List your home
Apply filters
£ to

Price

£10 - 500+

Price per night

£ to per night

Location

  • Italy Clear
  • Tuscany Clear
  • Province of Arezzo Clear

Location

Province of Arezzo

  • Show all locations
  • Alberoro (3)
  • Ambra (37)
  • Anghiari (57)
  • Arezzo (185)
  • Badia Agnano (19)
  • Badia Tedalda (4)
  • Bagnena (12)
  • Bibbiena (21)
  • Bucine (172)
  • Camaldoli (4)
  • Camucia (5)
  • Caprese Michelangelo (32)
  • Castel Focognano (5)
  • Castel San Niccolo (9)
  • Castelfranco di Sopra (28)
  • Castelluccio, Arezzo (14)
  • Castiglion Fibocchi (10)
  • Castiglion Fiorentino (92)
  • Cavriglia (25)
  • Chiaveretto (3)
  • Chiusi della Verna (6)
  • Cicogna (4)
  • Cignano (18)
  • Civitella in Val di Chiana (44)
  • Cortona (401)
  • Creti (1)
  • Duddova (1)
  • Foiano Della Chiana (36)
  • Laterina (19)
  • Levane (2)
  • Loro Ciuffenna (79)
  • Lucignano (92)
  • Marciano della Chiana (12)
  • Mercatale Valdarno (9)
  • Moggiona (1)
  • Monte San Savino (43)
  • Montegonzi (18)
  • Monterchi (27)
  • Montevarchi (23)
  • Ortignano Raggiolo (1)
  • Palazzo del Pero (2)
  • Pergine Valdarno (26)
  • Pergo (3)
  • Pian di Sco (25)
  • Pieve Santo Stefano (13)
  • Pomaia (12)
  • Ponticino (1)
  • Poppi (65)
  • Pratovecchio (25)
  • Rapale (2)
  • Rigutino (14)
  • Ruscello (4)
  • San Giovanni Valdarno (8)
  • San Giustino Valdarno (7)
  • San Pietro a Cegliolo (33)
  • Sansepolcro (39)
  • Sestino (1)
  • Stia (5)
  • Subbiano (20)
  • Talla (12)
  • Terranuova Bracciolini (27)
  • Tregozzano (12)
  • Val di Chiana (12)

more +

less -

Bedrooms

Show all

  • Show all
  • Studio
  • 1 Bedroom
  • 2 Bedrooms
  • 3 Bedrooms
  • 4 Bedrooms
  • 5 Bedrooms
  • 6 Bedrooms
  • 7 Bedrooms
  • 8 Bedrooms
  • 9 Bedrooms
  • 10 Bedrooms
  • 11 Bedrooms
  • 12 Bedrooms
  • 13 Bedrooms
  • 14 Bedrooms
  • 15+ Bedrooms

more +

less -

To book this holiday home you need to pay through the Holiday Lettings website. We can’t protect your payment if you don’t pay through us. Learn more
32 of 1,955 Results

Sort by: Default

  • Default
  • Price low to high
  • Price high to low
  • Reviews

from £95 / night

£662 / week

View

(1) Excellent 5/5 

1 / 24

Holiday b&b in Cortona

B&B / 4 Bedrooms / sleeps 8

  • Swimming pool
  • Not suitable for children
  • Car advised
  • No pets allowed

Excellent 5/5 

Add to shortlist

from £95 / night

£662 / week

View

Casa Bellavista è nel cuore della campagna in poco tempo si possono raggiungere importanti centri come Cortona, Arezzo, Pienza, Montepulciano, Siena, Montalcino, Chianti, Assisi. Simonetta è a vostra disposizione per suggerirvi i migliori percorsi per una toscana slow. I corsi di cucina vengono svolti nella cucina di Casa Bellavista, assaporando i veri sapori di cibi semplici  …see more

