Villas in Tuscany and Apartments - Holiday Lettings - Holiday Rentals Tuscany

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Tuscany

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1,002 Holiday homes

(3) Excellent 

39

Holiday villa rental

Province of Florence / San Casciano in Val di Pesa

8 16 1 night min

  • 8 bedrooms
  • Sleeps 16
  • 1 night min
  • Nearest beach 90 km
  • Swimming pool
  • Child friendly
This wonderful 8 BR – 8 BA villa is located in the beautiful village of San Casciano val di pesa, just about 8 miles away from the beginning of the historic district of the city of Florence. The villa traces back its origins to the early XVI century and is considere  …see more

from £1135 / night

£8383 - £9412 / week

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from £1135 / night

(3) Excellent 

25

Holiday villa with swimming pool in Tuscany

Province of Florence / Greve in Chianti

9 18 1 night min

  • 9 bedrooms
  • Sleeps 18
  • 1 night min
  • Swimming pool
  • Child friendly
  • Air conditioning
Villa Benedetta is a beautiful completely renovated villa with private swimming pool located in Greve in Chianti. Featuring 10000 sf of living space the villa is offered for rent according to each group size, from a minimum of 8 to a maximum of 18 ppl occupancy.  …see more

from £660 / night

£4622 - £8404 / week

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from £660 / night

(7) Very Good 

18

Fiesole holiday villa rental

Province of Florence / Fiesole

3 7 Min stay varies

  • 3 bedrooms
  • Sleeps 7
  • Min stay varies
  • Child friendly
  • Car not necessary
  • Air conditioning
“Villino Iris” is located in a scenic position and a with a spectacular view just 3 km away from the center of Florence.  …see more

from £143 / night

£984 - £1219 / week

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from £143 / night

(16) Excellent 

24

Holiday villa with swimming pool in Tuscany

Province of Pisa / Orentano

6 12 Min stay varies

  • 6 bedrooms
  • Sleeps 12
  • Min stay varies
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly
“A superb villa in a beautiful location” Whilst the brochure clearly shows it to be a high quality accommodation, the reality is even better. It has facilities to cater for all ages with a wonderful pool and an immense garden area. It is situated withi  …see more

from £359 / night

£2513 - £4194 / week

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from £359 / night

(7) Excellent 

25

Tuscany holiday villa rental

Province of Lucca / Coreglia Antelminelli

4 12 Min stay varies

  • 4 bedrooms
  • Sleeps 12
  • Min stay varies
  • Nearest beach 55 km
  • Swimming pool
  • Child friendly
“Wonderful Truly Italian Villa” We have spent in Villa Della Rocca an amazing week last August. It was an unforgettable experience, everything here is wining your favour – comfortable and spacious house, spectacular and breathtaking view of a mountain  …see more

from £127 / night

£757 - £1261 / week

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from £127 / night

(23) Excellent 

33

Holiday villa with swimming pool in Poppi

Province of Arezzo / Poppi

5 12 Min stay varies

  • 5 bedrooms
  • Sleeps 12
  • Min stay varies
  • Nearest beach 160 km
  • Swimming pool
  • Child friendly
“Warm welcome, fabulous villa, idyllic setting.” Fantastic welcome from the family. Clean, spacious and full of character. Surrounded by woodland but also great views. On white road about 5km uphill from Poppi, roads a little narrow at times. Pool on  …see more

from £169 / night

£1009 - £2353 / week

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from £169 / night

(16) Excellent 

20

Lucca holiday villa rental

Province of Lucca / Lucca

6 10 Min stay varies

  • 6 bedrooms
  • Sleeps 10
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Private garden
“Puccini and Prosecco!” This villa, set in a tiny hamlet, perched on the side of a mountain, is a delight! The house has been beautifully restored, retaining original features but making no compromises in providing high quality bedrooms, bathrooms and  …see more

from £260 / night

£1800 - £2750 / week

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from £260 / night

(1) Excellent 

33

Holiday villa with shared pool in Tuscany

Roccalbegna / Triana, Italy

2 5 Min stay varies

  • 2 bedrooms
  • Sleeps 5
  • Min stay varies
  • Nearest beach 67 km
  • Swimming pool
  • Child friendly
You will enjoy a medieval cottage recently renovated wth all modern facilities and stunning views across the valley, unspoilt countryside, a common pool for the 9 cottages of this hamlet and not far away hot springs and picturesque villages selling genuine products.Culi  …see more

from £68 / night

£471 - £669 / week

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from £68 / night

(5) Excellent 

56

Tuscany holiday villa rental

Lucca / Nozzano

4 10 7 nights min

  • 4 bedrooms
  • Sleeps 10
  • 7 nights min
  • Nearest beach 25 km
  • Swimming pool
  • Child friendly
The owner will be always available for anything you need. Lucia lives in the basement of the Villa.  …see more

from £109 / night

£757 - £1718 / week

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from £109 / night

(5) Very Good 

15

Elba Island / Rio Nell'Elba

2 5 Min stay varies

  • 2 bedrooms
  • Sleeps 5
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 1,200 km
  • Child friendly

