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

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Apartments Cortona
925 properties
Apartments Arezzo
315 properties
Castiglion Fiorentino
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Bucine
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Monte San Savino
111 properties
Lucignano
107 properties
Castelfranco Piandisco
93 properties
Poppi
84 properties
San Pietro a Cegliolo
82 properties
Anghiari
82 properties
Foiano Della Chiana
78 properties
Loro Ciuffenna
71 properties
Pergine Valdarno
67 properties
Sansepolcro
66 properties
Civitella in Val di Chiana
66 properties
Ambra
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Laterina
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Camucia
43 properties
Montevarchi
41 properties
Caprese Michelangelo
38 properties

Province of Arezzo

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4,059 Vacation rentals

(2) Excellent 

33

Home rental in Casentino

Bibbiena / Casentino

2 4 2 nights min

  • 2 bedrooms
  • Sleeps 4
  • 2 nights min
  • Child friendly
  • Pet friendly
  • Private garden
Holiday Apartment Il Molino di Serravalle 2 km from the Monastery of Camaldoli, surrounded by the Casentino Forest Park, where you can feel the charm of nature in every season. The apartment the Squirrel comes with fireplace, central heating and barbecue. Tables for din …see more

from $65 / night

$452 / week

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from $65 / 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 $223 / night

$2,462 / week

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from $223 / night

(2) Very Good 

24

Apartment rental in Arezzo with shared pool

Province of Arezzo / Arezzo

3 9 1 night min

  • 3 bedrooms
  • Sleeps 9
  • 1 night min
  • Swimming pool
  • Child friendly
  • Air conditioning
The apartment, recently renovated, is located on the first floor of an old farmhouse in the Tuscan countryside just 5 km from the center of Arezzo. The owners live on the ground floor available for every need of the guests. The building is surrounded by a park of 5000 s …see more

from $83 / night

$577 / week

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from $83 / night

19

Vacation home in Anghiari

Province of Arezzo / Anghiari

3 6 2 nights min

  • 3 bedrooms
  • Sleeps 6
  • 2 nights min
  • Child friendly
  • Private garden
At 5 minutes from Anghiari, La Breccia is ideal for relaxation in nature and visit the surrounding small villages that are home to jewelry art and gastronomy. Residence of the early 1900s, now renovated, is composed of independent and functional adjacent apartments that …see more

from $118 / night

$645 / week

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from $118 / night

(7) Excellent 

28

Castiglion Fibocchi Vacation home rental

Province of Arezzo / Castiglion Fibocchi

2 4 2 nights min

  • 2 bedrooms
  • Sleeps 4
  • 2 nights min
  • Child friendly
  • Car not necessary
  • Pet friendly
 House built around 1450 basis of justice and prison tower. Remained intact in the structure with its 140cm wide walls, vaulted ceilings and terracotta stone floors and parquet, revives special atmosphere far from our time. The house overlooks the main square living roo …see more

from $59 / night

$411 / week

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from $59 / night

(1) Excellent 

36

Vacation villa with swimming pool in Cortona

Province of Arezzo / Cortona

7 14 Min stay varies

  • 7 bedrooms
  • Sleeps 14
  • Min stay varies
  • Nearest beach 19 mi
  • Swimming pool
  • Child friendly
General Description This luxury villa, surrounded by a gorgeous and impressive garden, has been recently restored with great care of details and with respect to Tuscan tradition. What a great location! The villa is ideally located close to village and services offering …see more

from $317 / night

$2,216 / week

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from $317 / night

(1) Excellent 

15

Vacation home in Sansepolcro

Province of Arezzo / Sansepolcro

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Nearest beach 100 mi
  • Swimming pool
  • Child friendly
Our house is 5 minutes walk from the center of Sansepolcro. It consists of two rooms, a bathroom a large living room open space from the kitchen, then we have direct access to the private garden with fruit trees and evergreen, with private swimming pool from May to Sept …see more

