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4,493 Houses

(1) Very Good 

    19

    Villa Caprera. Tinaio

    Siena / Monastero

    Monastero farmhouse

    1 4 5 nights min

    • 1 bedroom
    • sleeps 4
    • 5 nights min
    • Nearest beach 100 mi
    • Child Friendly
    • Air conditioning

    Price per night from

    $136

    Price per night from

    $136

    Great rentals within 20 miles that match your search

    Distance approx 17.4 km from Monastero

    (1) Excellent 

      18

      Il Campino

      Barberino Val d'Elsa / Monsanto

      Monsanto apartment

      3 6 min stay varies

      • 3 bedrooms
      • sleeps 6
      • min stay varies
      • Nearest beach 80 mi
      • Child Friendly
      Inquire for Rates
      Inquire for Rates

      Distance approx 15.54 km from Monastero

        25

        Casale Ischieto

        Rapolano Terme / Serre di Rapolano

        Serre di Rapolano apartment

        2 4 min stay varies

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

        Price per night from

        $103

        Responds fast!
        avg. 2 hours 39 minutes

        Price per night from

        $103

        Distance approx 7.08 km from Monastero Show on Map

          18

          la pergola T

          Castelnuovo Berardenga / Vagliagli

          Vagliagli apartment

          2 6 3 nights min

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

          Price per night from

          $155

          Responds fast!
          avg. 1 hour 51 minutes

          Price per night from

          $155

          Distance approx 17.62 km from Monastero

            59

            Villa "The House of Agnes" 600m from San Gimignano with garden, garage, solarium

            Province of Siena / San Gimignano

            San Gimignano villa

            3 8 4 nights min

            • 3 bedrooms
            • sleeps 8
            • 4 nights min
            • Nearest beach 90 mi
            • Child Friendly
            • Car not necessary

            Price per night from

            $270

            Price per night from

            $270

            Distance approx 13.28 km from Monastero

              7

              Organic Farm Reggioli-apartment for 6 pers.

              Province of Siena / Gaiole in Chianti

              Gaiole in Chianti apartment

              2 6 3 nights min

              • 2 bedrooms
              • sleeps 6
              • 3 nights min
              • Child Friendly
              • Pet Friendly
              • Private garden

              Price per night from

              $174

              Price per night from

              $174

              Distance approx 17.67 km from Monastero

              (1) Very Good 

                13

                HEART OF TUSCANY 2

                Province of Grosseto / Civitella Paganico

                Civitella Paganico house

                1 3 3 nights min

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

                Price per night from

                $60

                Price per night from

                $60

                Distance approx 0.1 km from Monastero Show on Map

                  10

                  BnB Paolina MAGNOLIA

                  Province of Siena / Siena

                  Siena b and b

                  1 2 1 night min

                  • 1 bedroom
                  • sleeps 2
                  • 1 night min
                  • Child Friendly
                  • Air conditioning

                  Price per night from

                  $205

                  Price per night from

                  $205

                  Distance approx 16.05 km from Monastero

                    11

                    MATERNO 3

                    Casole d'Elsa / Monteguidi

                    Casole d'Elsa farmhouse

                    2 5 min stay varies

                    • 2 bedrooms
                    • sleeps 5
                    • min stay varies
                    • Beach / lakeside relaxation
                    • Swimming pool
                    • Child Friendly

                    Price per night from

                    $116

                    Price per night from

                    $116

                    Distance approx 11.5 km from Monastero

                      13

                      Apartment in Casole d'Elsa ID 3593

                      Province of Siena / Pievescola

                      Pievescola apartment

                      1 4 min stay varies

                      • 1 bedroom
                      • sleeps 4
                      • min stay varies
                      • Swimming pool

                      Price per night from

                      $119

                      Price per night from

                      $119

                      Distance approx 18.33 km from Monastero

                      (22) Excellent 

                        15

                        Agriturismo Casa Pietraia

                        Province of Florence / Certaldo

                        Certaldo farmhouse

                        3 8 2 nights min

                        • 3 bedrooms
                        • sleeps 8
                        • 2 nights min
                        • Swimming pool
                        • Child Friendly
                        • Air conditioning

                        Price per night from

                        $451

                        Price per night from

                        $451

                        Distance approx 7.61 km from Monastero Show on Map

                          20

                          Santo Estate - Villa preciosa Large italian villa to rent near Siena - Tuscany

                          Province of Siena / Siena

                          Siena house

                          8 14 7 nights min

                          • 8 bedrooms
                          • sleeps 14
                          • 7 nights min
                          • Ask about children
                          • Pet Friendly

