Holiday homes - Holiday rentals

Close

View larger map

Also consider

Coastal Cottages
222 properties
Apartments Sardinia
478 properties
Apartments Tuscany
3181 properties
Apartments Lake Garda Area
103 properties
Apartments Lake Como Area
494 properties
Apartments Sicily
634 properties
Caprera
16 properties
Val di Merse
10 properties
Iesa
8 properties
Gracciano di Colle Val d'Elsa
5 properties
Isola d'Arbia
5 properties
Payment Protection
To book this holiday home you need to pay through the Holiday Lettings website. We can’t protect your payment if you don’t pay through us. Learn more

68 Holiday homes

Filters applied: Shared garden (68)

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

(3) Very Good 

1 / 15

Apartment in Tuscan cottage in Siena, lovely swimming poool and garden space - Siena house sleeps 3

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 £65 / night

£428 / week

Book Book View

from £65 / night

1 / 6

Province of Siena / Siena

1 3 2 nights min stay

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

from £112 / night

£513 / week

Book Book View

from £112 / night

1 / 6

Apartment "IL MANGIA" in Siena - Siena apartment sleeps 2

Province of Siena / Siena

1 2 2 nights min stay

  • 1 bedroom
  • Sleeps 2
  • 2 nights min stay
Key info: Child friendly ; Car not necessary; Air conditioning;
This cosy and refined two roomed unit (40 sqm) takes its name from the Tower which dominates Siena's main square “il Campo”. The apartment is located on the 2nd floor of my historical palace (a a splendid aristocratic Villa from the first part of the C17th - just  …see more

from £95 / night

£599 - £642 / week

Book Book View

from £95 / night

1 / 15

FRANTOIO - Siena farmhouse sleeps 6

Province of Siena / Siena

3 6 1 night min stay

  • 3 bedrooms
  • Sleeps 6
  • 1 night min stay
Key info: Swimming pool; Child friendly ; Car advised;
APARTMENTS AND HOLIDAY HOUSES IN SIENA IN TUSCANYVilla Agostoli is a residential complex of apartments for holidays in Siena in Tuscany. The holiday houses of Villa Agostoli are located in the countryside right outside Siena and they are so close to the city that they c  …see more

from £171 / night

£1197 / week

Book Book View

from £171 / night

1 / 11

Province of Siena / Siena

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
Key info: Swimming pool; Suitable for children age 5+; Car advised;
 …see more

Pricing unknown

Book Book View

Pricing unknown

(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 £60 / night

£385 - £471 / week

Book Book View

from £60 / night

(1) Excellent 

1 / 13

Province of Siena / Siena

1 2 1 night min stay

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

from £60 / night

£385 / week

Book Book View

from £60 / night

1 / 20

Province of Siena / Siena

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
Key info: Suitable for children age 5+; Car advised; Ask about pets;
 …see more

from £65 / night

£449 / week

Book Book View

from £65 / 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 £85 / night

£593 / week

Book Book View

from £85 / 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 £77 / night

£385 / week

Book Book View

from £77 / night

(1) Very Good 

1 / 10

apartment "Il Campo" in Siena - Siena apartment sleeps 4

Province of Siena / Siena

3 4 2 nights min stay

  • 3 bedrooms
  • Sleeps 4
  • 2 nights min stay
Key info: Child friendly ; Air conditioning; Ask about pets;
The theme of this apartment (65sqm) is the incomparable main square of Siena, "Piazza del Campo". Situated on the 2nd floor of my historical Villa, a a splendid aristocratic building from the first part of the C17th - just 1.6 km from the pedestrian historical centre o  …see more

from £124 / night

£812 / week

Book Book View

from £124 / night

1 / 15

Province of Siena / Siena

2 4 1 night min stay

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

from £60 / night

£770 - £1189 / week

Book Book View

from £60 / night

1 / 17

TINAIA - Siena apartment sleeps 6

Province of Siena / Siena

3 6 1 night min stay

  • 3 bedrooms
  • Sleeps 6
  • 1 night min stay
Key info: Swimming pool; Child friendly ; Car advised;
APARTMENTS AND HOLIDAY HOUSES IN SIENA IN TUSCANYVilla Agostoli is a residential complex of apartments for holidays in Siena in Tuscany. The holiday houses of Villa Agostoli are located in the countryside right outside Siena and they are so close to the city that they c  …see more

