50 Best Vacation Rentals in Province of Arezzo - Holiday Lettings - Cabins

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4,397 Vacation rentals

(29) Excellent 

33

Vacation 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 mi
  • Swimming pool
  • Child friendly
Five bedrooms, 4 double bedrooms and one bedroom with two single beds, 3 full bathrooms each with a shower. Large living room with stereo, CD, SAT TV and a large fireplace. Many outdoor eating areas - overlooking the castle, overlooking the pool and overlooking the su …see more

from $227 / night

$1,134 - $3,287 / week

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from $227 / night

(9) Excellent 

27

Vacation 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 mi
  • Swimming pool
  • Child friendly
Capanno Del Lupo is a beautiful 300 year old, stone farmhouse, recently restored, which stands in 10 acres of hillside that merge into chestnut groves and woodland. It's position high in the Tuscan hills offers amazing views, seclusion and tranquillity and is perfectly …see more

from $182 / night

$908 - $2,588 / week

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Responds fast!
avg. 3 hours 38 minutes

from $182 / night

(3) Excellent 

27

Vacation home in Anghiari

Province of Arezzo / Anghiari

2 8 min stay varies

  • 2 bedrooms
  • sleeps 8
  • min stay varies
  • Swimming pool
  • Child friendly
  • Pet friendly
Casa Toppole is an old stone farmhouse, full of charm, located in the heart of Tuscany. It is independent, enjoys a panoramic view and is located 6 kilometers from Anghiari, a medieval classified village. The capacity of the house is 6 to 8 people. It was built on the …see more

from $215 / night

$2,018 / week

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from $215 / night

23

Mercatale Valdarno Vacation farmhouse rental

Bucine / Mercatale Valdarno

7 14 4 nights min

  • 7 bedrooms
  • sleeps 14
  • 4 nights min
  • Swimming pool
  • Child friendly
  • Pet friendly
Bòggina farmhouse is one of the properties available on the Petrolo winery placed on the south-eastern side of the Chianti hills facing the valley of the Arno, in a lovely quiet area full of charm and history. We're placed between Florence, Siena and Arezzo, which are …see more

from $414 / night

$2,452 - $3,004 / week

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from $414 / night

29

Mercatale Vacation villa rental

Cortona / Mercatale

6 11 7 nights min

  • 6 bedrooms
  • sleeps 11
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Private garden
Max Weinberg, the long-time drummer for Bruce Springsteen's E Street Band, opens the doors of his marvellous holiday house situated in the gentle verdant hills between Tuscany and Umbria. Max and his wife bought their Tuscan home in 2000, succumbing to an infatuation wi …see more

from $467 / night

$3,269 - $4,509 / week

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from $467 / night

(3) Excellent 

36

Vacation 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
Two old tuscan houses isolated in the countryside between Siena, Arezzo and Florence. In July and August we rent them only together, in the other periods they are available also separately. The houses with swimming pool at La Doccia are just 5 minutes from the town of …see more

from $203 / night

$1,421 - $2,085 / week

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from $203 / night

(4) Excellent 

32

Vacation 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
Villa Caterina is a nice villa with large garden and private swimming pool. Located in Casavecchia (Capolona) a few Km far from Arezzo on Tuscany hills, Villa Caterina enjoys a spectacular view over the city of Arezzo. Villa Caterina is equipped with 3 spaci …see more

from $145 / night

$1,015 / week

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from $145 / night

26

Vacation home with shared pool in Ambra

Province of Arezzo / Ambra

4 8 2 nights min

  • 4 bedrooms
  • sleeps 8
  • 2 nights min
  • Swimming pool
  • Child friendly
  • Ask about pets
The Palazzino was built as a summer residence, and still retains its ancient character of the historic villa: bright, harmonic, impressive, panoramic and intimate. The present building is a large house divided into two floors: On the ground floor there is a sp …see more

from $138 / night

$958 / week

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from $138 / night

7

Vacation apartment in Arezzo

Province of Arezzo / Arezzo

2 6 1 night min

  • 2 bedrooms
  • sleeps 6
  • 1 night min
  • Child friendly
  • Private garden
Apartment is at your disposal: two large double bedrooms possibility to add beds two bathrooms one with bath tube and the other with shower large walk-in closet large living area and kitchen two balconies Welcome! Please remember to send yours documents for ceck-in and …see more

