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 (26)
  • Anghiari (32)
  • Arezzo (92)
  • Badia Agnano (8)
  • Badia Tedalda (3)
  • Bagnena (8)
  • Bibbiena (16)
  • Bucine (55)
  • Camaldoli (1)
  • Camucia (5)
  • Caprese Michelangelo (14)
  • Castel Focognano (4)
  • Castel San Niccolo (8)
  • Castelfranco di Sopra (19)
  • Castelluccio, Arezzo (4)
  • Castiglion Fibocchi (9)
  • Castiglion Fiorentino (53)
  • Cavriglia (16)
  • Chiaveretto (3)
  • Chiusi della Verna (1)
  • Cicogna (1)
  • Cignano (15)
  • Civitella in Val di Chiana (26)
  • Cortona (218)
  • Duddova (1)
  • Foiano Della Chiana (19)
  • Laterina (13)
  • Levane (1)
  • Loro Ciuffenna (35)
  • Lucignano (52)
  • Marciano della Chiana (9)
  • Mercatale Valdarno (4)
  • Moggiona (1)
  • Monte San Savino (22)
  • Montegonzi (4)
  • Monterchi (18)
  • Montevarchi (9)
  • Palazzo del Pero (2)
  • Pergine Valdarno (17)
  • Pergo (2)
  • Pian di Sco (19)
  • Pieve Santo Stefano (7)
  • Pomaia (2)
  • Poppi (19)
  • Pratovecchio (14)
  • Rigutino (4)
  • Ruscello (3)
  • San Giovanni Valdarno (6)
  • San Giustino Valdarno (4)
  • San Pietro a Cegliolo (22)
  • Sansepolcro (15)
  • Sestino (1)
  • Stia (4)
  • Subbiano (12)
  • Talla (7)
  • Terranuova Bracciolini (21)
  • Tregozzano (7)
  • Val di Chiana (3)

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

Filters applied: Private garden (1,021)

32 of 1,021 Results

Sort by: Default

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

from £442 / night

£3089 - £4118 / week

View

1 / 23

Holiday castle with swimming pool in Monte San Savino

Castle / 11 Bedrooms / sleeps 25

  • Swimming pool
  • Great for children of all ages
  • Air conditioning
  • No pets allowed

Add to shortlist

from £442 / night

£3089 - £4118 / week

View

Tuscan Castle in Chianti area, Our private hill is in the Chianti region "Chianti colli aretini" and with beautiful views over Valdichiana valley. We are surrounded by medieval villages with antic palace and castles. Golf course and Horse Riding are not far away. Outside swimming pool and jacuzzi, gym room,gazebo (table and chairs)  …see more

from £158 / night

£1103 / week

View

1 / 24

Holiday villa rental

Villa / 5 Bedrooms / sleeps 12

  • Swimming pool
  • Not suitable for children
  • No pets allowed
  • Private garden

Add to shortlist

from £158 / night

£1103 / week

View

Villa is just 1,5 km from the centre of Monte San Savino, where you can find supermarkets, bank, restaurants... Is close to Arezzo Equestrian Centre, Arezzo city, Siena, Cortona, Lake Trasimeno. At only 5 km its Castel of Gargonza that can be see from the gardem. Villa Meraviglia it s perfect for groups of family and friend that are looking for a very privace place.  …see more

from £258 / night

£1802 - £3530 / week

View

1 / 24

Foiano Della Chiana holiday villa rental

Villa / 9 Bedrooms / sleeps 22

  • Swimming pool
  • Great for children of all ages
  • Car essential
  • Pets welcome

Add to shortlist

from £258 / night

£1802 - £3530 / week

View

Gorgeous large family villa in the Val Di Chiana, near Montepulciano, San Quirico, Pienza, Arezzo and Siena  …see more