 …see more

from £34 / night

£253 - £1000 / week

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from £34 / night

(11) Excellent 

53

Holiday villa in Tuscany

Poggibonsi / Staggia Senese

6 12 Min stay varies

  • 6 bedrooms
  • Sleeps 12
  • Min stay varies
  • Nearest beach 70 km
  • Swimming pool
  • Child friendly
“Best vacation ever!” Our entire experience at Villa Vianci was beyond expectations. We travelled with 4 generations, ages 3 1/2 to 85! The villa was spectacular, spacious & immaculate. The pictures on line don't do it justice. Tommasso & Chiara we  …see more

from £505 / night

£3530 / week

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from £505 / night

15

Holiday villa with swimming pool in Tuscany

Province of Siena / Montisi

3 8 7 nights min

  • 3 bedrooms
  • Sleeps 8
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
Sun baked stone walls, hand made terracotta floors, chestnut beamed ceilings, pergolas twisted with the perfume of jasmine and wisteria, sitting out on your terrace overlooking your swimming pool,Soaking up the radiant glow of the sun setting over the Val d'Orcia V  …see more

from £145 / night

£1009 - £1219 / week

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from £145 / night

(5) Excellent 

32

Villa rental in Tuscany

Lucca / Ponte a Moriano

4 8 7 nights min

  • 4 bedrooms
  • Sleeps 8
  • 7 nights min
  • Beach / lakeside relaxation
  • Nearest beach 25 km
  • Swimming pool
“Lovely villa ,well positioned for Lucca ,Pisa & Florence” It is a lovely large villa with a great pool in a village within walking distance to restaurants,a train station to Lucca ,Pisa Florence Etc.The host was really knowledgeable helpful nothing wa  …see more

from £133 / night

£925 - £1639 / week

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from £133 / night

(32) Excellent 

24

Holiday villa rental

Province of Lucca / Capannori

18 39 3 nights min

  • 18 bedrooms
  • Sleeps 39
  • 3 nights min
  • Nearest beach 47 km
  • Swimming pool
  • Child friendly
Luxury Casale on the hills of lucca with a stunning view. The ideal place for large group of people.Living nature, fun, and culture!!  …see more

from £2185 / night

£7311 - £9160 / week

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from £2185 / night

21

Pisa / Tirrenia

3 6 3 nights min

  • 3 bedrooms
  • Sleeps 6
  • 3 nights min
  • Child friendly
  • Car not necessary

 …see more

from £169 / night

£1177 / week

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from £169 / night

(1) Excellent 

27

Holiday villa in Anghiari

Province of Arezzo / Anghiari

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Pet friendly
Villa Monterosi has been renovated using traditional Tuscan and ecological material and yet has all the modern comforts. Outside you will find an original pizza oven, two furnished terraces with pergolas for eating al fresco, a private swimming pool and gorgeous garden.  …see more

from £169 / night

£841 - £1513 / week

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from £169 / night

(2) Excellent 

26

Province of Arezzo / Sansepolcro

9 23 Min stay varies

  • 9 bedrooms
  • Sleeps 23
  • Min stay varies
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly

 …see more

from £715 / night

£2101 - £4505 / week

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from £715 / night

(6) Excellent 

64

Villa rental in Tuscany with swimming pool

Province of Florence / Fiesole

5 12 Min stay varies

  • 5 bedrooms
  • Sleeps 12
  • Min stay varies
  • Nearest beach 100 km
  • Swimming pool
  • Child friendly
“Beautiful tuscan villa with a view” The Villa Le Terazze is beautiful! It fit our purposes perfectly. We had 9 family members staying there and held a small wedding ceremony in the yard. The garden and views are fabulous and the space of the villa wor  …see more

from £337 / night

£2143 - £4202 / week

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from £337 / night

(2) Very Good 

14

Porto Santo Stefano holiday villa rental

Province of Grosseto / Porto Santo Stefano

3 6 1 night min

  • 3 bedrooms
  • Sleeps 6
  • 1 night min
  • Beach / lakeside relaxation
  • Child friendly
Villa Baschieri Penthouse Maisonette with Sea View on Tuscan PeninsulaDirectionsFlight: The largest nearby airport is Rome Leonardo da Vinci (Fiumicino).  …see more

