San Silvestro Rentals

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8,319 Houses

(14) Very Good 

    22

    Farmhouse San Silvestro - MonnaLisa apt.

    Barberino Val d'Elsa / San Silvestro

    San Silvestro apartment

    2 6 min stay varies

    • 2 bedrooms
    • sleeps 6
    • min stay varies
    • Nearest beach 100 mi
    • Swimming pool
    • Child Friendly

    Price per night from

    $130

    Responds fast!
    avg. 2 hours 38 minutes

    Price per night from

    $130

    (4) Excellent 

      24

      Farmhouse San Silvestro - Leonardo apt.

      Barberino Val d'Elsa / San Silvestro

      San Silvestro apartment

      2 5 min stay varies

      • 2 bedrooms
      • sleeps 5
      • min stay varies
      • Nearest beach 100 mi
      • Swimming pool
      • Child Friendly

      Price per night from

      $130

      Responds fast!
      avg. 2 hours 38 minutes

      Price per night from

      $130

      Great rentals within 20 miles that match your search

      Distance approx 6.16 km from San Silvestro

      (1) Excellent 

        13

        Stunning Country Villa at Montefili in Greve, Chianti

        Province of Florence / Greve in Chianti

        Greve in Chianti villa

        6 11 4 nights min

        • 6 bedrooms
        • sleeps 11
        • 4 nights min
        • Swimming pool
        • Child Friendly
        • Air conditioning

        Price per night from

        $781

        Price per night from

        $781

        Distance approx 17.11 km from San Silvestro

          26

          Tuscan home in Etruscan landscape (available for long term rentals)

          Province of Pisa / Volterra

          Volterra house

          3 6 5 nights min

          • 3 bedrooms
          • sleeps 6
          • 5 nights min
          • Child Friendly

          Price per night from

          $170

          Price per night from

          $170

          Distance approx 13.79 km from San Silvestro

          (15) Excellent 

            13

            Toscana Tuscany Relax Gambassi Terme

            Province of Florence / Gambassi Terme

            Gambassi Terme apartment

            1 4 2 nights min

            • 1 bedroom
            • sleeps 4
            • 2 nights min
            • Nearest beach 58 mi
            • Swimming pool
            • Child Friendly

            Price per night from

            $104

            Price per night from

            $104

            Distance approx 3.96 km from San Silvestro

              14

              Podere Val di Gallo

              Province of Siena / Poggibonsi

              Poggibonsi house

              2 4 1 night min

              • 2 bedrooms
              • sleeps 4
              • 1 night min
              • Swimming pool
              • Suitable for children age 5+

              Price per night from

              $89

              Price per night from

              $89

              Distance approx 13.95 km from San Silvestro

              (1)  

                13

                Gaiole Suites - Gaiole Suites 6

                Province of Siena / Gaiole in Chianti

                Gaiole in Chianti house

                1 4 min stay varies

                • 1 bedroom
                • sleeps 4
                • min stay varies
                • Nearest beach 109 mi
                • Swimming pool
                • Child Friendly

                Price per night from

                $64

                Price per night from

                $64

                Distance approx 16.58 km from San Silvestro

                  5

                  Dome is so close! Touch it from the window!

                  Province of Florence / Florence

                  Florence apartment

                  1 3 1 night min

                  • 1 bedroom
                  • sleeps 3
                  • 1 night min
                  • Child Friendly
                  • Air conditioning

                  Price per night from

                  $222

                  Responds fast!
                  avg. 1 hour 24 minutes

                  Price per night from

                  $222

                  Distance approx 7.24 km from San Silvestro

                    6

                    Apartment Casina

                    Certaldo / Il Pino

                    Il Pino apartment

                    2 2 7 nights min

                    • 2 bedrooms
                    • sleeps 2
                    • 7 nights min
                    • Swimming pool
                    • Child Friendly
                    • Ask about pets

                    Price per night from

                    $503

                    Price per night from

                    $503

                    Distance approx 14.27 km from San Silvestro

                      36

                      Casa Amaia , beautiful Tuscan apartment in Chianti

                      Province of Florence / Montaione

                      Montaione apartment

                      2 6 2 nights min

                      • 2 bedrooms
                      • sleeps 6
                      • 2 nights min
                      • Nearest beach 51 mi
                      • Swimming pool
                      • Child Friendly

