Horse riding holiday villas and apartments Tuscany | Holiday Lettings

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Tuscany

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5,334 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.

(1) Excellent 

33

Holiday apartment in Florence

Province of Florence / Florence

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
  • Nearest beach 100 km
  • Child friendly
  • Private garden
Relax in a unique setting, a small corner of paradise in the middle of olive tree fields, vineyards and cypress trees in a beautiful typical Tuscan landscape. Our villa is well located near a village, 30 minutes driving from Florence, in a beautiful and panoramic locat  …see more

from £50 / night

£207 - £500 / week

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from £50 / 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 £82 / night

£397 - £432 / week

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from £82 / night

21

Holiday townhouse with swimming pool in Barberino Val d'Elsa

Province of Florence / Barberino Val d'Elsa

8 16 7 nights min

  • 8 bedrooms
  • Sleeps 16
  • 7 nights min
  • Swimming pool
  • Suitable for children age 5+
  • Car not necessary
Elegant home with private pool in the centre of a Chianti town - sleeps 16 From 3500€ to 5000€ a week  …see more

from £432 / night

£3018 - £4311 / week

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from £432 / night

Featured properties

(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
“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 £148 / night

£1035 - £2414 / week

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from £148 / night

(15) Very Good 

26

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
Ottimo per famiglie con bambini, spazi con mini club, piscina per adulti e bambini  …see more

from £56 / night

£388 - £1983 / week

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from £56 / 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

(1) Average 

21

Scarlino / Scarlino Scalo

1 5 Min stay varies

  • 1 bedroom
  • Sleeps 5
  • Min stay varies
  • Child friendly
  • Pet friendly

 …see more

from £44 / night

£302 - £863 / week

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from £44 / night

(1) Excellent 

10

Pisa / Marina di Pisa

1 4 4 nights min

  • 1 bedroom
  • Sleeps 4
  • 4 nights min
  • Beach / lakeside relaxation
  • Nearest beach 0 km
  • Child friendly

 …see more

from £41 / night

£284 / week

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from £41 / 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 £44 / night

£259 - £432 / week

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from £44 / night

(1) Excellent 

17

Holiday villa with swimming pool in Tuscany

Borgo a Mozzano / Gioviano

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Nearest beach 55 km
  • Swimming pool
  • Child friendly
A superbly presented modern Villa set in extensive grounds with private, infinity style, swimming pool. The Villa is situated in half an acre of well-maintained gardens surrounded by woodlands but is only a short walk from the village of Valfegana with its Bar/Restauran  …see more

from £190 / night

£1294 / week

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from £190 / night

(12) Excellent 

40

Holiday villa in Tuscany

Province of Arezzo / Castel San Niccolo

3 6 7 nights min

  • 3 bedrooms
  • Sleeps 6
  • 7 nights min
  • Nearest beach 120 km
  • Swimming pool
  • Suitable for children age 5+
“Lovely accommodation, setting and hosts, would go back” I stayed here with my husband and our son and his girlfriend, both in their 20's. The accommodation was absolutely lovely, and our son and his girlfriend had a room which was just next to our ac  …see more

from £88 / night

£616 - £1961 / week

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from £88 / 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 £104 / night

£725 / week

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from £104 / night

(1) Excellent 

19

Province of Lucca / Capannori

3 6 1 night min

  • 3 bedrooms
  • Sleeps 6
  • 1 night min
  • Nearest beach 25 km
  • Swimming pool
  • Child friendly

 …see more

from £44 / night

£302 / week

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from £44 / night

17

Holiday home with shared pool in Foiano Della Chiana

Province of Arezzo / Foiano Della Chiana

2 5 7 nights min

  • 2 bedrooms
  • Sleeps 5
  • 7 nights min
  • Nearest beach 140 km
  • Swimming pool
  • Child friendly
Beautiful country estate situated in the vicinity of Cortona, a charming medieval town in the south of Tuscany, close to the well-known cities full of art of Siena, Arezzo and Perugia. Along with the cottage Rosa dei Venti, the other two farmsteads comprise five apartme  …see more

