check navigate-up navigate-left navigate-right expand mail svg-lightning svg-24hr svg-house svg-sleeps svg-bedrooms svg-bathrooms svg-stay svg-toilet calendar svg-report-flag
Cancel Clear Filters Apply Filters

Property Type

Booking Options

Location Type

Even More Filters

Features

Managed By

Cancel Clear Filters Apply Filters
Use filters to narrow your search results!
  • Showing 1-50 of 300+
Additional fees apply. Taxes may be added.
    • 1 BR
    • Sleeps 4
    Apartment #6686543
      • 2 BR
      • Sleeps 6
      Apartment #6362280
        • 2 BR
        • 1 BA
        • 1 HF BA
        • Sleeps 5
        Chateau / Country House #1687247
        2
          • 3 BR
          • 2 BA
          • Sleeps 6
          Multiple rentals Chateau / Country House #545999
          11
            • 2 BR
            • 1 BA
            • Sleeps 5
            Multiple rentals Chateau / Country House #545999
            7
              • 2 BR
              • 1 BA
              • Sleeps 5
              Multiple rentals Farmhouse #641149
              2
                • 2 BR
                • 1 BA
                • Sleeps 6
                Multiple rentals Chateau / Country House #641149
                2
                  • 1 BR
                  • 1 BA
                  • Sleeps 4
                  Multiple rentals Apartment #641149
                  1
                    • 3 BR
                    • 2 BA
                    • Sleeps 7
                    Multiple rentals Cottage #641149
                      • 2 BR
                      • 1 BA
                      • Sleeps 4
                      Multiple rentals Cottage #641149
                        • 2 BR
                        • 2 BA
                        • Sleeps 5
                        Multiple rentals Apartment #641149
                          • 1 BR
                          • 1 BA
                          • Sleeps 4
                          Apartment #2462419
                            • 2 BR
                            • 1 BA
                            • Sleeps 5
                            Apartment #2462420
                              • 2 BR
                              • 1 BA
                              • Sleeps 4
                              House #6521797
                              6
                                • 1 BR
                                • 1 BA
                                • Sleeps 4
                                Apartment #1107906
                                19
                                  • 2 BR
                                  • 2 BA
                                  • Sleeps 5
                                  Apartment #8022189
                                  13
                                    Excellent! 4.4/5
                                    (7 reviews)
                                    avg/night
                                    • 2 BR
                                    • 2 BA
                                    • Sleeps 4
                                    House #1992424
                                    7
                                      • Studio
                                      • 1 BA
                                      • Sleeps 4
                                      Chateau / Country House #1681162
                                      1
                                        • 1 BR
                                        • 1 BA
                                        • Sleeps 3
                                        Multiple rentals Apartment #1022784
                                        27
                                          • 1 BR
                                          • 1 BA
                                          • Sleeps 6
                                          House #2462471
                                            • 1 BR
                                            • 1 BA
                                            • Sleeps 2
                                            Multiple rentals House #30451
                                            10
                                              • 2 BR
                                              • 2 BA
                                              • Sleeps 4
                                              House #1980329
                                              3
                                                • 2 BR
                                                • 2 BA
                                                • Sleeps 6
                                                Condo #2450786
                                                5
                                                  • 2 BR
                                                  • 2 BA
                                                  • Sleeps 6
                                                  Apartment #2465601
                                                  3
                                                    • 4 BR
                                                    • Sleeps 8
                                                    House #6612002
                                                    7
                                                      • 2 BR
                                                      • 1 BA
                                                      • Sleeps 4
                                                      House #2443642
                                                      15
                                                        • 2 BR
                                                        • 1 BA
                                                        • Sleeps 4
                                                        Multiple rentals House #13404
                                                        20
                                                          • 3 BR
                                                          • 1 BA
                                                          • Sleeps 7
                                                          Chateau / Country House #1821850
                                                          8
                                                            • 2 BR
                                                            • 2 BA
                                                            • Sleeps 6
                                                            Apartment #2465798
                                                            4
                                                              • 2 BR
                                                              • 1 BA
                                                              • Sleeps 5
                                                              House #2444456
                                                                • 4 BR
                                                                • 3 BA
                                                                • Sleeps 9
                                                                Villa #8038986
                                                                4
                                                                  Wonderful! 4.8/5
                                                                  (23 reviews)
                                                                  $34
                                                                  avg/night
                                                                  • 1 BR
                                                                  • Sleeps 5
                                                                  House #6016762
                                                                  23
                                                                    • 1 BR
                                                                    • 1 BA
                                                                    • Sleeps 3
                                                                    House #1779518
                                                                    1
                                                                      • 2 BR
                                                                      • Sleeps 6
                                                                      Farmhouse #6126982
                                                                      69
                                                                        • 1 BR
                                                                        • 1 BA
                                                                        • Sleeps 4
                                                                        House #514065
                                                                        4
                                                                          Wonderful! 4.8/5
                                                                          (13 reviews)
                                                                          $49
                                                                          avg/night
                                                                          • 2 BR
                                                                          • 1 BA
                                                                          • Sleeps 4
                                                                          Barn #6392216
                                                                          13
                                                                            • 2 BR
                                                                            • 1 BA
                                                                            • Sleeps 4
                                                                            Apartment #1683154
                                                                            5
                                                                              • 3 BR
                                                                              • 1 BA
                                                                              • Sleeps 6
                                                                              Multiple rentals Villa #1763547
                                                                              3
                                                                                • 3 BR
                                                                                • 3 BA
                                                                                • Sleeps 8
                                                                                Cottage #2059079
                                                                                25
                                                                                  • 2 BR
                                                                                  • 2 HF BA
                                                                                  • Sleeps 4
                                                                                  Farmhouse #6511955
                                                                                  4
                                                                                    Exceptional! 5.0/5
                                                                                    (9 reviews)
                                                                                    avg/night
                                                                                    • 1 BR
                                                                                    • Sleeps 4
                                                                                    Multiple rentals Chateau / Country House #6370016
                                                                                    9
                                                                                      • 1 BR
                                                                                      • 1 BA
                                                                                      • Sleeps 5
                                                                                      Multiple rentals Apartment #1022784
                                                                                      37
                                                                                        • 2 BR
                                                                                        • Sleeps 8
                                                                                        House #6622765
                                                                                        11
                                                                                          • 1 BR
                                                                                          • 1 BA
                                                                                          • Sleeps 4
                                                                                          Apartment #467199
                                                                                          26
                                                                                            Exceptional! 5.0/5
                                                                                            (5 reviews)
                                                                                            avg/night
                                                                                            • 5 BR
                                                                                            • 5 HF BA
                                                                                            • Sleeps 10
                                                                                            House #6647839
                                                                                            5
                                                                                              • 2 BR
                                                                                              • 1 BA
                                                                                              • Sleeps 6
                                                                                              Apartment #6568572
                                                                                              12
                                                                                                • 4 BR
                                                                                                • 2 BA
                                                                                                • Sleeps 10
                                                                                                Multiple rentals Chateau / Country House #6506035
                                                                                                1
                                                                                                  Excellent! 4.7/5
                                                                                                  (7 reviews)
                                                                                                  $55
                                                                                                  avg/night
                                                                                                  • 2 BR
                                                                                                  • 1 BA
                                                                                                  • Sleeps 6
                                                                                                  Multiple rentals Apartment #6377140
                                                                                                  7
                                                                                                    • 2 BR
                                                                                                    • 1 BA
                                                                                                    • Sleeps 5
                                                                                                    Chateau / Country House #1150306
                                                                                                    3
                                                                                                    • 1 - 50 of 300+

