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

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4,740 Holiday homes

(18) Very Good 

Certificate of Excellence

    18

    Apartment rental in Siena

    Province of Siena / Siena

    1 4 min stay varies

    • 1 bedroom
    • sleeps 4
    • min stay varies
    • Nearest beach 105 km
    • Swimming pool
    • Car not necessary

    Certificate of Excellence

    from £99 / night

    £1,110 / week

    Book View

    from £99 / 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 £95 / night

      £585 / week

      Book View

      Responds fast!
      avg. 3 hours 5 minutes

      from £95 / night

      (16) 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 £85 / night

        £591 / week

        Book View

        from £85 / night

        (2) Excellent 

          21

          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

          from £80 / night

          £496 / week

          Book View

          from £80 / night

            4

            Holiday b&b in Siena

            Province of Siena / Siena

            2 4 1 night min

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

            from £75 / night

            £520 / week

            Book View

            from £75 / night

            (1) Excellent 

              6

              Apartment rental in Siena

              Province of Siena / Siena

              2 4 1 night min

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

              from £65 / night

              £298 / week

              Book View

              Responds fast!
              avg. 8 minutes

              from £65 / night

              (10) 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 £224 / night

                £1,587 - £1,935 / week

                Book View

                from £224 / night

                (12) 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 £79 / night

                  £596 - £873 / week

                  Book View

                  from £79 / night

                    15

                    Siena holiday b&b rental

                    Province of Siena / Siena

                    1 2 3 nights min

                    • 1 bedroom
                    • sleeps 2
                    • 3 nights min
                    • Nearest beach 80 km
                    • Child friendly
                    • Air conditioning

                    from £97 / night

                    £520 / week

                    Book View

                    from £97 / night

                      19

                      Holiday farmhouse in Costalpino

                      Siena / Costalpino

                      2 4 2 nights min

                      • 2 bedrooms
                      • sleeps 4
                      • 2 nights min
                      • Child friendly

                      from £69 / night

                      £479 / week

                      Book View

                      Responds fast!
                      avg. 3 hours 5 minutes

                      from £69 / night

                      (6) 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

                        from £199 / night

                        £1,090 - £1,387 / week

                        Book View

                        Responds fast!
                        avg. 1 hour 38 minutes

                        from £199 / night

                        (2) Excellent 

                          19

                          Holiday apartment rental

                          Province of Siena / Siena

                          2 4 min stay varies

                          • 2 bedrooms
                          • sleeps 4
                          • min stay varies
                          • Child friendly
                          • Car not necessary

                          from £119 / night

                          £832 / week

                          Book View

                          Responds fast!
                          avg. 2 hours 54 minutes

                          from £119 / 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 £184 / night

                            £1,154 - £1,561 / week

                            Book View

                            from £184 / night

                              21

                              Isola d'Arbia holiday farmhouse rental

                              Siena / Isola d'Arbia

                              1 4 7 nights min

                              • 1 bedroom
                              • sleeps 4
                              • 7 nights min
                              • Swimming pool
                              • Child friendly
                              • Pet friendly

                              from £199 / night

                              £1,387 / week

                              Book View

                              Responds fast!
                              avg. 1 hour 59 minutes

                              from £199 / night

                                30

                                Holiday apartment in Siena

                                Province of Siena / Siena

                                1 5 min stay varies

                                • 1 bedroom
                                • sleeps 5
                                • min stay varies
                                • Child friendly
                                • Air conditioning
                                • Pet friendly

                                from £64 / night

                                £444 / week

                                Book View

                                from £64 / night

                                  11

                                  Holiday apartment in Siena

                                  Province of Siena / Siena

                                  1 4 1 night min

                                  • 1 bedroom
                                  • sleeps 4
                                  • 1 night min
                                  • Nearest beach 81 km
                                  • Swimming pool
                                  • Private garden

                                  from £95 / night

                                  £659 / week

                                  Book View

                                  from £95 / night

                                  (4) Excellent 

                                    40

                                    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 £139 / night

                                    £971 - £2,020 / week

                                    Book View

                                    from £139 / night

                                      29

                                      Apartment letting in Siena

                                      Province of Siena / Siena

                                      1 2 3 nights min

                                      • 1 bedroom
                                      • sleeps 2
                                      • 3 nights min
                                      • Child friendly
                                      • Air conditioning
                                      • Ask about pets

                                      from £104 / night

                                      £520 / week

                                      Book View

                                      from £104 / 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 £99 / night

                                        £644 - £1,189 / week

                                        Book View

                                        from £99 / night

                                          15

                                          Siena holiday farmhouse rental

                                          Province of Siena / Siena

                                          2 4 min stay varies

                                          • 2 bedrooms
                                          • sleeps 4
                                          • min stay varies
                                          • Nearest beach 83 km
                                          • Swimming pool
                                          • Child friendly

                                          from £119 / night

                                          £674 - £1,268 / week

                                          Book View

                                          Responds fast!
                                          avg. 2 hours 7 minutes

                                          from £119 / night

                                          (1) Excellent 

                                            42

                                            Holiday villa with shared pool in Siena

                                            Province of Siena / Siena

                                            4 4 7 nights min

                                            • 4 bedrooms
                                            • sleeps 4
                                            • 7 nights min
                                            • Nearest beach 110 km
                                            • Swimming pool
                                            • Child friendly

                                            from £141 / night

                                            £985 - £1,734 / week

                                            Book View

                                            Responds fast!
                                            avg. 1 hour 51 minutes

                                            from £141 / night

                                            (9) Excellent 

                                              17

                                              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

                                              from £95 / night

                                              £644 / week

                                              Book View

                                              Responds fast!
                                              avg. 3 hours 13 minutes

