Villas in Radda in Chianti and Houses – Holiday Lettings - Holiday Rentals Radda in Chianti

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5,640 Holiday homes

(6) Excellent 

    16

    Holiday apartment in Radda in Chianti

    Province of Siena / Radda in Chianti

    1 3 4 nights min

    • 1 bedroom
    • sleeps 3
    • 4 nights min
    • Child friendly
    • Ask about pets

    from £58 / night

    £401 / week

    Book View

    from £58 / night

    (2) Excellent 

      18

      Apartment rental in Radda in Chianti with shared pool

      Province of Siena / Radda in Chianti

      1 4 1 night min

      • 1 bedroom
      • sleeps 4
      • 1 night min
      • Nearest beach 140 km
      • Swimming pool
      • Child friendly

      from £91 / night

      £635 / week

      Book View

      from £91 / night

      (11) Excellent 

        70

        Holiday farmhouse in Radda in Chianti

        Province of Siena / Radda in Chianti

        2 4 min stay varies

        • 2 bedrooms
        • sleeps 4
        • min stay varies
        • Beach / lakeside relaxation
        • Nearest beach 120 km
        • Child friendly

        from £146 / night

        £957 / week

        Book View

        Responds fast!
        avg. 3 hours 14 minutes

        from £146 / night

        (1) Excellent 

          18

          Holiday farmhouse in Radda in Chianti

          Province of Siena / Radda in Chianti

          3 7 3 nights min

          • 3 bedrooms
          • sleeps 7
          • 3 nights min
          • Child friendly
          • Pet friendly
          • Private garden

          from £151 / night

          £806 / week

          Book View

          from £151 / night

          (1) Very Good 

            25

            Holiday tower with swimming pool in Radda in Chianti

            Province of Siena / Radda in Chianti

            2 4 3 nights min

            • 2 bedrooms
            • sleeps 4
            • 3 nights min
            • Swimming pool
            • Child friendly
            • Pet friendly

            from £141 / night

            £957 / week

            Book View

            from £141 / night

            (10) Excellent 

              79

              Farmhouse rental in Radda in Chianti

              Province of Siena / Radda in Chianti

              2 3 min stay varies

              • 2 bedrooms
              • sleeps 3
              • min stay varies
              • Beach / lakeside relaxation
              • Nearest beach 120 km
              • Child friendly

              from £111 / night

              £695 / week

              Book View

              Responds fast!
              avg. 3 hours 14 minutes

              from £111 / night

                13

                Radda in Chianti holiday apartment rental

                Province of Siena / Radda in Chianti

                2 6 3 nights min

                • 2 bedrooms
                • sleeps 6
                • 3 nights min
                • Swimming pool
                • Child friendly
                • Pet friendly

                from £101 / night

                £605 / week

                Book View

                Responds fast!
                avg. 47 minutes

                from £101 / night

                (3) Excellent 

                  25

                  Holiday apartment in Radda in Chianti

                  Province of Siena / Radda in Chianti

                  2 6 2 nights min

                  • 2 bedrooms
                  • sleeps 6
                  • 2 nights min
                  • Pet friendly

                  from £51 / night

                  £353 / week

                  Book View

                  from £51 / night

                  (1) Excellent 

                    6

                    Holiday home in Radda in Chianti

                    Province of Siena / Radda in Chianti

                    2 6 2 nights min

                    • 2 bedrooms
                    • sleeps 6
                    • 2 nights min
                    • Ask owner if suitable for children
                    • Pet friendly
                    • Private garden

                    from £101 / night

                    £655 / week

                    Book View

                    from £101 / night

                    (5) Excellent 

                      24

                      Barn rental in Radda in Chianti

                      Province of Siena / Radda in Chianti

                      2 4 5 nights min

                      • 2 bedrooms
                      • sleeps 4
                      • 5 nights min
                      • Nearest beach 80 km
                      • Child friendly
                      • Pet friendly

                      from £96 / night

                      £670 - £705 / week

                      Book View

                      from £96 / night

                      (5) Excellent 

                        18

                        Holiday townhouse with shared pool in Radda in Chianti

                        Province of Siena / Radda in Chianti

                        2 4 4 nights min

                        • 2 bedrooms
                        • sleeps 4
                        • 4 nights min
                        • Swimming pool
                        • Child friendly
                        • Private garden