from £79 / night

£552 - £1250 / week

View

(3) Very Good 4.5/5 

1 / 24

Condo rental in Rigutino

Condo / 2 Bedrooms / sleeps 4

  • Great for children of all ages
  • Air conditioning
  • Pets welcome

Very Good 4.5/5 

Add to shortlist

from £79 / night

£552 - £1250 / week

View

I vantaggi dell'alloggio : Appartamento recentemente ristrutturato completo di ogni comfort posizionato nella zona più bella e comoda della città . L appartamento si trova al terzo piano ed è composto da ingresso ,cucina ,sala da pranzo(8 persone) ,sala tv,ripostiglio/g  …see more

from £43 / night

£295 / week

View

(1) Excellent 5/5 

1 / 15

Holiday b&b in Arezzo

B&B / 1 Bedroom / sleeps 2

  • Great for children of all ages
  • Car not necessary
  • No pets allowed

Excellent 5/5 

Add to shortlist

from £43 / night

£295 / week

View

Bed and Breakfast nel centro di Arezzo per vivere nel cuore della città e godersi la giostra della storia. A poca distanza dalla stazione ferroviaria e gli altri servizi di trasporto. Ideale sia per il lavoro che per il divertimento e il turismo culturale.  …see more

Featured properties

from £294 / night

£2054 / week

View

(1) Excellent 5/5 

1 / 8

B&b rental in Lucignano with swimming pool

B&B / 8 Bedrooms / sleeps 12

  • Swimming pool
  • Great for children of all ages
  • Car advised
  • Some pets are welcome - please contact the owner

Excellent 5/5 

Add to shortlist

from £294 / night

£2054 / week

View

posizione eccellente, piscina, colazione italiana, utile auto per visitare la zona, terme vicine, outlet a pochi km, Swimming pool, Great for children of all ages, Car essential, Pets welcome in some rooms, garden, great position, bbq area, tennis yard, nearby thermal  …see more

from £53 / night

£370 - £987 / week

View

(1) Excellent 5/5 

1 / 11

Holiday villa in Sansepolcro

Villa / 3 Bedrooms / sleeps 7

  • Nearest beach 100 km
  • Swimming pool
  • Great for children of all ages
  • Car advised

Excellent 5/5 

Add to shortlist

from £53 / night

£370 - £987 / week

View

La Villa è in un'ottima posizione con vista ampia sulla valle.  …see more

Pricing unknown

View

(1) Excellent 5/5 

1 / 21

Holiday farmhouse in Poppi

Farmhouse / 2 Bedrooms / sleeps 6

  • Swimming pool
  • Great for children of all ages
  • Car advised
  • Some pets are welcome - please contact the owner

Excellent 5/5 

Add to shortlist

Pricing unknown

View

Totale relax in uno dei posti più belli della Toscana, personale simpatico e accogliente e prezzi modici  …see more

from £71 / night

£493 - £721 / week

View

(2) Excellent 5/5 

1 / 7

Monte San Savino holiday farmhouse rental

Farmhouse / 2 Bedrooms / sleeps 6

  • Nearest beach 100 km
  • Not suitable for children
  • Car essential
  • No pets allowed

Excellent 5/5 

Add to shortlist

from £71 / night

£493 - £721 / week

View

toscana vacanze offre una confortevole casa nelle bellezze di campagna... Vicino alla casa un ritorante pizzeria cn campi da golf e numerosi divertimenti anche per i piu piccoli. Vicino a tutte le maggiori città...  …see more

from £52 / night

£361 / week

View

(3) Very Good 4.5/5 

1 / 21

Foiano Della Chiana holiday apartment rental

Apartment / 2 Bedrooms / sleeps 7

  • Beach / lakeside relaxation
  • Great for children of all ages
  • Pets welcome