Featured properties

from £305 / night

£2133 - £2280 / week

View

1 / 22

Holiday villa with shared pool in Arezzo

Villa / 8 Bedrooms / sleeps 19

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

Add to shortlist

from £305 / night

£2133 - £2280 / week

View

Residenza Poggio Pellicciaia is a 16 acres property,immersed in the green of Tuscany. Here you can find everything to enjoy a perfect and relaxing holiday also with your dogs. Close to the best cities of Tuscany like Firenze and Siena.  …see more

from £231 / night

£1612 - £1953 / week

View

1 / 24

Cortona holiday villa rental

Villa / 3 Bedrooms / sleeps 6

  • Beach / lakeside relaxation
  • Swimming pool
  • Not suitable for children
  • Pets welcome

Add to shortlist

from £231 / night

£1612 - £1953 / week

View

Villa in Cortona with 3 bedrooms sleeps 6  …see more

from £108 / night

£750 - £1250 / week

View

1 / 24

Pieve Santo Stefano holiday villa rental

Villa / 4 Bedrooms / sleeps 8

  • Swimming pool
  • Great for children of all ages
  • Car essential
  • No pets allowed

Add to shortlist

from £108 / night

£750 - £1250 / week

View

A lovingly restored old Tuscan house full of character with private pool and dining terrace with beautiful views. Ideally suited for 2 families to share or large family gatherings. There are many beautiful and historic towns near including Assisi, Perugia, Gubbio Anghiari and La Verna.  …see more

from £48 / night

£331 - £545 / week

View

1 / 19

Holiday villa in Monte San Savino

Villa / 3 Bedrooms / sleeps 5

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

Add to shortlist

from £48 / night

£331 - £545 / week

View

it is the ideal place if you are looking to relax, and beautiful view.  …see more

from £526 / night

£3677 / week

View

1 / 9

Capolona holiday farmhouse rental

Farmhouse / 12 Bedrooms / sleeps 35

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

Add to shortlist

from £526 / night

£3677 / week

View

All the bedrooms are very confortable. QUERCIA, ULIVO E MANDORLO share a gourgeous wide 2 levels lounge with fireplace, tv-wifi zone, small kitchen. CIPRESSO IS VERY ROMANTIC 3 rooms bedroom with king bed on loft level and small kitchen Child Beds available on request Our BORGO is perfect for organizing every type of party for you and your relatives and friends! In fact our  …see more

from £203 / night

£1416 - £2296 / week

View

1 / 17

Pergo holiday villa rental

Villa / 4 Bedrooms / sleeps 8

  • Swimming pool
  • Ask owner if suitable for children
  • Some pets are welcome - please contact the owner
  • Private garden

Add to shortlist

from £203 / night

£1416 - £2296 / week

View

The Villa is on a beautiful hill covered with olives where you can admire the panorama over the Valdichiana. Near to Cortona, it gives one the possibility to spend holidays in this fascinating part of Tuscany and offers to our guests a complete relaxing vacation  …see more

from £465 / night

£3250 - £5000 / week

View

1 / 24

Holiday villa accommodation

Villa / 5 Bedrooms / sleeps 10

  • Nearest beach 161 km
  • Swimming pool
  • Great for children of all ages
  • Car advised

Add to shortlist

from £465 / night

£3250 - £5000 / week

View

Beautifully restored large luxurious villa in Tuscany. 5 double bedrooms. 6 bathrooms. Large private swimming pool. Perfectly located to visit all the famous attractions throughout Tuscany. Conveniently located for outlet shopping visits such as The Mall. Breakage deposit of €500 in cash payable on arrival. Local tax of €8 each person 12+ to be paid on arrival.  …see more

from £62 / night

£434 - £4045 / week

View

1 / 15

Holiday farmhouse with golf nearby in Fratticciola

Farmhouse / 13 Bedrooms / sleeps 29

  • Beach / lakeside relaxation
  • Not suitable for children
  • Air conditioning
  • No pets allowed

