Updating

Tell us your dates, and we will find the most accurate rates and availability for you

Updating

Province of Arezzo Holidays & City Breaks - Holiday Lettings

All filters (1)

Filters (1)

Clear filters

321 properties suitable for city breaks and holidays

Applied filters (1)

Holiday b&b in Arezzo

Arezzo b&b

  • 6 bedrooms
  • 6 bathrooms
  • sleeps 11

from £382 / night

£2,160 / week

1 / 20

Arezzo holiday condo rental

Arezzo condo

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

from £99 / night

£691 - £1,036 / week

1 / 26

Holiday b&b rental

Civitella in Val di Chiana b&b

  • 5 bedrooms
  • 6 bathrooms
  • sleeps 10

from £247 / night

£1,578 / week

1 / 18

Holiday apartment with shared pool in Arezzo

Arezzo apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

from £158 / night

£1,105 / week

1 / 18

Arezzo holiday villa rental

Arezzo villa

  • 6 bedrooms
  • 8 bathrooms
  • sleeps 12

from £423 / night

£2,959 - £4,931 / week

1 / 45

Stia holiday apartment rental

Stia apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 5

from £79 / night

£494 / week

1 / 33

Castelnuovo dei Sabbioni holiday farmhouse rental

Castelnuovo dei Sabbioni farmhouse

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

from £60 / night

£395 - £1,223 / week

1 / 24

Holiday farmhouse with shared pool in Castiglion Fiorentino

Castiglion Fiorentino farmhouse

  • 13 bedrooms
  • 1 bathroom
  • sleeps 5

from £99 / night

£691 / week

1 / 8

Home rental in Cortona with shared pool

Cortona house

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

from £113 / night

£789 / week

1 / 13

Holiday villa rental

Cortona villa

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 4

from £317 / night

£2,214 - £4,305 / week

1 / 48

Cortona holiday villa rental

Cortona villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

from £261 / night

£1,825 / week

1 / 31

Holiday villa in Cortona

Cortona villa

  • 7 bedrooms
  • 7 bathrooms
  • sleeps 16

from £444 / night

£2,466 / week

1 / 59

Cavriglia holiday b&b rental

Cavriglia b&b

  • 28 bedrooms
  • 28 bathrooms
  • sleeps 2

Pricing unknown

1 / 20

Holiday finca in Pieve Santo Stefano

Pieve Santo Stefano finca

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 10

from £444 / night

£3,107 / week

1 / 24

Holiday home with swimming pool in Montecchio Vesponi

Montecchio Vesponi house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 11

Pricing unknown

1 / 21

Holiday home rental

Anghiari house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

Pricing unknown

1 / 12

Creti holiday villa rental

Creti villa

  • 6 bedrooms
  • 5 bathrooms
  • sleeps 14

from £437 / night

£3,058 - £4,833 / week

1 / 60

Holiday b&b rental

Arezzo b&b

  • 6 bedrooms
  • 2 bathrooms
  • sleeps 2

from £94 / night

£592 / week

1 / 10

Cortona holiday villa rental

Cortona villa

  • 6 bedrooms
  • 5 bathrooms
  • sleeps 12

from £575 / night

£4,024 / week

1 / 3

B&b rental in Anghiari

Anghiari b&b

  • 6 bedrooms
  • 6 bathrooms
  • sleeps 8

Pricing unknown

1 / 11

Holiday villa letting

Cortona villa

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 6

from £820 / night

£5,735 - £7,002 / week

1 / 73

Holiday villa rental

Montecchio villa

  • 7 bedrooms
  • 7 bathrooms
  • sleeps 22

from £282 / night

£1,973 - £3,521 / week

1 / 55

Apartment rental in Poppi

Poppi apartment

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 9

from £148 / night

£494 / week

1 / 15

Arezzo holiday apartment rental

Arezzo apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

Pricing unknown

1 / 14

San Pietro a Cegliolo holiday home rental

San Pietro a Cegliolo house

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

from £78 / night

£542 - £886 / week

1 / 56

Holiday condo with golf nearby in Cavriglia

Cavriglia condo

  • 1 bedroom
  • 2 bathrooms
  • sleeps 5

Pricing unknown

1 / 11

Holiday townhouse in Alberoro

Alberoro townhouse

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 5

from £109 / night

£888 / week

1 / 4

Holiday villa with swimming pool in Lucignano

Lucignano villa

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

from £172 / night

£1,005 / week

1 / 35

Cortona holiday apartment rental

Cortona apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

from £82 / night

£573 / week

1 / 16

Terranuova Bracciolini holiday townhouse rental

Terranuova Bracciolini townhouse

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

from £198 / night

£1,174 - £1,519 / week

1 / 35

Holiday villa with swimming pool in Poppi

Poppi villa

  • 5 bedrooms
  • 3 bathrooms
  • sleeps 12

“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 £269 / night

£1,874 - £3,255 / week

1 / 33

Holiday apartment in Cortona

Cortona apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

from £84 / night

£587 / week

1 / 13

Holiday b&b in Arezzo

Arezzo b&b

  • 5 bedrooms
  • 2 bathrooms
  • sleeps 9

from £35 / night

£178 - £2,111 / week

1 / 8

Holiday apartment in Cortona

Cortona apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

from £74 / night

£518 / week

1 / 15

Holiday villa with swimming pool in Cortona

Cortona villa

  • 8 bedrooms
  • 7 bathrooms
  • sleeps 17

“My favorite place in the world” Villa Fontocchio is magical- the house is perfect- very difficult to find so many bathrooms and such spacious rooms. The view is amazing and the town is outstanding. It is perfectly situated with access to the hill town of Cortona and the business/shopping of Camuccia. We have stayed in this villa twice- once for 5 weeks and once for 3. The owner is wonderful, caring and conscientious and Terretrusche was extremely responsive to all of our needs. I would highly reccomend this property! Sonal Miller

from £441 / night

£3,082 - £5,301 / week

1 / 59

Home rental in Arezzo with swimming pool

Arezzo house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 7

Pricing unknown

1 / 15

Castel San Niccolo holiday tower rental

Castel San Niccolo tower

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

from £138 / night

£967 / week

1 / 31

Holiday b&b rental

Civitella in Val di Chiana b&b

  • 8 bedrooms
  • 17 bathrooms
  • sleeps 21

Pricing unknown

1 / 8

Farmhouse rental in Monte San Savino

Monte San Savino farmhouse

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Pricing unknown

1 / 21

Holiday guest house with swimming pool in Val di Chiana

Val di Chiana guest house

  • 13 bedrooms
  • 2 bathrooms
  • sleeps 6

from £217 / night

£1,516 / week

1 / 41

×

Also consider