from $136 / night

$907 - $1,383 / week

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from $136 / night

17

Marciano della Chiana Vacation townhouse rental

Province of Arezzo / Marciano della Chiana

2 4 2 nights min

  • 2 bedrooms
  • sleeps 4
  • 2 nights min
  • Child friendly
  • Air conditioning
  • Private garden
In contact with nature in the heart of the valdichiana holiday single-family house for rent. composed: kitchen, living room, 2 bedrooms (4 beds), Garden service. 2 nights minimum (300.00/week) beautiful house located in the countryside, 1 km from the historic centre of …see more

from $57 / night

$397 / week

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from $57 / night

(8) Excellent 

24

Loro Ciuffenna Vacation villa rental

Province of Arezzo / Loro Ciuffenna

3 8 7 nights min

  • 3 bedrooms
  • sleeps 8
  • 7 nights min
  • Suitable for children age 5+
  • Private garden
A typical stone built Tuscan farm house in a wooded hillside setting, dating back to the 1800’s, where a particular breed of swallow, called Rondoni, flocks to the house to nest in its eaves, hence the name. At 500 metres high, “I Rondoni” is situated between Florence a …see more

from $153 / night

$1,071 / week

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from $153 / night

15

Foiano Della Chiana Vacation apartment rental

Province of Arezzo / Foiano Della Chiana

3 6 min stay varies

  • 3 bedrooms
  • sleeps 6
  • min stay varies
  • Swimming pool
  • Child friendly
  • Pet friendly
Menchetti is a farm house where guests can stay in three attractive holiday apartments, two of which (Il Salice and Il Granaio) are built into the renovations of the old cattle byre, while the other (Il Giardino) occupies the first floor of the owner's house. All around …see more

from $89 / night

$561 - $930 / week

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from $89 / night

(17) Excellent 

12

Vacation cottage in Moncioni

Montevarchi / Moncioni

1 2 7 nights min

  • 1 bedroom
  • sleeps 2
  • 7 nights min
  • Air conditioning
  • Private garden
If you love walking, peaceful rusticity, organically grown olive oil and all the joys of glorious Tuscany then this cottage is for you! Podere La Rota is a delightful cottage set among peaceful olive groves, barely a ten minute stroll from the village of Moncioni, whic …see more

from $111 / night

$778 / week

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from $111 / night

(5) Very Good 

38

Lucignano Vacation home rental

Province of Arezzo / Lucignano

4 8 min stay varies

  • 4 bedrooms
  • sleeps 8
  • min stay varies
  • Nearest beach 70 mi
  • Swimming pool
  • Child friendly
The house lies in a top hill location with a beautiful panorama only 2 kms from the small charming village of Rigomagno, between Siena and Arezzo (both cities are around 30 Kms far away). It's a very quiet location. The house has a large garden with pool (13,5x5), whole …see more

from $226 / night

$1,409 - $2,255 / week

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from $226 / night

(11) Excellent 

22

Home rental in Arezzo

Province of Arezzo / Arezzo

3 5 2 nights min

  • 3 bedrooms
  • sleeps 5
  • 2 nights min
  • Child friendly
  • Air conditioning
  • Pet friendly
Single Villa of new construction in hilly and panoramic location, between the olive trees. Small private garden, large panoramic terrace. Garage. Private car parking. Conditioning. The Internet. Wi-fi Internet access. Spacious living room/dining room, study. Shower in e …see more

from $94 / night

$434 / week

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Responds fast!
avg. 2 hours 35 minutes

from $94 / night

(3) Very Good 

28

Loro Ciuffenna Vacation apartment rental

Province of Arezzo / Loro Ciuffenna

2 4 min stay varies

  • 2 bedrooms
  • sleeps 4
  • min stay varies
  • Nearest beach 150 mi
  • Swimming pool
  • Child friendly
It is one of the apartments of The fulling Mills, Mill complex housed in buildings forming part of an ancient mill dating back, in some parts, the middle ages located on the first floor, hut it is ideal for couples of friends with 2 bedrooms which are separated by a cha …see more

from $63 / night

$442 - $964 / week

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from $63 / night

(49) Excellent 

24

Badia Tedalda Vacation watermill rental

Province of Arezzo / Badia Tedalda

3 5 7 nights min

  • 3 bedrooms
  • sleeps 5
  • 7 nights min
  • Nearest beach 72 mi
  • Swimming pool
  • Child friendly
Il Mulino stands solid and comfortable, perched on a rock where the sound of the river flowing beneath your windows will lull you to sleep at night. The Mill was fully modernised in 2000 but many original features have been retained: cotto and wooden floors, beams and …see more