                          Price per night from

                          $466

                          Price per night from

                          $466

                          Distance approx 7.94 km from Monastero

                            20

                            Small Cinuzza

                            Province of Siena / Castelnuovo Berardenga

                            Castelnuovo Berardenga apartment

                            1 3 min stay varies

                            • 1 bedroom
                            • sleeps 3
                            • min stay varies
                            • Child Friendly
                            • Pet Friendly

                            Price per night from

                            $63

                            Responds fast!
                            avg. 2 hours 9 minutes

                            Price per night from

                            $63

                            Distance approx 10.71 km from Monastero

                            (7) Excellent 

                              25

                              2BR /1BA apartment

                              Province of Siena / Castellina In Chianti

                              Castellina In Chianti farmhouse

                              2 4 7 nights min

                              • 2 bedrooms
                              • sleeps 4
                              • 7 nights min
                              • Nearest beach 113 mi
                              • Swimming pool
                              • Child Friendly
                              “Location, location, location!” The complete Chianti valley, rustica experience of staying in comfortable stone cottages surrounded by beautiful gardens - the irises were blooming while we were there - plenty of space for kids to run and play while the

                              Price per night from

                              $153

                              Price per night from

                              $153

                              Distance approx 6.11 km from Monastero Show on Map

                                14

                                The Macie (VAG111)

                                Castelnuovo Berardenga / Vagliagli

                                Vagliagli house

                                2 4 min stay varies

                                • 2 bedrooms
                                • sleeps 4
                                • min stay varies
                                • Child Friendly

                                Price per night from

                                $143

                                Responds fast!
                                avg. 2 hours 9 minutes

                                Price per night from

                                $143

                                Distance approx 12.15 km from Monastero

                                  21

                                  Podere La Moraia (TAL460)

                                  Province of Siena / Poggibonsi

                                  Poggibonsi apartment

                                  2 6 min stay varies

                                  • 2 bedrooms
                                  • sleeps 6
                                  • min stay varies
                                  • Child Friendly

                                  Price per night from

                                  $70

                                  Responds fast!
                                  avg. 2 hours 9 minutes

                                  Price per night from

                                  $70

                                  Distance approx 17.44 km from Monastero

                                    50

                                    Gallonero

                                    Province of Florence / Tavarnelle Val di Pesa

                                    Tavarnelle Val di Pesa apartment

                                    3 8 7 nights min

                                    • 3 bedrooms
                                    • sleeps 8
                                    • 7 nights min
                                    • Swimming pool
                                    • Child Friendly
                                    • Air conditioning

                                    Price per night from

                                    $515

                                    Price per night from

                                    $515

                                    Distance approx 18.94 km from Monastero

                                      26

                                      Ramp of Fugnano Az. Agr. (SGI180)

                                      Province of Siena / San Gimignano

                                      San Gimignano house

                                      2 6 min stay varies

                                      • 2 bedrooms
                                      • sleeps 6
                                      • min stay varies
                                      • Child Friendly

                                      Price per night from

                                      $217

                                      Responds fast!
                                      avg. 2 hours 9 minutes

                                      Price per night from

                                      $217

                                      Distance approx 9.98 km from Monastero

                                      (7) Average 

                                        13

                                        Bed and breakfast Antonio and Francesca

                                        Poggibonsi / Staggia Senese

                                        Staggia Senese apartment

                                        2 3 1 night min

                                        • 2 bedrooms
                                        • sleeps 3
                                        • 1 night min
                                        • Nearest beach 74 mi
                                        • Child Friendly
                                        • Pet Friendly

                                        Price per night from

                                        $90

                                        Price per night from

                                        $90

                                        Distance approx 16.57 km from Monastero

                                          26

                                          Villa Pratoverde (SGI348)

                                          Province of Siena / Le Piazze

                                          Le Piazze house

                                          2 5 min stay varies

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

                                          Price per night from

                                          $123

                                          Responds fast!
                                          avg. 2 hours 9 minutes

                                          Price per night from

                                          $123

                                          Distance approx 15.85 km from Monastero

                                          (2) Very Good 

                                            17

                                            2 Bedroom Apartment at Campochiarenti in Tuscany

                                            Province of Siena / San Gimignano

                                            San Gimignano apartment

                                            2 4 21 nights min

                                            • 2 bedrooms
                                            • sleeps 4
                                            • 21 nights min
                                            • Swimming pool
                                            • Child Friendly
                                            • Car not necessary

