Horse riding holiday villas and apartments Tuscany | Holiday Lettings

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Tuscany

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5,320 Holiday homes

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Travellers going to Tuscany are booking June dates now. Secure your holiday home today and have the perfect trip.

(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

(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

(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

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

£212 - £416 / week

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from £31 / 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

(17) Very Good 

19

Holiday apartment in Tuscany

Greve in Chianti / Poggio alla Croce

2 5 Min stay varies

  • 2 bedrooms
  • Sleeps 5
  • Min stay varies
  • Nearest beach 100 km
  • Child friendly
  • Ask about pets
“Great apartment, Fantastic Restaurant and Lovely Owners” The Becatini's apartment was comfortable, clean and very reasonable. My only thought would be that garbage bags and some additional kitchenware should be supplied. My husband, sister and I had  …see more

from £81 / night

£390 - £424 / week

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from £81 / night

16

Holiday apartment in Turlago

Fivizzano / Turlago

1 4 3 nights min

  • 1 bedroom
  • Sleeps 4
  • 3 nights min
  • Beach / lakeside relaxation
  • Child friendly
Relax in Still Unspoilt and Authentic part of Tuscany.  …see more

from £56 / night

£407 / week

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from £56 / 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

(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

(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 £41 / night

£222 - £594 / week

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from £41 / night

(5) Excellent 

67

Greve in Chianti / Lucolena

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Nearest beach 120 km
  • Swimming pool
  • Child friendly

 …see more

from £195 / night

£1356 - £2526 / week

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from £195 / night

(1) Excellent 

10

Pisa / Marina di Pisa

1 4 Min stay varies

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

 …see more

from £40 / night

£339 / week

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from £40 / night

(1) Excellent 

24

Apartment rental in Gavorrano with golf nearby

Province of Grosseto / Gavorrano

1 4 7 nights min

  • 1 bedroom
  • Sleeps 4
  • 7 nights min
  • Beach / lakeside relaxation
  • Nearest beach 10 km
  • Child friendly
TYPICAL APARTMENT CLOSE TO THE SEA OF MAREMMA AND TOWNS OF ART OF TUSCANY<br />We let from Saturday to SaturdayMinimum stay 7 nightsPets are not allowed  …see more

from £34 / night

£238 - £424 / week

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from £34 / 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

(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

(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

(30) Excellent 

20

Holiday apartment in Colle di Val d'Elsa

Province of Siena / Colle di Val d'Elsa

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Nearest beach 50 km
  • Child friendly
  • Pet friendly
The medieval atmosphere and typically Sienese welcome are just a part of our fully-renovated holiday home that has maintained unaltered the rustic Tuscan details.<br />Dietro Le Mura is in the very heart of Colle di Val d'Elsa, renowned for its artisan Crysta  …see more

from £68 / night

£407 - £568 / week

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from £68 / night

(40) Excellent 

24

Farmhouse rental in Gavorrano with swimming pool, golf nearby

Province of Grosseto / Gavorrano

3 33 1 night min

  • 3 bedrooms
  • Sleeps 33
  • 1 night min
  • Beach / lakeside relaxation
  • Nearest beach 6 km
  • Swimming pool
“Home away from home” We stayed at the property for the second time and we've been welcomed like good friends. The apartments are located within a very peaceful woody area. We could hear all kinds of birds day and night. The new fitness area has been  …see more

from £49 / night

£339 - £849 / week

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from £49 / 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 £47 / night

£255 - £678 / week

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from £47 / 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

36

Province of Lucca / Arliano

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 20 km
  • Child friendly

 …see more

from £43 / night

£280 - £789 / week

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from £43 / 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

(3) Excellent 

26

Holiday apartment with shared pool in Monteroni d'Arbia

Province of Siena / Monteroni d'Arbia

1 2 2 nights min

  • 1 bedroom
  • Sleeps 2
  • 2 nights min
  • Nearest beach 60 km
  • Swimming pool
  • Ask about pets
“Excellent base for chilling and siteseeing/citytrips” We had a great time at Elena's place! The appartement was clean, big, safe and modern. We used our own kitchen to cook our food. We stayed a week longer then planned. It is a very good base to go b  …see more

from £77 / night

£306 - £475 / week

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from £77 / 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

