Horse riding holiday villas and apartments Tuscany | Holiday Lettings

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Tuscany

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5,280 Holiday homes

Filters applied: Horse riding

(7) Excellent 

33

Holiday home with shared pool in Tuscany

Province of Arezzo / Arezzo

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

from £147 / night

£1121 / week

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from £147 / night

(8) Excellent 

16

Holiday villa in Tuscany

Province of Massa Carrara / Fivizzano

6 12 7 nights min

  • 6 bedrooms
  • Sleeps 12
  • 7 nights min
  • Nearest beach 46 km
  • Swimming pool
  • Child friendly
“An AMAZING home away from home!” I've travelled to Villa Rosa on several occasions experiencing the unique environment in spring, summer and winter. It's a large, spacious and beautifully appointed house that is ideal for families and groups of frien
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from £229 / night

£1600 - £2300 / week

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from £229 / night

(21) Excellent 

20

Tuscany holiday home rental

Province of Lucca / Bagni di Lucca

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Nearest beach 60 km
  • Swimming pool
  • Child friendly
“Best Vacation EVER!” We really cannot say enough about this vacation rental. As frequent travelers, we have to say that the location, house, views, pool, and near by activities were the best yet! The town is magical, peaceful, gorgeous, and spectacula
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from £87 / night

£604 - £949 / week

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from £87 / night

(8) Excellent 

28

Townhouse rental in Procchio

Marciana / Procchio

3 7 7 nights min

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

from £150 / night

£1044 - £1561 / week

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from £150 / night

(1)  

17

Holiday apartment rental

Province of Florence / Montespertoli

3 7 Min stay varies

  • 3 bedrooms
  • Sleeps 7
  • Min stay varies
  • Nearest beach 40 km
  • Swimming pool
  • Child friendly

from £130 / night

£604 - £1078 / week

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from £130 / night

30

Apartment rental in Tuscany

Rosignano Marittimo / Castiglioncello

2 5 7 nights min

  • 2 bedrooms
  • Sleeps 5
  • 7 nights min
  • Beach / lakeside relaxation
  • Nearest beach 0.6 km
  • Child friendly

from £138 / night

£258 - £673 / week

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from £138 / night

(1) Excellent 

12

Holiday bungalow in Tuscany

Province of Grosseto / Gavorrano

1 2 4 nights min

  • 1 bedroom
  • Sleeps 2
  • 4 nights min
  • Beach / lakeside relaxation
  • Nearest beach 10 km
  • Child friendly

from £65 / night

£432 - £569 / week

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from £65 / night

(26) Excellent 

25

Home letting in Tuscany with swimming pool, golf nearby

Province of Lucca / Castelnuovo di Garfagnana

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 50 km
  • Swimming pool
“Charming hosts and perfect stay !” We had a wonderful time in villa Buggina. The house is surrounded by mountains and has a beautiful view. There is everything you need to feel comfortable and like you are “at home” The garden is nice. We spent our
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from £26 / night

£182 - £518 / week

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from £26 / night

(3) Very Good 

27

Apartment rental in Media Valle del Serchio

Lucca / Media Valle del Serchio

2 5 4 nights min

  • 2 bedrooms
  • Sleeps 5
  • 4 nights min
  • Nearest beach 30 km
  • Child friendly
  • Pet friendly
“This peaceful and idyllic retreat.........” This peaceful and idyllic retreat was where we enjoyed one of our favourite ever holidays. (Castello 6 has the best views.) This is a holiday for the independent traveller who is prepared to make a little sa
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from £80 / night