from $103 / night

$716 - $1,107 / week

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from $103 / night

59

Vacation villa with swimming pool in Monte San Savino

Province of Arezzo / Monte San Savino

6 12 3 nights min

  • 6 bedrooms
  • sleeps 12
  • 3 nights min
  • Swimming pool
  • Child friendly
  • Pet friendly
Casolare il Moro è una casa indipendente che può ospitare fino a 12 persone poichè si compone di 2 appartamenti collegati tra loro da una scalinata esterna, con accessibilità per disabili. Dispone di un ampio giardino con piscina idromassaggio stagionale, recentemente r …see more

from $282 / night

$1,804 / week

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from $282 / 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
Charming Restored character stone cottage with beautiful views across the Val Di Chio. Private swimming pool with Stone BBQ. Ideal location for day trips across Tuscany & Umbria, Siena, Montepulciano, Cortona, Perugia & Assisi. 15 minutes to Medieval town with train S …see more

Certificate of Excellence

from $159 / night

$1,113 / week

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Responds fast!
avg. 1 hour 5 minutes

from $159 / night

38

Monte San Savino Vacation villa rental

Monte San Savino / Palazzuolo

4 10 min stay varies

  • 4 bedrooms
  • sleeps 10
  • min stay varies
  • Swimming pool
  • Child friendly
  • Pet friendly
Palazzolo, between the provinces of Arezzo and Siena. Palazzolo Alto is a beautiful villa, consisting of the main house and an outbuilding, and is located on the edge of the tiny village of Palazzuolo. Built during the Middle Ages on ancient Etruscan and Romanesque ruin …see more

from $154 / night

$1,073 - $2,722 / week

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from $154 / night

41

Vacation farmhouse with shared pool in San Giustino Valdarno

Province of Arezzo / San Giustino Valdarno

3 7 min stay varies

  • 3 bedrooms
  • sleeps 7
  • min stay varies
  • Nearest beach 110 mi
  • Swimming pool
  • Child friendly
Charming stone farmhouse, equipped with every comfort, in an extraordinarily scenic location. Located in Valdarno, in front of the Chianti hills, between Florence and Arezzo is only half an hour from Siena. Due to its location, is an excellent starting point to visit th …see more

from $164 / night

$1,127 - $1,973 / week

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Responds fast!
avg. 2 hours 33 minutes

from $164 / night

18

Vacation villa in Arezzo

Province of Arezzo / Arezzo

2 4 3 nights min

  • 2 bedrooms
  • sleeps 4
  • 3 nights min
  • Child friendly
  • Air conditioning
  • Pet friendly
Bedroom bedroom Judith and Geneva are the two rooms on the top floor of Villa Montepulciano Tuscany which is situated at the foot of the natural park of Lignano to 300 m s.l.m and 4 km from the Centre of Arezzo (70 km from Siena, 85 km from Florence), in a quiet, sunny …see more

from $102 / night

$677 / week

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Responds fast!
avg. 2 hours 59 minutes

from $102 / night

(1) Excellent 

32

Vacation villa with indoor pool in Arezzo

Province of Arezzo / Arezzo

6 13 7 nights min

  • 6 bedrooms
  • sleeps 13
  • 7 nights min
  • Beach/lakeside relaxation
  • Nearest beach 107 mi
  • Swimming pool
Ideal for Family reunions or Groups of friends The entire structure consists of the main villa, dependants buildings and communal annex building: ideal place to prepare meals and eat together outside. It is situated in the middle of the garden and has a large din …see more

from $564 / night

$3,945 / week

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from $564 / night

(2) Very Good 

24

Poppi Vacation villa rental

Province of Arezzo / Poppi

3 8 7 nights min

  • 3 bedrooms
  • sleeps 8
  • 7 nights min
  • Nearest beach 100 mi
  • Swimming pool
  • Child friendly
Villa Casentino is the perfect accommodation for your holiday in total relax. It consists of 3 bedrooms and 2 bathrooms for a total of 8 sleeping places, very suitable for families with children or small groups. The private pool (6m x 12m) and the surrounding park (3000 …see more

from $145 / night

$1,020 - $1,927 / week

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from $145 / 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
The refreshment of Soul Oak, is a newly restored Country House dating back to 1700. Located in the natural reserve of the Alpe della Luna, in the Tuscan-Emilian Apennines. Located between the Valtiberina and Valmarecchia, we are surrounded by natural beauty still lo …see more

