Horse riding holiday villas and apartments Siena | Holiday Lettings

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Siena

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103 Holiday homes

Filters applied: Horse riding (103)

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

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

(5) Excellent 

14

Holiday home in Siena

Province of Siena / Siena

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
  • Nearest beach 70 km
  • Child friendly
  • Ask about pets
Elegant and bright apartment is located in the heart of Siena. The street is full of restaurants, cafes and shops. The apartment is in a historic building and can comfortably accommodate four people. Very close to bus and train station.<br />The apartment is locat  …see more

from £82 / night

£561 / week

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from £82 / night

(5) Excellent 

31

Holiday villa in Costalpino

Siena / Costalpino

3 8 Min stay varies

  • 3 bedrooms
  • Sleeps 8
  • Min stay varies
  • Child friendly
  • Private garden
“Belvedere e stupendo” After a beautifully green, bus ride from Rome, I arrived at my designated stop a few kilometer’s before Siena and waited for my transfer to Belvedere, a magical home at the end of a beautiful long winding driveway where views of  …see more

from £156 / night

£949 - £1682 / week

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from £156 / night

(2) Excellent 

16

Province of Siena / Siena

2 4 2 nights min

  • 2 bedrooms
  • Sleeps 4
  • 2 nights min
  • Child friendly
  • Air conditioning
  • Ask about pets

 …see more

from £250 / night

£1716 - £9052 / week

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from £250 / night

(7) Excellent 

25

Province of Siena / Siena

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Nearest beach 100 km
  • Child friendly

 …see more

from £82 / night

£500 - £630 / week

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from £82 / night

(4) Excellent 

23

Holiday apartment in Val di Merse

Siena / Val di Merse

2 5 Min stay varies

  • 2 bedrooms
  • Sleeps 5
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 70 km
  • Child friendly
Apartment Raffaello is a warm and welcoming apartment set in a XVth century villa, recently restored by a sensitive and art historically conscious architect and designer.The very best of the Tuscan tradition where nature and culture have mingled for centuries.  …see more

from £104 / night

£690 - £863 / week

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from £104 / night

(3) Very Good 

26

Holiday apartment rental

Province of Siena / Siena

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
  • Nearest beach 80 km
  • Swimming pool
  • Child friendly
“Just as expected!” From our first enquiry, the owners were always so helpful and our stay at the Muricce was everything we wanted it to be. This is a wonderful place to stay, and to tour from. There is something to see or to visit in all directions.  …see more

from £82 / night

£449 - £932 / week

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from £82 / night

(6) Excellent 

56

Holiday guest house in Siena

Province of Siena / Siena

2 4 2 nights min

  • 2 bedrooms
  • Sleeps 4
  • 2 nights min
  • Nearest beach 60 km
  • Child friendly
  • Air conditioning
The Villa and its gardens are a National Heritage property and there is a great deal to see and enjoy!  …see more

from £388 / night

£2371 / week

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from £388 / night

39

Province of Siena / Siena

2 4 2 nights min

  • 2 bedrooms
  • Sleeps 4
  • 2 nights min
  • Child friendly
  • Pet friendly

 …see more

from £74 / night

£345 / week

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from £74 / night

(2) Excellent 

39

Holiday villa with swimming pool in Siena

Province of Siena / Siena

3 7 Min stay varies

  • 3 bedrooms
  • Sleeps 7
  • Min stay varies
  • Nearest beach 100 km
  • Swimming pool
  • Child friendly
“A charming Tuscan farmhouse villa” We stayed here for a most enjoyable week in September 2016. It is all that the owner Giada describes and she is a charming and helpful host. The villa, a converted stone farmhouse, is located on the outskirts of Sien  …see more

from £113 / night

£759 - £2134 / week

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from £113 / night

(1) Very Good 

16

Province of Siena / Siena

1 4 2 nights min

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

 …see more

from £61 / night

£302 / week

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from £61 / night

(3) Excellent 

22

Villa rental in Siena with swimming pool

Province of Siena / Siena

9 18 Min stay varies

  • 9 bedrooms
  • Sleeps 18
  • Min stay varies
  • Nearest beach 95 km
  • Swimming pool
  • Child friendly
Podere Incrociati rises in the heart of Montagnola Senese, just 15 km/9 miles far from Siena and 75 km/47,5 miles far from Florence, among the greenery of age-old oaks, holm-oaks and chestnut-trees. Thanks to its high position (500 mt./1640 ft. above sea level)  …see more

from £345 / night

£1983 - £3449 / week

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from £345 / night

27

Province of Siena / Siena

5 10 1 night min

  • 5 bedrooms
  • Sleeps 10
  • 1 night min
  • Nearest beach 100 km
  • Swimming pool
  • Suitable for children age 5+