Very Good 4.5/5 

Add to shortlist

from £52 / night

£361 / week

View

L'appartamento “Casa Vacanze Fatucchi” si trova in un palazzo storico nel centro del paese di Foiano della Chiana, in provincia di Arezzo (Toscana). E' stato recentemente ristrutturato, conservando alcuni frammenti di pitture ottocentesche.  …see more

from £74 / night

£515 / week

View

(1) Excellent 5/5 

1 / 24

Arezzo holiday apartment rental

Apartment / 1 Bedroom / sleeps 5

  • Suitable for children over 5
  • Car not necessary
  • No pets allowed

Excellent 5/5 

Add to shortlist

from £74 / night

£515 / week

View

Situato nel cuore del centro storico di Arezzo a pochi passi dai maggiori luoghi di interesse turistico, quali p.zza Grande, p.zza San Francesco, la Pieve e la Cattedrale. A cento metri dalla famosa Fiera dell'Antiquariato che si svolge il primo weekend di ogni mese.  …see more

from £158 / night

£1103 / week

View

(1) Excellent 5/5 

1 / 16

Pergine Valdarno holiday apartment rental

Apartment / 4 Bedrooms / sleeps 10

  • Swimming pool
  • Great for children of all ages
  • Air conditioning
  • Pets welcome

Excellent 5/5 

Add to shortlist

from £158 / night

£1103 / week

View

Villa indipendente con piscina e possibilità di effettuare trekking a cavallo  …see more

from £118 / night

£824 - £1493 / week

View

(1) Excellent 5/5 

1 / 24

Bucine holiday farmhouse rental

Farmhouse / 5 Bedrooms / sleeps 12

  • Swimming pool
  • Great for children of all ages
  • Car advised
  • Some pets are welcome - please contact the owner

Excellent 5/5 

Add to shortlist

from £118 / night

£824 - £1493 / week

View

Italian life style: Wonderful villa strategically located to explore the Chianti Area and the main cities and sites in Tuscany. Cooking classes by tuscan cuisine Shopping tours : Prada factory with 50% discount Excursions: by foot, by horse, by quad Deposit 400,00 euro Tourist tax 1,50 euro/day/person Final house cleaning 200,00 euro  …see more

from £43 / night

£295 - £736 / week

View

(1) Excellent 5/5 

1 / 5

Holiday apartment with swimming pool in Monte San Savino

Apartment / 3 Bedrooms / sleeps 7

  • Swimming pool
  • Not suitable for children
  • Air conditioning
  • No pets allowed

Excellent 5/5 

Add to shortlist

from £43 / night

£295 - £736 / week

View

Typical farm-house immersed in the touscany countryside with a big swimming pool near Arezzo, Siena e Cortona ,relax and peace are the key-words in our property.  …see more

from £48 / night

£331 - £456 / week

View

(4) Excellent 5/5 

1 / 16

Cortona holiday home rental

House / 2 Bedrooms / sleeps 4

  • Great for children of all ages
  • No pets allowed

Excellent 5/5 

Add to shortlist

from £48 / night

£331 - £456 / week

View

Accogliente, caratteristica abitazione in pietra, situata nel centro storico della città etrusca di Cortona, celebre per il suo passato che ancora vive tra i suoi vicoli. Base ideale per visitare Arezzo, Montepulciano, Pienza e le suggestive campagne toscane e umbre.  …see more

Pricing unknown

View

(19) Excellent 5/5 

1 / 22

Poppi ski farmhouse to rent.

Farmhouse / 6 Bedrooms / sleeps 14

  • Swimming pool
  • Ski
  • Great for children of all ages
  • Some pets are welcome - please contact the owner

Excellent 5/5 

Add to shortlist

Pricing unknown

View

vuoi vivere la tua vacanza da film?vuoi conoscere i luoghi e l'opera di Dante Alighieri?vuoi conoscere la vera vita tradizionale contadina toscana e le sue meraviglie?vuoi scoprire la vera toscana?le vere tradizioni contadine e i prodotti della nostra terra? prodottibionaturali sportnatura curenaturali ecofriendly gayfriendly,tradizione sana naturale vacanza green  …see more

from £223 / night

£1560 - £1880 / week

View

(2) Excellent 5/5 

1 / 14

Holiday home with swimming pool in Cortona

House / 2 Bedrooms / sleeps 4

  • Beach / lakeside relaxation
  • Nearest beach 10 km
  • Swimming pool
  • Great for children of all ages