                                            Price per night from

                                            $163

                                            Price per night from

                                            $163

                                            Distance approx 18.71 km from Monastero

                                            (14) Excellent 

                                              27

                                              Podere La Proda - apartment La Corte

                                              Province of Siena / San Gimignano

                                              San Gimignano farmhouse

                                              2 4 min stay varies

                                              • 2 bedrooms
                                              • sleeps 4
                                              • min stay varies
                                              • Nearest beach 70 mi
                                              • Swimming pool
                                              • Child Friendly

                                              Price per night from

                                              $168

                                              Responds fast!
                                              avg. 1 hour 14 minutes

                                              Price per night from

                                              $168

                                              Distance approx 6.36 km from Monastero Show on Map

                                                36

                                                chianti castle near Siena B3

                                                Province of Siena / Castelnuovo Berardenga

                                                Castelnuovo Berardenga apartment

                                                1 3 min stay varies

                                                • 1 bedroom
                                                • sleeps 3
                                                • min stay varies
                                                • Swimming pool
                                                • Child Friendly
                                                • Pet Friendly

                                                Price per night from

                                                $103

                                                Responds fast!
                                                avg. 1 hour 51 minutes

                                                Price per night from

                                                $103

                                                Distance approx 7.02 km from Monastero Show on Map

                                                  25

                                                  La Pieve Marsina, Tuscany, Chianti, Il Pozzo

                                                  Province of Siena / Gaiole in Chianti

                                                  Gaiole in Chianti apartment

                                                  2 4 2 nights min

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

                                                  Price per night from

                                                  $232

                                                  Price per night from

                                                  $232

                                                  Distance approx 17.98 km from Monastero

                                                    1

                                                    Villa La Ripa - Barn

                                                    Province of Siena / San Gimignano

                                                    San Gimignano villa

                                                    2 4 min stay varies

                                                    • 2 bedrooms
                                                    • sleeps 4
                                                    • min stay varies
                                                    • Nearest beach 70 mi
                                                    • Swimming pool
                                                    • Child Friendly

                                                    Price per night from

                                                    $148

                                                    Price per night from

                                                    $148

                                                    Distance approx 14.21 km from Monastero

                                                      7

                                                      Casa sol

                                                      Province of Siena / Casole d'Elsa

                                                      Casole d'Elsa townhouse

                                                      2 4 2 nights min

                                                      • 2 bedrooms
                                                      • sleeps 4
                                                      • 2 nights min
                                                      • Child Friendly
                                                      • Air conditioning
                                                      • Ask about pets

                                                      Price per night from

                                                      $65

                                                      Price per night from

                                                      $65

                                                      Distance approx 4.95 km from Monastero Show on Map

                                                        15

                                                        Il Valacchio

                                                        Province of Siena / Toiano

                                                        Toiano house

                                                        2 4 min stay varies

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

                                                        Price per night from

                                                        $75

                                                        Responds fast!
                                                        avg. 2 hours 22 minutes

                                                        Price per night from

                                                        $75

                                                        Distance approx 19.61 km from Monastero

                                                        (1) Excellent 

                                                          39

                                                          Molino of Tuoma apartment 1

                                                          Province of Siena / San Quirico d'Orcia

                                                          San Quirico d'Orcia apartment

                                                          3 8 2 nights min

                                                          • 3 bedrooms
                                                          • sleeps 8
                                                          • 2 nights min
                                                          • Child Friendly
                                                          • Pet Friendly
                                                          • Private garden

                                                          Price per night from

                                                          $193

                                                          Responds fast!
                                                          avg. 57 minutes

                                                          Price per night from

                                                          $193

                                                          Distance approx 16.41 km from Monastero

                                                            42

                                                            Arc

                                                            Bucine / San Leolino

                                                            San Leolino apartment

                                                            2 4 min stay varies

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

                                                            Price per night from

                                                            $69

                                                            Responds fast!
                                                            avg. 2 hours 22 minutes

                                                            Price per night from

                                                            $69

                                                            Distance approx 13.27 km from Monastero

                                                              5

                                                              Organic Farm Reggioli - Apartment for 4 pers

                                                              Province of Siena / Gaiole in Chianti

                                                              Gaiole in Chianti apartment

                                                              2 4 3 nights min

                                                              • 2 bedrooms
                                                              • sleeps 4
                                                              • 3 nights min
                                                              • Child Friendly
                                                              • Pet Friendly
                                                              • Private garden