from $94 / night

$586 - $704 / week

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from $94 / night

(2) Excellent 

27

B&b rental in Monte San Savino

Province of Arezzo / Monte San Savino

3 8 1 night min

  • 3 bedrooms
  • Sleeps 8
  • 1 night min
  • Nearest beach 150 mi
  • Child friendly
  • Pet friendly
The b & b "La Macine" and 'a single house beautifully and recently renovated in a modern and bright. The main feature of the house and 'consists of the large porch with garden whose view extends over the beautiful village of Monte San Savino where guests can safely enjo …see more

from $68 / night

$452 - $1,141 / week

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Responds fast!
avg. 1 hour 52 minutes

from $68 / night

(3) Excellent 

24

Bucine Vacation home rental

Province of Arezzo / Bucine

10 7 3 nights min

  • 10 bedrooms
  • Sleeps 7
  • 3 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
On the hills of Chianti right in the centre of beautiful Tuscany, you can find our farm holidays villa apartments. The Villa, which has been completely restructurated, is equipped with all comforts. The villa consists of 6 independent apartments, air conditioning an int …see more

from $129 / night

$1,290 / week

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from $129 / night

14

Apartment rental in Loro Ciuffenna

Province of Arezzo / Loro Ciuffenna

2 4 1 night min

  • 2 bedrooms
  • Sleeps 4
  • 1 night min
Beautiful apartment in the medieval village of Loro Ciuffenna to 320 m above sea level, between Florence, Siena and Arezzo. All services: restaurants, bars, laundries, banks, etc. in a radius of 100 m. Mountain hiking walking and biking, swimming in the creek. For those …see more

from $51 / night

$295 / week

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from $51 / night

(1) Very Good 

22

Terranuova Bracciolini Vacation 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
immersed in the countryside, with 4 solutions for an independent holiday and no hotel conditions, to be free to manage their own time.1 red detached cottage max 5 beds, 1 large apartment max 7 beds, one bedroom apartment sleeps 4 and 1 studio bed + additional bed singol …see more

from $59 / night

$352 - $3,142 / week

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Responds fast!
avg. 2 hours 41 minutes

from $59 / night

17

Vacation apartment in Sansepolcro

Province of Arezzo / Sansepolcro

1 3 1 night min

  • 1 bedroom
  • Sleeps 3
  • 1 night min
  • Swimming pool
  • Child friendly
  • Private garden
the apartment house is on the ground floor between the orchard with the playground and the garden surrounding the pool has a small private garden with table and chairs for outdoor dining, has a bedroom a bathroom and a living room with kitchen is about 38 square meters, …see more

from $74 / night

$493 / week

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from $74 / night

6

Castelluccio, Arezzo Vacation villa rental

Province of Arezzo / Castelluccio, Arezzo

1 3 1 night min

  • 1 bedroom
  • Sleeps 3
  • 1 night min
  • Swimming pool
  • Child friendly
  • Air conditioning
Immersed in the Tuscan countryside, near Arezzo, the Relais Santa Margherita offers its guests unforgettable holidays in an environment rich in charm and history.The large park surrounding the villa is composed of grass and pine trees and has a swimming pool, a large pe …see more

from $118 / night

$575 / week

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from $118 / night

13

Vacation private room in Arezzo

Province of Arezzo / Arezzo

1 2 1 night min

  • 1 bedroom
  • Sleeps 2
  • 1 night min
  • Nearest beach 100 mi
  • Child friendly
  • Pet friendly
Private room with terrace, double bed and spacious bathroom with both shower bath. The room is part of the House where I live. Breakfast, indoor car park and closed garage for motorcycles, are included. Sheets, blankets and towels are of course provided. In the bathr …see more

from $47 / night

$329 / week

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from $47 / night

9

Lucignano Vacation b&b rental

Province of Arezzo / Lucignano

1 2 2 nights min

  • 1 bedroom
  • Sleeps 2
  • 2 nights min
  • Swimming pool
  • Child friendly
On the first floor of a typical country house, a bright and spacious double room with private bathroom (with shower). The room is facing east, has an area of ​​about 20 square meters and is equipped with minibar and kettle with selection of teas and infusions. Floors of …see more