Excellent 5/5 

Add to shortlist

from £223 / night

£1560 - £1880 / week

View

Nestled into a Tuscan hillside, a few minutes drive or leisurely walk into the historic and vibrant City of Cortona, Villa Rosa is a 2 bedroom, 2 bathroom, fully furnished private house with essential pool and wi-fi. Couples love it, families love it. It is heaven.  …see more

from £83 / night

£581 - £1474 / week

View

(1) Excellent 5/5 

1 / 25

Mercatale di Cortona holiday home rental

House / 3 Bedrooms / sleeps 6

  • Nearest beach 22 km
  • Swimming pool
  • Great for children of all ages
  • Car essential

Excellent 5/5 

Add to shortlist

from £83 / night

£581 - £1474 / week

View

Charming stone farmhouse with original features. Perfect for family holidays. Private pool, table tennis and Wifi Internet. Beautiful countryside views. Only 2 kilometres from a village with shops and restaurant. Sought after location on the Tuscany-Umbria border.  …see more

from £34 / night

£232 - £309 / week

View

(2) Excellent 5/5 

1 / 23

Holiday apartment rental

Apartment / 1 Bedroom / sleeps 6

  • Nearest beach 100 km
  • Swimming pool
  • Great for children of all ages
  • Car advised

Excellent 5/5 

Add to shortlist

from £34 / night

£232 - £309 / week

View

Fantastic place in the center of Tuscany. Ideal for relax and fo visit Florence, SIena and Arezzo, such as several little beautiful countries and landscape unique in the world (Val d'Orcia e Chianti). To notice the local production of foods and wines.  …see more

from £45 / night

£309 - £412 / week

View

(2) Very Good 4.5/5 

1 / 23

Apartment letting in Ambra with shared pool

Apartment / 2 Bedrooms / sleeps 6

  • Nearest beach 100 km
  • Swimming pool
  • Great for children of all ages
  • Car advised

Very Good 4.5/5 

Add to shortlist

from £45 / night

£309 - £412 / week

View

Fantastic place in the center of Tuscany. Ideal for relax and fo visit Florence, SIena and Arezzo, such as several little beautiful countries and landscape unique in the world (Val d'Orcia e Chianti). To notice the local production of foods and wines.  …see more

from £153 / night

£1067 - £2339 / week

View

(8) Excellent 5/5 

1 / 22

Holiday villa with swimming pool in Castiglion Fiorentino

Villa / 4 Bedrooms / sleeps 8

  • Beach / lakeside relaxation
  • Swimming pool
  • Great for children of all ages
  • Car advised

Excellent 5/5 

Add to shortlist

from £153 / night

£1067 - £2339 / week

View

Inside the Villa Various paintings of flowers and colours of Tuscany hang on the walls bringing nature indoors. The living room is plain and simple, starting with the stone walls where the fireplace stands. Here you can take a relaxing break while watching satellite T  …see more

from £39 / night

£273 - £295 / week

View

(3) Excellent 5/5 

1 / 18

Holiday apartment letting

Apartment / 2 Bedrooms / sleeps 6

  • Great for children of all ages
  • Car not necessary
  • Pets welcome

Excellent 5/5 

Add to shortlist

from £39 / night

£273 - £295 / week

View

Tuscany Holiday House Castiglion Fiorentino Historical City Center Check-in 3.00 pm - 8.00 pm Check-out before/entro 11.00 am  …see more

from £137 / night

£956 / week

View

(13) Excellent 5/5 

1 / 24

Home rental in Cortona with swimming pool

House / 6 Bedrooms / sleeps 10

  • Swimming pool
  • Great for children of all ages
  • Car essential
  • Air conditioning

