Horse riding holiday villas and apartments Siena | Holiday Lettings

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109 Holiday homes

Filters applied: Horse riding (109)

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

(1) Excellent 

1 / 14

Apartment in the historic city center of Siena

Province of Siena / Siena

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
Key info: Nearest beach 70 km; Child friendly ; Ask about pets;
This bright and modern apartment totally renovated by just one year, is situated in the charming historic centre of Siena.The apartment is part of a palace complex with other apartments and is located on the ground floor and consists of two floors.The apartment is so co  …see more

from £83 / night

£566 / week

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from £83 / night

(3) Very Good 

1 / 15

Apartment in Tuscan cottage in Siena, lovely swimming poool and garden space

Province of Siena / Siena

1 3 3 nights min stay

  • 1 bedroom
  • Sleeps 3
  • 3 nights min stay
Key info: Nearest beach 80 km; Swimming pool; Child friendly ;
The apartment is part of a family cottage. Outside you can enjoy a large garden, a swimming pool, with the use of sun beds and sun umbrellas, outdoor table suitable for outdoor dining and barbecue. We offer additional services such as parking, washing machine, stove, re  …see more

from £66 / night

£435 / week

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from £66 / night

(30) Excellent 

1 / 24

SORTOIANO apartaments in historic Tuscan property

Siena / Val di Merse

2 5 1 night min stay

  • 2 bedrooms
  • Sleeps 5
  • 1 night min stay
Key info: Nearest beach 60 km; Child friendly ; Car essential;
OFFER IN JULY !!! FURTHER AVAILABILITY DESPITE THE BOOKING CALENDAR! PLEASE, LET'S CONTACT US! The property dates back to the 14th century and for generations has been part of the property Santini, once farmers. The apartments were once stables for livestock. It has  …see more

from £40 / night

£244 - £305 / week

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from £40 / night

(12) Excellent 

1 / 17

La Stalla di San Lazzero, adorable house in Siena

Province of Siena / Siena

2 3 3 nights min stay

  • 2 bedrooms
  • Sleeps 3
  • 3 nights min stay
Key info: Nearest beach 95 km; Child friendly ; Car advised;
The "Stalla di San Lazzero", adorable country house a few steps from Siena center, is the perfect starting point to discover Tuscany! The house is spacious with high ceilings, large windows, a lovely garden and a beautiful view of the countryside. One large queen size  …see more

from £74 / night

£518 / week

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from £74 / night

(4) Excellent 

1 / 42

Province of Siena / Siena

2 5 2 nights min stay

  • 2 bedrooms
  • Sleeps 5
  • 2 nights min stay
Key info: Child friendly ; Car not necessary; Pet friendly;
 …see more

from £87 / night

£435 / week

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from £87 / night

(2) Very Good 

1 / 12

Siena / Cerchiaia

1 3 Min stay varies

  • 1 bedroom
  • Sleeps 3
  • Min stay varies
Key info: Child friendly ; Car advised; No pets allowed;
 …see more

from £61 / night

£305 / week

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from £61 / night

(3) Excellent 

1 / 31

Stunning views at Siena's doorstep - Free WiFi

Siena / Costalpino

3 6 3 nights min stay

  • 3 bedrooms
  • Sleeps 6
  • 3 nights min stay
Key info: Child friendly ; Car advised; No pets allowed;
This beautifully renovated rustic villa is only 10 minutes' drive from the heart of Siena. Built in the 1500's, Belvedere (beautiful view) is situated on a remote hilltop with breathtaking views of the Tuscan countryside with vineyards and olive trees in the i  …see more

from £217 / night

£1392 - £1566 / week

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from £217 / night

(2) Excellent 

1 / 21

Stunning Siena villa with 5 bedrooms, amazing priv

Province of Siena / Siena

5 10 7 nights min stay

  • 5 bedrooms
  • Sleeps 10
  • 7 nights min stay
Key info: Nearest beach 100 km; Swimming pool; Child friendly ;
Immersed in the green countryside on the outskirts of Siena, Villa Palio offers all the quiet of its natural setting just a stone throw from the very center of the town of Siena. The villa has been restored in the last years and the result is an elegant accommodation w  …see more

