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Filtering by: City breaks

487 Houses

(2) Very Good 

    14

    Convent of novole

    Cortona / Montanare

    Montanare farmhouse

    6 16 2 nights min

    • 6 bedrooms
    • sleeps 16
    • 2 nights min
    • Child Friendly
    • Ask about pets
    • Private garden

    Price per night from

    $96

    Price per night from

    $96

    (45) Excellent 

    Certificate of Excellence

      36

      Villa BorgoValecchie/ Families&groups friendly/Newly renovated suites&ensuites

      Cortona / Montanare

      Montanare villa

      4 10 min stay varies

      • 4 bedrooms
      • sleeps 10
      • min stay varies
      • Nearest beach 180 mi
      • Swimming pool
      • Child Friendly

      Certificate of Excellence

      Price per night from

      $243

      Responds fast!
      avg. 1 hour 3 minutes

      Price per night from

      $243

        23

        Ville Alto: peaceful Tuscan villa in the Cortona countryside

        Cortona / Montanare

        Montanare villa

        4 8 4 nights min

        • 4 bedrooms
        • sleeps 8
        • 4 nights min
        • Suitable for children age 5+
        • Ask about pets
        • Private garden

        Price per night from

        $231

        Price per night from

        $231

          34

          Home Dhiman

          Cortona / Montanare

          Montanare house

          1 3 min stay varies

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

          Price per night from

          $103

          Price per night from

          $103

            11

            Home Dhiman

            Cortona / Montanare

            Montanare apartment

            1 3 min stay varies

            • 1 bedroom
            • sleeps 3
            • min stay varies
            • Swimming pool
            • Child Friendly
            • Air conditioning
            Inquire for Rates
            Inquire for Rates

            Great rentals within 20 miles that match your search

            Distance approx 4.54 km from Montanare

            (4) Excellent 

              24

              The Cypress apt in view CASA COUNTY swimming pool

              Province of Arezzo / Cortona

              Cortona farmhouse

              2 6 2 nights min

              • 2 bedrooms
              • sleeps 6
              • 2 nights min
              • Beach / lakeside relaxation
              • Swimming pool
              • Child Friendly

              Price per night from

              $190

              Responds fast!
              avg. 3 hours 25 minutes

              Price per night from

              $190

              Distance approx 15.99 km from Montanare

              (1) Excellent 

                35

                10-room attic apartment in Montepulciano Centro Storico

                Province of Siena / Montepulciano

                Montepulciano condo

                5 12 min stay varies

                • 5 bedrooms
                • sleeps 12
                • min stay varies
                • Child Friendly
                • Car not necessary
                • Ask about pets

                Price per night from

                $191

                Price per night from

                $191

                Distance approx 18.67 km from Montanare

                  25

                  AGRITURISMO MALAGRONDA

                  Citta della Pieve / Moiano

                  Moiano farmhouse

                  10 27 2 nights min

                  • 10 bedrooms
                  • sleeps 27
                  • 2 nights min
                  • Beach / lakeside relaxation
                  • Nearest beach 15 mi
                  • Swimming pool

                  Price per night from

                  $733

                  Price per night from

                  $733

                  Distance approx 14.31 km from Montanare

                    12

                    carla's House

                    Province of Perugia / Magione

                    Magione condo

                    2 5 min stay varies

                    • 2 bedrooms
                    • sleeps 5
                    • min stay varies
                    • Beach / lakeside relaxation
                    • Nearest beach 2 mi
                    • Child Friendly
                    Inquire for Rates
                    Inquire for Rates

                    Distance approx 13.42 km from Montanare

                    (9) Excellent 

                      19

                      A relaxing holiday in Tuscany

                      Province of Arezzo / Arezzo

                      Arezzo house

                      3 6 min stay varies

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

                      Price per night from

                      $179

                      Responds fast!
                      avg. 2 hours 10 minutes

                      Price per night from

                      $179

                      Distance approx 8.92 km from Montanare

                        28

                        Mas Fabio and Gisel

                        Province of Perugia / Passignano Sul Trasimeno

                        Passignano Sul Trasimeno house

                        2 5 2 nights min

                        • 2 bedrooms
                        • sleeps 5
                        • 2 nights min
                        • Beach / lakeside relaxation
                        • Child Friendly
                        • Private garden

                        Price per night from

                        $64

                        Responds fast!
                        avg. 1 hour 47 minutes

                        Price per night from

                        $64

                        Distance approx 16.54 km from Montanare

                        (7) Very Good 

                          44

                          Villa with private pool, air conditioning, quiet area & nice views 3km from town

                          Province of Siena / Chianciano Terme

                          Chianciano Terme villa

                          5 10 min stay varies

                          • 5 bedrooms
                          • sleeps 10
                          • min stay varies
                          • Swimming pool
                          • Child Friendly
                          • Air conditioning