                                              from £95 / night

                                              (2) Excellent 

                                                22

                                                Holiday apartment in Val di Merse

                                                Siena / Val di Merse

                                                1 2 2 nights min

                                                • 1 bedroom
                                                • sleeps 2
                                                • 2 nights min
                                                • Beach / lakeside relaxation
                                                • Nearest beach 70 km
                                                • Child friendly

                                                from £70 / night

                                                £446 / week

                                                Book View

                                                Responds fast!
                                                avg. 1 hour 38 minutes

                                                from £70 / night

                                                (1) Excellent 

                                                  19

                                                  Siena holiday apartment rental

                                                  Province of Siena / Siena

                                                  4 8 min stay varies

                                                  • 4 bedrooms
                                                  • sleeps 8
                                                  • min stay varies
                                                  • Nearest beach 95 km
                                                  • Swimming pool
                                                  • Child friendly

                                                  from £199 / night

                                                  £1,140 - £2,081 / week

                                                  Book View

                                                  from £199 / night

                                                  (9) Excellent 

                                                  Certificate of Excellence

                                                    17

                                                    Holiday apartment with swimming pool in Siena

                                                    Province of Siena / Siena

                                                    1 4 min stay varies

                                                    • 1 bedroom
                                                    • sleeps 4
                                                    • min stay varies
                                                    • Nearest beach 83 km
                                                    • Swimming pool
                                                    • Child friendly

                                                    Certificate of Excellence

                                                    from £119 / night

                                                    £674 - £1,268 / week

                                                    Book View

                                                    Responds fast!
                                                    avg. 2 hours 7 minutes

                                                    from £119 / night

                                                    (2) 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 £75 / night

                                                      £446 - £753 / week

                                                      Book View

                                                      Responds fast!
                                                      avg. 3 hours 10 minutes

                                                      from £75 / 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 £79 / night

                                                        £495 - £772 / week

                                                        Book View

                                                        from £79 / night

                                                        (8) Very Good 

                                                          30

                                                          Siena holiday apartment rental

                                                          Province of Siena / Siena

                                                          2 4 3 nights min

                                                          • 2 bedrooms
                                                          • sleeps 4
                                                          • 3 nights min
                                                          • Child friendly

                                                          from £149 / night

                                                          £892 / week

                                                          Book View

                                                          from £149 / 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 £99 / night

                                                            £694 / week

                                                            Book View

                                                            from £99 / night

                                                            (1) Very Good 

                                                              19

                                                              Monastero holiday farmhouse let

                                                              Siena / Monastero

                                                              1 4 5 nights min

                                                              • 1 bedroom
                                                              • sleeps 4
                                                              • 5 nights min
                                                              • Nearest beach 100 km
                                                              • Child friendly
                                                              • Air conditioning

                                                              from £104 / night

                                                              £655 - £842 / week

                                                              Book View

                                                              from £104 / night

                                                              (6) 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 £80 / night

                                                                £496 - £773 / week

                                                                Book View

                                                                Responds fast!
                                                                avg. 3 hours 27 minutes

                                                                from £80 / 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 £298 / night

                                                                  £1,982 - £2,378 / week

                                                                  Book View

                                                                  Responds fast!
                                                                  avg. 1 hour 38 minutes

                                                                  from £298 / night

                                                                    40

                                                                    Holiday apartment in Siena

                                                                    Province of Siena / Siena

                                                                    3 9 2 nights min

                                                                    • 3 bedrooms
                                                                    • sleeps 9
                                                                    • 2 nights min
                                                                    • Child friendly

                                                                    from £199 / night

                                                                    £1,387 / week

                                                                    Book View

                                                                    from £199 / 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 £149 / night

                                                                      £981 / week

                                                                      Book View

                                                                      Responds fast!
                                                                      avg. 2 hours 24 minutes

                                                                      from £149 / 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 £68 / night

                                                                        £476 / week

                                                                        Book View

                                                                        from £68 / night

                                                                          22

                                                                          Holiday farmhouse with shared pool in Isola d'Arbia

                                                                          Siena / Isola d'Arbia

                                                                          2 6 7 nights min

                                                                          • 2 bedrooms
                                                                          • sleeps 6
                                                                          • 7 nights min
                                                                          • Swimming pool
                                                                          • Child friendly
                                                                          • Air conditioning

                                                                          from £199 / night

                                                                          £1,387 / week

                                                                          Book View

                                                                          Responds fast!
                                                                          avg. 1 hour 59 minutes

                                                                          from £199 / 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 £164 / night

                                                                            £882 - £2,289 / week

                                                                            Book View

                                                                            from £164 / night

                                                                            (2) Excellent 

                                                                              19

                                                                              Holiday apartment in Siena

                                                                              Province of Siena / Siena

                                                                              2 4 2 nights min

                                                                              • 2 bedrooms
                                                                              • sleeps 4
                                                                              • 2 nights min
                                                                              • Nearest beach 95 km
                                                                              • Child friendly
                                                                              • Air conditioning

                                                                              from £367 / night

                                                                              £2,376 / week

                                                                              Book View

                                                                              from £367 / night

                                                                              (4) Very Good 

                                                                                21

                                                                                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 £67 / night

                                                                                £465 / week

                                                                                Book View

                                                                                from £67 / night

                                                                                  48

                                                                                  Holiday villa with swimming pool in Siena

                                                                                  Province of Siena / Siena

                                                                                  2 5 min stay varies

                                                                                  • 2 bedrooms
                                                                                  • sleeps 5
                                                                                  • min stay varies
                                                                                  • Nearest beach 95 km
                                                                                  • Swimming pool
                                                                                  • Child friendly

                                                                                  from £193 / night

                                                                                  £962 - £2,397 / week

                                                                                  Enquire View

                                                                                  from £193 / 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

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