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

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Tuscany

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1,409 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 £129 / night

£855 - £1966 / week

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from £129 / 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 £201 / night

£1411 - £2522 / week

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from £201 / night

(3) Excellent 

28

Pistoia / Historic Centre

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Nearest beach 30 km
  • Swimming pool
  • Child friendly

 …see more

from £77 / night

£428 - £471 / week

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from £77 / night

Featured properties

(12) Excellent 

69

Holiday villa with swimming pool, tennis court in Tuscany

Province of Siena / Gaiole in Chianti

4 10 7 nights min

  • 4 bedrooms
  • Sleeps 10
  • 7 nights min
  • Nearest beach 110 km
  • Swimming pool
  • Child friendly
“Perfect holiday location” Our family group of 8 adults spent 5 nights at Villa LisiDor - a perfect location for both relaxing & a great base for exploring the local region. The roads in Chianti can be narrow & windy but worth the drive to villages lik  …see more

from £405 / night

£2834 - £4359 / week

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from £405 / 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 £642 / night

£5300 - £8975 / week

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from £642 / night

(2) Excellent 

27

Holiday villa with swimming pool in Monsummano Terme

Monsummano Terme / Monsummano Alto

4 11 Min stay varies

  • 4 bedrooms
  • Sleeps 11
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
Casale Vaticano is a fantastic luxury, Tuscan villa in the hills above Montecatini Terme and Monsummano Terme. It is semi-detached however the neighbours do not overlook the property. At a higher level than the villa, at the top of the sloped garden dotted with olive tr  …see more

from £385 / night

£1710 - £3932 / week

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from £385 / night

(4) Excellent 

17

Tavarnuzze holiday apartment rental

Impruneta / Tavarnuzze

2 5 Min stay varies

  • 2 bedrooms
  • Sleeps 5
  • Min stay varies
  • Child friendly
  • Air conditioning
  • Private garden
“Great location and wonderful new apartment!” We stayed as a party of three with myself and husband in one double room and my sister in another. All was new, clean and spacious. The area is perfectly located between Florence and Chianti, both easily ac  …see more

from £56 / night

£300 - £385 / week

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from £56 / night

(2) Excellent 

24

Holiday apartment in Monte Argentario

Province of Grosseto / Monte Argentario

2 4 5 nights min

  • 2 bedrooms
  • Sleeps 4
  • 5 nights min
  • Beach / lakeside relaxation
  • Child friendly
  • Air conditioning
Wonderful apartment overlooking the Tuscan coastline, for those seeking a perfectly peaceful holiday, a few meters from the water, where you will only hear the splash of the waves against the rocks.. 2 Bedrooms, 3 bathrooms, a big living room with open space kitchen. WI  …see more

from £213 / night

£1367 - £1795 / week

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from £213 / night

35

Holiday villa with swimming pool in Tuscany

Province of Pisa / Monteverdi Marittimo

6 12 7 nights min

  • 6 bedrooms
  • Sleeps 12
  • 7 nights min
  • Beach / lakeside relaxation
  • Nearest beach 18 km
  • Swimming pool
Villa Monteverdi is situated about 1.4 km from the center of Monteverdi Marittimo and 18 km from the “Costa degli Etruschi” seaside. The house plunged in the country (16000 mq of fenced property) is surrounded by olive trees, cypresses, fruit trees and kitch  …see more

from £239 / night

£1667 - £2949 / week

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from £239 / 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

£483 - £723 / week

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from £73 / night

(5) Excellent 

23

Lucca / Lucca Historical Center

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach / lakeside relaxation
  • Child friendly
  • Air conditioning

 …see more

from £86 / night

£599 / week

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from £86 / night

(5) Excellent 

20

Duomo Fl holiday apartment rental

Florence / Duomo Fl

1 4 3 nights min

  • 1 bedroom
  • Sleeps 4
  • 3 nights min
  • Nearest beach 100 km
  • Suitable for children age 5+
  • Car not necessary
“High above the center of Florence” A marvellous little appartment on the rooftops of Firenze, perfectly located in the city center, only 100 m to the dome. A wonderful interior, a nice balcony to the street and a little terrassa with a gorgeous view.  …see more

from £86 / night

£513 / week

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from £86 / night

14

Massa / Marina di Massa

2 6 7 nights min

  • 2 bedrooms
  • Sleeps 6
  • 7 nights min
  • Beach / lakeside relaxation
  • Nearest beach 0 km
  • Child friendly