from $77 / night

$536 / week

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from $77 / night

12

Badia Tedalda Vacation apartment rental

Province of Arezzo / Badia Tedalda

2 6 2 nights min

  • 2 bedrooms
  • Sleeps 6
  • 2 nights min
  • Private garden
Nice apartment in stone house in a small Tuscan village for lovers of tranquility and nature. Ideal for lovers of trekking and mountain bikes. Not far from the natural park of sassi Simone e Simoncello. Near the Valley of Montefeltro, where the river Maqrecchia flows. T …see more

from $118 / night

$586 / week

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from $118 / night

33

Arezzo Vacation villa rental

Province of Arezzo / Arezzo

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Private garden
Comfort and relaxation, country life or strategic point to visit important sites (Siena, Florence, Cortona, Montepulciano ect). Swim in the pool surrounded by cypress trees, a good glass of wine and cozy apartments will be a reminder of an unforgettable stay. Just 3 km …see more

from $71 / night

$985 - $1,641 / week

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Responds fast!
avg. 2 hours 33 minutes

from $71 / night

(1) Excellent 

5

Vacation apartment in Monte San Savino

Province of Arezzo / Monte San Savino

2 6 2 nights min

  • 2 bedrooms
  • Sleeps 6
  • 2 nights min
  • Child friendly
Bright apartment in the historical centre of Monte San Savino, consisting of two bedrooms plus sofa bed, bathroom, living room and kitchen, equipped with all comforts: washing machine, dishwasher, microwave, satellite tv, wifi. Equipment on request for children and infa …see more

from $94 / night

$528 / week

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Responds fast!
avg. 2 hours 11 minutes

from $94 / night

20

Casentino Vacation farmhouse rental

Bibbiena / Casentino

5 6 3 nights min

  • 5 bedrooms
  • Sleeps 6
  • 3 nights min
  • Swimming pool
  • Child friendly
  • Pet friendly
This beautiful stone house in the Tuscan countryside between Florence and Arezzo offers elegant spaces and landscapes. The House is divided into two apartments, one for 4-5 persons (' News ') on the ground floor and one for 6-7 persons (' Raoul ') on the first floor. …see more

from $236 / night

$1,651 / week

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from $236 / 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 $293 / night

$2,052 / week

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from $293 / night

20

Castle rental in Stia

Province of Arezzo / Stia

1 2 4 nights min

  • 1 bedroom
  • Sleeps 2
  • 4 nights min
  • Child friendly
  • Pet friendly
  • Private garden
Medieval Little Guard Tower situated in a beautiful and undiscovered corner of Tuscany, the Casentino Valley, between Arezzo and Florence. Enjoy the beauty and peace of the ancient hamlet of Porciano with its stone paved walkways, centuries old church and breathtaking v …see more

from $47 / night

$352 - $411 / week

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from $47 / night

19

Vacation home with shared pool in Arezzo

Province of Arezzo / Arezzo

2 6 2 nights min

  • 2 bedrooms
  • Sleeps 6
  • 2 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
My accommodation is located near Arezzo, Cortona, Montepulciano, Pienza, Lake Trasimeno. Siena, Florence and Perugia at 1 hour drive. Art and culture and beautiful panoramic views. You will like it for these reasons: the light, the comfort of the bedrooms and a sofa bed …see more

from $68 / night

$476 / week

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from $68 / night

34

Loro Ciuffenna Vacation apartment rental

Province of Arezzo / Loro Ciuffenna

2 3 7 nights min

  • 2 bedrooms
  • Sleeps 3
  • 7 nights min
  • 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. It is situated on the ground floor and has 3 beds and 2 bedrooms: one with double bed and en suite shower cano …see more

from $50 / night

$340 - $586 / week

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from $50 / night

5

Capolona Vacation villa rental

Arezzo / Capolona

1 3 1 night min

  • 1 bedroom
  • Sleeps 3
  • 1 night min
Immersed in the Tuscan countryside, near Arezzo, the Relais Santa Margherita offers its guests unforgettable holidays in an environment rich in charm and history.The large park surrounding the villa is composed of grass and pine trees and has a swimming pool, a large pe …see more

from $106 / night

$506 / week

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from $106 / 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 $57 / night