                        from £121 / night

                        £846 / week

                        Book View

                        from £121 / night

                        (8) Excellent 

                          68

                          Farmhouse letting in Radda in Chianti

                          Province of Siena / Radda in Chianti

                          2 3 min stay varies

                          • 2 bedrooms
                          • sleeps 3
                          • min stay varies
                          • Beach / lakeside relaxation
                          • Nearest beach 120 km
                          • Child friendly

                          from £101 / night

                          £655 - £695 / week

                          Book View

                          Responds fast!
                          avg. 3 hours 14 minutes

                          from £101 / night

                          (1) Excellent 

                            17

                            Radda in Chianti holiday villa rental

                            Province of Siena / Radda in Chianti

                            5 10 7 nights min

                            • 5 bedrooms
                            • sleeps 10
                            • 7 nights min
                            • Swimming pool
                            • Child friendly
                            • Ask about pets

                            from £490 / night

                            £3,425 / week

                            Book View

                            from £490 / night

                              20

                              Holiday home in Radda in Chianti

                              Province of Siena / Radda in Chianti

                              1 2 1 night min

                              • 1 bedroom
                              • sleeps 2
                              • 1 night min

                              from £101 / night

                              £504 / week

                              Book View

                              from £101 / night

                              (9) Excellent 

                                72

                                Radda in Chianti holiday farmhouse rental

                                Province of Siena / Radda in Chianti

                                1 2 min stay varies

                                • 1 bedroom
                                • sleeps 2
                                • min stay varies
                                • Nearest beach 120 km
                                • Child friendly
                                • Pet friendly

                                from £96 / night

                                £615 / week

                                Book View

                                Responds fast!
                                avg. 3 hours 14 minutes

                                from £96 / night

                                  4

                                  Holiday apartment in Radda in Chianti

                                  Province of Siena / Radda in Chianti

                                  2 4 min stay varies

                                  • 2 bedrooms
                                  • sleeps 4
                                  • min stay varies
                                  • Suitable for children age 5+
                                  • Air conditioning
                                  • Ask about pets

                                  Pricing unknown

                                  Book View

                                  Pricing unknown

                                    30

                                    Radda in Chianti holiday villa rental

                                    Province of Siena / Radda in Chianti

                                    3 6 7 nights min

                                    • 3 bedrooms
                                    • sleeps 6
                                    • 7 nights min
                                    • Child friendly
                                    • Pet friendly

                                    from £138 / night

                                    £963 - £1,451 / week

                                    Book View

                                    Responds fast!
                                    avg. 2 hours 51 minutes

                                    from £138 / night

                                      18

                                      Villa accommodation in Radda in Chianti with shared pool

                                      Province of Siena / Radda in Chianti

                                      2 4 7 nights min

                                      • 2 bedrooms
                                      • sleeps 4
                                      • 7 nights min
                                      • Swimming pool
                                      • Child friendly
                                      • Pet friendly

                                      from £110 / night

                                      £764 - £1,007 / week

                                      Book View

                                      Responds fast!
                                      avg. 2 hours 51 minutes

                                      from £110 / night

                                      (1)  

                                        13

                                        Radda in Chianti holiday apartment rental

                                        Province of Siena / Radda in Chianti

                                        2 4 2 nights min

                                        • 2 bedrooms
                                        • sleeps 4
                                        • 2 nights min
                                        • Swimming pool
                                        • Child friendly
                                        • Pet friendly