from £171 / night

£1197 / week

Book Book View

from £171 / night

1 / 9

Province of Siena / Siena

2 4 2 nights min stay

  • 2 bedrooms
  • Sleeps 4
  • 2 nights min stay
Key info: Child friendly ; Air conditioning; No pets allowed;
 …see more

from £103 / night

£428 / week

Book Book View

from £103 / night

(30) Excellent 

1 / 24

SORTOIANO apartaments in historic Tuscan property - Val di Merse apartment sleeps 5

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 £39 / night

£240 - £300 / week

Book Book View

from £39 / 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 £73 / night

£342 / week

Book Book View

from £73 / 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 £103 / night

£718 / week

Book Book View

from £103 / night

1 / 24

Villa Caprera. Tinaio - Monastero farmhouse sleeps 4

Siena / Monastero

1 4 5 nights min stay

  • 1 bedroom
  • Sleeps 4
  • 5 nights min stay
Key info: Nearest beach 100 km; Child friendly ; Car advised;
A stylish loft made from a converted stable and a cellar in a countryside village close to Siena, surrounded by olive groves and fields; ideal for visitors looking for a quite and romantic lodge. The farmhouse is part of a unique Liberty village built by Garibaldi'  …see more

from £86 / night

£513 / week

Book Book View

from £86 / night

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 £82 / night

£556 / week

Book Book View

from £82 / night

1 / 13

SERRA - Siena apartment sleeps 4

Province of Siena / Siena

2 4 1 night min stay

  • 2 bedrooms
  • Sleeps 4
  • 1 night min stay
Key info: Swimming pool; Child friendly ; Car advised;
APARTMENTS AND HOLIDAY HOUSES IN SIENA IN TUSCANYVilla Agostoli is a residential complex of apartments for holidays in Siena in Tuscany. The holiday houses of Villa Agostoli are located in the countryside right outside Siena and they are so close to the city that they c  …see more

from £120 / night

£838 / week

Book Book View

from £120 / 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 £86 / night

£599 / week

Book Book View

from £86 / night

(4) Excellent 

1 / 31

Province of Siena / Siena

2 3 1 night min stay

  • 2 bedrooms
  • Sleeps 3
  • 1 night min stay
Key info: Swimming pool; Ask owner if suitable for children; Pet friendly;
 …see more

from £103 / night

£718 - £983 / week

Book Book View

from £103 / night

(1) Excellent 

1 / 10

Province of Siena / Siena

1 2 1 night min stay

  • 1 bedroom
  • Sleeps 2
  • 1 night min stay
Key info: Child friendly ; Air conditioning; No pets allowed;
 …see more

from £95 / night

£513 / week

Book Book View

from £95 / night

1 / 14

Apartment with pool in Siena - San Fabiano Castle - Siena apartment sleeps 7

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 £411 / night

£2821 / week

Book Book View

from £411 / night

1 / 24

Luxury renovated Tuscan holiday apartment rental i - Val di Merse apartment sleeps 14

Siena / Val di Merse

6 14 Min stay varies

  • 6 bedrooms
  • Sleeps 14
  • Min stay varies
Key info: Beach / lakeside relaxation; Nearest beach 70 km; Child friendly ;
The antique spaces have been reinvigorated, made more comfortable and personalized whilst using traditional local materials, rough stone, terra cotta, wrought iron, wood. There are six complete and elegant, well-appointed apartments, complete with stylish fitted bathroo  …see more

from £257 / night

£1710 - £2052 / week

Book Book View

from £257 / night

1 / 9

Province of Siena / Siena

2 4 1 night min stay

  • 2 bedrooms
  • Sleeps 4
  • 1 night min stay
Key info: Swimming pool; Child friendly ; Air conditioning;
 …see more