$411 / week

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Responds fast!
avg. 2 hours 34 minutes

from $57 / night

(13) Excellent 

24

Foiano Della Chiana Vacation apartment rental

Province of Arezzo / Foiano Della Chiana

2 7 Min stay varies

  • 2 bedrooms
  • Sleeps 7
  • Min stay varies
  • Nearest beach 160 mi
  • Child friendly
  • Pet friendly
The apartment "Holiday Fatucchi" is located in the historic center of Foiano della Chiana, in the province of Arezzo (Tuscany). The palace dates back to the mid-sixteenth century. In 1716 it was owned by the noble Florentine family Bartoli time Podestà of the Commune. I …see more

from $118 / night

$821 / week

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Responds fast!
avg. 3 hours 9 minutes

from $118 / night

11

Vacation townhouse with shared pool in Orzale

Castiglion Fiorentino / Orzale

2 5 Min stay varies

  • 2 bedrooms
  • Sleeps 5
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Ask about pets
"La Fenice" is located in the lovely Valley of Chios, which with the opposite Valley of Chiana frames Castiglion Fiorentino, typical Tuscan hill country rich in architectural beauty and corners to discover. The "Phoenix" is located on a hill about 300 metres above sea l …see more

from $213 / night

$802 - $1,002 / week

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from $213 / night

25

Anghiari Vacation farmhouse rental

Province of Arezzo / Anghiari

2 6 1 night min

  • 2 bedrooms
  • Sleeps 6
  • 1 night min
  • Nearest beach 90 mi
  • Swimming pool
  • Child friendly
In a beautiful panoramic area of Tuscany, just over an hour from Florence, a real family farm, rent for short periods the only apartment for guests. From the brand new renovation of a rustic farmhouse adjacent to the homeowner, is a self-contained and accessible ground …see more

from $141 / night

$938 / week

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from $141 / night

(1) Excellent 

18

Vacation apartment rental

Province of Arezzo / Anghiari

3 7 1 night min

  • 3 bedrooms
  • Sleeps 7
  • 1 night min
  • Nearest beach 100 mi
  • Swimming pool
  • Child friendly
~300 year old stone farmhouse ~Countryside location, a short drive from Anghiari ~Easy reach of major attractions in Tuscany & Umbria ~Large garden with swimming pool ~Flexible change-over day and length of stay A traditional 18th Century stone farmhouse situated in wo …see more

from $255 / night

$1,780 / week

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from $255 / night

(6) Very Good 

Certificate of Excellence

14

Vacation apartment in Arezzo

Province of Arezzo / Arezzo

2 4 3 nights min

  • 2 bedrooms
  • Sleeps 4
  • 3 nights min
  • Child friendly
  • Car not necessary
  • Ask about pets
Casa Bidini is a 1200 apartment in typical Tuscan style. It is located on the 1st floor. Cozy and comfortable, is located in the heart of the old town of Arezzo in an ideal position to visit the city on foot, in a neighborhood where you can breathe the atmosphere of the …see more

Certificate of Excellence

from $88 / night

$586 / week

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Responds fast!
avg. 1 hour 33 minutes

from $88 / night

(2) Very Good 

10

Ski home to rent in Badia Prataglia

Province of Arezzo / Badia Prataglia

2 4 2 nights min

  • 2 bedrooms
  • Sleeps 4
  • 2 nights min
  • Ski
  • Child friendly
  • Pet friendly
My apartment is in the heart of the Casentino Forest National Park, in the village of Badia Prataglia; at the same time is in a very private area, close only a few meters to the slow-flowing river .... You will like it especially for relaxation and tranquility that you …see more

from $65 / night

$452 / week

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Responds fast!
avg. 1 hour 7 minutes