                      Price per night from

                      $51

                      Responds fast!
                      avg. 51 minutes

                      Price per night from

                      $51

                      Distance approx 14.01 km from San Silvestro

                        28

                        Rocche Di Valiano - Apartment Mimosa

                        Monteriggioni / Quercegrossa

                        Quercegrossa house

                        2 3 min stay varies

                        • 2 bedrooms
                        • sleeps 3
                        • min stay varies
                        • Nearest beach 93 mi
                        • Swimming pool
                        • Child Friendly

                        Price per night from

                        $91

                        Price per night from

                        $91

                        Distance approx 4.79 km from San Silvestro

                        (2) Very Good 

                          30

                          Detached house with private pool near Florence. Quiet area and panoramic views

                          Tavarnelle Val di Pesa / San Donato in Poggio

                          San Donato in Poggio house

                          3 6 min stay varies

                          • 3 bedrooms
                          • sleeps 6
                          • min stay varies
                          • Swimming pool
                          • Child Friendly
                          • Pet Friendly

                          Price per night from

                          $232

                          Responds fast!
                          avg. 2 hours 3 minutes

                          Price per night from

                          $232

                          Distance approx 14.8 km from San Silvestro

                            21

                            Villa in the heart of the Tuscan countryside

                            Province of Florence / Montaione

                            Montaione house

                            4 10 min stay varies

                            • 4 bedrooms
                            • sleeps 10
                            • min stay varies
                            • Nearest beach 80 mi
                            • Swimming pool
                            • Child Friendly

                            Price per night from

                            $289

                            Responds fast!
                            avg. 3 hours 17 minutes

                            Price per night from

                            $289

                            Distance approx 19.85 km from San Silvestro

                              9

                              MATERNO 4

                              Casole d'Elsa / Monteguidi

                              Casole d'Elsa farmhouse

                              2 5 1 night min

                              • 2 bedrooms
                              • sleeps 5
                              • 1 night min
                              • Swimming pool
                              • Child Friendly
                              • Pet Friendly

                              Price per night from

                              $157

                              Responds fast!
                              avg. 2 hours 38 minutes

                              Price per night from

                              $157

                              Distance approx 13.34 km from San Silvestro

                                32

                                collina T1

                                Province of Florence / Montaione

                                Montaione apartment

                                2 6 min stay varies

                                • 2 bedrooms
                                • sleeps 6
                                • min stay varies
                                • Swimming pool
                                • Child Friendly
                                • Pet Friendly

                                Price per night from

                                $112

                                Price per night from

                                $112

                                Distance approx 10.51 km from San Silvestro

                                  36

                                  VILLA FLORENCE CASA SERENA

                                  Province of Florence / Montespertoli

                                  Montespertoli villa

                                  5 12 7 nights min

                                  • 5 bedrooms
                                  • sleeps 12
                                  • 7 nights min
                                  • Nearest beach 75 mi
                                  • Swimming pool
                                  • Private garden

                                  Price per night from

                                  $436

                                  Price per night from

                                  $436

                                  Distance approx 14.64 km from San Silvestro

                                  (1) Excellent 

                                    12

                                    The Lebbio-Pinus

                                    Montaione / Alberi

                                    Alberi apartment

                                    2 6 3 nights min

                                    • 2 bedrooms
                                    • sleeps 6
                                    • 3 nights min
                                    • Nearest beach 50 mi
                                    • Swimming pool
                                    • Child Friendly

                                    Price per night from

                                    $170

                                    Price per night from

                                    $170

                                    Distance approx 18.42 km from San Silvestro

                                    (4) Excellent 

                                      33

                                      Tornia Seal-Old House

                                      Reggello / Leccio

                                      Leccio villa

                                      1 4 5 nights min

                                      • 1 bedroom
                                      • sleeps 4
                                      • 5 nights min
                                      • Swimming pool
                                      • Child Friendly
                                      • Private garden

                                      Price per night from

                                      $248

                                      Price per night from

                                      $248

                                      Distance approx 7.07 km from San Silvestro

                                      (1) Excellent 

                                        20

                                        Antica Canonica San Leolino

                                        Greve in Chianti / Panzano in Chianti

                                        Panzano in Chianti apartment

                                        3 5 1 night min

                                        • 3 bedrooms
                                        • sleeps 5
                                        • 1 night min
                                        • Child Friendly

                                        Price per night from

                                        $215

                                        Price per night from

                                        $215

                                        Distance approx 17.18 km from San Silvestro

                                          18

                                          Casa Oliveto

                                          Casole d'Elsa / Monteguidi

                                          Casole d'Elsa apartment

                                          2 4 7 nights min

                                          • 2 bedrooms
                                          • sleeps 4
                                          • 7 nights min
                                          • Nearest beach 72 mi
                                          • Swimming pool
                                          • Child Friendly

