Villas in Siena and Apartments - Holiday Lettings - Holiday Rentals Siena

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4,365 Holiday homes

(1) Very Good 

20

Siena holiday apartment rental

Province of Siena / Siena

2 4 1 night min

  • 2 bedrooms
  • sleeps 4
  • 1 night min
  • Child friendly
  • Car not necessary
  • Pet friendly

from £70 / night

£439 - £685 / week

Book View

Responds fast!
avg. 1 hour 26 minutes

from £70 / 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
  • Pet friendly

from £93 / night

£583 - £749 / week

Book View

from £93 / night

(4) Excellent 

39

Holiday villa with swimming pool in Siena

Province of Siena / Siena

3 7 7 nights min

  • 3 bedrooms
  • sleeps 7
  • 7 nights min
  • Nearest beach 100 km
  • Swimming pool
  • Child friendly

from £112 / night

£784 - £2,211 / week

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from £112 / night

(15) 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

from £75 / night

£525 / week

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from £75 / night

(9) Excellent 

25

Apartment rental in Siena

Province of Siena / Siena

2 6 min stay varies

  • 2 bedrooms
  • sleeps 6
  • min stay varies
  • Nearest beach 100 km
  • Child friendly

from £62 / night

£397 - £599 / week

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from £62 / night

(2) Excellent 

43

Holiday villa rental

Siena / Val di Merse

6 11 7 nights min

  • 6 bedrooms
  • sleeps 11
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Ask about pets

from £145 / night

£738 - £2,029 / week

Book View

from £145 / night

(14) Very Good 

31

Townhouse rental in Siena with shared pool

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

from £106 / night

£740 / week

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from £106 / night

(23) Very Good 

Certificate of Excellence

51

Holiday cottage in Siena

Province of Siena / Siena

1 2 2 nights min

  • 1 bedroom
  • sleeps 2
  • 2 nights min
  • Beach / lakeside relaxation
  • Nearest beach 65 km
  • Air conditioning

Certificate of Excellence

from £80 / night

£555 / week

Book View

Responds fast!
avg. 3 hours 17 minutes

from £80 / night

(11) Very Good 

18

Condo rental in Siena

Province of Siena / Siena

1 4 min stay varies

  • 1 bedroom
  • sleeps 4
  • min stay varies
  • Nearest beach 95 km
  • Child friendly
  • Car not necessary

from £84 / night

£571 - £817 / week

Book View

from £84 / night

(4) Excellent 

30

Holiday apartment in Siena

Province of Siena / Siena

2 4 3 nights min

  • 2 bedrooms
  • sleeps 4
  • 3 nights min
  • Nearest beach 60 km
  • Child friendly
  • Car not necessary

from £73 / night

£413 - £635 / week

Book View

from £73 / night

(4) Excellent 

23

Townhouse rental in Siena

Province of Siena / Siena

2 4 1 night min

  • 2 bedrooms
  • sleeps 4
  • 1 night min
  • Child friendly
  • Ask about pets
  • Private garden

from £79 / night

£554 / week

Book View

from £79 / night

(4) Excellent 

20

Siena holiday townhouse accommodation

Province of Siena / Siena

1 2 7 nights min

  • 1 bedroom
  • sleeps 2
  • 7 nights min
  • Swimming pool
  • Private garden

from £61 / night

£423 / week

Book View

from £61 / night

(8) Excellent 

29

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

from £260 / night

£1,101 - £1,850 / week

Book View

Responds fast!
avg. 1 hour 33 minutes

from £260 / night

(8) 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

from £79 / night

£527 - £1,054 / week

Book View

from £79 / night

14

Holiday villa with swimming pool in Siena

Province of Siena / Siena

5 9 min stay varies

  • 5 bedrooms
  • sleeps 9
  • min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

from £141 / night

£1,933 / week

Book View

from £141 / night

(18) Very Good 

Certificate of Excellence

18

Apartment rental in Siena

Province of Siena / Siena

1 4 5 nights min

  • 1 bedroom
  • sleeps 4
  • 5 nights min
  • Nearest beach 105 km
  • Swimming pool
  • Car not necessary