from $282 / night

$1,973 / week

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from $282 / night

(7) Excellent 

23

Arezzo Vacation apartment rental

Province of Arezzo / Arezzo

2 4 2 nights min

  • 2 bedrooms
  • sleeps 4
  • 2 nights min
  • Child friendly
  • Pet friendly
Our property is an elegant apartment of 72 square meters, with 3 adjoining rooms, it has 2 double bedrooms, a large living area with a fully equipped kitchen, a bathroom, a laundry room, and a small terrace with a very nice view. Bedrooms can be used both as double and …see more

from $91 / night

$586 - $981 / week

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Responds fast!
avg. 19 minutes

from $91 / night

(2) Excellent 

24

Vacation apartment rental

Province of Arezzo / Ambra

1 4 3 nights min

  • 1 bedroom
  • sleeps 4
  • 3 nights min
  • Nearest beach 100 mi
  • Swimming pool
  • Child friendly
Il Gelso 2 In typical colonic country house at the ground floor. Indipendence entrance , 1 bedroom with king size bed and the opportunity to add a single bed, 1 kitchen with a twice sofa bed, 1 bathrroom with shower Garden, BarbecueSwimming pool well located with the s …see more

from $79 / night

$451 - $530 / week

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Responds fast!
avg. 2 hours 5 minutes

from $79 / night

(1) Excellent 

24

Ambra Vacation farmhouse rental

Province of Arezzo / Ambra

5 10 7 nights min

  • 5 bedrooms
  • sleeps 10
  • 7 nights min
  • Nearest beach 123 mi
  • Swimming pool
  • Child friendly
Beautiful independent villa obtained from the careful restoration of an ancient stone farmhouse that sits atop hill whit 360 degree views over underlying countryside. All facilities and shops are at 2 kms. Siena is at 29 km, Arezzo is at 35 kms, while the Crete Senesi A …see more

from $612 / night

$4,283 / week

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from $612 / night

(1) Excellent 

21

Vacation apartment with swimming pool in Loro Ciuffenna

Province of Arezzo / Loro Ciuffenna

2 4 min stay varies

  • 2 bedrooms
  • sleeps 4
  • min stay varies
  • Nearest beach 150 mi
  • Swimming pool
  • Child friendly
It is one of the apartments of The fulling Mills, Mill complex housed in buildings forming part of an ancient mill dating back, in some parts, the middle ages. The apartment "La Casetta is situated on the first floor has 4 bedrooms, but can accommodate up to 5 people. H …see more

from $68 / night

$485 - $1,015 / week

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from $68 / night

(14) Excellent 

21

Vacation apartment in Arezzo

Province of Arezzo / Arezzo

1 3 1 night min

  • 1 bedroom
  • sleeps 3
  • 1 night min
  • Child friendly
  • Ask about pets
  • Private garden
INDEPENDENT APARTMENT, LOCATED IN A RESIDENTIAL AREA OF THE CITY, CLOSE TO THE NEW ' SURGICAL CENTER HEALTHCARE TOSCANO IS IDEAL FOR A VACATION TO DISCOVER THE HISTORY OF THE CITY OF AREZZO, CITY OF GOLD, OF THE SARACEN AND ANTIQUES FAIR FROM HERE YOU CAN ENJOY TRADITIO …see more

from $68 / night

$395 / week

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Responds fast!
avg. 3 hours 20 minutes

from $68 / night

16

Sansepolcro Vacation apartment rental

Province of Arezzo / Sansepolcro

1 2 3 nights min

  • 1 bedroom
  • sleeps 2
  • 3 nights min
  • Child friendly
  • Car not necessary
Casa Mila is in the center of the historic Renaissance walled town of Sansepolcro in Tuscany. This spacious ground floor 1 bedroom 1 bathroom self catering apartment is well equipped and has direct access to a large, tranquil garden ideal for relaxing with a wine after …see more

from $96 / night

$570 / week

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from $96 / night

(9) Excellent 

20

Vacation apartment in Anghiari

Province of Arezzo / Anghiari

1 2 2 nights min

  • 1 bedroom
  • sleeps 2
  • 2 nights min
  • Nearest beach 130 mi
In the centre of Anghiari, one of Tuscany's most beautiful medieval hill towns, Monteloro offers an elegant tower apartment with private entrance and spectacular views. Anghiari has its own rich culture, celebrated in its museums, festivals and local cuisine, and is an …see more

