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

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Tuscany

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3,209 Holiday homes

(9) Excellent 

18

Holiday farmhouse with swimming pool in San Gimignano

Province of Siena / San Gimignano

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Nearest beach 45 km
  • Swimming pool
  • Child friendly
“peaceful paradise” This villa met all our expectations. The view from the bedrooms and the terrace were spectacular. Location in small village was perfect. Villa had special arragements for food delivery from local restaurants. Vila was spotless an  …see more

from £84 / night

£565 - £1069 / week

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from £84 / night

(5) Excellent 

25

Tuscany holiday cottage rental

Province of Pisa / Casale Marittimo

2 5 3 nights min

  • 2 bedrooms
  • Sleeps 5
  • 3 nights min
  • Beach / lakeside relaxation
  • Nearest beach 10 km
  • Child friendly
“Beautiful relaxing vacation in the Tuscan hills!” It was a fantastic stay… we enjoyed very much the marvelous views of the sea and Elba island from our private terrace where we had breakfast and Italian aperitivo after a fantastic day at the beach! Th  …see more

from £129 / night

£770 / week

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from £129 / 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 £35 / night

£257 - £1018 / week

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from £35 / 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

5

Province of Grosseto / Grosseto

1 2 1 night min

  • 1 bedroom
  • Sleeps 2
  • 1 night min
  • Beach / lakeside relaxation

 …see more

from £43 / night

£300 / week

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from £43 / night

(16) Excellent 

25

Farmhouse accommodation in Tuscany with swimming pool

Province of Lucca / Gugliano

4 8 7 nights min

  • 4 bedrooms
  • Sleeps 8
  • 7 nights min
  • Nearest beach 18 km
  • Swimming pool
  • Child friendly
“Perfect mid term break” We, 2 families from The Netherlands, stayed in Casa a Corte during the kids (6 - 11) mid term break from school (3rd week in October) . We had a lovely week with beautiful weather (21 - 25 degrees), delicious food and great com  …see more

from £196 / night

£1368 - £3120 / week

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from £196 / night

50

Holiday apartment in Tuscany

Province of Siena / Montalcino

3 6 3 nights min

  • 3 bedrooms
  • Sleeps 6
  • 3 nights min
  • Suitable for children age 5+
The views from the terrace, the convenience of being right in the middle of things without needing a car to get food, lunch or dinner, and the beautifully renovated 17th century apartment.  …see more

from £278 / night

£1710 - £2137 / week

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from £278 / night

(3) Very Good 

26

Holiday apartment rental

Province of Siena / Siena

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
  • Nearest beach 80 km
  • Swimming pool
  • Child friendly
“Just as expected!” From our first enquiry, the owners were always so helpful and our stay at the Muricce was everything we wanted it to be. This is a wonderful place to stay, and to tour from. There is something to see or to visit in all directions.  …see more

from £82 / night

£445 - £924 / week

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from £82 / 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 £171 / night

£1026 - £2394 / week

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from £171 / 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 £171 / night

£855 - £1539 / week

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from £171 / night

(5) Very Good 

16

Province of Livorno / Cecina

1 4 1 night min

  • 1 bedroom
  • Sleeps 4
  • 1 night min
  • Nearest beach 5 km
  • Child friendly
  • Ask about pets

 …see more

from £35 / night

£214 / week

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from £35 / night

19

Elba Island / Campo nell'Elba

2 5 6 nights min

  • 2 bedrooms
  • Sleeps 5
  • 6 nights min
  • Beach / lakeside relaxation
  • Nearest beach 1 km
  • Swimming pool

 …see more

from £77 / night

£539 / week

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from £77 / night

(2) Excellent 

18

Farmhouse rental in Tuscany with shared pool

Province of Lucca / Castiglione di Garfagnana

2 6 1 night min

  • 2 bedrooms
  • Sleeps 6
  • 1 night min
  • Nearest beach 50 km
  • Swimming pool
  • Child friendly
Recently renovated farmhouse in a peaceful and relaxing environment, away from traffic although easy to reach by paved road. It is a 650 sqft apartment in a stone building with two double bedrooms, one bathroom, living room with kitchen area. Can be rented if neces  …see more

from £69 / night

£479 / week

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from £69 / night

(4) Excellent 

14

Tuscany holiday apartment rental

San Gimignano / Castel San Gimignano

3 5 Min stay varies

  • 3 bedrooms
  • Sleeps 5
  • Min stay varies
  • Nearest beach 55 km
  • Child friendly
  • Ask about pets
C asa Titta is our third apartment ,completely new ,really comfortable, placed on the first floor with three bedrooms for 5 people and a large open space living . A new kitchen equipped with dishwasher , fridge/freezer, microwave and electrical hoven. The bathroom has  …see more

from £86 / night

£471 - £727 / week

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from £86 / 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 £294 / night

£2052 - £3248 / week

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from £294 / night

(26) Excellent 

20

Holiday farmhouse in Tuscany

Manciano / Saturnia

4 12 Min stay varies

  • 4 bedrooms
  • Sleeps 12
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 30 km
  • Swimming pool
“The house made ​​us cry when we got there” We had the perfect stay at this house. We were 9 friends from sweden and one infant. The pool area was perfect, the house was fantastic and the views were stunning! The hosts also gave us an experience of  …see more

from £300 / night

£1539 - £2650 / week

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from £300 / 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 £365 / night

£2556 - £4697 / week

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from £365 / 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