                          Price per night from

                          $256

                          Price per night from

                          $256

                          Distance approx 0.1 km from Montanare

                            4

                            Le Gelosie B&B room 2

                            Province of Arezzo / Cortona

                            Cortona b&b

                            1 2 1 night min

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

                            Price per night from

                            $90

                            Price per night from

                            $90

                            Distance approx 2.32 km from Montanare Show on Map

                            (6) Very Good 

                              45

                              Villa Melody: charming villa very near to Cortona

                              Province of Arezzo / Cortona

                              Cortona villa

                              3 6 7 nights min

                              • 3 bedrooms
                              • sleeps 6
                              • 7 nights min
                              • Swimming pool
                              • Pet Friendly
                              “Unforgetable!!!” Melody House and Cortona will be in remembrance of the best family vacations. The reception team Terretrusche is perfect.

                              Price per night from

                              $228

                              Price per night from

                              $228

                              Distance approx 7.59 km from Montanare

                              (1) Excellent 

                                16

                                Palazzuolo Due - La Limonaia

                                Cortona / Capezzine

                                Capezzine apartment

                                2 6 3 nights min

                                • 2 bedrooms
                                • sleeps 6
                                • 3 nights min
                                • Beach / lakeside relaxation
                                • Swimming pool
                                • Child Friendly

                                Price per night from

                                $153

                                Price per night from

                                $153

                                Distance approx 0.1 km from Montanare

                                  16

                                  Charming townhouse close to historic centre

                                  Province of Arezzo / Cortona

                                  Cortona apartment

                                  2 4 7 nights min

                                  • 2 bedrooms
                                  • sleeps 4
                                  • 7 nights min
                                  • Beach / lakeside relaxation
                                  • Nearest beach 6 mi
                                  • Suitable for children age 5+

                                  Price per night from

                                  $104

                                  Price per night from

                                  $104

                                  Distance approx 0.1 km from Montanare

                                  (1) Very Good 

                                    15

                                    My home theater

                                    Province of Arezzo / Cortona

                                    Cortona apartment

                                    2 4 3 nights min

                                    • 2 bedrooms
                                    • sleeps 4
                                    • 3 nights min
                                    • Nearest beach 25 mi
                                    • Child Friendly
                                    • Car not necessary

                                    Price per night from

                                    $128

                                    Price per night from

                                    $128

                                    Distance approx 12.34 km from Montanare

                                      14

                                      holiday home

                                      Montepulciano / Abbadia di Montepulciano

                                      Abbadia di Montepulciano house

                                      1 4 min stay varies

                                      • 1 bedroom
                                      • sleeps 4
                                      • min stay varies
                                      • Child Friendly
                                      • Air conditioning
                                      • Private garden

                                      Price per night from

                                      $83

                                      Price per night from

                                      $83

                                      Distance approx 12.08 km from Montanare

                                        24

                                        Apartment Box Lucignano

                                        Province of Arezzo / Lucignano

                                        Lucignano apartment

                                        2 4 3 nights min

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

                                        Price per night from

                                        $96

                                        Price per night from

                                        $96

                                        Distance approx 18.6 km from Montanare

                                          43

                                          B&B Antico Granaione Orange bedroom

                                          Province of Siena / Rapolano Terme

                                          Rapolano Terme b&b

                                          1 3 min stay varies

                                          • 1 bedroom
                                          • sleeps 3
                                          • min stay varies
                                          • Child Friendly
                                          • Air conditioning

                                          Price per night from

                                          $101

                                          Price per night from

                                          $101

                                          Distance approx 7.19 km from Montanare

                                          (1) Excellent 

                                            89

                                            The Flowered Farmhouse in Cortona, Apartment Lavanda

                                            Province of Arezzo / Cortona

                                            Cortona apartment

                                            2 6 2 nights min

                                            • 2 bedrooms
                                            • sleeps 6
                                            • 2 nights min
                                            • Beach / lakeside relaxation
                                            • Nearest beach 18 mi
                                            • Swimming pool

                                            Price per night from

                                            $242

                                            Price per night from

                                            $242

                                            Distance approx 15.06 km from Montanare

                                            (1) Excellent 

                                              53

                                              Antica Filanda 8 sleeps, Emma Villas Exclusive

                                              Province of Arezzo / Arezzo

                                              Arezzo villa

                                              4 8 7 nights min

                                              • 4 bedrooms
                                              • sleeps 8
                                              • 7 nights min
                                              • Nearest beach 160 mi
                                              • Swimming pool
                                              • Ask about children