                                          Price per night from

                                          $121

                                          Price per night from

                                          $121

                                          Distance approx 15.28 km from San Silvestro

                                          (1) Excellent 

                                            24

                                            Villa Carlotta

                                            Province of Florence / Rignano sull'Arno

                                            Rignano sull'Arno villa

                                            4 10 3 nights min

                                            • 4 bedrooms
                                            • sleeps 10
                                            • 3 nights min
                                            • Swimming pool
                                            • Child Friendly
                                            • Air conditioning

                                            Price per night from

                                            $573

                                            Price per night from

                                            $573

                                            Distance approx 16.65 km from San Silvestro

                                              12

                                              Bed and Breakfast de' Biffi

                                              Province of Florence / Florence

                                              Florence house

                                              6 2 2 nights min

                                              • 6 bedrooms
                                              • sleeps 2
                                              • 2 nights min
                                              • Child Friendly
                                              • Car not necessary
                                              • Air conditioning

                                              Price per night from

                                              $129

                                              Price per night from

                                              $129

                                              Distance approx 16.07 km from San Silvestro

                                                15

                                                Few steps from Palazzo Pitti

                                                Florence / Oltrarno

                                                Oltrarno apartment

                                                2 5 7 nights min

                                                • 2 bedrooms
                                                • sleeps 5
                                                • 7 nights min
                                                • Child Friendly
                                                • Car not necessary

                                                Price per night from

                                                $123

                                                Price per night from

                                                $123

                                                Distance approx 18.08 km from San Silvestro

                                                (10) Excellent 

                                                  37

                                                  Stunning Open Space with Terrace

                                                  Province of Florence / Florence

                                                  Florence apartment

                                                  1 4 2 nights min

                                                  • 1 bedroom
                                                  • sleeps 4
                                                  • 2 nights min
                                                  • Child Friendly

                                                  Price per night from

                                                  $72

                                                  Responds fast!
                                                  avg. 1 hour 37 minutes

                                                  Price per night from

                                                  $72

                                                  Distance approx 12.35 km from San Silvestro

                                                    24

                                                    poggio olivo

                                                    Province of Florence / Montespertoli

                                                    Montespertoli apartment

                                                    2 4 min stay varies

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

                                                    Price per night from

                                                    $149

                                                    Price per night from

                                                    $149

                                                    Distance approx 16.44 km from San Silvestro

                                                    (1) Very Good 

                                                      14

                                                      Loft In Florence

                                                      Province of Florence / Florence

                                                      Florence apartment

                                                      2 6 1 night min

                                                      • 2 bedrooms
                                                      • sleeps 6
                                                      • 1 night min
                                                      • Child Friendly
                                                      • Air conditioning

                                                      Price per night from

                                                      $143

                                                      Price per night from

                                                      $143

                                                      Distance approx 9.82 km from San Silvestro

                                                        36

                                                        Villa Maria

                                                        Province of Florence / Castelfiorentino

                                                        Castelfiorentino villa

                                                        5 10 7 nights min

                                                        • 5 bedrooms
                                                        • sleeps 10
                                                        • 7 nights min
                                                        • Nearest beach 105 mi
                                                        • Swimming pool
                                                        • Child Friendly

                                                        Price per night from

                                                        $282

                                                        Price per night from

                                                        $282

                                                        Distance approx 3.11 km from San Silvestro

                                                          16

                                                          Casale Bella

                                                          Certaldo / Marcialla

                                                          Marcialla house

                                                          2 5 min stay varies

                                                          • 2 bedrooms
                                                          • sleeps 5
                                                          • min stay varies
                                                          • Child Friendly
                                                          • Pet Friendly

                                                          Price per night from

                                                          $75

                                                          Price per night from

                                                          $75

                                                          Distance approx 15.91 km from San Silvestro

                                                            19

                                                            Poppy

                                                            Montaione / Castelfalfi

                                                            Castelfalfi apartment

                                                            2 6 min stay varies

                                                            • 2 bedrooms
                                                            • sleeps 6
                                                            • min stay varies
                                                            • Swimming pool
                                                            • Child Friendly
                                                            • Air conditioning

                                                            Price per night from

                                                            $80

                                                            Responds fast!
                                                            avg. 2 hours 15 minutes