from £181 / night

£1261 - £2087 / week

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from £181 / night

(1) Excellent 

1 / 22

Villa Amedeo - Giotto - Val di Merse apartment sleeps 2

Siena / Val di Merse

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
Key info: Beach / lakeside relaxation; Nearest beach 70 km; Child friendly ;
The antique spaces of the apartment have been reinvigorated, made more comfortable and personalized whilst using traditional local materials, rough stone, terracotta, wrought iron, wood.Giotto is one of six complete and elegant, well-appointed apartments, complete with  …see more

from £61 / night

£392 - £479 / week

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from £61 / night

1 / 22

Province of Siena / Siena

1 2 3 nights min stay

  • 1 bedroom
  • Sleeps 2
  • 3 nights min stay
Key info: Nearest beach 120 km; Swimming pool; Not suitable for children;
 …see more

from £87 / night

£603 / week

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from £87 / night

1 / 31

Province of Siena / Siena

1 3 1 night min stay

  • 1 bedroom
  • Sleeps 3
  • 1 night min stay
Key info: Ask owner if suitable for children; Ask about pets; Private garden;
 …see more

from £105 / night

£731 / week

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from £105 / night

1 / 49

Province of Siena / Siena

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
Key info: Child friendly ; Ask about pets;
 …see more

Pricing unknown

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Pricing unknown

(4) Excellent 

1 / 19

Gorgeous 5 bedroom villa in Siena, Tuscany boasts

Province of Siena / Siena

5 10 7 nights min stay

  • 5 bedrooms
  • Sleeps 10
  • 7 nights min stay
Key info: 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 £156 / night

£1087 - £2166 / week

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from £156 / night

(1) Excellent 

1 / 20

Villa Caprera Suite Le Camelie - Caprera apartment sleeps 2

Siena / Caprera

1 2 5 nights min stay

  • 1 bedroom
  • Sleeps 2
  • 5 nights min stay
Key info: Nearest beach 100 km; Child friendly ; Car advised;
Caprera is an elegant village in Liberty Style built at the end of 19th Century. The place has retained its original charm, still offers all modern comforts and facilities; Ideally located for visiting Siena and its countryside, the Chianti area, the 'crete senesi&  …see more

from £79 / night

£392 / week

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from £79 / night

1 / 45

Province of Siena / Siena

2 3 Min stay varies

  • 2 bedrooms
  • Sleeps 3
  • Min stay varies
Key info: Child friendly ; Ask about pets;
 …see more

Pricing unknown

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Pricing unknown

(3) Excellent 

1 / 23

Renovated antique apartment in Tuscan countryside

Siena / Val di Merse

2 5 Min stay varies

  • 2 bedrooms
  • Sleeps 5
  • Min stay varies
Key info: Beach / lakeside relaxation; Nearest beach 70 km; Child friendly ;
The antique apartment have been reinvigorated, made more comfortable and personalized whilst using traditional local materials, rough stone, terracotta, wrought iron, wood.This elegant, well-appointed apartment is complete with stylish fitted bathroom and kitchen.It has  …see more

from £105 / night

£696 - £870 / week

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from £105 / night

1 / 12

private room for a family holiday - Siena private room sleeps 3

Province of Siena / Siena

1 3 2 nights min stay

  • 1 bedroom
  • Sleeps 3
  • 2 nights min stay
Key info: Nearest beach 75 km; Child friendly ; Car not necessary;
The apartment is very large, equipped with all comforts and a private garden, is situated in the North of Siena, just minutes from downtown and the famous Sienese countryside. In the home there is only the owning family that offers a large and comfortable double room wi  …see more

from £57 / night

£340 / week

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from £57 / night

(5) Excellent 

1 / 56

Villa di Geggiano - Siena guest house sleeps 4

Province of Siena / Siena

2 4 2 nights min stay

  • 2 bedrooms
  • Sleeps 4
  • 2 nights min stay
Key info: Nearest beach 60 km; Child friendly ; Car advised;
One of the original, charming and elegant garden pavilions, situated within the garden of Villa di Geggiano, has recently been renovated into two luxury suites which have now been opened to guests for reservation. The Pavilion has a total capacity of 4 persons but it  …see more

from £392 / night

£2392 / week

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from £392 / night

1 / 11

Province of Siena / Siena

1 4 2 nights min stay

  • 1 bedroom
  • Sleeps 4
  • 2 nights min stay
Key info: Nearest beach 70 km; Child friendly ; Car essential;
 …see more