                                        from £85 / night

                                        £585 / week

                                        Book View

                                        Responds fast!
                                        avg. 47 minutes

                                        from £85 / night

                                          54

                                          Holiday villa rental

                                          Province of Siena / Radda in Chianti

                                          7 14 3 nights min

                                          • 7 bedrooms
                                          • sleeps 14
                                          • 3 nights min
                                          • Swimming pool
                                          • Child friendly

                                          from £1,310 / night

                                          £8,561 - £10,071 / week

                                          Book View

                                          Responds fast!
                                          avg. 3 hours 57 minutes

                                          from £1,310 / night

                                            14

                                            Holiday villa with swimming pool in Volpaia

                                            Radda in Chianti / Volpaia

                                            1 3 7 nights min

                                            • 1 bedroom
                                            • sleeps 3
                                            • 7 nights min
                                            • Swimming pool
                                            • Child friendly
                                            • Ask about pets

                                            from £159 / night

                                            £1,108 - £1,298 / week

                                            Book View

                                            Responds fast!
                                            avg. 2 hours 51 minutes

                                            from £159 / night

                                              34

                                              Holiday villa in Volpaia

                                              Radda in Chianti / Volpaia

                                              6 11 7 nights min

                                              • 6 bedrooms
                                              • sleeps 11
                                              • 7 nights min
                                              • Nearest beach 119 km
                                              • Swimming pool
                                              • Child friendly

                                              from £431 / night

                                              £3,016 - £6,030 / week

                                              Book View

                                              Responds fast!
                                              avg. 3 hours 57 minutes

                                              from £431 / night

                                                14

                                                Holiday villa with swimming pool in Volpaia

                                                Radda in Chianti / Volpaia

                                                1 3 7 nights min

                                                • 1 bedroom
                                                • sleeps 3
                                                • 7 nights min
                                                • Swimming pool
                                                • Child friendly
                                                • Ask about pets

                                                from £133 / night

                                                £1,080 - £1,264 / week

                                                Book View

                                                Responds fast!
                                                avg. 2 hours 51 minutes

                                                from £133 / night

                                                  11

                                                  Radda in Chianti holiday guest house rental

                                                  Province of Siena / Radda in Chianti

                                                  1 2 min stay varies

                                                  • 1 bedroom
                                                  • sleeps 2
                                                  • min stay varies
                                                  • Child friendly

                                                  Pricing unknown

                                                  Book View

                                                  Pricing unknown

                                                  (1) Very Good 

                                                    8

                                                    Holiday apartment in Radda in Chianti

                                                    Province of Siena / Radda in Chianti

                                                    1 2 min stay varies

                                                    • 1 bedroom
                                                    • sleeps 2
                                                    • min stay varies
                                                    • Car not necessary

                                                    Pricing unknown

                                                    Book View

                                                    Pricing unknown

                                                      31

                                                      Holiday villa with swimming pool in Volpaia

                                                      Radda in Chianti / Volpaia

                                                      6 12 7 nights min

                                                      • 6 bedrooms
                                                      • sleeps 12
                                                      • 7 nights min
                                                      • Nearest beach 105 km
                                                      • Swimming pool

                                                      from £431 / night

                                                      £3,016 - £6,030 / week

                                                      Book View

                                                      Responds fast!
                                                      avg. 3 hours 57 minutes

                                                      from £431 / night

                                                        29

                                                        Holiday villa with swimming pool in Radda in Chianti

                                                        Province of Siena / Radda in Chianti

                                                        5 9 7 nights min

                                                        • 5 bedrooms
                                                        • sleeps 9
                                                        • 7 nights min
                                                        • Nearest beach 102 km
                                                        • Swimming pool
                                                        • Child friendly

                                                        from £574 / night

                                                        £4,020 - £7,035 / week

                                                        Book View

                                                        Responds fast!
                                                        avg. 3 hours 57 minutes

