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

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Siena

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4,461 Holiday homes

(1) Excellent 

22

Siena holiday apartment rental

Province of Siena / Siena

4 9 Min stay varies

  • 4 bedrooms
  • Sleeps 9
  • Min stay varies
  • Nearest beach 80 km
  • Child friendly
  • Car not necessary

from £158 / night

£1,102 / week

Book View

Responds fast!
avg. 3 hours 11 minutes

from £158 / 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 £138 / night

£962 - £2,019 / week

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from £138 / night

(2) Excellent 

22

Holiday apartment in Val di Merse

Siena / Val di Merse

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 70 km
  • Child friendly

from £62 / night

£394 - £525 / week

Book View

Responds fast!
avg. 2 hours 51 minutes

from £62 / night

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 £70 / night

£481 - £726 / week

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from £70 / night

(1) Very Good 

19

Holiday apartment in Isola d'Arbia

Siena / Isola d'Arbia

2 4 2 nights min

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

from £44 / night

£263 / week

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Responds fast!
avg. 2 hours 42 minutes

from £44 / night

(1) Excellent 

24

Holiday apartment in Val di Merse

Siena / Val di Merse

6 14 Min stay varies

  • 6 bedrooms
  • Sleeps 14
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 70 km
  • Child friendly

from £262 / night

£1,748 - £2,097 / week

Book View

Responds fast!
avg. 2 hours 51 minutes

from £262 / night

(1) Excellent 

18

Siena holiday townhouse rental

Province of Siena / Siena

2 6 3 nights min

  • 2 bedrooms
  • Sleeps 6
  • 3 nights min

from £57 / night

£350 / week

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from £57 / night

(6) 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

from £258 / night

£1,093 - £2,316 / week

Book View

Responds fast!
avg. 3 hours 29 minutes

from £258 / night

(1) Excellent 

49

Siena holiday villa rental

Province of Siena / Siena

6 10 7 nights min

  • 6 bedrooms
  • Sleeps 10
  • 7 nights min
  • Nearest beach 90 km
  • Swimming pool
  • Child friendly

from £306 / night

£1,967 - £3,715 / week

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from £306 / night

(8) Excellent 

17

Apartment rental in Siena

Province of Siena / Siena

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
  • Child friendly
  • Air conditioning
  • Pet friendly

from £63 / night

£525 - £831 / week

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from £63 / night

(21) Very Good 

Certificate of Excellence

50

Holiday cottage in Siena

Province of Siena / Siena

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 65 km
  • Air conditioning

Certificate of Excellence

from £79 / night

£551 / week

Book View

Responds fast!
avg. 2 hours 33 minutes

from £79 / night

(10) 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 £83 / night

£569 - £813 / week

Book View

from £83 / night

(7) Excellent 

30

Holiday guest house in Siena

Province of Siena / Siena

2 4 6 nights min

  • 2 bedrooms
  • Sleeps 4
  • 6 nights min
  • Nearest beach 100 km
  • Child friendly
  • Private garden

from £53 / night

£350 - £516 / week

Book View

Responds fast!
avg. 1 hour 51 minutes

from £53 / night

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 £79 / night

£394 / 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 £140 / night

£979 / week

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from £140 / night

(9) Excellent 

26

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
“very special experience to stay here” beautiful, tranquil, cozy, apartment in an ideal location for visiting the best of tuscany - my husband and i stayed here in early august as part of a ten-day vacation in tuscany. we had only two nights here and regretted that we hadn't stayed here for our entire trip. the cities can be hot in the summer and it was wonderful to be able to return to our own apartment in the evenings, a kind of haven after the hustle and bustle of the nearby attractions such as siena and florence. there are wonderful local restaurants and shops in nearby monteriggioni. barbara and andrea were wonderful hosts, friendly but never intrusive. highly recommended.

from £62 / night

£507 - £595 / week

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from £62 / night

(4) 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

from £244 / night

£1,705 - £3,495 / week

Book View

Responds fast!
avg. 1 hour 29 minutes

from £244 / night

39

Siena holiday apartment rental

Province of Siena / Siena

2 4 2 nights min

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

from £75 / night

£350 / week

Book View

from £75 / night

(19) 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

from £62 / night

£350 - £525 / week

Book View

from £62 / 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
“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 us around the house. The reality is even better than the beautiful pictures here on TripAdvisor. Everything was so clean and very tastefully furnished. We loved the new kitchen with the big fridge and gas stove, the red sofa, the outside sitting area and this view! It really became our little home away from home! Leonardo is a really nice, funny and helpful person, he was always available when we had questions and he helped us with his insider tips. :) And last but not least: Thank you for the flowers waiting for us on our arrival day! :)

