Beginning of main content
Trip Type
Flight 1
Flight 2
Flight 3
Flight 4
Flight 5

Search 590,000 properties worldwide.

Search over a million flights, hotels, packages, and more

No Expedia cancellation fee to change or cancel almost any hotel reservation.


Featured Siena 5 Star Hotels

See all 1,883 Hotels in Siena
Grand Hotel Continental Siena – Starhotels Collezione

Grand Hotel Continental Siena – Starhotels Collezione

Banchi Di Sopra 85, Siena
    5.0 out of 5.0
     
     
    4.6 out of 5 (236 reviews)
    Grand, Old-Style HotelBeautiful, old-school hotel. Amazing staff, impeccably clean. In the middle of the city. Only thing they should work on is the old-school, unimaginative wine list...
    Jan 27, 2018

    Grand Hotel Continental Siena – Starhotels Collezione$271

    Grand Hotel Continental Siena – Starhotels Collezione$271
    Castello di Velona SPA Resort & Winery

    Castello di Velona SPA Resort & Winery

    Località Velona, Montalcino
      5.0 out of 5.0
       
       
      4.7 out of 5 (153 reviews)
      Beautiful castle disappointing serviceThe castle hotel is beautiful, staff is not prepared to serve guests expecting 5 star service. Restuarant is completely overpriced with a too complicated menu. They should try simplier food with alternatives.
      Dec 31, 2017

      Castello di Velona SPA Resort & Winery$444

      Castello di Velona SPA Resort & Winery$444
      Castello Banfi - Il Borgo

      Castello Banfi - Il Borgo

      Castello di Poggio alle Mura s.n.c., Montalcino
        5.0 out of 5.0
         
         
        5.0 out of 5 (42 reviews)
        First, but not the last time...Castello Banfi - Il Borgo is either a great place to anchor your restoration or to invigorate your exploration. There's plenty to do on property: a wine tour through the high-tech wine production facility; wine tasting overlooking the Tuscan landscape (you have a substantial selection to choose from); ...
        Oct 7, 2017

        Castello Banfi - Il Borgo$578

        Castello Banfi - Il Borgo$578
        Castello di Spaltenna

        Castello di Spaltenna

        Via Spaltenna 13, Gaiole in Chianti
          5.0 out of 5.0
           
           
          4.7 out of 5 (106 reviews)
          Romantic castle for a honeymoonLoved this hotel! I stayed here with my husband for our honeymoon and couldn't have asked for a better place. The grounds and gardens are stunning with an awesome view of the Tuscan hill sides.The spa and pool are great for relaxing after coming back from wine tasting. This is truly a gem in the ...
          LucasOct 24, 2017

          Castello di Spaltenna$211

          Castello di Spaltenna$211
          Fonteverde

          Fonteverde

          Localita Terme, 1, San Casciano dei Bagni
            5.0 out of 5.0
             
             
            4.6 out of 5 (55 reviews)
            The staff were great. Amazing relaxing getaway.
            Nov 10, 2016

            Fonteverde$334

            Fonteverde$334
            Hotel Le Fontanelle

            Hotel Le Fontanelle

            SP 408-km 14.7, Castelnuovo Berardenga
              5.0 out of 5.0
               
               
              4.9 out of 5 (23 reviews)
              Breathtaking....Hotel property was fabulous, staff go above and beyond, and Tuscany views from anywhere on premise and phenomenal. Looking forward to visiting again.
              Sep 9, 2017

              Hotel Le Fontanelle$387

              Hotel Le Fontanelle$387
              Castel Monastero

              Castel Monastero

              Monastero D'Ombrone, Castelnuovo Berardenga
                5.0 out of 5.0
                 
                 
                4.3 out of 5 (61 reviews)
                Wonderful hotel in the hills of Tuscany, near SienVery nice and relaxed setting in Tuscany, near some wonderful little towns worth exploring
                Sep 16, 2017