from $55 / night

$397 / week

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from $55 / night

(12) Very Good 

57

Vacation b&b rental

Arezzo / Capolona

2 4 7 nights min

  • 2 bedrooms
  • sleeps 4
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Pet friendly
The house is located on a hill at 530 meters. overlooking the valley of Arezzo. The area is quiet, surrounded by the Tuscan countryside for total relaxation. However, in a short time (3 km.) You can reach the surrounding villages and the city of Arezzo (15 km.) The owne …see more

from $91 / night

$632 - $671 / week

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from $91 / night

(4) Very Good 

20

Vacation farmhouse in Pratovecchio

Province of Arezzo / Pratovecchio

3 7 3 nights min

  • 3 bedrooms
  • sleeps 7
  • 3 nights min
  • Child friendly
  • Pet friendly
Self-contained accommodation with a historic garden typically Tuscan characters. The rustic style accommodation, has finely furnished living room with sofa bed, kitchen, 2 double bedrooms, 1 single bedroom, 2 baths for a total of about 100 sqm. The apartment is surround …see more

from $82 / night

$568 / week

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from $82 / night

23

Vacation villa with swimming pool in Marciano della Chiana

Province of Arezzo / Marciano della Chiana

9 24 min stay varies

  • 9 bedrooms
  • sleeps 24
  • min stay varies
  • Nearest beach 140 mi
  • Swimming pool
  • Child friendly
ENG: Villa Poggio le Vignacce is set on an olive-covered hill in the heart of the Chiana Valley near Marciano della Chiana, an ancient medieval town of historical renown, as it was the site of the Battle of Scannagallo. The villa provides a panorama of the valley, with …see more

from $567 / night

$3,004 - $6,007 / week

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from $567 / night

19

Apartment rental in Civitella in Val di Chiana

Province of Arezzo / Civitella in Val di Chiana

2 2 1 night min

  • 2 bedrooms
  • sleeps 2
  • 1 night min
  • Child friendly
  • Pet friendly
  • Private garden
Surrounded by the hills of the Chianti, the country house "La Collina Toscana" is part of a typical stone house 10 km away from Arezzo and it's part of an organic farm devoted to the production of Chianti wine grapes and olive oil. Thanks to the strategical posit …see more

from $57 / night

$397 / week

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from $57 / night

(9) Excellent 

21

Vacation apartment in Laterina

Province of Arezzo / Laterina

2 6 3 nights min

  • 2 bedrooms
  • sleeps 6
  • 3 nights min
  • Child friendly
  • Air conditioning
  • Private garden
The b&b village is a historic residence dating back to 1500 and is located in the historic centre of Laterina, a beautiful medieval village in the heart of Tuscany between Arezzo, Siena and Florence. The ancient structure of the old houses with coffered ceilings and ter …see more

from $125 / night

$783 / week

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from $125 / night

26

Vacation home in Arezzo

Province of Arezzo / Arezzo

3 6 min stay varies

  • 3 bedrooms
  • sleeps 6
  • min stay varies
  • Swimming pool
  • Child friendly
  • Pet friendly
Casolare between Val di Chio and Valdichiana, not far from Castiglion Fiorentino. Casa Caldesi is located just 8 km from the town of Castiglion Fiorentino, a busy town in the Valdichiana with shops and services of all kinds and, in the charming medieval streets surround …see more

from $82 / night

$568 - $1,121 / week

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from $82 / night

26

Cortona Vacation apartment rental

Province of Arezzo / Cortona

2 6 3 nights min

  • 2 bedrooms
  • sleeps 6
  • 3 nights min
  • Child friendly
La Dolce Vita has been tastefully restored and decorated to the highest standards to produce a wonderful apartment in a quiet street a few minutes walk from the main square, bars and restaurants of Cortona. Picture windows in the living room and main bedroom provide stu …see more

from $136 / night

$958 - $1,127 / week

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from $136 / night

(11) Very Good 

Certificate of Excellence

46

Vacation apartment rental

Cortona / Centoia

1 3 4 nights min

  • 1 bedroom
  • sleeps 3
  • 4 nights min
  • Beach/lakeside relaxation
  • Nearest beach 118 mi
  • Swimming pool
La Lombarda, our beautifully restored traditional 18th century Tuscan farmhouse is ideally placed within easy reach of Tuscany and Umbria's wealth of art and cultural centres. Cortona, nestling in its hillside just 20 minutes away, with its medieval cobbled lanes is a d …see more

Certificate of Excellence

from $102 / night

$710 / week

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Responds fast!
avg. 1 hour 59 minutes

from $102 / night