from £85 / night

£589 / week

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from £85 / night

(5) Excellent 

21

Holiday villa with swimming pool in Tuscany

San Gimignano / Casaglia

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Nearest beach 75 km
  • Swimming pool
  • Child friendly
“An awesome villa in the Tuscan hills” A wonderfully restored church with plenty of character. Privacy with trees and hedges. Fab and accessible pool. Well equipped kitchen. An amazing welcome pack. We cycled from here to San Gimignano and to Monterigg  …see more

from £127 / night

£841 - £1933 / week

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from £127 / night

(3) Very Good 

38

Province of Grosseto / Isola Del Giglio

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0 km
  • Child friendly

 …see more

from £74 / night

£505 - £1522 / week

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from £74 / night

(9) Excellent 

24

Orentano holiday villa rental

Province of Pisa / Orentano

6 14 Min stay varies

  • 6 bedrooms
  • Sleeps 14
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 45 km
  • Swimming pool
We speak English, French, Spanish and Italian and are available for any request or tourist itinerary  …see more

from £359 / night

£2513 - £4618 / week

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from £359 / night

23

Rosignano Marittimo / Castiglioncello

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
  • Beach / lakeside relaxation
  • Child friendly
  • Car not necessary

 …see more

from £74 / night

£379 - £1002 / week

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from £74 / night

24

Pergine Valdarno / Pieve A Presciano

6 12 7 nights min

  • 6 bedrooms
  • Sleeps 12
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Private garden

 …see more

from £522 / night

£3652 / week

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from £522 / night

(8) Excellent 

41

Anghiari holiday villa rental

Province of Arezzo / Anghiari

7 12 7 nights min

  • 7 bedrooms
  • Sleeps 12
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Private garden
“Perfect balance between relaxation and activity” Villa Seccarille is the perfect hide away for rest and relaxation while offering enough to keep you busy and active providing the perfect balance for indulging guilt free in the local food and wine duri  …see more

from £358 / night

£2500 - £4500 / week

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from £358 / night

(12) Excellent 

30

Bibbiena holiday villa rental

Province of Arezzo / Bibbiena

7 14 Min stay varies

  • 7 bedrooms
  • Sleeps 14
  • Min stay varies
  • Nearest beach 100 km
  • Swimming pool
  • Child friendly
The Villa, constructed at the end of the 18th century, offers a relaxing and comfortable stay to whoever wishes to spend their holidays in Tuscany. The Villa has been furnished in a very comfortable way with quality furniture, in part antique and in part in stile, creat  …see more

from £236 / night

£1261 - £3278 / week

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from £236 / night

19

Province of Florence / Lastra a Signa

1 2 1 night min

  • 1 bedroom
  • Sleeps 2
  • 1 night min
  • Child friendly
  • Private garden

 …see more

from £55 / night

£379 / week

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from £55 / night

(1) Excellent 

29

Holiday villa in Tuscany

Province of Lucca / Villa Collemandina

4 9 Min stay varies

  • 4 bedrooms
  • Sleeps 9
  • Min stay varies
  • Nearest beach 55 km
  • Swimming pool
  • Child friendly
This villa lies at 500 meters from the village of Villa Collemandina in a beautiful hilly area of Tuscany (50 Kms northern of Lucca). The location on an altitude of approximately 550m, grants a not too warm climate in the summertime (the temperature during the night is  …see more

from £152 / night

£925 - £1681 / week

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from £152 / night

17

Province of Arezzo / Sansepolcro

10 26 Min stay varies

  • 10 bedrooms
  • Sleeps 26
  • Min stay varies
  • Nearest beach 100 km
  • Swimming pool
  • Child friendly

 …see more

from £589 / night

£3164 / week

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from £589 / night

(2) Excellent 

25

Holiday villa with swimming pool in Tuscany

Province of Siena / Montisi

2 5 7 nights min

  • 2 bedrooms
  • Sleeps 5
  • 7 nights min
  • Nearest beach 100 km
  • Swimming pool
  • Child friendly
“An undiscovered treasure” A well appointed and comfortable villa facing south overlooking beautiful Tuscan countryside with the abbey S Anna Camprena in the distance. This abbey of the film English Patient fame. Montisi is a wonderful small village w  …see more

from £103 / night

£715 - £1030 / week

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from £103 / night

25

Province of Florence / Greve in Chianti

5 11 7 nights min

  • 5 bedrooms
  • Sleeps 11
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Private garden

 …see more

from £289 / night

£2017 - £3194 / week

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from £289 / night

(3) Excellent 

31

Province of Arezzo / Badia Agnano

9 22 Min stay varies

  • 9 bedrooms
  • Sleeps 22
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Ask about pets

