Cancel Clear Filters Apply Filters

Price Per Week

$ $

Sleeps

Bedrooms

Bathrooms

Booking Options

Property Type

Apartments
Chalets
Cottages
Estates
Farmhouses
Homes
Studios
Townhomes
Villas
Barns
Boats
Bungalows
Cabins
Castles
Condos
Hotels
Lodges
Yachts

Location Type

Even More Filters

Features

Managed By

Cancel Clear Filters Apply Filters
Use filters to narrow your search results!

Siena Area Mountain Vacation Rentals Vacation Rentals(127)

127 Results
Book it Now!
2 - 7 night minimum stay
  • 3 BR,
  • 3 BA,
  • 1 HF BA,
  • Sleeps 6
    (20)
    5 - 7 night minimum stay
    • 3 BR,
    • 3 BA,
    • Sleeps 7
      (20)
      Book it Now!
      7 night minimum stay
      • 6 BR,
      • 6 BA,
      • 1 HF BA,
      • Sleeps 12
        3 - 7 night minimum stay
        • 4 BR,
        • 4 BA,
        • 1 HF BA,
        • Sleeps 9
          (8)
          5 night minimum stay
          • 4 BR,
          • 3 BA,
          • Sleeps 12
            (16)
            2 night minimum stay
            • 4 BR,
            • 2 BA,
            • 1 HF BA,
            • Sleeps 6
              (11)
              3 - 4 night minimum stay
              • 3 BR,
              • 3 BA,
              • Sleeps 8
                (17)
                3 - 7 night minimum stay
                • 4 BR,
                • 4 BA,
                • Sleeps 11
                  Book it Now!
                  3 night minimum stay
                  • 3 BR,
                  • 2 BA,
                  • Sleeps 6
                    (6)
                    7 night minimum stay
                    • 6 BR,
                    • 6 BA,
                    • Sleeps 12
                      2 Reviews
                      7 night minimum stay
                      • 2 BR,
                      • 1 BA,
                      • Sleeps 4
                        1 Review
                        • 4 BR,
                        • 4 BA,
                        • Sleeps 8
                          5 - 7 night minimum stay
                          • 3 BR,
                          • 3 BA,
                          • 1 HF BA,
                          • Sleeps 6
                            (18)
                            4 - 5 night minimum stay
                            • 3 BR,
                            • 2 BA,
                            • Sleeps 8
                              2 Reviews
                              4 night minimum stay
                              • 1 BR,
                              • 1 BA,
                              • Sleeps 4
                                2 Reviews
                                7 night minimum stay
                                • 2 BR,
                                • 2 BA,
                                • Sleeps 4
                                  5 - 7 night minimum stay
                                  • 2 BR,
                                  • 2 BA,
                                  • Sleeps 4
                                    1 Review
                                    7 night minimum stay
                                    • 1 BR,
                                    • 1 BA,
                                    • Sleeps 2
                                      7 night minimum stay
                                      • 2 BR,
                                      • 2 BA,
                                      • Sleeps 3
                                        7 night minimum stay
                                        • 1 BR,
                                        • 1 BA,
                                        • Sleeps 2
                                          7 night minimum stay
                                          • 2 BR,
                                          • 2 BA,
                                          • Sleeps 4
                                            7 night minimum stay
                                            • 2 BR,
                                            • 1 BA,
                                            • Sleeps 4
                                              3 - 7 night minimum stay
                                              • 4 BR,
                                              • 4 BA,
                                              • Sleeps 11
                                                • 7 BR,
                                                • 6 BA,
                                                • 2 HF BA,
                                                • Sleeps 15
                                                  (3)
                                                  4 night minimum stay
                                                  • 1 BR,
                                                  • 1 BA,
                                                  • Sleeps 3
                                                    (47)
                                                    Book it Now!
                                                    4 - 7 night minimum stay
                                                    • 6 BR,
                                                    • 7 BA,
                                                    • Sleeps 12
                                                      Book it Now!
                                                      7 night minimum stay
                                                      • 3 BR,
                                                      • 2 BA,
                                                      • 1 HF BA,
                                                      • Sleeps 6
                                                        3 - 7 night minimum stay
                                                        • 12 BR,
                                                        • 8 BA,
                                                        • 1 HF BA,
                                                        • Sleeps 23
                                                          (30)
                                                          3 - 7 night minimum stay
                                                          • 2 BR,
                                                          • 1 BA,
                                                          • 1 HF BA,
                                                          • Sleeps 4
                                                            (4)
                                                             

                                                            Recent Siena Area Reviews

                                                            Best place in Chianti region. Just gorgeous.