 …see more

from £179 / night

£1250 / week

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from £179 / night

(1) Excellent 

20

Caprera holiday apartment rental

Siena / Caprera

1 2 5 nights min

  • 1 bedroom
  • Sleeps 2
  • 5 nights min
  • Nearest beach 100 km
  • Child friendly
  • Air conditioning
Suite Le Camelie has all the comfort you would find in a hotel. It is at the same time a real Tuscany home with a local decor and feeling, surrounded by luxurius gardens and olive trees. Ideal location for visiting both Siena and the country side.  …see more

from £69 / night

£432 - £475 / week

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from £69 / night

(1) Average 

24

Holiday apartment in Siena

Province of Siena / Siena

3 9 1 night min

  • 3 bedrooms
  • Sleeps 9
  • 1 night min
  • Child friendly
  • Pet friendly
  • Private garden
Historical apartment with private garden in the hearth of the center of Siena  …see more

from £130 / night

£863 / week

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from £130 / night

(34) Excellent 

24

Apartment rental in Val di Merse

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  …see more

from £52 / night

£337 - £453 / week

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from £52 / night

(3) Very Good 

11

Siena 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 £82 / night

£414 / week

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from £82 / night

(16) Very Good 

27

Holiday apartment in Sant Andrea a Montecchio

Siena / Sant Andrea a Montecchio

2 5 Min stay varies

  • 2 bedrooms
  • Sleeps 5
  • Min stay varies
  • Nearest beach 120 km
  • Child friendly
  • Car not necessary
“Reality of a dream!” I was looking for a quiet week with a beautiful panorama not far from Siena, to enjoy after the Palio and before participating in an intensive celebration later in July within Siena. I studied the information on Sant'Andrea a Mon  …see more

from £52 / night

£302 - £518 / week

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from £52 / night

(8) Excellent 

31

Province of Siena / Siena

1 3 1 night min

  • 1 bedroom
  • Sleeps 3
  • 1 night min
  • Swimming pool
  • Ask owner if suitable for children
  • Pet friendly

 …see more

from £104 / night

£725 / week

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from £104 / night

(4) Excellent 

42

Province of Siena / Siena

2 5 2 nights min

  • 2 bedrooms
  • Sleeps 5
  • 2 nights min
  • Child friendly
  • Car not necessary
  • Pet friendly

 …see more

from £87 / night

£432 / week

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from £87 / night

(3) Excellent 

18

Apartment rental in Siena with shared pool

Province of Siena / Siena

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Nearest beach 95 km
  • Swimming pool
  • Child friendly
Beautiful Tuscan apartment with shared swimming pool, not far from Siena. It sleeps up to 4 guests. It is an ideal place for families to spend a relaxing holiday far from town noises, among the peace of the countrside.<br />A heaven of peace in the heart of the M  …see more

from £78 / night

£518 - £949 / week

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from £78 / night

(2) Excellent 

19

Holiday apartment in Siena

Province of Siena / Siena

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Nearest beach 95 km
  • Child friendly
  • Air conditioning
Staying here will make your holiday unique: wake up in the shadow of the majestic Torre del Mangia is a feeling that isn't easily forgotten.I would like an unforgettable vacation, so I've taken care of all the details of the apartment where I want to welcome g  …see more

from £250 / night

£1638 - £2156 / week

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from £250 / night

(12) Excellent 

17

Siena holiday home rental

Province of Siena / Siena

2 3 3 nights min

  • 2 bedrooms
  • Sleeps 3
  • 3 nights min
  • Nearest beach 95 km
  • Child friendly
  • Pet friendly
“A well appointed villa, convenient location and hospitable owner.” The villa is clean, has one very large bedroom and a smaller bedroom which is still adequate. The kitchen is functional with a small fridge , two ring electric hob, small electric oven  …see more