Add to shortlist

from £62 / night

£434 - £4045 / week

View

I manage this villa 's family and I will be very happy to help you during your stay! Welcome in a lovely place where you hearing birds! Ciao Breakfast on request Wine tasting , Tours on request Special Tuscany dinner on request  …see more

from £830 / night

£5809 - £8089 / week

View

1 / 24

Bucine holiday villa rental

Villa / 10 Bedrooms / sleeps 19

  • Swimming pool
  • Ask owner if suitable for children
  • Some pets are welcome - please contact the owner
  • Private garden

Add to shortlist

from £830 / night

£5809 - £8089 / week

View

Villa Petrolo (Guests 19 + 7 + 6 - 750 sqm / 8070 sqft) is the main building on Tenuta di Petrolo, built by the architect Massimiliano Soldani as his own residence, between 1700 and 1750. The Villa has a vast private garden of over 1 hectar, a 6 x 12 meter swimming pool  …see more

from £511 / night

£3574 - £4375 / week

View

1 / 14

Holiday villa in Levane

Villa / 5 Bedrooms / sleeps 12

  • Swimming pool
  • Great for children of all ages
  • Air conditioning
  • No pets allowed

Add to shortlist

from £511 / night

£3574 - £4375 / week

View

Charming Luxury Villa immersed in a green and quiet area framed by the rolling hills of Chianti, 5 bedrooms, can accommodate till 12 people, swimming pool, pizza oven. Situated close to Siena and Arezzo, in a Chianti area  …see more

from £331 / night

£2317 - £2703 / week

View

1 / 17

Villa rental in Subbiano with swimming pool

Villa / 9 Bedrooms / sleeps 18

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

Add to shortlist

from £331 / night

£2317 - £2703 / week

View

private outdoor pool and garden, indoor jacuzzy  …see more

from £43 / night

£295 - £2206 / week

View

1 / 25

Holiday farmhouse with swimming pool in Monterchi

Farmhouse / 6 Bedrooms / sleeps 14

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

Add to shortlist

from £43 / night

£295 - £2206 / week

View

Ideal for groups Swimming pool in panoramic position overlooking the valley Full immertion in Tuscan countryside in peace and privacy. Located on the crest of the hill, surrounded by 10h, no other buildings around. Easy to reach many facilities nearby Pet welcome. Strategic point to visit Tuscany and Umbria Tennis, golf, horse riding, mountain bike and treking nearby  …see more

from £337 / night

£2353 - £3750 / week

View

1 / 22

Holiday farmhouse rental

Farmhouse / 12 Bedrooms / sleeps 22

  • Nearest beach 12 km
  • Swimming pool
  • Great for children of all ages
  • Car essential

Add to shortlist

from £337 / night

£2353 - £3750 / week

View

Villa Cuiano is a sprawling farmhouse with marvelous panoramic views of the Niccone Valley and the mountains of Umbria. The farmhouse has been divided in self-cointained apartments, that possible to rent separated too. Four fireplaces in flats and pizza oven outdoor. Villa with Pool, Terrace, Cook service, Playground, BBQ: sleeps 2 to 24 in 6 flat renting separated too.  …see more

from £284 / night

£1986 - £3015 / week

View

1 / 24

Holiday manor house with swimming pool in Laterina

Manor House / 6 Bedrooms / sleeps 14

  • Swimming pool
  • Great for children of all ages
  • Car essential
  • Pets welcome

Add to shortlist

from £284 / night

£1986 - £3015 / week

View

From the house you can easily reach the main art cities of Tuscany, Florence, Siena, Arezzo, Cortona. Nearby produces excellent wines. The large swimming pool (15x7,5 m -1m/3m deep) located on the lawn to the front of the house enjoys full sunshine from dawn to sunset.  …see more

from £700 / night

£4900 - £5880 / week

View

1 / 7

Holiday villa with swimming pool in Centoia

Villa / 9 Bedrooms / sleeps 18

  • Swimming pool
  • Great for children of all ages
  • Car essential
  • No pets allowed