Certificate of Excellence

from £88 / night

£985 / week

Book View

Responds fast!
avg. 2 hours 49 minutes

from £88 / night

(1) Excellent 

7

Holiday apartment in Siena

Province of Siena / Siena

2 4 3 nights min

  • 2 bedrooms
  • sleeps 4
  • 3 nights min
  • Nearest beach 60 km
  • Child friendly
  • Ask about pets

from £71 / night

£484 - £729 / week

Book View

from £71 / night

(1) Very Good 

17

Siena holiday apartment rental

Province of Siena / Siena

1 4 2 nights min

  • 1 bedroom
  • sleeps 4
  • 2 nights min
  • Child friendly
  • Car not necessary
  • Ask about pets

from £80 / night

£397 / week

Book View

from £80 / night

(4) 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

from £397 / night

£2,026 - £3,876 / week

Book View

from £397 / night

(5) Very Good 

27

Apartment rental in Siena

Province of Siena / Siena

2 4 3 nights min

  • 2 bedrooms
  • sleeps 4
  • 3 nights min
  • Nearest beach 96 km
  • Suitable for children age 5+
  • Car not necessary

from £70 / night

£441 - £987 / week

Book View

from £70 / night

12

Holiday private room with golf nearby in Siena

Province of Siena / Siena

1 3 2 nights min

  • 1 bedroom
  • sleeps 3
  • 2 nights min
  • Nearest beach 75 km
  • Child friendly
  • Car not necessary

from £57 / night

£343 / week

Book View

from £57 / night

(2) Excellent 

44

Siena holiday apartment rental

Province of Siena / Siena

1 2 min stay varies

  • 1 bedroom
  • sleeps 2
  • min stay varies
  • Child friendly
  • Air conditioning
  • Pet friendly

from £44 / night

£303 / week

Book View

from £44 / night

(6) Excellent 

35

Home rental in Siena

Province of Siena / Siena

3 7 1 night min

  • 3 bedrooms
  • sleeps 7
  • 1 night min
  • Nearest beach 110 km
  • Child friendly
  • Air conditioning

from £132 / night

£870 / week

Book View

Responds fast!
avg. 2 hours 39 minutes

from £132 / night

(3) Very Good 

10

Siena holiday home rental

Province of Siena / Siena

3 6 min stay varies

  • 3 bedrooms
  • sleeps 6
  • min stay varies
  • Child friendly
  • Private garden

from £87 / night

£605 / week

Book View

from £87 / night

13

Holiday b&b in Siena

Province of Siena / Siena

4 2 1 night min

  • 4 bedrooms
  • sleeps 2
  • 1 night min
  • Child friendly
  • Air conditioning
  • Private garden

from £53 / night

£352 / week

Book View

Responds fast!
avg. 2 hours 35 minutes

from £53 / night

17

Holiday apartment in Siena

Province of Siena / Siena

2 4 2 nights min

  • 2 bedrooms
  • sleeps 4
  • 2 nights min
  • Child friendly
  • Ask about pets

from £84 / night

£520 / week

Book View

Responds fast!
avg. 3 hours 22 minutes

from £84 / night

(1) Excellent 

13

Apartment rental in Siena

Province of Siena / Siena

1 4 min stay varies

  • 1 bedroom
  • sleeps 4
  • min stay varies
  • Child friendly
  • Car not necessary
  • Air conditioning

from £49 / night

£340 / week

Book View

from £49 / night

(9) Excellent 

Certificate of Excellence

16

Holiday apartment with swimming pool in Siena

Province of Siena / Siena

1 4 3 nights min

  • 1 bedroom
  • sleeps 4
  • 3 nights min
  • Nearest beach 83 km
  • Swimming pool
  • Child friendly

