250 / week

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from £822 / night

(9) Excellent 

20

Holiday apartment in Anghiari

Province of Arezzo / Anghiari

1 2 2 nights min

  • 1 bedroom
  • sleeps 2
  • 2 nights min
  • Nearest beach 130 km

from £43 / night

£309 / week

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from £43 / night

(1) Excellent 

27

Holiday villa in Anghiari

Province of Arezzo / Anghiari

4 8 min stay varies

  • 4 bedrooms
  • sleeps 8
  • min stay varies
  • Swimming pool
  • Child friendly
  • Pet friendly

from £132 / night

£879 - £1,758 / week

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from £132 / night

(3) Excellent 

27

Holiday home in Anghiari

Province of Arezzo / Anghiari

2 8 2 nights min

  • 2 bedrooms
  • sleeps 8
  • 2 nights min
  • Swimming pool
  • Child friendly
  • Pet friendly

from £167 / night

£1,168 / week

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from £167 / night

(29) Excellent 

33

Holiday villa with swimming pool in Poppi

Province of Arezzo / Poppi

5 12 min stay varies

  • 5 bedrooms
  • sleeps 12
  • min stay varies
  • Nearest beach 130 km
  • Swimming pool
  • Child friendly
“Tuscany at its best” We stayed here for 2 weeks back in September 2011 - a mixture of family and friends. The villa is in a wonderful setting, high up in the hills and with the most fantastic views out over Poppi and the surrounding countryside. On the first day we were met in Poppi by the family and we followed them to the villa - don't be surprised by the drive to the villa with the last mile or so being on a dirt track/rough road - it's well worth it. Being at the end of the road meant it was so peaceful and we also didn't have to worry about disturbing anybody else. The family aren't fluent English speakers but they are a delight - so friendly and helpful - they are very concerned that you have a good holiday and enjoy staying at their villa. Luigi left us breakfast one morning and a fruit tart another day - he comes regularly to clean the pool and do any maintenance jobs. We spent many happy hours sitting at the long table on the terrace outside the kitchen - eating, drinking, talking, enjoying the view etc. Then there is the loggia above the terrace which was a lovely place to have a drink before dinner - watching the lights coming on in the distance as the sun went down. We went to the Saracen Joust in Arezzo on the first Sunday in September where "knights" on horseback representing the different areas of the town charge at a wooden target and score points according to accuracy. Many of the locals dress-up in medieval costume and we ended up having dinner in the winning quarter during which the winners paraded through the narrow streets - great atmosphere and great fun. We also went to places such as Florence, Siena, San Gimignano, Cortona - drove to all these places quite easily from the villa. The old part of Poppi itself is also well worth walking around - a lovely medieval hill town. We had various friends/family members staying with us for different periods over the holiday - several came by train from diverse places - Arezzo (an hour's drive from the villa) was the best main-line station for people to get to. There is a station in Poppi which is on a branch line from Arezzo. We made pizzas one day and used the villa's pizza oven, which worked very well - you just have to make sure it's good and hot. When driving into Poppi from the villa, there is a great local restaurant just when you turn left onto the road coming from the old part of Poppi - they have a lot of tables outside with one of those sail-type shades over the tables. We ate there several times and it was extremely good value - I think we were the only non-locals there - afraid I don't know the name but definitely recommended. We all have wonderful memories of a great holiday at this villa and would happily return there.

from £176 / night

£879 - £1,318 / week

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from £176 / night

(5) Excellent 

16

Cavriglia holiday apartment rental

Province of Arezzo / Cavriglia

2 4 1 night min

  • 2 bedrooms
  • sleeps 4
  • 1 night min
  • Nearest beach 150 km
  • Child friendly
  • Air conditioning

from £53 / night

£281 / week

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from £53 / night

(63) Excellent 

49

Anghiari holiday villa rental

Province of Arezzo / Anghiari

5 10 7 nights min

  • 5 bedrooms
  • sleeps 10
  • 7 nights min
  • Nearest beach 66 km
  • Swimming pool
  • Child friendly
“The perfect location for a relaxing Tuscan retreat, a real home away from home!” If you're looking for a relaxing holiday, in an authentic and beautifully restored Italian farm-house, nestled into the Tuscan hillside, with access to some of Italy's most beautiful & bustling cities...then Casa Leana is THE place for you!! We had the most wonderful family holiday and can't wait to go back every year!! It really is a special home with something for everyone - from the lovely open-plan kitchen that made dinner time a real family affair, the picturesque views that we woke up to every morning, the chill-time we had around the pool (under the Tuscan sun), a bit of family competitiveness in the games room...to our little adventures to Siena & Florence, not to mention all the lovely little hilltop villages right on your doorstep! The owners are super friendly & helpful....and have done an amazing job kitting the house (and garden) out with everything you need (including wifi - if you still need access to the 'outside' world).

