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

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Tuscany

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3,816 Holiday homes

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(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 £128 / night

£848 - £1950 / week

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from £128 / night

(17) Very Good 

24

Florence / Central Florence

4 7 3 nights min

  • 4 bedrooms
  • Sleeps 7
  • 3 nights min
  • Nearest beach 80 km
  • Child friendly
  • Car not necessary

 …see more

from £195 / night

£1187 - £1806 / week

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from £195 / night

(34) 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

Featured properties

23

Apartment rental in Tuscany with golf nearby

Orbetello / Ansedonia

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 4 km
  • Child friendly
Our apartment is located in the heart of the pretty village of Orbetello, placed between the enchanting blue of the Tyrrhenian Sea, the harmony of the Laguna and the peace of the green of Monte Argentario. The cosy little building that houses the apartment is located in  …see more

from £64 / night

£445 / week

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from £64 / 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
“My family and I don't generally go back to places, but this was our second stay at Villa Seccarille and yes, it's a wow.” My family and my parents stayed at Villa Secarille ten years ago and we all finally managed to get back there in August '16. It  …see more

from £358 / night

£2500 - £4500 / week

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from £358 / night

(12) Excellent 

14

Marciana / Procchio

1 2 7 nights min

  • 1 bedroom
  • Sleeps 2
  • 7 nights min
  • Beach / lakeside relaxation
  • Nearest beach 0 km
  • Child friendly

 …see more

from £48 / night

£331 - £695 / week

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from £48 / night

(1) Very Good 

26

Province of Lucca / Torre del Lago Puccini

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Beach / lakeside relaxation
  • Child friendly

 …see more

from £68 / night

£238 - £551 / week

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from £68 / night

24

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

Province of Florence / San Casciano in Val di Pesa

4 12 7 nights min

  • 4 bedrooms
  • Sleeps 12
  • 7 nights min
  • Nearest beach 115 km
  • Swimming pool
  • Child friendly
This is an independent villa, covering 200 square metres, and extending over two storeys, plus the traditional Tuscan dovecot on its rooftop, now converted into a luxurious bathroom. Although recently fully renovated, the interiors nonetheless retain many typical charac  …see more

from £182 / night

£1272 - £2204 / week

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from £182 / night

(5) Excellent 

19

Home rental in Tuscany

Province of Arezzo / Anghiari

3 6 7 nights min

  • 3 bedrooms
  • Sleeps 6
  • 7 nights min
  • Nearest beach 0 km
  • Child friendly
“Anghiari's a hidden gem and if you can stay then this is the place to do it” We travelled around Tuscany and found Anghiari and the surrounding area beautiful so we stayed in this area and found this property. The place if great, clean and if you wan  …see more

from £89 / night

£623 / week

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from £89 / night

(7) Excellent 

88

Certaldo / Certaldo Alto

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Child friendly
  • Car not necessary
  • Pet friendly

 …see more

from £56 / night

£297 - £509 / week

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from £56 / night

(24) Excellent 

33

Holiday villa with swimming pool in Poppi

Province of Arezzo / Poppi

5 12 7 nights min

  • 5 bedrooms
  • Sleeps 12
  • 7 nights min
  • Nearest beach 160 km
  • Swimming pool
  • Child friendly
“Perfect view” Very nice Location on the top of a small hill. Very friendly and responsive Family. Fantastic house for two families. We were 4 adults and 4 children. We only used 4 of the 5 bedrooms. Many different outside Areas suitable for all tim  …see more

from £146 / night

£1017 - £2373 / week

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from £146 / night

(9) Very Good 

16

Cecina / Marina di Cecina

1 4 7 nights min

  • 1 bedroom
  • Sleeps 4
  • 7 nights min
  • Beach / lakeside relaxation
  • Child friendly
  • Car not necessary

 …see more

from £43 / night

£255 - £424 / week

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from £43 / night

(3) Excellent 

40

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
  • Nearest beach 130 km
  • Swimming pool
  • Child friendly
Villa Benedetta is an elegant, charming Historic residence located within walking distance from the heart of the magnificent village of Greve in Chianti. Featuring 9BR a private swimming pool, a beautiful park and 10,000 sf of living space it is the perfect estate for  …see more

from £636 / night

£5255 - £8899 / week

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from £636 / night

20

Castle rental in Tuscany

Province of Arezzo / Stia

1 2 4 nights min

  • 1 bedroom
  • Sleeps 2
  • 4 nights min
  • Ask about pets
  • Private garden
Medieval Little Guard Tower situated in a beautiful and undiscovered corner of Tuscany, the Casentino Valley, between Arezzo and Florence. Enjoy the beauty and peace of the ancient hamlet of Porciano with its stone paved walkways, centuries old church and breathtaking v  …see more

from £51 / night

£318 - £339 / week

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from £51 / night

(16) Excellent 

45

Province of Florence / Tavarnelle Val di Pesa

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Nearest beach 100 km
  • Child friendly
  • Private garden