 …see more

from £49 / night

£342 - £855 / week

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from £49 / night

(8) Excellent 

24

San Donato in Poggio holiday penthouse rental

Tavarnelle Val di Pesa / San Donato in Poggio

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly
This new apartment in Chianti is the perfect place to spend your vacation in total relaxation, taking advantage of all our facilities (swimming pool, etc.). You can easily plan gastronomic tours as well as excursions to some of the most beautiful cities in Tuscany!  …see more

from £73 / night

£364 - £582 / week

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from £73 / 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
“Beautiful apartment in a stunning part of the world” We had an absolutely brilliant stay here. The holiday began with being picked up by Jill, there was a little bit of confusion with which apartment we were staying at but it was all in good spirits a  …see more

from £75 / night

£520 - £980 / week

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from £75 / night

(21) Excellent 

60

San Gimignano / Pancole

1 3 Min stay varies

  • 1 bedroom
  • Sleeps 3
  • Min stay varies
  • Nearest beach 90 km
  • Child friendly
  • Air conditioning

 …see more

from £43 / night

£257 - £415 / week

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from £43 / night

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 £65 / night

£449 / week

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from £65 / night

(5) Very Good 

50

Tuscany holiday home rental

Lucca / Piana di Lucca

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Nearest beach 19 km
  • Swimming pool
  • Child friendly
Our holiday home is situated in a nature reserve on private land exstending over five acres, about 6 km to the medieval centre of Lucca and 19 Km to the sea(Viareggio). The house is on ground level and have a small garden equipped with sunshade, deckchairs and barbecue.  …see more

from £42 / night

£224 - £599 / week

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from £42 / 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
“Perfect host, perfect accommodation” Lou was the perfect host - collecting us from the train station and keeping in touch throughout our stay to check that everything was o.k. and providing tips on where to eat etc. Beautiful apartment and the outdoor  …see more

from £35 / night

£240 - £556 / week

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from £35 / night

(5) Excellent 

27

Holiday villa with swimming pool in Tuscany

Florence / Central Florence

5 10 1 night min

  • 5 bedrooms
  • Sleeps 10
  • 1 night min
  • Nearest beach 98 km
  • Swimming pool
  • Child friendly
“The perfect home for your Tuscan experience” Our family very much enjoyed this lovely villa. The home is exactly as described and photographed, and the setting is very picturesque. The rooms are large and beautifully appointed. We enjoyed quality fam  …see more

from £419 / night

£3441 - £4701 / week

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from £419 / night

(1) Excellent 

30

Camaiore / Lido Di Camaiore

2 7 Min stay varies

  • 2 bedrooms
  • Sleeps 7
  • Min stay varies
  • Beach / lakeside relaxation
  • Child friendly
  • Air conditioning

 …see more

from £82 / night

£569 / week

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from £82 / 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 £197 / night

£1197 - £1821 / week

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from £197 / 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

(53) Excellent 

51

Tuscany holiday villa rental

Province of Arezzo / Anghiari

5 10 7 nights min

  • 5 bedrooms
  • Sleeps 10
  • 7 nights min
  • Nearest beach 66 km
  • Swimming pool
  • Child friendly
“Fantastic Holiday Villa” What can I say about Casa Leana and Tuscany? Well it was just one of the best holidays ever! Starting with the friendly service from Di and Leigh who both met us in Anghiari and took us to the villa so that we didn't get l  …see more

from £285 / night

£1995 - £2950 / week

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from £285 / night

(4) Excellent 

20

Province of Livorno / Livorno

1 5 Min stay varies

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

 …see more

from £42 / night

£257 - £569 / week

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from £42 / night

(12) Excellent 

70

Holiday villa with swimming pool in Tuscany

Province of Siena / San Gimignano

6 12 Min stay varies

  • 6 bedrooms
  • Sleeps 12
  • Min stay varies
  • Nearest beach 71 km
  • Swimming pool
  • Child friendly
“Wonderful vacation villa!” Our family had a wonderful vacation. Gabrielle and Lucia are so nice and the best hosts. They are always available for anything you might need and willing to provide help in getting to local places. The villa is absolutely  …see more