                                                            Price per night from

                                                            $80

                                                            Distance approx 8.86 km from San Silvestro

                                                              7

                                                              Double room private bathroom

                                                              Province of Siena / Colle di Val d'Elsa

                                                              Colle di Val d'Elsa apartment

                                                              1 2 min stay varies

                                                              • 1 bedroom
                                                              • sleeps 2
                                                              • min stay varies
                                                              • Air conditioning
                                                              Inquire for Rates
                                                              Inquire for Rates

                                                              Distance approx 12.19 km from San Silvestro

                                                                18

                                                                The Boxes

                                                                Province of Arezzo / Subbiano

                                                                Subbiano farmhouse

                                                                5 11 min stay varies

                                                                • 5 bedrooms
                                                                • sleeps 11
                                                                • min stay varies
                                                                • Child Friendly
                                                                • Ask about pets
                                                                • Private garden
                                                                Inquire for Rates
                                                                Inquire for Rates

                                                                Distance approx 8.95 km from San Silvestro

                                                                  25

                                                                  Casanova 1 near Florence Tuscany Montespertoli

                                                                  Province of Florence / Montespertoli

                                                                  Montespertoli apartment

                                                                  3 6 min stay varies

                                                                  • 3 bedrooms
                                                                  • sleeps 6
                                                                  • min stay varies
                                                                  • Swimming pool
                                                                  • Child Friendly
                                                                  • Private garden

                                                                  Price per night from

                                                                  $150

                                                                  Price per night from

                                                                  $150

                                                                  Distance approx 16.76 km from San Silvestro

                                                                    15

                                                                    Collebrunacchi Farm App. Cherry Knoll

                                                                    Province of Pisa / San Miniato

                                                                    San Miniato apartment

                                                                    1 4 min stay varies

                                                                    • 1 bedroom
                                                                    • sleeps 4
                                                                    • min stay varies
                                                                    • Nearest beach 40 mi
                                                                    • Child Friendly
                                                                    • Air conditioning
                                                                    Inquire for Rates
                                                                    Inquire for Rates

                                                                    Distance approx 16.3 km from San Silvestro

                                                                      22

                                                                      The Beautiful Stone House

                                                                      Province of Florence / Lastra a Signa

                                                                      Lastra a Signa house

                                                                      2 6 min stay varies

                                                                      • 2 bedrooms
                                                                      • sleeps 6
                                                                      • min stay varies
                                                                      • Child Friendly
                                                                      • Ask about pets
                                                                      • Private garden
                                                                      Inquire for Rates
                                                                      Inquire for Rates

                                                                      Distance approx 16.29 km from San Silvestro

                                                                        11

                                                                        Lovely flat with lift & view of Palazzo Vecchio located in the heart of Florence

                                                                        Province of Florence / Florence

                                                                        Florence apartment

                                                                        1 4 3 nights min

                                                                        • 1 bedroom
                                                                        • sleeps 4
                                                                        • 3 nights min
                                                                        • Child Friendly

                                                                        Price per night from

                                                                        $233

                                                                        Responds fast!
                                                                        avg. 3 hours 41 minutes

                                                                        Price per night from

                                                                        $233

                                                                        Distance approx 16.83 km from San Silvestro

                                                                        (3) Average 

                                                                          19

                                                                          Iris Florentina

                                                                          Florence / Santa Maria Novella

                                                                          Santa Maria Novella guest house

                                                                          7 12 2 nights min

                                                                          • 7 bedrooms
                                                                          • sleeps 12
                                                                          • 2 nights min
                                                                          • Ask about children

                                                                          Price per night from

                                                                          $59

                                                                          Price per night from

                                                                          $59

                                                                          Distance approx 16.14 km from San Silvestro

                                                                            18

                                                                            Two steps from Uffizi Gallery and Ponte Vecchio

                                                                            Province of Florence / Florence

                                                                            Florence apartment

                                                                            1 4 2 nights min

                                                                            • 1 bedroom
                                                                            • sleeps 4
                                                                            • 2 nights min
                                                                            • Child Friendly
                                                                            • Car not necessary
                                                                            • Air conditioning

                                                                            Price per night from

                                                                            $110

                                                                            Price per night from

                                                                            $110

                                                                            Distance approx 18.6 km from San Silvestro

                                                                              30

                                                                              Apartment in Residence with pool, for 2-4 persons

                                                                              Province of Siena / Siena

                                                                              Siena apartment

                                                                              2 4 min stay varies

                                                                              • 2 bedrooms
                                                                              • sleeps 4
                                                                              • min stay varies
                                                                              • Swimming pool
                                                                              • Child Friendly
                                                                              • Private garden

                                                                              Price per night from

                                                                              $129

                                                                              Price per night from

                                                                              $129