 …see more

from £211 / night

£1471 - £3353 / week

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from £211 / night

(33) Excellent 

25

Holiday villa rental

Cortona / Montanare

4 10 5 nights min

  • 4 bedrooms
  • Sleeps 10
  • 5 nights min
  • Nearest beach 180 km
  • Swimming pool
  • Child friendly
Our villa offers an ideal combination of elegant simplicity and historical charm which create a unique experience and can comfortably accommodate up to 10 guests. Located just five minutes away from The Hill town Cortona. Along with a private swimming pool, this holida  …see more

from £200 / night

£1399 - £2500 / week

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from £200 / night

(11) Excellent 

32

Villa rental in Tuscany with swimming pool, golf nearby

Province of Lucca / San Martino in Freddana

8 18 7 nights min

  • 8 bedrooms
  • Sleeps 18
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Ask about pets
Traditional Villa, sleeps 18, private pool, private tennis court, BBQ, pizza oven, table tennis, WIFI, maid service, Lucca area, Pisa airport 45 mins.  …see more

from £643 / night

£4500 - £5400 / week

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from £643 / night

(1) Excellent 

24

Pieve Santo Stefano holiday villa rental

Province of Arezzo / Pieve Santo Stefano

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Private garden
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 Anghiar  …see more

from £150 / night

£1000 - £1480 / week

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from £150 / night

(1) Excellent 

33

Holiday villa with swimming pool in San Romano

Province of Lucca / San Romano

9 18 Min stay varies

  • 9 bedrooms
  • Sleeps 18
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Private garden
This delightful spacious and very comfortable property oozes Tuscan character with original beamed ceilings, traditional windows and flooring, internal shutters and open fireplaces etc. Modern twists have brought the house into the 21st Century via well equipped modern  …see more

from £286 / night

£1677 - £2517 / week

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from £286 / night

(2) Average 

26

Montecatini Terme / Pieve a Nievole

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Nearest beach 45 km
  • Swimming pool
  • Child friendly

 …see more

from £173 / night

£1205 / week

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from £173 / night

20

Villa rental in Radicofani with swimming pool

Province of Siena / Radicofani

7 14 Min stay varies

  • 7 bedrooms
  • Sleeps 14
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
Alonestanding villa with private pool in Southern Tuscany. Quiet location and privacy.  …see more

from £253 / night

£1345 - £2942 / week

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from £253 / night

31

Tuscany holiday villa rental

Orbetello / Talamone

6 12 Min stay varies

  • 6 bedrooms
  • Sleeps 12
  • Min stay varies
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly
Villa Orizzonte is an absolutely imposing villa located in Tuscany, in an impressively unique position on a cape extending into the Tyrrhenian sea. This formerly watchtower belonging to the year 1000 has been carefully preserved and it maintains untouched all its ancien  …see more

from £841 / night

£5883 - £12185 / week

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from £841 / night

27

Province of Siena / Siena

5 10 Min stay varies

  • 5 bedrooms
  • Sleeps 10
  • Min stay varies
  • Nearest beach 100 km
  • Swimming pool
  • Suitable for children age 5+

 …see more

from £174 / night

£1219 - £1639 / week

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from £174 / night

Top Destination reviews

La Casina Toscana, central with parking and wi-fi
Clean, comfortable and cozy house with privacy and convenience to Montepuciano

We had a very enjoyable stay at Davide's house. It is a truly charming place offering the privacy you need as a family and at the same time the convenience of being close enough to walk to the Montepulciano town. The place was very clean and thoughtf … see more
Stone-built Tuscan villa an hour north of Lucca, p
Beautiful property, Beautiful location

We travelled as a group of six and found the property to be perfect; hugely spacious, wonderfully located and the highlight was the locally cooked meal served on the balcony overlooking the mountains as the sun went down! Also ideally located to visi … see more
Farm holidays in Chianti
A Christams dream

This year my husband and I decided to spend Christmas on our own, in the Chianti countryside. La Capanna delle Cozzole is just the perfect location: very quiet, romantic and private location. In the village you can find top quality food, wine and d … see more
Merville House in Centre Florence with Wifi access
Excellent place to stay!"

I stayed for almost 2 weeks at the end of November. The apartment is well appointed and comfortable. There was a grocery store just down the street and I enjoyed cooking in the complete kitchen. Location of the apartment was great. It was a pretty ea … see more
Tuscan Villa - Close to Lucca & Skiing (Abetone)
Magnificent Fully Equip Villa

Owners couldn't do enough for us. The views are breathtaking with a wonderful friendly restaurant just walking distance from villa. Pool is a added bonus, especially exploring the city all day. Great location, beautiful mountains surround the villa. … see more
44 feet sailing boat with crew
Exclusive experience

We had a day cruise on this sailing boat, we decided to have the boat just for the two of us and to agree for lunch on board. It's been a great day, skipper and co- skipper are extremely nice, food was great, is was a sunny day and the Gulf of the Po … see more