 …see more

from £60 / night

£416 - £528 / week

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from £60 / night

(3) Excellent 

23

Holiday home with swimming pool in Tuscany

Province of Pisa / Soiana

3 8 Min stay varies

  • 3 bedrooms
  • Sleeps 8
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 40 km
  • Swimming pool
“Well appointed villa in stunning location” Great villa - large, well equipped, comfortable beds, air con in every room and wifi that works. Pool is perfect and the views and locations are truly stunning. You really are 'away from it all' but civilisa  …see more

from £187 / night

£1272 - £1695 / week

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from £187 / night

(58) Excellent 

39

Holiday apartment in Tuscany

Florence / Central Florence

1 2 3 nights min

  • 1 bedroom
  • Sleeps 2
  • 3 nights min
  • Nearest beach 75 km
  • Child friendly
  • Car not necessary
“Boutique style apartment” We had a beautiful stay in this lovely apartment. It was so clean and all the added touches such as toothbrushes, and food made it like a boutique style hotel room. The terrace is beautifully appointed. The position was perfe  …see more

from £34 / night

£238 - £551 / week

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from £34 / night

(3) Excellent 

33

Holiday farmhouse with shared pool, golf nearby in Tuscany

Greve in Chianti / Strada in Chianti

1 3 Min stay varies

  • 1 bedroom
  • Sleeps 3
  • Min stay varies
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly
We are farmhouse in the Chianti Classico area, in fact we produce red and white wine and also olive oil extravergine and we offer some different flats.We offer apartments for rent with SWIMMING POOL, WIFI FREE IN EVERY HOUSE, FREE INTERNET POINT, INCLUDING AIR CONDITION  …see more

from £73 / night

£479 - £717 / week

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from £73 / night

(7) Excellent 

28

Marciana / Procchio

3 7 7 nights min

  • 3 bedrooms
  • Sleeps 7
  • 7 nights min
  • Beach / lakeside relaxation
  • Nearest beach 0 km
  • Child friendly

 …see more

from £147 / night

£1026 - £1534 / week

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from £147 / night

(2) Excellent 

40

Monticiano / Iesa Palazzo

6 9 1 night min

  • 6 bedrooms
  • Sleeps 9
  • 1 night min
  • Swimming pool
  • Child friendly
  • Ask about pets

 …see more

from £153 / night

£1017 / week

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from £153 / 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 £122 / night

£848 - £1907 / week

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from £122 / night

19

Villa rental in Tuscany with swimming pool

Province of Arezzo / Lucignano

4 8 7 nights min

  • 4 bedrooms
  • Sleeps 8
  • 7 nights min
  • Nearest beach 120 km
  • Swimming pool
  • Child friendly
Villa Gloria is perfect for relaxed extended family groups or two families on holidays together. It is very well located for all important tourist destinations in Tuscany. It has every thing necessary for a wonderful Tuscan holiday as well as a few extras that ensures i  …see more

from £240 / night

£1678 - £2458 / week

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from £240 / night

(8) Very Good 

12

Rosignano Marittimo / Castiglioncello

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.2 km
  • Child friendly

 …see more

from £39 / night

£255 - £382 / week

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from £39 / night

(6) Very Good 

40

Holiday villa rental

Province of Siena / Chianciano Terme

4 10 Min stay varies

  • 4 bedrooms
  • Sleeps 10
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
The villa lies at 3 kms from the town of Chianciano Terme, one of the most popular thermal Spas in Italy. The villa is located among the hills dividing Val d'Orcia and Valdichiana. The whole property is for your private use and not shared with any other person. The  …see more

from £170 / night

£907 - £2289 / week

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from £170 / 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
“Great place” We had a lovely time in the villa. The hosts were very helpful and the place is beautiful. Strongly recommended.  …see more

from £212 / night

£1526 - £2628 / week

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from £212 / night

9

Grosseto / Rispescia

2 6 1 night min

  • 2 bedrooms
  • Sleeps 6
  • 1 night min
  • Beach / lakeside relaxation
  • Nearest beach 3 km
  • Child friendly

