Where is the most beautiful place in the Arezzo region?
For an unforgettable holiday in the Arezzo region, we recommend the holiday resorts Arezzo, Castiglion Fiorentino and Cortona.
Holiday apartments and houses in the Arezzo region
258 offers for your holiday in the Arezzo region
Foiano della Chiana
Red House in Gervasella: 180 m², 3 rooms, max. 6 persons.
from 292 € / night
prices from
293€
per night
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Poppi
Charming Tuscan villa with private pool, breathtaking view and wide fenced garden.
Free cancellation
from 200 € / night
5.0
prices from
200€
per night
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Castiglion Fiorentino
Holiday home in Castiglion Fiorentino for a maximum of 9 people (8+1) with private pool in panoramic position, barbecue, pizza oven, parking spaces
Free cancellation
20% Promotion 05/02/2026 - 05/30/2026
from 148 € / night
4.6
prices from
149€
per night
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Arezzo
Detached country house in a panoramic position, 400 m² living space, 40 acres of land, 4 bedrooms and 3 bathrooms, WIFI, air conditioning, private pool, parking
from 457 € / night
5.0
prices from
457€
per night
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Bibbiena
Luxury Villa up to 21 people in panoramic position private heated swimming pool & extensive park in Tuscany
from 636 € / night
prices from
637€
per night
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Lucignano
Detached Tuscan Villa in Lucignano near Arezzo, sole use, panoramic, air conditioning, large garden, barbecue, private pool, parking, fireplace, satellite TV, WIFI, accessible
from 285 € / night
prices from
286€
per night
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Bucine
Villa with heatable pool (10+4beds)
Detached luxury villa, big garden, private pool, jacuzzi/children's wading pool, sauna, outside kitchen with large pizza oven and barbecue device, AC, sat-TV, WIFI, Sonos, Polo 1km
from 642 € / night
prices from
643€
per night
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Montevarchi
Typical Tuscan property, absolute view, panoramic view, 5000 m² garden, large pool, jacuzzi, air conditioning, table tennis, fireplace, DVD / CD player, satellite TV, WIFI, barbecue
from 427 € / night
prices from
427€
per night
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Arezzo
Stunning villa with infinity pool in Tuscany, near Arezzo, surrounded by beautiful historic towns.
Free cancellation
from 258 € / night
prices from
258€
per night
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Mercatale di Cortona
Villa Loft in Borgo Syrah | Pool, spa & private garden with views of the Tuscan hills
Free cancellation
15% Last-Minute 05/02/2026 - 05/09/2026
from 177 € / night
5.0
prices from
177€
per night
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Bibbiena
Old stone house on a typical Tuscan farm with horses and swimming pool, with 2 bedrooms, 2 bathrooms, central heating, private garden part with outdoor seating
from 66 € / night
prices from
66€
per night
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Caprese Michelangelo
Spacious villa with pool in Tuscany, in the Valtiberina countryside, close to wonderful historic villages.
Free cancellation
from 345 € / night
prices from
346€
per night
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Marciano della Chiana
Countryhouse for 22 pax with pool
Detached elegant country house with cottage in Val di Chiana, panoramic position, 20,000m² garden, private pool, fireplace, WIFI, DVD / CD player, satellite TV, grill, playground (swing u slide)
from 471 € / night
prices from
471€
per night
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prices from
554€
per night
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Cortona
HOUSE WITH PRIVATE SWIMMING POOL, LARGE ENCLOSED GARDEN, BARBECUE, INTERNET WI-FI, SMART TV.
from 143 € / night
prices from
143€
per night
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Mercatale di Cortona
Holiday home Casa Carsignano in Mercatale di Cortona, Tuscany, 185 sqm for 8 people, 6 rooms.
Free cancellation
from 150 € / night
prices from
150€
per night
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Bucine
Casa Valle (2 houses) in a quiet, idyllic secluded location with a stream, 200 m², 12 people, 5 bedrooms, private pool. Great starting point for excursions. Nearest place approx. 3 km.
from 114 € / night
prices from
114€
per night
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Cortona
Beautiful country estate in Cortona for larger groups (up to 29 people), large fenced garden with pool (7x14m), table tennis, small football field, pool table, WIFI
from 780 € / night
prices from
781€
per night
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prices from
280€
per night
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Lucignano
Situated among the hills of Tuscany, only 1,5 km from the medieval town of Lucignano, between Siena and Arezzo.
from 538 € / night
prices from
539€
per night
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Arezzo
Holiday home relaxing holiday Arezzo
It is an old stone farmhouse located in Valdichiana, just 15 km from Arezzo which can accommodate 20 people.
Free cancellation
from 805 € / night
prices from
806€
per night
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Arezzo
Striking Farmhouse, Ortignano
Ground floor: (open kitchen(fridge-freezer), Living/diningroom(TV(satellite), fireplace), bedroom(double bed), bedroom(single sofa bed, double bed or 2 single beds)
Free cancellation
from 120 € / night
4.1
prices from
120€
per night
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Lucignano
Rustic Retreat with Pool
Ground floor: (Living room(decorative fireplace), Kitchen(dining table, coffee machine(filter), oven, microwave, dishwasher, fridge-freezer), bedroom(double bed)
Free cancellation
from 32 € / night
4.7
prices from
33€
per night
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Arezzo
Holiday flat family holiday Arezzo
Free cancellation
from 70 € / night
prices from
70€
per night
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Arezzo
Belvilla by OYO Pino
Ground floor: (Living room(TV, fireplace), Kitchen(coffee machine(filter), oven, fridge), bathroom(shower, toilet)) On the 1st floor: (bedroom(double bed), bedroom(2x single bed)
Free cancellation
from 43 € / night
4.1
prices from
43€
per night
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