from £513 / night

£2992 - £7095 / week

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from £513 / night

(2) Very Good 

36

Province of Lucca / Forte Dei Marmi

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0 km
  • Child friendly

 …see more

from £48 / night

£257 - £770 / week

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from £48 / night

20

Villa rental in Val d'Orcia with swimming pool

Montalcino / Val d'Orcia

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Nearest beach 95 km
  • Swimming pool
  • Child friendly
Villa Bandini is located only 300 meters from the hamlet of Lucignano d’Asso on top of a hill on the border between the Val d’Orcia and the Sienese clay hills. Lucignano d’Asso is a medieval ancient hamlet which, since the XV century, has belonged to t  …see more

from £401 / night

£2806 / week

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from £401 / night

(3) Very Good 

45

Province of Florence / Florence

1 3 1 night min

  • 1 bedroom
  • Sleeps 3
  • 1 night min
  • Child friendly
  • Car not necessary
  • Air conditioning

 …see more

from £52 / night

£359 / week

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from £52 / 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

32

Villa rental in Tuscany with swimming pool

Province of Siena / Chianciano Terme

4 8 7 nights min

  • 4 bedrooms
  • Sleeps 8
  • 7 nights min
  • Nearest beach 115 km
  • Swimming pool
  • Child friendly
This compact, two-storey, converted Tuscan farmhouse has been extensively renovated, employing in its restoration solely products certified as ecologically friendly. It is set alongside a quiet country road, only 3 kms from the famous spa resort of Chianciano Terme. The  …see more

from £184 / night

£1283 - £2308 / week

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from £184 / night

(1) Excellent 

33

Tuscany holiday farmhouse rental

Greve in Chianti / Strada in Chianti

2 5 Min stay varies

  • 2 bedrooms
  • Sleeps 5
  • Min stay varies
  • Beach / lakeside relaxation
  • Swimming pool
  • Suitable for children age 5+
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 £75 / night

£495 - £855 / week

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from £75 / night

17

Elba Island / Rio Nell'Elba

1 5 Min stay varies

  • 1 bedroom
  • Sleeps 5
  • Min stay varies
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly

 …see more

from £52 / night

£359 / week

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from £52 / 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

(2) Excellent 

40

Holiday villa with swimming pool in Tuscany

Province of Grosseto / Capalbio

4 8 1 night min

  • 4 bedrooms
  • Sleeps 8
  • 1 night min
  • Beach / lakeside relaxation
  • Nearest beach 7 km
  • Swimming pool
This fabulous recently renovated 4 BR - 4 ½ BA villa sits on the grounds of a wonderful historic estate, just minutes away from the town of Capalbio and the beautiful sandy beaches of Maremma, Tuscany’s Southern coast. Featuring more than 3800 s.f. (350 s.  …see more

from £300 / night

£2095 / week

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from £300 / night

58

Holiday villa in Santo Stefano

Montaione / Santo Stefano

17 29 7 nights min

  • 17 bedrooms
  • Sleeps 29
  • 7 nights min
  • Nearest beach 65 km
  • Swimming pool
  • Child friendly
!!!EARLY BOOKING DISCOUNT!!! FOR STAYS IN HSS1 & HS (2017): 10% discount for bookings confirmed within 45 days before the arrival date. FOR STAYS IN MS and HSS Seasons (2017): 15% discount for bookings confirmed within 30 days before the arrival date. FOR STAYS IN  …see more

from £733 / night

£5129 - £8291 / week

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from £733 / night

16

Holiday log cabin rental

Province of Lucca / Torre del Lago Puccini

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 1 km
  • Swimming pool
On a beautiful location in Tuscany, just 800 meters from the sea, is Camping Bosco Verde located. A friendly family camping, good for a relaxing beach holiday on the Tuscany coast ! On this campsite you will find everything to make a memorable time ofyour vacation. Fro  …see more

from £24 / night

£167 - £731 / week

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from £24 / night

(3) Excellent 

39

Elba Island / Chiessi

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.1 km
  • Child friendly

 …see more

from £77 / night

£513 - £1283 / week

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from £77 / night

(4) Excellent 

57

Province of Massa Carrara / Cinquale

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.6 km
  • Child friendly

 …see more

from £124 / night

£428 - £1710 / week

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from £124 / night

(6) Excellent 

39

Province of Florence / Barberino Val d'Elsa

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Nearest beach 80 km
  • Child friendly
  • Car not necessary

 …see more

from £56 / night

£342 - £556 / week

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from £56 / night