Add to shortlist

from £700 / night

£4900 - £5880 / week

View

Private Villa in Cortona Area, Near Montepulciano, Tuscany, Italy. Private Swimming Pool, sleeps 18. Beautiful gardens, green grass all year. Multiple family accommodation. Broadband, TV, DVD, iPod docks, table-tennis, bikes.  …see more

from £250 / night

£1750 - £2502 / week

View

1 / 13

Villa rental in Monterchi with swimming pool

Villa / 5 Bedrooms / sleeps 10

  • Swimming pool
  • Great for children of all ages
  • Pets welcome
  • Private garden

Add to shortlist

from £250 / night

£1750 - £2502 / week

View

Ancient building dating back to 1700 century, set in the main square of a small village near Arezzo.  …see more

from £862 / night

£6030 - £11287 / week

View

1 / 28

Holiday villa in San Leolino

Villa / 16 Bedrooms / sleeps 33

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

Add to shortlist

from £862 / night

£6030 - £11287 / week

View

Unique XVIII century landed gentry house, Winery producing fine estate wines, Daily cleaning included, 16 bedrooms, 12 bathrooms Exclusive swimming pool, vast garden Tennis court, Ping Pong Billiard & vertical Piano Wi-fi adsl internet Chef available on request FLEXIBLE RENTAL. Book for 17 guests; 25 Guests or 33 Guests.  …see more

from £136 / night

£949 - £1581 / week

View

1 / 16

Cortona holiday villa rental

Villa / 3 Bedrooms / sleeps 6

  • Swimming pool
  • Great for children of all ages
  • Car not necessary
  • Some pets are welcome - please contact the owner

Add to shortlist

from £136 / night

£949 - £1581 / week

View

3 bedrooms Tuscan country villa in panoramic location with private swimming pool , private garden and parking . Five minutes away from the beautiful medieval city of Cortona and the famous cooking school I Gustasapori  …see more

from £64 / night

£442 - £942 / week

View

1 / 13

Holiday home in Civitella in Val di Chiana

House / 4 Bedrooms / sleeps 8

  • Great for children of all ages
  • Car essential
  • Pets welcome
  • Private garden

Add to shortlist

from £64 / night

£442 - £942 / week

View

House with fireplace, House with garden in tuscany, Holliday house, Tuscan House near Cortona.easily reach the popular tourist destinations such as Arezzo, Siena, Cortona, Florence, Perugia and Lake Trasimeno  …see more

from £50 / night

£346 - £809 / week

View

1 / 12

Montebenichi holiday apartment rental

Apartment / 1 Bedroom / sleeps 3

  • Nearest beach 90 km
  • Swimming pool
  • Great for children of all ages
  • Car advised

Add to shortlist

from £50 / night

£346 - £809 / week

View

The apartment has been made from the rooms where the farm cellar was once located. It measures 60 square metres. 1 bedroom with bathroom, large kitchen/diner, lounge with FIREPLACE and SATELLITE TV; VERANDA overlooking the swimming pool  …see more

from £65 / night

£455 - £684 / week

View

1 / 23

Farmhouse rental in Castelfranco di Sopra with shared pool

Farmhouse / 1 Bedroom / sleeps 2

  • Swimming pool
  • Great for children of all ages
  • Car essential
  • Pets welcome

Add to shortlist

from £65 / night

£455 - £684 / week

View

Exclusive loft in the hayloft of a 18th century farmhouse: swimming pool, stunning view, private garden, idylic country retreat. Halfway between Florence (40 min) and Arezzo (30 min), Valdarno & Chianti, perfect starting point for visiting Tuscany, wine and food routes. ** TRIP ADVISOR 2014 CERTIFICATE OF EXCELLENCE WINNER ** Search for us: PODERE CASAROTTA  …see more

from £111 / night

£773 - £1596 / week

View

1 / 24

Villa rental in Tregozzano with swimming pool

Villa / 4 Bedrooms / sleeps 10

  • Swimming pool
  • Great for children of all ages
  • Car essential
  • No pets allowed