from £293 / night

£2,050 - £3,030 / week

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from £293 / night

26

Holiday villa with swimming pool in Castel Focognano

Province of Arezzo / Castel Focognano

2 4 min stay varies

  • 2 bedrooms
  • sleeps 4
  • min stay varies
  • Swimming pool
  • Child friendly
  • Ask about pets

from £65 / night

£456 / week

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from £65 / night

19

Holiday townhouse in Pratovecchio

Province of Arezzo / Pratovecchio

2 4 1 night min

  • 2 bedrooms
  • sleeps 4
  • 1 night min
  • Child friendly
  • Ask about pets
  • Private garden

from £115 / night

£528 / week

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from £115 / night

(1) Excellent 

22

Home rental in Anghiari with swimming pool

Province of Arezzo / Anghiari

3 8 7 nights min

  • 3 bedrooms
  • sleeps 8
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Private garden

from £163 / night

£1,142 / week

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from £163 / night

(4) Very Good 

20

Holiday farmhouse in Pratovecchio

Province of Arezzo / Pratovecchio

3 7 3 nights min

  • 3 bedrooms
  • sleeps 7
  • 3 nights min
  • Child friendly
  • Pet friendly

from £64 / night

£443 / week

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from £64 / night

(5) Excellent 

24

Holiday home in Arezzo

Province of Arezzo / Arezzo

3 4 7 nights min

  • 3 bedrooms
  • sleeps 4
  • 7 nights min
  • Child friendly
  • Private garden

from £120 / night

£835 - £958 / week

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from £120 / night

(13) Excellent 

17

Holiday apartment rental

Province of Arezzo / Ambra

2 4 7 nights min

  • 2 bedrooms
  • sleeps 4
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Private garden
“Vepri” Lovely peaceful location, nice pool, refurbished interior is bright and airy and although there was no air conditioning, even with temperatures pushing 40C, this was never a problem. Suspect this property is ideally located for the 'Chianti Trail' but we were not there for that, it was not perfect for the mix of culture and retail therapy we were there for, and in that respect it felt like a lot of the time was spent in our hire car especially when returning to Vepri before eating out on an evening; however, this is not a reflection on the property itself, just the nature of our visit. Both Florence and Sienna averaged around a 60 minute drive.

from £43 / night

£295 - £479 / week

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Responds fast!
avg. 2 hours 58 minutes

from £43 / night

(9) Excellent 

27

Holiday farmhouse with swimming pool in Caprese Michelangelo

Province of Arezzo / Caprese Michelangelo

3 7 min stay varies

  • 3 bedrooms
  • sleeps 7
  • min stay varies
  • Nearest beach 100 km
  • Swimming pool
  • Child friendly
“Best relaxing place!!!!” We spent 2 relaxing weeks in Capanno del Lupo . The house was beautiful,in excellent condition, clean and with a special charm. We had 2 weeks great weather so that we joined the pool nearly every day. The view is really great. Our owners John and Sue were very helpful and sympathetic. They're like friends but very discret and unimposing. Our trips to Florence, Arezzo, Anghiari, Sansepolcro, Montepulciano and Cortona were very interesting. A holiday we will never forget.Thank's for all;)

from £140 / night

£700 - £1,995 / week

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Responds fast!
avg. 3 hours 38 minutes

from £140 / night

(1) Excellent 

18

Holiday apartment rental

Province of Arezzo / Anghiari

3 7 1 night min

  • 3 bedrooms
  • sleeps 7
  • 1 night min
  • Nearest beach 100 km
  • Swimming pool
  • Child friendly