                                                              Price per night from

                                                              $155

                                                              Price per night from

                                                              $155

                                                              Distance approx 8.63 km from Monastero

                                                                24

                                                                Casa Lecchi

                                                                Province of Siena / Gaiole in Chianti

                                                                Gaiole in Chianti apartment

                                                                2 4 7 nights min

                                                                • 2 bedrooms
                                                                • sleeps 4
                                                                • 7 nights min
                                                                • Nearest beach 125 mi
                                                                • Swimming pool
                                                                • Child Friendly

                                                                Price per night from

                                                                $102

                                                                Price per night from

                                                                $102

                                                                Distance approx 14.32 km from Monastero

                                                                  25

                                                                  house Parade

                                                                  Province of Siena / Casole d'Elsa

                                                                  Casole d'Elsa apartment

                                                                  2 4 7 nights min

                                                                  • 2 bedrooms
                                                                  • sleeps 4
                                                                  • 7 nights min
                                                                  • Nearest beach 70 mi
                                                                  • Swimming pool
                                                                  • Child Friendly

                                                                  Price per night from

                                                                  $119

                                                                  Price per night from

                                                                  $119

                                                                  Distance approx 13.68 km from Monastero

                                                                    5

                                                                    Apartament in Gaiole in Chianti ID 3731

                                                                    Gaiole in Chianti / Nusenna

                                                                    Nusenna apartment

                                                                    2 5 2 nights min

                                                                    • 2 bedrooms
                                                                    • sleeps 5
                                                                    • 2 nights min
                                                                    • Swimming pool
                                                                    • Child Friendly

                                                                    Price per night from

                                                                    $148

                                                                    Price per night from

                                                                    $148

                                                                    Distance approx 1.78 km from Monastero Show on Map

                                                                    (1) Excellent 

                                                                      46

                                                                      Apartment 3 double rooms

                                                                      Province of Siena / Siena

                                                                      Siena b and b

                                                                      3 6 1 night min

                                                                      • 3 bedrooms
                                                                      • sleeps 6
                                                                      • 1 night min
                                                                      • Nearest beach 80 mi
                                                                      • Child Friendly
                                                                      • Air conditioning

                                                                      Price per night from

                                                                      $271

                                                                      Price per night from

                                                                      $271

                                                                      Distance approx 1.39 km from Monastero Show on Map

                                                                        49

                                                                        Agriturismo il Poderaccio App. Lisa

                                                                        Province of Siena / Siena

                                                                        Siena apartment

                                                                        1 2 min stay varies

                                                                        • 1 bedroom
                                                                        • sleeps 2
                                                                        • min stay varies
                                                                        • Child Friendly
                                                                        • Ask about pets
                                                                        Inquire for Rates
                                                                        Inquire for Rates

                                                                        Distance approx 18.54 km from Monastero

                                                                          22

                                                                          VILLA FONTEVIVA LUXURY RELAX

                                                                          Province of Florence / Tavarnelle Val di Pesa

                                                                          Tavarnelle Val di Pesa villa

                                                                          6 11 min stay varies

                                                                          • 6 bedrooms
                                                                          • sleeps 11
                                                                          • min stay varies
                                                                          • Child Friendly
                                                                          • Private garden
                                                                          Inquire for Rates
                                                                          Inquire for Rates

                                                                          Distance approx 14.5 km from Monastero

                                                                          (2) Excellent 

                                                                            14

                                                                            Tipica dimora toscana

                                                                            Province of Siena / Monticiano

                                                                            Monticiano apartment

                                                                            2 4 4 nights min

                                                                            • 2 bedrooms
                                                                            • sleeps 4
                                                                            • 4 nights min
                                                                            • Nearest beach 60 mi
                                                                            • Child Friendly
                                                                            • Ask about pets

                                                                            Price per night from

                                                                            $78

                                                                            Price per night from

                                                                            $78

                                                                            Distance approx 12.01 km from Monastero

                                                                            (5) Very Good 

                                                                              15

                                                                              3 bedrooms apartment at Borghetto Poggio Bianco

                                                                              Province of Siena / Radicondoli

                                                                              Radicondoli apartment

                                                                              3 6 7 nights min

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

                                                                              Price per night from

                                                                              $276

                                                                              Price per night from

                                                                              $276