                                                        from £574 / night

                                                          18

                                                          Holiday home with shared pool in Radda in Chianti

                                                          Province of Siena / Radda in Chianti

                                                          2 4 min stay varies

                                                          • 2 bedrooms
                                                          • sleeps 4
                                                          • min stay varies
                                                          • Swimming pool
                                                          • Child friendly
                                                          • Pet friendly

                                                          from £83 / night

                                                          £542 - £729 / week

                                                          Book View

                                                          from £83 / night

                                                            20

                                                            Holiday home with shared pool in Radda in Chianti

                                                            Province of Siena / Radda in Chianti

                                                            5 12 min stay varies

                                                            • 5 bedrooms
                                                            • sleeps 12
                                                            • min stay varies
                                                            • Swimming pool
                                                            • Child friendly
                                                            • Pet friendly

                                                            from £180 / night

                                                            £1,192 - £1,987 / week

                                                            Book View

                                                            from £180 / night

                                                            (23) Excellent 

                                                              20

                                                              Holiday home with swimming pool in Radda in Chianti

                                                              Province of Siena / Radda in Chianti

                                                              1 2 4 nights min

                                                              • 1 bedroom
                                                              • sleeps 2
                                                              • 4 nights min
                                                              • Nearest beach 129 km
                                                              • Swimming pool
                                                              • Ask owner if suitable for children

                                                              from £272 / night

                                                              £1,904 / week

                                                              Book View

                                                              from £272 / night

                                                                32

                                                                Radda in Chianti holiday villa rental

                                                                Province of Siena / Radda in Chianti

                                                                7 13 3 nights min

                                                                • 7 bedrooms
                                                                • sleeps 13
                                                                • 3 nights min
                                                                • Swimming pool
                                                                • Child friendly

                                                                from £2,458 / night

                                                                £17,208 - £30,728 / week

                                                                Book View

                                                                from £2,458 / night

                                                                  52

                                                                  Holiday home with swimming pool in Radda in Chianti

                                                                  Province of Siena / Radda in Chianti

                                                                  13 50 1 night min

                                                                  • 13 bedrooms
                                                                  • sleeps 50
                                                                  • 1 night min
                                                                  • Swimming pool
                                                                  • Ask owner if suitable for children
                                                                  • Ask about pets

                                                                  from £3,167 / night

                                                                  £22,165 / week

                                                                  Enquire View

                                                                  from £3,167 / night

                                                                  (16) Excellent 

                                                                    40

                                                                    Radda in Chianti holiday home rental

                                                                    Province of Siena / Radda in Chianti

                                                                    3 6 7 nights min

                                                                    • 3 bedrooms
                                                                    • sleeps 6
                                                                    • 7 nights min
                                                                    • Nearest beach 80 km
                                                                    • Swimming pool
                                                                    • Child friendly

                                                                    from £202 / night

                                                                    £1,410 - £2,266 / week

                                                                    Book View

                                                                    from £202 / night

                                                                    (6) Very Good 

                                                                      28

                                                                      Villa rental in Volpaia

                                                                      Radda in Chianti / Volpaia

                                                                      6 11 7 nights min

                                                                      • 6 bedrooms
                                                                      • sleeps 11
                                                                      • 7 nights min
                                                                      • Ask owner if suitable for children
                                                                      • Ask about pets

                                                                      from £376 / night

                                                                      £2,629 / week

                                                                      Book View

                                                                      Responds fast!
                                                                      avg. 1 hour 1 minutes

                                                                      from £376 / night

                                                                      (2) Excellent 

                                                                        35

                                                                        Tower rental in Radda in Chianti

                                                                        Province of Siena / Radda in Chianti

                                                                        2 6 2 nights min

                                                                        • 2 bedrooms
                                                                        • sleeps 6
                                                                        • 2 nights min
                                                                        • Child friendly
                                                                        • Air conditioning

                                                                        from £106 / night

                                                                        £665 - £1,038 / week

                                                                        Book View

                                                                        from £106 / night

                                                                          54

                                                                          Holiday home with swimming pool in Radda in Chianti

                                                                          Province of Siena / Radda in Chianti

                                                                          8 16 min stay varies

                                                                          • 8 bedrooms
                                                                          • sleeps 16
                                                                          • min stay varies
                                                                          • Swimming pool
                                                                          • Child friendly
                                                                          • Air conditioning