Certificate of Excellence

from £80 / night

£422 - £572 / week

Book View

Responds fast!
avg. 2 hours 28 minutes

from £80 / night

(51) Excellent 

111

Holiday villa in Siena

Province of Siena / Siena

5 12 min stay varies

  • 5 bedrooms
  • sleeps 12
  • min stay varies
  • Nearest beach 90 km
  • Swimming pool
  • Child friendly

from £352 / night

£1,406 - £4,656 / week

Book View

Responds fast!
avg. 2 hours 40 minutes

from £352 / night

(33) Excellent 

Certificate of Excellence

18

Holiday apartment in Siena

Province of Siena / Siena

2 5 min stay varies

  • 2 bedrooms
  • sleeps 5
  • min stay varies
  • Child friendly
  • Car not necessary

Certificate of Excellence

from £131 / night

£825 - £1,826 / week

Book View

Responds fast!
avg. 2 hours 17 minutes

from £131 / night

12

Holiday apartment in Costalpino

Siena / Costalpino

1 2 1 night min

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

from £62 / night

£396 / week

Book View

from £62 / night

(7) Excellent 

21

Apartment rental in Siena

Province of Siena / Siena

1 3 1 night min

  • 1 bedroom
  • sleeps 3
  • 1 night min
  • Child friendly
  • Car not necessary
  • Air conditioning

from £88 / night

£617 / week

Book View

from £88 / night

(8) Excellent 

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

from £163 / night

£1,027 - £1,388 / week

Book View

from £163 / night

(4) Excellent 

19

Siena holiday apartment rental

Province of Siena / Siena

2 4 1 night min

  • 2 bedrooms
  • sleeps 4
  • 1 night min
  • Child friendly
  • Car not necessary
  • Air conditioning

from £71 / night

£440 - £686 / week

Book View

Responds fast!
avg. 1 hour 51 minutes

from £71 / night

(9) Excellent 

31

Holiday villa in Costalpino

Siena / Costalpino

3 8 min stay varies

  • 3 bedrooms
  • sleeps 8
  • min stay varies
  • Child friendly
  • Private garden

from £199 / night

£1,410 - £1,718 / week

Book View

Responds fast!
avg. 3 hours 38 minutes

from £199 / night

(6) Excellent 

23

Holiday apartment in Val di Merse

Siena / Val di Merse

2 5 2 nights min

  • 2 bedrooms
  • sleeps 5
  • 2 nights min
  • Beach / lakeside relaxation
  • Nearest beach 70 km
  • Child friendly

from £106 / night

£660 - £704 / week

Book View

Responds fast!
avg. 2 hours 10 minutes

from £106 / night

(4) Very Good 

25

Apartment rental in Siena

Province of Siena / Siena

1 5 min stay varies

  • 1 bedroom
  • sleeps 5
  • min stay varies
  • Child friendly
  • Car not necessary
  • Air conditioning

from £58 / night

£401 / week

Book View

from £58 / night

(1) Very Good 

40

Penthouse rental in Siena

Province of Siena / Siena

1 4 1 night min

  • 1 bedroom
  • sleeps 4
  • 1 night min
  • Child friendly
  • Pet friendly

from £133 / night

£705 / week

Book View

Responds fast!
avg. 1 hour 48 minutes

from £133 / night

(2) Excellent 

49

Siena holiday villa rental

Province of Siena / Siena

6 10 min stay varies

  • 6 bedrooms
  • sleeps 10
  • min stay varies
  • Nearest beach 90 km
  • Swimming pool
  • Child friendly

from £299 / night

£1,979 - £3,939 / week

Book View

from £299 / night

(4) Very Good 

35

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

from £133 / night

£881 - £1,190 / week

Book View

from £133 / night

Top Destination reviews

Luxury apartment in Siena, Tuscany
New architectural marvel in medieval building

A beautiful, spacious flat to explore Siena from. We had huge amounts of fun finding the flying bathroom, false ceiling and how the flat fitted around the other apartments in the building. The roof terrace was great and got sun from around 9:30 in the morning. … see more
Apartment Camilla, countryside, not far from Siena
Heaven on Earth