                                                            5 of 5
                                                            I was born in Italy and then moved to New York years ago. I know Tuscany very well (I got married there, actually right in the "Tenuta Villa Arceno), and there's nothing better than the Chianti region. The house is spectacular, incredibly well maintained, there's nothing missing (from cutleries to TV, Internet. etc.) and is so peaceful. The owners are wonderful and promptly reply to any needs you may have. And there's a property manager you can contact at any moment (they even have a cell phone at your disposal just for that!!!). As said above, I've been in the area many times, and can't recommend enough this special house. It's a true Tuscany dream. Total privacy, amazing view, the deck looks right over the sunset. What else can I say?! Close to a bunch of great restaurants (cheap and expensive). This is a true hidden gem.
                                                            • Submitted: Sep 16, 2014
                                                            • Stayed: Aug 2014

                                                            Beautiful rustic haven in the Italian countryside.

                                                            5 of 5
                                                            Oh what a wonderful feeling to be in the middle of Umbria staying at a unique Italian farmhouse.... Podere Baiocco. Our family was met by Jacopo and Angela with the familiar Italian welcome. The views in all directions were spectacular. We had the welcome dinner prepared by Fabio and it was delicious. Jacopo was a welcome sight with his cheery Italian Buon Giorno, when he had breakfast ready for us daily. We had the cooking class done by Enis with the help of Angela and it couldn't have been more pleasant, followed by the pasta dinner that we had made and when we thought we were done Fabio brings out chicken and potatoes and then more......OH SO GOOD! We were in walking distance to Citta della Pieve , a quaint little town with many things to see and some really good restaurants....we went to Montalcino (wine tour), Siena, Pienza, Florence and then to Rome. Everything either a relatively short car ride or we used the train. The villa had a rustic flair and met all our needs. The humidity was high and without A/C the big screened windows were a lifesaver with the breeze flowing through. The gardens and pool were immaculate....nice to just sit, relax and read or just enjoy the view. Jacoopo couldn't have been more friendly and helpful with any of our needs or questions. He was readily available and diligent in keeping the property perfect. If we get to make a return trip to Italy we hope it will bring us back to Podere Baiocco.
                                                            • Submitted: Aug 15, 2014
                                                            • Stayed: Jul 2014

                                                            Perfect Way to Experience Tuscany

                                                            5 of 5
                                                            This beautiful stone home and well tended grounds provided the perfect way to experience Tuscany for our family of four. Everything went smoothly with our reservation and it was very easy to work with Roberto and Marina. Barbara is a real delight and the perfect property manager. The welcome basket full of food, as well as a well stocked refrigerator, and wine and olive oil from the estate for the week was fantastic!!! It was so nice to just settle into the house and have enough to eat for dinner, breakfast, and beyond. The wine was really good! We did not have any issues with the internet, and with two teenagers, the Wi-Fi was used frequently. The guide book in the house was very helpful. The house was very clean and even had a mid-week touch up by Sherrie. The gardener did a great job taking care of the expansive lawn and beautiful flowers. We made side trips to Siena, Pisa, San Gimignano, Pienza, Montalcino, Assisi, and Perugia. I think our favorite day was the day we walked through the vineyard to San Gusme', spent some refreshing hours in the pool with the beautiful view, had a late lunch in Castelnuovo Berardenga at La Locanda di Tommaso, enjoyed an evening conversation with Barbara, and ate our last dinner on the terrace under the stars. Each morning we enjoyed waking up to the sunlight peeking through the east facing master bedroom and then later sipping coffee out on the terrace with the birds singing all around.
                                                            • Submitted: Aug 4, 2013
                                                            • Stayed: Jul 2013