£385 - £525 / week

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from £80 / night

(1) Excellent 

7

Farmhouse rental in Tuscany with shared pool

Province of Siena / Montepulciano

4 4 Min stay varies

  • 4 bedrooms
  • Sleeps 4
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Pet friendly

from £61 / night

£259 - £449 / week

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from £61 / night

(5) Excellent 

4

Tuscany holiday guest house rental

Elba Island / Marina di Campo

1 3 Min stay varies

  • 1 bedroom
  • Sleeps 3
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 1 km
  • Child friendly

from £44 / night

£302 - £699 / week

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from £44 / night

(1) Excellent 

31

San Miniato holiday b&b rental

Province of Pisa / San Miniato

4 12 1 night min

  • 4 bedrooms
  • Sleeps 12
  • 1 night min
  • Nearest beach 60 km
  • Child friendly
  • Private garden

from £52 / night

£311 - £2457 / week

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from £52 / night

(1) Excellent 

25

Holiday apartment with swimming pool in Tuscany

Florence / Arno River

5 8 Min stay varies

  • 5 bedrooms
  • Sleeps 8
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Ask about pets

from £164 / night

£1294 - £1811 / week

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from £164 / night

(54) Excellent 

32

Tuscany holiday villa rental

Province of Arezzo / Arezzo

6 12 7 nights min

  • 6 bedrooms
  • Sleeps 12
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Ask about pets

from £345 / night

£2414 - £4311 / week

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from £345 / night

(7) Excellent 

68

Holiday villa in Lucca

Province of Lucca / Lucca

4 10 Min stay varies

  • 4 bedrooms
  • Sleeps 10
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 20 km
  • Swimming pool
“Fantastic villa and location - lots to see and do” A beautiful, spacious, very Tuscan villa with very helpful owners. We were a family party with teenagers and could either relax in the villa or pool, or visit the many fascinating places (and restaur
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from £138 / night

£1207 - £1725 / week

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from £138 / night

(15) Very Good 

23

Holiday apartment in Punta Ala

Castiglione Della Pescaia / Punta Ala

1 5 7 nights min

  • 1 bedroom
  • Sleeps 5
  • 7 nights min
  • Beach / lakeside relaxation
  • Nearest beach 0.5 km
  • Swimming pool

from £56 / night

£388 - £1983 / week

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from £56 / night

(2) Very Good 

36

Holiday condo rental

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

from £48 / night

£259 - £690 / week

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from £48 / night

(1) Very Good 

14

Holiday townhouse with shared pool in Tuscany

Province of Lucca / Colognora

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 50 km
  • Swimming pool

from £39 / night

£244 - £298 / week

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from £39 / 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

from £604 / night

£5345 - £9483 / week

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from £604 / night

12

Holiday apartment in Tuscany

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

from £68 / night

£462 - £669 / week

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from £68 / night

14

Holiday apartment accommodation

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

from £50 / night

£345 - £863 / week

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from £50 / night

(3) Very Good 

16

Holiday apartment rental

Province of Arezzo / Anghiari

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Ask about pets
“Heaven on Earth” A fantastic place. Lots to do and see. Plenty of great restaurants to sample the excellent Tuscan food. The apartment was just the right size for two people and quickly became our home. The welcome hamper was excellent. Thanks for the
…see more

from £60 / night

£300 - £390 / week

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from £60 / 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 £78 / night

£483 - £544 / week

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from £78 / night

(1) Excellent 

24

Holiday apartment in Tuscany

Province of Siena / Sarteano

4 9 1 night min

  • 4 bedrooms
  • Sleeps 9
  • 1 night min
  • Nearest beach 120 km
  • Child friendly
  • Private garden

from £44 / night

£302 / week

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from £44 / night

(2) Excellent 

18

Holiday townhouse in Tuscany

Massa / Marina di Massa

3 6 7 nights min

  • 3 bedrooms
  • Sleeps 6
  • 7 nights min
  • Beach / lakeside relaxation
  • Nearest beach 0.4 km
  • Child friendly

from £50 / night

£345 - £690 / week

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from £50 / 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
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from £130 / night

£863 - £1983 / week

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from £130 / night

(5) Excellent 

48

Holiday cottage in Castellina In Chianti

Province of Siena / Castellina In Chianti

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Nearest beach 150 km
  • Child friendly
  • Private garden
“Very great time” we spend a very great time in a charming house in the middle of Chianti vines the house is well-heated and pleasant
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from £104 / night