from $65 / night

(6) Very Good 

12

Vacation apartment with swimming pool in Loro Ciuffenna

Province of Arezzo / Loro Ciuffenna

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Nearest beach 150 mi
  • Swimming pool
  • Pet friendly
It is the largest apartment of The Mill structure fulling Mills, housed in the main building of an old mill dating back, in some parts, the middle ages. The Manor House, arranged over two floors with 6 beds, can accommodate up to 8 people. It has three large bedrooms. O …see more

from $114 / night

$797 - $1,583 / week

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from $114 / night

(3) Excellent 

42

Vacation villa in Capolona

Arezzo / Capolona

3 4 1 night min

  • 3 bedrooms
  • Sleeps 4
  • 1 night min
  • Child friendly
  • Pet friendly
The B&B VillaSpino is located in the province of Arezzo, in the heart of the Tuscan countryside, 400 m above sea level. VillaSpino enjoys a unique panorama over the Valley of Arezzo and is the ideal place for those who want to spend a quiet holiday in close contact with …see more

from $118 / night

$826 / week

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from $118 / 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 $98 / night

$452 / week

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Responds fast!
avg. 2 hours 3 minutes

from $98 / night

(1) Excellent 

30

Vacation villa in Antria

Arezzo / Antria

3 6 7 nights min

  • 3 bedrooms
  • Sleeps 6
  • 7 nights min
  • Child friendly
  • Pet friendly
  • Private garden
ENGLISH: -Category: 4 Stars. (Classification of tourist agencies). Villa beautiful and ancient, stone built, completely independent garden-park exclusive property comp …see more

from $253 / night

$826 - $1,769 / week

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from $253 / night

34

Vacation home in Levane

Province of Arezzo / Levane

2 3 1 night min

  • 2 bedrooms
  • Sleeps 3
  • 1 night min
A delightful residence just a short walk from the center includes a large garden and patio with fireplace. Guests can enjoy the garden produce. The village is situated a few kilometers from Arezzo, Siena and Florence. Inside the residence there are mural paintings of th …see more

from $43 / night

$293 - $507 / week

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from $43 / night

(3) Excellent 

33

Subbiano Vacation villa rental

Province of Arezzo / Subbiano

2 6 7 nights min

  • 2 bedrooms
  • Sleeps 6
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Pet friendly
immersed in the green campaigns casentinesi quiet place where you can relax in contact with nature. Close to cities like Siena Florence Perugia to go hiking. The house can accommodate groups of friends families with children and animals .All'esterno there is a veranda w …see more

from $164 / night

$575 / week

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from $164 / night

(1) Excellent 

16

Villa rental in Arezzo

Province of Arezzo / Arezzo

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
  • Child friendly
  • Pet friendly
Bedroom Gloria is one of the rooms on the ground 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 position on a …see more

from $59 / night

$352 - $704 / week

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Responds fast!
avg. 2 hours 16 minutes

from $59 / night

(5) Excellent 

26

Home rental in Capolona with swimming pool

Arezzo / Capolona

5 12 Min stay varies

  • 5 bedrooms
  • Sleeps 12
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Pet friendly
cottage newly renovated in open countryside surrounded by olive groves 2 steps from Arezzo and the Casentino, the house has a large kitchen equipped with appliances and utensils, 5 spacious 4 bathrooms and a typical living room. Excellent overview, large private outdoor …see more

from $165 / night

$1,179 / week

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from $165 / night

9

Vacation farmhouse with shared pool in Arezzo

Province of Arezzo / Arezzo

2 5 1 night min

  • 2 bedrooms
  • Sleeps 5
  • 1 night min
  • Swimming pool
  • Child friendly
  • Air conditioning
Northeast of Arezzo on a hill opposite the town you will find the Tenuta il Palazzo. The name ' the Palace ' today a thriving farm and agritourism, indicated a ' Statio ' (military) of the important via Ariminensis or Livia or salt road that connected Rome to Rimini. Th …see more

from $118 / night

$826 / week

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from $118 / night