Excellent 5/5 

Add to shortlist

from £137 / night

£956 / week

View

Nestled in the foothills of Cortona, overlooking the Val di Chiana and Mount Amiata. The perfect base for exploring the beautiful regions of Tuscany and Umbria or simply relaxing, surrounded by nature.  …see more

from £50 / night

£346 - £508 / week

View

(3) Excellent 5/5 

1 / 24

Holiday farmhouse rental

Farmhouse / 1 Bedroom / sleeps 3

  • Nearest beach 130 km
  • Swimming pool
  • Great for children of all ages
  • Car advised

Excellent 5/5 

Add to shortlist

from £50 / night

£346 - £508 / week

View

Modern apartments with fully equipped kitchen and dishwasher, elegant bathrooms with shower/hairdryer, WI-FI, own horse stable at the house, large swimming pool (7 x 14 m, max. depth 1.50 m) with water cascade, bikes for rent, triangle Florence - Siena - Arezzo, Outlet  …see more

from £62 / night

£431 - £713 / week

View

(1) Excellent 5/5 

1 / 24

Holiday farmhouse in Montevarchi

Farmhouse / 2 Bedrooms / sleeps 4

  • Nearest beach 130 km
  • Swimming pool
  • Great for children of all ages
  • Car advised

Excellent 5/5 

Add to shortlist

from £62 / night

£431 - £713 / week

View

Modern apartments with fully equipped kitchen and dishwasher, elegant bathrooms with shower/hairdryer, WI-FI, own horse stable at the house, large swimming pool (7 x 14 m, max. depth 1.50 m) with water cascade, bikes for rent, triangle Florence - Siena - Arezzo, Outlet  …see more

from £70 / night

£489 - £725 / week

View

(3) Excellent 5/5 

1 / 21

Holiday farmhouse with shared pool in Montevarchi

Farmhouse / 3 Bedrooms / sleeps 5

  • Nearest beach 130 km
  • Swimming pool
  • Great for children of all ages
  • Car advised

Excellent 5/5 

Add to shortlist

from £70 / night

£489 - £725 / week

View

Modern apartments with fully equipped kitchen and dishwasher, elegant bathrooms with shower/hairdryer, WI-FI, own horse stable at the house, large swimming pool (7 x 14 m, max. depth 1.50 m) with water cascade, bikes for rent, triangle Florence - Siena - Arezzo, Outlet  …see more

from £95 / night

£662 - £1137 / week

View

(3) Excellent 5/5 

1 / 30

Holiday cottage in Cortona

Cottage / 2 Bedrooms / sleeps 5

  • Swimming pool
  • Great for children of all ages
  • Car essential
  • Air conditioning

Excellent 5/5 

Add to shortlist

from £95 / night

£662 - £1137 / week

View

A former outbuilding of an old Tuscan villa, Poggiobello is a masterpiece of traditional rural architecture with high quality accommodation, extremely welcoming, tastefully furnished in the typically Tuscan style.  …see more

from £223 / night

£1560 - £1880 / week

View

(7) Excellent 5/5 

1 / 21

Holiday cottage with swimming pool in Cortona

Cottage / 2 Bedrooms / sleeps 5

  • Beach / lakeside relaxation
  • Nearest beach 10 km
  • Swimming pool
  • Great for children of all ages

Excellent 5/5 

Add to shortlist

from £223 / night

£1560 - £1880 / week

View

Nestled into a Tuscan hillside, a few minutes drive or leisurely walk into the historic and vibrant City of Cortona, Villa Rosa is a 2 bedroom, 2 bathroom, fully furnished private house with essential pool and wi-fi. Couples love it, families love it. It is heaven.  …see more

from £223 / night

£1560 - £1880 / week

View

(8) Excellent 5/5 

1 / 19

Holiday villa in Cortona

Villa / 2 Bedrooms / sleeps 5

  • Beach / lakeside relaxation
  • Nearest beach 10 km
  • Swimming pool
  • Great for children of all ages