from £112 / night

£556 / week

Book Book View

from £112 / 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 £385 / night

£2351 / week

Book Book View

from £385 / 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 £86 / night

£428 / week

Book Book View

from £86 / 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 £112 / night

£642 / week

Book Book View

from £112 / night

(2) Very Good 

1 / 26

Apartment in Historic Farmhouse with pool - Siena apartment sleeps 4

Province of Siena / Siena

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
Key info: Nearest beach 80 km; Swimming pool; Child friendly ;
The apartment (80m2) is on two floors. The entrance is on the ground floor through a glassdoor. The main room include a living area with a double sofa bed, a fully equipped kitchen and dining table, all renewed on January 2014. The bathroom is equipped with shower cabin  …see more

from £95 / night

£565 - £830 / week

Book Book View

from £95 / night

(12) Excellent 

1 / 17

La Stalla di San Lazzero, adorable house in Siena - Siena house sleeps 3

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 £73 / night

£509 / week

Book Book View

from £73 / night

1 / 41

Province of Siena / Siena

3 5 Min stay varies

  • 3 bedrooms
  • Sleeps 5
  • Min stay varies
Key info: Swimming pool; Child friendly ; Ask about pets;
 …see more

Pricing unknown

Book Book View

Pricing unknown

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 £49 / night

£338 - £350 / week

Book Book View

from £49 / night

(3) Excellent 

1 / 23

Renovated antique apartment in Tuscan countryside - Val di Merse apartment sleeps 5

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 £103 / night

£684 - £855 / week

Book Book View

from £103 / night

(2) Excellent 

1 / 11

Apartment "Foriporta" in Siena - Siena apartment sleeps 4

Province of Siena / Siena

1 4 2 nights min stay

  • 1 bedroom
  • Sleeps 4
  • 2 nights min stay
Key info: Child friendly ; Car not necessary; Air conditioning;
A spacious and luminous two roomed unit (55sqm) in Siena. The apartment is situated on the 1st floor of my historical palace (a splendid aristocratic Villa from the first part of the C17th - just 1.6 km from the pedestrian historical centre of Siena) and can accommodat  …see more

from £112 / night

£727 - £770 / week

Book Book View

from £112 / night

1 / 13

Casa di Poldi - Val di Merse cottage sleeps 5

Siena / Val di Merse

2 5 Min stay varies

  • 2 bedrooms
  • Sleeps 5
  • Min stay varies
Key info: Beach / lakeside relaxation; Nearest beach 48 km; Suitable for children age 5+;
A country house with the best view over Tuscany at the edge of a village (Chiusdino). The facade was left in the original style. The apartment is located on the ground floor and is furnished stylishly with beautiful old furniture. The apartment offers a living area of 7  …see more

Pricing unknown

Book Book View

Pricing unknown

1 / 26

LIMONAIA - Siena villa sleeps 5

Province of Siena / Siena

3 5 1 night min stay

  • 3 bedrooms
  • Sleeps 5
  • 1 night min stay
Key info: Swimming pool; Child friendly ; Car advised;
APARTMENTS AND HOLIDAY HOUSES IN SIENA IN TUSCANYVilla Agostoli is a residential complex of apartments for holidays in Siena in Tuscany. The holiday houses of Villa Agostoli are located in the countryside right outside Siena and they are so close to the city that they c  …see more

from £171 / night

£1283 / week

Book Book View

from £171 / night

1 / 30

OLIVETA - Siena apartment sleeps 8

Province of Siena / Siena

4 8 1 night min stay

  • 4 bedrooms
  • Sleeps 8
  • 1 night min stay
Key info: Swimming pool; Child friendly ; Car advised;
APARTMENTS AND HOLIDAY HOUSES IN SIENA IN TUSCANYVilla Agostoli is a residential complex of apartments for holidays in Siena in Tuscany. The holiday houses of Villa Agostoli are located in the countryside right outside Siena and they are so close to the city that they c  …see more

from £201 / night

£1283 / week

Book Book View

from £201 / night

1 / 49

Province of Siena / Siena

6 10 2 nights min stay

  • 6 bedrooms
  • Sleeps 10
  • 2 nights min stay
Key info: Nearest beach 70 km; Child friendly ; Car advised;
 …see more

from £189 / night

£1069 / week

Book Book View

from £189 / 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 £95 / night

£565 - £770 / week

Book Book View

from £95 / 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

Don’t let an old browser slow down your holiday

Your browser is out of date and might not work well with our website. Download the latest version to speed up your hunt for the perfect holiday home.

Just click on the icons to get to the download page