from £74 / night

£513 / week

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from £74 / night

(3) Very Good 

15

Siena holiday home rental

Province of Siena / Siena

1 3 3 nights min

  • 1 bedroom
  • Sleeps 3
  • 3 nights min
  • Nearest beach 80 km
  • Swimming pool
  • Child friendly
The apartment is located just 5 minutes drive from the walls surrounding the old town (10 min by bus) and its location also allows you to quickly reach the surroundings of the Sienese countryside. Supermarket and shops nearby.<br />Being a one bedroom apartment of  …see more

from £65 / night

£432 / week

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from £65 / night

(6) Very Good 

24

Farmhouse rental in Caprera

Siena / Caprera

3 6 5 nights min

  • 3 bedrooms
  • Sleeps 6
  • 5 nights min
  • Nearest beach 100 km
  • Child friendly
  • Air conditioning
Elegant Liberty farmhouse on the hills, in a quite village just ten minutes from Siena city centre. Stunning view toward the city steeples across the countryside. Olive groves and fields for walking and horse riding. Garden and farm yard for outdoor dining.  …see more

from £164 / night

£1078 / week

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from £164 / night

(3) Excellent 

22

Holiday villa rental

Province of Siena / Siena

3 5 Min stay varies

  • 3 bedrooms
  • Sleeps 5
  • Min stay varies
  • Nearest beach 100 km
  • Swimming pool
  • Child friendly
Centrum of city only 15 minutes by foot ! The villa was perfectly clean when we arrived. The kitchen is well equipped and fun to cook in.We highly recommend this property for those who are looking for a peaceful setting near all that Siena has to offer.  …see more

from £255 / night

£1078 - £2285 / week

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from £255 / night

17

Province of Siena / Siena

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Nearest beach 83 km
  • Swimming pool
  • Child friendly

 …see more

from £82 / night

£423 - £983 / week

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from £82 / night

(1) Very Good 

21

Province of Siena / Siena

2 5 3 nights min

  • 2 bedrooms
  • Sleeps 5
  • 3 nights min
  • Nearest beach 110 km
  • Swimming pool
  • Air conditioning

 …see more

from £138 / night

£960 / week

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from £138 / night

(1) Excellent 

39

Holiday apartment in Siena

Province of Siena / Siena

2 5 3 nights min

  • 2 bedrooms
  • Sleeps 5
  • 3 nights min
  • Child friendly
  • Car not necessary
Fully furnished country style apartment 5 minutes away from the historic Medieval city of Siena. Confortable and spacious living-room, private parking, WiF, shops close. 1 hour drive from main Tuscan attractions, Florence, S. Gimignano, Chianti Vineyard, Hill Towns.<  …see more

from £87 / night

£561 / week

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from £87 / night

(3) Excellent 

12

Farmhouse rental in Val di Merse

Siena / Val di Merse

1 4 1 night min

  • 1 bedroom
  • Sleeps 4
  • 1 night min
  • Child friendly
  • Air conditioning
  • Pet friendly
The property PODERE SORTOIANO dates back to the 14th century and for generations has been part of the property Santini, once farmers. The apartments, as well as the "hut" were once stables for livestock. It has now been restored by the Santini family with much  …see more

from £48 / night

£319 - £380 / week

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from £48 / night

19

Holiday studio in Siena

Province of Siena / Siena

Studio 4 3 nights min

  • Studio
  • Sleeps 4
  • 3 nights min
  • Child friendly
  • Air conditioning
Located on the hills of central Tuscany, at only 1,5 km from the walls of Siena, this charming holiday accommodation has been totally restored into 6 comfortable self-catering apartments with high quality furniture. All the holiday apartments have independent entrances  …see more