£483 - £578 / week

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from £104 / night

(4) Excellent 

20

Tuscany holiday penthouse accommodation

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
“Elegant entry to an apartment with character, convenience and charm.” Inner city apartment in an extremely convenient location, handy to supermarket, cafés, laundromat and a short walk to city centre. The apartment is like staying at the home of a d
…see more

from £35 / night

£233 - £505 / week

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from £35 / night

(6) Very Good 

24

Tuscany holiday villa rental

Monte Argentario / Porto Ercole

2 5 Min stay varies

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

from £173 / night

£1078 - £2630 / week

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from £173 / night

(2) Average 

26

Holiday villa with swimming pool in Tuscany

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

from £171 / night

£1195 / week

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from £171 / night

(13) Excellent 

23

Holiday apartment with shared pool in Tuscany

Province of Siena / Gaiole in Chianti

3 8 4 nights min

  • 3 bedrooms
  • Sleeps 8
  • 4 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
“Perfect and plaisant location to explore Tuscany” We were 4 people staying in this very nice apartment : comfortable, clean, modern, well equipped. We loved the location. I never heard of Gaiole before, but it was a nice discovery. Quiet village, but
…see more

from £175 / night

£1100 - £1600 / week

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from £175 / night

(2) Very Good 

61

Holiday villa with swimming pool in Casciana Terme

Casciana Terme Lari / Casciana Terme

5 10 Min stay varies

  • 5 bedrooms
  • Sleeps 10
  • Min stay varies
  • Nearest beach 40 km
  • Swimming pool
  • Child friendly

from £406 / night

£2673 - £3104 / week

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from £406 / night

20

Castle rental in Tuscany

Province of Arezzo / Stia

1 2 4 nights min

  • 1 bedroom
  • Sleeps 2
  • 4 nights min
  • Child friendly
  • Pet friendly
  • Private garden

from £52 / night

£324 - £345 / week

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from £52 / night

15

Holiday apartment with shared pool in Tuscany

Province of Florence / Certaldo

1 4 3 nights min

  • 1 bedroom
  • Sleeps 4
  • 3 nights min
  • Nearest beach 80 km
  • Swimming pool
  • Child friendly

from £52 / night

£345 - £647 / week

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from £52 / night

16

Tuscany holiday condo rental

Province of Pistoia / San Marcello Pistoiese

1 2 1 night min

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

from £26 / night

£156 / week

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from £26 / night

(16) Excellent 

91

Tuscany holiday villa rental

Province of Lucca / Caprignana

6 11 7 nights min

  • 6 bedrooms
  • Sleeps 11
  • 7 nights min
  • Nearest beach 50 km
  • Swimming pool
  • Child friendly
“Simplistic luxury with spectacular views” Loved the wonderful location perched on a hilltop with breathtaking views. Everything on hand to make for the perfect holiday...great location, gentle evening breeze to cool off from the hot tuscan sun, swimm
…see more

from £358 / night

£2500 - £3500 / week

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from £358 / night

(29) Excellent 

25

Tuscany holiday farmhouse rental

Province of Florence / San Casciano in Val di Pesa

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Nearest beach 83 km
  • Suitable for children age 5+
  • Car not necessary
“Villa and location perfect for our needs.” We were looking for accommodation that had a peaceful outlook but easy access to amenities and travel - this was perfect! The house is extremely well equiped and comfortable and the view over the Tuscan cou
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from £73 / night

£475 - £818 / week

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from £73 / night

(35) Excellent 

24

Apartment rental in Tuscany

Siena / Val di Merse

2 5 Min stay varies

  • 2 bedrooms
  • Sleeps 5
  • Min stay varies
  • Nearest beach 60 km
  • Child friendly
  • Pet friendly
“What you imagine when you think "Tuscany"!” We stayed in La Verbena, and it was amazing. Podere Sortoiano is about 15 minutes out of Siena, but it is so worth it to stay out of the city! It's incredibly quiet and relaxing, and the stars are unlike any
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from £44 / night

£276 - £427 / week

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from £44 / night

(2) Excellent 

19

Holiday apartment in Tuscany

Province of Siena / Siena

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Nearest beach 95 km
  • Child friendly
  • Air conditioning

from £319 / night

£1897 - £2069 / week

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from £319 / night

19

Holiday farmhouse with swimming pool in Tuscany

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

from £78 / night

£544 / week

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from £78 / night

1