from £75 / night

£520 / week

Book View

from £75 / night

87

Holiday villa with swimming pool in Siena

Province of Siena / Siena

7 14 Min stay varies

  • 7 bedrooms
  • Sleeps 14
  • Min stay varies
  • Nearest beach 100 km
  • Swimming pool
  • Child friendly

from £306 / night

£1,836 - £5,069 / week

Book View

Responds fast!
avg. 3 hours 29 minutes

from £306 / night

(9) 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

from £394 / night

£2,404 / week

Book View

from £394 / night

(1) Very Good 

16

Holiday apartment in Siena

Province of Siena / Siena

1 4 2 nights min

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

from £62 / night

£306 / week

Book View

from £62 / night

(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 £69 / night

£437 - £681 / week

Book View

Responds fast!
avg. 3 hours 15 minutes

from £69 / night

(1) Excellent 

18

Holiday apartment in Siena

Province of Siena / Siena

1 3 2 nights min

  • 1 bedroom
  • Sleeps 3
  • 2 nights min
  • Child friendly
  • Air conditioning

from £70 / night

£455 - £665 / week

Book View

Responds fast!
avg. 3 hours 21 minutes

from £70 / night

55

Holiday home in Siena

Province of Siena / Siena

3 5 2 nights min

  • 3 bedrooms
  • Sleeps 5
  • 2 nights min
  • Child friendly
  • Air conditioning
  • Private garden

from £88 / night

£612 / week

Book View

from £88 / night

24

Holiday b&b in Siena

Province of Siena / Siena

3 8 Min stay varies

  • 3 bedrooms
  • Sleeps 8
  • Min stay varies
  • Nearest beach 100 km
  • Child friendly
  • Car not necessary

from £306 / night

£1,311 - £1,932 / week

Book View

Responds fast!
avg. 2 hours 2 minutes

from £306 / night

(2) Excellent 

16

Holiday townhouse in Siena

Province of Siena / Siena

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Child friendly
  • Air conditioning
  • Ask about pets

from £324 / night

£2,142 - £13,110 / week

Book View

from £324 / night

(5) 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

£525 - £962 / week

Book View

from £79 / night

22

Holiday farmhouse with shared pool in Isola d'Arbia

Siena / Isola d'Arbia

2 6 1 night min

  • 2 bedrooms
  • Sleeps 6
  • 1 night min
  • Swimming pool
  • Child friendly
  • Air conditioning

from £111 / night

£410 / week

Book View

Responds fast!
avg. 3 hours 12 minutes

from £111 / 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 £131 / night

£700 / week

Book View

Responds fast!
avg. 2 hours 2 minutes

from £131 / night

(15) 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

£979 / week

Book View

Responds fast!
avg. 2 hours 43 minutes

from £88 / night

25

Siena holiday villa rental

Province of Siena / Siena

5 12 Min stay varies

  • 5 bedrooms
  • Sleeps 12
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

from £219 / night

£1,311 - £2,971 / week

Book View

from £219 / night

15

Holiday apartment with shared pool in Siena

Province of Siena / Siena

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
  • Nearest beach 110 km
  • Swimming pool
  • Child friendly

from £53 / night

£367 - £551 / week

Book View

from £53 / night

(1) Excellent 

12

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 £48 / night

£337 / week

Book View

from £48 / night

12

Holiday apartment in Siena

Province of Siena / Siena

1 4 1 night min

  • 1 bedroom
  • Sleeps 4
  • 1 night min
  • Child friendly

from £48 / night

£306 / week

Book View

from £48 / night

(13) 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 £105 / night

£734 / week

Book View

from £105 / night

(5) Very Good 

42

Siena holiday apartment rental

Province of Siena / Siena

2 5 2 nights min

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

from £88 / night

£437 / week

Book View

from £88 / night

9

Holiday apartment in Siena

Province of Siena / Siena

1 4 1 night min

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

from £48 / night

£306 / week

Book View

from £48 / night

17

Holiday home in Siena

Province of Siena / Siena

3 5 2 nights min

  • 3 bedrooms
  • Sleeps 5
  • 2 nights min
  • Nearest beach 70 km
  • Swimming pool
  • Child friendly

from £53 / night

£350 - £460 / week

Book View

from £53 / 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
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 us around the house. The reality is even better than the beautiful pictures here on TripAdvisor. Everything was so clean and very tastefully furnished. We loved the new kitchen with the big fridge and gas stove, the red sofa, the outside sitting area and this view! It really became our little home away from home! Leonardo is a really nice, funny and helpful person, he was always available when we had questions and he helped us with his insider tips. :) And last but not least: Thank you for the flowers waiting for us on our arrival day! :)see more
Private, elegant zen cottage, 10 min. from Siena
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 has no air conditioning therefore reliant on 2 x fan coolers. Bedroom is on a galley level which has no toilet facility making night time visits a bit of a pain as you have to go downstairs. Ample space outside cottage. Were a pool in situ, this would be almost perfect.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