                                                                          from £346 / night

                                                                          £4,970 / week

                                                                          Book View

                                                                          from £346 / night

                                                                            40

                                                                            Holiday villa in Radda in Chianti

                                                                            Province of Siena / Radda in Chianti

                                                                            5 10 7 nights min

                                                                            • 5 bedrooms
                                                                            • sleeps 10
                                                                            • 7 nights min
                                                                            • Swimming pool
                                                                            • Child friendly
                                                                            • Pet friendly

                                                                            from £384 / night

                                                                            £2,687 - £4,575 / week

                                                                            Enquire View

                                                                            from £384 / night

                                                                              32

                                                                              Holiday farmhouse rental

                                                                              Province of Siena / Radda in Chianti

                                                                              11 7 nights min

                                                                              • sleeps 11
                                                                              • 7 nights min
                                                                              • Swimming pool
                                                                              • Ask owner if suitable for children
                                                                              • Ask about pets

                                                                              from £479 / night

                                                                              £3,347 - £6,707 / week

                                                                              Enquire View

                                                                              from £479 / night

                                                                                32

                                                                                Farmhouse rental in Radda in Chianti with swimming pool

                                                                                Province of Siena / Radda in Chianti

                                                                                10 7 nights min

                                                                                • sleeps 10
                                                                                • 7 nights min
                                                                                • Swimming pool
                                                                                • Ask owner if suitable for children
                                                                                • Ask about pets

                                                                                from £479 / night

                                                                                £3,347 - £10,622 / week

                                                                                Enquire View

                                                                                from £479 / night

                                                                                  65

                                                                                  Home rental in Radda in Chianti with swimming pool

                                                                                  Province of Siena / Radda in Chianti

                                                                                  3 6 min stay varies

                                                                                  • 3 bedrooms
                                                                                  • sleeps 6
                                                                                  • min stay varies
                                                                                  • Swimming pool
                                                                                  • Child friendly

                                                                                  from £202 / night

                                                                                  £1,283 - £2,045 / week

                                                                                  Book View

                                                                                  from £202 / night

                                                                                  Top Destination reviews

                                                                                  Pornano
                                                                                  Very well equipped, comfortable, cosy, beautiful location, lovely owners