                Castel Monastero$406

                Castel Monastero$406
                Hotel Borgo San Felice

                Hotel Borgo San Felice

                San Felice, Castelnuovo Berardenga
                  5.0 out of 5.0
                   
                   
                  5.0 out of 5 (27 reviews)
                  Can't wait to return!A memorable stay at gorgeous Borgo San Felice. This Relais & Chateau property is absolutely gorgeous. The rooms are nice, not amazing but we spent most of our time by the pool, at the more casual restaurant and at the winery..all great places. The hotel is located in such an amazing part of the Chianti ...
                  aliciaJun 3, 2017

                  Hotel Borgo San Felice$352

                  Hotel Borgo San Felice$352
                  Rosewood Castiglion del Bosco

                  Rosewood Castiglion del Bosco

                  Localita Castiglion Del Bosco, Montalcino
                    5.0 out of 5.0
                     
                     
                    5.0 out of 5 (10 reviews)
                    Gorgeous resortEverything about this resort is magical. It is a fabulous location to enjoy the beauty of Tuscany
                    Oct 5, 2015

                    Rosewood Castiglion del Bosco$854

                    Rosewood Castiglion del Bosco$854
                    Castello Di Casole

                    Castello Di Casole

                    Localita Querceto, Casole d'Elsa
                      5.0 out of 5.0
                       
                       
                      4.6 out of 5 (21 reviews)
                      Most Incredible ResortHands down the best staff anywhere, and we have traveled all over. Incredibly fri belt and attentive and accommodating. And the resort itself is simply special. Vistas out of a Hollywood set. The spa was fantastic and the food, wow.
                      Sep 26, 2017

                      Castello Di Casole$507

                      Castello Di Casole$507
                      Map

                      You enjoy the finer things in life, both at home and on vacation. Add even more luxury on your next trip to Siena by treating yourself to the best of the best when it comes to accommodation. It's an ideal combination. There's no reason to delay a getaway to Siena any longer. You'll join the multitudes of vacationers who have made Siena so fashionable in the last year. You can also expect excellent customer service from these hotels, so get ready to kick back and indulge. What are you waiting for? Book one of Expedia's luxurious 5-star hotels in Siena and get ready to be pampered like never before.

                      5-Star Hotels in Siena

                      You'll have a fantastic time at one of these 5-star hotels. Michelin-starred restaurants, concierges, and in-room spa sessions are all at the ready. We have a huge number of hotels in the region, and all of them provide top-notch amenities. You can also look forward to an outstanding experience and fantastic customer care, so get ready for a wonderful adventure. What kind of amenities will make your stay a wonderful one? 24-hour room service, so you can order that filet mignon in the wee hours of the morning? A mud wrap treatment that will leave you feeling like a million bucks? Butler services? Whatever it is your heart desires, you're bound to find it here. Want to see for yourself? Explore our listings and pick the perfect accommodation for your needs.

                      You won't sleep and order room service the entire time, though. We've got you covered. From doing a bit of shopping to embracing the great outdoors, you'll never be bored on this retreat. No matter what's on your agenda, the 5-star hotels in Siena are the perfect place to relax after an exciting day.

                      Make Your Escape

                      Numerous visitors make Siena the place to vacation. Why not join their ranks? If you've been dreaming about a vacation set here, then go ahead and book it. A surge in interest means these great hotel rooms will go quickly. Your great getaway is just a mouse-click away. Choose one of our Siena 5-star hotels today and decompress in total tranquility tomorrow.

                      Recently booked 5 Star Hotels in Siena

                      Hotel Leon Bianco
                      3.0 out of 5.0
                      Last booking: 53 minutes ago
                      Hotel Santa Caterina
                      3.0 out of 5.0
                      Last booking: 8 hours ago
                      La Perla
                      1.0 out of 5.0
                      Last booking: 10 hours ago
                      Villa Fiorita
                      0.0 out of 5.0
                      Last booking: 10 hours ago
                      Hotel Italia
                      3.0 out of 5.0
                      Last booking: 14 hours ago
                      L'Antico Pozzo
                      3.0 out of 5.0
                      Last booking: 19 hours ago
                      Palazzo Carletti
                      0.0 out of 5.0
                      Last booking: 21 hours ago
                      Relais La Suvera
                      5.0 out of 5.0
                      Last booking: 21 hours ago
                      Agriturismo San Galgano
                      0.0 out of 5.0
                      Last booking: 23 hours ago