 …see more

from £51 / night

£356 / week

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from £51 / night

18

Holiday home with shared pool in Tuscany

Province of Arezzo / Castiglion Fiorentino

2 4 7 nights min

  • 2 bedrooms
  • Sleeps 4
  • 7 nights min
  • Nearest beach 23 km
  • Swimming pool
  • Child friendly
The freshness of this charming garden apartment offering space and easy access to many of Tuscany's hill towns, vineyards and festivals., makes it a good choice for families (or friends) looking for something special and a lovely home in Tuscany  …see more

from £84 / night

£588 - £737 / week

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from £84 / night

(3) Very Good 

11

Tuscany holiday apartment rental

Province of Siena / Siena

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
  • Nearest beach 50 km
“Very good” The Artu' apartment where I and my wife stayed is very nice. Is located in a very quiet and peaceful zone. The apartment is well maintained and our stay here we were very satisfied, the value for money is excellent.  …see more

from £81 / night

£407 / week

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from £81 / night

(2) Very Good 

42

Holiday farmhouse with shared pool in Tuscany

Province of Pistoia / Uzzano

1 4 2 nights min

  • 1 bedroom
  • Sleeps 4
  • 2 nights min
  • Nearest beach 55 km
  • Swimming pool
  • Child friendly
Separate house, in front of traditional restored farmhouse, surrounded by greenery and olive grove in the beautiful Tuscan hills (180 m s.l.m.) between Pescia and Montecatini Terme (7 km). Not far from the major art cities of Tuscany: Florence (50 km), Lucca (30 km), P  …see more

from £43 / night

£255 - £323 / week

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from £43 / night

(14) Excellent 

29

Holiday apartment in Volterra

Province of Pisa / Volterra

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 35 km
  • Swimming pool
“Spacious, relaxing environment in a superb location. Loved it ;o)” If you're looking for a 'get away from it all' break then this is ideal. Located centrally within the region the beaches are close, but so too are the vineyards and beautiful villages  …see more

from £75 / night

£520 - £980 / week

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from £75 / 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 £73 / night

£509 - £1276 / week

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from £73 / night

(1) Excellent 

18

Orbetello / Giannella

1 3 Min stay varies

  • 1 bedroom
  • Sleeps 3
  • Min stay varies
  • Beach / lakeside relaxation
  • Child friendly
  • Pet friendly

 …see more

from £85 / night

£450 - £763 / week

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from £85 / night

(48) 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
“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  …see more

from £60 / night

£339 - £594 / week

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from £60 / night

(8) Excellent 

16

Apartment rental in Tuscany

Pisa / Central Pisa

3 7 3 nights min

  • 3 bedrooms
  • Sleeps 7
  • 3 nights min
  • Beach / lakeside relaxation
  • Nearest beach 5 km
  • Child friendly
Everything has just been renovated and furnished with new furniture and comfortable.ancient architectural  …see more

from £153 / night

£1017 - £1373 / week

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from £153 / 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

£763 - £1733 / week

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from £109 / night

44

Holiday castle accommodation

Province of Livorno / Venturina

10 20 Min stay varies

  • 10 bedrooms
  • Sleeps 20
  • Min stay varies
  • Nearest beach 10 km
  • Swimming pool
  • Child friendly
Castello Gran Duca is a wonderful 16th Century castle in a perfect position enjoying a lovely panorama over the countryside with views to the Elba Island and the sea beyond. This unique ancient castle, once the abode of Leopold II Grand Duke of Tuscany, is in a peacef  …see more

from £1212 / night

£8475 - £16950 / week

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from £1212 / night

(16) Excellent 

22

Tuscany holiday cottage rental

Province of Siena / Casole d'Elsa

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Nearest beach 40 km
  • Swimming pool
  • Child friendly
“Everything we wanted: excellent villa with lovely pool, beautiful countryside views and welcoming owners.” La Casa Dei Nonni was above and beyond our expectations. The location within the Tuscan hillside village of Monteguidi was easy to find from the  …see more

from £128 / night

£763 - £1145 / week

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from £128 / night

(4) Excellent 

16

Holiday villa in Tuscany

Province of Grosseto / Manciano

2 4 1 night min

  • 2 bedrooms
  • Sleeps 4
  • 1 night min
  • Beach / lakeside relaxation
  • Private garden
“Beautiful & full of surprises Southern Toscany - luck of crowds a major bonus!” We very much enjoyed our stay in Villa Gaia in September 2012. The villa offers a combination of perfect location and every modern holiday comfort to explore the quieter,  …see more

from £68 / night

£467 - £704 / week

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from £68 / night

(3) Excellent 

79

Province of Florence / Certaldo

3 9 Min stay varies

  • 3 bedrooms
  • Sleeps 9
  • Min stay varies
  • Child friendly
  • Car not necessary
  • Pet friendly

 …see more

from £85 / night

£458 - £1056 / week

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from £85 / night

17

Apartment rental in Marcialla with shared pool

Certaldo / Marcialla

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
  • Nearest beach 80 km
  • Swimming pool
  • Child friendly
La Certaldina Holiday Villa is on the top of a hill in the country side of Chianti An ideal place for a relaxing and peaceful holiday, with the swimming pool surrounded by olive trees and an nice view on the vineyards. The position is perfect as starting point, for  …see more

from £47 / night

£556 - £615 / week

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from £47 / night