                                                                                  My boyfriend and I went to Pornano to stay in June 2013 and had a lovely time. What we wanted We had come to Tuscany as a young couple (23 & 24) with the aim of having a relaxing holiday – working quite hard in London, the key things we wanted out of our time in Tuscany were to explore the area, go for walks, cook meals ourselves (occasionally go out), lounge around together and just generally de-stress. If this is what you want too, then we can recommend Pornano as a place where you’ll be able to do all those things. House Pam and Ken own a beautiful farmhouse building (shown in the picture) which has a terrace, front and back garden and is surrounded by beautiful views of the Tuscan countryside. The part which Ken and Pam rent out is the bottom floor apartment. It has two separate entrances (one into the kitchen/living room area and one into the bedroom). You can sit outside on the terrace to sunbathe and eat dinner and you can also go on walks in the surrounding countryside. We had two walks whilst at Pornano – one with Ken around the local area and one by ourselves to Radda for lunch which was more lengthy but was beautiful and well worth it. Ken and Pam have a dog and cat which is great for animal lovers – if you are allergic (as I am) this is not an issue (at least wasn’t for me) as the flat is separate and you can keep the doors closed. Though we didn’t try them out, Ken and Pam have 2 mountain bikes and a barbeque outside as well as lots of books to read and seat cushions to keep you occupied and comfortable. Furnishings/self catering We were really pleased with the apartment itself. It is a good size, with a main living room/kitchen area which has sofas, wifi and a large dining table. There is a sofa bed as well if you need to use it and the bed in the main (only) bedroom is extremely comfortable. The apartment was very thoughtfully furnished throughout. All kitchen utensils were of high quality and there was everything you could possibly need to make a good meal (chopping boards, juicers, graters, meat knives, oven proof dishes etc). The oven was very good quality (cooked our duck very well) and the fridge was large and cold (there is also a freezer). The bathroom had several fresh towels and everything we needed (soap, toilet paper, cleaning products, tissues). There was one large wardrobe and a chest of drawers (again, high quality and homely) so we could pack our things away easily. When we arrived there was milk and water in the fridge already as well as coffee, tea, oil, vinegar and other essentials. Overall, we were very impressed with how well equipped the place was and how thoughtfully it had been furnished. Hospitality Ken and Pam own the main part of the house but there are also two other ‘annex’ parts which house two other residents, Amber and Carlo. There are also sisters who live at the back of the house but they only come occasionally for weekends/holidays. Ken, Pam and Amber are all English but speak fluent Italian which was very helpful as we had no Italian. They know everything about the local area and were very helpful in pointing us in the right direction, suggesting ideas, letting us know about events that were going on and so forth. Ken and Pam let us make the first move in terms of socialising (if you would rather keep yourselves to yourselves they would very much respect that) but we were keen to get to know them and as a result we had a couple of summer evenings where we had a drink and a chat which were very enjoyable! One evening Ken also took us for a walk in the surrounding countryside and talked to us about the local history, people and culture which was very interesting. We really did feel that there were no expenses spared in making sure our stay was pleasurable and relaxing; for example, when we arrived Ken and Pam had left homemade bread, marmalade and wine for us to enjoy as well as selling us their homemade olive oil at a very reasonable price. Location You will need a hire car to go to Pornano as there is not much within walking distance of the house itself. However, there are many places around 10-15 minutes away by car, such as Castellina in Chianti (great wine tasting, very picturesque, can get gelato, market on Saturday), Greve (about 25 minutes but has a lovely butcher and square and wine museum etc) as well as Radda and another couple of smaller hilltop towns. There is a co-op supermarket in Castellina which suited our needs whilst there is a bigger supermarket, ‘Pam’, about 25-30 minutes away in Poggibonsi where you can find a lot more choice. Things to do There is plenty to do around the area. Going for walks is a great way to explore and Ken and Pam were happy to lend us maps and books to guide us. If you don’t want a ‘walk’ though, getting somewhere without a car would be difficult but if you do have one it’s not far to the nearest village. We spend a bit of time in the hilltop villages mentioned above (Greve, Chianti) but also went to Siena (about 30 mins away), Florence (45 mins away), Col di Val Elsa (30 mins away) and San Gimignano (35 mins away) all of which we really enjoyed. Places we could have gone but missed were Volterra (famous for Alabaster) and the seaside (about 1 hour 15 mins away) as well as Pisa. Overall, we had a wonderful stay; both because that Pornano allowed us to see and do what we had wanted to do, but also because we felt that a lot of effort had been put into making sure we were happy, which made a big difference. Definitely wouldn’t hesitate about returning!see more
                                                                                  Podere Val delle Corti
                                                                                  Living the Dream!

                                                                                  Val delle Corti was the quintessential Tuscan experience. Lis and Roberto treated us like family during our stay on their vineyard and their local recommendations were invaluable. The beautifully restored barn that became our home for a week was extremely well equipped (possibly the best kitchen of anywhere we have stayed!). The property is a comfortable stroll to Radda and an ideal base for day tripping to the beautiful hilltop towns of Tuscany. Thankyou for sharing your home with us! Tim, Sally and Alexandra, Australiasee more
                                                                                  COSOLI CHARMING HISTORICAL VILLA IN CHIANTI
                                                                                  Tuscan Heaven

                                                                                  Cosoli is a beautiful villa in a stunning location. It was a superb family holiday location. thanks. … see more

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