from £190 / night

£1,330 / week

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from £190 / night

33

Arezzo holiday villa rental

Province of Arezzo / Arezzo

2 6 1 night min

  • 2 bedrooms
  • sleeps 6
  • 1 night min
  • Swimming pool
  • Child friendly
  • Private garden

from £53 / night

£369 / week

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Responds fast!
avg. 2 hours 33 minutes

from £53 / night

(3) Very Good 

10

Apartment rental in Bibbiena

Province of Arezzo / Bibbiena

2 6 1 night min

  • 2 bedrooms
  • sleeps 6
  • 1 night min
  • Child friendly
  • Ask about pets

from £51 / night

£528 / week

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from £51 / night

23

Mercatale Valdarno holiday farmhouse rental

Bucine / Mercatale Valdarno

7 14 4 nights min

  • 7 bedrooms
  • sleeps 14
  • 4 nights min
  • Swimming pool
  • Child friendly
  • Pet friendly

from £323 / night

£1,911 - £2,342 / week

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from £323 / night

(4) Excellent 

32

Holiday villa with swimming pool in Capolona

Arezzo / Capolona

3 9 7 nights min

  • 3 bedrooms
  • sleeps 9
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning

from £113 / night

£791 / week

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from £113 / night

(2) Excellent 

17

Holiday villa with swimming pool in Cortona

Province of Arezzo / Cortona

4 10 7 nights min

  • 4 bedrooms
  • sleeps 10
  • 7 nights min
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly

from £315 / night

£2,200 / week

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from £315 / night

(17) Excellent 

35

Holiday villa in Castel San Niccolo

Province of Arezzo / Castel San Niccolo

3 6 min stay varies

  • 3 bedrooms
  • sleeps 6
  • min stay varies
  • Nearest beach 120 km
  • Swimming pool
  • Child friendly

from £123 / night

£627 - £1,284 / week

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Responds fast!
avg. 3 hours 48 minutes

from £123 / night

54

Holiday villa in Lucignano

Province of Arezzo / Lucignano

5 9 min stay varies

  • 5 bedrooms
  • sleeps 9
  • min stay varies
  • Nearest beach 135 km
  • Swimming pool
  • Child friendly

from £196 / night

£1,366 - £2,467 / week

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from £196 / night

(12) Excellent 

Certificate of Excellence

22

Cottage accommodation in Pieve di Chio with swimming pool

Castiglion Fiorentino / Pieve di Chio

2 6 7 nights min

  • 2 bedrooms
  • sleeps 6
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Pet friendly

Certificate of Excellence

from £124 / night

£864 / week

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Responds fast!
avg. 1 hour 3 minutes

from £124 / night

(3) Excellent 

36

Holiday home with swimming pool in Ambra

Province of Arezzo / Ambra

5 14 min stay varies

  • 5 bedrooms
  • sleeps 14
  • min stay varies
  • Swimming pool
  • Child friendly
  • Ask about pets

from £158 / night

£1,107 - £1,502 / week

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from £158 / night

(17) Excellent 

12

Holiday cottage in Moncioni

Montevarchi / Moncioni

1 2 7 nights min

  • 1 bedroom
  • sleeps 2
  • 7 nights min
  • Air conditioning
  • Private garden

from £87 / night

£607 / week

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from £87 / night

7

B&b rental in Badia Tedalda

Province of Arezzo / Badia Tedalda

5 10 1 night min

  • 5 bedrooms
  • sleeps 10
  • 1 night min
  • Air conditioning

from £220 / night

£1,537 / week

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from £220 / night

(6) Excellent 

27

Cortona holiday cottage rental

Province of Arezzo / Cortona

3 6 3 nights min

  • 3 bedrooms
  • sleeps 6
  • 3 nights min
  • Swimming pool
  • Child friendly
  • Pet friendly

from £122 / night

£855 / week

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Responds fast!
avg. 1 hour 17 minutes

from £122 / night

(1) Very Good 

16

Holiday apartment in Lucignano

Province of Arezzo / Lucignano

2 6 7 nights min

  • 2 bedrooms
  • sleeps 6
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Car not necessary

from £111 / night

£773 / week

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from £111 / night

(1) Excellent 

42

Holiday cottage rental

Province of Arezzo / Cortona

3 6 3 nights min

  • 3 bedrooms
  • sleeps 6
  • 3 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning

from £114 / night

£794 / week

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Responds fast!
avg. 1 hour 17 minutes

from £114 / night

16

Holiday apartment with shared pool in Arezzo

Province of Arezzo / Arezzo

2 5 5 nights min

  • 2 bedrooms
  • sleeps 5
  • 5 nights min
  • Swimming pool
  • Child friendly
  • Pet friendly

from £110 / night

£769 / week

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from £110 / night

44

Holiday villa with swimming pool in Anghiari

Province of Arezzo / Anghiari

7 14 min stay varies

  • 7 bedrooms
  • sleeps 14
  • min stay varies
  • Nearest beach 104 km
  • Swimming pool
  • Child friendly

from £19 / night

£1,563 - £3,162 / week

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from £19 / night

12

Badia Tedalda holiday apartment rental

Province of Arezzo / Badia Tedalda

2 6 2 nights min

  • 2 bedrooms
  • sleeps 6
  • 2 nights min
  • Private garden

from £88 / night

£439 / week

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from £88 / night

17

Badia Tedalda holiday home rental

Province of Arezzo / Badia Tedalda

1 3 7 nights min

  • 1 bedroom
  • sleeps 3
  • 7 nights min
  • Nearest beach 85 km
  • Child friendly

from £38 / night

£264 / week

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from £38 / night

(2) Excellent 

24

Castel Focognano holiday villa rental

Province of Arezzo / Castel Focognano

7 15 min stay varies

  • 7 bedrooms
  • sleeps 15
  • min stay varies
  • Child friendly
  • Air conditioning
  • Ask about pets

from £229 / night

£1,493 - £3,206 / week

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from £229 / night

(11) Excellent 

59

Home rental in Poppi with golf nearby

Province of Arezzo / Poppi

1 2 2 nights min

  • 1 bedroom
  • sleeps 2
  • 2 nights min
  • Child friendly
  • Air conditioning
  • Pet friendly

from £57 / night

£372 - £486 / week

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from £57 / night

23

Holiday villa rental

Castiglion Fiorentino / Pieve di Chio

5 14 4 nights min

  • 5 bedrooms
  • sleeps 14
  • 4 nights min
  • Child friendly
  • Pet friendly

from £120 / night

£835 / week

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Responds fast!
avg. 18 minutes

from £120 / night

(1) Excellent 

37

Villa rental in Alberoro with shared pool

Province of Arezzo / Alberoro

2 5 3 nights min

  • 2 bedrooms
  • sleeps 5
  • 3 nights min
  • Nearest beach 150 km
  • Swimming pool
  • Child friendly

from £101 / night

£637 - £857 / week

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from £101 / night

16

Holiday apartment letting

Province of Arezzo / Pratovecchio

1 2 1 night min

  • 1 bedroom
  • sleeps 2
  • 1 night min
  • Child friendly
  • Pet friendly
  • Private garden

from £53 / night

£334 / week

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from £53 / night

(10) Very Good 

20

Holiday villa in Mercatale di Cortona

Cortona / Mercatale di Cortona

4 10 7 nights min

  • 4 bedrooms
  • sleeps 10
  • 7 nights min
  • Nearest beach 23 km
  • Swimming pool
  • Child friendly

from £122 / night

£849 - £2,399 / week

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from £122 / night

(1) Very Good 

22

Terranuova Bracciolini holiday apartment rental

Province of Arezzo / Terranuova Bracciolini

4 19 2 nights min

  • 4 bedrooms
  • sleeps 19
  • 2 nights min
  • Swimming pool
  • Child friendly
  • Pet friendly

from £44 / night

£264 - £2,354 / week

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Responds fast!
avg. 2 hours 50 minutes

from £44 / night

Top Destination reviews

Holiday house-the House Cells-
The Owner

Mauro, The owner was excellent to deal with. Even though we had to cancel, he went to lengths to be sure I was refunded my deposit. We look forward to staying at this charming Farm House next spring. Thank you Mauro! Chao!! ~Darlene M. … see more
To Stones
A ‘gem’ in Cortona