                                                                                                    Montescudaio: Apartments, Villas & More (300+)

                                                                                                     

                                                                                                    Recent Montescudaio Reviews

                                                                                                    Great place

                                                                                                    5 of 5
                                                                                                    This rental is very nice. The location, right in the town of Chiani is great. You can purchase most items needed from the local grocer, fresh pasta and sauces from a shop, or a espresso with the guys at the local bar by just walking a few blocks down town. The place is quiet, secure, and very clean. You need a car here, but with one you have easy access to most of Tuscany. Just outside of town there is a olive processing place you can purchase both fresh pork and fresh virgin olive oil that is very good.It is close to some good restaurants, a lot of great hill towns, and a good cooking class. The only drawback for us was that there is no WIFI and even that was not terrible as we could just go down to the bar a couple of blocks away and get an espresso and have free WIFI. The apartment has pretty much everything you need to cook, fix espresso, and catch up on your wash. We were happy to stay here for two weeks in Tuscany.
                                                                                                    • Submitted: Nov 6, 2016
                                                                                                    • Stayed: Oct 2016

                                                                                                    Paradise in Tuscany

                                                                                                    5 of 5
                                                                                                    If you want to have paradise holiday, rent this apartment in La Pieve. We stayed there with our 2 kids and enjoyed every part of it. Unforgettable view, spacious rooms with great decor, perfect pool, meals on the terasse, 2 balconies, kitchen with all equipment, hospitable hosts who gave us home made olive oil and apricots from their garden. We could park our car beside the house and travelled all around Tuscany. Thermal bath with swimming pool 5 min by car in Caciana Terme, small shops including butchers in Chianni 5 min, large supermarket Conad in Capannina 15 min, Seaside is about 50min away (beach Vada), picturesque town S. Gimigiano cca 50 min, Livorno with superb aquarium for kids 45 min, Chianti region 90 min by car. There is also a bus stup in front of the house. We can highly reccomend this apartment! Enjoy you holiday.
                                                                                                    • Submitted: Jul 11, 2016
                                                                                                    • Stayed: Jul 2016

                                                                                                    Typical farmhouse in a cosy hamlet

                                                                                                    5 of 5
                                                                                                    Wonderful farmhouse setting. Very clean and well taken care of. We enjoyed listening to the history of the village from Alfredo. Small restaurant with great food within walking distance. Also a small store for cheese, jam, and pesto. Alfredo is a very gracious host and we enjoyed our time talking with him. Arrangements can be made for someone to come to cook a Tuscan dinner if you want. Villages nearby have wine shops, gelato, bakeries and restaurants. Casanova is a perfect place to relax or to travel to nearby places like Siena, Pisa, Lucca or San Gimignano. If you are looking for a country setting but accessible to the cities, this is it. Coming back after a day of sightseeing to relax with a glass of wine by the pool is the best! We would highly recommend staying here and we look forward to our next visit to see our new friend Alfredo again..
                                                                                                    • Submitted: Dec 5, 2015
                                                                                                    • Stayed: Sep 2015