                                              Price per night from

                                              $303

                                              Price per night from

                                              $303

                                              Distance approx 17.95 km from Montanare

                                              (4) Excellent 

                                                15

                                                Apartment Il Vecchio Frantoio

                                                Province of Perugia / Panicale

                                                Panicale apartment

                                                1 2 3 nights min

                                                • 1 bedroom
                                                • sleeps 2
                                                • 3 nights min
                                                • Beach / lakeside relaxation
                                                • Child Friendly
                                                • Air conditioning

                                                Price per night from

                                                $77

                                                Price per night from

                                                $77

                                                Distance approx 13.41 km from Montanare

                                                  4

                                                  Romantic escape from Sissi

                                                  Province of Arezzo / Arezzo

                                                  Arezzo apartment

                                                  1 2 1 night min

                                                  • 1 bedroom
                                                  • sleeps 2
                                                  • 1 night min
                                                  • Nearest beach 160 mi
                                                  • Child Friendly
                                                  • Car not necessary

                                                  Price per night from

                                                  $58

                                                  Price per night from

                                                  $58

                                                  Distance approx 10.61 km from Montanare

                                                    27

                                                    Amazing Villa Petrignano del Lago - Trasimeno Lake

                                                    Castiglione del Lago / Petrignano del Lago

                                                    Petrignano del Lago villa

                                                    2 6 min stay varies

                                                    • 2 bedrooms
                                                    • sleeps 6
                                                    • min stay varies
                                                    • Beach / lakeside relaxation
                                                    • Nearest beach 11 mi
                                                    • Child Friendly
                                                    Inquire for Rates
                                                    Inquire for Rates

                                                    Distance approx 18.07 km from Montanare

                                                    (1) Excellent 

                                                      12

                                                      Le case di Lisetta Perugia

                                                      Province of Perugia / Corciano

                                                      Corciano villa

                                                      3 6 2 nights min

                                                      • 3 bedrooms
                                                      • sleeps 6
                                                      • 2 nights min
                                                      • Swimming pool
                                                      • Ask about children
                                                      • Ask about pets

                                                      Price per night from

                                                      $319

                                                      Price per night from

                                                      $319

                                                      Distance approx 1.05 km from Montanare

                                                      (6) Excellent 

                                                        24

                                                        Holiday House CASA BAKER

                                                        Cortona / Cegliolo

                                                        Cegliolo house

                                                        3 8 1 night min

                                                        • 3 bedrooms
                                                        • sleeps 8
                                                        • 1 night min
                                                        • Nearest beach 140 mi
                                                        • Swimming pool
                                                        • Child Friendly

                                                        Price per night from

                                                        $153

                                                        Price per night from

                                                        $153

                                                        Distance approx 18.33 km from Montanare

                                                          14

                                                          Casa Vieniche of Panicale

                                                          Umbria / Lake Trasimeno

                                                          Lake Trasimeno house

                                                          2 4 4 nights min

                                                          • 2 bedrooms
                                                          • sleeps 4
                                                          • 4 nights min
                                                          • Beach / lakeside relaxation
                                                          • Nearest beach 18 mi
                                                          • Child Friendly

                                                          Price per night from

                                                          $90

                                                          Price per night from

                                                          $90

                                                          Distance approx 13.01 km from Montanare

                                                          (4) Very Good 

                                                            22

                                                            Alloggio del Gatto

                                                            Province of Perugia / Magione

                                                            Magione apartment

                                                            1 4 2 nights min

                                                            • 1 bedroom
                                                            • sleeps 4
                                                            • 2 nights min
                                                            • Beach / lakeside relaxation
                                                            • Nearest beach 0 mi
                                                            • Child Friendly

                                                            Price per night from

                                                            $115

                                                            Price per night from

                                                            $115

                                                            Distance approx 2.32 km from Montanare Show on Map

                                                            (3) Excellent 

                                                              55

                                                              Casale Lamate 6 sleeps, Emma Villas Exclusive

                                                              Province of Arezzo / Cortona

                                                              Cortona villa

                                                              3 6 7 nights min

                                                              • 3 bedrooms
                                                              • sleeps 6
                                                              • 7 nights min
                                                              • Nearest beach 160 mi
                                                              • Swimming pool
                                                              • Ask about children

                                                              Price per night from

                                                              $315

                                                              Price per night from

                                                              $315

                                                              Distance approx 0.1 km from Montanare

                                                                59

                                                                Villa Luisella a jewel in the heart of Cortona

                                                                Province of Arezzo / Cortona

                                                                Cortona villa

                                                                7 16 min stay varies

                                                                • 7 bedrooms
                                                                • sleeps 16
                                                                • min stay varies
                                                                • Child Friendly
                                                                • Air conditioning
                                                                • Pet Friendly