from £71 / night

£406 - £531 / week

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from £71 / night

(1) Excellent 

29

Holiday cottage in Siena

Province of Siena / Siena

3 8 2 nights min

  • 3 bedrooms
  • Sleeps 8
  • 2 nights min
  • Child friendly
  • Pet friendly
  • Private garden
Independent 2 family cottage located in the outskirts of Siena in an olive tree grove at 1km from: newsstand, coffee shop, food market, hair dresser, pastry shop, butcher, pizza restaurant, discount market, gas station, free parking lot, bus stops to down town, train s  …see more

from £130 / night

£863 - £1164 / week

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from £130 / night

(5) Very Good 

24

Holiday apartment rental

Siena / Val di Merse

3 7 Min stay varies

  • 3 bedrooms
  • Sleeps 7
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 70 km
  • Child friendly
Warm and welcoming, ten kilometres away from Siena, this apt is set in an ancient, XVth century villa, recently restored by a sensitive and art historically conscious architect & designer. The very best of the Tuscan tradition can be enjoyed here.<br />Ideal f  …see more

from £173 / night

£949 - £1207 / week

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from £173 / night

19

Siena / Gracciano di Colle Val d'Elsa

2 4 Min stay varies

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

 …see more

from £61 / night

£647 - £906 / week

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from £61 / night

(9) Very Good 

34

Holiday cottage in Siena

Province of Siena / Siena

1 2 4 nights min

  • 1 bedroom
  • Sleeps 2
  • 4 nights min
  • Beach / lakeside relaxation
  • Nearest beach 65 km
“Peaceful cottage in isolated location” Property although in an isolated location was fairly central for accessing all of the Tuscany region. All points requiring access were never any more than 1 hours drive away. Great base for touring. Property  …see more

from £87 / night

£604 - £664 / week

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from £87 / night

24

Monastero holiday farmhouse let

Siena / Monastero

1 4 5 nights min

  • 1 bedroom
  • Sleeps 4
  • 5 nights min
  • Nearest beach 100 km
  • Child friendly
  • Ask about pets
Romantic one bedroom apartment in Elegant Liberty country village close to Siena medieval city. Picturesque courtyard and garden for outdoor dining.  …see more

from £87 / night

£518 / week

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from £87 / night

(2) Excellent 

24

Holiday villa with swimming pool in Siena

Province of Siena / Siena

6 10 7 nights min

  • 6 bedrooms
  • Sleeps 10
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
Villa in Siena with SPA room and swimming pool at exclusive use.  …see more

from £234 / night

£1638 - £3447 / week

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from £234 / night

39

Holiday villa with swimming pool in Siena

Province of Siena / Siena

6 13 Min stay varies

  • 6 bedrooms
  • Sleeps 13
  • Min stay varies
  • Nearest beach 100 km
  • Swimming pool
  • Child friendly
JUST RELAX....YOUR VACATION IN TUSCANY BEGINS NOW!!! Our Villa will be YOUR HOME in Tuscany........... A HOLIDAY WITHOUT THOUGHTS!!! Charming old Villa with 500 years of history, only for your exclusive use, expertly restored offers all modern amenities and comfort enj  …see more

from £259 / night

£1811 - £4526 / week

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from £259 / night

24

Holiday villa with swimming pool in Siena

Province of Siena / Siena

2 5 7 nights min

  • 2 bedrooms
  • Sleeps 5
  • 7 nights min
  • Nearest beach 95 km
  • Swimming pool
  • Child friendly
A cypress tree lined road will lead you to Villino Siena and it represents a perfect introduction to this amazing Tuscany villa located just 15 minutes walking from Piazza del Campo, the very heart of Siena. From its privileged hilltop position it enjoys spectacular vie  …see more

from £136 / night

£949 - £2156 / week

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from £136 / night

(6) Very Good 

19

Holiday villa with swimming pool in Siena

Province of Siena / Siena

5 10 7 nights min

  • 5 bedrooms
  • Sleeps 10
  • 7 nights min
  • Nearest beach 105 km
  • Swimming pool
  • Child friendly
Villa Le Tolfe is so close to Siena you can almost touch it (only 3 kilometres away). With stunning views and beautiful antique gardens this villa is perfect for relaxed stress free holidays. The house is built on top of a hill covered with olive groves and vineyards.  …see more

from £154 / night

£1078 - £2147 / week

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from £154 / night