Excellent 5/5 

Add to shortlist

from £223 / night

£1560 - £1880 / week

View

Nestled into a Tuscan hillside, a few minutes drive or leisurely walk into the historic and vibrant City of Cortona, Villa Rosa is a 2 bedroom, 2 bathroom, fully furnished private house with essential pool and wi-fi. Couples love it, families love it. It is heaven.  …see more

from £93 / night

£650 - £800 / week

View

(1) Excellent 5/5 

1 / 10

Holiday barn with shared pool in Anghiari

Barn / 1 Bedroom / sleeps 2

  • Swimming pool
  • Not suitable for children
  • Car essential
  • Some pets are welcome - please contact the owner

Excellent 5/5 

Add to shortlist

from £93 / night

£650 - £800 / week

View

The perfect romantic getaway! Converted barn surrounded by stunning Tuscan countryside. Private terrace and use of a swimming pool.  …see more

from £79 / night

£552 - £714 / week

View

(17) Excellent 5/5 

1 / 69

Holiday home in Cortona

House / 2 Bedrooms / sleeps 4

  • Great for children of all ages
  • Car essential
  • Air conditioning
  • No pets allowed

Excellent 5/5 

Add to shortlist

from £79 / night

£552 - £714 / week

View

Charming small villa near Cortona, large gardens and olive grove with views of the surrounding hills. A/C and Wi-Fi throughout. The perfect base to explore Tuscany and Umbria. Very comfortable, fully equipped. Stunning countryside. Free GPS, Italian cell phone,laptop. Swimming pools/thermal spas. Great restaurants. Short walk to village.  …see more

from £79 / night

£550 - £800 / week

View

(3) Excellent 5/5 

1 / 14

Holiday home in Mercatale di Cortona

House / 2 Bedrooms / sleeps 6

  • Beach / lakeside relaxation
  • Swimming pool
  • Great for children of all ages
  • Car advised

Excellent 5/5 

Add to shortlist

from £79 / night

£550 - £800 / week

View

Located in the heart of the Tuscan countryside, Borgo di Vagli is a quaint, meticulously restored 14th century Hamlet surrounded by a protected area of olive groves, fruit trees and ancient oaks.  …see more

from £164 / night

£1143 - £2317 / week

View

(2) Excellent 5/5 

1 / 24

Holiday villa with swimming pool in Castiglion Fiorentino

Villa / 5 Bedrooms / sleeps 10

  • Nearest beach 120 km
  • Swimming pool
  • Great for children of all ages
  • Car essential

Excellent 5/5 

Add to shortlist

from £164 / night

£1143 - £2317 / week

View

Magical Villa with private pool on top of Tuscany Hills. One hour drive to Florence, Siena, Perugia. Near to Cortona, Montepulciano and Arezzo.  …see more

from £243 / night

£1700 - £2630 / week

View

(39) Excellent 5/5 

1 / 23

Anghiari holiday villa rental

Villa / 5 Bedrooms / sleeps 10

  • Nearest beach 66 km
  • Swimming pool
  • Great for children of all ages
  • Car essential

Excellent 5/5 

Add to shortlist

from £243 / night

£1700 - £2630 / week

View

Beautifully presented farmhouse in tranquil setting, fabulous views - heated pool/vineyard, games room. wifi, bicycles, well stocked library & wine cellar. Easy access to Florence, Rome and Siena. Play area inc. slide, 3 swings, sandpit, badminton,skittles, nerf guns. Casa Leana was built in 1650 and has original beams and open fires, full of rustic charm with a modern twist  …see more

Also consider

Don’t let an old browser slow down your holiday

Your browser is out of date and might not work well with our website. Download the latest version to speed up your hunt for the perfect holiday home.

Just click on the icons to get to the download page