from £114 / night

£653 / week

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from £114 / night

1 / 29

Siena holiday apartment rental - Siena apartment sleeps 2

Province of Siena / Siena

1 2 3 nights min stay

  • 1 bedroom
  • Sleeps 2
  • 3 nights min stay
Key info: Child friendly ; Air conditioning; Ask about pets;
Located just outside the walls of the historical center, with a 900 square meters private garden and a 30000 square meters private park, 7 minutes walk from Piazza del Campo, 3 minutes walk from Piazza San Francesco, this charming holiday accommodation has been totally  …see more

from £92 / night

£457 / week

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from £92 / night

(7) Very Good 

1 / 34

Private, elegant zen cottage, 10 min. from Siena

Province of Siena / Siena

1 2 4 nights min stay

  • 1 bedroom
  • Sleeps 2
  • 4 nights min stay
Key info: Beach / lakeside relaxation; Nearest beach 65 km; Not suitable for children;
Private, elegant zen cottage (10 minutes from Siena) in the valley between the villages of Torri and Stigliano. The property is fully renewed and furnished and it includes 4000 square meters of garden and fruit trees. It is accessible from its own private road. Val di M  …see more

from £96 / night

£670 / week

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from £96 / night

1 / 27

Province of Siena / Siena

3 5 3 nights min stay

  • 3 bedrooms
  • Sleeps 5
  • 3 nights min stay
Key info: Child friendly ; Air conditioning; No pets allowed;
 …see more

from £53 / night

£366 - £731 / week

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from £53 / night

(14) Very Good 

1 / 27

The Perfect Base For Your Tuscan Adventure

Siena / Sant Andrea a Montecchio

2 4 5 nights min stay

  • 2 bedrooms
  • Sleeps 4
  • 5 nights min stay
Key info: Nearest beach 120 km; Child friendly ; Car not necessary;
Located in the quiet countryside 5 km south of the beautiful medieval city of Siena, the Sant'Andrea apartment is part of a fully restored 15th century monastery.Only 5 minutes from the superstrada linking Siena to Florence and the Grosseto beaches, this residence is an  …see more

from £61 / night

£435 / week

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from £61 / night

1 / 15

Siena / Caprera

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
Key info: Nearest beach 93 km; Not suitable for children; Car not necessary;
 …see more

Pricing unknown

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Pricing unknown

1 / 11

Province of Siena / Siena

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
Key info: Nearest beach 81 km; Swimming pool; Not suitable for children;
 …see more

from £83 / night

£566 / week

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from £83 / night

1 / 9

Villa Siena 2-4 persons - Siena apartment sleeps 4

Province of Siena / Siena

3 4 Min stay varies

  • 3 bedrooms
  • Sleeps 4
  • Min stay varies
Key info: Swimming pool; Child friendly ; Car not necessary;
The Villa is situated in a splendid 18th century mansion, with typical Sienese architecture. The property position is ideal because one reaches the Chianti region in a few minutes or can enjoy the culture and convenience of the city of Siena (6 km away).The mansion is s  …see more

from £157 / night

£853 - £1592 / week

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from £157 / night

1 / 27

Flat city center Siena close to Piazza del Campo

Province of Siena / Siena

2 4 3 nights min stay

  • 2 bedrooms
  • Sleeps 4
  • 3 nights min stay
Key info: Nearest beach 96 km; Suitable for children age 5+; Car not necessary;
This cosy two bedroom apartment is located in the historic city center of Siena (inside the city walls) approximately 300 meters distant from „Piazza del Campo“. The apartment is on the third floor of a small typical, ancient Sienese town house built in the 16th  …see more

from £74 / night

£479 - £798 / week

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from £74 / night

1 / 14

Apartment with pool in Siena - San Fabiano Castle

Province of Siena / Siena

3 7 6 nights min stay

  • 3 bedrooms
  • Sleeps 7
  • 6 nights min stay
Key info: Swimming pool; Suitable for children age 5+; Ask about pets;
The Apartment is located on the 2nd floor of the San Fabiano Castle and comes with 3 bedrooms, a fully equipped kitchen/dining room, and an elegant living room. Each room has a private bathroom whit shower (one has a bath tub).Internet WiFi connection is available in al  …see more