This Villa Apartment was absolutely awesome! The own was the most kind and gentle man you could ever meet! The apartment was huge and way more than we expected. The furnishings were beautiful and all the rooms were very large. Absolutely loved the showers and Jacuzzi. We were greeted with Tuscan pastries, a bottle of red wine and a bottle of Prosecco, a bottle of Coke and a large bottle of water. The owner gave us a tour of the entire group of apartments and what a surprise to find out that he had a small venue for intimate weddings or private catered parties! The grounds are gorgeous complete with swimming pool and if you can believe this they even have a dance studio with tango lessons offered!! This is a restored 1850 Villa that absolutely ranks in the top 10 and I will stay here again in a heart beat! For all those looking for a intimate wedding setting! This Villa has it all and lodging for 22 people! Perfect for a destination wedding! There are also two small towns near by they have great restaurants with excellent food and ridiculously low prices. The food is all home made from scratch in both places including the pastas. I feel I must include thee names: La Compania in Sovicille and la Logge in Rossia!! You will not be disappointed. Ciao and bouna vacanza!!see more
A Jewel in Siena
A very good apartment

A very good and big apartment in a quiet area - close to the historical towncenter. Shops and restaurants in the neighbourhood. Comfortable rooms, big kitchen/diningroom, beautiful outdoor areal, a fine familyhome - and a kind hostess. … see more
Apartment Valentina countryside not far from Siena
Relaxation Plus

We were a party of six, two couples and two singles. We made full use of the four spacious bedrooms and four bathrooms - no waiting for anyone. The owners could not have been more helpful or generous. They helped us with local info and someone visited the property every day but were always unobtrusive. The drive into Siena takes about 35 minutes but becomes easier each time. The benefit is peace, quiet and relaxation from the busy world. There are restaurants supermarkets and ATM all less than 15 minutes drive. The kitchen facilities are great with all the appliances you need including dishwasher. The laundry provides two washers and two dryers.see more
TuscanFlat
The best view of any apartment I have stayed in-worldwide

The apartment is in the perfect location 5 minutes from the Campo, 30 seconds to a supermarket and less than a minute to a huge variety of restaurants, bars, ice cream parlours and so on. We never needed public transport once and walked to every corner of the city. The owner was very responsive to message before and during the stay and was very helpful with instructions and recommendations for local eateries. The apartment is small but it was absolutely fine for us, a married couple. The Air Con was good, the shower worked well and the bed and bedding were comfortable. Apartment was clean on arrival. Good facilities like a powerful hairdryer, coffee machine and a good oven were provided. We did not use the Hot Tub but it was provided. The real star of the show is the top balcony. It has a 360 degree view of the city, one direction to the Tuscan hills, the other to the Campo and Duomo. Incredible. We sat there at 6.30am, midday, 5pm and 10pm, every time a different light making it more spectacular. I could sit on that balcony all day long (although it was hot in July!) The chairs provided on the balcony are a little function over comfort but this is not unusual for Italy. A few more chair cushions might have helped. The loungers are fine and comfortable. As previous reviewers have said there is two flights of stairs into the apartment so you would need to be mobile to access all areas. The lift takes you up and down to the outside if you choose. It is strangely slow however so give yourself at least 5 minutes from doorway to outside! I would recommend this apartment and I would stay here again without question. The perfect site to explore everything the beautiful Siena has to offer.see more
Bright, spacious villa with pool near Siena
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 Siena, close to Quercegrossa. It is set in farmland and boasts an olive grove and a great swimming pool. There is ample car parking and immediate access to the Chianti wine region and the charming heritage sites of Tuscany.see more