Alle Pietre would without doubt, be the best holiday home we have stayed in over the past ten years. From the very beginning, the communication from Ester, the owner, was excellent and the welcome from both Ester and her husband Giovanni was wonderful - like meeting old friends, they were warm and genuinely wanted us to have a fabulous time - we did! The house is in the most perfect position by the wall looking into the valley below - watching the sunset from this spot was absolutely breath taking. The house has been recently renovated from top to bottom and to a very high standard, it is furnished with exquisite antique style furniture. The kitchen is exceptionally well equipped and bed linen and towels of a very high standard. Everything worked and Ester was just a txt message away if help was required. We absolutely loved our two weeks at Alle Pietre and are hoping to return next year. Thank you Ester and Giovanni for everything.see more
DeiMori Lamassa Villa and B & B
Great place, great host, recommend

Dei Mori La Massa was great. We were a family party of six, 4 adults and two teenagers. We adored the location up in the hills and away from things, but close enough by car to what we needed. The property offered three ensuite bedrooms and a kitchen / lounge which was enough for us. Daniele, our host, ensured we had all we needed. All the comforts of home were there and the kitchen was well equipped. The pool was lovely and there were plenty of comfortable sun beds around the pool area and two nice parasols. The property is set in natural surroundings with abundant wildflowers around the house and pool, attracting lots of butterflies. We appreciated the slightly cooler environment up in the pine hills in the evenings and didn't need air conditioning. It was a 15 minute drive into beautiful Poppi town and a little further to Bibbiena, with Strada in Casentino a lovely little town about 8 minutes. Florence and Arezzo were about an hour by car each. Daniele was the ultimate host, spoke great English, and went out of his way to advise us on the best restaurants, walks, and activities, as well as great attractions further afield, and treated us to some great company and beautiful food. Not intrusive but always ready to help and chat. Peepo and Peppa the cats were great friends too. Wouldn't hesitate to recommend. Thanks for wonderful holiday Daniele.see more
Tuscany cottage near Castiglion Fiorentino, with Private Pool, BBQ, & Parking
Stunning views

This cottage is better than the pictures. It has stunning views across the valley and is ideally placed to visit all the nearby hilltop towns. We particularly enjoyed Cortona and Montepulciano. We spent a lot of time in the gorgeous pool taking in the views. The pool house was great with a toilet and a fridge so cold drinks were within easy reach. The cottage had everything we needed including plenty of towels for the pool. We had a lot of Bbq,s although it was missing a large grill to fit into the slots so we had to improvise. I would give this cottage 5 stars apart from a couple of things. The weather was very hot when we were there and although there are fans provided they were noisy to keep on all night and it was too hot to not have them on. Maybe some mesh screens would help at the windows so you could keep them open. Make sure you take plenty of insect repellent as we ended up with a lot of bites, even when we had sprayed. I know this can’t be helped but there are a lot of dogs in the nearby houses who barked a lot especially between 7-8pm so this cottage was not always a tranquil spot.see more
Grace Hayloft-Il Fienile di Grazia
fantastic relaxing holiday home

From the very first, ,Grazia and her lovely family were so friendly and accommodating. Grazia had made us a lovely cake and also left wine and water. The house itself is one of the best equipped holiday homes we have stayed in. The pool was just what was needed on a hot summers day. the views are amazing and sitting on the swing seat with a cold glass of something was a perfect end to the day. we travelled to florence and siena ,both taking about an hour and 15 mins.you do need a car,but it is so worth it. a gorgeous place to stay. Thank you for your wonderful hospitality !!see more
The fulling Mills mill
Beautiful!

I stayed here with 8 friends in September & it was great! We had 3 apartments between us which were all beautifully furnished in a typical Tuscan style. It was very peaceful & so pretty. A few of my friends went for walks on a daily basis, venturing to a local vineyard, into Loro Ciuffenna & just enjoying the scenery. You need to be fairly fit to walk around the area as it’s quite steep in places but this is Tuscany after all! It took me a few goes to get used to driving to molino Le Gualchiere as it’s a small road with tight bends but I got there! Claudia made us feel very welcome & was very helpful. One evening we had a lovely Tuscan meal in the Taverna. I can highly recommend this as it was delicious & very good value! It really is a beautiful place to stay & it’s lovely to see a local charity working here. Highly recommended!see more