Add to shortlist

from £111 / night

£773 - £1596 / week

View

This lovely villa with pool in Tuscany is located at 450 m above sea level on the hills north of Arezzo (at 9km) with a panoramic view over the town and its surrounding hills. The accommodation is a traditional Tuscan stone farmhouse, 250 sqm,  …see more

from £129 / night

£898 - £1817 / week

View

1 / 25

Holiday villa with swimming pool in Lucignano

Villa / 3 Bedrooms / sleeps 6

  • Swimming pool
  • Great for children of all ages
  • Car advised
  • Pets welcome

Add to shortlist

from £129 / night

£898 - £1817 / week

View

Villa Fosca lies on the slopes of one of the hills which face the Sienese Valdichiana and gently descend towards the valley.  …see more

from £200 / night

£1400 - £1700 / week

View

1 / 12

Holiday farmhouse with swimming pool in Sansepolcro

Farmhouse / 8 Bedrooms / sleeps 16

  • Swimming pool
  • Great for children of all ages
  • Car essential
  • No pets allowed

Add to shortlist

from £200 / night

£1400 - £1700 / week

View

The Farmhouse is a traditional old three storey stone building with huge chestnut beams, terracotta and stone slab floors and large stone fireplaces. It has been carefully restored in order to retain the character of a fine old building typical of this area,  …see more

from £215 / night

£1500 - £2177 / week

View

1 / 20

Villa rental in Antria with swimming pool

Villa / 5 Bedrooms / sleeps 13

  • Swimming pool
  • Great for children of all ages
  • Car essential
  • No pets allowed

Add to shortlist

from £215 / night

£1500 - £2177 / week

View

Well-restored villa just 6km from the lovely town of Arezzo, with extraordinary views of the valley below and Arezzo in the distance. Large swimming pool and wonderful sun deck, from where there are spectacular views. Ideal for families and friends groups. Home delivery of typical tuscan meals available.  …see more

from £211 / night

£1471 - £2427 / week

View

1 / 24

Holiday villa with swimming pool in Castel San Niccolo

Villa / 9 Bedrooms / sleeps 18

  • Swimming pool
  • Great for children of all ages
  • Pets welcome
  • Private garden

Add to shortlist

from £211 / night

£1471 - £2427 / week

View

the villa is near poppimedieval the villa is a typical Tuscan villa that stands alone in a huge park, with a great view over the Arno Valley. Large doors open directly into the garden. A private terrace with great views offers the possibility for an outdoor dinner.  …see more

from £265 / night

£1853 - £2739 / week

View

1 / 20

Villa rental in Camucia with swimming pool

Villa / 4 Bedrooms / sleeps 8

  • Swimming pool
  • Ask owner if suitable for children
  • Air conditioning
  • Some pets are welcome - please contact the owner

Add to shortlist

from £265 / night

£1853 - £2739 / week

View

Independent villa, with a swimming pool, in the Cortona countryside, with in the valley with a panorama of the Valdichiana hills, a short distance from the city of Cortona. An ideal place to spend a holiday and to visit charming places in Tuscany and Umbria.  …see more

from £324 / night

£2265 - £4200 / week

View

1 / 12

Capolona holiday villa rental

Villa / 7 Bedrooms / sleeps 14

  • Swimming pool
  • Ask owner if suitable for children
  • Air conditioning
  • Some pets are welcome - please contact the owner

Add to shortlist

from £324 / night

£2265 - £4200 / week

View

Beautiful structure recently restored and set in wonderful position close to the city of Arezzo. It is divided into 3 separate apartments. 2 of the entrances are accessible from inside whilst the smallest is accessible from outside with a separate entrance.  …see more

from £165 / night

£1153 - £2651 / week

View

1 / 19

Holiday villa in Castiglion Fiorentino

Villa / 4 Bedrooms / sleeps 8

  • Swimming pool
  • Ask owner if suitable for children
  • Some pets are welcome - please contact the owner
  • Private garden

Add to shortlist

from £165 / night

£1153 - £2651 / week

View

The Villa has two stair. The large living room with sat TV and fireplace is on the ground floor, as is the fully equipped kitchen which gives onto the ample portico where one can dine overlooking the swimming pool and entire valley. There is also a double bedroom  …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