                                                                Price per night from

                                                                $573

                                                                Price per night from

                                                                $573

                                                                Distance approx 0.1 km from Montanare

                                                                (1) Excellent 

                                                                  38

                                                                  Villa Luisella - Bellavista, unique panoramic apartment with garden

                                                                  Province of Arezzo / Cortona

                                                                  Cortona house

                                                                  2 4 min stay varies

                                                                  • 2 bedrooms
                                                                  • sleeps 4
                                                                  • min stay varies
                                                                  • Beach / lakeside relaxation
                                                                  • Car not necessary
                                                                  • Air conditioning

                                                                  Price per night from

                                                                  $191

                                                                  Price per night from

                                                                  $191

                                                                  Distance approx 18.27 km from Montanare

                                                                  (3) Excellent 

                                                                    24

                                                                    Ancient rock house with garden,in the center

                                                                    Province of Perugia / Corciano

                                                                    Corciano house

                                                                    1 4 7 nights min

                                                                    • 1 bedroom
                                                                    • sleeps 4
                                                                    • 7 nights min
                                                                    • Beach / lakeside relaxation
                                                                    • Car not necessary
                                                                    • Pet Friendly

                                                                    Price per night from

                                                                    $115

                                                                    Price per night from

                                                                    $115

                                                                    Distance approx 7.37 km from Montanare

                                                                      6

                                                                      Farm Pilari Apt Castagnolo

                                                                      Cortona / Mercatale di Cortona

                                                                      Mercatale di Cortona farmhouse

                                                                      2 4 3 nights min

                                                                      • 2 bedrooms
                                                                      • sleeps 4
                                                                      • 3 nights min
                                                                      • Swimming pool
                                                                      • Child Friendly
                                                                      • Ask about pets

                                                                      Price per night from

                                                                      $166

                                                                      Price per night from

                                                                      $166

                                                                      Distance approx 5.74 km from Montanare

                                                                        21

                                                                        CASOLARE IL CONDOTTIERO

                                                                        Castiglion Fiorentino / Montecchio Vesponi

                                                                        Montecchio Vesponi house

                                                                        4 11 min stay varies

                                                                        • 4 bedrooms
                                                                        • sleeps 11
                                                                        • min stay varies
                                                                        • Swimming pool
                                                                        • Child Friendly
                                                                        • Pet Friendly
                                                                        Inquire for Rates

                                                                        Responds fast!
                                                                        avg. 2 hours 20 minutes

                                                                        Inquire for Rates

                                                                        Distance approx 14.7 km from Montanare

                                                                          48

                                                                          House with private pool, 600 meters from Rigomagno, 35km from Siena and Arezzo.

                                                                          Sinalunga / Rigomagno

                                                                          Rigomagno house

                                                                          5 10 min stay varies

                                                                          • 5 bedrooms
                                                                          • sleeps 10
                                                                          • min stay varies
                                                                          • Swimming pool
                                                                          • Child Friendly
                                                                          • Private garden

                                                                          Price per night from

                                                                          $324

                                                                          Price per night from

                                                                          $324

                                                                          Distance approx 6.37 km from Montanare

                                                                          (4) Excellent 

                                                                            42

                                                                            Villa Borgo delle Spighe- A nice country estate sets a wonderful scenery

                                                                            Cortona / Cignano

                                                                            Cignano villa

                                                                            7 19 7 nights min

                                                                            • 7 bedrooms
                                                                            • sleeps 19
                                                                            • 7 nights min
                                                                            • Beach / lakeside relaxation
                                                                            • Nearest beach 8 mi
                                                                            • Swimming pool
                                                                            “Amazing all around!!!” Villa Luna (Casa Nebbie) is amazing. The house was well appointed, the kitchen huge and well stocked, and the view simply amazing. Madeline (the property manager) was very helpful as well. The bedrooms, linens, etc. were also

                                                                            Price per night from

                                                                            $366

                                                                            Price per night from

                                                                            $366

                                                                            Distance approx 18.59 km from Montanare

                                                                              26

                                                                              Frantoio 2 - Farm Case Graziani

                                                                              Citta della Pieve / Ravigliano

                                                                              Ravigliano apartment

                                                                              1 4 min stay varies

                                                                              • 1 bedroom
                                                                              • sleeps 4
                                                                              • min stay varies
                                                                              • Child Friendly

                                                                              Price per night from

                                                                              $97

                                                                              Price per night from

                                                                              $97