23

Province of Florence / Borgo San Lorenzo

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 150 km
  • Child friendly

 …see more

from £31 / night

£214 - £419 / week

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from £31 / night

(47) Excellent 

21

Holiday cottage in Montepulciano

Province of Siena / Montepulciano

3 5 3 nights min

  • 3 bedrooms
  • Sleeps 5
  • 3 nights min
  • Nearest beach 158 km
  • Child friendly
  • Air conditioning
“Wish we could have stayed longer!!!” What a lovely stay we had at La Casina Toscana! Davide met us on our arrival date and gave us a very thorough tour of the property explaining where everything was and important information about the house. He was e  …see more

from £60 / night

£342 - £599 / week

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from £60 / night

(3) Very Good 

30

Home rental in Ansedonia with shared pool

Orbetello / Ansedonia

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly
“A special place for an excellent holiday” We spent a wonderful holiday, the house was well finished and functional, Located near the ancient Roman city of " Cosa", a pine forest for cyclingr and a sandy beach of 7 km . We made excursion to the Island  …see more

from £74 / night

£513 - £1287 / week

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from £74 / 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 £129 / night

£855 - £1966 / week

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from £129 / night

12

Province of Siena / San Quirico d'Orcia

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Pet friendly

 …see more

from £67 / night

£458 - £663 / week

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from £67 / night

(5) Very Good 

13

Castiglione Della Pescaia / Roccamare

2 4 7 nights min

  • 2 bedrooms
  • Sleeps 4
  • 7 nights min
  • Beach / lakeside relaxation
  • Nearest beach 1 km
  • Suitable for children age 5+

 …see more

from £43 / night

£300 / week

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from £43 / night

(2) Excellent 

23

Villa rental in San Casciano in Val di Pesa with swimming pool

Province of Florence / San Casciano in Val di Pesa

4 12 Min stay varies

  • 4 bedrooms
  • Sleeps 12
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
Villa "Casale San Casciano" is a 200 sqm independent villa with private pool and garden (sleeps up to 12 people).The Villa is located in the typical context of the Chianti area, surrounded by vineyards, olive-trees and small woods.  …see more

from £223 / night

£1411 - £2436 / week

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from £223 / night

19

Castiglione Della Pescaia / Punta Ala

4 8 7 nights min

  • 4 bedrooms
  • Sleeps 8
  • 7 nights min
  • Beach / lakeside relaxation
  • Child friendly
  • Air conditioning

 …see more

from £123 / night

£855 - £1924 / week

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from £123 / night

(4) Excellent 

21

Marciana / Procchio

1 3 7 nights min

  • 1 bedroom
  • Sleeps 3
  • 7 nights min
  • Beach / lakeside relaxation
  • Child friendly
  • Pet friendly

 …see more

from £39 / night

£270 - £637 / week

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from £39 / night

(4) Excellent 

23

Tuscany holiday home rental

Province of Florence / Fiesole

2 5 2 nights min

  • 2 bedrooms
  • Sleeps 5
  • 2 nights min
  • Nearest beach 113 km
  • Swimming pool
  • Child friendly
“Perfect gateaway :)” A really lovely place in a beautiful setting. We were looking for a getaway place to relax and to re-charge and we have found a perfect spot. Wth such a beautiful and peaceful surroundings, you will even forget about the fact tha  …see more

from £56 / night

£389 / week

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from £56 / night

13

Province of Florence / Certaldo

5 12 Min stay varies

  • 5 bedrooms
  • Sleeps 12
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Pet friendly

 …see more

from £240 / night

£1710 / week

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from £240 / night

(1) Excellent 

9

Province of Siena / Pienza

3 5 Min stay varies

  • 3 bedrooms
  • Sleeps 5
  • Min stay varies
  • Nearest beach 98 km
  • Swimming pool
  • Child friendly

 …see more

from £171 / night

£607 - £983 / week

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from £171 / night

(8) Excellent 

12

Province of Siena / Monteriggioni

2 4 3 nights min

  • 2 bedrooms
  • Sleeps 4
  • 3 nights min
  • Swimming pool
  • Suitable for children age 5+
  • Ask about pets

 …see more

from £52 / night

£342 / week

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from £52 / 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 £671 / night

£4701 - £8548 / week

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from £671 / 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 £69 / night

£479 - £680 / week

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from £69 / 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 £365 / night

£2556 - £4265 / week

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from £365 / 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 £2223 / night

£7436 - £9317 / week

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from £2223 / night

(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 £1154 / night

£8526 - £9573 / week

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from £1154 / night

(4) Excellent 

19

Province of Grosseto / Sticciano Scalo

1 4 3 nights min

  • 1 bedroom
  • Sleeps 4
  • 3 nights min
  • Beach / lakeside relaxation
  • Nearest beach 30 km
  • Child friendly

 …see more

from £43 / night

£300 - £385 / week

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from £43 / night

65

Province of Florence / Greve in Chianti

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
  • Swimming pool

 …see more

from £56 / night

£389 / week

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from £56 / night

17

Province of Pistoia / Serravalle Pistoiese

1 3 3 nights min

  • 1 bedroom
  • Sleeps 3
  • 3 nights min
  • Nearest beach 60 km
  • Swimming pool
  • Suitable for children age 5+

 …see more

from £43 / night

£257 / week

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from £43 / night

(1) Excellent 

18

Elba Island / Porto Azzurro

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.6 km
  • Swimming pool

 …see more

from £39 / night

£240 / week

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from £39 / 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

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