from £418 / night

£2870 / week

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from £418 / night

(1) Excellent 

1 / 39

Live Beautifully Five Minutes From Siena

Province of Siena / Siena

2 5 3 nights min stay

  • 2 bedrooms
  • Sleeps 5
  • 3 nights min stay
Key info: Child friendly ; Car not necessary; No pets allowed;
Maison CostalpinoThe Maison Costalpino is a fully renovated historical residence 5 minutes driving from Siena city center in the tiny charming village of Costalpino. The Maison has an interesting, colourful history going back over two centuries. During the 19th century  …see more

from £87 / night

£566 / week

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from £87 / night

(1) Very Good 

1 / 21

Province of Siena / Siena

2 5 3 nights min stay

  • 2 bedrooms
  • Sleeps 5
  • 3 nights min stay
Key info: Nearest beach 110 km; Swimming pool; Not suitable for children;
 …see more

from £139 / night

£968 / week

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from £139 / night

(1) Excellent 

1 / 24

Restored Barn - country home - Siena barn sleeps 3

Province of Siena / Siena

1 3 Min stay varies

  • 1 bedroom
  • Sleeps 3
  • Min stay varies
Key info: Nearest beach 80 km; Swimming pool; Child friendly ;
Splendid 18th century mansion with typical Sienese architecture. It is situated next to the historical village of Basciano. The house position is ideal because one reaches the Chianti region in a few minutes or can enjoy the culture and convenience of the city of Siena.  …see more

from £96 / night

£574 - £879 / week

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from £96 / night

1 / 15

Province of Siena / Siena

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
Key info: Nearest beach 81 km; Not suitable for children; Car advised;
 …see more

from £87 / night

£609 / week

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from £87 / night

(1) Excellent 

1 / 16

Province of Siena / Siena

2 4 2 nights min stay

  • 2 bedrooms
  • Sleeps 4
  • 2 nights min stay
Key info: Child friendly ; Air conditioning; Ask about pets;
 …see more

from £253 / night

£1731 - £2087 / week

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from £253 / night

1 / 31

Siena / Val di Merse

1 2 2 nights min stay

  • 1 bedroom
  • Sleeps 2
  • 2 nights min stay
Key info: Nearest beach 50 km; Ask owner if suitable for children; Car advised;
 …see more

from £50 / night

£344 - £356 / week

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from £50 / night

1 / 19

Siena apartments - Siena studio sleeps 4

Province of Siena / Siena

Studio 4 3 nights min stay

  • Studio
  • Sleeps 4
  • 3 nights min stay
Key info: Child friendly ; Air conditioning; No pets allowed;
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 £72 / night

£400 - £514 / week

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from £72 / night

1 / 24

APPARTAMENTO SOLANGE SIENA - Siena apartment sleeps 9

Province of Siena / Siena

3 9 Min stay varies

  • 3 bedrooms
  • Sleeps 9
  • Min stay varies
Key info: Child friendly ; Car advised; Pet friendly;
Historical, completely restored very central (10 meters from Piazza del Campo, 15 from Piazza del Duomo), ground-floor apartment, consisting of: 1 quadruple room with crib opening into private garden 1 double room 1 triple room 2 bathrooms 1 of which ensuite with the  …see more

from £131 / night

£870 / week

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from £131 / night

(1) Very Good 

1 / 16

Province of Siena / Siena

1 4 2 nights min stay

  • 1 bedroom
  • Sleeps 4
  • 2 nights min stay
Key info: Child friendly ; Pet friendly;
 …see more

from £61 / night

£305 / week

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from £61 / night

1 / 39

Province of Siena / Siena

2 4 2 nights min stay

  • 2 bedrooms
  • Sleeps 4
  • 2 nights min stay
Key info: Child friendly ; Pet friendly;
 …see more

from £74 / night

£348 / week

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from £74 / night

1 / 47

Province of Siena / Siena

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
Key info: Child friendly ; Ask about pets;
 …see more

Pricing unknown

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Pricing unknown

1 / 26

Province of Siena / Siena

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
Key info: Nearest beach 150 km; Swimming pool; Not suitable for children;
 …see more

from £174 / night

£696 - £1131 / week

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from £174 / night

Top Destination reviews

La Stalla di San Lazzero, adorable house in Siena
What a wonderful stay! We highly recommend this house!

We instinctively felt in love with Leonardo's house the moment we arrived! The description we received from Leonardo how to get to the house was perfect and we immediately found the correct way (thank you!). Leonardo greeted us warmly and showed u … see more

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