from £87 / night

£607 - £1182 / week

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from £87 / night

(14) Excellent 

24

Tuscany holiday apartment rental

Monte Argentario / Cala Piccola

3 6 7 nights min

  • 3 bedrooms
  • Sleeps 6
  • 7 nights min
  • Beach / lakeside relaxation
  • Nearest beach 0.4 km
  • Child friendly
“Secret Hide-out” This is a place you actually don't want to share with anyone, because it is too good to be true. On top of the rocks with pure magic to look out to, this apartment actually lives as a private villa with its own private garden and sola  …see more

from £233 / night

£949 - £2285 / week

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from £233 / night

(3) Excellent 

22

Province of Massa Carrara / Marina di Carrara

1 3 Min stay varies

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

 …see more

from £52 / night

£345 - £690 / week

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from £52 / night

(1) Excellent 

27

Tuscany holiday barn rental

Province of Lucca / Castiglione di Garfagnana

1 3 Min stay varies

  • 1 bedroom
  • Sleeps 3
  • Min stay varies
  • Nearest beach 50 km
  • Swimming pool
  • Child friendly
Beautifully located detached refurbished barn, set in gorgeous grounds, with stunning views, and a brand new shared pool.  …see more

from £61 / night

£332 - £535 / week

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from £61 / night

(1) Excellent 

18

San Marcello Pistoiese holiday farmhouse rental

Province of Pistoia / San Marcello Pistoiese

1 4 4 nights min

  • 1 bedroom
  • Sleeps 4
  • 4 nights min
  • Nearest beach 110 km
  • Swimming pool
  • Child friendly
Originally a farmstead, the apartment has been stylishly restored retaining many original features, including high wooden ceilings, exposed beams, stone walls, open fireplaces and furnished tasteful antique furniture<br />The 16 meters pool follows the natural cur  …see more

from £57 / night

£339 - £563 / week

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from £57 / 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 £52 / night

£363 / week

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from £52 / 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 £190 / night

£1294 - £1725 / week

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from £190 / night

42

Holiday villa rental

Montaione / Santo Stefano

10 20 7 nights min

  • 10 bedrooms
  • Sleeps 20
  • 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 £690 / night

£4828 - £8104 / week

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from £690 / 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 £647 / night

£5345 - £9052 / week

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from £647 / night

96

San Casciano in Val di Pesa / Chiesanuova

4 8 7 nights min

  • 4 bedrooms
  • Sleeps 8
  • 7 nights min
  • Nearest beach 110 km
  • Swimming pool
  • Child friendly

 …see more

from £161 / night

£1121 - £1897 / week

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from £161 / night

(11) Excellent 

24

Holiday villa in Bagni di Lucca

Province of Lucca / Bagni di Lucca

4 7 7 nights min

  • 4 bedrooms
  • Sleeps 7
  • 7 nights min
  • Nearest beach 65 km
  • Swimming pool
  • Child friendly
“superb spacious accommodation in stunning surroundings” A solidly built traditional three storey house beautifully modernised and furnished, with amazing views over the steep wooded valley where only the sound of goats' bells disturbs the peace. The c  …see more

from £114 / night

£800 - £1450 / week

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from £114 / night

(6) Excellent 

64

Villa rental in Tuscany with swimming pool

Province of Florence / Fiesole

5 12 Min stay varies

  • 5 bedrooms
  • Sleeps 12
  • Min stay varies
  • Nearest beach 100 km
  • Swimming pool
  • Child friendly
“Beautiful tuscan villa with a view” The Villa Le Terazze is beautiful! It fit our purposes perfectly. We had 9 family members staying there and held a small wedding ceremony in the yard. The garden and views are fabulous and the space of the villa wor  …see more

from £367 / night

£2414 - £4311 / week

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from £367 / night

28

Province of Pisa / Santa Luce

1 4 7 nights min

  • 1 bedroom
  • Sleeps 4
  • 7 nights min
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly

 …see more

from £35 / night

£130 - £337 / week

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from £35 / night

(7) Excellent 

20

Ski cottage to rent in Tuscany

Pescaglia / Trebbio

1 2 7 nights min

  • 1 bedroom
  • Sleeps 2
  • 7 nights min
  • Beach / lakeside relaxation
  • Nearest beach 35 km
  • Ski
“Idyllic Cottage in Beautiful Surroundings” We spent a few days here in the Tuscan hills and wish we could have spent longer. It is set in a very peaceful location and the interior and gardens are both immaculately presented. If you are looking for som  …see more