(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

(1) Very Good 

23

San Gimignano / Ulignano

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Swimming pool
  • Child friendly

 …see more

from £102 / night

£594 - £933 / week

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from £102 / 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

£297 - £382 / week

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from £43 / night

18

Province of Lucca / Gorfigliano

4 12 2 nights min

  • 4 bedrooms
  • Sleeps 12
  • 2 nights min
  • Beach / lakeside relaxation
  • Nearest beach 50 km
  • Child friendly

 …see more

from £85 / night

£509 / week

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from £85 / night

(3) Excellent 

28

Holiday apartment with shared pool in Tuscany

Province of Siena / San Gimignano

2 7 7 nights min

  • 2 bedrooms
  • Sleeps 7
  • 7 nights min
  • Nearest beach 60 km
  • Swimming pool
  • Child friendly
Rustic and romantic apartment for up to 7 people (5+2) with swimming pool (1 May-1 Oct), four-poster beds, rustic, classic furniture, air cond, garden, terrace, private sunbeds / umbrellas.Situated near San Gimignano with breathtaking views all the way to Volterra<b  …see more

from £36 / night

£246 - £839 / week

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from £36 / 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 £128 / night

£848 - £1950 / week

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from £128 / 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

£424 - £467 / week

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from £77 / 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

(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

(13) Excellent 

17

Holiday apartment rental

Province of Arezzo / Ambra

2 4 7 nights min

  • 2 bedrooms
  • Sleeps 4
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Private garden
“Lovely accomodation, clean, modern and well looked after with a large pool” Had a lovely time at Vepri. Really enjoyed the lovely large pool. The accommodation was modern, spacious and very well looked after. Vepri is a small complex of apartments  …see more

from £69 / night

£479 / week

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from £69 / night

21

Holiday apartment in Siena

Province of Siena / Siena

4 10 1 night min

  • 4 bedrooms
  • Sleeps 10
  • 1 night min
  • Child friendly
  • Car not necessary
This is my holiday home in Siena, my home town. I have tried to tell you everything you need to know in my description, but please do not hesitate to ask me questions before booking - I am fluent in English, French and Italian. The flat is on the ground floor, on the  …see more

from £102 / night

£712 / week

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from £102 / 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 £509 / night

£2967 - £7034 / week

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from £509 / night

(15) Excellent 

22

Holiday apartment with shared pool in Tuscany

Province of Siena / Gaiole in Chianti

1 4 4 nights min

  • 1 bedroom
  • Sleeps 4
  • 4 nights min
  • Nearest beach 80 km
  • Swimming pool
  • Child friendly
“Very comfortable home away from home” Casacorvo Minore is a very comfortable apartment well located in the heart of Chianti. It has great views from its veranda which fostered perfect starts for each day as we had breakfast sitting in the morning sun.  …see more

from £100 / night

£560 - £760 / week

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from £100 / night

(3) Excellent 

28

Holiday apartment with shared pool in Tuscany

Province of Siena / San Gimignano

2 6 7 nights min

  • 2 bedrooms
  • Sleeps 6
  • 7 nights min
  • Nearest beach 60 km
  • Swimming pool
  • Child friendly
Rustic and romantic apartment for up to 6 people (4+2) with swimming pool, four-poster beds, rustic, classic furniture, air conditioning, garden, terrace, private sunbeds / umbrellas. Situated near San Gimignano with breathtaking views all the way to Volterra.<br /&  …see more

from £34 / night

£238 - £814 / week

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from £34 / 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 £51 / night

£356 / week

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from £51 / night

10

Cecina / Colle Mezzano

3 7 7 nights min

  • 3 bedrooms
  • Sleeps 7
  • 7 nights min
  • Nearest beach 5 km
  • Swimming pool
  • Private garden

 …see more

from £103 / night

£721 - £6060 / week

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from £103 / night