from £65 / night

£450 - £550 / week

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from £65 / night

24

Castiglione di Garfagnana holiday studio rental

Province of Lucca / Castiglione di Garfagnana

Studio 3 Min stay varies

  • Studio
  • Sleeps 3
  • Min stay varies
  • Nearest beach 80 km
  • Swimming pool
  • Child friendly
Beautifully located and newly refurbished studio style property, one of two apartments situated in a traditional stone cottage.Amazing views, stunning location, shared good sized pool and WIFI!  …see more

from £48 / night

£268 - £419 / week

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from £48 / night

(5) Excellent 

21

Marciana / Procchio

1 3 7 nights min

  • 1 bedroom
  • Sleeps 3
  • 7 nights min
  • Beach / lakeside relaxation
  • Nearest beach 0.2 km
  • Child friendly

 …see more

from £49 / night

£337 - £707 / week

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from £49 / 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 £35 / night

£242 - £432 / week

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from £35 / night

(32) Excellent 

24

Tuscany holiday apartment accommodation

Province of Siena / Gaiole in Chianti

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
  • Swimming pool
  • Air conditioning
  • Private garden
“A Little Corner of Heaven” This was our fourth visit to Gaiole in Chianti and our third stay in this apartment. The apartment is modern, well furnished and equipped and spotlessly clean. The garden is beautiful and a real bonus. It is a wonderful  …see more

from £60 / night

£420 - £665 / week

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from £60 / night

(1) Excellent 

41

Province of Pisa / Canneto

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
  • Nearest beach 28 km
  • Child friendly
  • Pet friendly

 …see more

from £35 / night

£156 / week

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from £35 / 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

£453 / week

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from £65 / night

(2) Excellent 

21

Holiday farmhouse with swimming pool in Tuscany

Province of Arezzo / Cortona

3 7 7 nights min

  • 3 bedrooms
  • Sleeps 7
  • 7 nights min
  • Beach / lakeside relaxation
  • Nearest beach 8 km
  • Swimming pool
“Stunning views, lovely house, helpful owner.” Cortona is a very picturesque medieval town and this villa is a longish walk from the town itself up a very windy road. The house is only a few years old but built in the style of the old houses. It has la  …see more

from £148 / night

£1035 - £1682 / week

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from £148 / night

22

Province of Arezzo / Arezzo

14 30 Min stay varies

  • 14 bedrooms
  • Sleeps 30
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Ask about pets

 …see more

from £1380 / night

£5682 - £6337 / week

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from £1380 / night

(1) Very Good 

14

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

 …see more

from £35 / night

£218 - £272 / week

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from £35 / night

(1) Very Good 

19

Apartment accommodation in Tuscany with shared pool

Province of Pistoia / San Marcello Pistoiese

1 2 7 nights min

  • 1 bedroom
  • Sleeps 2
  • 7 nights min
  • Swimming pool
Located in a tiny, old hamlet at 740 m above sea level, and 15 km from Pistoia, these holiday apartments for rent in Tuscany are in a quiet area, far from the madding crowd, with a spectacular panoramic view.  …see more

from £30 / night

£207 - £345 / week

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from £30 / night

(6) Excellent 

6

Province of Florence / Fucecchio

2 3 1 night min

  • 2 bedrooms
  • Sleeps 3
  • 1 night min
  • Nearest beach 40 km
  • Child friendly

 …see more

from £50 / night

£350 / week

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from £50 / night

48

Tuscany holiday apartment rental

Province of Livorno / Campiglia Marittima

2 5 Min stay varies

  • 2 bedrooms
  • Sleeps 5
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 8 km
  • Swimming pool
In the suggestive Antico Borgo Casalappi resort, an ancient village with pool and tennis in the beautiful countryside, only 10 minutes from the best Tuscany beaches, a comfortable apartment for 4 people with private garden for enjoying your holiday in Tuscany style.  …see more

from £69 / night

£483 - £949 / week

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from £69 / night

(4) Excellent 

29

Holiday farmhouse with shared pool in Tuscany

Province of Pisa / Pomarance

2 5 Min stay varies

  • 2 bedrooms
  • Sleeps 5
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Private garden
Ancient country house surrounded by centenarian trees and deep in the rolling hills of Tuscany, allowing you to enjoy a wonderful panorama over the evocative neighboring scenery. Dating back to 1800, it has been recently restored and converted into a very nice and comfo  …see more

from £61 / night

£388 - £768 / week

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from £61 / night